Windermere Real Estate

Set on nearly an acre within the prestigious guard-gated community of Bellaria, this remarkable estate combines grand-scale living, exceptional flexibility, and an unbeatable location. Impressive curb appeal creates an immediate sense of arrival, enhanced by a spacious U-shaped driveway and an oversized three-car garage. Beyond the entry, a dramatic formal living room welcomes you with soaring two-story ceilings, abundant natural light, and an elegant bar area complete with a wine refrigerator. The expansive kitchen serves as the heart of the home, featuring a massive center island, extensive cabinetry, generous prep space, and a full suite of stainless steel appliances. A formal dining room provides a refined backdrop for special occasions, while the adjoining breakfast nook offers a relaxed setting for everyday meals. The sprawling first-floor primary suite is a private retreat with impressive proportions and separate his-and-hers walk-in closets. Its spacious bathroom features dual vanities, an oversized walk-in shower, and a soaking tub designed for relaxation. An additional guest suite on the main level provides comfort and privacy for visitors, while a dedicated formal office creates an ideal space for working from home. Upstairs, five additional bedrooms provide tremendous flexibility for family and guests. A spacious loft offers another casual gathering area, while the separate bonus room could easily be transformed into a private home theater, game room, fitness studio, or additional entertainment space. With seven bedrooms, multiple living areas, and thoughtfully designed spaces throughout, the home is exceptionally well suited for both everyday living and large-scale entertaining. Outside, an expansive covered patio extends the living space and features a full summer kitchen, making it ideal for dining, entertaining, and enjoying Florida’s year-round sunshine. The enormous backyard offers remarkable possibilities, with ample room to create a custom resort-style pool. Bellaria’s prime location places you just minutes from Winter Garden Village, charming Downtown Windermere, Restaurant Row, world-renowned theme parks, and an outstanding selection of shopping, dining, and entertainment. Offering extraordinary space, privacy, and potential in one of Windermere’s most sought-after gated communities, this impressive estate presents a rare opportunity to create the ultimate luxury lifestyle.

13101 Bellaria Circle, Windermere

$7,450,000

7 Beds ⋅ 10 Baths ⋅ O6443379 MLS

Located directly on Lake Tibet within the guard-gated community of Keene’s Pointe, this extensively updated Stonebridge custom residence blends Mediterranean-inspired architecture with transitional interiors. A long brick-paver driveway leads to a circular motor court, porte cochère, tile roof, stone accents, and arched windows. Oversized glass entry doors frame immediate lake views and open to two-story formal living spaces featuring newly installed wood flooring, detailed ceilings, clerestory windows, and abundant natural light. The kitchen includes an oversized island, quartz countertops, glazed custom cabinetry, double ovens, premium appliances, and a walk-in pantry. Open gathering areas and expansive windows provide continuous views of Lake Tibet. Additional interior features include a game room, dedicated home theater, and a private primary suite with an oversized walk-in closet and updated bathroom. Each secondary bedroom includes an ensuite bathroom. The bathrooms have been updated, the interior has been freshly painted, and the carpeting has been replaced. A detached guest house offers additional flexible living space. Added in 2019, the covered outdoor kitchen and dining pavilion features a wood-paneled ceiling, large dining and preparation island, built-in grill, pizza oven, wine cooler, and oversized refrigerator. The outdoor area also includes a resort-style pool, heated spa, expansive lawn, sand volleyball court, and soccer area overlooking the lake. A private dock with boat lift provides direct access to Lake Tibet and the Butler Chain of Lakes.

9343 Tibet Pointe Circle, Windermere

$369,000

3 Beds ⋅ 3 Baths ⋅ O6348704 MLS ⋅ Venetta Way BLDG.

Virtually Staged. Welcome home to this beautifully refreshed 3-bedroom, 2.5-bath end-unit townhome in one of Windermere’s most sought-after communities. Offering the added privacy of an end-unit location, a peaceful conservation backdrop, and a private courtyard, this home delivers the perfect blend of comfort, convenience, and easy Florida living. Freshly painted throughout with brand-new carpet, the home feels bright, clean, and move-in ready from the moment you walk through the door. The inviting layout is filled with natural light and offers plenty of space to relax, entertain, and enjoy everyday life. All three bedrooms are located upstairs, including a spacious primary suite featuring a walk-in closet, dual-sink vanity, and upgraded frameless-glass walk-in shower. Step outside to your private courtyard—a versatile outdoor space perfect for morning coffee, weekend gatherings, or unwinding at the end of the day. Beyond the courtyard, the rear of the home overlooks a conservation area, creating a peaceful natural setting with no immediate rear neighbors. It’s a rare combination of privacy and convenience. And there’s more to look forward to—a new roof is coming soon, adding another layer of value and peace of mind for the next owner. Ideally located near A-rated schools, parks, shopping, dining, and everyday conveniences, this Windermere townhome puts you close to everything while giving you a private place to call home. Come see why this one is worth making your next move!

12934 Vennetta Way, Windermere

$615,000

4 Beds ⋅ 4 Baths ⋅ O6443170 MLS

Welcome to this 4-bedroom, 3.5-bath home in Windermere, zoned for top-rated schools including Windermere High School and Horizon West Middle School. Located near Horizon West shopping, dining, parks, and major roadways, this Windermere pool home combines a desirable location, functional layout, and the indoor-outdoor lifestyle that buyers are searching for in Central Florida.

7555 Tattant Boulevard, Windermere

$945,000

4 Beds ⋅ 4 Baths ⋅ G5117935 MLS

Located in the desirable Windermere Trails and less than 15 minutes from Magic Kingdom, this immaculate four-bedroom 3.5-bath pool home offers an exceptional combination of style, comfort and Central Florida convenience. Unwind beside your own heated saltwater pool and spa while enjoying views of the Disney fireworks. Inside, tile flooring extends throughout the home, creating a clean and cohesive look that is both attractive and easy to maintain. Fresh interior paint in 2026 enhances the bright, welcoming atmosphere. The formal dining room makes a beautiful first impression with its gorgeous coffered ceiling, providing an elegant setting for holiday dinners, celebrations and evenings with friends. The kitchen is designed for anyone who appreciates generous workspace and exceptional storage. A substantial amount of cabinetry is complemented by expansive granite countertops, a tiled backsplash and an oversized walk-in pantry. Pendant lighting highlights the breakfast bar, creating a natural place for casual meals and conversation. Built-in stainless steel appliances and a Bosch Dacor refrigerator installed in 2022 complete this impressive space. A drinking water filtration system and a whole-house water softener add everyday convenience. The kitchen opens naturally to the spacious family room, where a stacked stone accent wall adds warmth, texture and architectural interest. Views of the pool create a beautiful backdrop and keep the indoor living areas connected to the outdoor setting. Whether hosting a crowd or enjoying a quiet evening at home, the open arrangement allows everyone to remain part of the conversation. Go outside to the heated saltwater pool and spa. With the propane heater, the pool can be enjoyed well beyond the traditional swimming season, while the space offers plenty of room for lounging, dining and entertaining. The pool filtration equipment was replaced in 2024. The thoughtfully planned four-bedroom, 3.5-bath layout provides flexibility for a family, guests or a home office. The washer and dryer (2022) are also included. A complete Bosch HVAC system, including interior and exterior equipment, was installed in spring 2024 and carries a 10-year parts/labor warranty w/required annual maintenance. The water heater is from 2019, and the exterior and tile roof were professionally power washed in 2024. An interior ADT security system and exterior CCTV camera system provide additional peace of mind. A separate two-car (with epoxy floor in 2023 and one-car garage epoxy in 2026) provides three total spaces for vehicles, storage or hobbies. Just inside one of the garages, a drop station features areas for phone charging, along with space for packages, bags and daily essentials. Windermere Trails offers a resort-style community pool, walking trails, playgrounds, pavilions, a dog park and fitness areas. Surrounded by the natural beauty of the Butler Chain of Lakes, the community is close to highly regarded A-rated schools, Lakeside Village, Hamlin Town Center, Winter Garden Village, Horizon West and the renowned dining of Dr. Phillips. Nearby SR 429 provides convenient connections to the Turnpike, SR 408 and I-4, while Walt Disney World, Disney Springs, shopping, golf, boating, restaurants and medical services are all nearby. Beautifully maintained and ready now, this home combines inviting interior spaces, a private pool retreat, recent improvements and a location that places the best of Central Florida at your doorstep.

9010 Reflection Pointe Drive, Windermere

$489,900

3 Beds ⋅ 2 Baths ⋅ S5157827 MLS

Welcome to 13535 Bramham Lane, a spacious and airy 3-bedroom, 2-bath, single-story home offering plenty of room to spread out and make it your own. Freshly painted throughout, the home features tile flooring in the main living areas with carpeting in the bedrooms. The versatile floor plan includes living and dining areas along with a spacious great room, providing multiple spaces for entertaining, relaxing, and everyday living. The kitchen features granite countertops and stainless steel appliances and opens to the great room, creating a comfortable gathering space at the heart of the home. Outside, nicely landscaped grounds create a welcoming first impression, while the charming front porch is perfect for morning coffee or enjoying the Florida weather. A back patio provides additional outdoor living space for grilling, entertaining, or simply relaxing. Complete with a two-car garage, this home offers a wonderful combination of space, comfort, and flexibility. Located within a gated community featuring sidewalks throughout, residents can enjoy a neighborhood setting designed for walking and outdoor living, along with a community pool. It's so close to Disney that you can hear the train whistle!

13535 Bramham Lane, Windermere

$1,100,000

5 Beds ⋅ 4 Baths ⋅ O6442835 MLS

Auction Property. A Windermere address. A 24-hour guard-gated community. A home with the scale to make a statement. Tucked along a quiet cul-de-sac in the Reserve at Lake Butler Sound, this estate offers the chance to create something exceptional in a coveted setting. Soaring ceilings, architectural columns and expansive gathering spaces give the home a sense of occasion from the moment you enter. French doors open to a screened pool retreat, setting the scene for sunlit afternoons, dinner with friends and evenings under the Florida sky. Enjoy the privacy of an established luxury neighborhood with Windermere’s dining and shopping, the Butler Chain of Lakes and Orlando’s attractions within easy reach. The setting is here. The possibilities are yours.

11021 Hawkshead Court, Windermere

$1,280,000

4 Beds ⋅ 3 Baths ⋅ O6442932 MLS

Experience the charm of Old Windermere at 104 E 1st Ave, ideally situated in the heart of one of Central Florida’s most sought-after communities. Set on an oversized 0.45-acre corner lot surrounded by mature landscaping, this beautifully reimagined single-story home offers 4 bedrooms, 2.5 bathrooms, 2,441 square feet of living space, and a 2-car garage. Transformed through an extensive renovation by Davila Homes, the residence was thoughtfully redesigned and expanded, creating the feel of a brand-new home while preserving the charm of its Old Windermere setting. The interiors showcase elevated finishes throughout, including a beautifully designed gourmet kitchen with top-of-the-line appliances, sophisticated living spaces, and carefully selected details throughout. Outside, the home embraces the Florida lifestyle with a private pool and outdoor kitchen, creating an ideal setting for entertaining, weekend gatherings, or simply enjoying the privacy and space of nearly half an acre. What truly sets this property apart is its Old Windermere location. Enjoy the character and lifestyle of living within the Town of Windermere, surrounded by tree-lined streets and just moments from local parks, dining, shopping, community events, and everything that makes this area so special—all with no HOA. Combining the character of Old Windermere with the quality, design, and finishes of a beautifully renovated home, 104 E 1st Ave offers a rare opportunity to enjoy nearly half an acre, exceptional indoor-outdoor living, and a truly turnkey residence in the heart of Windermere.

104 E 1st Avenue, Windermere

$520,000

3 Beds ⋅ 2 Baths ⋅ O6442555 MLS

Welcome to this beautifully located single-story home in the highly desirable Windermere area! This 3-bedroom, 2-bath home offers 1,681 sq ft of comfortable living space with an open floor plan, stone countertops, walk-in closet, spacious living and dining areas, and an attached 2-car garage. Enjoy Florida living with a covered and screened patio, plus access to community amenities including a resort-style pool, clubhouse, playground, and sidewalks. Location is a major highlight! The home is zoned for highly rated schools, including Sunset Park Elementary, Horizon West Middle School, and Windermere High School, while offering convenient access to shopping, dining, entertainment, major roadways, and everything the Windermere and Horizon West areas have to offer. Offered at $520,000, this is an excellent opportunity to own a home in one of Central Florida’s most desirable locations. Schedule your private showing today!

12679 Calderdale Avenue, Windermere

$19,500,000

6 Beds ⋅ 10 Baths ⋅ O6441344 MLS

Timeless elegance and extraordinary privacy define this magnificent lakefront estate within the renowned Isleworth Golf & Country Club. Gracefully positioned on Lake Blanche along the coveted Butler Chain of Lakes. This exceptional residence is designed for the most discerning buyer seeking luxury, exclusivity, and resort-style living on approximately 2.5 acres. Encompassing over 13,494 square feet of refined living space and more than 20,476 total square feet, the estate features six luxurious bedroom suites, eight full baths, and two half baths. Every bedroom offers oversized walk-in closets, while the primary suite is a private sanctuary complete with a sitting room, hidden passage access to the study, private morning kitchen, and direct stairway access to the lower-level fitness retreat. Designed for both grand entertaining and intimate living, the home showcases vanishing glass sliders that seamlessly connect the living room, family room, and bar area to expansive outdoor living spaces and screened terraces overlooking breathtaking sunset views across Lake Blanche. The resort-inspired outdoor setting features a heated saltwater infinity-edge pool and spa, summer kitchen, outdoor shower, and tranquil waterfront ambiance. Exceptional amenities include a full theater room with private bath, elevator servicing all three levels, extensive storage throughout, lower-level gym with steam shower and sauna-ready space, dual laundry features including a dog shower and dog door, and a separate guest house complete with living room, kitchenette, and full bath. Equipped with all-new smart-home technology and integrated systems. The gourmet kitchen is thoughtfully appointed with dual ovens, six-burner gas range, steamer, warming drawer, freestanding refrigerator and freezer, two refrigerator drawers, dual full-size dishwashers, and two microwave ovens. Completing this remarkable offering is a five-car garage, private boat dock with electric lift and jet ski slip, and an unmatched combination of sophistication, comfort, and privacy in one Of Central Florida's most prestigious golf and country club communities along the Butler Chain of Lakes.

5192 Vardon Drive, Windermere

$645,000

4 Beds ⋅ 3 Baths ⋅ O6438323 MLS

This spacious Single-Family Home is located at the Windermere Ashlin Park, 4 bedrooms 3 full bathrooms. ?Large kitchen, bar kitchen island with basin, equipped with stainless steel appliances, closet pantry, open to breakfast nook. Family/Great room with sliding door overlooking covered patio and fenced backyard. Large laundry room with electric washer and dryer with storage cabinet. Security system installed, cable/internet distribution box . Double garage with 2 separate electric door openers. Community Pool and Club. The property is conveniently located with easy access to S.R. 535 and toll road 419. Schools, shopping areas and nearby Disney and tourist attractions.

7252 Backwoods Trail, Windermere

$649,000

4 Beds ⋅ 4 Baths ⋅ O6442193 MLS

Welcome to your beautiful corner lot home in the sought after Berkshire Park community of Windermere! Don’t miss the opportunity to own this thoughtfully designed 4 bedroom, 3.5-bath home with a bonus room and 3-car garage, offering an ideal blend of space, comfort, and functionality. Major updates include a new roof installed in 2022 and a new AC system installed in 2025, providing added peace of mind for the next owner. A brick-paver driveway and charming walkway welcome you to the inviting front porch, perfectly positioned along a quiet, tree-lined street. Step inside to a spacious foyer featuring soaring ceilings and an open, airy feel that continues throughout the main living areas. The formal dining room flows seamlessly into the open concept kitchen and family room, creating an ideal space for both everyday living and entertaining. The kitchen features a large center island, granite counters, stainless steel appliances, ample cabinetry, and a dedicated eat-in area, while the family room opens to a screened in patio overlooking the generously sized backyard making a wonderful setting for morning coffee, outdoor dining, or relaxing with family and friends. The main level owner’s suite offers convenience and privacy with dual vanities, tub, shower, and walk in closet. Your well appointed laundry room provides direct access to the spacious three-car garage. Upstairs, a versatile bonus room serves as the perfect media room, playroom, home office, or additional gathering space. Three generously sized bedrooms and two full bathrooms complete the second floor, providing plenty of room for family and guests. Residents of Berkshire Park enjoy community amenities including a beautiful neighborhood pool and playground, all within the highly desirable Windermere area. The close proximity to Disney World, shopping, restaurants, and "A" rated schools make this an unbeatable location. With its spacious floor plan, prime Windermere location, 3-car garage, newer roof, newer AC, and inviting outdoor living space makes this a home you won’t want to miss. Be sure to click on the virtual tours.

13324 Jervey Street, Windermere

Windermere Real Estate

Newest Listings in Windermere