$539,900 WELCOME HOME! PRICE ENHANCEMENT! Nestled beneath majestic oak trees in one of Windermere's most desirable communities, this well-maintained 3-bedroom, 2-bath home sits on a quarter of an acre and offers the perfect blend of comfort, privacy, and location. Situated in the highly sought-after 34786 zip code, this exceptional residence features a popular split-bedroom floor plan with 1,819 square feet of thoughtfully designed living space. Silver Woods is located in the center of SW Orlando, close to Downtown Windermere, Restaurant Row, Winter Garden Village, Downtown Winter Garden, churches, schools, shopping, and more. As you enter the front door, you will be impressed with the open floor plan. New paint, new carpet, and neutral tile create a light and bright environment. Step inside to discover spacious living and dining areas that flow seamlessly into the heart of the home. The living room looks out onto the huge patio and backyard. The kitchen offers abundant cabinetry, granite countertops, ample workspace, and overlooks the main living areas, making it ideal for everyday living. Enjoy the family room, which opens to a covered, screened lanai via sliding doors, creating an incredible outdoor living space perfect for relaxing, entertaining, or simply enjoying the tranquil backyard surrounded by mature trees. The oversized, park-like shared fenced backyard provides exceptional privacy and plenty of room for gardening, play, or creating your own outdoor oasis. Let your imagination create the perfect Pool/Spa area with a summer kitchen, fire-pit, and more. The primary bedroom features sliding doors to the expansive lanai, and the en-suite features a Tub, a newer double-sink vanity, and a walk-in shower. A split-bedroom plan is perfect for today's busy family, featuring two bedrooms and a hall bath with a shower/tub. Recent improvements, including a NEW ROOF, HVAC (2016), New Garage Door (2016), Septic (2021), Electric Panel (2017), Interior paint (2026), Front Sod (2026), and Carpet (2026) in the main living areas, make this home move-in ready while still offering opportunities for a new owner to personalize and add value over time. The community offers a park and a tennis court for the residents. Ideally located just minutes from top-rated Windermere schools, shopping, dining, churches, world-famous theme parks, major highways, and Orlando's many entertainment destinations, this home offers the perfect balance of peaceful neighborhood living and everyday convenience. Don't miss your chance to make this Windermere gem your next home- schedule your private showing today! 3 Beds ⋅ 2 Baths ⋅ Silver Woods Ph 03 SubDv. ⋅ 34786 Zip Code WELCOME HOME! PRICE ENHANCEMENT! Nestled beneath majestic oak trees in one of Windermere's most desirable communities, this well-maintained 3-bedroom, 2-bath home sits on a quarter of an acre and offers the perfect blend of comfort, privacy, and location. Situated in the highly sought-after 34786 zip code, this exceptional residence features a popular split-bedroom floor plan with 1,819 square feet of thoughtfully designed living space. Silver Woods is located in the center of SW Orlando, close to Downtown Windermere, Restaurant Row, Winter Garden Village, Downtown Winter Garden, churches, schools, shopping, and more. As you enter the front door, you will be impressed with the open floor plan. New paint, new carpet, and neutral tile create a light and bright environment. Step inside to discover spacious living and dining areas that flow seamlessly into the heart of the home. The living room looks out onto the huge patio and backyard. The kitchen offers abundant cabinetry, granite countertops, ample workspace, and overlooks the main living areas, making it ideal for everyday living. Enjoy the family room, which opens to a covered, screened lanai via sliding doors, creating an incredible outdoor living space perfect for relaxing, entertaining, or simply enjoying the tranquil backyard surrounded by mature trees. The oversized, park-like shared fenced backyard provides exceptional privacy and plenty of room for gardening, play, or creating your own outdoor oasis. Let your imagination create the perfect Pool/Spa area with a summer kitchen, fire-pit, and more. The primary bedroom features sliding doors to the expansive lanai, and the en-suite features a Tub, a newer double-sink vanity, and a walk-in shower. A split-bedroom plan is perfect for today's busy family, featuring two bedrooms and a hall bath with a shower/tub. Recent improvements, including a NEW ROOF, HVAC (2016), New Garage Door (2016), Septic (2021), Electric Panel (2017), Interior paint (2026), Front Sod (2026), and Carpet (2026) in the main living areas, make this home move-in ready while still offering opportunities for a new owner to personalize and add value over time. The community offers a park and a tennis court for the residents. Ideally located just minutes from top-rated Windermere schools, shopping, dining, churches, world-famous theme parks, major highways, and Orlando's many entertainment destinations, this home offers the perfect balance of peaceful neighborhood living and everyday convenience. Don't miss your chance to make this Windermere gem your next home- schedule your private showing today! 9433 Palm Tree Drive, Windermere
$679,000 Under contract-accepting backup offers. Welcome to 2053 Woody Drive, where timeless Windermere charm meets modern updates. From the moment you arrive, you’ll appreciate the mature trees, spacious homesite, and the peaceful lifestyle this sought-after community offers. Through Windermere Downs HOA you will have access to a private beach -Chain of Lakes- Step inside and you’ll find a beautifully updated kitchen that’s truly the heart of the home—perfect for everyday living and entertaining family and friends. The generous living spaces, oversized lot and mature landscaping, with a prime location make this home an incredible opportunity for anyone looking to enjoy everything- Windermere. ROOF: 2020 NEW ELECTRIC PANEL (2026)-AC 2019 3 Beds ⋅ 3 Baths ⋅ Windermere Downs SubDv. ⋅ 34786 Zip Code Under contract-accepting backup offers. Welcome to 2053 Woody Drive, where timeless Windermere charm meets modern updates. From the moment you arrive, you’ll appreciate the mature trees, spacious homesite, and the peaceful lifestyle this sought-after community offers. Through Windermere Downs HOA you will have access to a private beach -Chain of Lakes- Step inside and you’ll find a beautifully updated kitchen that’s truly the heart of the home—perfect for everyday living and entertaining family and friends. The generous living spaces, oversized lot and mature landscaping, with a prime location make this home an incredible opportunity for anyone looking to enjoy everything- Windermere. ROOF: 2020 NEW ELECTRIC PANEL (2026)-AC 2019 2053 Woody Drive, Windermere
$1,100,000 Welcome to a rare opportunity in the highly sought-after The Manors at Butler Bay, in the heart of Windermere. This custom-built home is situated on nearly three-quarters of an acre and a corner lot. This impressive single-story residence offers 3,478 square feet of thoughtfully designed living space with 4 bedrooms, 3 full bathrooms, a side-entry 2-car garage, an extended driveway, and a screen-enclosed pool and spa. Step through the front door into a grand foyer that opens to a spacious, flowing floor plan. The formal living room sits adjacent to the formal dining room, creating ideal space for entertaining. The expansive family room features soaring ceilings, a cozy wood-burning fireplace, and french doors that lead to the fully enclosed florida room. The oversized primary suite is a true retreat, featuring double-door entry, high ceilings, ample room for a sitting area, a walk-in closet, and french doors opening to the florida room. The spacious primary bath was remodeled approximately four years ago and offers dual vanities, a garden tub, separate shower, and a private toilet room. The open layout provides privacy and flexibility. Two secondary bedrooms share a full bathroom, while the fourth bedroom is tucked away on the opposite side of the home with its own ensuite bath, ideal for guests or multigenerational living. The kitchen is designed for both everyday living and entertaining with granite countertops, a center island with cooktop, built-in oven, dinette area, and more french doors leading to the florida room. The laundry room includes a utility sink and built-in cabinetry for added convenience. Wood-look tile flooring extends throughout the home, with carpet only in the enclosed florida room. One of the home's standout features is the expansive L-shaped florida room that wraps around the side and rear of the home, creating an abundance of bright, versatile space perfect for relaxing, entertaining, a home office, hobby room, fitness area, or additional living space, all while enjoying year-round comfort. Additional updates include an approximately 4-year-old HVAC system and 7-year-old roof, offering peace of mind for the next owner. The Manors at Butler Bay is an intimate community nestled along the shores of beautiful Lake Crescent in southwest Orange County. Residents enjoy a low HOA, golf cart friendly streets, a park with picnic area and access to Lake Crescent for launching non-motorized watercraft such as kayaks and canoes. As a resident of the Town of Windermere, you'll also enjoy access to town amenities including tennis courts and the Lake Butler boat ramp, providing entry to the renowned Butler Chain of Lakes (also known as the Windermere Chain), a 5,000-acre network of 13 interconnected lakes. Renowned for crystal-clear waters, prime bass fishing, luxury waterfront estates, and connects via 32 navigable canals for boating and water sports. The home is conveniently located within a top-rated school district and close to shopping, dining, and major roadways. This exceptional home offers the perfect combination of space, location, and lifestyle. Don't miss your opportunity to own this rare one-owner home in one of Windermere's most desirable communities! 4 Beds ⋅ 3 Baths ⋅ Manors At Butler Bay Ph 02 SubDv. ⋅ 34786 Zip Code Welcome to a rare opportunity in the highly sought-after The Manors at Butler Bay, in the heart of Windermere. This custom-built home is situated on nearly three-quarters of an acre and a corner lot. This impressive single-story residence offers 3,478 square feet of thoughtfully designed living space with 4 bedrooms, 3 full bathrooms, a side-entry 2-car garage, an extended driveway, and a screen-enclosed pool and spa. Step through the front door into a grand foyer that opens to a spacious, flowing floor plan. The formal living room sits adjacent to the formal dining room, creating ideal space for entertaining. The expansive family room features soaring ceilings, a cozy wood-burning fireplace, and french doors that lead to the fully enclosed florida room. The oversized primary suite is a true retreat, featuring double-door entry, high ceilings, ample room for a sitting area, a walk-in closet, and french doors opening to the florida room. The spacious primary bath was remodeled approximately four years ago and offers dual vanities, a garden tub, separate shower, and a private toilet room. The open layout provides privacy and flexibility. Two secondary bedrooms share a full bathroom, while the fourth bedroom is tucked away on the opposite side of the home with its own ensuite bath, ideal for guests or multigenerational living. The kitchen is designed for both everyday living and entertaining with granite countertops, a center island with cooktop, built-in oven, dinette area, and more french doors leading to the florida room. The laundry room includes a utility sink and built-in cabinetry for added convenience. Wood-look tile flooring extends throughout the home, with carpet only in the enclosed florida room. One of the home's standout features is the expansive L-shaped florida room that wraps around the side and rear of the home, creating an abundance of bright, versatile space perfect for relaxing, entertaining, a home office, hobby room, fitness area, or additional living space, all while enjoying year-round comfort. Additional updates include an approximately 4-year-old HVAC system and 7-year-old roof, offering peace of mind for the next owner. The Manors at Butler Bay is an intimate community nestled along the shores of beautiful Lake Crescent in southwest Orange County. Residents enjoy a low HOA, golf cart friendly streets, a park with picnic area and access to Lake Crescent for launching non-motorized watercraft such as kayaks and canoes. As a resident of the Town of Windermere, you'll also enjoy access to town amenities including tennis courts and the Lake Butler boat ramp, providing entry to the renowned Butler Chain of Lakes (also known as the Windermere Chain), a 5,000-acre network of 13 interconnected lakes. Renowned for crystal-clear waters, prime bass fishing, luxury waterfront estates, and connects via 32 navigable canals for boating and water sports. The home is conveniently located within a top-rated school district and close to shopping, dining, and major roadways. This exceptional home offers the perfect combination of space, location, and lifestyle. Don't miss your opportunity to own this rare one-owner home in one of Windermere's most desirable communities! 2512 Tryon Place, Windermere
$1,295,000 OUTDOOR LIVING, ONE-STORY COMFORT & IN-TOWN WINDERMERE LIFESTYLE COME TOGETHER AT THIS RARE 1.27-ACRE WINDERMERE OAKS PROPERTY. Set within the TOWN OF WINDERMERE, this beautifully maintained one-story pool home offers privacy, space & the lifestyle buyers hope to find, with NATURAL GAS, mature landscaping, a PARTIAL BUTLER CHAIN LAKE VIEW, and exceptional outdoor living that feels like a true extension of the home. The screened pool area is the heart of the property, beautifully finished with brick pavers & designed for everyday enjoyment as well as memorable entertaining. The 35' X 20' IRREGULAR-SHAPED POOL is complemented by multiple water features, a separate step-in spa with bubbler, a custom firepit, and a highly functional summer kitchen with bar seating, grill, ice maker & refrigerator. With approximately 812 SQ FT OF OPEN FINISHED PORCH/LANAI AREA, including a main lanai approximately 62' X 12', there is room to dine, gather, relax, watch the game, host friends, or simply enjoy the peaceful setting in every season. The PRIMARY SUITE is a true highlight of the home, privately positioned and beautifully finished with a spacious bedroom, direct access to the outdoor living area, and a STUNNING PRIMARY BATH that feels calm, elegant & luxurious. Thoughtful details, generous closet space, quality finishes, and a retreat-like feel make this suite stand apart. Inside, the home offers a warm, livable floor plan with NO STAIRS & generous gathering spaces. The main living areas connect comfortably to the outdoor spaces, creating an easy flow for entertaining & everyday life. The kitchen is positioned at the center of the home with generous prep & storage space, natural gas cooking, and a connection to the main living & dining areas that keeps everyone together. Additional bedrooms & flexible rooms provide options for guests, work, hobbies, fitness, or multigenerational living. The ONE-STORY design offers long-term comfort & convenience without sacrificing space or privacy. The setting is what makes this property so special. With 1.27 ACRES inside the Town of Windermere, there is a sense of privacy & breathing room that is increasingly hard to find. Mature trees, established landscaping, and a long residential feel create a peaceful backdrop, while the partial lake view adds a lovely connection to the Butler Chain lifestyle without making the home solely about the view. Life in WINDERMERE OAKS means you are close to the charm of downtown Windermere, weekly farmers markets, community events, local parks, brick streets & the small-town character that makes this area so loved. You are also minutes from top schools, shopping, dining, major roadways & Central Florida attractions, making the location as practical as it is beautiful. This is the kind of Windermere property buyers hope to find but rarely do: 1.27 private acres, ONE-STORY LIVING, NATURAL GAS, exceptional outdoor living, a beautiful PRIMARY SUITE, a PARTIAL BUTLER CHAIN LAKE VIEW, and a setting that makes home feel like the best place to be. It invites you to slow down, gather often, celebrate outside & enjoy the lifestyle that makes the TOWN OF WINDERMERE so special. 3 Beds ⋅ 3 Baths ⋅ Windermere Oaks SubDv. ⋅ 34786 Zip Code OUTDOOR LIVING, ONE-STORY COMFORT & IN-TOWN WINDERMERE LIFESTYLE COME TOGETHER AT THIS RARE 1.27-ACRE WINDERMERE OAKS PROPERTY. Set within the TOWN OF WINDERMERE, this beautifully maintained one-story pool home offers privacy, space & the lifestyle buyers hope to find, with NATURAL GAS, mature landscaping, a PARTIAL BUTLER CHAIN LAKE VIEW, and exceptional outdoor living that feels like a true extension of the home. The screened pool area is the heart of the property, beautifully finished with brick pavers & designed for everyday enjoyment as well as memorable entertaining. The 35' X 20' IRREGULAR-SHAPED POOL is complemented by multiple water features, a separate step-in spa with bubbler, a custom firepit, and a highly functional summer kitchen with bar seating, grill, ice maker & refrigerator. With approximately 812 SQ FT OF OPEN FINISHED PORCH/LANAI AREA, including a main lanai approximately 62' X 12', there is room to dine, gather, relax, watch the game, host friends, or simply enjoy the peaceful setting in every season. The PRIMARY SUITE is a true highlight of the home, privately positioned and beautifully finished with a spacious bedroom, direct access to the outdoor living area, and a STUNNING PRIMARY BATH that feels calm, elegant & luxurious. Thoughtful details, generous closet space, quality finishes, and a retreat-like feel make this suite stand apart. Inside, the home offers a warm, livable floor plan with NO STAIRS & generous gathering spaces. The main living areas connect comfortably to the outdoor spaces, creating an easy flow for entertaining & everyday life. The kitchen is positioned at the center of the home with generous prep & storage space, natural gas cooking, and a connection to the main living & dining areas that keeps everyone together. Additional bedrooms & flexible rooms provide options for guests, work, hobbies, fitness, or multigenerational living. The ONE-STORY design offers long-term comfort & convenience without sacrificing space or privacy. The setting is what makes this property so special. With 1.27 ACRES inside the Town of Windermere, there is a sense of privacy & breathing room that is increasingly hard to find. Mature trees, established landscaping, and a long residential feel create a peaceful backdrop, while the partial lake view adds a lovely connection to the Butler Chain lifestyle without making the home solely about the view. Life in WINDERMERE OAKS means you are close to the charm of downtown Windermere, weekly farmers markets, community events, local parks, brick streets & the small-town character that makes this area so loved. You are also minutes from top schools, shopping, dining, major roadways & Central Florida attractions, making the location as practical as it is beautiful. This is the kind of Windermere property buyers hope to find but rarely do: 1.27 private acres, ONE-STORY LIVING, NATURAL GAS, exceptional outdoor living, a beautiful PRIMARY SUITE, a PARTIAL BUTLER CHAIN LAKE VIEW, and a setting that makes home feel like the best place to be. It invites you to slow down, gather often, celebrate outside & enjoy the lifestyle that makes the TOWN OF WINDERMERE so special. 516 Jennifer Lane, Windermere
$2,550,000 Completely renovated in 2025. State-of-the-art showpiece located in the beautiful Estates at Lake Clarice. This updated residence offers an effortless blend of generous living spaces and serene surroundings with re-designed landscaping and updated landscape lighting on a 1-Acre Private Lot! From the moment you enter through the dramatic double 12' iron and glass doors the home makes a bold statement with clean architectural lines. Large format Taj Mahal tile, soaring ceilings and OPEN concept design that feels both impressive and inviting. Formal living and dining, kitchen with eat in breakfast nook and bar, office, four en-suite bedrooms, five full bathrooms and a media room-ALL ON ONE FLOOR! Stunning chef's kitchen appointed with new custom modern premium cabinetry, newly installed high end appliances, new monolithic quartz island featuring a waterfall edge cascading to the floor all seamlessly flows into the main living and dining area-ideal for both intimate gatherings and large scale entertaining. The family room offers a glass wall of expansive sliders which fully retract blurring the line between indoors and out, enhancing the homes bright airy ambiance. The oversized screened in lanai is a, fully enclosed outdoor living space designed for year round enjoyment. This impressive retreat features a spectacular pool, generous lounge and dining areas, an outdoor kitchen and a pool bath! The Primary Suite is a private sanctuary leading out to the pool deck, along with the Spa-like bath, complete with dual vanities, separate Zen inspired soaking tub, inviting shower with multiple shower heads and bench seating. Huge walk-in closet with built-ins, a bespoke 3 way panoramic dressing alcove featuring three full-length 8' mirrors. Thoughtfully designed throughout with substantial updates including newer roof, oversized gutters and three newer air conditioners (one newly installed in the single portico/breezeway garage. Perfect for gym, hobby room or music studio). Newer water heater, two high end smart fireplaces with remotes, custom drapes, plantation shutters, shiplap ceilings and walls, newer high end ceiling fans inside and out, new custom 7 1/2 inch base molding. Just too many upgrades to mention. A must see in Windermere. Ideally located just minutes to Windermere High School, Windermere Prep, downtown Windermere, downtown Winter Garden, Walt Disney World, Universal and the Mall of Millenia. 4 Beds ⋅ 5 Baths ⋅ Estates At Lake Clarice SubDv. ⋅ 34786 Zip Code Completely renovated in 2025. State-of-the-art showpiece located in the beautiful Estates at Lake Clarice. This updated residence offers an effortless blend of generous living spaces and serene surroundings with re-designed landscaping and updated landscape lighting on a 1-Acre Private Lot! From the moment you enter through the dramatic double 12' iron and glass doors the home makes a bold statement with clean architectural lines. Large format Taj Mahal tile, soaring ceilings and OPEN concept design that feels both impressive and inviting. Formal living and dining, kitchen with eat in breakfast nook and bar, office, four en-suite bedrooms, five full bathrooms and a media room-ALL ON ONE FLOOR! Stunning chef's kitchen appointed with new custom modern premium cabinetry, newly installed high end appliances, new monolithic quartz island featuring a waterfall edge cascading to the floor all seamlessly flows into the main living and dining area-ideal for both intimate gatherings and large scale entertaining. The family room offers a glass wall of expansive sliders which fully retract blurring the line between indoors and out, enhancing the homes bright airy ambiance. The oversized screened in lanai is a, fully enclosed outdoor living space designed for year round enjoyment. This impressive retreat features a spectacular pool, generous lounge and dining areas, an outdoor kitchen and a pool bath! The Primary Suite is a private sanctuary leading out to the pool deck, along with the Spa-like bath, complete with dual vanities, separate Zen inspired soaking tub, inviting shower with multiple shower heads and bench seating. Huge walk-in closet with built-ins, a bespoke 3 way panoramic dressing alcove featuring three full-length 8' mirrors. Thoughtfully designed throughout with substantial updates including newer roof, oversized gutters and three newer air conditioners (one newly installed in the single portico/breezeway garage. Perfect for gym, hobby room or music studio). Newer water heater, two high end smart fireplaces with remotes, custom drapes, plantation shutters, shiplap ceilings and walls, newer high end ceiling fans inside and out, new custom 7 1/2 inch base molding. Just too many upgrades to mention. A must see in Windermere. Ideally located just minutes to Windermere High School, Windermere Prep, downtown Windermere, downtown Winter Garden, Walt Disney World, Universal and the Mall of Millenia. 4205 Clarice Estates Drive, Windermere
$765,000 Offered for the first time, this original 1973 ranch is a rare find in the heart of Windermere. Nestled on an oversized .42-acre lot along a picturesque sand street, this 5-bedroom, 2.5-bath home presents an exceptional opportunity to create your dream property in one of the town's most sought-after locations. Designed with Florida living in mind, the spacious floor plan opens to an oversized screened pool and expansive outdoor living area, perfect for entertaining family and friends. A circular driveway and porte cochere provide convenience and timeless curb appeal, while solid block construction and a newer roof create lasting value. Location is everything. Stroll to charming shops, restaurants, the local brewery, farmers markets, and year-round community events. Enjoy the freedom of a golf-cart-friendly neighborhood with no HOA, plus access to the renowned Butler Chain of Lakes. Whether you're looking to renovate, expand, or build new, this exceptional property offers the perfect canvas. Bring your builder, bring your imagination, and seize this rare opportunity to create something truly special in the heart of Windermere. 5 Beds ⋅ 3 Baths ⋅ Windermere Town SubDv. ⋅ 34786 Zip Code Offered for the first time, this original 1973 ranch is a rare find in the heart of Windermere. Nestled on an oversized .42-acre lot along a picturesque sand street, this 5-bedroom, 2.5-bath home presents an exceptional opportunity to create your dream property in one of the town's most sought-after locations. Designed with Florida living in mind, the spacious floor plan opens to an oversized screened pool and expansive outdoor living area, perfect for entertaining family and friends. A circular driveway and porte cochere provide convenience and timeless curb appeal, while solid block construction and a newer roof create lasting value. Location is everything. Stroll to charming shops, restaurants, the local brewery, farmers markets, and year-round community events. Enjoy the freedom of a golf-cart-friendly neighborhood with no HOA, plus access to the renowned Butler Chain of Lakes. Whether you're looking to renovate, expand, or build new, this exceptional property offers the perfect canvas. Bring your builder, bring your imagination, and seize this rare opportunity to create something truly special in the heart of Windermere. 412 Forest Street, Windermere
$1,999,000 Timeless architecture and design come together in this modern-traditional residence in the Town of Windermere, where lakefront living, community charm, and top-rated Windermere schools create one of Central Florida’s most desirable lifestyles. Rich in warmth and character with its classic brick exterior, this thoughtfully designed ranch home blends comfort, function, and classic American elegance. Set on Park Avenue, behind the gates of Lake Crescent Reserve, on a quiet cul-de-sac, this lakefront house sits on over an acre. A peaceful approach from the community entrance immediately sets a tone of privacy and serenity. The expansive windows, with water and nature views, welcome you home and fill the house with gorgeous natural light throughout the day. At 4,582 square feet under roof, with approximately 3,915 square feet of living space, the split floor plan features 5 bedrooms and 4 full baths, along with multiple gathering spaces designed for both entertaining and everyday living. From intimate to large family gatherings, the floor plan flows smoothly outdoors. This well-designed home offers a rare balance of openness, comfort, and privacy. The outdoor living experience is exceptional. The Cape Cod-style Florida room with panoramic sliders opens to the screened lanai, with a resort-style setting complete with a full summer kitchen, outdoor shower, pool, boathouse, private boat ramp, and boat mooring area, all overlooking the pristine waters of Lake Crescent. Well known for decades among water sports enthusiasts, Lake Crescent is a private 175-acre ski lake with exceptional water quality. While not part of the Butler Chain of Lakes, it shares the same water source and is listed on Florida’s Outstanding Florida Waters list, which recognizes efforts to preserve the lake’s natural beauty and quality. Adding to its appeal, Lake Crescent Reserve offers low HOA dues and is adjacent to the Windermere Recreation Center, with tennis courts, playgrounds, sports fields, and community events. Lake Crescent Reserve residents also enjoy a short bike or golf cart ride to Windermere Elementary and the charming downtown shops and restaurants along Main Street. 5 Beds ⋅ 4 Baths ⋅ Butler Bay SubDv. ⋅ 34786 Zip Code Timeless architecture and design come together in this modern-traditional residence in the Town of Windermere, where lakefront living, community charm, and top-rated Windermere schools create one of Central Florida’s most desirable lifestyles. Rich in warmth and character with its classic brick exterior, this thoughtfully designed ranch home blends comfort, function, and classic American elegance. Set on Park Avenue, behind the gates of Lake Crescent Reserve, on a quiet cul-de-sac, this lakefront house sits on over an acre. A peaceful approach from the community entrance immediately sets a tone of privacy and serenity. The expansive windows, with water and nature views, welcome you home and fill the house with gorgeous natural light throughout the day. At 4,582 square feet under roof, with approximately 3,915 square feet of living space, the split floor plan features 5 bedrooms and 4 full baths, along with multiple gathering spaces designed for both entertaining and everyday living. From intimate to large family gatherings, the floor plan flows smoothly outdoors. This well-designed home offers a rare balance of openness, comfort, and privacy. The outdoor living experience is exceptional. The Cape Cod-style Florida room with panoramic sliders opens to the screened lanai, with a resort-style setting complete with a full summer kitchen, outdoor shower, pool, boathouse, private boat ramp, and boat mooring area, all overlooking the pristine waters of Lake Crescent. Well known for decades among water sports enthusiasts, Lake Crescent is a private 175-acre ski lake with exceptional water quality. While not part of the Butler Chain of Lakes, it shares the same water source and is listed on Florida’s Outstanding Florida Waters list, which recognizes efforts to preserve the lake’s natural beauty and quality. Adding to its appeal, Lake Crescent Reserve offers low HOA dues and is adjacent to the Windermere Recreation Center, with tennis courts, playgrounds, sports fields, and community events. Lake Crescent Reserve residents also enjoy a short bike or golf cart ride to Windermere Elementary and the charming downtown shops and restaurants along Main Street. 2804 Marquesas Court, Windermere
$1,575,000 BUTLER CHAIN WATERFRONT Windermere 4/3 HOME WITH BOAT SLIP on a .37 acre Lot. Cypress trees line the beautiful serene canal leading directly to the 12 lakes of the Butler Chain. PRIVATE FINANCING IS AVAILABLE - (ask for terms and conditions). Access the Butler chain of lakes from your back yard to Lake Down or Lake Wauseon. Renovate or Build your own modern upscale dream home. Town of Windermere residents can access Fernwood Park and boat ramp 8/10 mile away. Drive your Golf Cart to downtown Windermere. Multiple possibilities for this property in the prime location of Windermere. Home needs major renovation or demolish and rebuild. Sold AS IS. 4 Beds ⋅ 2 Baths ⋅ Davis Shores SubDv. ⋅ 34786 Zip Code BUTLER CHAIN WATERFRONT Windermere 4/3 HOME WITH BOAT SLIP on a .37 acre Lot. Cypress trees line the beautiful serene canal leading directly to the 12 lakes of the Butler Chain. PRIVATE FINANCING IS AVAILABLE - (ask for terms and conditions). Access the Butler chain of lakes from your back yard to Lake Down or Lake Wauseon. Renovate or Build your own modern upscale dream home. Town of Windermere residents can access Fernwood Park and boat ramp 8/10 mile away. Drive your Golf Cart to downtown Windermere. Multiple possibilities for this property in the prime location of Windermere. Home needs major renovation or demolish and rebuild. Sold AS IS. 33 Main Street, Windermere
$1,099,000 Reduced 50k! Seller motivated! Nestled within the highly acclaimed guard-gated community of Keene’s Pointe, this completely remodeled Windermere home offers a 4-bedroom, 3-bathroom estate that showcases timeless architectural details, curated modern finishes, and a seamless indoor-outdoor luxury lifestyle. Step inside to discover a light-filled open layout with tall coffered ceilings, custom-laid wood tile flooring, formal dining, family room, and separate sitting area, all anchored by a gourmet chef’s kitchen featuring quartzite countertops, premium stainless steel appliances, and custom cabinetry—effortlessly flowing into expansive living and dining spaces ideal for both everyday comfort and refined entertaining. The luxurious primary suite offers a tranquil retreat with a sitting area, a spa-inspired en-suite bath, and a spacious walk-in closet. 2 of the additional bedrooms are split from the main suite, providing comfort and flexibility with a jack-n-jill bathroom. While a separate 4th bedroom is set apart from the others and can be used as a guest suite or office, it's in a perfect space for remote work or study. Outside, your private oasis awaits—a covered lanai overlooks a sparkling pool and lushly landscaped backyard, creating a serene setting for alfresco dining or lounging under the Florida sun. This residence is also zoned for A-rated schools, within minutes of Windermere’s charming shops, fine dining, and world-renowned attractions. (Roof Replace 2026), Driveway replaced 06/2026. This exceptional home invites you to experience the very best of Central Florida living. Schedule your showing today! 4 Beds ⋅ 3 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code Reduced 50k! Seller motivated! Nestled within the highly acclaimed guard-gated community of Keene’s Pointe, this completely remodeled Windermere home offers a 4-bedroom, 3-bathroom estate that showcases timeless architectural details, curated modern finishes, and a seamless indoor-outdoor luxury lifestyle. Step inside to discover a light-filled open layout with tall coffered ceilings, custom-laid wood tile flooring, formal dining, family room, and separate sitting area, all anchored by a gourmet chef’s kitchen featuring quartzite countertops, premium stainless steel appliances, and custom cabinetry—effortlessly flowing into expansive living and dining spaces ideal for both everyday comfort and refined entertaining. The luxurious primary suite offers a tranquil retreat with a sitting area, a spa-inspired en-suite bath, and a spacious walk-in closet. 2 of the additional bedrooms are split from the main suite, providing comfort and flexibility with a jack-n-jill bathroom. While a separate 4th bedroom is set apart from the others and can be used as a guest suite or office, it's in a perfect space for remote work or study. Outside, your private oasis awaits—a covered lanai overlooks a sparkling pool and lushly landscaped backyard, creating a serene setting for alfresco dining or lounging under the Florida sun. This residence is also zoned for A-rated schools, within minutes of Windermere’s charming shops, fine dining, and world-renowned attractions. (Roof Replace 2026), Driveway replaced 06/2026. This exceptional home invites you to experience the very best of Central Florida living. Schedule your showing today! 8351 Bowden Way, Windermere
$1,175,000 Under contract-accepting backup offers. Virtually Staged. Price Improvement! Welcome to luxury living inside the guard-gated community of Keene’s Pointe, home to the renowned Golden Bear Club and its Jack Nicklaus Signature golf course. Perfectly positioned within one of Windermere’s most sought-after neighborhoods, this exceptional single-story residence offers a refined blend of elegance, comfort, and lifestyle. Beautifully remodeled throughout, this is truly move-in ready, showcasing a fresh, modern aesthetic while maintaining timeless architectural appeal. From the moment you enter, you’re welcomed by marble tile flooring, newly refinished wood floors, fresh interior paint, and thoughtfully selected modern light fixtures that elevate every space. The home features both a traditional dining room and formal living room, complemented by custom window treatments that add warmth and sophistication. At the heart of the home, the completely remodeled kitchen shines with all-new appliances, a gas stove, double oven, quartz countertops, and a large walk-in pantry, all wrapped in a clean, contemporary design that seamlessly opens to the family room—where a decorative modern fireplace creates the perfect gathering space. The expansive primary suite is a true retreat, featuring wood floors, direct pool access, a dedicated mini-split system for enhanced comfort and efficiency, and a spa-inspired bathroom with a stunning new garden tub, separate shower, and an oversized walk-in closet. Additional bedrooms lend to stylish comfort with new herringbone tile flooring and share a convenient Jack-and-Jill bathroom. All bathrooms throughout the home have been fully remodeled with high-end finishes. A large private office with a built-in desk provides the ideal work-from-home environment. Step outside to a spacious, fenced backyard featuring a newly repainted pool and patio—perfect for enjoying Florida living year-round. Additional highlights include a 2020 roof, paver driveway, and an oversized 3-car garage. Every detail has been thoughtfully updated, making this home completely turn-key. Residents of Keene’s Pointe enjoy 24-hour guard-gated security and a lifestyle centered around both recreation and natural beauty. The community offers private access to the Butler Chain of Lakes, ideal for boating, skiing, and sunset cruises, along with scenic walking paths, tranquil green spaces, and a peaceful, well-maintained setting throughout. There is even the opportunity for boat storage, adding convenience for those looking to fully embrace the lake lifestyle. Optional membership to the Golden Bear Club unlocks a premier lifestyle experience with championship golf, tennis, fitness, a resort-style pool, dining, and a vibrant calendar of social events. The neighborhood also features community parks, playgrounds, and gathering spaces, creating a welcoming environment that blends luxury living with everyday convenience and community connection through regular neigborhood events. Whether you're relaxing poolside, entertaining guests, or enjoying the unmatched lifestyle of this premier golf and lakefront community, this home delivers the very best of Central Florida living. 4 Beds ⋅ 3 Baths ⋅ Keenes Pointe Ut 04 Sec 31 48 82 SubDv. ⋅ 34786 Zip Code Under contract-accepting backup offers. Virtually Staged. Price Improvement! Welcome to luxury living inside the guard-gated community of Keene’s Pointe, home to the renowned Golden Bear Club and its Jack Nicklaus Signature golf course. Perfectly positioned within one of Windermere’s most sought-after neighborhoods, this exceptional single-story residence offers a refined blend of elegance, comfort, and lifestyle. Beautifully remodeled throughout, this is truly move-in ready, showcasing a fresh, modern aesthetic while maintaining timeless architectural appeal. From the moment you enter, you’re welcomed by marble tile flooring, newly refinished wood floors, fresh interior paint, and thoughtfully selected modern light fixtures that elevate every space. The home features both a traditional dining room and formal living room, complemented by custom window treatments that add warmth and sophistication. At the heart of the home, the completely remodeled kitchen shines with all-new appliances, a gas stove, double oven, quartz countertops, and a large walk-in pantry, all wrapped in a clean, contemporary design that seamlessly opens to the family room—where a decorative modern fireplace creates the perfect gathering space. The expansive primary suite is a true retreat, featuring wood floors, direct pool access, a dedicated mini-split system for enhanced comfort and efficiency, and a spa-inspired bathroom with a stunning new garden tub, separate shower, and an oversized walk-in closet. Additional bedrooms lend to stylish comfort with new herringbone tile flooring and share a convenient Jack-and-Jill bathroom. All bathrooms throughout the home have been fully remodeled with high-end finishes. A large private office with a built-in desk provides the ideal work-from-home environment. Step outside to a spacious, fenced backyard featuring a newly repainted pool and patio—perfect for enjoying Florida living year-round. Additional highlights include a 2020 roof, paver driveway, and an oversized 3-car garage. Every detail has been thoughtfully updated, making this home completely turn-key. Residents of Keene’s Pointe enjoy 24-hour guard-gated security and a lifestyle centered around both recreation and natural beauty. The community offers private access to the Butler Chain of Lakes, ideal for boating, skiing, and sunset cruises, along with scenic walking paths, tranquil green spaces, and a peaceful, well-maintained setting throughout. There is even the opportunity for boat storage, adding convenience for those looking to fully embrace the lake lifestyle. Optional membership to the Golden Bear Club unlocks a premier lifestyle experience with championship golf, tennis, fitness, a resort-style pool, dining, and a vibrant calendar of social events. The neighborhood also features community parks, playgrounds, and gathering spaces, creating a welcoming environment that blends luxury living with everyday convenience and community connection through regular neigborhood events. Whether you're relaxing poolside, entertaining guests, or enjoying the unmatched lifestyle of this premier golf and lakefront community, this home delivers the very best of Central Florida living. 11536 Claymont Circle, Windermere
$1,375,000 Set on a large, tree-lined lot just moments from historic downtown Windermere, this fully reimagined residence blends modern luxury with timeless charm—delivering a level of craftsmanship and detail that truly stands out. Every inch of this home has been thoughtfully redesigned, including a newly configured floor plan, all new interior doors and trim, and beautiful wide-plank flooring throughout. Light pours into the home, creating a bright, inviting atmosphere from the moment you step inside. At the center of it all is a completely NEW kitchen—designed for both everyday living and elevated entertaining. Featuring an impressive 10-foot quartz island with seating, custom wood cabinetry, a double-door pantry, and a stunning suite of GE Café appliances including a four-panel refrigerator, double ovens, 6-burner gas cooktop, microwave drawer, dishwasher, and a custom hood. A dedicated coffee bar adds the perfect finishing touch. The family room is equally striking, with high ceilings and a custom dry bar complete with dual beverage refrigerators—creating a seamless space for gathering and hosting. The private primary suite has been elevated to feel like a true retreat, now featuring dual walk-in closets and a beautifully renovated spa-style bathroom with a quartz-topped double vanity and a luxurious walk-in shower with rain head. A newly created private office with glass French doors and a decorative fireplace offers a quiet, stylish workspace. The home also features a newly added fourth bathroom and additional bedroom / or flex space, enhancing both functionality and flexibility. Step outside to your own backyard escape, where a private pool is surrounded by mature trees, offering both shade and privacy. Beyond the stunning design, this home offers true peace of mind with major system upgrades including a 50-year architectural shingle roof, full home replumb (2024), new tankless water heater (2025), and a new well, pump, and irrigation system (2025). All of this just minutes from the charm of downtown Windermere and the shops and restaurants along Conroy-Windermere Road. This is more than a renovation—it’s a complete reimagination of what Windermere living can be. 5 Beds ⋅ 5 Baths ⋅ Windermere Town SubDv. ⋅ 34786 Zip Code Set on a large, tree-lined lot just moments from historic downtown Windermere, this fully reimagined residence blends modern luxury with timeless charm—delivering a level of craftsmanship and detail that truly stands out. Every inch of this home has been thoughtfully redesigned, including a newly configured floor plan, all new interior doors and trim, and beautiful wide-plank flooring throughout. Light pours into the home, creating a bright, inviting atmosphere from the moment you step inside. At the center of it all is a completely NEW kitchen—designed for both everyday living and elevated entertaining. Featuring an impressive 10-foot quartz island with seating, custom wood cabinetry, a double-door pantry, and a stunning suite of GE Café appliances including a four-panel refrigerator, double ovens, 6-burner gas cooktop, microwave drawer, dishwasher, and a custom hood. A dedicated coffee bar adds the perfect finishing touch. The family room is equally striking, with high ceilings and a custom dry bar complete with dual beverage refrigerators—creating a seamless space for gathering and hosting. The private primary suite has been elevated to feel like a true retreat, now featuring dual walk-in closets and a beautifully renovated spa-style bathroom with a quartz-topped double vanity and a luxurious walk-in shower with rain head. A newly created private office with glass French doors and a decorative fireplace offers a quiet, stylish workspace. The home also features a newly added fourth bathroom and additional bedroom / or flex space, enhancing both functionality and flexibility. Step outside to your own backyard escape, where a private pool is surrounded by mature trees, offering both shade and privacy. Beyond the stunning design, this home offers true peace of mind with major system upgrades including a 50-year architectural shingle roof, full home replumb (2024), new tankless water heater (2025), and a new well, pump, and irrigation system (2025). All of this just minutes from the charm of downtown Windermere and the shops and restaurants along Conroy-Windermere Road. This is more than a renovation—it’s a complete reimagination of what Windermere living can be. 106 Palm Street, Windermere
$970,000 Welcome to this beautifully upgraded one-story home in a desirable gated community, offering nearly 3,000 sq. ft. of thoughtfully designed living space.Feature, NEW ROOF, CORNER LOT, LOCATED NEAR DISNEY: With five bedrooms, 3.5 baths, and a three-car garage, this home blends comfort, style, and functionality. Upon entry, you’ll be captivated by the high-end finishes and open layout. The formal dining and living areas flow seamlessly together, while sliding glass doors bring the outdoors in, filling the space with natural light. The heart of the home is the oversized kitchen, featuring an island, coffee or wine bar, and direct access to the spacious family room—perfect for entertaining. Large sliding doors open to your own private oasis: a saltwater pool surrounded by lush palm trees, ideal for relaxing or hosting guests. Additional highlights include: • Split floor plan for added privacy • Second bedroom with full ensuite, perfect for guests • Fifth bedroom at the front of the home, ideal for a home office or flex space • Tankless water heater • New A/C system • New pool pump and water filtration system • Wood flooring throughout • Tile floors in the garage * Car Charger *. Surge Protector on Electrical Box *. Attic access via the floor trusses support attic flooring. • Located on an oversized corner lot * appliances 4 years old * * Smart home This move-in-ready home has it all—space, style, and modern upgrades—ready for you to enjoy. Ideally situated in heart of Central Florida, this exceptional home offers effortless access to the area'smost sought after attractions, including the convenient back entrance to Walt Disney World, Disney Springs. Including nearby Universal Orlando, City Walk, SeaWorld,Ocon Park and the renowned dining destinations along Restarant Row. If you've been searching for a beautifully updated home with space, sophistication and an unbeatable location. 5 Beds ⋅ 4 Baths ⋅ Glenmuir 48 39 SubDv. ⋅ 34786 Zip Code Welcome to this beautifully upgraded one-story home in a desirable gated community, offering nearly 3,000 sq. ft. of thoughtfully designed living space.Feature, NEW ROOF, CORNER LOT, LOCATED NEAR DISNEY: With five bedrooms, 3.5 baths, and a three-car garage, this home blends comfort, style, and functionality. Upon entry, you’ll be captivated by the high-end finishes and open layout. The formal dining and living areas flow seamlessly together, while sliding glass doors bring the outdoors in, filling the space with natural light. The heart of the home is the oversized kitchen, featuring an island, coffee or wine bar, and direct access to the spacious family room—perfect for entertaining. Large sliding doors open to your own private oasis: a saltwater pool surrounded by lush palm trees, ideal for relaxing or hosting guests. Additional highlights include: • Split floor plan for added privacy • Second bedroom with full ensuite, perfect for guests • Fifth bedroom at the front of the home, ideal for a home office or flex space • Tankless water heater • New A/C system • New pool pump and water filtration system • Wood flooring throughout • Tile floors in the garage * Car Charger *. Surge Protector on Electrical Box *. Attic access via the floor trusses support attic flooring. • Located on an oversized corner lot * appliances 4 years old * * Smart home This move-in-ready home has it all—space, style, and modern upgrades—ready for you to enjoy. Ideally situated in heart of Central Florida, this exceptional home offers effortless access to the area'smost sought after attractions, including the convenient back entrance to Walt Disney World, Disney Springs. Including nearby Universal Orlando, City Walk, SeaWorld,Ocon Park and the renowned dining destinations along Restarant Row. If you've been searching for a beautifully updated home with space, sophistication and an unbeatable location. 11208 Ledgement Lane, Windermere
$649,900 Beautifully updated one-story home in Eden Isle, a cozy lakefront community with a private boat ramp in Windermere! This 4-bedroom, 3-bath property boasts a brand-new roof, fresh interior paint, and new carpet in all bedrooms. The open layout offers spacious living areas, while the split-bedroom design provides ample privacy for all, and a versatile layout suitable for life’s everchanging needs. Enjoy an oversized backyard and a large rear covered lanai that is perfect for outdoor entertainment or relaxing in the shade. The home includes a 2-car garage plus an additional 1-car garage, both attached, providing ample storage and parking. Located in a sought-after gated community with a playground and private boat ramp to Lake Spear, this home is ready for its next chapter. Proximity to shopping, dining, top-rated schools, and numerous entertainment options place modern conveniences at your fingertips. Move-in ready with room to personalize. Schedule your private showing today. 4 Beds ⋅ 3 Baths ⋅ Eden Isle SubDv. ⋅ 34786 Zip Code Beautifully updated one-story home in Eden Isle, a cozy lakefront community with a private boat ramp in Windermere! This 4-bedroom, 3-bath property boasts a brand-new roof, fresh interior paint, and new carpet in all bedrooms. The open layout offers spacious living areas, while the split-bedroom design provides ample privacy for all, and a versatile layout suitable for life’s everchanging needs. Enjoy an oversized backyard and a large rear covered lanai that is perfect for outdoor entertainment or relaxing in the shade. The home includes a 2-car garage plus an additional 1-car garage, both attached, providing ample storage and parking. Located in a sought-after gated community with a playground and private boat ramp to Lake Spear, this home is ready for its next chapter. Proximity to shopping, dining, top-rated schools, and numerous entertainment options place modern conveniences at your fingertips. Move-in ready with room to personalize. Schedule your private showing today. 6368 Sedona Leaf Court, Windermere
$590,000 BACK ON THE MARKET! NEW Roof being installed, expected by end of January 2026! Charming SUMMERPORT home in desirable Windermere! You'll love this lovely 1-story on an oversized corner lot, with 4 bedrooms, 3 full baths, 3-way open & split plan, with high ceilings throughout. Many upgrades include wood floors in all bedrooms, tile floors in all traffic areas, huge open Kitchen with breakfast bar, stainless appliances, Good Morning Nook, and large adjoining Family room, ideal for entertaining and family gatherings! Large combo Living/Dining rooms, pool planned bath, Large covered and screened rear Lanai, inside laundry, oversized back yard and more! Summerport has parks, lakes, trails, close to great Windermere schools, and minutes to all road systems, downtown Orlando and shopping. See it today! 4 Beds ⋅ 3 Baths ⋅ Summerport SubDv. ⋅ 34786 Zip Code BACK ON THE MARKET! NEW Roof being installed, expected by end of January 2026! Charming SUMMERPORT home in desirable Windermere! You'll love this lovely 1-story on an oversized corner lot, with 4 bedrooms, 3 full baths, 3-way open & split plan, with high ceilings throughout. Many upgrades include wood floors in all bedrooms, tile floors in all traffic areas, huge open Kitchen with breakfast bar, stainless appliances, Good Morning Nook, and large adjoining Family room, ideal for entertaining and family gatherings! Large combo Living/Dining rooms, pool planned bath, Large covered and screened rear Lanai, inside laundry, oversized back yard and more! Summerport has parks, lakes, trails, close to great Windermere schools, and minutes to all road systems, downtown Orlando and shopping. See it today! 4533 River Gem Avenue, Windermere
$925,000 Freshly remodeled and full of charm, this one-story home lives light, bright, and effortlessly easy. White oak floors flow from room to room like a warm welcome, setting the stage for airy spaces and sun-drenched corners. At the heart of the home, the family room opens wide with vaulted ceilings, a cozy fireplace, and windows that pull the outdoors in. The kitchen feels like the place everyone wants to gather, with a wraparound breakfast bar, quartz countertops, a wine fridge, and a cheerful breakfast nook that soaks in the morning light. Just beyond, a spacious dining room offers the ideal spot for long dinners, holiday celebrations, or spreading out homework and craft projects. A bonus room with plantation shutters adds an extra dash of flexibility — office, playroom, studio, you choose. The magic continues outside. French doors from the primary suite open straight to the pool, giving the whole space a resort-like feel. The oversized, solar-heated pool sits amid a lush, fenced backyard. A covered lanai waits for afternoon lounging, weekend barbecues, or quiet mornings with coffee and birdsong. Practical touches shine just as brightly, including an abundance of windows, a sunny laundry room near the primary suite, a functional open layout, and a 2-car garage offering storage and everyday convenience. Walk or golf-cart your way to cafes, shops or the local brewery. Spend weekends at town parks, tennis and pickleball courts, or out on the world-famous Butler Chain of Lakes. With no HOA dues, tree-lined streets, and the peace of mind of a dedicated police department, Windermere combines natural beauty, community charm, and everyday convenience. Move-in ready and filled with character, this home delivers a blend of comfort, beauty, and easy Florida living. 3 Beds ⋅ 2 Baths ⋅ Windermere SubDv. ⋅ 34786 Zip Code Freshly remodeled and full of charm, this one-story home lives light, bright, and effortlessly easy. White oak floors flow from room to room like a warm welcome, setting the stage for airy spaces and sun-drenched corners. At the heart of the home, the family room opens wide with vaulted ceilings, a cozy fireplace, and windows that pull the outdoors in. The kitchen feels like the place everyone wants to gather, with a wraparound breakfast bar, quartz countertops, a wine fridge, and a cheerful breakfast nook that soaks in the morning light. Just beyond, a spacious dining room offers the ideal spot for long dinners, holiday celebrations, or spreading out homework and craft projects. A bonus room with plantation shutters adds an extra dash of flexibility — office, playroom, studio, you choose. The magic continues outside. French doors from the primary suite open straight to the pool, giving the whole space a resort-like feel. The oversized, solar-heated pool sits amid a lush, fenced backyard. A covered lanai waits for afternoon lounging, weekend barbecues, or quiet mornings with coffee and birdsong. Practical touches shine just as brightly, including an abundance of windows, a sunny laundry room near the primary suite, a functional open layout, and a 2-car garage offering storage and everyday convenience. Walk or golf-cart your way to cafes, shops or the local brewery. Spend weekends at town parks, tennis and pickleball courts, or out on the world-famous Butler Chain of Lakes. With no HOA dues, tree-lined streets, and the peace of mind of a dedicated police department, Windermere combines natural beauty, community charm, and everyday convenience. Move-in ready and filled with character, this home delivers a blend of comfort, beauty, and easy Florida living. 1209 Main Street, Windermere
$1,160,000 CANAL FRONTAGE ON 2 SIDES! Extremely RARE in the TOWN OF WINDERMERE, a single story 3/2 in a CUL-DE-SAC, on a PAVED STREET with a DOCK and CANALS ON 2 SIDES giving DIRECT ACCESS to LAKE DOWN AND WASEON BAY and the ENTIRE BUTLER CHAIN BEYOND. This lovingly maintained home is move-in ready, ready for your personal touches, or the ideal lot for your waterfront dream home. Extensive landscaping with abundant flowering plants and a covered front porch provide a warm welcome to this spacious ranch home. A foyer divides the kitchen and living spaces from the bedroom wing. The kitchen features solid surface countertops, wood cabinets and a breakfast nook with views of Lake Down. A large formal dining room and living room offer ample space for hosting holidays and entertaining family and friends. An absolutely enormous family room with wood plantation shutters is anchored by a beautiful wood burning fireplace and views of the canals. The spacious bedrooms feature vaulted ceilings and California closet organizers. The primary suite has an en-suite bathroom and sliding doors to a large, covered patio in the rear. The primary bath and hall bath have been beautifully updated. The large rear and side yards are also heavily landscaped with wood paths, mature cypress trees and unparalleled views of the canals. There is a COVERED DOCK in the rear. This is a NATURAL GAS home with hookups for the GRILL, DRYER and TANKLESS WATER HEATER. One of the 2 car garage bays currently houses a SAUNA. ROOF REPLACED in 2019, A/C in 2016. This is what Windermere living is all about - a large cul-de-sac waterfront lot on the Butler Chain of Lakes and a short distance to the shops and events in downtown Windermere. 3 Beds ⋅ 2 Baths ⋅ Davis Shores SubDv. ⋅ 34786 Zip Code CANAL FRONTAGE ON 2 SIDES! Extremely RARE in the TOWN OF WINDERMERE, a single story 3/2 in a CUL-DE-SAC, on a PAVED STREET with a DOCK and CANALS ON 2 SIDES giving DIRECT ACCESS to LAKE DOWN AND WASEON BAY and the ENTIRE BUTLER CHAIN BEYOND. This lovingly maintained home is move-in ready, ready for your personal touches, or the ideal lot for your waterfront dream home. Extensive landscaping with abundant flowering plants and a covered front porch provide a warm welcome to this spacious ranch home. A foyer divides the kitchen and living spaces from the bedroom wing. The kitchen features solid surface countertops, wood cabinets and a breakfast nook with views of Lake Down. A large formal dining room and living room offer ample space for hosting holidays and entertaining family and friends. An absolutely enormous family room with wood plantation shutters is anchored by a beautiful wood burning fireplace and views of the canals. The spacious bedrooms feature vaulted ceilings and California closet organizers. The primary suite has an en-suite bathroom and sliding doors to a large, covered patio in the rear. The primary bath and hall bath have been beautifully updated. The large rear and side yards are also heavily landscaped with wood paths, mature cypress trees and unparalleled views of the canals. There is a COVERED DOCK in the rear. This is a NATURAL GAS home with hookups for the GRILL, DRYER and TANKLESS WATER HEATER. One of the 2 car garage bays currently houses a SAUNA. ROOF REPLACED in 2019, A/C in 2016. This is what Windermere living is all about - a large cul-de-sac waterfront lot on the Butler Chain of Lakes and a short distance to the shops and events in downtown Windermere. 2 Oakdale Street, Windermere
$670,000 Direct Lake Butler Chain of Lakes Access by Private Community Ramp on Lake Down - Windermere Downs is a Fantastic Active Golf Cart Friendly Community with Tennis & Pickleball Courts, Multiple Kids Play Areas - Walking & Dog Friendly - A Waterfront Community Park with Fishing Pier & Private Boat Ramp to Lake Down & The Butler Chain of Lakes - 3 Bed 2 Bath - Open Concept Split Plan - Fresh Paint - New Wide Plank Flooring - Fireplace - 2 Car Garage - Stainless Steel Appliances - Enclosed Porch for Additional Living Space - Large fenced yard - Washer / Dryer included - Owner financing available 3 Beds ⋅ 2 Baths ⋅ Windermere Downs SubDv. ⋅ 34786 Zip Code Direct Lake Butler Chain of Lakes Access by Private Community Ramp on Lake Down - Windermere Downs is a Fantastic Active Golf Cart Friendly Community with Tennis & Pickleball Courts, Multiple Kids Play Areas - Walking & Dog Friendly - A Waterfront Community Park with Fishing Pier & Private Boat Ramp to Lake Down & The Butler Chain of Lakes - 3 Bed 2 Bath - Open Concept Split Plan - Fresh Paint - New Wide Plank Flooring - Fireplace - 2 Car Garage - Stainless Steel Appliances - Enclosed Porch for Additional Living Space - Large fenced yard - Washer / Dryer included - Owner financing available 2015 Woody Drive, Windermere
$645,000 Here is your chance to own this spacious well-maintained one-story 4-bedroom waterfront home on a pond located in the desirable Providence neighborhood of Windermere. As you enter through the front porch and foyer you will immediately notice the high 10’ ceilings and inviting rooms to your well-thought-out floor plan. The living room is spacious with an elegant dining room overlooking the screened in lanai. The kitchen is fully equipped with wood cabinetry, solid countertops, Whirlpool appliances, and a breakfast nook with unobstructed water views. Your primary suite is large and well-appointed with access to the lanai including a walk-in closet, dual vanities, tub, and separate shower. Secondary bedrooms have plenty of closet space and conveniently located next to the full bathroom. The screened in covered lanai encompasses the Florida lifestyle for those endless summer barbeques and memorable get togethers. It is a plus having no neighbors in the rear with serene water views! Notable upgrades include a newer roof installed in 2020. The neighborhood features its own playground, swimming pool, and gazebo. Additionally, Providence is 10 minutes to Disney World, across the street to Aldi and popular restaurants, 30 minutes to the international airport, and zoned for great schools including Windermere Elementary, Bridgewater Middle, and the newer Windermere High School. Don’t miss out on this extraordinary home! Be sure to click on the virtual tour link. 4 Beds ⋅ 2 Baths ⋅ Providence SubDv. ⋅ 34786 Zip Code Here is your chance to own this spacious well-maintained one-story 4-bedroom waterfront home on a pond located in the desirable Providence neighborhood of Windermere. As you enter through the front porch and foyer you will immediately notice the high 10’ ceilings and inviting rooms to your well-thought-out floor plan. The living room is spacious with an elegant dining room overlooking the screened in lanai. The kitchen is fully equipped with wood cabinetry, solid countertops, Whirlpool appliances, and a breakfast nook with unobstructed water views. Your primary suite is large and well-appointed with access to the lanai including a walk-in closet, dual vanities, tub, and separate shower. Secondary bedrooms have plenty of closet space and conveniently located next to the full bathroom. The screened in covered lanai encompasses the Florida lifestyle for those endless summer barbeques and memorable get togethers. It is a plus having no neighbors in the rear with serene water views! Notable upgrades include a newer roof installed in 2020. The neighborhood features its own playground, swimming pool, and gazebo. Additionally, Providence is 10 minutes to Disney World, across the street to Aldi and popular restaurants, 30 minutes to the international airport, and zoned for great schools including Windermere Elementary, Bridgewater Middle, and the newer Windermere High School. Don’t miss out on this extraordinary home! Be sure to click on the virtual tour link. 6139 Andreozzi Lane, Windermere
$830,000 Great Open Floorplan - 1 Story Ranch - Large Covered Rear Screened Porch - 4 bedrooms - 2 baths - Vaulted Ceilings - Large Fenced Lot - Located on the East side of Main Street and 1 House South of Conroy makes this home easy to get to - New Roof - Recently updated Kitchen - Tile Floors - Spacious Bedrooms - County Water - Natural Gas - Covered Parking in Backyard for Boat or RV - No HOA - Town of Windermere Residents get access to the Private Ramp to Lake Butler & the Famous Chain of Lakes - Community Tennis & Pickleball Courts - Numerous Parks and Walking Trails - Farmer's Market every Friday - Food Trucks each Month - Great Schools - Very Good Value 4 Beds ⋅ 2 Baths ⋅ Windermere Town SubDv. ⋅ 34786 Zip Code Great Open Floorplan - 1 Story Ranch - Large Covered Rear Screened Porch - 4 bedrooms - 2 baths - Vaulted Ceilings - Large Fenced Lot - Located on the East side of Main Street and 1 House South of Conroy makes this home easy to get to - New Roof - Recently updated Kitchen - Tile Floors - Spacious Bedrooms - County Water - Natural Gas - Covered Parking in Backyard for Boat or RV - No HOA - Town of Windermere Residents get access to the Private Ramp to Lake Butler & the Famous Chain of Lakes - Community Tennis & Pickleball Courts - Numerous Parks and Walking Trails - Farmer's Market every Friday - Food Trucks each Month - Great Schools - Very Good Value 616 Magnolia Street, Windermere
$815,000 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. 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
$2,700,000 Amazing opportunity having over 125 feet of shoreline on Lake Butler of the famed Butler Chain of Lakes - Over 1 acre of dry land having over 342 feet - Huge 45 x 31 - 4 Car Garage that can double as a detached Inlaw Apartment with a private entrance - Main 1 Story Home is over 3,400 sq ft - Very Rare Fully Enclosed Boathouse that is grandfathered in - Seawall - Crystal Clear Water - White Sand Beach - Large Oak Trees 3 Beds ⋅ 3 Baths ⋅ Marsh Sub SubDv. ⋅ 34786 Zip Code Amazing opportunity having over 125 feet of shoreline on Lake Butler of the famed Butler Chain of Lakes - Over 1 acre of dry land having over 342 feet - Huge 45 x 31 - 4 Car Garage that can double as a detached Inlaw Apartment with a private entrance - Main 1 Story Home is over 3,400 sq ft - Very Rare Fully Enclosed Boathouse that is grandfathered in - Seawall - Crystal Clear Water - White Sand Beach - Large Oak Trees 606 Butler Street, Windermere
$3,975,000 Over 150 feet on Lake Down provides panoramic views of what is arguably the cleanest of the Pristine Butler Chain of Lakes with a white sand beach and crystal clear water it will be like having your own resort in the backyard..Bayshore Drive is a rare and exclusive peninsula with grand oaks lining the paved road providing that “Old Florida” feel - plenty of shade for the perfect place to exercise and enjoy a walk or bike ride..Positioned on the North side of Windermere traffic is light making it easy to get to the Turnpike, 408 or the 429 saving you precious time for trips to the Airport or commutes into Downtown Orlando..This 2013 Parade of Homes Favorite “The Nantucket” is the perfect floorplan for anyone looking for a 1 story open floorplan having 4 full Suites-Separate Office with paneled walls and built in cabinetry, expansive Kitchen, Massive Pantry and Dining Room with 2 separate interior entertaining areas and a huge exterior covered screened porch overlooking the lake and pool that includes a TV, fireplace and BBQ system that will make the Grill Master smile..The home is designed to allow natural light to pour in without the direct heat from the sun..The Primary Suite truly feels like a resort spa with a soaking tub having a corner view of the lake, 2 large walk in closets, Spacious Shower with multiple heads, 2 Vanities with custom designed mirrors, the Bedroom has a nearly 180 degree unobstructed view of the lake with the most dramatic sunrises that will inspire and stir your soul..The attention to detail from the Reclaimed Brick on the front porch, Stacked Stone on the paneled columns, Herringbone Hand Scraped Oak Entry flooring, Tongue & Groove Ceilings, Tray Ceilings and Crown Moulding, 24 ft wide & 10 ft tall Pocket Glass Doors & 10 ft tall Corner Glass Sliding Pocket Doors open to the nearly 1,200 Sq Ft Covered Porch, Hand Hewn Beams in Family & Game Rooms, The Expert Carpentry Craftsman that installed the wall paneling and created the custom built shelving for closets and entertainment centers, Niches properly placed throughout to maximize the storage and open hallways, The timeless Kitchen is designed for the Gourmet Chef that likes to entertain having a large island with prep sink and plenty of seating for friends, Farmhouse Sink overlooking the lake, Stainless Wolf 6 Burner Natural Gas Cooktop with a custom Range Hood, Stainless Wolf Double Oven & Microwave, Stainless Sub-Zero Freezer/Fridge that backs up to the Massive Pantry and a 2nd Office, large Laundry area and Mudroom that has direct access to the Garage, Retractable Porch Screens with the tracks hidden inside the columns & ceiling, Even the Boathouse has upgraded Decking, Paneled Columns, Tongue & Groove Ceiling with Crown Moulding & Recessed Lighting..The backyard is large enough to have a football or soccer game with the kids or get competitive in the front yard on the Basketball or Pickle Ball Court..The positioning of the home offers incredible privacy without any of the Neighbors homes having a view of the pool area or Summer Kitchen..The “Car Guy” will love 4 separate garages with plenty of room for 4 Cars/Trucks & additional space for a workshop..The Town of Windermere is a charming and quaint community offering seasonal events & Food Trucks, Friday Farmer’s Markets, and soon to have an Italian Restaurant, Wine Club and Ice Cream Parlor joining the existing Café and Brewery making the “downtown” even more inviting..Must See this unique home 4 Beds ⋅ 5 Baths ⋅ Bayshore Estates SubDv. ⋅ 34786 Zip Code Over 150 feet on Lake Down provides panoramic views of what is arguably the cleanest of the Pristine Butler Chain of Lakes with a white sand beach and crystal clear water it will be like having your own resort in the backyard..Bayshore Drive is a rare and exclusive peninsula with grand oaks lining the paved road providing that “Old Florida” feel - plenty of shade for the perfect place to exercise and enjoy a walk or bike ride..Positioned on the North side of Windermere traffic is light making it easy to get to the Turnpike, 408 or the 429 saving you precious time for trips to the Airport or commutes into Downtown Orlando..This 2013 Parade of Homes Favorite “The Nantucket” is the perfect floorplan for anyone looking for a 1 story open floorplan having 4 full Suites-Separate Office with paneled walls and built in cabinetry, expansive Kitchen, Massive Pantry and Dining Room with 2 separate interior entertaining areas and a huge exterior covered screened porch overlooking the lake and pool that includes a TV, fireplace and BBQ system that will make the Grill Master smile..The home is designed to allow natural light to pour in without the direct heat from the sun..The Primary Suite truly feels like a resort spa with a soaking tub having a corner view of the lake, 2 large walk in closets, Spacious Shower with multiple heads, 2 Vanities with custom designed mirrors, the Bedroom has a nearly 180 degree unobstructed view of the lake with the most dramatic sunrises that will inspire and stir your soul..The attention to detail from the Reclaimed Brick on the front porch, Stacked Stone on the paneled columns, Herringbone Hand Scraped Oak Entry flooring, Tongue & Groove Ceilings, Tray Ceilings and Crown Moulding, 24 ft wide & 10 ft tall Pocket Glass Doors & 10 ft tall Corner Glass Sliding Pocket Doors open to the nearly 1,200 Sq Ft Covered Porch, Hand Hewn Beams in Family & Game Rooms, The Expert Carpentry Craftsman that installed the wall paneling and created the custom built shelving for closets and entertainment centers, Niches properly placed throughout to maximize the storage and open hallways, The timeless Kitchen is designed for the Gourmet Chef that likes to entertain having a large island with prep sink and plenty of seating for friends, Farmhouse Sink overlooking the lake, Stainless Wolf 6 Burner Natural Gas Cooktop with a custom Range Hood, Stainless Wolf Double Oven & Microwave, Stainless Sub-Zero Freezer/Fridge that backs up to the Massive Pantry and a 2nd Office, large Laundry area and Mudroom that has direct access to the Garage, Retractable Porch Screens with the tracks hidden inside the columns & ceiling, Even the Boathouse has upgraded Decking, Paneled Columns, Tongue & Groove Ceiling with Crown Moulding & Recessed Lighting..The backyard is large enough to have a football or soccer game with the kids or get competitive in the front yard on the Basketball or Pickle Ball Court..The positioning of the home offers incredible privacy without any of the Neighbors homes having a view of the pool area or Summer Kitchen..The “Car Guy” will love 4 separate garages with plenty of room for 4 Cars/Trucks & additional space for a workshop..The Town of Windermere is a charming and quaint community offering seasonal events & Food Trucks, Friday Farmer’s Markets, and soon to have an Italian Restaurant, Wine Club and Ice Cream Parlor joining the existing Café and Brewery making the “downtown” even more inviting..Must See this unique home 10845 Bayshore Drive, Windermere
$1,225,000 Welcome to Keene's Pointe, the crown jewel community where Jack Nicklaus’ Golden Bear Club rules the greens! Nestled at 8440 Woburn Court, this fully renovated gem boasts a spacious 4-bedroom, 3-bathroom layout spread over a generous 2,931 square feet of luxurious living space. As you step inside, you'll be greeted by the harmonious blend of chic style and modern comfort, highlighted by all-new LG Signature appliances and updated lighting that adds a sprinkle of sparkle to every room. The home is perfectly positioned near a cul-de-sac, offering the ideal blend of tranquility and accessibility. The screened-in patio is a serene retreat, where you can sip your morning coffee while gazing at the picturesque pond view. Imagine weekend barbecues or quiet evenings under the stars, all within the safety of a gated golf community adorned with mature trees, lush landscaping, and 24-hour security for peace of mind. Keenes Pointe isn't just a home; it’s a lifestyle. Dive into lake adventures, explore the various membership options (social, golf, and more), and relish in the vibrant community spirit. Whether you’re a golf aficionado or simply seeking a peaceful haven with a touch of elegance, this home is your ticket to the good life. Welcome home! 4 Beds ⋅ 3 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code Welcome to Keene's Pointe, the crown jewel community where Jack Nicklaus’ Golden Bear Club rules the greens! Nestled at 8440 Woburn Court, this fully renovated gem boasts a spacious 4-bedroom, 3-bathroom layout spread over a generous 2,931 square feet of luxurious living space. As you step inside, you'll be greeted by the harmonious blend of chic style and modern comfort, highlighted by all-new LG Signature appliances and updated lighting that adds a sprinkle of sparkle to every room. The home is perfectly positioned near a cul-de-sac, offering the ideal blend of tranquility and accessibility. The screened-in patio is a serene retreat, where you can sip your morning coffee while gazing at the picturesque pond view. Imagine weekend barbecues or quiet evenings under the stars, all within the safety of a gated golf community adorned with mature trees, lush landscaping, and 24-hour security for peace of mind. Keenes Pointe isn't just a home; it’s a lifestyle. Dive into lake adventures, explore the various membership options (social, golf, and more), and relish in the vibrant community spirit. Whether you’re a golf aficionado or simply seeking a peaceful haven with a touch of elegance, this home is your ticket to the good life. Welcome home! 8440 Woburn Court, Windermere
$1,140,000 PRICE IMPROVEMENT -- Charming Florida Ranch on a Spacious Private Lot in Keene’s Pointe! This beautifully maintained 4-bedroom, 4-bath home—with an additional office—features an inviting heated pool and a screen-enclosed lanai, perfect for relaxing and enjoying the expansive backyard. All bedrooms are conveniently located on the main floor, except for one oversized upstairs suite that offers added privacy and flexibility. Nestled in a quiet yet accessible enclave near Keene’s Pointe’s southern entrance at CR535, this home boasts a versatile layout to suit a variety of lifestyles. The updated kitchen serves as the heart of the home, seamlessly flowing into the bright and open family room with views of the pool, lanai, and yard. Built by W.J. Sauerwine, this custom home offers smart use of space with no wasted square footage. An oversized paver driveway and 3-car garage ensure ample parking and storage for all your needs. 4 Beds ⋅ 4 Baths ⋅ Keene's Pointe SubDv. ⋅ 34786 Zip Code PRICE IMPROVEMENT -- Charming Florida Ranch on a Spacious Private Lot in Keene’s Pointe! This beautifully maintained 4-bedroom, 4-bath home—with an additional office—features an inviting heated pool and a screen-enclosed lanai, perfect for relaxing and enjoying the expansive backyard. All bedrooms are conveniently located on the main floor, except for one oversized upstairs suite that offers added privacy and flexibility. Nestled in a quiet yet accessible enclave near Keene’s Pointe’s southern entrance at CR535, this home boasts a versatile layout to suit a variety of lifestyles. The updated kitchen serves as the heart of the home, seamlessly flowing into the bright and open family room with views of the pool, lanai, and yard. Built by W.J. Sauerwine, this custom home offers smart use of space with no wasted square footage. An oversized paver driveway and 3-car garage ensure ample parking and storage for all your needs. 11345 Preserve View Drive, Windermere
$905,000 Location, location! Nestled in a picturesque, park-like setting, this single-story home sits on a coveted corner lot in the heart of Old Windermere. Featuring a tile roof, wraparound screened porch, and an inviting outdoor stone firepit, this residence blends timeless charm with modern convenience. Inside, the home boasts wood and travertine floors, a striking brick fireplace, and gourmet kitchen with a built-in oven, cooktop, wine fridge, breakfast bar, and cozy dinette with built-in seating. The spacious primary suite offers a large walk-in closet and sliding doors leading to the patio—your own private retreat. A covered front porch is a must in this welcoming, golf-cart-friendly community, where neighbors gather for weekly Farmers' Markets and seasonal events. Windermere’s quaint small-town charm is complemented by its unbeatable location—just a short walk to the library, brewery, wine shop, restaurants, school, and more. Surrounded by the Butler Chain of Lakes and shaded by century-old oaks, this home is also just minutes from renowned golf courses, fine dining, and premium shopping. With a little TLC, this gem can be your perfect forever home. Don’t miss out—schedule your showing today! 3 Beds ⋅ 3 Baths ⋅ Windermere Town SubDv. ⋅ 34786 Zip Code Location, location! Nestled in a picturesque, park-like setting, this single-story home sits on a coveted corner lot in the heart of Old Windermere. Featuring a tile roof, wraparound screened porch, and an inviting outdoor stone firepit, this residence blends timeless charm with modern convenience. Inside, the home boasts wood and travertine floors, a striking brick fireplace, and gourmet kitchen with a built-in oven, cooktop, wine fridge, breakfast bar, and cozy dinette with built-in seating. The spacious primary suite offers a large walk-in closet and sliding doors leading to the patio—your own private retreat. A covered front porch is a must in this welcoming, golf-cart-friendly community, where neighbors gather for weekly Farmers' Markets and seasonal events. Windermere’s quaint small-town charm is complemented by its unbeatable location—just a short walk to the library, brewery, wine shop, restaurants, school, and more. Surrounded by the Butler Chain of Lakes and shaded by century-old oaks, this home is also just minutes from renowned golf courses, fine dining, and premium shopping. With a little TLC, this gem can be your perfect forever home. Don’t miss out—schedule your showing today! 400 W 2nd Avenue, Windermere
$1,300,000 ***LAKEFRONT COUNTRY ESTATE in the highly sought-after town of Windermere on the shores of private Lake Crescent. Down its 350-foot driveway, discover this serene retreat, featuring a circular drive and over 1.5-acres of lushly landscaped paradise including over 35 tropical fruit trees. Renowned for its tranquil ambiance, Lake Crescent offers an ideal setting for aquatic activities including water skiing, sailing, paddleboarding and kayaking. Embracing the Florida outdoor lifestyle on the shoreline which includes an expansive private dock and a boathouse with a lift. This beautifully designed ranch-style home showcases original Brazilian cherry wood floors and a thoughtfully planned split floor plan. The spacious kitchen complete with a large breakfast nook overlooks the scenic lakefront, creating the perfect spot for morning coffee. Additional living spaces include a formal dining room, separate living room and a Florida room highlighted with glazed terracotta tiles, all providing ample space for entertaining. The primary suite is a sizable private retreat, offering space for a cozy sitting area, ideal for unwinding with a book. The ensuite bath features dual sinks and a vanity area. On the opposite side of the home, three additional bedrooms share two full baths, making it ideal for family and or guests. Modern conveniences include propane-powered appliances, including the stove, water heater, dryer, and whole-house generator. Key updates include: two AC units (2018 & 2020), gas water heater (2018), roof (2012), septic tank (2017). The dual irrigation system, utilizing both well and lake water, keeps the lush landscaping pristine. Among the estates abundant tropical fruit trees are magnolia, mulberry, lychee, starfruit, papaya, and multiple mango varieties (Keitt, Valencia, and Kent), as well as lime, lemon, tangerine, and ambia trees. This one-of-a-kind lakefront sanctuary blends natural beauty, modern comforts, and unmatched privacy, a rare opportunity in Windermere. One or more photos have been virtually staged. 4 Beds ⋅ 4 Baths ⋅ N/A SubDv. ⋅ 34786 Zip Code ***LAKEFRONT COUNTRY ESTATE in the highly sought-after town of Windermere on the shores of private Lake Crescent. Down its 350-foot driveway, discover this serene retreat, featuring a circular drive and over 1.5-acres of lushly landscaped paradise including over 35 tropical fruit trees. Renowned for its tranquil ambiance, Lake Crescent offers an ideal setting for aquatic activities including water skiing, sailing, paddleboarding and kayaking. Embracing the Florida outdoor lifestyle on the shoreline which includes an expansive private dock and a boathouse with a lift. This beautifully designed ranch-style home showcases original Brazilian cherry wood floors and a thoughtfully planned split floor plan. The spacious kitchen complete with a large breakfast nook overlooks the scenic lakefront, creating the perfect spot for morning coffee. Additional living spaces include a formal dining room, separate living room and a Florida room highlighted with glazed terracotta tiles, all providing ample space for entertaining. The primary suite is a sizable private retreat, offering space for a cozy sitting area, ideal for unwinding with a book. The ensuite bath features dual sinks and a vanity area. On the opposite side of the home, three additional bedrooms share two full baths, making it ideal for family and or guests. Modern conveniences include propane-powered appliances, including the stove, water heater, dryer, and whole-house generator. Key updates include: two AC units (2018 & 2020), gas water heater (2018), roof (2012), septic tank (2017). The dual irrigation system, utilizing both well and lake water, keeps the lush landscaping pristine. Among the estates abundant tropical fruit trees are magnolia, mulberry, lychee, starfruit, papaya, and multiple mango varieties (Keitt, Valencia, and Kent), as well as lime, lemon, tangerine, and ambia trees. This one-of-a-kind lakefront sanctuary blends natural beauty, modern comforts, and unmatched privacy, a rare opportunity in Windermere. One or more photos have been virtually staged. 12002 Mckinnon Road, Windermere
$1,950,000 Escape to the tranquility of an expansive and privately gated estate on 2.36 acres, set amidst a quiet enclave of grand homes, large lots, and room to breathe. This property stands supreme for its sprawling presence on a double corner lot with beautiful landscaping, an abundance of character, and perimeter crossbuck ranch fencing. Bask in a setting far removed from the bustle of suburbia but so close to everything. Enter a home steeped in charm and elegance with an island feel. The grand entrance is flanked by an awe-inspiring octagon shaped cedarwood beamed ceiling and a half wall to separate the living room and open kitchen. An office and family room are adjacent to the great room. Three secondary bedrooms and two chic bathrooms all offer comfortable accommodations and offer direct access or views to the grounds. The massive primary retreat provides a private sanctuary and includes an attached den/TV room or gym, double closets, plus double doors to lead to a covered patio. A large screen enclosure ensures year round outdoor living with space for alfresco dining, conversation, and cooling off in a 22,000-gallon recently renovated sparkling pool with glass tile. Aromatic cedarwood planks adorn all outdoor ceilings in the back of the home. A firepit provides the perfect setting for watching Disney fireworks nightly. New double paned picture windows & French doors throughout overlook a lovely manicured landscape. State of the art monitored security system w/ LED keypads / solar paneled, motorized entryway gate / keyless door locks installed for safety. The neighborhood boasts a charming horse stable w/ approximately 14 lush acres of fields and the option for residents to board horses on-site. All located within biking distance to downtown Windermere and a short drive to the shopping and restaurants of Winter Garden Village. Enjoy easy access to the SR 429 Expressway providing a direct route to downtown Orlando and beyond. This transitional-style house meets tropical living is truly a treasure to behold! 4 Beds ⋅ 3 Baths ⋅ Farms SubDv. ⋅ 34786 Zip Code Escape to the tranquility of an expansive and privately gated estate on 2.36 acres, set amidst a quiet enclave of grand homes, large lots, and room to breathe. This property stands supreme for its sprawling presence on a double corner lot with beautiful landscaping, an abundance of character, and perimeter crossbuck ranch fencing. Bask in a setting far removed from the bustle of suburbia but so close to everything. Enter a home steeped in charm and elegance with an island feel. The grand entrance is flanked by an awe-inspiring octagon shaped cedarwood beamed ceiling and a half wall to separate the living room and open kitchen. An office and family room are adjacent to the great room. Three secondary bedrooms and two chic bathrooms all offer comfortable accommodations and offer direct access or views to the grounds. The massive primary retreat provides a private sanctuary and includes an attached den/TV room or gym, double closets, plus double doors to lead to a covered patio. A large screen enclosure ensures year round outdoor living with space for alfresco dining, conversation, and cooling off in a 22,000-gallon recently renovated sparkling pool with glass tile. Aromatic cedarwood planks adorn all outdoor ceilings in the back of the home. A firepit provides the perfect setting for watching Disney fireworks nightly. New double paned picture windows & French doors throughout overlook a lovely manicured landscape. State of the art monitored security system w/ LED keypads / solar paneled, motorized entryway gate / keyless door locks installed for safety. The neighborhood boasts a charming horse stable w/ approximately 14 lush acres of fields and the option for residents to board horses on-site. All located within biking distance to downtown Windermere and a short drive to the shopping and restaurants of Winter Garden Village. Enjoy easy access to the SR 429 Expressway providing a direct route to downtown Orlando and beyond. This transitional-style house meets tropical living is truly a treasure to behold! 4154 Equestrian Ln, Windermere
$760,000 One or more photo(s) has been virtually staged. Welcome to the distinguished lakefront community of WINDERMERE DOWNS, located along the tranquil shores of LAKE DOWN, the third-largest lake on the renowned BUTLER CHAIN OF LAKES. Tucked away on a SERENE CUL-DE-SAC, this custom home offers both luxury and convenience in one of the most sought-after areas in Central Florida. Step inside to discover a meticulously maintained home with a FRESHLY PAINTED INTERIOR, a beautifully RENOVATED PRIMARY BATHROOM, featuring a SEPARATE TANKLESS WATER HEATER for added comfort, NEW CARPET IN THE GUEST ROOMS, STONE SURFACE COUNTERTOPS while the UPDATED GUEST BATHROOM offers style and functionality. Entertain or relax in your PICTURESQUE SCREENED PATIO AND REFINISHED POOL AREA, complete with a NEWLY REPAINTED POOL DECK. The home also boasts a WHOLE-HOUSE WATER FILTER AND SOFTENER SYSTEM (RECENTLY SERVICED), a WELL-FED IRRIGATION SYSTEM, and a NEWLY MULCHED YARD, ensuring both functionality and curb appeal. Recent upgrades include: ROOF REPLACED IN 2017, UPDATED ELECTRICAL PANEL, DRIVEWAY PAVERS REDONE, AC AND HEAT RECENTLY SERVICED The LUSH LANDSCAPING AND MATURE TREES provide privacy and natural beauty, perfectly complementing the home’s serene setting. Residents of WINDERMERE DOWNS enjoy EXCLUSIVE DEEDED ACCESS TO A NEIGHBORHOOD BOAT RAMP, a PRIVATE BEACH on the Butler Chain of Lakes, TENNIS COURTS, a PARK, and a PLAYGROUND—all within a SHORT DISTANCE. The community’s prime location offers easy access to major highways, the charming TOWN OF WINDERMERE, and its lively monthly events, boutique shops, dining, brewery, and farmers market. Plus, you're just 11 MILES FROM DISNEY, 7 MILES FROM UNIVERSAL STUDIOS, 7 MILES FROM RESTAURANT ROW, and close to "YELLOW DOG EATS" and other local favorites. Don’t miss this RARE OPPORTUNITY to own a slice of paradise in one of Central Florida’s most desirable communities. SCHEDULE YOUR PRIVATE TOUR TODAY! 3 Beds ⋅ 2 Baths ⋅ Windermere Downs SubDv. ⋅ 34786 Zip Code One or more photo(s) has been virtually staged. Welcome to the distinguished lakefront community of WINDERMERE DOWNS, located along the tranquil shores of LAKE DOWN, the third-largest lake on the renowned BUTLER CHAIN OF LAKES. Tucked away on a SERENE CUL-DE-SAC, this custom home offers both luxury and convenience in one of the most sought-after areas in Central Florida. Step inside to discover a meticulously maintained home with a FRESHLY PAINTED INTERIOR, a beautifully RENOVATED PRIMARY BATHROOM, featuring a SEPARATE TANKLESS WATER HEATER for added comfort, NEW CARPET IN THE GUEST ROOMS, STONE SURFACE COUNTERTOPS while the UPDATED GUEST BATHROOM offers style and functionality. Entertain or relax in your PICTURESQUE SCREENED PATIO AND REFINISHED POOL AREA, complete with a NEWLY REPAINTED POOL DECK. The home also boasts a WHOLE-HOUSE WATER FILTER AND SOFTENER SYSTEM (RECENTLY SERVICED), a WELL-FED IRRIGATION SYSTEM, and a NEWLY MULCHED YARD, ensuring both functionality and curb appeal. Recent upgrades include: ROOF REPLACED IN 2017, UPDATED ELECTRICAL PANEL, DRIVEWAY PAVERS REDONE, AC AND HEAT RECENTLY SERVICED The LUSH LANDSCAPING AND MATURE TREES provide privacy and natural beauty, perfectly complementing the home’s serene setting. Residents of WINDERMERE DOWNS enjoy EXCLUSIVE DEEDED ACCESS TO A NEIGHBORHOOD BOAT RAMP, a PRIVATE BEACH on the Butler Chain of Lakes, TENNIS COURTS, a PARK, and a PLAYGROUND—all within a SHORT DISTANCE. The community’s prime location offers easy access to major highways, the charming TOWN OF WINDERMERE, and its lively monthly events, boutique shops, dining, brewery, and farmers market. Plus, you're just 11 MILES FROM DISNEY, 7 MILES FROM UNIVERSAL STUDIOS, 7 MILES FROM RESTAURANT ROW, and close to "YELLOW DOG EATS" and other local favorites. Don’t miss this RARE OPPORTUNITY to own a slice of paradise in one of Central Florida’s most desirable communities. SCHEDULE YOUR PRIVATE TOUR TODAY! 9605 Hollyglen Place, Windermere
$1,270,000 Welcome to your dream home in the guard-gated community of Waterstone in Windermere! This stunning Silliman-built residence offers 4 bedrooms, and 3 full bathrooms spread across 2,755 sq. ft. of living space with every detail cared for. The grand living room welcomes you in with an impeccable view of the backyard oasis through the large glass sliding doors. Adorned with a custom Cypress inlay wood ceiling, a Cosmos gas fireplace with Vermont stonework, and designer ceramic tile floors, the living room is an inviting and flexible space ready for years of quality time and gatherings. Open to the living room, the gourmet custom kitchen features elegant quartz countertops with an oversized island, a large walk-in pantry, a plethora of storage, and new stainless-steel Bosch appliances. The primary suite is a true sanctuary that taunts you with a pool view at all hours. Boasting new hardwood floors, exposed wood-beam ceilings, two walk-in closets with custom storage, a double-sized shower, upgraded quartz counters, and private pool access, this is a retreat you will struggle to leave each morning. The other spacious bedrooms are strategically located to provide everyone with a cozy refuge. With year-round weather plus a large, covered lanai, custom outdoor grill and bar, delightful salt-water pool and spa, and stunning personal cabana with a gas fireplace and TV hookup, this beautiful backyard is the perfect place to fully immerse yourself in the Florida lifestyle. To top it all off, there is ample attic space for storage and the seller has completed numerous upgrades since purchasing in 2020 – new HVAC System (July 2023), new pool equipment, rolling screen shades by the pool, new ceiling fans in every room and outdoors, new garage door opener (2022), new kitchen sink and faucet, new Bosch kitchen appliances, new flooring in the primary bedroom/bathroom, new quartz counters in the kitchen/bathrooms, and new sinks and faucets in the primary/middle bathrooms. Located in the sought-after Waterstone community, this well-equipped, move-in-ready home is seconds from two top-rated schools and two grocery stores, as well as a short drive from shopping, restaurants, recreation activities, and more. Don't miss the opportunity to make this your forever home and enjoy Disney fireworks each night from your backyard oasis. The home is priced below the appraised value from August 9, 2024. 4 Beds ⋅ 3 Baths ⋅ Waterstone SubDv. ⋅ 34786 Zip Code Welcome to your dream home in the guard-gated community of Waterstone in Windermere! This stunning Silliman-built residence offers 4 bedrooms, and 3 full bathrooms spread across 2,755 sq. ft. of living space with every detail cared for. The grand living room welcomes you in with an impeccable view of the backyard oasis through the large glass sliding doors. Adorned with a custom Cypress inlay wood ceiling, a Cosmos gas fireplace with Vermont stonework, and designer ceramic tile floors, the living room is an inviting and flexible space ready for years of quality time and gatherings. Open to the living room, the gourmet custom kitchen features elegant quartz countertops with an oversized island, a large walk-in pantry, a plethora of storage, and new stainless-steel Bosch appliances. The primary suite is a true sanctuary that taunts you with a pool view at all hours. Boasting new hardwood floors, exposed wood-beam ceilings, two walk-in closets with custom storage, a double-sized shower, upgraded quartz counters, and private pool access, this is a retreat you will struggle to leave each morning. The other spacious bedrooms are strategically located to provide everyone with a cozy refuge. With year-round weather plus a large, covered lanai, custom outdoor grill and bar, delightful salt-water pool and spa, and stunning personal cabana with a gas fireplace and TV hookup, this beautiful backyard is the perfect place to fully immerse yourself in the Florida lifestyle. To top it all off, there is ample attic space for storage and the seller has completed numerous upgrades since purchasing in 2020 – new HVAC System (July 2023), new pool equipment, rolling screen shades by the pool, new ceiling fans in every room and outdoors, new garage door opener (2022), new kitchen sink and faucet, new Bosch kitchen appliances, new flooring in the primary bedroom/bathroom, new quartz counters in the kitchen/bathrooms, and new sinks and faucets in the primary/middle bathrooms. Located in the sought-after Waterstone community, this well-equipped, move-in-ready home is seconds from two top-rated schools and two grocery stores, as well as a short drive from shopping, restaurants, recreation activities, and more. Don't miss the opportunity to make this your forever home and enjoy Disney fireworks each night from your backyard oasis. The home is priced below the appraised value from August 9, 2024. 6228 Lecco Way, Windermere
$550,000 Discover a delightful Windermere gem where you can truly plant your roots and grow! Step into this charming 3 bedroom home, filled with natural light, where the open-concept living space invites you in with its beautiful hardwood floors and high ceilings, creating an airy, welcoming vibe. Step outside to embrace Florida living at its best. French doors from the main living area open up to a cozy screened patio where you can enjoy outdoor meals or soak up the sun. Imagine starting your mornings here with coffee or ending your days under the stars. The lush, landscaped fully fenced private yard is your own little oasis for relaxation or entertaining! The primary suite is truly a calming and peaceful retreat, complete with French doors that lead to a private patio. The ensuite master bath provides maximum privacy with a water closet complete with walk in shower and toilet. The dressing area features a double vanity and walk-in closet with organizers perfect for those who are looking to keep their morning routines organized and efficient. This home features a split bedroom floor plan for ultimate privacy and tranquility for friends and family along with a full bathroom. Ceiling fans, chic light fixtures combined with recessed lighting throughout keep the home comfortable and stylish. The kitchen is a modern delight, featuring wood cabinetry, a chic subway tile backsplash, and stainless-steel appliances - perfect for whipping up your favorite meals. Located in the sought-after Windermere community of Silver Woods, this home offers tranquility with the convenience of being close to Orlando's top attractions. Roof was just replaced in 2020. This home truly embraces rustic charm with modern simplicity - a must see! Don't miss your chance to build your dreams here and make this wonderful house your home. This home is just minutes from the area theme park attractions, along with 5 minutes to restaurant row and Orlando’s highway system. 3 Beds ⋅ 2 Baths ⋅ Silver Woods SubDv. ⋅ 34786 Zip Code Discover a delightful Windermere gem where you can truly plant your roots and grow! Step into this charming 3 bedroom home, filled with natural light, where the open-concept living space invites you in with its beautiful hardwood floors and high ceilings, creating an airy, welcoming vibe. Step outside to embrace Florida living at its best. French doors from the main living area open up to a cozy screened patio where you can enjoy outdoor meals or soak up the sun. Imagine starting your mornings here with coffee or ending your days under the stars. The lush, landscaped fully fenced private yard is your own little oasis for relaxation or entertaining! The primary suite is truly a calming and peaceful retreat, complete with French doors that lead to a private patio. The ensuite master bath provides maximum privacy with a water closet complete with walk in shower and toilet. The dressing area features a double vanity and walk-in closet with organizers perfect for those who are looking to keep their morning routines organized and efficient. This home features a split bedroom floor plan for ultimate privacy and tranquility for friends and family along with a full bathroom. Ceiling fans, chic light fixtures combined with recessed lighting throughout keep the home comfortable and stylish. The kitchen is a modern delight, featuring wood cabinetry, a chic subway tile backsplash, and stainless-steel appliances - perfect for whipping up your favorite meals. Located in the sought-after Windermere community of Silver Woods, this home offers tranquility with the convenience of being close to Orlando's top attractions. Roof was just replaced in 2020. This home truly embraces rustic charm with modern simplicity - a must see! Don't miss your chance to build your dreams here and make this wonderful house your home. This home is just minutes from the area theme park attractions, along with 5 minutes to restaurant row and Orlando’s highway system. 9228 Palm Tree Drive, Windermere