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190 Roper Drive, Winter Garden
$795,000
3 Beds ⋅ 2 Baths ⋅ O6447968 MLS
Welcome to this beautifully renovated, turn-key home located just a 10-minute walk north of Downtown Winter Garden, tucked away in a beautiful established neighborhood with mature surroundings and an oversized 0.34-acre lot. With no HOA, a large fenced yard, and extensive upgrades inside and out, this property offers a rare combination of location, space, and quality. The home features block and slab construction with new stucco and approximately 1,750 square feet under air, including the original 1,500-square-foot footprint plus an additional 250-square-foot enclosed and finished porch. The well-designed floor plan offers 3 bedrooms and 2 bathrooms, along with an oversized interior storage/laundry room and an oversized two-car garage. The exterior has been completely refreshed with new stucco, fresh exterior paint, new vinyl fence, new soffits, updated exterior lighting, a new paver driveway, and a new landscaping package, creating exceptional curb appeal. The expansive lot is fully enclosed by a new vinyl privacy fence with a double gate providing convenient access to the rear yard for large vehicles, trailers, boats, or recreational equipment. A motion-sensor security light adds an additional layer of convenience and security. Inside, the renovation continues with new insulation, new ductwork, fresh paint and texture, new baseboards, luxury vinyl plank flooring, new ceiling fans and lighting, and updated door hardware throughout. The bathrooms have been completely redesigned with high-end custom tile work and designer finishes. The kitchen is a standout feature, offering 42-inch cabinetry, new appliances, a counter-depth Frigidaire Gallery refrigerator, slide-in range, and an oversized island finished with a stunning marble waterfall edge that coordinates beautifully with the marble backsplash. Bright, dimmable recessed lighting completes the space and creates an inviting atmosphere for both everyday living and entertaining. Additional features include an oversized storage/laundry room under air and an oversized two-car garage equipped with a new garage door opener and recessed lighting. Every detail has been thoughtfully addressed, creating a home that is truly move-in ready. Four-point, WDO, and wind mitigation reports are available in the MLS for review. With its proximity to Downtown Winter Garden, no HOA, expansive 0.40-acre lot, extensive renovation, and exceptional outdoor space, this is a property that offers the best of convenience, privacy, and modern living.

190 Roper Drive, Winter Garden

1396 Roxy Lane, Winter Garden
$499,900
4 Beds ⋅ 3 Baths ⋅ O6447958 MLS
Welcome home to Waterside on Johns Lake, a highly sought-after community in Winter Garden! This 4-bedroom, 3-full-bath, 2,030 sq. ft. single-family home offers an open-concept floor plan with a great blend of functionality and living space. The first floor features the great room that flows seamlessly into the dining area and kitchen, which features 42-inch grey shaker cabinetry, quartz countertops, and a pantry. Also on the first floor is a full bathroom and a bedroom, making it ideal for guests, a home office, or flexible living needs. A convenient mudroom with generous storage provides additional functionality. Step outside to a private patio with a dedicated seating and entertaining area, along with a large fenced-in side yard. The rear of the property features a detached 2-car garage and a private driveway with additional parking for two vehicles. Upstairs, the split-bedroom layout provides privacy and flexibility. The spacious primary suite features an oversized bedroom, walk-in closet, and private en-suite bathroom. Two additional bedrooms, a third full bathroom, and a dedicated laundry room complete the second floor. The location is hard to beat, with convenient access to Winter Garden Village, Hamlin, Horizon West, Downtown Winter Garden, and SR-429. Enjoy an easy drive to Central Florida's major attractions, including Disney, SeaWorld, and Universal Studios, as well as an abundance of shopping, dining, and entertainment options. Waterside on Johns Lake features resort-style amenities including a community pool and clubhouse, playground, park, fitness center, and community dock on Johns Lake. The home is also zoned for highly regarded A-rated schools, including Hamlin Elementary, Hamlin Middle, and West Orange High.

1396 Roxy Lane, Winter Garden

228 Stanton Estates Circle, Winter Garden
$1,425,000
4 Beds ⋅ 4 Baths ⋅ O6447271 MLS
Welcome to Stanton Estates, an exclusive enclave of just 45 luxury homes in the heart of Winter Garden's renowned golf cart district. You're moments from the shops, dining, and Saturday farmers market on historic Plant Street, and from the West Orange Trail. Built in 2018, this stunning 4-bedroom, 4-bathroom residence offers 4,189 square feet of living space and pairs Mediterranean curb appeal with a light-filled modern interior and a thoughtful split floor plan. Step through the double front doors into a vaulted foyer, where a cascading chandelier sets the tone. Real hardwood floors flow throughout the main level, past the formal dining room into a spacious open-concept family room. Walls of sliding glass open to the covered paver lanai, blending indoor and outdoor living, perfect for entertaining. The kitchen is a true showpiece, with a waterfall island and stainless farmhouse sink, brushed-gold fixtures, glass globe pendants, a gas range beneath a chimney hood, a decorative tile backsplash, a built-in wall oven and microwave combination, and abundant cabinetry. The downstairs owner's suite is a private retreat with a tray ceiling and barn doors opening to a spa-like ensuite with dual vanities and an oversized frameless glass shower with a rain head. The oversized custom walk-in closet, complete with a center island dresser, connects directly to the laundry room for everyday convenience. Upstairs, a second primary suite offers its own large bathroom and walk-in closets, set apart from the two additional bedrooms for privacy. One bedroom opens through French doors to a Juliet balcony. A hardwood loft overlooks the foyer and leads to a bonus living room, where four-panel sliders open to a huge covered second-story balcony overlooking the backyard. Outside, the fully fenced backyard offers plenty of room to create your dream pool, with a full pool bath already in place downstairs and pre-plumbing ready for an outdoor kitchen. Additional highlights include all-new carpet, a new gas tankless water heater, central vacuum, a three-car garage, and a paver driveway. The community connects to the neighboring golf community, and you're minutes from Lake Apopka, Winter Garden Village, and SR-429. This home must be seen to be fully appreciated. Schedule your private showing today and discover luxury living in downtown Winter Garden.

228 Stanton Estates Circle, Winter Garden

1539 Hawkesbury Court, Winter Garden
$560,000
3 Beds ⋅ 2 Baths ⋅ O6447692 MLS
Welcome to 1539 Hawkesbury Court, located in the desirable Winter Garden area of Central Florida! This single-family home offers an excellent opportunity to enjoy the convenience, amenities, and lifestyle that make Winter Garden a sought-after place to call home. Conveniently located near shopping centers, restaurants, grocery stores, parks, and everyday essentials, residents can enjoy easy access to a variety of local conveniences. Explore the charm of historic Downtown Winter Garden, known for its unique shops, local restaurants, cafés, and welcoming atmosphere. The popular West Orange Trail is nearby, offering miles of scenic paths for walking, jogging, and cycling. Winter Garden Village provides an array of retail stores, dining options, and entertainment for added convenience. The property's location also offers access to major roadways, including Florida's Turnpike and State Road 429, making travel throughout the greater Orlando area convenient. Enjoy proximity to recreational opportunities, golf courses, and outdoor activities, while remaining within reach of Orlando's employment centers, attractions, and entertainment destinations. Whether you're looking for a place to call home or exploring real estate opportunities in the growing Central Florida market, this property presents an opportunity to enjoy the many benefits of the Winter Garden lifestyle.

1539 Hawkesbury Court, Winter Garden

14791 Field Daisy Drive, Winter Garden
$531,055
3 Beds ⋅ 3 Baths ⋅ O6447800 MLS ⋅ Taylor Morrison BLDG.
Under Construction. What's Special: Dedicated Study | Close to Amenities | Flat Lot. New Construction - January Completion! Welcome to the Ashwood at 14791 Field Daisy Drive in Harvest at Ovation! This beautiful new home blends open-concept living with flexible spaces for today’s lifestyle. The inviting foyer leads to a private study, while the spacious great room flows seamlessly into the kitchen featuring a large island and walk-in pantry. Enjoy indoor-outdoor living with the covered lanai just off the main living area. Upstairs, the private primary suite offers a relaxing retreat with a generous bathroom and walk-in closet, while two secondary bedrooms sharing a full bathroom, and a laundry room are nearby. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails—all in a highly coveted location. Additional Highlights Include: 8' interior doors, single exterior door at kitchen, oak treads and painted risers, sink at laundry room, and whole house blinds. Photos are for representative purposes only. MLS# O6447800

14791 Field Daisy Drive, Winter Garden

17332 Wild Daisy Drive, Winter Garden
$814,359
4 Beds ⋅ 3 Baths ⋅ G5118738 MLS
Virtually Staged. Under Construction. The BISCAYNE floorplan offers a spacious two-story design that perfectly balances functionality and flexibility, ideal for growing families. With three bedrooms and two and a half bathrooms, this layout provides ample space for everyday living and special moments alike. On the first floor, you'll find a flex room that can serve as a home office, gym, or an optional guest bedroom, depending on your needs. The open-concept design flows seamlessly from the dining room into the expansive great room, making it perfect for entertaining. A covered patio extends your living space outdoors, ideal for relaxing or hosting gatherings. The second floor offers all four bedrooms, including an extended primary suite with a walk-in closet and private bath, ensuring a peaceful retreat. An extended bonus room on this level provides additional versatility, perfect for a playroom or media space. Laundry is conveniently located upstairs to make daily chores easier. This floorplan is designed to accommodate diverse lifestyles, giving you the perfect combination of open spaces and private retreats. With options to add an additional bedroom.

17332 Wild Daisy Drive, Winter Garden

Winter Garden
$722,222
4 Beds ⋅ 3 Baths ⋅ G5118742 MLS
Virtually Staged. Under Construction. The Anna Maria floor plan is a beautifully designed one-story home offering four bedrooms and three bathrooms, thoughtfully arranged for comfortable everyday living. The open-concept layout features a spacious great room that flows effortlessly into the kitchen and dining area, creating an inviting space for entertaining or relaxing at home. The private primary suite includes a well-appointed ensuite bath and a generous walk-in closet. A covered patio extends the living space outdoors, while the two-car garage adds convenience and functionality. With 2,235 square feet of well-designed living space, the Anna Maria delivers both style and practicality in a layout that truly works for today’s lifestyle.

Winter Garden

14066 Avenue Of The Groves, Winter Garden
$330,000
2 Beds ⋅ 3 Baths ⋅ O6447744 MLS ⋅ 14066 BLDG.
Welcome to resort-style living in the sought-after community of Independence. This beautifully renovated, move-in-ready townhouse seamlessly combines modern updates, luxury amenities, and Disney-area convenience. Enjoy serene, unobstructed views with no front-facing neighbors—the ideal setting to watch Magic Kingdom’s dazzling nightly fireworks. Inside, you will find a newly updated kitchen, fresh luxury vinyl flooring throughout, a spacious open layout, and two bedrooms with ensuite bathrooms. Step outside to your private courtyard featuring newly installed synthetic turf, ideal for outdoor entertaining. A detached two-car garage provides ample parking and additional storage. Unit comes with soft water filtration system. Independence residents enjoy premier community amenities, including tennis and basketball courts, a clubhouse, a fitness center, two resort-style pools, walking parks, playgrounds, and a dedicated dog park. The HOA fee conveniently covers high-speed internet, cable, pest control, roof maintenance, exterior painting, amenity access, and all common-area landscaping. Contact us today to schedule your private showing!

14066 Avenue Of The Groves, Winter Garden

24 W Garden Avenue, Winter Garden
$698,800
4 Beds ⋅ 4 Baths ⋅ O6446518 MLS
Pro pics coming soon.RARE OPPORTUNITY IN THE HEART OF WINTER GARDEN’S HIGHLY SOUGHT-AFTER GOLF CART DISTRICT! Completely remodeled and move-in ready, this impressive 4-bedroom, 4-bath, single-story home sits on an oversized lot directly across from Tanner Hall, Newton Park and the public boat ramp to Lake Apopka—and best of all, there is NO HOA! Extensive renovations have transformed this home with a beautiful new kitchen ( NATURAL GAS RANGE! ), remodeled bathrooms, new flooring, fresh interior and exterior paint, and updated windows, creating a fresh, modern feel throughout. The roof was replaced in 2017 and the water heater in 2013. The spacious open great room floor plan is ideal for both everyday living and entertaining, while the oversized owner’s suite provides a private retreat. Two additional bedrooms feature true ensuite baths, offering exceptional flexibility for family, guests, multigenerational living or a private home office. Step outside to the huge covered and screened rear patio overlooking the expansive backyard with plenty of room to relax, entertain and enjoy the Florida lifestyle. The location is truly hard to beat. Walk across the street to Newton Park, Tanner Hall, the Lake Apopka fishing pier and public boat launch, or hop in your golf cart for a short ride to historic Downtown Winter Garden and everything Plant Street has to offer. Enjoy an incredible collection of restaurants, breweries, coffee shops, boutiques and entertainment, along with year-round festivals, community events and the famous Saturday Winter Garden Farmers Market. Outdoor enthusiasts will love being just a quick bike ride from the popular West Orange Trail and minutes from Lake Apopka. Located in a sought-after K-12 school district with convenient access to SR 429, this location provides an outstanding combination of small-town charm, recreation and accessibility to the greater Orlando area. With four bedrooms, four full baths, extensive renovations, an oversized lot, NO HOA and an exceptional location in the Downtown Winter Garden golf cart district, opportunities like this are increasingly difficult to find. Exceptional value, incredible lifestyle and truly move-in ready—this one is PRICED TO SELL!

24 W Garden Avenue, Winter Garden

8649 Flagship Alley, Winter Garden
$495,000
3 Beds ⋅ 3 Baths ⋅ O6447195 MLS
Welcome to this beautiful one-story home located in the highly desirable Waterleigh community of Winter Garden! This charming 3-bedroom, 2-bath home offers a thoughtfully designed, open and inviting floor plan. The spacious kitchen features stone countertops, solid wood cabinetry, stainless steel appliances, a walk-in pantry, and a large center island overlooking the family room—perfect for everyday living and entertaining. The split-bedroom layout provides added privacy, while the primary suite features a walk-in closet and comfortable ensuite bath. Enjoy Florida living from the covered lanai and the added privacy of a corner lot. A two-car attached garage provides plenty of parking and storage. Waterleigh offers an exceptional resort-style lifestyle with community pools, clubhouses, fitness centers, tennis courts, playgrounds, parks, and more. Conveniently located in the sought-after Horizon West area of Winter Garden, near shopping, dining, entertainment, and Central Florida attractions. Don’t miss the opportunity to make this wonderful home yours!

8649 Flagship Alley, Winter Garden

14501 Grove Resort Avenue Unit 3636, Winter Garden
$175,000
2 Beds ⋅ 2 Baths ⋅ O6446580 MLS
Welcome to effortless resort living and an incredible SHORT-TERM RENTAL OPPORTUNITY at The Grove Resort & Water Park! This beautifully maintained, FULLY FURNISHED 2-bedroom, 2-bath condo-hotel is TURNKEY READY and already part of the resort’s rental pool with onsite management, making ownership especially convenient. Owners are permitted PERSONAL USE for up to 179 days per year, offering the flexibility to enjoy the property yourself while also taking advantage of its VACATION-RENTAL POTENTIAL. Set within the GATED RESORT COMMUNITY, this condo is located in a high-rise building with ELEVATOR ACCESS and puts an incredible array of amenities right outside your door. Step inside to find a bright, inviting interior with LUXURY VINYL PLANK FLOORING throughout the main living areas. The open Kitchen features QUARTZ COUNTERTOPS, STAINLESS STEEL APPLIANCES and a convenient breakfast bar, all overlooking the spacious Living Room with plenty of room for a Dining Area. Sliding glass doors extend the living space outdoors to a SCREENED, COVERED BALCONY, creating a relaxing spot to enjoy your morning coffee or unwind after a day at the parks. The AC WAS UPDATED in 2017, adding to the home's appeal as a well-maintained vacation property.The SPLIT-BEDROOM FLOOR PLAN provides privacy for owners and guests alike. The generous PRIMARY SUITE features a walk-in closet, an en suite Bath, and a COMFORTABLE SITTING AREA with its own PRIVATE ACCESS to the balcony. The en suite Bath offers dual sinks with QUARTZ COUNTERTOPS, a garden tub, step-in shower and private water closet. On the opposite side of the condo, the spacious SECOND BEDROOM offers a walk-in closet and its own EN SUITE BATH. A dedicated Laundry Room with washer and dryer adds everyday convenience.The Grove Resort & Water Park is a 106-acre destination with an IMPRESSIVE COLLECTION OF AMENITIES, including SURFARI WATER PARK, featuring a 695-foot lazy river, dual water slides, a FlowRider surf simulator, kids' activity pool and ZERO-ENTRY POOL. The resort also offers MULTIPLE POOLS including the lakefront Springs Pools with three full-size pools, hot tub and children's splash area, along with a 24-hour FITNESS CENTER, restaurants, family activities, LAKE AUSTIN ACCESS and more. CABLE AND INTERNET are also included, while resort transportation provides SHUTTLE SERVICE to Walt Disney World, Universal Orlando and SeaWorld. Lake Austin provides another way to enjoy the outdoors, with a LAKESIDE PIER offering beautiful nature views, catch-and-release fishing and resort watersports. When it is time to venture out, the resort is just SIX MILES FROM WALT DISNEY WORLD, putting Orlando's WORLD-FAMOUS ATTRACTIONS within easy reach. Beyond the resort, enjoy the growing Horizon West area with FLAMINGO CROSSINGS TOWN CENTER, Historic Downtown Winter Garden, the West Orange Trail and Plant Street offering opportunities for dining, shopping, entertainment and enjoying the FLORIDA LIFESTYLE. Families will appreciate the access to A-RATED SCHOOLS, including WATER SPRING ELEMENTARY, WATER SPRING MIDDLE and HORIZON HIGH SCHOOL.Whether you're looking for a vacation home, a personal getaway or a TURNKEY SHORT-TERM RENTAL INVESTMENT, this furnished Grove Resort condo provides an EXCEPTIONAL OPPORTUNITY to own a piece of the Orlando vacation lifestyle—with onsite management, RESORT AMENITIES, and the flexibility to enjoy it yourself. Come discover the possibilities at The Grove!

14501 Grove Resort Avenue Unit 3636, Winter Garden

15302 Honeybell Drive, Winter Garden
$575,000
3 Beds ⋅ 2 Baths ⋅ O6447326 MLS
Welcome a beautifully maintained home in the highly sought-after Hamlin Reserve community of Horizon West! From the moment you step inside, you’ll notice the thoughtful design, spacious layout, and beautiful finishes throughout.One of the standout features is the gorgeous front flex space, complete with custom built-ins, offering the perfect opportunity for a home office, study, reading room, playroom, or additional living space. The open-concept main living area provides an inviting space for everyday living and entertaining, with a seamless flow between the living, dining, and kitchen areas.The spacious primary suite offers a relaxing retreat, while the additional bedrooms provide flexibility for family, guests, or a dedicated workspace. Step outside to enjoy your private backyard and Florida outdoor living.Located in the heart of Horizon West, Hamlin Reserve offers an exceptional lifestyle with community amenities, parks, playgrounds, nature trails, and convenient access to Hamlin Town Center, where shopping, dining, and entertainment are just minutes away. Enjoy everything Winter Garden has to offer, including top-rated schools, beautiful neighborhoods, and easy access to major roadways including SR-429.Beautiful, flexible, and ideally located, this home is a wonderful opportunity to experience the best of Hamlin and Horizon West living!

15302 Honeybell Drive, Winter Garden

15231 Groveside Road, Winter Garden
$494,890
3 Beds ⋅ 3 Baths ⋅ O6446694 MLS ⋅ Na BLDG.
Under Construction. Ready in November 2026! This new construction, three-story townhome (The Lantana) is a showstopper with its popular farmhouse exterior. This townhome features 3 bedrooms, 2 full bathrooms, a powder room, spanning 1,881 sq. ft. As you enter this home through the 8 ft. entry-door, you are welcomed by your spacious flex room. As you continue up, you will find luxury vinyl plank flooring that that leads you to the open concept living room, dining room and stunning kitchen. Your inner gourmet will be delighted by the large eat-in island, 42 in. cabinets with crown molding, quartz counters and soft-close drawers. Your eyes will be drawn to the bank of windows flooding your dining room and kitchen with light. Moving to the third level, you have quick access to the generously sized primary suite that accesses your ensuite bathroom with glass-enclosed shower, dual vanities, and the roomy, well-lit walk-in closet. Adjacent to the primary suite is your laundry room with adjacent, secondary bedrooms and guest bath. The photos shown are of a previously built home. For more details or to schedule a visit, please contact our sales team.

15231 Groveside Road, Winter Garden

6403 Argent Wood Drive, Winter Garden
$495,090
4 Beds ⋅ 3 Baths ⋅ O6447690 MLS ⋅ 20 BLDG.
Discover Silverleaf Oaks in Winter Garden! This new home community will feature a collection of single-family and townhomes in desirable Horizon West. Located in the heart of Orlando’s attractions, residents will enjoy an array of amenities, including a resort-style pool, cabana, and playground – without a CDD. Plus, minutes to shopping, dining, and entertaining! The spacious Trailwood Interior-unit townhome is a perfect blend of luxury and practicality, featuring 4 bedrooms, 3 bathrooms, a 2-car rear-load garage, and a private courtyard—ideal for both relaxation and entertaining. The open-concept first floor is a true highlight, with an expansive gathering room seamlessly flowing into the beautifully appointed kitchen. This chef-inspired space features Tilden White cabinetry, stunning Lyra quartz countertops, and a decorative Bright Glaze tile backsplash. Stainless-steel Whirlpool appliances, including a refrigerator, a sleek stainless-steel single-bowl sink with an upgraded faucet, and pendant lighting pre-wiring, enhance both the functionality and style of the kitchen. Step outside through the gathering room to your private courtyard, an inviting outdoor space perfect for enjoying the fresh air in a tranquil setting. Also located on the first floor is a convenient bedroom and full bathroom, complete with an enclosed shower with a glass door, ensuring comfort and privacy for guests. For ultimate relaxation, the owner's suite is located on the second floor, offering ample natural light, a spacious walk-in closet, and a spa-inspired en suite bathroom. The owner’s bathroom is a serene escape, featuring quartz-topped dual vanity sinks, a frameless glass door shower, a linen closet, and a private enclosed toilet. The second floor also includes two additional bedrooms, a full bathroom, and a laundry room, offering thoughtful separation for privacy and convenience. Wood-look luxury vinyl plank flooring spans the first-floor living areas, providing both style and durability, while porcelain tile in the laundry room and bathrooms adds a sleek, modern touch. Plush, stain-resistant Ornamental Gate carpet completes the bedrooms, loft, and staircase for added comfort. Experience the luxury and convenience of the popular Trailwood Interior-unit townhome. Don’t miss your chance to make this stunning home yours!

6403 Argent Wood Drive, Winter Garden

16513 Silver Brook Way, Winter Garden
$879,000
4 Beds ⋅ 4 Baths ⋅ O6443784 MLS
Nearly new and ready for you in Horizon West! Built in 2025, this two-story Thoreau floor plan by Meritage Homes in Silverleaf Reserve at Hamlin offers 4 bedrooms, 3.5 bathrooms and 3,424 sq ft of living space. Curb appeal starts at the street with a craftsman-style elevation, tropical landscaping, a paver driveway and a two-car garage. A covered front porch welcomes you in, and a second-floor covered balcony above it gives you a private spot to catch the Florida breeze. Inside, wood-look plank tile runs throughout the entire first floor, with a tray ceiling and column accents framing the entry. To the front, a formal dining room and a flex space work beautifully as a home office, sitting room or playroom. The floor plan then opens up to a bright great room and a bay-window café nook overlooking the backyard, with French doors leading out to the screened patio. The kitchen is the heart of it all, with quartz counters, shaker cabinetry, a subway tile backsplash, glass-front uppers, a stainless vent hood, built-in double oven, walk-in pantry, coffee bar, an oversized island with seating and a single-basin sink. All appliances stay with the home, so there's nothing left to buy before move-in. A powder bath and a built-in drop zone with cabinets and counter space round out the main level. Upstairs you'll find all four bedrooms in plush carpet, the laundry room right where you need it, and a large media/flex room, space most homes this size simply don't have. Make it a theater room, game room, home gym or second living area, and change your mind later without giving up a bedroom. Out back, the oversized lot is nearly 1/4 acre with a huge backyard and open green space beyond the fence, leaving room for a pool, a play set, a garden or big get-togethers. The home also has a whole-house water softener and a reverse osmosis drinking water system on each floor. The location is hard to beat. Hamlin Town Center is right next door with shopping, dining and entertainment. Hamlin Elementary and Hamlin Middle are nearby. SR 429 is minutes away, and so is Orlando Health Horizon West Hospital. The Walt Disney World area, Winter Garden's historic downtown and the West Orange Trail are all a short drive. Schedule your showing today!

16513 Silver Brook Way, Winter Garden

923 Colie Alley, Winter Garden
$610,000
3 Beds ⋅ 3 Baths ⋅ O6445624 MLS
Short Sale. ~ IT IS WORTH THE WAIT! Discover the opportunity to own a nearly new David Weekley home in the highly desirable Oakland Park community of Winter Garden. Built in 2022, this SUMMERTON MODEL in McKinnon Square offers the style, space and location buyers are looking for — all within a community known for its beautiful streetscapes and exceptional amenities. The charming FRONT PORCH gives the home a welcoming personality, while inside, soaring ceilings, generous windows and an open layout create an easy sense of space. The kitchen serves as the natural gathering point, with a well-appointed design that connects seamlessly to the dining and living areas — a comfortable setup for both everyday life and entertaining. Upstairs, all of the bedrooms are conveniently grouped together, along with a FLEXIBLE LOFT AREA that can evolve with your needs. Use it as a home office, media room, play space, reading area or simply enjoy the extra room to spread out. Life here extends well beyond the home itself. OAKLAND PARK IS A GOLF-CART-FRIENDLY COMMUNITY with pools, clubhouse facilities, parks, playgrounds, a dog park and plenty of opportunities to enjoy the outdoors. The WEST ORANGE TRAIL AND LAKE APOPKA are nearby, while Historic Downtown Winter Garden is just a golf-cart ride away, putting restaurants, local shops, breweries, coffee spots, entertainment and the popular Farmers Market within easy reach. Location is another standout. Schools are conveniently nearby, including the elementary school approximately .5 miles away, middle school 1.1 miles and high school 3 miles. Orlando Health Hospital is approximately 1.8 miles away, while Hamlin Town Center, SR-429, SR-50 and Florida’s Turnpike provide easy access throughout Central Florida — including Disney and the area’s major attractions. NEARLY NEW, MOVE-IN READY AND SET IN ONE OF WINTER GARDEN’S MOST SOUGHT-AFTER COMMUNITIES, this short-sale opportunity is one you’ll want to see before it’s gone! Buyer and buyer agent to verify all data and measurements.

923 Colie Alley, Winter Garden

939 Kylee Alley, Winter Garden
$670,000
3 Beds ⋅ 3 Baths ⋅ O6447293 MLS
Virtually Staged. Welcome to this gorgeous, exceptionally well-maintained home in the highly sought-after Oakland Park community of Winter Garden! Practically brand new, this beautiful residence features 9-foot ceilings, a charming front porch, and a bright, open-concept layout designed for both everyday living and entertaining. The first and second floors feature beautiful luxury vinyl plank flooring, with carpet reserved only for the bedrooms. The stunning kitchen is a true centerpiece of the home, offering beautiful finishes, ample cabinetry, and a functional layout perfect for gatherings. A new tankless water heater adds modern efficiency and convenience.Enjoy the best of the Winter Garden lifestyle, located within the Winter Garden Golf Cart District, with convenient access to nearby shopping, dining, parks, and entertainment. Oakland Park features beautiful tree-lined streets, green spaces, playgrounds, community amenities, and a charming neighborhood atmosphere. The home is just minutes from Downtown Winter Garden, Plant Street Market, the West Orange Trail, Winter Garden Village, and an array of restaurants, breweries, boutiques, and local events. With easy access to major roadways and Central Florida attractions, this beautifully cared-for home offers an exceptional combination of style, comfort, and location.

939 Kylee Alley, Winter Garden

9356 Tyrella Pine Trail, Winter Garden
$495,000
4 Beds ⋅ 3 Baths ⋅ O6446296 MLS
Welcome to this beautifully maintained 4-bedroom, 2.5-bathroom, 2-car garage home in the highly sought-after Watermark community of Horizon West! Ideally located just a short walk from the clubhouse, this spacious two-story home offers an open-concept floor plan perfect for everyday living and entertaining with a rare long driveway. The main level features tile flooring throughout, abundant natural light, and a modern kitchen with built-in appliances, ample cabinetry, and generous counter space. Upstairs, the spacious primary suite features a walk-in closet, en-suite bath, along with three additional bedrooms, a full bath, and a convenient laundry room. Enjoy Florida living from the welcoming front porch, rear-entry two-car garage, and low-maintenance yard. Built by Meritage Homes, the property features energy-efficient construction designed to help reduce energy consumption and utility costs. Watermark offers resort-style amenities including a community pool with splash pad, clubhouse, fitness center, tennis courts, playgrounds, parks, and walking trails. Conveniently located near shopping, dining, golf, Disney, and all that Winter Garden and Horizon West have to offer. A great opportunity to enjoy comfort, convenience, and the Florida lifestyle in a desirable community!

9356 Tyrella Pine Trail, Winter Garden

15663 Signature Drive, Winter Garden
$539,900
6 Beds ⋅ 3 Baths ⋅ S5158862 MLS
Walk to a 9/10-Rated Elementary School | Prime Location Between Horizon West & Windermere | Freshly Updated 6-Bedroom Home in Independence Nestled in the highly sought-after Independence community, in the prime corridor between Horizon West and Windermere, this beautifully maintained, move-in-ready home puts everything within easy reach. Recent updates include brand-new vinyl flooring throughout, fresh interior paint, and a newly painted exterior (2025), so you can simply unpack and start enjoying. With 6 spacious bedrooms and 3 full bathrooms, the home is designed for both comfort and style. The open-concept kitchen is a chef's dream, featuring modern appliances, a cozy breakfast nook, and abundant cabinetry for all your storage needs. The bright, airy living room offers ample space for both formal dining and relaxing. The family room, set apart for privacy, opens to a covered lanai, an ideal spot to unwind and enjoy the serene outdoors. The main floor features two inviting bedrooms and a full bathroom, perfect for guests or a home office. Upstairs, a well-kept loft provides a flexible space for a study, office, or game room. The expansive primary suite includes a luxurious ensuite with dual sinks, a separate tub and shower, and a generously sized walk-in closet. Location is where this home truly shines. Walk to a 9/10-rated elementary school, reach upscale shopping and dining in under 5 minutes by car, and arrive at the Disney theme parks in about 20 minutes. Banking, healthcare, and everyday conveniences are all just minutes away, so wherever you need to go, you're already close. Residents enjoy resort-style amenities, including a fitness center, pool, tennis courts, playground, soccer field, walking trails with exercise stations, and dog parks. The $195 monthly HOA fee includes cable TV and high-speed internet! Fresh updates, a flexible floor plan, and an unbeatable location. Schedule your private showing today!

15663 Signature Drive, Winter Garden

10048 Beach Port Drive, Winter Garden
$1,199,000
5 Beds ⋅ 4 Baths ⋅ O6446829 MLS
LUXURY POOL HOME on PREMIUM LAKE FRONT LOT! Enjoy serene LAKE VIEWS and captivating SUNSETS! Most POPULAR Floor Plan – North Haven – has 5 Bedrooms, 3.5 Baths, Gourmet Kitchen, First Floor Primary Suite, TONS OF STORAGE, Tile Roof and 3 Car Garage just minutes from DISNEY! The OUTDOOR LIVING Space is a Showstopper! Generous COVERED Patio – perfect space for Dining and Relaxing! DELUXE SCREENED POOL with Sun Shelf, SALT SYSTEM, LED Lights and DECK JETS! This METICULOUSLY Maintained Home has a GOURMET KITCHEN with 42” Cabinets, Large Island, Upgraded Tile Backsplash, NEW PENDANT LIGHTS, Large FARM SINK, Under Cabinet Lighting, SS APPLIANCES including Built-In CONVECTION OVEN and COOK TOP with CABINETRY VENT HOOD! Large Pantry with CUSTOM SHELVING!! OPEN FLOOR PLAN with Views of the Patio, Pool and LAKE from Family Room and Casual Dining! First Floor Primary Suite with French Door to Patio and CUSTOM CLOSET! Bath Features DOUBLE Vanities and OVERSIZED Walk-In DOUBLE SHOWER. FLEX Space can be Dining Room, Office or Living Room. Convenient Remodeled Powder Bath with NEW Vanity, Counter and Mirror and Laundry Room with Cabinetry, Included WASHER and DRYER and Utility Sink complete the First Floor. Main Living Space has Upgraded Rectangular Tile, 8’ Doors and 5 ¼ Molding. Two Story Foyer features Stairs with Wood Railings and Wrought Iron Spindles. The HUGE LOFT separates the Upstairs. ALL 4 Bedrooms have WALK-IN Closets! Bedrooms 2 and 3 share Full Bath 2 with Upgraded SHOWER instead of a tub and Bedrooms 4 and 5 share a Jack-and-Jill Bathroom. Numerous Upgrades: GUTTERS, EV NEWER Dishwasher, NEW LED Pool Lights, NEW Solonoid for Pool Salt System, Dedicated GENERATOR Hook Up, Garage with EV Charger, EPOXY FLOOR and Overhead STORAGE RACKS ! ENERGY EFFICIENT Home with LoE Double Pane Windows, 15 Seer AC & Reclaimed Water for Irrigation Saves $$ on Utilities. Waterleigh is the PREMIER LIFESTYLE COMMUNITY with 4 Resort Style Pools, 3 Clubhouses with Fitness Centers, Walking Trails, Sand Volleyball, Dog Park, Fishing and Observation Pier, Tennis, Pickleball, Playgrounds and more! HOA Does all Yard Maintenance. All this zoned for NEW Atwater Bay Elementary, Water Spring Middle School and Horizon High School! Close to Disney, Shopping, Dining, 429, I-4, 417 and a NEW PUBLIX

10048 Beach Port Drive, Winter Garden

16387 Taliesin Street, Winter Garden
$620,000
3 Beds ⋅ 3 Baths ⋅ O6445800 MLS
Located in the heart of Winter Garden’s desirable Hawksmoor community, this beautifully appointed one-story Derby floor plan offers 3 bedrooms, 2.5 baths, and a 2-car garage, thoughtfully designed for comfortable everyday living and effortless entertaining. A welcoming foyer leads into the bright, open-concept main living area, where the dining room, gathering room, and kitchen come together to create a warm and connected space for family and guests. The kitchen features upgraded white cabinetry, contrasting countertops, upgraded flooring, along with a huge walk-in pantry offering exceptional storage. Tray ceilings and double crown molding reflect the upgraded finishes you will see throughout the home. The spacious owner’s suite provides a private retreat, complete with a generous walk-in closet and a versatile sitting room. Whether used as a home office, workout area, reading nook, or nursery, this flexible space adds a level of functionality that is hard to find in many one-story homes. Two generously sized secondary bedrooms are located at the front of the home and share a dedicated full bathroom, while a separate powder room provides added convenience for guests without requiring access to the private bedroom areas. A large laundry room and convenient owner’s entry from the garage with a practical stop and drop zone make daily routines even easier. At the rear of the home, beautiful sliding glass doors open to a spacious lanai, seamlessly extending the living space and POOL outdoors and creating an inviting setting for morning coffee, relaxing evenings, or entertaining friends and family. Beyond the home itself, Hawksmoor offers an exceptional community lifestyle. Residents can enjoy a large playground, expansive green spaces, a community park, walking trails, a resort-style pool, fitness center, and clubhouse—providing plenty of opportunities to stay active, unwind, and connect with neighbors. Thoughtfully designed from front to back, this home brings together stylish upgrades, exceptional functionality, flexible living spaces, and an inviting community atmosphere in the heart of Winter Garden. WELCOME HOME!

16387 Taliesin Street, Winter Garden

204 Harbor Drive, Winter Garden
$579,000
3 Beds ⋅ 2 Baths ⋅ O6445377 MLS
GOLF CART LIVING IN DOWNTOWN WINTER GARDEN! Welcome to 204 Harbor Drive, a single-story pool home in Winter Garden's sought-after Golf Cart District. Hop in your cart and head to historic Plant Street for dinner, the Saturday Farmers Market, or a morning ride on the West Orange Trail, and leave the car in the garage. This home boasts vaulted ceilings, a skylight, and ceiling fans give the open living area a bright, airy feel. A corner slate-tile fireplace with a wood mantel anchors the room, and a custom built-in wood bookcase wall adds warmth and storage. French doors open to the pool, so indoor and outdoor living flow together. The kitchen features rich wood cabinetry, countertops updated in 2016, a tile backsplash, stainless steel appliances, and a pantry, and it opens to the main living area for easy entertaining. Easy-care tile flooring runs throughout the main living spaces. The screened pool and spa are the centerpiece of the backyard, resurfaced and retiled in 2021, with cafe lighting for evening swims and gatherings. The larger backyard is fully fenced with a 6' white vinyl privacy fence (2020), a double swing gate on one side, and a pedestrian gate on the other. Mature trees and plenty of green space make room for pets, play, or a garden. The two-car garage has a newer door (2018), and the wide driveway offers ample parking. PEACE OF MIND, MAJOR UPDATES DONE: - Whole-home automatic standby generator (2023) with new interior and exterior electrical panels and automatic transfer capability, powered by a buried 500-gallon propane tank - Brand-new HVAC system (2025), a complete replacement with new ductwork and added return air vents - Architectural shingle roof (2016) - Whole-home repipe (2014) LOCATION: Tucked into a quiet neighborhood with green space and a pond nearby, with Lake Apopka visible on the horizon. Winter Garden has grown from a sleepy citrus town into one of Central Florida's most livable communities: - Plant Street and Historic Downtown: brick-paved main street with shops, restaurants, breweries, and the Garden Theatre - Plant Street Market: air-conditioned food hall open seven days a week with 20+ vendors and a craft brewery - Saturday Farmers Market: a beloved weekly tradition - West Orange Trail: 22 miles of flat, shaded, paved trail through downtown - Lake Apopka and Newton Park: a short golf cart ride away - Winter Garden Village: open-air shopping and dining just south of downtown - About 20 minutes to downtown Orlando, with convenient routes to Walt Disney World and major highways A downtown location, golf cart access, a screened pool and spa, a new A/C, and a whole-home generator rarely come together in one home. Schedule your private showing today!

204 Harbor Drive, Winter Garden

14501 Grove Resort Unit 2304, Winter Garden
$165,000
2 Beds ⋅ 2 Baths ⋅ O6447002 MLS
Short Sale. Experience the Ultimate Orlando Resort Lifestyle & Investment Opportunity! Welcome to The Grove Resort & Water Park, one of Central Florida’s premier vacation destinations, ideally located just minutes from Walt Disney World and close to Universal Studios, SeaWorld, Margaritaville Resort, shopping, dining, and Orlando International Airport. Enjoy a fully furnished, turnkey 2-bedroom, 2-bath condominium that offers the perfect blend of comfort, style, and investment flexibility. The spacious open-concept floor plan features a beautifully appointed kitchen, bright great room, oversized windows, and a private balcony overlooking the peaceful courtyard. The split-bedroom layout provides privacy, while two spa-inspired bathrooms feature garden tubs, tiled showers, and dual vanities. With a sleeper sofa in the living room, the residence comfortably accommodates up to six guests. Step outside your front door and discover an extraordinary resort experience. The spectacular Surfari Water Park features a FlowRider® surf simulator, dueling water slides, lazy river, splash park, activity pool, zero-entry pool, and private cabanas with food and beverage service. Additional amenities include multiple pools and hot tubs, a 20-acre activity lake with private dock, fishing, fitness center, full-service spa, arcade, game room, and an array of on-site dining options including Longboard Bar & Grill, Valencia Restaurant, Element Bar & Lounge, Alfresco Market, and Byte. Convenient shuttle transportation to Disney World, Universal Studios, and SeaWorld adds even more appeal for vacation guests. As a short-term rental property, owners may enjoy personal use, while professional on-site management can handle bookings, housekeeping, maintenance, and guest services. Whether you're looking for a personal Orlando getaway, a vacation home, or a hands-off investment opportunity, this property offers an exceptional combination of resort amenities, flexibility, convenience, and income potential. Experience the magic of Orlando while owning your own piece of the vacation lifestyle at The Grove Resort & Water Park!

14501 Grove Resort Unit 2304, Winter Garden

13557 Parkfield Way, Winter Garden
$650,000
4 Beds ⋅ 3 Baths ⋅ O6444500 MLS
Virtually Staged. Location!  Minutes from Walt Disney World and all that Winter Garden has to offer with the new hospitals, stores, restaurants, downtown Winter Garden, Horizon West and the list goes on! Single stories are hard to come by and this MI Home is waiting for you!  It sits on a gorgeous conservation lot with no neighbors on one side. Sit on the front porch or the back patio and enjoy the good life!  Walk to the pool, fitness center and dog park. The perfect community to walk or bike.  This 4 bedroom 3 bath rare find single story is move in ready-well maintained, built in 2021, quartz countertops, NEW AC, huge walk-in closet in the primary bedroom, a popular 3 way split floor plan, and ample room for entertaining with the dining room and large family room.  The home is stunning with its gorgeous wooded and pond view. Lawn Care is included in the HOA leaving you time to enjoy all Central Florida has to offer!  Schedule your showing today!

13557 Parkfield Way, Winter Garden