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$342,500
3 Beds ⋅ 3 Baths ⋅ Lakes/Windermere-Lk Reams Twhm SubDv. ⋅ 34786 Zip Code
Welcome to 12449 Cruxbury Drive, nestled in the highly sought-after community of Windermere! Exceptional HOA with low fees just minutes to Disney make this a great 2nd home location with low maintenance. This beautifully updated home showcases a perfect blend of elegance and comfort, featuring 3 bedrooms and 2.5 bathrooms across a thoughtfully designed floor plan. From the moment you enter, you’ll appreciate the brand new flooring and paint, a large peninsula perfect for gatherings. Relax and unwind in the inviting primary suite, complete with a walk-in closet and a spa-like en-suite bathroom. Additional bedrooms give plenty of room for family, guests, or a home office. Step outside to your private courtyard oasis, ideal for entertaining or enjoying peaceful evenings under the Florida sky. The community itself provides a community pool and walking areas, all within minutes of world-class shopping, dining, and top-rated schools. With convenient access to major highways and just a short drive to Disney and area attractions, this home offers the best of Windermere living. Don’t miss your chance to make this stunning property yours—schedule your private showing today! Water heater is 2014 and A/C is 2005. Exterior paint and roof are the responsibility of the HOA and have been or is in progress of being completed. Ask for a home warranty. Rehab estimates available upon request.

12449 Cruxbury Drive, Windermere
$1,100,000
4 Beds ⋅ 4 Baths ⋅ Lake Butler Estates SubDv. ⋅ 34786 Zip Code
RARE 1-ACRE LOT living awaits in this fully renovated modern residence, ideally situated on a quiet CUL-DE-SAC close to Windermere Town. The unparalleled space allows you to PARK YOUR RV/VESSELS IN YOUR BACKYARD and BUILD YOUR OWN ENTERTAINMENT AREA. Inside, the home is move-in-ready, featuring a brand-new contemporary kitchen with custom cabinetry, quartz countertops, and high-end appliances. This 4-bedroom, 4-bathroom property offers expansive living areas with soaring ceilings, oversized porcelain tile flooring, and replaced windows/sliding doors for optimal natural light. Major updates include a 2021 roof, updated electrical, two brand-new AC/heater systems, and a resurfaced private pool with new equipment, complemented by a covered summer kitchen. This is a perfect blend of luxury, space, and functionality in a pleasing neighborhood.

3417 Bay Meadow Court, Windermere
$986,000
5 Beds ⋅ 4 Baths ⋅ Sanctuary/Lks/Windermere SubDv. ⋅ 34786 Zip Code
*** PRICE REDUCTION, SELLER MOTIVATED *** WELCOME HOME TO THE BEST LOT IN THE NEIGHBORHOOD, NESTLED BETWEEN LAKES, PONDS AND NATURE. THIS SOPHISTICATED, IMMACULATE 5BD/4BA IN SANCTUARY AT LAKES OF WINDERMERE *** This STUNNING ROCHELLE MODEL, has been gently lived in and is maintained in ABSOLUTE PRISTINE CONDITION. With NO NEIGHBORS ON ONE SIDE and BREATHTAKING CONSERVATION AND WATER VIEWS, this home offers a rare combination of privacy, elegance, and natural beauty. Step inside to discover a home filled with ELEVATED DESIGN AND SOPHISTICATED FINISHES throughout. The open-concept floorplan includes a formal dining room, dinette, and great room — all centered around a GOURMET KITCHEN featuring high-end cabinetry, sleek countertops, and a spacious island ideal for gathering. Custom DESIGNER WALL ACCENTS AND BUILT-IN TV STANDS add unique character and style to the living space. With 5 bedrooms and 4 full baths, this home includes a first-floor guest suite and an EXPANSIVE OWNER’S SUITE upstairs, featuring a double vanity, grand walk-in closet, and private water closet. Upstairs also offers 3 additional bedrooms and a SECOND-FLOOR LAUNDRY ROOM for ultimate convenience. Outside, enjoy a METICULOUSLY DESIGNED POOL AND OUTDOOR SPACE perfect for entertaining or peaceful evenings under the stars. Additional highlights include a spacious 2-car garage with a 50 AMP EV CHARGER PLUG and smart, energy-efficient features. Nestled in the highly desirable Sanctuary at Lakes of Windermere on Little Lake Sawyer, this SPECIAL LOCATION offers tranquil surroundings with moss-draped trees, scenic nature trails, and lakes — all just minutes from Disney, award-winning golf, fine dining, top-rated schools, and premier shopping. THIS IS A RARE OPPORTUNITY TO OWN A MODEL HOME-LEVEL PROPERTY in one of Windermere’s most sought-after communities — schedule your private tour today!

6905 Cucamelon Court, Windermere
$536,000
4 Beds ⋅ 4 Baths ⋅ Lake Sawyer South Ph 01 SubDv. ⋅ 34786 Zip Code
Looking to sell asap. Priced to move. This beautiful Windermere home has 4 bedroom and 3.5 baths, has granite and stainless in the kitchen. AC is not working well and probably needs to be replaced. Dishwasher needs to be replaced. House need a little TLC but or the most part it is in really good shape. Tenants are in place on a month to month.

13252 Vennetta Way, Windermere
$685,000
4 Beds ⋅ 4 Baths ⋅ Whitney Isles/Belmere Ph 02 SubDv. ⋅ 34786 Zip Code
FLORIDA living at its finest. Windermere gated community of Whitney Isles?Belmere. This 4 bedroom, 3 full baths and a half bath will give your family a perfect blend of comfort and convenience. The new roof is only 3 years old! Master bedroom is on the first floor with two Walkin closets, a large bathroom with a large walk-in shower and garden tub. Sliding glass door opens to your private patio and backyard. Second bedroom/office is also located on the first floor. It is an en suite design away from the master bedroom. Eating space in the kitchen. Lots of cabinet space and built in oven. Granite counter tops, custom backsplash and a breakfast bar. The family/great room is direct access to the kitchen or outdoor entertaining area. Formal dining room and sitting area located downstairs as well. Upstairs has a large loft with a large closet for storage. Two additional oversized bedrooms are upstairs. King size bed can fit in either room. One with two large closets. Loft area can serve as a game room, home theatre or anything you want. Community has resort style amenities with a gorgeous clubhouse, gigantic community pool, hot tub, tennis courts, basketball court, playground, gym and sauna. Just minutes from Downtown Windermere with is charming cobblestone streets and boutique shops. Easy access to downtown Orlando, Disney World, Orlando Airport. Ideally located closing to shopping, dining, and top-rated schools.

1444 Whitney Isles Drive, Windermere
$1,485,000
5 Beds ⋅ 5 Baths ⋅ Windermere Pointe At Lake Roper SubDv. ⋅ 34786 Zip Code
Welcome to this stunning 5 bedroom, 4.5 bath custom lakefront home situated on 1.26 acres in the exclusive gated community of Windermere Pointe Lake Roper. Designed for both luxury and functionality, this spacious residence features the primary bedroom on the first-floor, private office, and in-law/media suite with wet bar, ideal for multigenerational living or guest accommodations. The newly upgraded kitchen anchors the home with natural oak floors, quartz countertops, a full-height backsplash, custom cabinetry, ILVE 8 burner griddle double oven w/ brass trim, a DACOR built-in panel refrigerator, Fisher & Paykel double dishwasher, and a custom plaster hood. A walk-in pantry and laundry room have also been thoughtfully designed for everyday convenience. The open-concept layout flows into a light-filled living and dining space with expansive water views. The primary suite offers a secluded retreat with beautiful lakefront views, French doors to the lanai, and spa-style finishes. Additional upgrades include new interior and exterior paint, new trim and baseboards, plush carpet upstairs, and a new HVAC systems (2023), new water heater (2022), upgraded garage epoxy flooring. The lanai opens to a private outdoor oasis. Screened in newly resurfaced gas heated salt water pool complete with a tanning ledge and water features. Access to the new summer kitchen, multi-functional sports court, turf putting green, and lake access —all ideal for entertaining and relaxing year-round. Located minutes from shopping, restaurants, major highways 429, turnpike, Downtown Windermere, and theme parks! Schedule a private showing today!

13025 Lake Roper Court, Windermere
$392,000
3 Beds ⋅ 3 Baths ⋅ Wickham Park 04 05 06 09 10 11 12 01 SubDv. ⋅ 34786 Zip Code
Welcome to this beautifully maintained 3-bedroom, 2.5-bath end-unit townhouse nestled in the highly sought-after Wickham Park community in Windermere. Boasting an ideal layout and thoughtful features throughout, this home is perfect for comfortable everyday living and easy entertaining. Step inside to find tile flooring throughout the main level and plush carpeting upstairs. The spacious open-concept living and dining area is filled with natural light, creating a bright and airy atmosphere. The kitchen is equipped with granite countertops, a breakfast bar, a generous pantry, and recently updated appliances—making it both stylish and functional. Upstairs, all three bedrooms offer privacy and comfort. The primary suite features a walk-in closet and a private en suite bath. The two additional bedrooms are connected by a convenient Jack-and-Jill bathroom. A laundry area is also located on the second floor for added convenience. Enjoy your own private courtyard—ideal for relaxing evenings or entertaining guests—along with a detached two-car garage accessible via a rear alley. From the courtyard, take in nightly views of the Disney fireworks—a magical bonus! Wickham Park offers a host of community amenities including a pool, clubhouse, and a brand-new park with dog runs located at the subdivision’s entrance. With top-rated schools nearby and just minutes from Winter Garden Village, shopping, dining, and entertainment are always within easy reach. Don’t miss your chance to own this charming Windermere gem—schedule your showing today!

12975 Calderdale Avenue, Windermere
$1,165,000
6 Beds ⋅ 5 Baths ⋅ Palms At Windermere SubDv. ⋅ 34786 Zip Code
One or more photo(s) has been virtually staged. Under Construction. The Sweetwater Experience: Living in the Sweetwater means embracing a lifestyle where luxury meets practicality. Start your day in the spa-like owner's suite, where dual walk-in closets eliminate the morning rush. Enjoy coffee on the covered patio while the kids prepare for school in their own well-appointed spaces. Throughout the day, dedicated flex spaces provide the perfect environment for productivity and focus, whether working from home or pursuing creative projects. As evening approaches, the flowing layout between the great room, dining area, and covered patio creates an ideal setting for both intimate family gatherings and grand entertaining. Weekends unfold effortlessly as multiple bonus rooms and flex spaces offer everyone their own retreat for hobbies, relaxation, or social activities. Investment Value The Sweetwater represents more than just a home—it's an investment in your future. Timeless architectural design, premium materials and finishes, and energy-efficient features combine to create lasting value. The home's adaptability ensures it will continue to meet your family's needs as they evolve, while its location in a prestigious neighborhood with excellent schools and community amenities supports strong property values. Building Your Legacy The Sweetwater isn't just a house—it's a foundation for creating lasting memories and building your family's legacy. With its thoughtful design, generous proportions, and luxurious amenities, this home stands ready to adapt to your family's changing needs while maintaining its timeless appeal. From the gourmet kitchen to the private owner's retreat, every space has been carefully considered to enhance your daily life. The Next Step: Experience the Sweetwater difference for yourself. Our dedicated team stands ready to help you explore this exceptional home and envision your future within its walls. From the moment you step through the door, you'll understand why the Sweetwater represents the pinnacle of modern luxury living.

14404 Crest Palm Avenue, Windermere
$1,300,000
4 Beds ⋅ 3 Baths ⋅ Waterstone SubDv. ⋅ 34786 Zip Code
Exceptional single-story Silliman-built home in the 24-hour guard-gated community of Waterstone, adjacent to Windermere Prep. Boasting 4 bedrooms, 3 bathrooms, and an open-concept floorplan with luxury details throughout, this residence is truly designed to impress. Glass sliders in the Great Room reveal a spectacular resort-style oasis beyond with infinity saltwater pool and spa with lighting, paver Travertine decking, covered lanai and detached cabana with retractable screens, outdoor grilling area, fire feature, and grass-free enclosed courtyard for maximum privacy. Interior spaces are adorned with Travertine flooring, custom lighting, custom premium window treatments by Hunter Douglas and attention to detail. The Great Room is fitted with a gas fireplace, built-ins, stacked natural stone inlay wall, and rich-looking wooden beams in the ceiling with custom lighting. The chef’s kitchen features thick quartz countertops and an island with a sink equipped with an auto touch faucet and breakfast bar. The Bosch appliances include a five-burner gas cooktop, built-in oven, microwave, dishwasher, and a refrigerator. The large pantry is conveniently hidden behind the kitchen. The sumptuous breakfast nook is a favorite spot for gatherings. The primary retreat sets the standard for luxurious living with double door entrance, walk-in closet, sliding doors into the extended pool deck, and an updated spa-like master bathroom that features stand-alone garden bathtub, double vanities, and glass-enclosed shower. Bedrooms 2 and 3 feature a jack-and-jill-style shared bathroom. Community features a private walkway directly to Windermere Prep. Close to Winter Garden Village, SR429, Walt Disney World, and easy access to downtown Orlando, Florida’s Turnpike, and Central Florida’s famed attractions.

11754 Waterstone Loop Drive, Windermere
$585,000
4 Beds ⋅ 4 Baths ⋅ Windermere Trls Ph 3b SubDv. ⋅ 34786 Zip Code
One or more photo(s) has been virtually staged. Welcome to this beautifully updated home in Windermere Trails! The main house features three spacious bedrooms upstairs and a versatile room on the main floor, ideal as a home office or guest suite with a full bathroom. Enjoy the fresh, modern feel throughout with brand-new carpeting on the stairs and second floor, and freshly painted interior walls all throughout the home. The open-concept layout offers both comfort and flexibility, perfect for everyday living and entertaining. Separate from the main house, the detached garage includes a private garage apartment is ideal for rental income, extended family, or a home office. The apartment boasts brand-new carpeting, a full kitchen, and access to its own washer and dryer located in the garage. The garage also offers two dedicated parking spaces. Windermere Trails residents enjoy resort-style amenities, including a community pool, playground, dog park, fitness stations, walking trails, and covered pavilions. Zoned for top-rated schools and just minutes from premier shopping, dining, and local attractions, this home offers the perfect blend of style, functionality, and location.

8359 Lookout Pointe Drive, Windermere
$390,000
3 Beds ⋅ 3 Baths ⋅ Wickham Park 04 05 06 09 10 11 12 01 SubDv. ⋅ 34786 Zip Code
Stunning End Unit Townhome with Pond Views in Windermere! Welcome to this beautifully maintained 3-bedroom, 2.5-bath end unit in the heart of Windermere, offering peaceful pond views and a host of recent upgrades. Enjoy outdoor living on the large screened lanai with UV-proof epoxy flooring, perfect for relaxing or entertaining. The detached 2-car garage and concrete driveway provide ample parking, while the manicured landscaping, fresh exterior paint (2024), and mature trees enhance curb appeal. Inside, you’ll find a bright and open floorplan freshly painted on the first floor (2025), featuring modern light fixtures and a spacious kitchen with quartz countertops, matching backsplash, and black appliances. The laundry room comes equipped with a washer and dryer for your convenience. A brand-new A/C unit (2025) ensures year-round comfort. Located in a sought-after community with resort-style amenities, including a pool, clubhouse, park, and dog park, this home offers low-maintenance living with the HOA covering roof, exterior paint, and landscaping. Zoned for top-rated schools and close to shopping, dining, and major roadways—this is Windermere living at its best!

12884 Calderdale Avenue, Windermere
$730,000
4 Beds ⋅ 4 Baths ⋅ Windermere Trails SubDv. ⋅ 34786 Zip Code
Welcome to this very desirable Windermere Trails community! It is perfectly located minutes away from Disney Parks, Universal Studios, Shopping Centers, and tourist attractions, where you can enjoy spectacular views of the Disney fireworks from your front porch. This immaculately conditioned home has 4 bedrooms, 3.5 baths, and a bonus space upstairs. This house also features a front porch, covered lanai, and 3-car garage. The corner lot home is directly across from the community park. The mature landscaping, brick paved driveway and walkway lead you to the front porch, where you can relax and have a couple of coffee. The high ceiling family room catches your eye the moment you enter this gorgeous home. The formal dining room, with coffered ceilings, is on your left as you enter. The kitchen features granite countertops, 42" cabinets, and stainless steel appliances. There is a small area next to the garage door entry, which can be used as a place to store files and pay bills. First floor Bedroom with private full bath, which can be used as a pool bath if you ever want to add a pool. Upgraded contemporary chandeliers and light fixtures throughout the downstairs. The Master Bedroom, two additional Bedrooms, and a Loft are situated upstairs. The Master Suite includes a large Walk-In Closet, a Garden Bath with a Soaking Tub, a walk-in Shower, Dual Vanity Sinks, a Private Lavatory, and a Linen Closet. The Backyard has been finished with stones and concrete blocks - less maintenance, and provides enough space for relaxing and entertaining. The garage has an EV charging outlet. Additional upgrades include solar panels, fresh exterior paint (2025). Residents of Windermere Trails enjoy access to a wide array of community amenities, including a resort-style pool, playground, dog park, fitness area, scenic walking trails, and covered pavilions, offering an exceptional lifestyle experience. Zoned for top-rated schools and conveniently located near premier shopping, dining, and major attractions, this home exemplifies the perfect balance of luxury, location, and livability.

9025 Horizon Pointe Trail, Windermere
$815,000
4 Beds ⋅ 3 Baths ⋅ Lake Down Shores Rep SubDv. ⋅ 34786 Zip Code
MULTIPLE OFFERS RECEIVED. PLEASE PRESENT HIGHEST AND BEST BY SUNDAY AT 3PM. WOW! Rare Opportunity to own a 1 full-acre property in Windermere ready for your imagination. This expansive single-story residence in Lake Down Shores offers 3018 sq. ft. of thoughtfully designed living space with a 4 car garage. The home boasts 4 bedrooms and 2.5 bathrooms, providing ample room for a large family or guests. This house has been very well maintained through the years and is being sold by the original owner. Houses don't come up for sale very often in this neighborhood as the location is Fantastic - Very close to the 408 with access to downtown -- or wherever your heart desires. Situated in a very good school district, there is also great shopping and restaurants just a few minutes away on Restaurant Row; and the theme parks are all within a 15 minute drive. However, the BEST PART is having lake access via a PRIVATE HOA BOAT RAMP onto the Windermere lake chain! The heart of the home is the recently renovated kitchen (2020), featuring rich wood cabinetry, stainless steel appliances, and a large center island with a white quartz countertop. The kitchen's stone tile backsplash and pendant lighting add a touch of elegance, while the open layout seamlessly connects to the living areas. The spacious primary bedroom offers a retreat-like atmosphere with views of your large backyard. Other well-sized bedrooms feature large windows and great space allowing natural light to flood the rooms. Some rooms showcase unique design elements such as decorative crown molding or wood-paneled walls, adding character to the home and providing versatile spaces for relaxation and entertainment. The porch was converted years ago to a bonus room along with a private office space with plantation shutters, offering views of the full acre yard. This home's layout allows for easy flow between rooms while maintaining privacy where needed. The home has a newer roof installed in 2017 and an HVAC that was replaced in 2022. Hot water tank is from 2003. Make your appointment today to see this beautiful home and acre lot with lake access before its gone.

9601 Ambleside Drive, Windermere
$1,100,000
4 Beds ⋅ 4 Baths ⋅ Edens Hammock SubDv. ⋅ 34786 Zip Code
LAKEFRONT!!! Gorgeous 4 BR, 3.5 BA TWO STORY, POOL HOME on a wide LAKEFRONT lot on LAKE Speer in WINDERMERE. The home has unobstructed views to a natural shoreline across the lake. The travertine patio is plumbed and ready for an outdoor kitchen. As you enter the home, you are greeted with exquisite views of Lake Speer. The open floorplan makes living and entertaining a breeze. The master suite features stunning views of the lake. solar panels installed in 2019 that will render a normal electric bill at less than a 2 bedroom apartment . Working from home is easy in the large home office located off of the front entryway. The bonus room at first floor that can be utilized as 5th bedroom. The Screened Pool is just what you have wanted when you want to entertain and relax, Large Extended Covered Patio along with the pool make this a true oasis. Summerport in a modern Orlando Community features a clubhouse, community pool, fitness rooms, fishing dock, tennis, basketball courts, trails and more!! This home is close to Disney, downtown Winter Garden and downtown Orlando, Convenient to the 429, Winter garden Village Shopping and Dining . Enjoy all that Windermere has to offer - This home offers the best of the Florida Lifestyle.

5552 Remsen Cay Lane, Windermere
$910,000
4 Beds ⋅ 3 Baths ⋅ Summerport SubDv. ⋅ 34786 Zip Code
Waterfront Living in Windermere! Welcome home to this exquisite one-story pool home in Summerport, ideally positioned with sweeping water and sunset views—and nightly Magic Kingdom fireworks from your backyard. With elevated views of Walsh Pond in the rear and sunrise water views in the front, this property offers a rare and serene setting. Walsh Pond is a spring-fed lake known for bass fishing, with ample room to install your own personal dock for electric boating, canoeing, or kayaking. From the moment you enter, panoramic lake vistas are visible through the front door and the main living areas. Perched high above the shoreline, the home enjoys unobstructed views that are truly breathtaking. This thoughtfully designed home features four bedrooms, three full bathrooms, a formal dining room ideal for entertaining, and a flexible front living room or office with stunning lake views. The open-concept layout connects the great room, kitchen, and breakfast nook, with expansive windows that flood the home with natural light. Luxury vinyl flooring ensures easy maintenance, while 10-foot ceilings and architectural accents add elegance and spaciousness. Upon entry, a private office with French doors captures peaceful water views. The formal dining room is perfect for gatherings. The gourmet kitchen features stainless steel appliances, a large island with breakfast bar, gas range, uplighting above the 42-inch cabinets, and a butler’s pantry connecting to the dining room. There are also two walk-in pantries. The breakfast nook features a bay window overlooking the custom pool and beautiful lake. The family room opens through sliding glass doors to the lanai and pool area. The Owner’s Suite includes an extended sitting area—perfect for reading or a secondary office—with expansive lake views and private access to the covered lanai for morning coffee or evening relaxation. The ensuite bath offers double sinks, a spa tub, a walk-in shower, and a spacious walk-in closet. On the opposite side of the home are three additional bedrooms and two full bathrooms, including one with a walk-in shower—ideal for poolside use. The covered lanai provides shaded comfort and overlooks the lake, pool, and spa. Step down the paver stairway to enjoy fishing or unwind on the patio as Disney fireworks light the night sky. Additional features include a laundry room with utility sink, an oversized 3-car side-entry garage with storage space, and an extended paver driveway. Recent updates include a new roof and gutters (2023), tankless water heater (2024), 18 SEER AC (2019), pool resurfacing (2021), new fencing (2023), and exterior paint (2024). This unique location is near the end of the street, close to a cul-de-sac, with a walking and biking trail leading to a community dock and playground. The trail also leads to the community clubhouse and additional amenities. Summerport offers a clubhouse, fitness center, community pool, tennis and pickleball courts, basketball court, volleyball, multiple playgrounds, and miles of walking trails. The neighborhood also includes a coffee shop, pizzeria, ice cream parlor, and more. Zoned for Keene’s Crossing Elementary, Bridgewater Middle, and Windermere High. Just minutes from Hamlin Town Center, Winter Garden Village, and Disney, this location offers an exceptional lifestyle and unmatched access. With elevated water views and a spacious single-story layout, this home is a standout. Schedule your private showing today!

13838 Bluebird Park Road, Windermere
$1,194,000
5 Beds ⋅ 4 Baths ⋅ Sawyer Shores Sub SubDv. ⋅ 34786 Zip Code
Welcome to a one-of-a-kind property located on the serene shores of Lake Sawyer, offering stunning water views and a private boat ramp for endless outdoor enjoyment. This charming home combines peaceful lakeside living with modern conveniences, making it the perfect retreat or forever home. There is a private office off the main entry where anyone can work from home professionally with no interruptions. The home features a first-floor updated primary suite, thoughtfully separated from the other bedrooms for added privacy, and includes a spacious, custom-built walk-in closet. Beautiful, long-lasting bamboo floors flow throughout, complemented by an updated, eye-level ethanol-fueled fireplace that adds modern ambiance and warmth to the living space. Step outside to enjoy a front courtyard with a tranquil water feature, an expanded paved and screened lanai ideal for large gatherings, and a convenient private outdoor pool bath—perfect for entertaining and enjoying Florida living to the fullest. Enjoy tranquil mornings and beautiful sunsets right from your own backyard, or take advantage of the private boat ramp for easy access to both Lake Sawyer and Lytle Lake. Whether you love fishing, boating, or simply relaxing by the water, this property is a true oasis. With a spacious lot, no HOA, and plenty of room to create your own personal paradise, the possibilities are endless. At this price, for a lakefront lot of this size, it won’t last long! Situated just minutes from downtown Windermere, world-class shopping, dining, and entertainment, you'll have the best of both worlds—privacy and convenience. Don’t miss this incredible opportunity to own a slice of waterfront paradise. Schedule your private showing today!

6720 Winter Garden Vineland Road, Windermere
$360,000
4 Beds ⋅ 3 Baths ⋅ Oasis Cove Ii/Lakeside Village SubDv. ⋅ 34786 Zip Code
PRICED TO SELL. Spacious and well-appointed, this 4-bedroom, 2.5-bath townhome is the largest floor plan available in the community, offering over 2,000 square feet of comfortable living space. The layout includes a 2-car garage, screened-in patio, and a private fenced courtyard—perfect for relaxing outdoors or grilling with friends. Inside, the first floor features all tile flooring—durable, stylish, and easy to maintain. The primary suite is located on the main level and includes an en-suite bath and walk-in closet. A half bath for guests and a well-equipped kitchen with granite countertops, stainless steel appliances, and a pantry closet complete the first level. Upstairs, wood laminate flooring continues throughout—meaning there’s no carpet to worry about in the entire home. A versatile loft provides extra living space, along with three additional bedrooms, a full bathroom, and a dedicated laundry room. Located just off Reams Road, Oasis Cove offers quick access to the back entrance of Walt Disney World and is zoned for top-rated schools. This gated community features resort-style amenities including a clubhouse, pool, fitness center, and playground. Enjoy the best of Central Florida living with nearby shopping, dining, golf, and major attractions. Location, lifestyle, and value—this townhome checks every box.

14234 Desert Haven Street Unit 14234, Windermere
$1,975,000
4 Beds ⋅ 4 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code
Nestled on the coveted Greatwater Drive in the luxurious Keene’s Pointe community, this stunning Stonebridge custom home offers the perfect blend of luxury, privacy, and timeless elegance. Situated on over half an acre, the home boasts breathtaking views of the 17th green of The Golden Bear Club, providing a serene and private retreat, yet it’s just minutes from all of Windermere's amenities . With over 4,190 sq ft of thoughtfully designed living space, this home features four bedrooms and four bathrooms, offering plenty of room for comfortable living. The heart of the home is the gourmet kitchen, which is equipped with high-end appliances, sleek countertops, custom cabinetry, and a separate wine cellar—a perfect space for both daily cooking and entertaining. The master suite, located on the first floor, is a tranquil retreat with stunning views of the lush golf course. An additional en-suite bedroom on the main floor provides convenient accommodations for family or guests. The open-concept family room flows seamlessly into the outdoor oasis, where a spacious lanai, complete with a summer kitchen and bar, invites you to enjoy Florida's year-round sunshine. Roll-up screens provide easy access to the luxurious pool and hot tub, offering the perfect space to relax and unwind while taking in the spectacular views. The beautifully landscaped backyard is an entertainer’s dream, offering ample space for large gatherings or quiet moments of relaxation. Upstairs, you’ll find two generously sized bedrooms with a shared bath, along with a private bonus room that can be used as a media room, office, or playroom. This home's meticulously maintained grounds, featuring over half an acre of beautifully landscaped space, ensure both privacy and stunning views of the golf course. Whether you’re hosting large gatherings or seeking a peaceful retreat, this home is designed for a lifestyle of comfort and elegance. Located in one of Windermere’s most sought-after communities, this remarkable property is an exceptional opportunity for those seeking the finest in luxury living. Don’t miss your chance to experience it—homes like this don’t last long!

6138 Greatwater Drive, Windermere
$2,500,000
Gotha Town SubDv. ⋅ 34786 Zip Code
Sold Data Entry Only

9001 Gotha Road, Windermere
$1,260,000
6 Beds ⋅ 4 Baths ⋅ Reserve At Belmere 48 23 SubDv. ⋅ 34786 Zip Code
Wonderful opportunity to own this beautifully maintained home located at RESERVE AT BELMERE, a guard gated community. Set on almost a half an acre at the end of a quiet cul de sac with amazing views of the tranquil retention pond, this home offers comfort and style! From the moment you step into the grand entryway, you’re greeted by expansive formal living and dining areas for entertaining, high ceilings and rich wood floors. French doors lead to the office. The Primary Suite, situated adjacent to the living room, boasts a tray ceiling and French doors that open onto the large pool area. Large walk-in closet with custom cabinetry. The owners retreat has dual vanities, make up counter large walk-in shower and garden tub. The gourmet kitchen features granite countertop, oversized island, stainless steel appliances, gas range with double oven, pantry, and granite counter wet bar area with wine cooler. The family room features a cozy woodburning fireplace and French doors that lead to a screened Lanai, a salted heated pool and spa. On the first floor offers 3 other bedrooms and 2 bathrooms. Upstairs you are greeted by a massive BONUS ROOM and another FULL BED AND BATH that could be an in lawsuit. Several improvements have been made to the property: 3 renovated bathrooms in 2022, new laminate floor in 2022, new water heater, new roof and new air conditioning (Eletric bill $170.00/month) both in 2025 with 5 years warranty. The “Reserve at Belmere” an amazing resort lifestyle for its residents: with clubhouse, fitness center, basketball, tennis, and sand volleyball court, playground, a fishing pier on Lake Whitney, and community gazebo where you can enjoy wonderful sunsets. Reserve at Belmere located in the heart of Windermere, close to everything with numerous shopping. Easy access to 408, 429 and Florida Turnpike expressways. A must see! Schedule your private showing today!

1813 Glenbay Court, Windermere
$515,000
3 Beds ⋅ 2 Baths ⋅ Wickham Park SubDv. ⋅ 34786 Zip Code
UNFURNISHED - WELCOME TO BOSWORTH AVENUE! Located in the beautiful Wickham Park community in Windermere, Florida, this home offers 3 bedrooms, 2 baths, and 1,700 square feet of Florida dream living! This home has been newly renovated in 2021. Upgrades include luxurious vinyl plank flooring throughout the home, fresh paint, Silestone calacatta quartz countertops and backsplash in the kitchen, custom shaker kitchen cabinets with soft close, and upgraded Kräus apron sink and faucet. Kitchen Aid appliances photographed (refrigerator, range, microwave, dishwasher) do not convey. They have been replaced with stainless steel Whirlpool appliances. Entertain your guests with this open floor plan featuring built-in surround sound speakers, custom TV wall unit with ambient electric fireplace. BRAND NEW AC IN 2022! The garage is equipped with cabinet storage and a 240-volt outlet ready to charge your electric vehicle! Relax and enjoy the water view from your front porch and be sure to catch the Florida sunset. The Wickham Park community features a clubhouse, community pool, 2 water-view jogging/walking trails, community parks, and a firework show every night compliments of Disney's Magic Kingdom. One minute drive to Lakeside Village Publix Plaza and the Westside Shoppes featuring shopping, dining, and everyday conveniences! Walking distance to Sunset Park Elementary and Horizon West Middle School. Part of the Horizon West community and one of the most sought-after areas in Windermere, Florida! This home is turn-key and ready for its next family! You will love living on Bosworth Ave!

12795 Bosworth Avenue, Windermere
$3,600,000
6 Beds ⋅ 7 Baths ⋅ Lake Hancock Shores SubDv. ⋅ 34786 Zip Code
NEW CONSTRUCTION Luxury Lakefront Estate | 6,202 Sq Ft a Private Guest House | 6 Beds + Office + Loft | Pool | No HOA | Boat Dock Experience unmatched lakeside living in this west-facing, 6,202 sq ft custom estate featuring 6 bedrooms with private en-suites, including a guest suite. Upstairs, the primary suite and three additional bedrooms each open to private balconies offering sweeping sunset views over the lake. A spacious loft/flex space and convenient upstairs laundry add extra versatility. The main level boasts a dedicated office, family room with fireplace, and a chef’s kitchen with eat-in space, large island, wine rack, and wet bar. The dining room can easily serve as a billiards or game area. Step outside to enjoy a resort-style pool, summer kitchen, and a newly built private boat dock—all overlooking tranquil lake waters and golden evening skies. Bonus Guest House: Complete with a full kitchen, private laundry, living room, and bedroom with walk-in closet, the guest house also features a loft space with its own balcony—offering uninterrupted panoramic lake views. The perfect private retreat..Built by Davilla Homes. NO HOA GATE WILL BE ADDED TO ENTRY

7706 Ficquette Road, Windermere
$1,435,000
5 Beds ⋅ 5 Baths ⋅ Tuscany Ridge 50 141 SubDv. ⋅ 34786 Zip Code
Welcome to Refined Living in Tuscany Ridge Step into luxury with this fully renovated, move-in-ready home, perfectly situated in the exclusive, gated community of Tuscany Ridge. Every detail of this exquisite residence has been thoughtfully updated to offer modern elegance, comfort, and timeless sophistication. The main level features a spacious primary suite designed to evoke a spa-like retreat, complete with a serene view of the pool, a generous walk-in closet, and a luxurious bathroom adorned with Swarovski Crystals finishes. Also on the first floor, you’ll find a private guest bedroom, a dedicated home office, a formal dining room, a wet bar, a stunning custom kitchen, a family room, and a well-equipped laundry room—all seamlessly integrated into an open-concept floor plan. The staircase serves as a striking architectural focal point, leading to the upper level where you'll discover a snack bar, a versatile bonus room currently used as a playroom, a charming covered balcony with pool views, and three additional well-appointed bedrooms. Outdoors, the Florida lifestyle comes to life on a premium lot featuring a refinished private pool and jacuzzi, an expansive entertainment area, and a fully equipped and ultra-modern summer kitchen—perfect for hosting unforgettable gatherings. A three-car garage with epoxy flooring offers abundant space for vehicles, storage, and hobbies. Located in a coveted Central Florida location, this home provides convenient access to top-rated schools, upscale shopping, dining, and major highways—all while offering the privacy and prestige of an exclusive community. Don't miss this exceptional opportunity—schedule your private showing today and experience the elegance of Tuscany Ridge.

1450 Belfiore Way, Windermere
$370,000
3 Beds ⋅ 3 Baths ⋅ Summerport Ph 04 C E F & G SubDv. ⋅ 34786 Zip Code
Charming 3-Bedroom Townhome in a Prime Location! Welcome home to this beautifully maintained 3-bedroom, 2.5-bath townhome offering 1,462 sq. ft. of comfortable living space. The spacious open-concept floor plan features a roomy kitchen, cozy family room, and a flex space that could be used as a home office—all conveniently located downstairs. Upstairs, you’ll find all three bedrooms, including a generous primary suite and two full bathrooms. Step outside to a screened-in patio, perfect for relaxing or entertaining year-round. Recent updates include a new roof in 2018 and AC system replaced in 2017, giving you peace of mind and added value. Located in a vibrant and amenity-rich community, residents enjoy access to a resort-style pool, tennis & pickleball courts, basketball, volleyball, multiple parks, and even a dog park. Just a short stroll away, you'll find local favorites like Marco’s Pizza, Kelley’s Ice Cream, Foxtail Coffee, and a nail salon. Commuters will love the easy access to 408, 429, and the Turnpike, and families will appreciate the home’s proximity to top-rated schools, including Keene’s Crossing Elementary (A-rated, walking distance), with Bridgewater Middle and Windermere High School just a short drive away. Plus, you're only minutes from Disney and all the magic Central Florida has to offer! Don’t miss the opportunity to own this fantastic home in a thriving, walkable community!

5235 Keenes Pheasant Drive, Windermere
$1,050,000
4 Beds ⋅ 2 Baths ⋅ Davis Shores SubDv. ⋅ 34786 Zip Code
BUTLER CHAIN OF LAKES. Tucked away on the charming, tree-lined Oakdale Street, one of the most cherished streets in the Town of Windermere, this unique property offers a rare opportunity to enjoy lake views and quick access to Lake Down, part of the prestigious Butler Chain of Lakes, which consists of 13 interconnected, spring-fed lakes known for their clarity, beauty, and recreational lifestyle. With only a short and serene stretch of canal between you and the open water, this home delivers the feel of true lakefront living. Wake up to peaceful sunrise views over the water and take full advantage of year-round lakefront activities—boating, water skiing, fishing, or simply relaxing on your boat and soaking in the natural beauty that surrounds you. Set on approximately 0.40 acres, the property currently features a 4-bedroom, 2,191 sq. ft. home filled with warmth, character, and decades of stories and memories. Whether you're looking to renovate the existing structure or start fresh with a new vision, this homesite holds incredible potential in one of Central Florida’s most coveted lake-access communities. Life in Windermere offers far more than just beautiful surroundings, it’s a lifestyle. Residents enjoy exclusive access to private sandy beach areas, tennis courts, boat launches, and playgrounds. The town is fully golf-cart friendly, and just a short ride brings you to the library, cozy cafés, local restaurants, charming boutiques, wine shops, and neighborhood stores, including the soon-to-open Village Center with a variety of new businesses. Windermere also hosts a beloved weekly farmers market and monthly food truck nights, cultivating a vibrant and welcoming community year-round. Adding to the appeal, the Town of Windermere maintains its own police department, offering residents an added sense of peace of mind. With no HOA, homeowners enjoy greater flexibility and freedom. Conveniently located near top-rated schools, Sand Lake Road’s Restaurant Row, private country clubs, major highways, the airport, and Orlando’s world-renowned attractions, this property strikes the perfect balance between peaceful lake living and urban convenience. Don’t miss your chance to own this rare Butler Chain of Lakes property, right in the heart of Windermere.

65 Oakdale Street, Windermere
$680,000
4 Beds ⋅ 3 Baths ⋅ Summerport Ph 05 SubDv. ⋅ 34786 Zip Code
Stunning Pool Home with Water View and No Rear Neighbors in Sought-After Summerport in Windermere, FL. Welcome to your dream home in the heart of Windermere’s highly desirable Summerport community! This spacious 4-bedroom, 2.5-bathroom home offers 2,620 sq ft of beautifully updated living space and is perfectly situated on one of the most private lots in the neighborhood—with tranquil pond views from the front porch and no rear neighbors thanks to the lush conservation area behind. Enjoy Florida living at its finest with your own gas-heated saltwater pool and spa, enclosed in a screened lanai with luxurious Italian travertine flooring and a fully fenced backyard for total privacy in a peaceful setting. Inside, you'll love the open-concept floor plan, with an upgraded kitchen featuring stainless steel appliances, high-end refrigerator, 42” cabinetry, and a large island perfect for entertaining. Upstairs features charming built-in bookcases and laminate flooring throughout, including all four bedrooms and a fully renovated primary Ensuite bathroom with premium finishes. The roof was replaced in 2021, providing peace of mind. Live the resort lifestyle with access to community amenities such as scenic lakes and trails, clubhouse with gym, Olympic-sized pool, tennis and volleyball courts, and vibrant neighborhood events. Conveniently located near top-rated Keene’s Crossing Elementary (walking distance), Bridgewater Middle, and Windermere High. Quick access to the 429, Winter Garden Village, and just a short drive to Disney, downtown Orlando, and all major attractions. Don’t miss this rare opportunity—schedule your private showing today!

4445 Blue Major Drive, Windermere
$1,330,000
5 Beds ⋅ 4 Baths ⋅ Enclave SubDv. ⋅ 34786 Zip Code
Welcome to a home where timeless elegance is perfectly paired with thoughtful upgrades and luxurious touches. Located in the highly sought-after Enclave community, this beautifully updated 5-bedroom, 4-bathroom residence offers space, sophistication, and exceptional functionality. Step inside to discover nearly every room adorned with a unique chandelier, adding character and charm throughout. The front of the home welcomes you with a formal dining room and a renovated office, now enhanced with a modern sliding door—perfect for today’s work-from-home lifestyle. Just under the staircase, you'll find a custom bar and wine cellar—a true entertainer’s oasis designed for hosting with style. The expansive living room features built-in cabinetry and a mirrored rear wall that enhances natural light and visual space. Updated lighting throughout the living, family, and dining areas adds warmth and a contemporary touch. Downstairs also includes a private guest bedroom and a convenient full bath—perfect for visitors or extended family. Step outside into your own private backyard retreat, where a 20-yard swim lane pool with spa is surrounded by easy-care pavers and lush privacy landscaping—no grass, no hassle. A summer kitchen with a built-in grill makes this outdoor space ideal for weekend gatherings and poolside entertaining. Upstairs, the home continues to impress with a spacious loft area and three additional bedrooms. Two of the bedrooms offer private en-suites, including one that’s been fully renovated with wood laminate flooring, a rainfall shower head, white marble vanity, and a radiant heat towel drying rack—bringing spa-like comfort to your daily routine. The versatile fourth bedroom is thoughtfully designed with flexibility in mind—it’s perfect as a playroom, TV/media room, sewing studio, or even for creating additional closet or storage space, depending on your lifestyle needs. The primary suite is set apart for privacy and features a luxurious en-suite bathroom with dual sinks, a vanity area, a soaking tub, and a generous walk-in closet. This home also includes top-tier energy-efficient upgrades such as a 2023 Carrier 16 SEER, 23,800 BTU variable-speed air conditioning unit, an Essency tankless water heater with app control for instant hot water, and 29 solar panels to help dramatically lower your monthly energy costs. With stylish finishes, smart functionality, and an entertainer’s dream layout, this Enclave masterpiece is a rare opportunity to enjoy elevated Florida living at its finest. Don’t miss your chance to make it yours—schedule your private tour today!

17551 Black Rail Street, Windermere
$2,250,000
5 Beds ⋅ 8 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code
BACK ON THE MARKET - BUYERS' FINANCE FELL THROUGH. Welcome to a home that isn’t just designed—it’s curated. Tucked behind the gates of one of Central Florida’s most exclusive golf communities, 9905 Lanai View Court is the kind of estate that makes you pause. Nearly 7,000 square feet of single-level, custom-crafted living plus more than 800 square feet private media room on the second floor. Every detail intentional. Every space elevated. Set on almost three-quarters of an acre, this Stonebridge-built masterpiece merges classic elegance with the kind of indoor-outdoor living that defines Florida luxury. Think: expansive travertine floors, warm wood textures, and a seamless flow from light-filled interiors to an outdoor oasis made for entertaining. The heart of the home? A chef’s kitchen worthy of its name—Sub-Zero, Thermador, Electrolux—all the names you expect, plus a breakfast bar for eight that says, this is where weekends begin. Around the corner, a wine cellar, a card/media room, a game room with built-in bar... this house plays just as hard as it lives. But the showstopper? Step outside. A custom bird-shaped saltwater pool, sprawling screened-in terrace, and a fully loaded summer kitchen—full-size fridge, grill, range, dishwasher, bar seating—all under cover and designed to entertain year-round. Whether it’s cocktails at sunset or brunch after golf, the vibe is effortless sophistication. The layout is thoughtful, too: five bedrooms, all on the main level, separated for privacy. The primary suite is its own retreat with a wet bar, built-in workstation, and a spa-like en-suite bath that feels more five-star resort than residential. With an oversized 4-car garage, a large driveway, and a golf cart bay in the garage, there's planty of space for your toys. Located in Keenes Pointe, with 24-hour guard-gated security, private access to the Golden Bear Club’s Jack Nicklaus-designed course, and the Butler Chain of Lakes just minutes away, this home offers not only privacy—but prestige. Downtown Orlando, world-class dining, top private schools, and theme parks are all within easy reach. But when you’re here, you might just forget you’re anywhere near the city. This isn’t just a home. It’s a statement. Elegant. Iconic. Effortless.

9905 Lanai View Court, Windermere
$310,000
3 Beds ⋅ 3 Baths ⋅ Oasis Cove Ii/Lakeside Village Ph SubDv. ⋅ 34786 Zip Code
Located in the gated community of Oasis Cove, this 3-bedroom, 2.5-bathroom condo offers a comfortable, low-maintenance lifestyle just minutes from Disney—with clear views of the nightly fireworks from your own home. The interior features a functional two-story layout with all bedrooms located upstairs, providing separation between living and private spaces. The main floor includes an open-concept living and dining area, a well-equipped kitchen with ample cabinetry, and a bathroom for guests. Upstairs, you’ll find three generously sized bedrooms, including a spacious primary suite with a private en-suite bath. Major system updates have already been taken care of for peace of mind: a high-efficiency 2-stage Rheem A/C unit installed in 2024 and a new roof also replaced in 2024. The home also includes a 1-car garage, driveway, and guest parking close by. Residents of Oasis Cove enjoy access to community amenities such as a resort-style pool, clubhouse, fitness center, walking trails, and playgrounds. Lawn care, exterior maintenance, pest control, gated security, cable, internet, and water are also included—making it an ideal option for full-time living or a second home. With its unbeatable location, recent upgrades, and nightly Disney views, this property offers strong value in one of Central Florida’s most desirable areas.

14242 Desert Haven Street Unit GE, Windermere
$3,040,000
6 Beds ⋅ 6 Baths ⋅ Windermere Club/Butler Bay SubDv. ⋅ 34786 Zip Code
**Video tour and 3D floorplan experience available.** Indulge in ultimate luxury at this gated Lake Crescent retreat. Enjoy water-skiing on a private lake, fishing from your private boat dock, and marveling at rocket launches, stunning sunsets, and pontoon plane landings—all from your own backyard. Embrace Florida living with a heated saltwater pool and spa waterfall surrounded by a spacious travertine tile deck. Relax on your private sandy beach or boat dock with a sundeck with electricity. A stylish fountain, palm trees, and crepe myrtles adorn the circular driveway, leading to double front doors revealing soaring ceilings, travertine floors, a grand staircase, crown molding, and tray ceilings. The formal dining and living rooms feature a gas fireplace, stone accents, and a retractable TV, ideal for unforgettable gatherings. Glass folding doors open the wall completely to extend the living space to the pool area with a fire pit. The gourmet kitchen boasts the best view in town, custom cabinetry with pull-out drawers, ceiling-high storage with accent lights, tile backsplash, granite countertops, built-in refrigerator, full-size wine refrigerator, 6-burner gas range with pot filler, Dacor double oven, and warming drawer. The walk-in pantry and butler’s pantry/coffee bar offer custom cabinets, granite countertops, and a second full-size refrigerator. The wet island has ample seating, while the shaded lanai provides more dining space near the built-in gas grill, all with stunning pool and lake views. The primary suite, located downstairs, features rich wood floors, glass doors leading to the patio, and two walk-in closets with custom cabinets. The spa-like primary bathroom includes a large shower, Jacuzzi tub, double vanities, granite counters, and a heated towel rack. Guests will enjoy a first-floor bedroom with a superb lake view and private access to the pool bath. There’s also a spacious in-law suite with a private entrance, walk-in closet, additional storage closet and private bath. The main staircase leads to a library loft overlooking the living room plus three additional bedrooms: one with a private bath, and two sharing a Jack & Jill bath. Breathtaking balcony views are accessible from the loft or bedroom. Custom cabinets and granite throughout the wet areas in the home. A second staircase reveals a state-of-the-art theater with tiered seating, 4K projector, 4 TVs, wet bar, beverage fridge, and bar seating. TWO offices: one with a seating area, barn doors opening to a workspace, and new glass sliding doors overlooking Lake Crescent, plus a cozy second office that could be a workout or hobby room. Additional features include a laundry room with custom cabinetry and granite countertops, and a 3-car garage with epoxy flooring, workbench alcove, built-in cabinets, overhead storage, and a pull-down screen door on the third bay. Recent upgrades: new tile roof on the house and boathouse (2025), new windows (2025), pool and spa resurfaced (2025), new paint inside and out (2025), tankless water heaters (2024), updated ACs (2018 and 2024), lighting, and re-decked dock with new electric (2024). This neighborhood is minutes from downtown Windermere, Winter Garden, Disney World, and Dr. Phillips' fine dining. This is more than a home; it’s a lifestyle of unparalleled luxury and tranquility.

2937 Butler Bay Drive N, Windermere