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Under contract-accepting backup offers. Welcome to an extraordinary lakefront estate on the prestigious shores of Lake Butler with 182 feet of water frontage, where timeless architecture, exceptional craftsmanship, and resort-style amenities come together in one of Windermere's most coveted locations. Built in 2024 and spanning approximately 6,900 square feet under air (10,400 total square feet), this custom residence sits on a rare one-acre homesite along the iconic, paved Second Avenue, renowned for its festive holiday displays, spectacular sunsets, and unmatched charm. Designed for both everyday luxury and grand scale entertaining, this 6 bedroom, 7.5 bathroom home offers en-suite bedrooms with walk-in closets, including a private first floor guest suite. The stunning primary retreat features a spa inspired bathroom and a private balcony overlooking the lake, creating the perfect setting to enjoy breathtaking sunsets and nightly Disney fireworks. The heart of the home is a designer chef's kitchen featuring exquisite Cristallo countertops, premium Miele appliances, and seamless flow into the expansive living and entertaining spaces. A dramatic floating wood staircase with a striking stone accent wall serves as an architectural centerpiece, while an elevator provides effortless access to every level. Additional highlights include a custom onyx sink in the powder bath, elegant 8-foot solid wood core doors throughout, motorized blinds, and laundry rooms on both the first and second floors. Step outside to experience a true private resort. The heated infinity edge saltwater pool features a unique acrylic glass viewing wall, allowing swimmers to enjoy underwater lake views unlike anything else. The expansive summer kitchen is equipped with two oversized Big Green Egg grills, a hibachi grill, and generous entertaining areas perfect for hosting unforgettable gatherings. A spacious game room with a full bar, dedicated fitness room, and professionally designed dog run complete the home's exceptional lifestyle offerings. Boating enthusiasts will appreciate the impressive two story private dock with multiple lifts, providing direct access to the famed Butler Chain of Lakes. Car collectors will love the oversized four car garage with an automotive lift, an additional golf cart garage, and an exceptionally long driveway offering abundant guest parking, a rare luxury on Second Avenue. Constructed with impact-rated windows and doors, spray foam insulation, and energy-efficient systems, this home was thoughtfully built to provide superior comfort, security, and efficiency. Combining impeccable design, world-class amenities, spectacular waterfront views, and one of the finest addresses in Central Florida, this remarkable Lake Butler estate represents a rare opportunity to own a nearly new custom home in one of Windermere's most sought after neighborhoods. Be sure to click on the virtual tour links.

6 Beds ⋅ 8 Baths ⋅ O6426995 MLS

Under contract-accepting backup offers. Welcome to an extraordinary lakefront estate on the prestigious shores of Lake Butler with 182 feet of water frontage, where timeless architecture, exceptional craftsmanship, and resort-style amenities come together in one of Windermere's most coveted locations. Built in 2024 and spanning approximately 6,900 square feet under air (10,400 total square feet), this custom residence sits on a rare one-acre homesite along the iconic, paved Second Avenue, renowned for its festive holiday displays, spectacular sunsets, and unmatched charm. Designed for both everyday luxury and grand scale entertaining, this 6 bedroom, 7.5 bathroom home offers en-suite bedrooms with walk-in closets, including a private first floor guest suite. The stunning primary retreat features a spa inspired bathroom and a private balcony overlooking the lake, creating the perfect setting to enjoy breathtaking sunsets and nightly Disney fireworks. The heart of the home is a designer chef's kitchen featuring exquisite Cristallo countertops, premium Miele appliances, and seamless flow into the expansive living and entertaining spaces. A dramatic floating wood staircase with a striking stone accent wall serves as an architectural centerpiece, while an elevator provides effortless access to every level. Additional highlights include a custom onyx sink in the powder bath, elegant 8-foot solid wood core doors throughout, motorized blinds, and laundry rooms on both the first and second floors. Step outside to experience a true private resort. The heated infinity edge saltwater pool features a unique acrylic glass viewing wall, allowing swimmers to enjoy underwater lake views unlike anything else. The expansive summer kitchen is equipped with two oversized Big Green Egg grills, a hibachi grill, and generous entertaining areas perfect for hosting unforgettable gatherings. A spacious game room with a full bar, dedicated fitness room, and professionally designed dog run complete the home's exceptional lifestyle offerings. Boating enthusiasts will appreciate the impressive two story private dock with multiple lifts, providing direct access to the famed Butler Chain of Lakes. Car collectors will love the oversized four car garage with an automotive lift, an additional golf cart garage, and an exceptionally long driveway offering abundant guest parking, a rare luxury on Second Avenue. Constructed with impact-rated windows and doors, spray foam insulation, and energy-efficient systems, this home was thoughtfully built to provide superior comfort, security, and efficiency. Combining impeccable design, world-class amenities, spectacular waterfront views, and one of the finest addresses in Central Florida, this remarkable Lake Butler estate represents a rare opportunity to own a nearly new custom home in one of Windermere's most sought after neighborhoods. Be sure to click on the virtual tour links.

724 W 2nd Avenue, Windermere

$6,700,000

Under contract-accepting backup offers. Virtually Staged. Welcome to an extraordinary new construction waterfront estate built by Element Home Builders, located in the prestigious 24-hour guard gated community of Keene’s Pointe. Situated on a private cul-de-sac, this one of a kind residence rests on a spectacular 0.78 acre homesite with 518 feet of combined waterfront overlooking a serene pond and the beautiful waters of Lake Burden. Offering 8,133 square feet under air and 10,971 total square feet, this exceptional home features 8 bedrooms, 7 full bathrooms, and 3 half bathrooms with unparalleled craftsmanship and luxury finishes throughout. A grand marble foyer welcomes you with soaring ceilings, designer lighting, wood beams, and rich solid oak flooring. The stunning chef’s kitchen features custom solid wood cabinetry, stunning countertops, Thermador paneled refrigerator and freezer with white wine refrigeration, Wolf range, built-in convection oven, microwave, and a custom exhaust hood. The expansive great room showcases a natural stone fireplace and wall to wall sliders that open to breathtaking views of the infinity edge saltwater pool, spa, backyard oasis, and Lake Burden. The luxurious primary suite offers panoramic water views, custom illuminated walk-in closets, a spa inspired bathroom with a massive shower, designer fixtures, and a freestanding soaking tub. Additional highlights include a temperature controlled wine cellar, hidden elevator, executive study with custom built-ins, five spacious main level bedrooms, and a spectacular second floor featuring a private gym with reinforced insulation, custom theater, loft with kitchenette, balcony overlooking the water, and three ensuite bedrooms. Outdoor living is designed for entertaining with your summer kitchen including a heavy duty grill and hood, motorized screens for the entire lanai, multiple gathering areas, fire pit, private putting green, and a nature path leading to your covered boat dock with boat lift for endless Lake Burden adventures on a 125 acre skiable lake. A four-car garage with built in ceiling lighting tracks and electric vehicle charging completes this exceptional residence. Keene’s Pointe offers an unmatched lifestyle with the Golden Bear Club, featuring a championship golf course, clubhouse, fitness center, tennis courts, resort-style pool, and numerous parks and recreation areas. Ideally located just minutes from Walt Disney World, world class dining, shopping, and top rated schools, with close proximity to Windermere Preparatory School. This rare never been lived in lakefront estate is being offered for the first time and represents a unique opportunity to own one of Central Florida’s finest custom homes. Be sure to click on the virtual tour links.

8 Beds ⋅ 10 Baths ⋅ O6422852 MLS

Under contract-accepting backup offers. Virtually Staged. Welcome to an extraordinary new construction waterfront estate built by Element Home Builders, located in the prestigious 24-hour guard gated community of Keene’s Pointe. Situated on a private cul-de-sac, this one of a kind residence rests on a spectacular 0.78 acre homesite with 518 feet of combined waterfront overlooking a serene pond and the beautiful waters of Lake Burden. Offering 8,133 square feet under air and 10,971 total square feet, this exceptional home features 8 bedrooms, 7 full bathrooms, and 3 half bathrooms with unparalleled craftsmanship and luxury finishes throughout. A grand marble foyer welcomes you with soaring ceilings, designer lighting, wood beams, and rich solid oak flooring. The stunning chef’s kitchen features custom solid wood cabinetry, stunning countertops, Thermador paneled refrigerator and freezer with white wine refrigeration, Wolf range, built-in convection oven, microwave, and a custom exhaust hood. The expansive great room showcases a natural stone fireplace and wall to wall sliders that open to breathtaking views of the infinity edge saltwater pool, spa, backyard oasis, and Lake Burden. The luxurious primary suite offers panoramic water views, custom illuminated walk-in closets, a spa inspired bathroom with a massive shower, designer fixtures, and a freestanding soaking tub. Additional highlights include a temperature controlled wine cellar, hidden elevator, executive study with custom built-ins, five spacious main level bedrooms, and a spectacular second floor featuring a private gym with reinforced insulation, custom theater, loft with kitchenette, balcony overlooking the water, and three ensuite bedrooms. Outdoor living is designed for entertaining with your summer kitchen including a heavy duty grill and hood, motorized screens for the entire lanai, multiple gathering areas, fire pit, private putting green, and a nature path leading to your covered boat dock with boat lift for endless Lake Burden adventures on a 125 acre skiable lake. A four-car garage with built in ceiling lighting tracks and electric vehicle charging completes this exceptional residence. Keene’s Pointe offers an unmatched lifestyle with the Golden Bear Club, featuring a championship golf course, clubhouse, fitness center, tennis courts, resort-style pool, and numerous parks and recreation areas. Ideally located just minutes from Walt Disney World, world class dining, shopping, and top rated schools, with close proximity to Windermere Preparatory School. This rare never been lived in lakefront estate is being offered for the first time and represents a unique opportunity to own one of Central Florida’s finest custom homes. Be sure to click on the virtual tour links.

8342 Boyla Court, Windermere

$4,500,000

Under contract-accepting backup offers. Extraordinary Lake Butler views abound from this classically elegant yet recently updated Chaine du Lac estate residence. Cradled in a private cove on Windermere’s signature lake on The Butler Chain, this showplace address stands supreme for its majestic presence, distinguished features and updates, and unsurpassed outdoor resort-style entertainment and living areas. Boasting a new roof, new reimagined primary retreat with a completely renovated bathroom and spa-like shower, new summer kitchen, refreshed game room/theater, and $100,000 designer lighting package by Lightstyle Orlando, this grand residence epitomizes glorious lakefront living. Inspired by tranquil golden sunsets, sparkling lake vistas, and elevated living, every detail has been crafted to create seamless living in a luxurious setting. The sumptuous living and dining rooms are highlighted by soaring ceilings and a dramatic double-sided fireplace, while the spacious family room and breakfast nook seamlessly connect to the kitchen and open to serene water views. The primary suite is masterfully updated with modern appointments including beautiful vanities, an oversized walk-in shower, and a freestanding tub. The primary suite also features a gas fireplace and a private den, offering a quiet escape. A thoughtfully designed guest suite with its own sauna is also located on the main level. Upstairs is a game room with full-bar, half bath, restaurant-grade smoke filtration system, and private balcony. A separate staircase leads to three ensuite bedrooms and newly unveiled recreation room with TV, table games, and built-in bar with beverage cooler. Across the pool deck is a flexible cabana space that can be used for a sixth bedroom, gym, or craft room. The outdoor living spaces are equally impressive, anchored by a spacious sundeck completely overhauled within the last few years that wraps around a shimmering pool accented by elegant fire pits. A newly updated summer kitchen sets the stage for effortless entertaining, while a grand pergola—complete with a loveseat swing and fireplace—offers a serene retreat. The property also features an immaculate sandy beachfront and a private double-slip boat dock keeping water toys within easy reach. A whole-home generator, 4-car garage, and high-energy HVAC units top the wish list of any home seeker. Experience the best of refined lakefront living in this iconic and move-in ready residence in one of Windermere’s most sought-after locations.

5 Beds ⋅ 6 Baths ⋅ O6381869 MLS

Under contract-accepting backup offers. Extraordinary Lake Butler views abound from this classically elegant yet recently updated Chaine du Lac estate residence. Cradled in a private cove on Windermere’s signature lake on The Butler Chain, this showplace address stands supreme for its majestic presence, distinguished features and updates, and unsurpassed outdoor resort-style entertainment and living areas. Boasting a new roof, new reimagined primary retreat with a completely renovated bathroom and spa-like shower, new summer kitchen, refreshed game room/theater, and $100,000 designer lighting package by Lightstyle Orlando, this grand residence epitomizes glorious lakefront living. Inspired by tranquil golden sunsets, sparkling lake vistas, and elevated living, every detail has been crafted to create seamless living in a luxurious setting. The sumptuous living and dining rooms are highlighted by soaring ceilings and a dramatic double-sided fireplace, while the spacious family room and breakfast nook seamlessly connect to the kitchen and open to serene water views. The primary suite is masterfully updated with modern appointments including beautiful vanities, an oversized walk-in shower, and a freestanding tub. The primary suite also features a gas fireplace and a private den, offering a quiet escape. A thoughtfully designed guest suite with its own sauna is also located on the main level. Upstairs is a game room with full-bar, half bath, restaurant-grade smoke filtration system, and private balcony. A separate staircase leads to three ensuite bedrooms and newly unveiled recreation room with TV, table games, and built-in bar with beverage cooler. Across the pool deck is a flexible cabana space that can be used for a sixth bedroom, gym, or craft room. The outdoor living spaces are equally impressive, anchored by a spacious sundeck completely overhauled within the last few years that wraps around a shimmering pool accented by elegant fire pits. A newly updated summer kitchen sets the stage for effortless entertaining, while a grand pergola—complete with a loveseat swing and fireplace—offers a serene retreat. The property also features an immaculate sandy beachfront and a private double-slip boat dock keeping water toys within easy reach. A whole-home generator, 4-car garage, and high-energy HVAC units top the wish list of any home seeker. Experience the best of refined lakefront living in this iconic and move-in ready residence in one of Windermere’s most sought-after locations.

12540 Park Avenue, Windermere

$4,276,160

Pre-Construction. To be built. Discover an unparalleled opportunity to acquire a sovereign 1.16-acre estate homesite in the heart of Windermere. This meticulously positioned property, oriented east-west for optimal light, is ensconced within a private setting and borders a permanent conservation area, ensuring absolute privacy and serene, unimpeded vistas. The absence of an HOA affords complete architectural freedom, making this the premier canvas for a discerning clientele to realize a fully bespoke residence. The Homesite Poised in an exclusive and tranquil setting, the estate offers a retreat-like atmosphere while maintaining proximity to Windermere's finest amenities. The lot guarantees no rear neighbors, creating a timeless backdrop of natural beauty. Esteemed schools, luxury shopping, gourmet dining, and major transportation corridors are merely moments away, striking a perfect balance between seclusion and convenience. A Vision of Refined Living is presented with the unique privilege of complete customization. The client is invited to curate every detail, from structural enhancements and premium Design Center selections to the seamless integration of a custom-designed pool and spa complex. Architectural distinction begins at the two-story covered entry, which introduces a grand foyer and an impressive volume of space. The principal living areas are artfully designed for both large-scale entertaining and intimate daily life, featuring:An elegant foyer and formal dining room. A magnificent living room with detailed coffered ceilings, opening to a spacious lanai for seamless indoor-outdoor Florida living. A chef-inspired kitchen overlooking a sunny casual dining area, equipped with a large center island breakfast bar, ample counter space, and a huge walk-in pantry. Retire to the palatial primary bedroom suite, a true owner's retreat featuring a coffered ceiling, a relaxing sitting area, dual walk-in closets, and a deluxe primary bath with dual vanities, a luxe shower, and a private water closet. All secondary bedrooms feature walk-in closets, with two offering private baths and one utilizing a well-appointed hall bath. First-Floor Bedroom Suite: Perfect for guests or multi-generational living. A secluded first-floor office for productivity. Powder room, everyday entry, and a centrally located laundry room. We invite qualified buyers to schedule a private consultation to review detailed architectural plans, finish selections, and customization options. Our team of professionals will guide you through every aspect of creating your Windermere estate. Contact our exclusive listing team to arrange a comprehensive property review and begin the customization process for your Varen estate.

5 Beds ⋅ 7 Baths ⋅ O6339740 MLS

Pre-Construction. To be built. Discover an unparalleled opportunity to acquire a sovereign 1.16-acre estate homesite in the heart of Windermere. This meticulously positioned property, oriented east-west for optimal light, is ensconced within a private setting and borders a permanent conservation area, ensuring absolute privacy and serene, unimpeded vistas. The absence of an HOA affords complete architectural freedom, making this the premier canvas for a discerning clientele to realize a fully bespoke residence. The Homesite Poised in an exclusive and tranquil setting, the estate offers a retreat-like atmosphere while maintaining proximity to Windermere's finest amenities. The lot guarantees no rear neighbors, creating a timeless backdrop of natural beauty. Esteemed schools, luxury shopping, gourmet dining, and major transportation corridors are merely moments away, striking a perfect balance between seclusion and convenience. A Vision of Refined Living is presented with the unique privilege of complete customization. The client is invited to curate every detail, from structural enhancements and premium Design Center selections to the seamless integration of a custom-designed pool and spa complex. Architectural distinction begins at the two-story covered entry, which introduces a grand foyer and an impressive volume of space. The principal living areas are artfully designed for both large-scale entertaining and intimate daily life, featuring:An elegant foyer and formal dining room. A magnificent living room with detailed coffered ceilings, opening to a spacious lanai for seamless indoor-outdoor Florida living. A chef-inspired kitchen overlooking a sunny casual dining area, equipped with a large center island breakfast bar, ample counter space, and a huge walk-in pantry. Retire to the palatial primary bedroom suite, a true owner's retreat featuring a coffered ceiling, a relaxing sitting area, dual walk-in closets, and a deluxe primary bath with dual vanities, a luxe shower, and a private water closet. All secondary bedrooms feature walk-in closets, with two offering private baths and one utilizing a well-appointed hall bath. First-Floor Bedroom Suite: Perfect for guests or multi-generational living. A secluded first-floor office for productivity. Powder room, everyday entry, and a centrally located laundry room. We invite qualified buyers to schedule a private consultation to review detailed architectural plans, finish selections, and customization options. Our team of professionals will guide you through every aspect of creating your Windermere estate. Contact our exclusive listing team to arrange a comprehensive property review and begin the customization process for your Varen estate.

1821 Windermere Road, Windermere

$3,800,000

Under contract-accepting backup offers. Stunning golf and lake views and beautifully updated grounds are hallmarks of this elegant Isleworth estate. Nestled along the front nine overlooking Isleworth’s 2nd fairway and beautiful Lake Chase, this two-story home spans more than 4,800 square feet and features modern finishes throughout. Beautiful porcelain tile travels throughout the main level from the spacious living room with an oversized modern built-in featuring slate stonework and lit shelves. The spacious master suite features a large sitting area and an en-suite bathroom with dual vanities, a walk-in closet, modern soaking tub and separate walk-in shower. Completing the main level are the home office, formal dining room, elegant powder bath and center-island kitchen with casual dining area. Two additional bedrooms with balcony access are on the upper level. Step outside and discover a newly reimagined outdoor living experience. The expansive pool deck has been fully updated with sleek new pavers, while fresh turf and lush landscaping create a vibrant backdrop for relaxation and entertaining. A striking glass wall encases the pool area, maximizing panoramic views of both the golf course and the lake. The outdoor kitchen has been thoughtfully upgraded with new granite, a built-in grill, pizza oven, sink, and designer lighting—seamlessly blending function with style. Enjoy evenings around the modern fire pit, take a dip in the resurfaced pool with its brand-new heater, or unwind in the extended backyard, which offers an additional 15 feet added to one side of the property. Every detail of this outdoor transformation has been designed to enhance both beauty and livability, making this property the perfect retreat for year-round enjoyment.

3 Beds ⋅ 4 Baths ⋅ O6346918 MLS

Under contract-accepting backup offers. Stunning golf and lake views and beautifully updated grounds are hallmarks of this elegant Isleworth estate. Nestled along the front nine overlooking Isleworth’s 2nd fairway and beautiful Lake Chase, this two-story home spans more than 4,800 square feet and features modern finishes throughout. Beautiful porcelain tile travels throughout the main level from the spacious living room with an oversized modern built-in featuring slate stonework and lit shelves. The spacious master suite features a large sitting area and an en-suite bathroom with dual vanities, a walk-in closet, modern soaking tub and separate walk-in shower. Completing the main level are the home office, formal dining room, elegant powder bath and center-island kitchen with casual dining area. Two additional bedrooms with balcony access are on the upper level. Step outside and discover a newly reimagined outdoor living experience. The expansive pool deck has been fully updated with sleek new pavers, while fresh turf and lush landscaping create a vibrant backdrop for relaxation and entertaining. A striking glass wall encases the pool area, maximizing panoramic views of both the golf course and the lake. The outdoor kitchen has been thoughtfully upgraded with new granite, a built-in grill, pizza oven, sink, and designer lighting—seamlessly blending function with style. Enjoy evenings around the modern fire pit, take a dip in the resurfaced pool with its brand-new heater, or unwind in the extended backyard, which offers an additional 15 feet added to one side of the property. Every detail of this outdoor transformation has been designed to enhance both beauty and livability, making this property the perfect retreat for year-round enjoyment.

9648 Mccormick Place, Windermere

5237 Isleworth Country Club Drive, Windermere

$3,600,000

Under contract-accepting backup offers. Located along the 2nd tee of Isleworth's renowned championship golf course, this beautiful golf-front estate offers an exceptional location within the gates. The five-bedroom home features offers a spacious and open floor plan of more than 5,900 square feet overlooking the serene golf and water vistas. .

5 Beds ⋅ 5 Baths ⋅ O6427447 MLS

Under contract-accepting backup offers. Located along the 2nd tee of Isleworth's renowned championship golf course, this beautiful golf-front estate offers an exceptional location within the gates. The five-bedroom home features offers a spacious and open floor plan of more than 5,900 square feet overlooking the serene golf and water vistas. .

5237 Isleworth Country Club Drive, Windermere

$3,150,000

ONE-STORY, NEW CONSTRUCTION, MODERN FARMHOUSE ELEGANCE ON 1.3 PRIVATE ACRES IN WINDERMERE. Experience an unparalleled synthesis of modern luxury and tranquil, natural beauty. This remarkable custom estate, expertly crafted by Hanson Custom Homes, presents a rare opportunity in a secluded Windermere setting. Flanked by three mature oaks trees at the entrance this generous 1.3-acres of land offers a picturesque retreat from the hustle and bustle of the city while remaining conveniently close to urban amenities. Upon approach, you are immediately impressed by the home's striking modern farmhouse aesthetic. The architecture seamlessly blends classic board-and-batten siding with contemporary clean lines. The expansive, single-story residence is designed to make a statement, centered around a private courtyard that features rich, natural wood-framed doors and a matching header that creates a warm and inviting entrance. The Hawksnest design is expertly focused on maximizing natural Florida views throughout the entire property. Backing up to a dedicated conservation area, the home offers the ultimate in privacy, framed by mature native trees and lush vegetation. This private courtyard not only serves as a welcoming entrance but also provides convenient, private access to the home office. The meticulously planned interior includes custom kitchen cabinetry and unique design features that are perfect for entertaining friends and family. The chef’s kitchen blends modern organic design with high-end functionality. Floor-to-ceiling custom warm wood cabinetry creates a seamless aesthetic, integrating panel-ready 30" Thermador refrigerator and freezer units alongside built-in pantry storage. A premium 48" six-burner range takes center stage beneath a custom plastered range hood, complemented by a wall-mounted brass pot filler and sleek vertical sconce lighting embedded directly in the full-height quartzite backsplash. Thick, mitered-edge Taj Mahal quartzite countertops stretch across the perimeter and onto an expansive center island, which comfortably accommodates five counter stools. Walk-in pantry offers a secondary refrigerator, tons of additional storage and hidden Thermador microwave. A sophisticated split floor plan ensures the primary suite remains private and separate from the other bedrooms. This primary bedroom boasts a very large walk-in closet with custom lighted cabinetry and a master bath filled with natural light from large windows and an overhead skylight. With 4 Bedrooms, 4 Full Baths, 1 Half bath, and additional dedicated spaces for a Exercise/Theater Room, Office, and Game Room, this home offers endless versatility. The property also features a oversized pool with spa and an oversized 3-Car Garage. Located just a five-minute drive from downtown Windermere or Winter Garden Village, you are perfectly situated to major highways, shopping, employment centers, and Orlando's major theme parks.

4 Beds ⋅ 5 Baths ⋅ O6447555 MLS

ONE-STORY, NEW CONSTRUCTION, MODERN FARMHOUSE ELEGANCE ON 1.3 PRIVATE ACRES IN WINDERMERE. Experience an unparalleled synthesis of modern luxury and tranquil, natural beauty. This remarkable custom estate, expertly crafted by Hanson Custom Homes, presents a rare opportunity in a secluded Windermere setting. Flanked by three mature oaks trees at the entrance this generous 1.3-acres of land offers a picturesque retreat from the hustle and bustle of the city while remaining conveniently close to urban amenities. Upon approach, you are immediately impressed by the home's striking modern farmhouse aesthetic. The architecture seamlessly blends classic board-and-batten siding with contemporary clean lines. The expansive, single-story residence is designed to make a statement, centered around a private courtyard that features rich, natural wood-framed doors and a matching header that creates a warm and inviting entrance. The Hawksnest design is expertly focused on maximizing natural Florida views throughout the entire property. Backing up to a dedicated conservation area, the home offers the ultimate in privacy, framed by mature native trees and lush vegetation. This private courtyard not only serves as a welcoming entrance but also provides convenient, private access to the home office. The meticulously planned interior includes custom kitchen cabinetry and unique design features that are perfect for entertaining friends and family. The chef’s kitchen blends modern organic design with high-end functionality. Floor-to-ceiling custom warm wood cabinetry creates a seamless aesthetic, integrating panel-ready 30" Thermador refrigerator and freezer units alongside built-in pantry storage. A premium 48" six-burner range takes center stage beneath a custom plastered range hood, complemented by a wall-mounted brass pot filler and sleek vertical sconce lighting embedded directly in the full-height quartzite backsplash. Thick, mitered-edge Taj Mahal quartzite countertops stretch across the perimeter and onto an expansive center island, which comfortably accommodates five counter stools. Walk-in pantry offers a secondary refrigerator, tons of additional storage and hidden Thermador microwave. A sophisticated split floor plan ensures the primary suite remains private and separate from the other bedrooms. This primary bedroom boasts a very large walk-in closet with custom lighted cabinetry and a master bath filled with natural light from large windows and an overhead skylight. With 4 Bedrooms, 4 Full Baths, 1 Half bath, and additional dedicated spaces for a Exercise/Theater Room, Office, and Game Room, this home offers endless versatility. The property also features a oversized pool with spa and an oversized 3-Car Garage. Located just a five-minute drive from downtown Windermere or Winter Garden Village, you are perfectly situated to major highways, shopping, employment centers, and Orlando's major theme parks.

1815 Windermere Road, Windermere

5379 Isleworth Country Club Drive, Windermere

$2,900,000

Under contract-accepting backup offers. This luxury estate in Isleworth offers a rare opportunity to remodel or create a custom estate in the highly coveted Isleworth community. Situated directly on the 17th hole of the Isleworth Country Club golf course, this property offers a unique combination of golf-course frontage and beautiful lake views. Designed for ultimate privacy, this spacious layout offers four bedroom suites each complete with a dedicated ensuite. Schedule your private tour today!!!

4 Beds ⋅ 4 Baths ⋅ O6438449 MLS

Under contract-accepting backup offers. This luxury estate in Isleworth offers a rare opportunity to remodel or create a custom estate in the highly coveted Isleworth community. Situated directly on the 17th hole of the Isleworth Country Club golf course, this property offers a unique combination of golf-course frontage and beautiful lake views. Designed for ultimate privacy, this spacious layout offers four bedroom suites each complete with a dedicated ensuite. Schedule your private tour today!!!

5379 Isleworth Country Club Drive, Windermere

$2,500,000

Under contract-accepting backup offers. Nestled within the exclusive gated enclave of Weatherstone on Lake Olivia, one of Windermere’s most private and sought-after lakefront communities, this extraordinary estate offers an exceptional combination of luxury, space, and waterfront living. Situated on approximately two acres of dry land with direct frontage on skiable Lake Olivia, this impressive 7,016-square-foot residence is designed to maximize breathtaking lake views from nearly every room. The home features seven spacious bedrooms, including two luxurious primary suites, one conveniently located on the first floor and another on the second level, providing flexibility for multi-generational living or long-term guests. Four additional bedrooms all enjoy picturesque lake views, while the seventh bedroom functions perfectly as a private guest retreat or in-law suite, complete with its own adjoining living/media room and full bathroom. Expansive living spaces flow seamlessly to the outdoor entertaining areas, where a heated swimming pool, oversized patio, and sprawling backyard create the ultimate setting for enjoying Florida’s year-round lifestyle. A large second-floor balcony captures panoramic views of the lake and surrounding grounds, while a circular driveway, three-car garage, and abundant off-street parking provide both convenience and impressive curb appeal. Weatherstone is a boutique gated community comprised of just 13 estate homes, offering a rare level of privacy and exclusivity while remaining just minutes from downtown Windermere, top-rated schools, dining, shopping, and major roadways. This is a rare opportunity to own one of Windermere’s premier lakefront estates.

6 Beds ⋅ 7 Baths ⋅ O6414766 MLS

Under contract-accepting backup offers. Nestled within the exclusive gated enclave of Weatherstone on Lake Olivia, one of Windermere’s most private and sought-after lakefront communities, this extraordinary estate offers an exceptional combination of luxury, space, and waterfront living. Situated on approximately two acres of dry land with direct frontage on skiable Lake Olivia, this impressive 7,016-square-foot residence is designed to maximize breathtaking lake views from nearly every room. The home features seven spacious bedrooms, including two luxurious primary suites, one conveniently located on the first floor and another on the second level, providing flexibility for multi-generational living or long-term guests. Four additional bedrooms all enjoy picturesque lake views, while the seventh bedroom functions perfectly as a private guest retreat or in-law suite, complete with its own adjoining living/media room and full bathroom. Expansive living spaces flow seamlessly to the outdoor entertaining areas, where a heated swimming pool, oversized patio, and sprawling backyard create the ultimate setting for enjoying Florida’s year-round lifestyle. A large second-floor balcony captures panoramic views of the lake and surrounding grounds, while a circular driveway, three-car garage, and abundant off-street parking provide both convenience and impressive curb appeal. Weatherstone is a boutique gated community comprised of just 13 estate homes, offering a rare level of privacy and exclusivity while remaining just minutes from downtown Windermere, top-rated schools, dining, shopping, and major roadways. This is a rare opportunity to own one of Windermere’s premier lakefront estates.

9656 Weatherstone Court, Windermere

$2,200,000

Under contract-accepting backup offers. Pre-Construction. To be built. Pre-Construction. To be built. Pre-Construction | To Be Built | Designed for Unparalleled Luxury Discover an extraordinary opportunity to own a masterfully designed luxury residence in this Windermere community. This exquisite estate, crafted by the renowned Supreme Construction, offers a perfect blend of sophistication, innovation, and timeless elegance. Property Highlights: • Total Living Area: 3,889 Sq. Ft. | Total Building Area: 5,516 Sq. Ft. • 4 Bedrooms | 4 Full Baths | 1 Powder Room | 1 Pool Bath • Expansive Living Spaces with High Ceilings & Open Floor Plan • Great Room | Dining Room | Gourmet Kitchen with Nook & Pantry • Private Elevator & Multiple Open Decks • 2-Car Garage First-Floor Features: • Grand Foyer with Staircase & High Ceilings • Great Room & Elegant Dining Room • Chef’s Gourmet Kitchen with custom cabinetry, quartz countertops, Subzero appliances, and a spacious island • Guest Suite with Private Bath & Walk-in Closet • Laundry Room & Powder Bath • Pool Bath (Outdoor Access) Second-Floor Features: • Lavish Master Suite with Private Balcony, Spa-Inspired Bath & Custom Walk-in Closet • Two Additional Bedrooms with Walk-in Closets & Shared Designer Bathroom • Two Expansive Open Decks for Outdoor Enjoyment Luxury Amenities & Smart Home Features: • State-of-the-Art Smart Home Integration • Hurricane Impact Windows for Safety & Efficiency • Custom California Closets in All Bedrooms • Heat & Glow Fireplaces in the Living Room & Master Suite • Large Format Porcelain Tile & High-End Finishes Throughout • Flat Tile Roof & Metal Truss Construction for Durability Outdoor Oasis & Entertainment Haven: • Resort-Style Custom Pool & Spa (Separate Permit) • Sunken Outdoor Kitchen & Lounge Area for Elevated Entertaining • Landscaped Backyard with Ample Space for Relaxation & Gatherings Prime Windermere Location – Unmatched Lifestyle & Convenience: • Minutes from Isleworth, Home to Celebrities & Sports Icons • Access to the Pristine Butler Chain of Lakes – Ideal for Boating & Water Sports • A-Rated Schools, Parks, & Year-Round Community Activities • Close to Luxury Shopping, Fine Dining, Golf Courses & Entertainment • Easy Access to Disney, Universal, and Orlando’s Top Attractions This exceptional luxury estate embodies a lifestyle of sophistication, exclusivity, and modern convenience. Secure this once-in-a-lifetime opportunity to own a masterpiece of design and craftsmanship in the heart of Windermere. For more details, floor plans, and customization options, contact us today!

4 Beds ⋅ 5 Baths ⋅ O6345197 MLS

Under contract-accepting backup offers. Pre-Construction. To be built. Pre-Construction. To be built. Pre-Construction | To Be Built | Designed for Unparalleled Luxury Discover an extraordinary opportunity to own a masterfully designed luxury residence in this Windermere community. This exquisite estate, crafted by the renowned Supreme Construction, offers a perfect blend of sophistication, innovation, and timeless elegance. Property Highlights: • Total Living Area: 3,889 Sq. Ft. | Total Building Area: 5,516 Sq. Ft. • 4 Bedrooms | 4 Full Baths | 1 Powder Room | 1 Pool Bath • Expansive Living Spaces with High Ceilings & Open Floor Plan • Great Room | Dining Room | Gourmet Kitchen with Nook & Pantry • Private Elevator & Multiple Open Decks • 2-Car Garage First-Floor Features: • Grand Foyer with Staircase & High Ceilings • Great Room & Elegant Dining Room • Chef’s Gourmet Kitchen with custom cabinetry, quartz countertops, Subzero appliances, and a spacious island • Guest Suite with Private Bath & Walk-in Closet • Laundry Room & Powder Bath • Pool Bath (Outdoor Access) Second-Floor Features: • Lavish Master Suite with Private Balcony, Spa-Inspired Bath & Custom Walk-in Closet • Two Additional Bedrooms with Walk-in Closets & Shared Designer Bathroom • Two Expansive Open Decks for Outdoor Enjoyment Luxury Amenities & Smart Home Features: • State-of-the-Art Smart Home Integration • Hurricane Impact Windows for Safety & Efficiency • Custom California Closets in All Bedrooms • Heat & Glow Fireplaces in the Living Room & Master Suite • Large Format Porcelain Tile & High-End Finishes Throughout • Flat Tile Roof & Metal Truss Construction for Durability Outdoor Oasis & Entertainment Haven: • Resort-Style Custom Pool & Spa (Separate Permit) • Sunken Outdoor Kitchen & Lounge Area for Elevated Entertaining • Landscaped Backyard with Ample Space for Relaxation & Gatherings Prime Windermere Location – Unmatched Lifestyle & Convenience: • Minutes from Isleworth, Home to Celebrities & Sports Icons • Access to the Pristine Butler Chain of Lakes – Ideal for Boating & Water Sports • A-Rated Schools, Parks, & Year-Round Community Activities • Close to Luxury Shopping, Fine Dining, Golf Courses & Entertainment • Easy Access to Disney, Universal, and Orlando’s Top Attractions This exceptional luxury estate embodies a lifestyle of sophistication, exclusivity, and modern convenience. Secure this once-in-a-lifetime opportunity to own a masterpiece of design and craftsmanship in the heart of Windermere. For more details, floor plans, and customization options, contact us today!

2 Chase Road, Windermere

$2,170,000

Elegant and spacious home in the highly sought after Estancia at Windermere community, offering the perfect blend of luxury, comfort, and prime Central Florida living. Built in 2019 on an oversized homesite, this beautifully appointed residence showcases modern architecture, generous living areas filled with natural light, and high end finishes throughout. The open concept layout is ideal for both everyday living and entertaining, with a gourmet style kitchen, elegant dining spaces, and seamless flow to the outdoor living area. Enjoy Windermere’s signature lifestyle just minutes from top rated schools, charming downtown Windermere, and world class Orlando attractions, including Walt Disney World and Universal Studios. Estancia is a boutique community of luxury homes featuring a private, serene atmosphere with conservation surroundings, while still offering quick access to major highways, shopping, dining, parks, and the Butler Chain of Lakes. This is an outstanding opportunity to own a stylish, move in ready home in one of Windermere’s most desirable neighborhoods.

5 Beds ⋅ 7 Baths ⋅ S5146178 MLS

Elegant and spacious home in the highly sought after Estancia at Windermere community, offering the perfect blend of luxury, comfort, and prime Central Florida living. Built in 2019 on an oversized homesite, this beautifully appointed residence showcases modern architecture, generous living areas filled with natural light, and high end finishes throughout. The open concept layout is ideal for both everyday living and entertaining, with a gourmet style kitchen, elegant dining spaces, and seamless flow to the outdoor living area. Enjoy Windermere’s signature lifestyle just minutes from top rated schools, charming downtown Windermere, and world class Orlando attractions, including Walt Disney World and Universal Studios. Estancia is a boutique community of luxury homes featuring a private, serene atmosphere with conservation surroundings, while still offering quick access to major highways, shopping, dining, parks, and the Butler Chain of Lakes. This is an outstanding opportunity to own a stylish, move in ready home in one of Windermere’s most desirable neighborhoods.

1316 Estancia Woods Loop, Windermere

$2,150,000

Under contract-accepting backup offers. Virtually Staged. Private Windermere Estate in Guard-Gated Waterford Pointe with Detached Guest Casita, and Lake Access. A rare opportunity in one of Windermere’s most established guard-gated communities, this private estate offers the space, flexibility, and lifestyle today’s luxury buyers are actively seeking. Set on over an acre within Waterford Pointe, the property combines architectural presence, exceptional privacy, and resort-inspired living in a peaceful enclave known for estate-sized homes, mature landscaping, and private access to Lake Roberts. Designed around a dramatic courtyard pool, the home creates a true indoor-outdoor lifestyle experience, ideal for both grand entertaining and everyday living. The detached guest casita is a standout feature, offering exceptional flexibility for guests, private office use, wellness retreat, creative studio, or evolving lifestyle needs. Inside, soaring ceilings, polished marble tile flooring, detailed crown molding, and dramatic two-story living spaces create a sense of scale and elegance throughout. The thoughtfully updated chef’s kitchen is designed for gathering, featuring quartz countertops, an oversized island, premium KitchenAid and Bosch appliances, double ovens, wine refrigeration, and seamless connection to the expansive family room with custom built-ins and fireplace. The private first-floor primary suite serves as a true retreat, offering direct courtyard and pool access, a spacious custom walk-in closet, and a beautifully appointed bath with dual vanities, jetted soaking tub, and walk-in shower. A second first-floor suite provides ideal accommodations for guests or family. Upstairs, expansive, flexible living spaces include a large game room overlooking the courtyard, a dedicated office with custom built-ins, a private fitness room with balcony access, and additional secondary bedrooms thoughtfully arranged for privacy and functionality. Outdoor living is equally compelling, with a screened resort-style saltwater pool and heated spa with waterfall, covered summer kitchen, multiple entertaining spaces, and the privacy that only a homesite of this scale can provide. Waterford Pointe residents enjoy an exceptional lifestyle with private access to Lake Roberts, a waterfront clubhouse, tennis courts, playground, and beautifully tree-lined streets—all within one of Windermere’s most desirable gated communities. Additional highlights include a 4-car garage, a new whole-house generator, three HVAC systems, a newly painted exterior courtyard, and highly regarded local schools. For buyers seeking privacy, architectural character, flexible living, and established Windermere luxury—without the premium of direct lakefront pricing—this is a compelling opportunity. **Private tours available by appointment**

5 Beds ⋅ 4 Baths ⋅ O6397543 MLS

Under contract-accepting backup offers. Virtually Staged. Private Windermere Estate in Guard-Gated Waterford Pointe with Detached Guest Casita, and Lake Access. A rare opportunity in one of Windermere’s most established guard-gated communities, this private estate offers the space, flexibility, and lifestyle today’s luxury buyers are actively seeking. Set on over an acre within Waterford Pointe, the property combines architectural presence, exceptional privacy, and resort-inspired living in a peaceful enclave known for estate-sized homes, mature landscaping, and private access to Lake Roberts. Designed around a dramatic courtyard pool, the home creates a true indoor-outdoor lifestyle experience, ideal for both grand entertaining and everyday living. The detached guest casita is a standout feature, offering exceptional flexibility for guests, private office use, wellness retreat, creative studio, or evolving lifestyle needs. Inside, soaring ceilings, polished marble tile flooring, detailed crown molding, and dramatic two-story living spaces create a sense of scale and elegance throughout. The thoughtfully updated chef’s kitchen is designed for gathering, featuring quartz countertops, an oversized island, premium KitchenAid and Bosch appliances, double ovens, wine refrigeration, and seamless connection to the expansive family room with custom built-ins and fireplace. The private first-floor primary suite serves as a true retreat, offering direct courtyard and pool access, a spacious custom walk-in closet, and a beautifully appointed bath with dual vanities, jetted soaking tub, and walk-in shower. A second first-floor suite provides ideal accommodations for guests or family. Upstairs, expansive, flexible living spaces include a large game room overlooking the courtyard, a dedicated office with custom built-ins, a private fitness room with balcony access, and additional secondary bedrooms thoughtfully arranged for privacy and functionality. Outdoor living is equally compelling, with a screened resort-style saltwater pool and heated spa with waterfall, covered summer kitchen, multiple entertaining spaces, and the privacy that only a homesite of this scale can provide. Waterford Pointe residents enjoy an exceptional lifestyle with private access to Lake Roberts, a waterfront clubhouse, tennis courts, playground, and beautifully tree-lined streets—all within one of Windermere’s most desirable gated communities. Additional highlights include a 4-car garage, a new whole-house generator, three HVAC systems, a newly painted exterior courtyard, and highly regarded local schools. For buyers seeking privacy, architectural character, flexible living, and established Windermere luxury—without the premium of direct lakefront pricing—this is a compelling opportunity. **Private tours available by appointment**

2068 Roberts Point Drive, Windermere

$1,985,000

Under contract-accepting backup offers. A Masterpiece of Luxury Living in Windermere. Welcome to an extraordinary custom residence in the prestigious community of Estancia at Windermere, where timeless elegance meets modern luxury. Enhanced with over $400,000 in post-construction upgrades, this exceptional 2019 residence is a true showpiece. Offering more than 4,230 square feet of beautifully designed living space, the home features 5 bedrooms, 5 bathrooms, soaring ceilings, designer lighting, expansive walls of glass, and premium finishes throughout. Every detail has been thoughtfully curated to create an atmosphere that is both sophisticated and inviting. At the heart of the home is a spectacular chef's kitchen equipped with Sub-Zero and Wolf appliances, upgraded custom cabinetry, an oversized island, and seamless flow into the spacious living and dining areas—perfect for everyday living and effortless entertaining. A butler’s bar with wine refrigerator and thoughtfully outfitted pantry add convenience for entertaining, while the adjoining living and dining spaces feature decorative wood detailing and a striking fixed RH mirror. The luxurious first-floor owner's suite serves as a private retreat, complete with a spa-inspired bath and oversized custom walk-in closet. Additional highlights include a private executive office / 5th bedroom, formal dining room, upstairs loft, media/flex room, oversized laundry room, and abundant storage. Step outside to your own private resort. Outdoor living is a defining feature - the professionally designed backyard features a heated saltwater pool, elegant 3,000 SqFt Travertine deck, covered lanai, fully equipped summer kitchen, lush tropical landscaping, and a fully fenced yard—creating the perfect setting for relaxing weekends or unforgettable gatherings. Luxury is matched by intelligent design with a $70,000 whole-home solar energy system and automatic backup generator, providing exceptional efficiency, long-term savings, and uninterrupted comfort during Florida's storm season. Completing the property are a three-car garage, concrete tile roof, impeccable landscaping, and striking curb appeal. Located within the Town of Windermere, residents enjoy exclusive amenities including private tennis courts, boating access to the Butler Chain of Lakes, parks, playgrounds, dog parks, walking trails, and year-round community events. Just minutes away are championship golf courses, premier private schools, upscale shopping, fine dining, major highways, and Orlando's world-famous attractions. Estancia at Windermere is one of Central Florida's most desirable luxury communities, known for its estate-sized homesites, beautifully maintained surroundings, and private atmosphere. This is more than a home—it's an exceptional lifestyle. Luxury residences of this caliber rarely become available. Experience one of Windermere's finest addresses and discover a home where every detail has been elevated beyond expectation.

5 Beds ⋅ 5 Baths ⋅ O6390567 MLS

Under contract-accepting backup offers. A Masterpiece of Luxury Living in Windermere. Welcome to an extraordinary custom residence in the prestigious community of Estancia at Windermere, where timeless elegance meets modern luxury. Enhanced with over $400,000 in post-construction upgrades, this exceptional 2019 residence is a true showpiece. Offering more than 4,230 square feet of beautifully designed living space, the home features 5 bedrooms, 5 bathrooms, soaring ceilings, designer lighting, expansive walls of glass, and premium finishes throughout. Every detail has been thoughtfully curated to create an atmosphere that is both sophisticated and inviting. At the heart of the home is a spectacular chef's kitchen equipped with Sub-Zero and Wolf appliances, upgraded custom cabinetry, an oversized island, and seamless flow into the spacious living and dining areas—perfect for everyday living and effortless entertaining. A butler’s bar with wine refrigerator and thoughtfully outfitted pantry add convenience for entertaining, while the adjoining living and dining spaces feature decorative wood detailing and a striking fixed RH mirror. The luxurious first-floor owner's suite serves as a private retreat, complete with a spa-inspired bath and oversized custom walk-in closet. Additional highlights include a private executive office / 5th bedroom, formal dining room, upstairs loft, media/flex room, oversized laundry room, and abundant storage. Step outside to your own private resort. Outdoor living is a defining feature - the professionally designed backyard features a heated saltwater pool, elegant 3,000 SqFt Travertine deck, covered lanai, fully equipped summer kitchen, lush tropical landscaping, and a fully fenced yard—creating the perfect setting for relaxing weekends or unforgettable gatherings. Luxury is matched by intelligent design with a $70,000 whole-home solar energy system and automatic backup generator, providing exceptional efficiency, long-term savings, and uninterrupted comfort during Florida's storm season. Completing the property are a three-car garage, concrete tile roof, impeccable landscaping, and striking curb appeal. Located within the Town of Windermere, residents enjoy exclusive amenities including private tennis courts, boating access to the Butler Chain of Lakes, parks, playgrounds, dog parks, walking trails, and year-round community events. Just minutes away are championship golf courses, premier private schools, upscale shopping, fine dining, major highways, and Orlando's world-famous attractions. Estancia at Windermere is one of Central Florida's most desirable luxury communities, known for its estate-sized homesites, beautifully maintained surroundings, and private atmosphere. This is more than a home—it's an exceptional lifestyle. Luxury residences of this caliber rarely become available. Experience one of Windermere's finest addresses and discover a home where every detail has been elevated beyond expectation.

1118 Estancia Woods Loop, Windermere

$1,895,000

Under contract-accepting backup offers. Set along the shores of Lake Bessie in the heart of Downtown Windermere, this contemporary lakefront residence pairs clean architectural design with effortless single-story living. Completed in 2024, the home offers 2,868 square feet with four bedrooms, each featuring a private en-suite bath, along with a dedicated home office and an open-concept layout designed around the water views. Inside, wide-plank white oak hardwood floors, soaring ceilings and expansive black-framed glass doors create a bright, modern aesthetic while drawing the lake into the main living areas. The European-inspired kitchen anchors the home with an oversized island, quartz countertops, sleek cabinetry and smart appliances, flowing seamlessly into the dining and living spaces for easy everyday living and entertaining. The primary suite continues the home's refined design with a spa-like bath featuring a freestanding soaking tub, floating wood vanity, dual sinks and an oversized walk-in shower. Contemporary finishes and a light, neutral palette carry throughout the residence. Outdoors, a private heated pool and spa create a resort-like retreat, while the lakefront setting offers approximately 100 feet of frontage on Lake Bessie with the option to add a private dock. There is also a two car covered parking area. From morning sunrises and lake breezes to afternoons spent boating or fishing, the setting captures the relaxed lifestyle that makes Windermere so desirable. Just a short walk or golf cart ride from Downtown Windermere, the home places the weekly farmers market, parks, tennis courts, boat ramp to Lake Butler and Bessie, dining, local shops and a brewery within easy reach. Modern architecture, direct lake frontage and an exceptional in-town location come together for a rare opportunity to experience contemporary waterfront living in Windermere

4 Beds ⋅ 5 Baths ⋅ O6437093 MLS

Under contract-accepting backup offers. Set along the shores of Lake Bessie in the heart of Downtown Windermere, this contemporary lakefront residence pairs clean architectural design with effortless single-story living. Completed in 2024, the home offers 2,868 square feet with four bedrooms, each featuring a private en-suite bath, along with a dedicated home office and an open-concept layout designed around the water views. Inside, wide-plank white oak hardwood floors, soaring ceilings and expansive black-framed glass doors create a bright, modern aesthetic while drawing the lake into the main living areas. The European-inspired kitchen anchors the home with an oversized island, quartz countertops, sleek cabinetry and smart appliances, flowing seamlessly into the dining and living spaces for easy everyday living and entertaining. The primary suite continues the home's refined design with a spa-like bath featuring a freestanding soaking tub, floating wood vanity, dual sinks and an oversized walk-in shower. Contemporary finishes and a light, neutral palette carry throughout the residence. Outdoors, a private heated pool and spa create a resort-like retreat, while the lakefront setting offers approximately 100 feet of frontage on Lake Bessie with the option to add a private dock. There is also a two car covered parking area. From morning sunrises and lake breezes to afternoons spent boating or fishing, the setting captures the relaxed lifestyle that makes Windermere so desirable. Just a short walk or golf cart ride from Downtown Windermere, the home places the weekly farmers market, parks, tennis courts, boat ramp to Lake Butler and Bessie, dining, local shops and a brewery within easy reach. Modern architecture, direct lake frontage and an exceptional in-town location come together for a rare opportunity to experience contemporary waterfront living in Windermere

930 East Boulevard, Windermere

$1,795,000

Under contract-accepting backup offers. Something unexpected! Something unique! An amazing space! Welcome to 6241 Blakeford Drive, where the charm, character, and glamour of this custom-built jewel box home are sure to impress. Designed to capture natural light and stunning water views, this residence offers a floor plan that is both functional and unforgettable. At the heart of the home is a spectacular Great Room featuring soaring 30-foot ceilings and dramatic picture windows that frame breathtaking views of the pool, pond, and colorful Florida sunsets. Abundant natural light fills the space, creating an inviting atmosphere that seamlessly connects the main living areas. The thoughtfully designed split floor plan places the spacious primary suite in its own private wing, complete with French doors opening to the pool and a luxurious spa inspired bath showcasing exquisite custom tilework that is truly a work of art. On the opposite side of the home, you'll find a bright office or fifth bedroom with adjacent full bath, an additional guest bedroom, and a rear bedroom overlooking the garden and water, also with convenient pool access. The boutique-style kitchen is a showpiece, highlighted by a dramatic stacked-stone exhaust wall that beautifully complements the matching stone fireplace in the great room. Together, these elements create a warm and cohesive gathering space perfect for everyday living and entertaining. The formal dining room offers flexibility as a sitting room or entertaining space, while the breakfast nook is perfectly positioned to enjoy tranquil pond views and unforgettable sunsets. Upstairs, a spacious bonus room, fourth bedroom, full bath, and stackable washer/dryer closet create a private retreat ideal for guests, extended family, or multigenerational living. Situated on just over one-third acre with 90 feet of waterfront frontage, the property enjoys long pond views and stunning sunset vistas. The oversized three-car garage and prime location just steps from the Golden Bear Clubhouse add to the home's appeal. Move-in ready and worry free with new ACs and roof (2024) new quartz countertops (2023 & 2026), new flooring (2023) and newly painted exterior (2025).

4 Beds ⋅ 4 Baths ⋅ O6417788 MLS

Under contract-accepting backup offers. Something unexpected! Something unique! An amazing space! Welcome to 6241 Blakeford Drive, where the charm, character, and glamour of this custom-built jewel box home are sure to impress. Designed to capture natural light and stunning water views, this residence offers a floor plan that is both functional and unforgettable. At the heart of the home is a spectacular Great Room featuring soaring 30-foot ceilings and dramatic picture windows that frame breathtaking views of the pool, pond, and colorful Florida sunsets. Abundant natural light fills the space, creating an inviting atmosphere that seamlessly connects the main living areas. The thoughtfully designed split floor plan places the spacious primary suite in its own private wing, complete with French doors opening to the pool and a luxurious spa inspired bath showcasing exquisite custom tilework that is truly a work of art. On the opposite side of the home, you'll find a bright office or fifth bedroom with adjacent full bath, an additional guest bedroom, and a rear bedroom overlooking the garden and water, also with convenient pool access. The boutique-style kitchen is a showpiece, highlighted by a dramatic stacked-stone exhaust wall that beautifully complements the matching stone fireplace in the great room. Together, these elements create a warm and cohesive gathering space perfect for everyday living and entertaining. The formal dining room offers flexibility as a sitting room or entertaining space, while the breakfast nook is perfectly positioned to enjoy tranquil pond views and unforgettable sunsets. Upstairs, a spacious bonus room, fourth bedroom, full bath, and stackable washer/dryer closet create a private retreat ideal for guests, extended family, or multigenerational living. Situated on just over one-third acre with 90 feet of waterfront frontage, the property enjoys long pond views and stunning sunset vistas. The oversized three-car garage and prime location just steps from the Golden Bear Clubhouse add to the home's appeal. Move-in ready and worry free with new ACs and roof (2024) new quartz countertops (2023 & 2026), new flooring (2023) and newly painted exterior (2025).

6241 Blakeford Drive, Windermere

$1,649,000

Under contract-accepting backup offers. Rare opportunity to own one of the most private lakefront settings on Lake Crescent in Windermere, featuring approximately 165 feet of shoreline, breathtaking water views, and a resort-style waterfront lifestyle on a private ski lake known for its exceptional water quality. This beautifully designed custom residence offers approximately 3,086 square feet, 4 bedrooms, and 4 bathrooms, thoughtfully positioned to maximize natural light, privacy, and panoramic lake views from nearly every main living space. From the moment you arrive, the setting speaks for itself, tranquil water vistas, expansive outdoor living, and an immediate sense of calm that defines this exceptional waterfront property. A grand entrance with custom glass double doors opens into a spectacular great room where soaring vaulted ceilings and a dramatic wall of windows frame uninterrupted panoramic lake views, filling the home with natural light and creating a stunning first impression that defines the entire residence. The open concept layout seamlessly connects the living room, dining area, and spacious kitchen, creating an inviting flow ideal for both relaxed everyday living and effortless entertaining, all while the lake remains the backdrop from nearly every main living space. A truly distinctive feature of the home is its extraordinary collection of handcrafted stained glass art installations. Rich jewel tones and custom artistic designs transform sunlight into ever changing displays of color throughout the home, adding a level of artistry, warmth, and individuality rarely found in lakefront properties. The primary suite is positioned as a private sanctuary, offering soaring ceilings, peaceful lake views, and direct visual connection to the covered, screened lanai and lake beyond. The spa-inspired bath is designed for comfort and relaxation, featuring generous space and soft natural light. The expansive screened lanai overlooks the sparkling pool, spa, and poolside summer kitchen, creating a seamless indoor-outdoor living experience designed for year round Florida enjoyment. Whether entertaining guests, enjoying quiet mornings, or unwinding at sunset, this outdoor space becomes an extension of the home itself. A private dock offers direct access to Lake Crescent, where boating, skiing, paddleboarding, kayaking, and fishing become part of everyday life. Set on a beautifully landscaped homesite offering privacy and exceptional waterfront exposure, this property combines single-story convenience with one of Windermere’s most captivating lakefront settings. Located just minutes from downtown Windermere, boutique shopping, dining, golf, and top-rated schools, it offers both seclusion and convenience in one of Central Florida’s most sought after communities. Rare opportunities on Lake Crescent are limited and homes offering this level of waterfront frontage, architectural character, artistic detail, and true resort-style lake living are seldom available. This is more than a home, it is a lakefront lifestyle designed to be experienced.

4 Beds ⋅ 4 Baths ⋅ O6420023 MLS

Under contract-accepting backup offers. Rare opportunity to own one of the most private lakefront settings on Lake Crescent in Windermere, featuring approximately 165 feet of shoreline, breathtaking water views, and a resort-style waterfront lifestyle on a private ski lake known for its exceptional water quality. This beautifully designed custom residence offers approximately 3,086 square feet, 4 bedrooms, and 4 bathrooms, thoughtfully positioned to maximize natural light, privacy, and panoramic lake views from nearly every main living space. From the moment you arrive, the setting speaks for itself, tranquil water vistas, expansive outdoor living, and an immediate sense of calm that defines this exceptional waterfront property. A grand entrance with custom glass double doors opens into a spectacular great room where soaring vaulted ceilings and a dramatic wall of windows frame uninterrupted panoramic lake views, filling the home with natural light and creating a stunning first impression that defines the entire residence. The open concept layout seamlessly connects the living room, dining area, and spacious kitchen, creating an inviting flow ideal for both relaxed everyday living and effortless entertaining, all while the lake remains the backdrop from nearly every main living space. A truly distinctive feature of the home is its extraordinary collection of handcrafted stained glass art installations. Rich jewel tones and custom artistic designs transform sunlight into ever changing displays of color throughout the home, adding a level of artistry, warmth, and individuality rarely found in lakefront properties. The primary suite is positioned as a private sanctuary, offering soaring ceilings, peaceful lake views, and direct visual connection to the covered, screened lanai and lake beyond. The spa-inspired bath is designed for comfort and relaxation, featuring generous space and soft natural light. The expansive screened lanai overlooks the sparkling pool, spa, and poolside summer kitchen, creating a seamless indoor-outdoor living experience designed for year round Florida enjoyment. Whether entertaining guests, enjoying quiet mornings, or unwinding at sunset, this outdoor space becomes an extension of the home itself. A private dock offers direct access to Lake Crescent, where boating, skiing, paddleboarding, kayaking, and fishing become part of everyday life. Set on a beautifully landscaped homesite offering privacy and exceptional waterfront exposure, this property combines single-story convenience with one of Windermere’s most captivating lakefront settings. Located just minutes from downtown Windermere, boutique shopping, dining, golf, and top-rated schools, it offers both seclusion and convenience in one of Central Florida’s most sought after communities. Rare opportunities on Lake Crescent are limited and homes offering this level of waterfront frontage, architectural character, artistic detail, and true resort-style lake living are seldom available. This is more than a home, it is a lakefront lifestyle designed to be experienced.

2617 Butler Bay Drive N, Windermere

$1,575,000

Under contract-accepting backup offers. Situated within the beautiful gated community of Waterstone, this impeccably designed custom residence blends timeless architecture, refined finishes, and resort-inspired outdoor living into one extraordinary offering. Encompassing 3,396 square feet, the thoughtfully crafted floor plan features 4 bedrooms, 4 full bathrooms, and 1 half bath, all centered around a stunning private courtyard that creates a seamless connection between indoor and outdoor spaces. Walls of glass flood the home with natural light while framing picturesque views of the pool and outdoor living areas from nearly every room. At the heart of the home, the gourmet kitchen was designed for both everyday living and effortless entertaining. Rich custom cabinetry, exotic stone countertops, premium Bosch stainless steel appliances, a natural gas cooktop, oversized center island, and designer finishes combine to create a space as functional as it is beautiful. The adjacent great room offers a warm yet elegant gathering space, highlighted by exposed wood beam ceilings, a striking gas fireplace, integrated surround sound, and elegant architectural details throughout. The luxurious primary suite serves as a private retreat, featuring direct access to the courtyard and a spa-inspired bath complete with dual vanities, a soaking tub, walk-in shower, and thoughtfully curated finishes. A separate guest suite with its own private exterior entrance offers exceptional flexibility for multigenerational living, extended-stay guests, a home office, or a private retreat. Additional bedrooms are generously sized and well-appointed, providing comfort and privacy for family and visitors alike. Outside, the home's private courtyard transforms into a true resort sanctuary. A screened saltwater pool and raised spa are surrounded by expansive travertine decking and complemented by a beautifully appointed outdoor cabana featuring a masonry fireplace—creating the perfect setting for year-round entertaining or quiet relaxation. Constructed with both quality and efficiency in mind, the residence includes a tankless natural gas water heater, foam insulation, Low-E insulated windows and doors, and high-efficiency HVAC systems. Meticulously maintained and thoughtfully designed throughout, this exceptional Waterstone residence offers an ideal balance of luxury, comfort, and privacy in one of Windermere's most sought-after gated communities.

4 Beds ⋅ 5 Baths ⋅ O6415932 MLS

Under contract-accepting backup offers. Situated within the beautiful gated community of Waterstone, this impeccably designed custom residence blends timeless architecture, refined finishes, and resort-inspired outdoor living into one extraordinary offering. Encompassing 3,396 square feet, the thoughtfully crafted floor plan features 4 bedrooms, 4 full bathrooms, and 1 half bath, all centered around a stunning private courtyard that creates a seamless connection between indoor and outdoor spaces. Walls of glass flood the home with natural light while framing picturesque views of the pool and outdoor living areas from nearly every room. At the heart of the home, the gourmet kitchen was designed for both everyday living and effortless entertaining. Rich custom cabinetry, exotic stone countertops, premium Bosch stainless steel appliances, a natural gas cooktop, oversized center island, and designer finishes combine to create a space as functional as it is beautiful. The adjacent great room offers a warm yet elegant gathering space, highlighted by exposed wood beam ceilings, a striking gas fireplace, integrated surround sound, and elegant architectural details throughout. The luxurious primary suite serves as a private retreat, featuring direct access to the courtyard and a spa-inspired bath complete with dual vanities, a soaking tub, walk-in shower, and thoughtfully curated finishes. A separate guest suite with its own private exterior entrance offers exceptional flexibility for multigenerational living, extended-stay guests, a home office, or a private retreat. Additional bedrooms are generously sized and well-appointed, providing comfort and privacy for family and visitors alike. Outside, the home's private courtyard transforms into a true resort sanctuary. A screened saltwater pool and raised spa are surrounded by expansive travertine decking and complemented by a beautifully appointed outdoor cabana featuring a masonry fireplace—creating the perfect setting for year-round entertaining or quiet relaxation. Constructed with both quality and efficiency in mind, the residence includes a tankless natural gas water heater, foam insulation, Low-E insulated windows and doors, and high-efficiency HVAC systems. Meticulously maintained and thoughtfully designed throughout, this exceptional Waterstone residence offers an ideal balance of luxury, comfort, and privacy in one of Windermere's most sought-after gated communities.

11832 Waterstone Loop Drive, Windermere

$1,450,000

Located within the guard gated community of Reserve at Lake Sound in Windermere, this beautifull 5-bedroom, 5-bath residence offers the perfect blend of elegance, comfort, and functionality. Featuring nearly 3,900 square feet of living space, the home showcases tall ceilings, travertine flooring throughout the main living areas, and thoughtful modern updates completed in recent years. A grand double-door entry opens to formal living and dining spaces highlighted by contemporary accent walls and a striking fireplace. The spacious kitchen is designed for both everyday living and entertaining, featuring upgraded stainless steel appliances, abundant cabinetry, stylish countertops, a beverage refrigerator, and an open flow into the family room. The split-bedroom floor plan includes a private office and a spacious primary suite complete with California closets and a luxurious ensuite bath featuring dual vanities, a walk-in shower, and a freestanding soaking tub. Upstairs, the oversized bonus room with full bath offers flexibility as a guest suite, second primary suite, or media room. Sliding doors lead to an expansive screened pool area ideal for relaxing or entertaining, while the lush backyard garden creates a peaceful setting to enjoy your morning coffee. The home also features a spacious 3-car garage. *Roof and water heater was replaced 5 years ago.* Ideally located near top-rated schools, shopping, dining, and area attractions, this move-in ready Windermere home is one you won’t want to miss.

5 Beds ⋅ 5 Baths ⋅ O6405977 MLS

Located within the guard gated community of Reserve at Lake Sound in Windermere, this beautifull 5-bedroom, 5-bath residence offers the perfect blend of elegance, comfort, and functionality. Featuring nearly 3,900 square feet of living space, the home showcases tall ceilings, travertine flooring throughout the main living areas, and thoughtful modern updates completed in recent years. A grand double-door entry opens to formal living and dining spaces highlighted by contemporary accent walls and a striking fireplace. The spacious kitchen is designed for both everyday living and entertaining, featuring upgraded stainless steel appliances, abundant cabinetry, stylish countertops, a beverage refrigerator, and an open flow into the family room. The split-bedroom floor plan includes a private office and a spacious primary suite complete with California closets and a luxurious ensuite bath featuring dual vanities, a walk-in shower, and a freestanding soaking tub. Upstairs, the oversized bonus room with full bath offers flexibility as a guest suite, second primary suite, or media room. Sliding doors lead to an expansive screened pool area ideal for relaxing or entertaining, while the lush backyard garden creates a peaceful setting to enjoy your morning coffee. The home also features a spacious 3-car garage. *Roof and water heater was replaced 5 years ago.* Ideally located near top-rated schools, shopping, dining, and area attractions, this move-in ready Windermere home is one you won’t want to miss.

11015 Hawkshead Court, Windermere

$1,305,990

Virtually Staged. Under Construction. SWEETWATER H - Our beautiful huge 2 story home, located on a conservation lot, with 6 Bedrooms and 4.5 Baths. This great floor plan boasts an open concept family/dining/kitchen area with a gourmet kitchen, extended 42" wrap around cabinets, and an extended island. The owner's bath also contains a spa package with upgraded 3/8" glass enclosure, an additional rainfall shower head, and wall niche. The living area has an extension to the room, 9' hidden sliding glass doors and a huge lanai that runs the width of the home. Downstairs flex room works well as an office or study. Upstairs, find 5 large bedrooms most with walk in closets, 3 full baths, and a second laundry room,(that's right! 1 upstairs, and 1 downstairs). Common areas upstairs include a spacious bonus room with wet bar, and a second flex room that works well as a theatre room. SAMPLE IMAGES

6 Beds ⋅ 5 Baths ⋅ G5115749 MLS

Virtually Staged. Under Construction. SWEETWATER H - Our beautiful huge 2 story home, located on a conservation lot, with 6 Bedrooms and 4.5 Baths. This great floor plan boasts an open concept family/dining/kitchen area with a gourmet kitchen, extended 42" wrap around cabinets, and an extended island. The owner's bath also contains a spa package with upgraded 3/8" glass enclosure, an additional rainfall shower head, and wall niche. The living area has an extension to the room, 9' hidden sliding glass doors and a huge lanai that runs the width of the home. Downstairs flex room works well as an office or study. Upstairs, find 5 large bedrooms most with walk in closets, 3 full baths, and a second laundry room,(that's right! 1 upstairs, and 1 downstairs). Common areas upstairs include a spacious bonus room with wet bar, and a second flex room that works well as a theatre room. SAMPLE IMAGES

14213 Crest Palm Avenue, Windermere

$1,300,000

This exceptional, fully renovated residence offers the perfect blend of contemporary design, luxury finishes, smart technology, and resort-style living. Every detail has been thoughtfully curated, featuring large-format porcelain tile throughout the main level and luxury vinyl flooring throughout the second floor, complemented by custom millwork, imported Italian wallpaper, designer lighting, and premium finishes that create a timeless modern aesthetic. The professionally designed gourmet kitchen showcases bespoke cabinetry, a dramatic waterfall island, premium stone countertops and full-height backsplash, along with a complete Samsung appliance package. Smart home features include Alexa-integrated custom blinds and window treatments, motion-activated LED staircase lighting, and advanced home automation for effortless everyday living. The functional floor plan offers 6 spacious bedrooms and 4 beautifully appointed bathrooms, including a first-floor primary suite. Every bedroom features custom walk-in closets with built-in cabinetry, while the bathrooms include custom vanities, large-format tile, frameless glass showers, rainfall showerheads, body jets, and modern fixtures. A dramatic two-story foyer with glass railings and a contemporary statement chandelier creates a memorable first impression. The home also features a custom-designed wine bar complete with built-in cabinetry, wine display racks, and a temperature-controlled wine refrigerator, making it ideal for entertaining family and guests. The outdoor living area has been designed to provide a true resort-style experience, featuring a heated swimming pool, a custom mini putting green, and low-maintenance landscaping. Enjoy beautiful lake views and the rare opportunity to watch Disney’s spectacular nightly fireworks from the comfort of your own backyard, creating an unforgettable setting for relaxation and entertaining. Ideally located in the highly desirable Town of Windermere, this home offers convenient access to shopping, dining, major highways, golf courses, and Walt Disney World. The property is zoned for highly rated public schools and is just minutes from Windermere Preparatory School. Move-in ready, this exceptional residence combines outstanding craftsmanship, contemporary design, smart home technology, beautiful lake views, nightly Disney fireworks, and an excellent location, offering a rare opportunity to own one of Windermere’s most remarkable homes.

6 Beds ⋅ 4 Baths ⋅ O6429934 MLS ⋅ Meritage Homes BLDG.

This exceptional, fully renovated residence offers the perfect blend of contemporary design, luxury finishes, smart technology, and resort-style living. Every detail has been thoughtfully curated, featuring large-format porcelain tile throughout the main level and luxury vinyl flooring throughout the second floor, complemented by custom millwork, imported Italian wallpaper, designer lighting, and premium finishes that create a timeless modern aesthetic. The professionally designed gourmet kitchen showcases bespoke cabinetry, a dramatic waterfall island, premium stone countertops and full-height backsplash, along with a complete Samsung appliance package. Smart home features include Alexa-integrated custom blinds and window treatments, motion-activated LED staircase lighting, and advanced home automation for effortless everyday living. The functional floor plan offers 6 spacious bedrooms and 4 beautifully appointed bathrooms, including a first-floor primary suite. Every bedroom features custom walk-in closets with built-in cabinetry, while the bathrooms include custom vanities, large-format tile, frameless glass showers, rainfall showerheads, body jets, and modern fixtures. A dramatic two-story foyer with glass railings and a contemporary statement chandelier creates a memorable first impression. The home also features a custom-designed wine bar complete with built-in cabinetry, wine display racks, and a temperature-controlled wine refrigerator, making it ideal for entertaining family and guests. The outdoor living area has been designed to provide a true resort-style experience, featuring a heated swimming pool, a custom mini putting green, and low-maintenance landscaping. Enjoy beautiful lake views and the rare opportunity to watch Disney’s spectacular nightly fireworks from the comfort of your own backyard, creating an unforgettable setting for relaxation and entertaining. Ideally located in the highly desirable Town of Windermere, this home offers convenient access to shopping, dining, major highways, golf courses, and Walt Disney World. The property is zoned for highly rated public schools and is just minutes from Windermere Preparatory School. Move-in ready, this exceptional residence combines outstanding craftsmanship, contemporary design, smart home technology, beautiful lake views, nightly Disney fireworks, and an excellent location, offering a rare opportunity to own one of Windermere’s most remarkable homes.

12676 Salomon Cove Drive, Windermere

$1,295,000

No detail overlooked in this beautifully reimagined 6BR/5BA estate in the sought-after lakefront community of Windermere Downs! Fully renovated and expanded with high-caliber craftsmanship, this home offers the ultimate Central Florida lifestyle. The lower level boasts rich tongue-and-groove ceilings, hardwood floors, plantation shutters, double-pane vinyl windows, and bright natural light. The expansive primary suite features a custom 10’x20’ walk-in closet and spa-like bathroom. Every bedroom enjoys en-suite bath access, including the private 780 sq ft upper-level suite with stunning Lake Down sunset views. The spacious kitchen and breakfast nook anchor the home, flowing into a living room with a stunning floor-to-ceiling picture window and French doors that open to your backyard oasis. Step outside to a private resort-style paradise complete with a sport pool, sun shelf, earth-toned pavers, summer kitchen, fire pit, and remodeled pool bath. Major mechanical updates ensure total peace of mind: Spray foam insulation (2025), main HVAC (2019-2023), new water heater, upgraded plumbing, lighting, and interior laundry room. Enjoy deeded access to the Butler Chain of Lakes via Windermere Downs’ crown jewel private beach lot on Lake Down, plus tennis/pickleball courts and park spaces. Unbeatable location—10 mins to Turnpike/408/429 and 25 mins to Disney, MCO Airport, and Downtown Orlando!

6 Beds ⋅ 5 Baths ⋅ O6443475 MLS

No detail overlooked in this beautifully reimagined 6BR/5BA estate in the sought-after lakefront community of Windermere Downs! Fully renovated and expanded with high-caliber craftsmanship, this home offers the ultimate Central Florida lifestyle. The lower level boasts rich tongue-and-groove ceilings, hardwood floors, plantation shutters, double-pane vinyl windows, and bright natural light. The expansive primary suite features a custom 10’x20’ walk-in closet and spa-like bathroom. Every bedroom enjoys en-suite bath access, including the private 780 sq ft upper-level suite with stunning Lake Down sunset views. The spacious kitchen and breakfast nook anchor the home, flowing into a living room with a stunning floor-to-ceiling picture window and French doors that open to your backyard oasis. Step outside to a private resort-style paradise complete with a sport pool, sun shelf, earth-toned pavers, summer kitchen, fire pit, and remodeled pool bath. Major mechanical updates ensure total peace of mind: Spray foam insulation (2025), main HVAC (2019-2023), new water heater, upgraded plumbing, lighting, and interior laundry room. Enjoy deeded access to the Butler Chain of Lakes via Windermere Downs’ crown jewel private beach lot on Lake Down, plus tennis/pickleball courts and park spaces. Unbeatable location—10 mins to Turnpike/408/429 and 25 mins to Disney, MCO Airport, and Downtown Orlando!

9668 Woodmont Place, Windermere

$1,289,000

Under contract-accepting backup offers. Picture your morning here. Coffee on the covered lanai, the pond fountain catching the early light, and an expansive lawn rolling toward the water, with over half an acre between you and the rest of the world. This is 5746 Oxford Moor Blvd, a nearly 3,800-square-foot Mediterranean-style executive home set on one of the finest pond-view lots in gated Oxford Moor. Behind the tile roof and manicured facade, the scale of the home reveals itself: 12-foot tray ceilings in the great room, family room, and dining room, crown molding throughout, and finishes chosen to impress. Four bedrooms sit on the main floor. Upstairs, a generous bonus room adapts to the way you live, at home as a media lounge, gym, or second living space, and beside it sits a dedicated wine room with its own cooling system, independent of the home's two HVAC units. For the wine connoisseur, it is a refined setting for an established collection, with ample room to let it grow. At the heart of the home, the gourmet kitchen makes a statement. Rich solid cherry cabinetry, exotic granite, a five-burner cooktop, a new double wall oven, and an oversized island with seating create a space as striking as it is functional, all open to a great room anchored by a built-in entertainment center and electric fireplace. Entertaining comes easy. Host a dinner party in the formal dining room, then carry the evening out to the lanai, where travertine pavers surround a heated saltwater pool and spa, resurfaced in 2025 with new tile and color-changing LED lights, all overlooking the pond and its lighted fountain. The summer kitchen is built for it, with a Viking grill, sink, warming drawer, mini fridge, and TV under cover. As the sun sets, professionally installed LED landscape lighting comes on automatically, casting a warm glow across the grounds well into the evening. When the day winds down, retreat to a 25-foot owner's suite tucked on its own wing, with a sitting area and bay windows framing the water and a spa-style bath featuring a garden tub, separate shower, and dual vanities. A three-way split floor plan keeps the remaining bedrooms private, and a dedicated first-floor office means working from home is a pleasure, not a compromise. The home has been cared for and thoughtfully updated. The pool and spa were resurfaced in 2025, a new pool cage screen went in during 2024, and a new 5-ton AC was installed the same year. A ChargePoint EV charger was added in 2026, the kitchen gained a new double wall oven in 2025 and a new refrigerator in 2024, a septic riser and new filter were installed in late 2024, and the roof was soft washed in 2026. An oversized side-entry three-car garage, whole-house water softener, central vacuum, and dedicated irrigation well round out the package. Then there is Windermere itself, one of Central Florida's most coveted communities, known for its canopy of mature oaks, chain-of-lakes lifestyle, and quiet, tree-lined streets. Inside Oxford Moor, an automatic gated entrance, tennis court, and playground surround a central pond that gives the neighborhood its calm, established feel. A-rated Windermere High and the prestigious Windermere Prep are within walking distance, and Disney, Universal, and Restaurant Row are all about 15 minutes away. Homes of this caliber in Oxford Moor are rarely available. Come see it in person and imagine the life waiting for you.

4 Beds ⋅ 3 Baths ⋅ O6427113 MLS

Under contract-accepting backup offers. Picture your morning here. Coffee on the covered lanai, the pond fountain catching the early light, and an expansive lawn rolling toward the water, with over half an acre between you and the rest of the world. This is 5746 Oxford Moor Blvd, a nearly 3,800-square-foot Mediterranean-style executive home set on one of the finest pond-view lots in gated Oxford Moor. Behind the tile roof and manicured facade, the scale of the home reveals itself: 12-foot tray ceilings in the great room, family room, and dining room, crown molding throughout, and finishes chosen to impress. Four bedrooms sit on the main floor. Upstairs, a generous bonus room adapts to the way you live, at home as a media lounge, gym, or second living space, and beside it sits a dedicated wine room with its own cooling system, independent of the home's two HVAC units. For the wine connoisseur, it is a refined setting for an established collection, with ample room to let it grow. At the heart of the home, the gourmet kitchen makes a statement. Rich solid cherry cabinetry, exotic granite, a five-burner cooktop, a new double wall oven, and an oversized island with seating create a space as striking as it is functional, all open to a great room anchored by a built-in entertainment center and electric fireplace. Entertaining comes easy. Host a dinner party in the formal dining room, then carry the evening out to the lanai, where travertine pavers surround a heated saltwater pool and spa, resurfaced in 2025 with new tile and color-changing LED lights, all overlooking the pond and its lighted fountain. The summer kitchen is built for it, with a Viking grill, sink, warming drawer, mini fridge, and TV under cover. As the sun sets, professionally installed LED landscape lighting comes on automatically, casting a warm glow across the grounds well into the evening. When the day winds down, retreat to a 25-foot owner's suite tucked on its own wing, with a sitting area and bay windows framing the water and a spa-style bath featuring a garden tub, separate shower, and dual vanities. A three-way split floor plan keeps the remaining bedrooms private, and a dedicated first-floor office means working from home is a pleasure, not a compromise. The home has been cared for and thoughtfully updated. The pool and spa were resurfaced in 2025, a new pool cage screen went in during 2024, and a new 5-ton AC was installed the same year. A ChargePoint EV charger was added in 2026, the kitchen gained a new double wall oven in 2025 and a new refrigerator in 2024, a septic riser and new filter were installed in late 2024, and the roof was soft washed in 2026. An oversized side-entry three-car garage, whole-house water softener, central vacuum, and dedicated irrigation well round out the package. Then there is Windermere itself, one of Central Florida's most coveted communities, known for its canopy of mature oaks, chain-of-lakes lifestyle, and quiet, tree-lined streets. Inside Oxford Moor, an automatic gated entrance, tennis court, and playground surround a central pond that gives the neighborhood its calm, established feel. A-rated Windermere High and the prestigious Windermere Prep are within walking distance, and Disney, Universal, and Restaurant Row are all about 15 minutes away. Homes of this caliber in Oxford Moor are rarely available. Come see it in person and imagine the life waiting for you.

5746 Oxford Moor Boulevard, Windermere

$1,225,000

Under contract-accepting backup offers. Virtually Staged. **SANDY SHORES SANCTUARY** A rare 1934 Windermere Landmark on the Butler Chain of Lakes. Rich in history and timeless charm, this one-of-a-kind canal-front home offers a rare opportunity to own a piece of Old Windermere. Privately nestled beneath a canopy of oak trees in the exclusive Sandy Shores enclave, one of Windermere's most private waterfront communities, this 5-bedroom, 3-bath residence offers direct canal access to Lake Butler. Blending historic charm with modern comfort, the home has been thoughtfully updated with a remodeled kitchen and bathrooms, 2024 HVAC systems, a 2017 roof, 2021 & 2017 water heaters, a 2020 septic drain field, and a 2026 well tank. Relax on the screened-in porch or waterfront deck while enjoying peaceful canal views, all with no HOA and just minutes from downtown Windermere, Windermere Preparatory School, championship golf, upscale dining, and Orlando's premier attractions. This is an extraordinary opportunity where history, privacy, and lakefront living converge.

5 Beds ⋅ 3 Baths ⋅ O6426164 MLS

Under contract-accepting backup offers. Virtually Staged. **SANDY SHORES SANCTUARY** A rare 1934 Windermere Landmark on the Butler Chain of Lakes. Rich in history and timeless charm, this one-of-a-kind canal-front home offers a rare opportunity to own a piece of Old Windermere. Privately nestled beneath a canopy of oak trees in the exclusive Sandy Shores enclave, one of Windermere's most private waterfront communities, this 5-bedroom, 3-bath residence offers direct canal access to Lake Butler. Blending historic charm with modern comfort, the home has been thoughtfully updated with a remodeled kitchen and bathrooms, 2024 HVAC systems, a 2017 roof, 2021 & 2017 water heaters, a 2020 septic drain field, and a 2026 well tank. Relax on the screened-in porch or waterfront deck while enjoying peaceful canal views, all with no HOA and just minutes from downtown Windermere, Windermere Preparatory School, championship golf, upscale dining, and Orlando's premier attractions. This is an extraordinary opportunity where history, privacy, and lakefront living converge.

12085 Sandy Shores Drive, Windermere

2031 Willow Lauren Lane Unit L, Windermere

$1,179,000

Stunning William P Campbell custom home on a private, oversized lot of more than half an acre in one of the most desirable communities in the Town of Windermere-Willows at Lake Rhea! From the moment you arrive, the soaring 14-foot ceilings, abundant windows, and elegant glass French doors create a light-filled, inviting atmosphere with beautiful views of the pool and spa from nearly every room. Mature landscaping surrounds the property, creating a peaceful and private setting that is increasingly rare. Designed for both sophisticated entertaining and comfortable everyday living, the open-concept layout seamlessly connects the living room, dining room, gourmet kitchen, and family room, creating an exceptional space for gatherings. The chef’s kitchen is truly the heart of the home, featuring an induction cooktop, Wolf double ovens, Sub-Zero refrigerator, Bosch dishwasher, brand-new disposal, upgraded granite countertops, farmhouse sink, prep sink and an abundance of custom cabinetry for exceptional storage. The expansive private primary suite overlooks the sparkling pool and spa and offers two oversized walk-in closets. The luxurious primary bath features a massive walk-in-shower with dual shower heads, jetted tub, and an impressive dual vanity. Two additional generously sized bedrooms share a Jack-and-Jill bath, while the fourth bedroom offers privacy and direct access to the pool bath-perfect for guests. Upstairs an oversized bonus room/fifth bedroom provides incredible flexibility and includes a full bath and wet bar, making it an ideal guest suite, media room, office, or entertaining space. Step outside to your private pool and spa and enjoy the Florida lifestyle in complete comfort, with a fabulous outdoor kitchen, creating the perfect setting for al fresco dining and entertaining. This exceptional home is truly move-in ready with a new roof in 2016, newer AC systems in 2021 and 2026, and a repipe completed in 2024. A three-car side-entry garage, expansive brick-paver driveway, and circular drive provide impressive curb appeal and abundant parking. Enjoy all the benefits of living in the Town of Windermere, including access to the Butler Chain of Lakes boat ramp, weekly Farmers Market, Public Library, and year-round community events. Willows At Lake Rhea offers an exceptional setting within one of Windermere’s most desirable communities, combining an outstanding custom home, a rare oversized private lot, and the lifestyle, charm and amenities that make Windermere so sought after.

5 Beds ⋅ 5 Baths ⋅ O6429898 MLS

Stunning William P Campbell custom home on a private, oversized lot of more than half an acre in one of the most desirable communities in the Town of Windermere-Willows at Lake Rhea! From the moment you arrive, the soaring 14-foot ceilings, abundant windows, and elegant glass French doors create a light-filled, inviting atmosphere with beautiful views of the pool and spa from nearly every room. Mature landscaping surrounds the property, creating a peaceful and private setting that is increasingly rare. Designed for both sophisticated entertaining and comfortable everyday living, the open-concept layout seamlessly connects the living room, dining room, gourmet kitchen, and family room, creating an exceptional space for gatherings. The chef’s kitchen is truly the heart of the home, featuring an induction cooktop, Wolf double ovens, Sub-Zero refrigerator, Bosch dishwasher, brand-new disposal, upgraded granite countertops, farmhouse sink, prep sink and an abundance of custom cabinetry for exceptional storage. The expansive private primary suite overlooks the sparkling pool and spa and offers two oversized walk-in closets. The luxurious primary bath features a massive walk-in-shower with dual shower heads, jetted tub, and an impressive dual vanity. Two additional generously sized bedrooms share a Jack-and-Jill bath, while the fourth bedroom offers privacy and direct access to the pool bath-perfect for guests. Upstairs an oversized bonus room/fifth bedroom provides incredible flexibility and includes a full bath and wet bar, making it an ideal guest suite, media room, office, or entertaining space. Step outside to your private pool and spa and enjoy the Florida lifestyle in complete comfort, with a fabulous outdoor kitchen, creating the perfect setting for al fresco dining and entertaining. This exceptional home is truly move-in ready with a new roof in 2016, newer AC systems in 2021 and 2026, and a repipe completed in 2024. A three-car side-entry garage, expansive brick-paver driveway, and circular drive provide impressive curb appeal and abundant parking. Enjoy all the benefits of living in the Town of Windermere, including access to the Butler Chain of Lakes boat ramp, weekly Farmers Market, Public Library, and year-round community events. Willows At Lake Rhea offers an exceptional setting within one of Windermere’s most desirable communities, combining an outstanding custom home, a rare oversized private lot, and the lifestyle, charm and amenities that make Windermere so sought after.

2031 Willow Lauren Lane Unit L, Windermere

$1,150,000

FREE DISNEY FIREWORKS show nightly with purchase! Perfectly positioned in the highly sought-after community of Windermere Trails, this beautifully updated home overlooks picturesque Lake Reams and offers the kind of lifestyle that makes people fall in love with Central Florida. From the stately elevation featuring stone accents, a tile roof, paver driveway, and elegant color palette, you'll immediately notice the attention to detail. Inside, exquisite marble floors, crown moulding, upgraded lighting, and a dramatic staircase create a timeless first impression. The recently renovated kitchen is truly the heart of the home. Crisp white cabinetry adorned with traditional millwork, glass display cabinets, brushed gold pendant lighting, and an oversized island blend beauty and function effortlessly. Quartzite, granite, and other fine stone finishes have been thoughtfully incorporated throughout, creating a refined yet comfortable atmosphere. Designed for both entertaining and everyday living, the home features a formal dining room, spacious eat-in kitchen, and multiple gathering spaces overlooking the pool and Lake Reams beyond. Two sets of French doors open to the covered lanai, seamlessly connecting indoor and outdoor living. With five bedrooms, four bathrooms, and a dedicated office on the main level, there is flexibility for growing families, remote work, guests, or multigenerational living. Wake up to water views and enjoy evening sunsets from your private backyard retreat featuring a sparkling pool and covered lanai. The upstairs loft also offers the same beautiful view! Residents of Windermere Trails enjoy miles of walking trails, a community pool, playground, picnic pavilion, and some of the area's most desirable schools. Located just minutes from shopping, dining, and approximately 10 minutes from Disney, this location offers convenience without sacrificing the charm and character that make Windermere so special.

5 Beds ⋅ 4 Baths ⋅ O6413196 MLS

FREE DISNEY FIREWORKS show nightly with purchase! Perfectly positioned in the highly sought-after community of Windermere Trails, this beautifully updated home overlooks picturesque Lake Reams and offers the kind of lifestyle that makes people fall in love with Central Florida. From the stately elevation featuring stone accents, a tile roof, paver driveway, and elegant color palette, you'll immediately notice the attention to detail. Inside, exquisite marble floors, crown moulding, upgraded lighting, and a dramatic staircase create a timeless first impression. The recently renovated kitchen is truly the heart of the home. Crisp white cabinetry adorned with traditional millwork, glass display cabinets, brushed gold pendant lighting, and an oversized island blend beauty and function effortlessly. Quartzite, granite, and other fine stone finishes have been thoughtfully incorporated throughout, creating a refined yet comfortable atmosphere. Designed for both entertaining and everyday living, the home features a formal dining room, spacious eat-in kitchen, and multiple gathering spaces overlooking the pool and Lake Reams beyond. Two sets of French doors open to the covered lanai, seamlessly connecting indoor and outdoor living. With five bedrooms, four bathrooms, and a dedicated office on the main level, there is flexibility for growing families, remote work, guests, or multigenerational living. Wake up to water views and enjoy evening sunsets from your private backyard retreat featuring a sparkling pool and covered lanai. The upstairs loft also offers the same beautiful view! Residents of Windermere Trails enjoy miles of walking trails, a community pool, playground, picnic pavilion, and some of the area's most desirable schools. Located just minutes from shopping, dining, and approximately 10 minutes from Disney, this location offers convenience without sacrificing the charm and character that make Windermere so special.

8394 Lookout Pointe Drive, Windermere

2009 Westover Reserve Boulevard, Windermere

$1,100,000

ELEGANCE, PRIVACY & EXCEPTIONAL OUTDOOR LIVING IN GATED WESTOVER RESERVE. Beautifully maintained custom residence set on approximately half an acre in one of Windermere’s desirable gated communities. From the moment you arrive, the property makes an impression. The expansive front yard is framed by mature landscaping and established greenery, creating a welcoming sense of privacy and a beautiful approach to the home. The generous lot provides a rare feeling of space and separation that is increasingly difficult to find in Windermere. The front and rear grounds are equally impressive, with generous lawn areas, established landscaping and mature vegetation creating a sense of scale, privacy and tranquility. The backyard is an extraordinary private retreat, with expansive green space and peaceful conservation views providing a beautiful natural backdrop. The screened outdoor living area surrounds a private pool, offering an ideal setting for relaxing, entertaining and enjoying the Florida lifestyle with no neighbors in the back. The combination of the oversized yard, conservation setting, mature landscaping and pool area creates an outdoor environment that feels exceptionally private and resort-like. Inside, the approximately 3,678-square-foot residence offers an inviting combination of refined architectural details, thoughtful updates and comfortable Florida living. Soaring ceilings, abundant natural light and thoughtfully designed living spaces create an impressive yet warm atmosphere. The formal living and dining areas provide elegant spaces for entertaining, while the spacious family room, complete with a gas fireplace, serves as a comfortable gathering area. The beautifully redone kitchen blends style, functionality and modern technology, featuring updated cabinetry, stone countertops, a breakfast bar, pantry and brand-new appliances. The adjoining dining area provides an inviting setting for everyday meals and entertaining. The split-bedroom floor plan offers privacy, with the primary suite positioned as a relaxing retreat and additional bedrooms located on the opposite side of the home. The primary suite features high ceilings, a spacious walk-in closet, dual vanities, garden-style tub and separate shower, along with French doors providing direct access to the screened lanai. A dedicated office/den adds flexibility for work, study or additional living space, while the upstairs oversized bonus room provides another versatile area that can adapt to a variety of needs. Additional recent improvements enhance the home’s comfort, functionality and appeal, including a redone laundry room with state-of-the-art washer and dryer, new light fixtures throughout the home, a new water heater, new garage doors and a new irrigation system serving both the front and rear grounds. Additional highlights include a three-car garage, screened lanai, private pool and spa, roof replaced in 2017, and pool improvements including resurfacing and updated equipment. Located within gated Westover Reserve, this residence combines a substantial homesite, beautiful interior spaces, thoughtful modern updates and remarkable outdoor living in a highly desirable Windermere setting. A truly special property where space, privacy, elegance and exceptional Florida outdoor living come together.

4 Beds ⋅ 4 Baths ⋅ O6447265 MLS

ELEGANCE, PRIVACY & EXCEPTIONAL OUTDOOR LIVING IN GATED WESTOVER RESERVE. Beautifully maintained custom residence set on approximately half an acre in one of Windermere’s desirable gated communities. From the moment you arrive, the property makes an impression. The expansive front yard is framed by mature landscaping and established greenery, creating a welcoming sense of privacy and a beautiful approach to the home. The generous lot provides a rare feeling of space and separation that is increasingly difficult to find in Windermere. The front and rear grounds are equally impressive, with generous lawn areas, established landscaping and mature vegetation creating a sense of scale, privacy and tranquility. The backyard is an extraordinary private retreat, with expansive green space and peaceful conservation views providing a beautiful natural backdrop. The screened outdoor living area surrounds a private pool, offering an ideal setting for relaxing, entertaining and enjoying the Florida lifestyle with no neighbors in the back. The combination of the oversized yard, conservation setting, mature landscaping and pool area creates an outdoor environment that feels exceptionally private and resort-like. Inside, the approximately 3,678-square-foot residence offers an inviting combination of refined architectural details, thoughtful updates and comfortable Florida living. Soaring ceilings, abundant natural light and thoughtfully designed living spaces create an impressive yet warm atmosphere. The formal living and dining areas provide elegant spaces for entertaining, while the spacious family room, complete with a gas fireplace, serves as a comfortable gathering area. The beautifully redone kitchen blends style, functionality and modern technology, featuring updated cabinetry, stone countertops, a breakfast bar, pantry and brand-new appliances. The adjoining dining area provides an inviting setting for everyday meals and entertaining. The split-bedroom floor plan offers privacy, with the primary suite positioned as a relaxing retreat and additional bedrooms located on the opposite side of the home. The primary suite features high ceilings, a spacious walk-in closet, dual vanities, garden-style tub and separate shower, along with French doors providing direct access to the screened lanai. A dedicated office/den adds flexibility for work, study or additional living space, while the upstairs oversized bonus room provides another versatile area that can adapt to a variety of needs. Additional recent improvements enhance the home’s comfort, functionality and appeal, including a redone laundry room with state-of-the-art washer and dryer, new light fixtures throughout the home, a new water heater, new garage doors and a new irrigation system serving both the front and rear grounds. Additional highlights include a three-car garage, screened lanai, private pool and spa, roof replaced in 2017, and pool improvements including resurfacing and updated equipment. Located within gated Westover Reserve, this residence combines a substantial homesite, beautiful interior spaces, thoughtful modern updates and remarkable outdoor living in a highly desirable Windermere setting. A truly special property where space, privacy, elegance and exceptional Florida outdoor living come together.

2009 Westover Reserve Boulevard, Windermere

$1,075,000

Under contract-accepting backup offers. In Windermere homes can be renovated. Locations like this cannot be recreated. Set on more than half an acre with tranquil water views and exceptional privacy, this beautifully renovated residence offers a lifestyle that’s increasingly difficult to find. Spend weekends boating on the Butler Chain of Lakes, enjoying a match of tennis or pickleball, or unwinding by your private pool as peaceful water views become the backdrop to everyday life. Just a golf cart ride from downtown Windermere’s beloved Farmers Market, waterfront parks, dining, and community events—and with Windermere Elementary and many of Central Florida’s premier public and private schools nearby—this is a home that blends convenience with an unmatched sense of place. Inside, thoughtfully reimagined interiors pair contemporary finishes with effortless livability, creating a turnkey home where the lifestyle is every bit as compelling as the home itself. Residents of The Willows enjoy an outstanding lifestyle with neighborhood amenities including walking trails, a playground, volleyball, basketball, tennis, and pickleball courts. Windermere Elementary is within walking distance and Windermere High School and many premier private schools close by. Extensively renovated with today's most sought after finishes and design elements and designed for both everyday living and elegant entertaining, the spacious floor plan features four bedrooms and three baths. The private owner's retreat is a true sanctuary, offering direct access to the pool area and peaceful water views. A grand dining room with soaring 12-foot vaulted ceilings creates a sophisticated setting for gatherings, while the inviting living room showcases beautiful outdoor vistas. At the heart of the home, the gourmet kitchen flows seamlessly into the breakfast nook and family room, creating an open and welcoming space that extends to the covered lanai and pool area. Whether hosting guests or enjoying a quiet evening at home, the indoor/outdoor connection embodies the very best of Florida living. The thoughtfully designed split bedroom layout provides privacy and functionality, with two secondary bedrooms with walk-in closets, charming window seats with built-in storage are connected by a Jack and Jill bath. A dedicated laundry room, and abundant storage throughout add to the home's exceptional livability. Additional highlights include a central vacuum system, three-car side-entry garage, and circular driveway with ample guest parking. Convenient access to major roadways, shopping, healthcare, golf, Orlando International Airport, and world-famous attractions further enhances the appeal. Offering an unparalleled combination of location, luxury, recent renovations, and lifestyle, this remarkable property presents a rare opportunity to own one of Windermere's most desirable homes. Schedule your private showing today!

4 Beds ⋅ 3 Baths ⋅ O6417903 MLS ⋅ J. Richard Watson BLDG.

Under contract-accepting backup offers. In Windermere homes can be renovated. Locations like this cannot be recreated. Set on more than half an acre with tranquil water views and exceptional privacy, this beautifully renovated residence offers a lifestyle that’s increasingly difficult to find. Spend weekends boating on the Butler Chain of Lakes, enjoying a match of tennis or pickleball, or unwinding by your private pool as peaceful water views become the backdrop to everyday life. Just a golf cart ride from downtown Windermere’s beloved Farmers Market, waterfront parks, dining, and community events—and with Windermere Elementary and many of Central Florida’s premier public and private schools nearby—this is a home that blends convenience with an unmatched sense of place. Inside, thoughtfully reimagined interiors pair contemporary finishes with effortless livability, creating a turnkey home where the lifestyle is every bit as compelling as the home itself. Residents of The Willows enjoy an outstanding lifestyle with neighborhood amenities including walking trails, a playground, volleyball, basketball, tennis, and pickleball courts. Windermere Elementary is within walking distance and Windermere High School and many premier private schools close by. Extensively renovated with today's most sought after finishes and design elements and designed for both everyday living and elegant entertaining, the spacious floor plan features four bedrooms and three baths. The private owner's retreat is a true sanctuary, offering direct access to the pool area and peaceful water views. A grand dining room with soaring 12-foot vaulted ceilings creates a sophisticated setting for gatherings, while the inviting living room showcases beautiful outdoor vistas. At the heart of the home, the gourmet kitchen flows seamlessly into the breakfast nook and family room, creating an open and welcoming space that extends to the covered lanai and pool area. Whether hosting guests or enjoying a quiet evening at home, the indoor/outdoor connection embodies the very best of Florida living. The thoughtfully designed split bedroom layout provides privacy and functionality, with two secondary bedrooms with walk-in closets, charming window seats with built-in storage are connected by a Jack and Jill bath. A dedicated laundry room, and abundant storage throughout add to the home's exceptional livability. Additional highlights include a central vacuum system, three-car side-entry garage, and circular driveway with ample guest parking. Convenient access to major roadways, shopping, healthcare, golf, Orlando International Airport, and world-famous attractions further enhances the appeal. Offering an unparalleled combination of location, luxury, recent renovations, and lifestyle, this remarkable property presents a rare opportunity to own one of Windermere's most desirable homes. Schedule your private showing today!

11217 Willow Gardens Drive, Windermere

$1,075,000

Under contract-accepting backup offers. Fully Furnished- Located in the highly desirable Windermere Trails community, this impressive residence offers 5 bedrooms, 4 full bathrooms, a media room, loft, gym, and game room, providing plenty of space for both everyday living and entertaining. The home features elegant iron stair railings, formal living and dining areas, and an open-concept layout designed for comfort and functionality. The gourmet kitchen showcases stainless steel appliances, a 36-inch cooktop, 42-inch cabinetry with crown molding, quartz countertops, upgraded backsplash, and a spacious walk-in pantry. The primary suite includes a large walk-in closet and a luxurious bathroom with dual vanities and a private water closet. An upgraded home theater with fiber-optic illuminated ceiling and wall panels creates a unique entertainment experience. Step outside to enjoy a beautifully landscaped, fully fenced backyard with dual gate access, a tranquil water feature, and an extended covered lanai perfect for relaxing or entertaining. Residents enjoy access to community amenities including walking trails, a resort-style pool, playground, dog park, pavilions, and fitness areas. The property is being offered partially furnished, with many of the furnishings and features shown in the photos included in the sale.

5 Beds ⋅ 4 Baths ⋅ S5152477 MLS

Under contract-accepting backup offers. Fully Furnished- Located in the highly desirable Windermere Trails community, this impressive residence offers 5 bedrooms, 4 full bathrooms, a media room, loft, gym, and game room, providing plenty of space for both everyday living and entertaining. The home features elegant iron stair railings, formal living and dining areas, and an open-concept layout designed for comfort and functionality. The gourmet kitchen showcases stainless steel appliances, a 36-inch cooktop, 42-inch cabinetry with crown molding, quartz countertops, upgraded backsplash, and a spacious walk-in pantry. The primary suite includes a large walk-in closet and a luxurious bathroom with dual vanities and a private water closet. An upgraded home theater with fiber-optic illuminated ceiling and wall panels creates a unique entertainment experience. Step outside to enjoy a beautifully landscaped, fully fenced backyard with dual gate access, a tranquil water feature, and an extended covered lanai perfect for relaxing or entertaining. Residents enjoy access to community amenities including walking trails, a resort-style pool, playground, dog park, pavilions, and fitness areas. The property is being offered partially furnished, with many of the furnishings and features shown in the photos included in the sale.

8316 Lookout Pointe Drive, Windermere

$975,000

Welcome to this beautifully updated home situated on a full 1-acre homesite in a highly desirable, established community surrounded by mature trees. Enjoy access to the Butler Chain of Lakes for just $100 annually, offering an incredible opportunity for boating, fishing, and the Florida lake lifestyle. Inside, the home features a spacious open layout with an updated kitchen, white cabinetry, stone countertops, stainless-steel appliances, and a large island overlooking the living area. A rare double primary suite configuration provides exceptional flexibility for guests, multigenerational living, or a private retreat. The home also offers three full bathrooms, including beautifully updated baths with spacious walk-in showers. Two separate A/C systems help keep the home comfortable year-round. Generous living spaces and large bedrooms provide plenty of room to spread out. Outside, the acre-sized property and mature trees offer privacy and space that are increasingly hard to find. Add in an outstanding location with convenient access to shopping, dining, entertainment, and area attractions, and this home truly delivers. One-acre living, Butler Chain access, and a fantastic location—this is Florida living at its best.

3 Beds ⋅ 3 Baths ⋅ O6433478 MLS

Welcome to this beautifully updated home situated on a full 1-acre homesite in a highly desirable, established community surrounded by mature trees. Enjoy access to the Butler Chain of Lakes for just $100 annually, offering an incredible opportunity for boating, fishing, and the Florida lake lifestyle. Inside, the home features a spacious open layout with an updated kitchen, white cabinetry, stone countertops, stainless-steel appliances, and a large island overlooking the living area. A rare double primary suite configuration provides exceptional flexibility for guests, multigenerational living, or a private retreat. The home also offers three full bathrooms, including beautifully updated baths with spacious walk-in showers. Two separate A/C systems help keep the home comfortable year-round. Generous living spaces and large bedrooms provide plenty of room to spread out. Outside, the acre-sized property and mature trees offer privacy and space that are increasingly hard to find. Add in an outstanding location with convenient access to shopping, dining, entertainment, and area attractions, and this home truly delivers. One-acre living, Butler Chain access, and a fantastic location—this is Florida living at its best.

9600 Ambleside Drive, Windermere

$964,500

Under contract-accepting backup offers. YOUR SEARCH IS OVER! NOW AVAILABLE! Exceptional custom CAHILL pool home situated on a private sprawling .92 acre oversized lot in the highly desirable Willows at Lake Rhea in the Town Limits of Windermere. Offering 5 bedrooms, 3 bathrooms, the thoughtfully designed split floor plan provides an ideal balance of privacy, comfort and functionality. The home features elegant formal living and dining spaces , perfect for entertaining guests or enjoying special occasions. A warm wood burning fireplace serves as a beautiful focal point, creating a cozy atmosphere for relaxing with family and friends. The spacious 3 car garage provides ample room for vehicles, storage, and recreational equipment. An expansive outdoor space in complemented by a sparkling pool area creating a private retreat ideal for entertaining and enjoying Florida's year round lifestyle. Home is zoned for highly regarded schools including Windermere Elementary (walk, bike, golf cart), Bridgewater Middle School and Windermere High School. Conveniently located near world class attractions, premier shopping, dining and entertainment, this property offers the perfect combination of tranquility and accessibility. New roof in 2018. Don't miss your opportunity own a home for under $1 million dollars in this highly sought after and desirable WIndermemre neighborhood. Professional pics to come!

5 Beds ⋅ 3 Baths ⋅ O6435449 MLS

Under contract-accepting backup offers. YOUR SEARCH IS OVER! NOW AVAILABLE! Exceptional custom CAHILL pool home situated on a private sprawling .92 acre oversized lot in the highly desirable Willows at Lake Rhea in the Town Limits of Windermere. Offering 5 bedrooms, 3 bathrooms, the thoughtfully designed split floor plan provides an ideal balance of privacy, comfort and functionality. The home features elegant formal living and dining spaces , perfect for entertaining guests or enjoying special occasions. A warm wood burning fireplace serves as a beautiful focal point, creating a cozy atmosphere for relaxing with family and friends. The spacious 3 car garage provides ample room for vehicles, storage, and recreational equipment. An expansive outdoor space in complemented by a sparkling pool area creating a private retreat ideal for entertaining and enjoying Florida's year round lifestyle. Home is zoned for highly regarded schools including Windermere Elementary (walk, bike, golf cart), Bridgewater Middle School and Windermere High School. Conveniently located near world class attractions, premier shopping, dining and entertainment, this property offers the perfect combination of tranquility and accessibility. New roof in 2018. Don't miss your opportunity own a home for under $1 million dollars in this highly sought after and desirable WIndermemre neighborhood. Professional pics to come!

11348 Willow Gardens Drive, Windermere