Windermere Real Estate For Sale

WATERFRONT WITH A PRIVATE DOCK ON THE BUTLER CHAIN OF LAKES! Welcome to this beautifully renovated home in the highly desirable Marina Bay Estates community of Windermere. Situated on over an acre with approximately 43 feet of freshwater canal frontage, this property features a private dock with direct boating access to Lake Down and the renowned 13-lake Butler Chain of Lakes. Located next to a retention pond, enjoy the peace of mind of having an oversized view without a neighbor. Enjoy the ultimate Florida lifestyle with boating, fishing, kayaking, and waterfront recreation right from your backyard! Offering nearly 3,900 square feet of living space, this impressive two-story residence features 4 bedrooms, spacious living areas, and a thoughtfully designed floor plan ideal for both everyday living and entertaining. The first-floor primary suite provides privacy and convenience, while two additional bedrooms upstairs that has flexibility for family and guests. Inside, you'll find a beautifully updated interior with new flooring, fresh paint, modern lighting, and a spacious kitchen that opens to the family room with soaring two-story ceilings. Separate formal living and dining rooms provide additional entertaining space, while the expansive upstairs loft overlooks the family room below. Outside, the oversized circular driveway, two-car garage, additional golf cart garage, and private motor court provide plenty of room for vehicles and recreational toys. Additional improvements include a newer roof, updated air conditioning systems, renovated bathrooms, and a whole-house water softener system. Located within the golf cart-friendly Town of Windermere, this exceptional property combines over an acre of land, waterfront access, generous living space, and the charm of one of Central Florida's most sought-after communities. **Experience the Windermere waterfront lifestyle without sacrificing space, privacy, or convenience!**

11036 Schooner Way, Windermere

$799,999

5 Beds ⋅ 4 Baths ⋅ O6457391 MLS

It's here~ this rare floor plan that was a former model and beautifully appointed 5-bedroom, 3.5-bath home in sought-after Windermere Isle offers a unique blend of stylish living and useful upgrades with views of the night time fireworks. Designed with an open floor plan and enhanced decorative features, like upscale wall coverings, a coffered ceiling in the dining room (which is currently being used as an at-home office/den) and a custom built-in entertainment feature that adds useful storage, while being visually appealing. The kitchen is finished with granite countertops, tile backsplash, stainless steel double oven, abundant cabinetry, and a large center island, complemented by an adjacent informal dining area for casual meals. Everyday functionality is thoughtfully incorporated with a built-in drop zone just inside the garage entry, conveniently positioned near the walk-in pantry and kitchen. A large downstairs bedroom equipped with a full bath provides wonderful flexibility for guests or multi-generational living. Upstairs you will find a spacious loft, providing another inviting gathering space. A cute reading nook is positioned just outside the the private primary suite. Inside the primary bedroom you'll find a relaxing retreat with two large walk-in closets and a beautifully appointed bath featuring dual vanities, a soaking tub, and glass-enclosed shower. The outdoor setting has a large screened lanai with artificial turf for easy maintenance. Residents of Windermere Isle enjoy a resort-style community swimming pool with poolside cabana and playground, while HOA fees include lawn care, cable TV, and internet. Conveniently located near Walt Disney World, world-class shopping, dining, and major roadways.

13578 Gorgona Isle Drive, Windermere

$5,625,000

6 Beds ⋅ 9 Baths ⋅ O6457111 MLS

Welcome to the pinnacle of luxury living in Isleworth—one of the country’s most celebrated guard-gated golf and country club communities. Set behind private gates on a lushly landscaped lot of nearly three-quarters of an acre, this custom estate by Jones Clayton Construction pairs bold concrete architecture with refined interiors. The two-story residence offers six bedrooms, six full baths and three powder rooms. Double doors open to a light-flooded foyer with soaring ceilings and double-height glass walls, while the great room overlooks the infinity-edge pool and private backyard. Open living and dining spaces flow into a chef’s kitchen anchored by an oversized marble island with breakfast bar seating for six. Sub-Zero refrigeration, a professional-grade Wolf oven and gas range, custom cabinetry, a wet bar and a separate prep kitchen make it easy to host large gatherings or prepare an intimate dinner. The expansive main-level primary suite features a sauna, a custom glam room and an oversized walk-in closet. The en suite bath creates a spa-like retreat with dual vanities, a freestanding soaking tub and two glass-enclosed walk-in showers overlooking lush greenery. A reimagined children’s suite features custom built-in bunk beds and an elevated play loft. On the second floor boasts an additional flex space for a playroom or office, which serves as an interior bridge leading to a private nanny or in-law suite with its own entrance, bedroom, full bath, kitchenette and living area. A home gym, geist bedrooms and an executive office round out the home’s dedicated spaces. The infinity-edge pool features a raised heated spa and dramatic water features. The backyard’s southern and southwestern exposures bathe the terrace in sunlight. Control4 whole-home automation brings lighting, audio, video, climate and security together in a single interface. Additional features include high-efficiency thermal windows and doors, tankless propane water heating, a custom trophy room with warm LED lighting and bedroom carpeting with memory foam padding. Isleworth offers 24-hour gated security and optional membership in Isleworth Golf & Country Club. Club amenities include championship golf, tennis and pickleball courts, a fitness and wellness center, lakeside dining, a private boat ramp on the Butler Chain of Lakes and a full calendar of social events. This Windermere address is minutes from fine dining, gourmet markets and upscale shopping, with easy access to Orlando International Airport, Universal Studios and Walt Disney World.

5190 Latrobe Drive, Windermere

$479,000

3 Beds ⋅ 2 Baths ⋅ S5161291 MLS

Welcome home to this 3 bedroom, 2 bathroom home at 9253 Sabal Palm Circle in Windermere’s Silver Woods community! This meticulously maintained home has had the big updates done, so you can move right in. The split floor plan puts the primary suite on its own side, away from the other two bedrooms. The kitchen has a breakfast bar and its own eating area, which works well for quick meals and for having people over. Both bathrooms were recently remodeled, and the primary bath has a walk-in shower. New windows and new flooring run throughout the home. Out back, the screened rear porch is a comfortable spot for morning coffee or an evening outside without the bugs. It overlooks a fully fenced backyard, good for pets, play or relaxing outdoors. The major systems have been updated too: plumbing replaced 5 years ago, a new septic field, a newer roof, A/C installed in 2019 with new ductwork, and a water heater that is 3 years old. The home is also on city water. The location is hard to beat, with The Grove at Isleworth just minutes away and Dr. Phillips’ famous Restaurant Row a short drive. Upgrades like these don’t come along often, so schedule your showing today! *Click on VIRTUAL TOUR LINK 1 for a 3-D walkthrough of this home*

9253 Sabal Palm Cir, Windermere

$389,900

3 Beds ⋅ 3 Baths ⋅ O6456601 MLS ⋅ Na BLDG.

Professional Photos Coming Soon! 9061 Legado Drive, Windermere FL. STUNNING FORMER MODEL HOME! Water views and Disney firework views. Completely refreshed, move-in ready townhome with a brand new Calcutta quartz countertop, brand new carpet, and fresh interior paint. The back patio faces the water and the Disney fireworks.

9061 Legado Drive, Windermere

$560,000

3 Beds ⋅ 2 Baths ⋅ O6456740 MLS

*Video Tour Available* Welcome to Brofield Avenue that’s tucked away in Lake Sawyer South. This quiet loop has no through traffic and this home sits on a conservation lot across from community greenspace. There aren’t any neighbors in the front or back of this property! The front porch with it’s ceiling fan invites you in. You’ll find the formal living and dining space at the front of the home and the open family and kitchen towards the back. The eat-in kitchen has granite countertops, solid wood cabinetry, stainless-steel appliances and a spacious pantry. The large family room has triple slider doors that allow the living space to open to the outdoors. Enjoy the screened patio that overlooks the fenced-in backyard and conservation land. Back inside, you’ll find the primary bedroom with a large walk-in closet, en-suite bathroom with double sinks, garden tub, shower and linen closet. The secondary bedrooms share a hall bathroom with a bathtub and shower. This home is turnkey, used as a vacation home and has been well cared for by the original owners and can be sold furnished. Addition upgrades include a new roof (2025), newer motor in the AC handler (2024), newer light fixtures, and ceiling fans. The HOA includes access to the community pool and playground. Lake Sawyer South is minutes from Disney, restaurants, shopping and great schools.

7906 Brofield Avenue, Windermere

$460,000

3 Beds ⋅ 3 Baths ⋅ O6456676 MLS ⋅ 13755 BLDG.

Virtually Staged. Welcome to Windermere! This beautiful 3-bedroom, 2.5-bath end-unit townhome offers a spacious, thoughtfully designed floor plan with comfortable living spaces both indoors and out. The open-concept great room flows seamlessly into the kitchen, featuring a large island with breakfast bar seating, solid surface countertops, stainless steel appliances, and plenty of room for gathering and entertaining. Upstairs, the primary suite is joined by two additional bedrooms and a spacious loft, offering flexible space for a media room, home office, game room, or second living area. Ceiling fans in the bedrooms add everyday comfort, and the washer and dryer are included. Step outside to the screened-in lanai, complete with a ceiling fan, and enjoy the adjoining paver patio, perfect for relaxing or outdoor entertaining. A *rare fenced and gated side yard provides additional outdoor space, an exceptional feature for townhome living. The 2-car rear-facing garage adds convenience while maintaining the home's attractive streetscape. Shopping, dining, and entertainment are just minutes away at Summerport, Windermere Village, Winter Garden Village, and Horizon West. Plus, enjoy convenient access to Central Florida's world-famous theme parks and attractions. With its end-unit location, versatile floor plan, inviting outdoor spaces, and convenient Windermere setting, this townhome offers a wonderful combination of comfort and convenience!

13755 Bravante Alley, Windermere

$481,500

3 Beds ⋅ 2 Baths ⋅ G5120074 MLS

"Close by December 31 to take full advantage of Amendment 3 Homestead Exemptions." Welcome to the quiet, tree-lined community of Lakes of Windermere! This amazing home has 2094 heated SF with 3 Bd/2 BA & 2 car garage. As you enter the home the Living room / Dining room is on the right with beautiful Wood Floors. A very open kitchen with center island, 42 inch Cabinetry, Storage Galore including a Large Pantry and a large wraparound bar to the Family Room. The Family room has a gas fireplace and direct access to the covered Porch. The Primary bedroom has a trey ceiling and a large walk in closet. The Primary bathroom has dual vanities, walk in shower & separate garden tub. Interior laundry room with washer & dryer will remain. New roof, New Interior Paint & New Carpet Nov 2026 Located in a wonderful community of Lakes of Windermere, boasting a basketball court, tennis court, volleyball court, two playgrounds, a soccer field, Community pool, fishing and community dock, plus sidewalks perfect for scooters and skateboards. All this comes with a low HOA of just $245/quarter. You’re just minutes from major highways, family services, numerous shopping options and world-class attractions: 15 minutes to Magic Kingdom, 25 minutes to Universal, and 20 minutes to SeaWorld—making this home ideal for both everyday living and enjoying all that Central Florida has to offer.

6808 Duncaster Street, Windermere

$784,900

5 Beds ⋅ 4 Baths ⋅ S5160985 MLS

Welcome to this beautifully maintained and thoughtfully updated home, ideally situated along a quiet bend of Yellow Butterfly Road in the desirable Summerport community. Backing to a peaceful natural setting with trees, a scenic walking path, and pond views, this property combines privacy, comfort, and convenience. Step outside and enjoy the fenced backyard, attractive landscaping, young orange and mango trees, and an expansive brick-paver patio—an inviting setting for relaxing, entertaining, or simply enjoying Florida's beautiful weather. Inside, the home features spacious living areas, including a versatile first-floor den that can serve as a home office, study, or flex space. Imagine coming home for the holidays, gathering with loved ones, and enjoying the warm glow of the fireplace at the flick of a switch—a cozy touch that makes this home especially inviting. The attached three-car tandem garage offers generous parking capacity and additional flexibility for storage. Upstairs, five generously sized bedrooms are thoughtfully arranged for comfort and privacy. The expansive primary suite features two walk-in closets, while two additional bedrooms share a Jack-and-Jill bathroom with separate vanities. Another bedroom features its own en-suite bathroom, and the oversized fifth bedroom, overlooking the trees and pond, provides endless possibilities as a playroom, game room, or additional living space. Conveniently located near SR 535, Hamlin's shopping and dining destinations, scenic walking trails, and Summerport's community amenities, this home provides easy access to the area's finest shopping, dining, recreation, and everyday conveniences. Keene's Crossing Elementary School is within easy reach via the walking path behind the home. Bridgewater Middle School, Windermere High School, Windermere Preparatory School, Foundation Academy, and other educational options are also nearby. Lovingly cared for by its owners, this home is being presented for sale due to a family relocation out of state. A wonderful opportunity to make this exceptional Summerport property your own! Seller is open to considering flexible buyer credits toward closing costs or a mortgage rate buydown for purchase proposals at or near the asking price.

14551 Yellow Butterfly Road, Windermere

$862,500

3 Beds ⋅ 2 Baths ⋅ O6455790 MLS

Photos coming soon! Welcome to your new home in the historic, golf-cart-friendly Town of Windermere! Nestled on a 0.29-acre corner lot shaded by mature trees, this charming 1-story block home offers 3 bedrooms, 2 bathrooms, and 1,834 square feet of flexible living space on one of Windermere’s beloved dirt roads. Step inside to find an open-concept floor plan designed for effortless entertaining. The oversized main living room serves as a blank canvas, highlighted by a cozy fireplace that anchors the gathering area. Transition seamlessly into the expansive kitchen—a chef’s dream packed with extensive prep space. The hallway in the center of the house leads to the bedrooms and a full guest bathroom, while the rear primary suite serves as a quiet retreat complete with an en-suite bathroom. The entire home is fully wired for AT&T high-speed fiber internet, making remote work a breeze. Your private oasis awaits outside. Enjoy a dedicated 36’ x 40' sports court equipped with a basketball hoop, ping pong table, and pickleball net — the ultimate setup for weekend matches and entertaining. Afterward, unwind on your screened back porch. Experience additional peace of mind with an extensive list of structural and mechanical updates: Water Treatment & Softener System (08/2026, incl. transferable warranty) Well Pump (07/2024) Exterior Paint (01/2023) New Attic Insulation (2023) Electric Water Heater (03/2022) New Electric Panel ( 03/2023) Metal Roof (11/2017) HVAC System (06/2014) Double Pane Windows (2012) ?Living in the heart of Windermere means you are just a short walk or golf-cart ride from boutique shopping, weekly farmers markets, and local dining. Best of all, residents enjoy exclusive access to private neighbourhood boat ramps to launch into the pristine Butler Chain of Lakes, as well as nearby tennis courts and waterfront parks. Zoned for top-rated public schools including Windermere Elementary. ?Don't miss this rare opportunity to live the ultimate lake-community lifestyle! Seller offers up to 2% buyer credit or towards rate buy-down!!!

104 E 11th Avenue, Windermere

8133 Enchantment Drive Unit 1307, Windermere

$399,000

4 Beds ⋅ 3 Baths ⋅ O6455333 MLS ⋅ 8133 BLDG.

Welcome to this BEAUTIFULLY UPDATED 4-Bedroom, 2.5-Bath Condo in the GATED Oasis Cove at Lakeside Village community in Windermere! Offering the spacious layout and FEEL OF A TOWNHOME, this two-story residence combines modern updates including NEWER AC (2023), flexible living spaces and the convenience of LOW-MAINTENANCE condo living. A paver driveway leads to the TWO-CAR GARAGE, featuring an attractive CARRIAGE-STYLE GARAGE DOOR, while the welcoming exterior sets the stage for all that's waiting inside. Step through the front door and you'll immediately appreciate the FRESH, CONTEMPORARY LOOK, highlighted by NEWER WOOD-LOOK LAMINATE FLOORING throughout the main living areas. The SPACIOUS OPEN LAYOUT allows the Kitchen, Dining Area and Living Room to flow together beautifully, creating an inviting space for everyday living or entertaining. The Living Room is filled with NATURAL LIGHT and features sliding glass doors that open to a COVERED REAR PATIO and fenced backyard—a lovely spot to enjoy your morning coffee or relax outdoors with a little green space of your own.The UPDATED KITCHEN is both stylish and functional, featuring STONE COUNTERTOPS, an abundance of cabinetry, STAINLESS STEEL APPLIANCES and a classic subway tile backsplash. A BREAKFAST BAR offers additional seating and creates a natural gathering spot for casual meals or conversation. The spacious FIRST-FLOOR PRIMARY SUITE provides a comfortable retreat, complete with an EN SUITE BATH featuring dual sinks and a step-in shower, and includes a LARGE WALK-IN CLOSET. A CONVENIENT HALF BATH on the first floor is perfect for guests and everyday living.Upstairs, a GENEROUS LOFT adds wonderful flexibility and makes an ideal family room, media space, game room or home office. ARCHITECTURAL ARCHWAYS and distinctive cutouts add character, while NEWER LAMINATE FLOORING and a sleek, modern ceiling fan give the space a fresh contemporary feel. Two additional Bedrooms, each with NEWER CARPETING, provide comfortable accommodations for family or guests, and both offer WALK-IN CLOSETS. A full Bath nearby, serves the upstairs Bedrooms, while an additional FLEX SPACE can be used as a FOURTH BEDROOM, office, hobby room or whatever best suits your needs. Enjoy the ease of LOW-MAINTENANCE LIVING in this GATED COMMUNITY, where amenities include a clubhouse, COMMUNITY POOL and playground, as well as exterior and grounds maintenance, cable, internet, trash and water, giving you more time to enjoy your home and the surrounding area. Oasis Cove is conveniently situated near LAKESIDE VILLAGE CENTER, where you'll find Publix, restaurants and everyday services, and for even more shopping and dining, WINTER GARDEN VILLAGE offers a wide variety of popular retailers and eateries. Outdoor enthusiasts can explore the trails and natural beauty of TIBET-BUTLER PRESERVE, enjoy lakeside recreation at R.D. KEENE PARK or spend an afternoon at WEST BEACH PARK. And with WALT DISNEY WORLD, Disney Springs and the many attractions of Central Florida nearby, there's always something fun to enjoy.The home is also zoned for A-Rated schools—BAY LAKE ELEMENTARY, HORIZON WEST MIDDLE and WINDERMERE HIGH SCHOOL. With its MODERN UPDATES, spacious loft, flexible living spaces and GREAT LOCATION, this Oasis Cove condo offers a WONDERFUL OPPORTUNITY to enjoy the best of Windermere living. Welcome Home!

8133 Enchantment Drive Unit 1307, Windermere

$875,000

4 Beds ⋅ 3 Baths ⋅ O6455345 MLS

Welcome to this beautifully updated home in the desirable Windermere area, just minutes from Walt Disney World! Featuring a convenient downstairs bedroom and full bathroom. The main living area showcases a stunning custom fireplace, while the kitchen features high-end Café appliances, including an induction range, and a custom pantry. Additional upgrades include all new hurricane-impact windows, automatic shades throughout, a water softener, and fresh interior and exterior paint. Upstairs, you'll find the spacious primary suite with a custom California Closet, 2 additional bedrooms, a loft with a custom glass half wall. The garage features epoxy flooring and EV charging. Enjoy a fenced backyard with no rear neighbors and beautiful natural surroundings, plus a neighborhood playground. Conveniently located near Disney, shopping, dining, and major roadways, this home offers an incredible combination of upgrades, comfort, and location!

8736 Peachtree Park Court, Windermere

$579,000

3 Beds ⋅ 2 Baths ⋅ O6454929 MLS

Virtually Staged. Welcome to this inviting 3-bedroom, 2-bathroom pool home, situated on a corner lot with a circular driveway in the established community of Silver Woods. A spacious foyer opens into the living room, flowing seamlessly into the adjoining dining area for easy everyday living and entertaining. The conveniently located kitchen connects to the family room, where wood-look tile and vaulted ceilings create a warm, open gathering space. The split-bedroom floor plan offers privacy for the primary suite, complete with a walk-in closet and attached bathroom. Two additional bedrooms and a full bathroom are located on the opposite side of the home, providing flexibility for guests, a home office, or everyday needs. French doors from the family room open to the patio and in-ground pool, creating a welcoming setting for outdoor dining, weekend gatherings, or simply relaxing in the Florida sunshine. A fenced backyard completes the outdoor space. Recent updates - New Porcelain Tile floor throughout, New Hurricane strength garage door, New cabinetry in garage and laundry room, Custom closets in Primary, Roof 2021, Windows 2020, HVAC 2019. Silver Woods offers low HOA fees and community tennis courts, along with a convenient Windermere location near shopping, dining, and Dr. Phillips’ Restaurant Row. Enjoy access to major roadways and popular Central Florida destinations, including Universal Orlando Resort and Walt Disney World. This home brings together comfortable living, outdoor enjoyment, and everyday convenience!

9100 Palm Tree Drive, Windermere

$479,000

4 Beds ⋅ 3 Baths ⋅ O6455169 MLS

Welcome to Windermere Trails! This beautiful 4-bedroom, 2.5-bath, two-story home offers the perfect combination of comfort, style, and convenience in one of Central Florida's most desirable locations. Step inside to discover a spacious, open-concept floor plan designed for both everyday living and entertaining. The kitchen features granite countertops, stainless steel appliances, ample cabinetry, and a seamless flow into the living and dining areas. Wood flooring enhances the main living spaces, while generously sized bedrooms provide plenty of room to unwind. Enjoy the convenience of an attached two-car garage, interior laundry, and a private outdoor patio perfect for relaxing after a long day. Ideally located just minutes from Walt Disney World, Disney Springs, shopping, dining, and entertainment, with convenient access to major roadways and everything the growing Horizon West area has to offer. This home delivers the space, location, and lifestyle you've been looking for. Schedule your private showing today!

10628 Reams Road, Windermere

$450,000

3 Beds ⋅ 3 Baths ⋅ O6455110 MLS ⋅ 7129 BLDG.

A kitchen that makes you stop scrolling. A Windermere address that makes you want to stay. This beautifully upgraded 3-bedroom, 2.5-bath townhome in Ashlin Park offers 1,588 square feet of inviting living space, fresh paint, and distinctive contemporary finishes. The centerpiece is the kitchen: brand-new countertops with a dramatic waterfall edge, decorative wood-slat accents, two-tone cabinetry, stainless steel appliances, and sleek architectural lighting. An open layout connects the kitchen, dining, and living areas—perfect for hosting friends or enjoying a quiet evening at home. Wood-look flooring and stylish bathroom finishes carry the contemporary feel beyond the kitchen. Upstairs, the primary bedroom offers a comfortable retreat, with two additional bedrooms providing room for guests or a home office. A welcoming front porch and two-car garage complete the home. Enjoy Ashlin Park’s community pool, playground, and sidewalks, with shopping, dining, and Disney nearby. Schedule your showing and see what makes this home stand out.

7129 Thicket Branch Alley, Windermere

$2,650,000

6 Beds ⋅ 6 Baths ⋅ O6454650 MLS

Distinctive craftsmanship, open-concept interiors and expansive outdoor living distinguish this custom six-bedroom, six-full-bath residence in Keene’s Pointe. Built in 2016 on a nearly ½-acre homesite, the residence unfolds around a spacious great room appointed with custom dining and entertainment cabinetry. The main level encompasses the primary retreat, a guest bedroom with an ensuite bath, a full pool bath, an office, a kitchen, a generous breakfast nook and a walk-in pantry. Upstairs, three bedrooms with ensuite baths accompany a sixth bedroom suited to use as a studio, playroom or flexible living space, along with a spacious loft featuring a hospitality bar. A mini elevator provides a practical way to transport items between floors, simplifying housekeeping. Custom millwork lends continuity throughout the interiors, from integrated bedroom desks and storage drawers to the great-room entertainment center and a full-wall display case in the study/office. Thoughtfully designed dining cabinetry accommodates table linens, dinnerware, silverware and décor, complemented by a substantial custom china cabinet for glassware near the corner wine room. An integrated buffet offers an elegant setting for serving or displaying fresh flowers and collectibles. Solid-wood interior doors and elaborate custom cabinetry in every closet and the oversized walk-in pantry carry this attention to detail throughout the home. Double-pane windows and sliding doors complement a modern, outward-swinging steel double entry door edged in wood. Additional appointments include upgraded Monogram stainless steel kitchen appliances, whole-house water purification and softening, tankless natural gas water heaters, Lutron lighting controls in the main living areas and a dedicated irrigation well. The generous covered outdoor living area extends the entertaining experience with a complete summer kitchen, including a dishwasher, dinnerware storage, a gas grill and a double-burner cooktop integrated into an oversized island. Positioned beside an oversized conversation pit, the island anchors a lounge-like setting for outdoor gatherings. The private backyard brings together a pool, spa and expansive paver deck in an inviting setting for outdoor entertaining. Just steps from the primary retreat, the spa offers a convenient escape, while an illuminated firepit gathering area provides another setting for evenings outdoors. A mini half-court basketball practice area introduces a recreational dimension, balancing spaces for relaxation, gathering and activity. Located in the highly sought after guard gated lakefront and golf course community of Keene’s Pointe and home of the Golden Bear Club, a private golf and tennis club, residents enjoy a host of amenities including a community boat ramp and a range of parks and playgrounds. Come live the Keene’s Pointe lifestyle!

8205 Stonemason Court, Windermere

$930,000

4 Beds ⋅ 4 Baths ⋅ O6452089 MLS

Welcome to a rare opportunity to enjoy waterfront living in Windermere! Enjoy canal-front living with access to Lake Sawyer and Little Lake Sawyer from this 4 bedrooms, 3.5 bath Windermere home on over half an acre. Mature trees and a wooded waterway create an inviting backdrop for this home's updated interiors and flexible layout. Inside, welcoming details include crown, decorative wall treatments, and built-in living room shelving. The updated kitchen features white cabinetry, stone countertops, a patterned tile backsplash, under cabinet lighting, stainless steel appliances, and a double-oven range. A generous dining room provides plenty of space for gatherings. Two owner's suites - one upstairs and one downstairs - offer flexibility for guests or multi-generational living. Updated bathrooms feature distinctive tilework and double-sink vanities. Upstairs, a spacious air-conditioned sunroom overlooking the backyard adds versatile living space for relaxing, hobbies, or a home gym. French doors connect the living and dining areas to the downstairs screened porch, while a covered patio provides another spot for outdoor entertaining. The spacious fenced backyard features a swim spa with an adjoining deck, plus a private dock and boat ramp for enjoying the lakes. Major updates include a roof replacement and exterior paint in 2020, upstairs AC and water heater in 2023, an irrigation system installation and asphalt driveway expansion in 2024, a renovated primary shower in 2025, and downstairs AC in 2026. An attached garage completes this property.

6620 Sawyer Shores Lane, Windermere

$3,995,000

7 Beds ⋅ 8 Baths ⋅ O6417878 MLS

Set behind the gates of Windermere Club, this extraordinary lakefront estate presents a rare opportunity to experience refined luxury on the shores of Lake Crescent. Situated on a pristine one-acre homesite, this custom-built residence was thoughtfully crafted in 2015 to blend contemporary sophistication with timeless architectural elegance. Fresh exterior and interior paint enhance the home's striking architectural presence and timeless appeal. Encompassing nearly 9,000 square feet of impeccably designed living space, the home features seven bedrooms, seven full baths and one half bath, offering an exceptional balance of grandeur and comfort. Soaring 12-foot ceilings on the main level, 10-foot ceilings upstairs and elegant eight-foot doors enhance the home's impressive architectural scale. Expansive windows and doors frame breathtaking panoramic lake views, flooding the interiors with natural light and creating a seamless connection between indoor and outdoor living. The dramatic great room showcases polished travertine flooring, designer lighting fixtures and stunning vistas at every turn. Designed to inspire culinary excellence, the gourmet kitchen is appointed with professional-grade appliances, a handcrafted wine display, an oversized granite island and an expansive walk-in pantry. Adjacent gathering spaces include an elegant dining room and a welcoming family room. Outdoor living is equally impressive, featuring a resort-style heated swimming pool with a new pool pump, a fully equipped summer kitchen and expansive entertaining areas overlooking the water. An automated mosquito misting system enhances year-round enjoyment of the outdoor spaces. The residence offers first-floor and second-floor primary suites, four additional en-suite guest bedrooms, a private office, a theater room, a sophisticated bar and spacious balconies that capture spectacular sunrise views across the lake. The luxurious primary bath offers a steam room in the shower, creating a spa-inspired retreat within the comfort of home. Thoughtfully equipped with modern efficiencies, the property includes a 25-kW solar energy system with bidirectional metering, two 80-gallon solar-assisted water heaters, a whole-home water purification system, four HVAC systems, a recently installed septic drain field, an underground propane tank and a three-car garage. A private dock provides direct access to Lake Crescent, completing this exceptional waterfront lifestyle. Spanning approximately 187 acres, spring-fed Lake Crescent offers an exceptional setting for boating, waterskiing, fishing and watersports. Unlike the busier Butler Chain of Lakes, Lake Crescent provides a more intimate waterfront experience, combining recreational freedom with the tranquility and privacy of an exclusive lakefront retreat. Ideally situated within reach of Windermere and Winter Garden's premier shopping, dining and recreational destinations, this remarkable estate embodies the very finest in Central Florida lakefront real estate.

3165 Butler Bay Drive N, Windermere

$3,350,000

5 Beds ⋅ 6 Baths ⋅ O6446897 MLS

Timeless elegance and distinctive lakefront luxury unite in perfect harmony in this custom-built waterfront masterpiece. Designed to capture the beauty of its stunning setting, the inviting living room welcomes with rich terracotta tile flooring, custom tray ceilings accented with exposed wood beams, an adjacent dining room, and a stunning fireplace, creating an elegant and sophisticated gathering space. Expansive sliding glass doors frame breathtaking lake views and seamlessly connect the interior to the outdoor living area, pool, cabana with summer kitchen, and waterfront beyond. Thoughtfully designed for both grand entertaining and everyday living, the main living areas offer an effortless transition between formal spaces and the casual dining area, chef's kitchen, and expansive family room, all framed by dramatic sliding pocket doors that invite panoramic water views indoors. Kitchen highlights include stainless steel GE Monogram appliances, a gas cooktop, custom tile backsplash, and a stunning hand-hammered copper farmhouse sink that serves as both a functional centerpiece and a striking design statement. The spacious primary suite is a private retreat featuring soaring ceilings, abundant natural light, a cozy sitting area, a flex space ideal for a second office or nursery, and direct access to the outdoor living areas for the perfect blend of luxury and lakefront tranquility. The primary bath features dual vanities, a jetted soaking tub, and a dramatic walk-in shower with natural stone finishes, arched wrought-iron windows, and multiple body sprays to create an exceptional spa-like retreat. An executive office and full pool bath are conveniently located just outside the primary suite. A first-floor guest suite provides a welcoming retreat for visitors. Upstairs, three generously sized ensuite bedrooms accompany a large secondary family room with sliding glass doors that open to a private balcony overlooking the estate grounds and waterfront. Outside, a private resort oasis awaits, featuring a saltwater pool with a sun shelf, deck jets, and a sheer-descent waterfall - along with a spa, expansive travertine pool decking, retractable screens, outdoor dining spaces, and a fully equipped summer kitchen. A separate cabana elevates the outdoor experience with a grill, hibachi grill, two beverage refrigerators, bar seating, and storage rooms. The private dock is boat-ready with an electric lift, while two floating jet ski docks ensure effortless access to water toys. Gated neighborhood with just 18 home sites and walking distance to Windermere Prep.

5509 Marleon Drive, Windermere

$2,200,000

5 Beds ⋅ 5 Baths ⋅ O6454349 MLS

Virtually Staged. LUXURY LAKEFRONT ESTATE | 0.64-ACRE LOT | PRIVATE DOCK | PRIVATE POOL | OUTDOOR SUMMER KITCHEN | 3-CAR GARAGE Experience luxury living at its finest in this stunning contemporary lakefront estate, set on an impressive 0.64-acre lot. Featuring two levels of thoughtfully designed living space, this exceptional residence combines elegant architecture, upscale finishes, and breathtaking panoramic lake views. Upon entering through the beautiful solid wood double doors, you are welcomed by an impressive formal living room and a spacious formal dining area. Large panoramic windows frame the spectacular lake views, bringing natural light into the home and creating a seamless connection with the surrounding landscape. A beautifully appointed private office provides the perfect setting for working from home. The gourmet kitchen is truly a chef's dream, featuring high-quality custom cabinetry, quartz countertops, an oversized island, a spacious pantry, and generous workspace. Designed for both everyday living and entertaining, the kitchen flows effortlessly into the inviting family room, complete with custom built-in shelving and a gas fireplace. The luxurious primary suite is a private retreat, featuring elegant wood flooring, separate walk-in closets, and magnificent views of the pool and lake. The spa-inspired primary bathroom offers a large soaking tub and an expansive walk-in shower with dual showerheads. The lower level features three generously sized bedrooms, including one private en-suite bedroom. The remaining two bedrooms share a beautifully designed Jack-and-Jill bathroom, providing comfort and functionality for family members and guests. Additional interior highlights include a fully equipped laundry room with custom cabinetry and a convenient half bathroom with direct access to the pool area. The three-car side-entry garage features built-in storage cabinets, an electric vehicle charging station, and durable epoxy flooring. Step outside and discover your own private paradise! The covered lanai overlooks the beautiful pool and surrounding lake views, creating the perfect setting for relaxation and entertaining. The fully equipped outdoor summer kitchen features a sink, refrigerator, and built-in grill, making outdoor dining and entertaining effortless. Adding to this exceptional property is a private covered dock, offering a unique opportunity to enjoy the waterfront lifestyle. This remarkable lakefront estate brings together space, privacy, luxury, and spectacular views in one extraordinary property. A rare opportunity to own a truly exceptional home where every detail has been thoughtfully designed to elevate everyday living. SCHEDULE YOUR PRIVATE SHOWING TODAY AND EXPERIENCE THIS EXTRAORDINARY LAKEFRONT LIFESTYLE!

2925 Butler Bay Drive N, Windermere

$899,000

6 Beds ⋅ 4 Baths ⋅ O6450150 MLS

Virtually Staged. Welcome to Windermere Isle, where spacious living, thoughtful design, and an exceptional location come together in this impressive 6-bedroom, 4-bathroom home offering 4,199 square feet of living space, plus a spacious upstairs loft! Designed with both everyday comfort and entertaining in mind, this beautiful two-story residence features an open and versatile floor plan with two bedrooms conveniently located on the first floor. Beautiful wood flooring leads to the second floor, while wood-look tile flooring flows throughout the main living areas, creating a warm and cohesive feel. An abundance of windows fills the home with natural light. The spacious family room opens seamlessly to the beautifully appointed kitchen, featuring quartz countertops, rich dark cabinetry, stainless steel appliances, a gas cooktop, built-in double ovens, a stylish tile backsplash, and an oversized center island with seating, perfect for casual meals and gathering with friends and family. A generous dining area provides additional space for everyday meals, while a separate formal dining room offers an inviting setting for special occasions. Additional highlights include an expansive walk-in pantry and a conveniently located built-in workspace with abundant cabinetry and countertop space. The first floor also offers two bedrooms, providing flexibility for guests, a home office, or multigenerational living. Upstairs, the spacious loft creates an impressive second living area, ideal for a media room, game room, or comfortable gathering space. Four additional bedrooms provide plenty of room for everyone, and quartz countertops in all bathrooms add a cohesive finishing touch. Step outside through the sliding glass doors to a generously sized covered patio overlooking the fenced backyard, offering a wonderful setting for outdoor dining, entertaining, or simply enjoying the Florida weather. As an added bonus, enjoy views of Disney fireworks from your own backyard! Additional features include a two-car garage with overhead storage racks, two air-conditioning systems, and solar panels that will be paid off by the seller at closing, providing an appealing energy-efficient benefit. Residents of Windermere Isle enjoy a resort-style community swimming pool with poolside cabana and playground, while HOA fees include lawn care, cable TV, and internet. Conveniently located near Walt Disney World, world-class shopping, dining, and major roadways. With its generous living spaces, versatile floor plan, and desirable community amenities, this exceptional home offers an outstanding opportunity to enjoy the Windermere lifestyle!

13555 Gorgona Isle Drive, Windermere

$2,200,000

8 Beds ⋅ 9 Baths ⋅ O6454194 MLS

Experience Lakefront Luxury in the Heart of Windermere! Nestled on a peaceful cul-de-sac in the desirable Lake Burden South community, this stunning two-story residence offers an exceptional blend of elegance, privacy, and Florida living. Situated on an expansive 0.75-acre lakefront lot, the home features 8 spacious bedrooms, 8 full bathrooms, 1 half bathroom, and a thoughtfully designed layout filled with natural light and beautiful waterfront views. Step inside to discover soaring ceilings, elegant finishes, and inviting living spaces. The gourmet kitchen features quartz countertops, stainless steel appliances, generous cabinetry, and a spacious center island, perfect for everyday living and entertaining. Two primary suites provide added comfort and flexibility. The true highlight awaits outdoors, where a private pool, fully equipped summer kitchen, and expansive entertaining areas create your own lakefront retreat. Enjoy breathtaking water views and unforgettable Florida sunsets from the upstairs balcony. Additional features include a three-car garage and solar energy system. Residents of Lake Burden South enjoy access to community amenities, including a swimming pool, tennis courts, playgrounds, and scenic walking paths. Ideally located in sought-after Windermere, just minutes from excellent shopping, dining, and Walt Disney World, this remarkable property offers the perfect balance of peaceful lakefront living and everyday convenience.

11545 Brickyard Pond Lane, Windermere

$6,750,000

5 Beds ⋅ 8 Baths ⋅ O6453159 MLS

Elegance defines this lakefront estate perched along the shores of Lake Butler, set behind the guarded-gates of the coveted Reserve at Lake Butler Sound—one of Windermere’s signature communities. This commanding residence offers 5 bedrooms, including 4 in the main house and a private guest-house suite that also features a show-stopping movie theatre and a downstairs entertainment room complete with bar and stage. A dramatic foyer introduces the formal living room, where soaring arched windows frame serene lakefront views beyond the resort-style pool and tropical surroundings. The upscale ambiance is elevated by a floor-to-ceiling custom stone fireplace, classic columns, tile flooring, and a seamless flow into the polished formal dining room, enhanced by an air-conditioned, glass-enclosed wine wall. The chef’s kitchen showcases rich wood cabinetry, a marble-topped island with seating, and ornate pendant lighting. Dark stone countertops, a custom tile backsplash, Wolf appliances, gas cooktop, Sub-Zero refrigerator, and built-in vegetable steamer create a refined and highly functional workspace, all enriched by natural light and warm architectural details. The breakfast area and spacious family room open to the outdoor living spaces through fully retractable L-shaped doors. The primary suite features new carpeting, a sitting area, French doors to the pool patio, and a luxurious bath with soaking tub, generous walk-in shower with triple showerheads, and a spiral staircase leading to a flex space transformed into an oversized closet. Also on the main level are an office, half bath, laundry room, and mudroom. A dramatic staircase leads to the second-floor family room and three additional bedroom suites. Outdoor living includes a covered family room with fireplace, tranquil koi pond surrounded by lush landscaping, tiled pool decking, heated saltwater pool and spa, and a covered boat dock on Lake Butler. Additional features include Savant whole-home music, a Generac generator powering 75% of the home, and distinguished neighborhood with roving security, community park, fishing pier, and back gate access to SR 535 and Windermere Prep. Home furnishings available separately.

11103 Bridge House Road, Windermere

$900,000

O6451242 MLS

Build Your Dream Home in the Heart of Downtown Windermere! An incredible opportunity awaits on this desirable 0.38-acre corner lot with NO HOA, perfectly situated in the charming heart of Downtown Windermere! This exceptional vacant homesite offers a fantastic head start toward building your dream home, with approved building plans included in the sale, along with completed septic and well permits. Enjoy the perfect combination of small-town charm, outdoor recreation, and everyday convenience in one of Central Florida's most sought-after communities. Embrace the wonderful Windermere lifestyle with access to several resident-only parks featuring playgrounds, picnic and barbecue areas, beach volleyball, tennis, and frisbee golf. For those who love being on the water, launch your boat onto Lake Bessie, Lake Butler, or the renowned Butler Chain of Lakes and enjoy endless opportunities for boating, fishing, and soaking up the Florida sunshine. Just a leisurely stroll away, picturesque Downtown Windermere offers charming boutique shops, a variety of dining options, and a welcoming community atmosphere. Enjoy local favorites such as the weekly Farmers Market, Food Truck Nights, and seasonal events that bring the community together throughout the year. For additional shopping, dining, and entertainment, The Grove Orlando and Winter Garden Village at Fowler Groves are just a short drive away, featuring an impressive selection of popular retailers and restaurants. Rarely does an opportunity like this come along! With its prime downtown location, generous corner lot, no HOA, and the added convenience of approved building plans and completed septic and well permits, this property provides an exceptional opportunity to bring your vision to life. Build the home you've always dreamed of and experience the very best of the Windermere lifestyle!

105 Forest Street, Windermere

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