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17538 Black Rail Street, Windermere
$1,189,000
5 Beds ⋅ 5 Baths ⋅ Enclave SubDv. ⋅ 34786 Zip Code
WATER VIEW! DISNEY FIREWORKS! 4,999 SQ FT OF LIVING SPACE! TWO PRIMARY SUITES, ONE ON EACH FLOOR! 3 CAR GARAGE! Located in the desirable Enclave community of Windermere, this spacious 5 bedroom home offers an exceptional floor plan with a primary suite on the first floor and a generously sized primary retreat upstairs. Highlights include expansive living areas, formal dining room, private office, dedicated Media Room, and a large upstairs Loft, offering plenty of space for entertaining, relaxing, and everyday living. The spacious kitchen features a pantry and ample storage, complemented by a covered lanai overlooking the water. A well designed Mudroom with extensive custom cabinetry and generous storage, plus a central vacuum system, adds everyday convenience. Beautifully maintained, this residence combines generous living space, comfort, and versatility, with excellent potential to personalize its interiors to your own style. Enjoy the best of Windermere living with beautiful water views, Disney fireworks in the distance, and an exceptional combination of space, functionality, and location.

17538 Black Rail Street, Windermere

9601 Ambleside Drive, Windermere
$1,160,000
4 Beds ⋅ 3 Baths ⋅ Lake Down Shores Rep SubDv. ⋅ 34786 Zip Code
Virtually Staged. Move in. Reimagine. Or build new. Welcome to the Lake Down Shores lifestyle, where one-acre homesites and private community access to the Windermere Chain of Lakes offer a special opportunity. Set on a beautiful corner lot just a few homes from the lake, 9601 Ambleside Drive offers something increasingly difficult to find: a move-in-ready home today, an exceptional amount of land, and the flexibility to imagine something entirely different for the future. Situated on a full, flat acre, the property offers a generous front yard while still leaving an enormous backyard with incredible possibilities. Offering more than 3,000 square feet of single-story living, 4 bedrooms, 2.5 baths, and garage parking for four vehicles, the home has been refreshed with a roof replaced in 2021, one of two HVAC systems replaced in 2022, new interior and exterior paint, lighting and fixtures, updated bathrooms, new door hardware, new front door, new carpet in many rooms, plumbing updates, new water softener, and new water heater. Generously sized rooms and an interconnected floor plan make this a wonderful home for entertaining. Wood flooring complements the main gathering areas, while expansive near-floor-to-ceiling windows and Solatubes bring in abundant natural light. The family room connects to the kitchen and air-conditioned Florida room, which features casement windows and plantation shutters. Updated in 2020, the kitchen features abundant cabinetry with wood pull-out drawers, a large island, quartz countertops, stainless-steel Samsung and LG appliances, and a glass-top convection range. The spacious primary suite features an ensuite bath and walk-in closet, plus French doors leading to a flexible bonus room ideal for a home office, nursery, or sitting room. Three additional bedrooms are also generously sized, and a large laundry room provides additional storage. What truly distinguishes this property is the opportunity it presents. Enjoy the beautifully refreshed residence today, reimagine the existing home through a comprehensive transformation, or create an entirely new custom residence on this exceptional one-acre homesite. Additional features include a 2-car attached garage plus a separate 2-car detached garage, dedicated irrigation well, and septic system pumped in April 2026. Lake Down Shores residents enjoy access to the community’s private HOA boat ramp onto the Windermere Chain of Lakes. The seller, an experienced luxury home builder, has already developed concepts specifically for the property, including plans for both a complete renovation of the existing residence and new construction. These concepts offer a compelling vision of what this remarkable homesite could become while letting the next owner choose the path that best reflects their lifestyle. Conceptual plans are available for review and are presented for inspiration only; future improvements and construction are subject to applicable governmental and HOA approvals. To experience the builder’s design aesthetic, finishes, and portfolio of completed residences, please ask to view Web Link 1.

9601 Ambleside Drive, Windermere

12989 Westside Village Loop, Windermere
$1,159,000
4 Beds ⋅ 4 Baths ⋅ Westside Village SubDv. ⋅ 34786 Zip Code
Beautifully upgraded 4-bedroom residence featuring a thoughtfully designed floor plan, custom finishes, and exceptional indoor-outdoor living. The main level offers a private en-suite bedroom, ideal for guests or multigenerational living, along with a dedicated home office, spacious living areas, and a beautifully designed custom kitchen featuring tailored cabinetry, a large center island, integrated lighting, and generous storage. A separate TV/media room provides the perfect space for movie nights, entertainment, or relaxing with family. Upstairs, the spacious primary suite offers a private retreat with a truly special feature: Disney fireworks can be enjoyed right from the comfort of your bed. The suite also includes a generous walk-in closet and a spa-inspired primary bathroom featuring a freestanding soaking tub, dual vanities, and an oversized shower with separate his-and-hers shower fixtures. Extensive custom details can be found throughout the home, including Italian wallpaper, custom window treatments, bespoke cabinetry, decorative wall paneling, wood accents, designer lighting, and integrated LED lighting. Every element has been thoughtfully selected to create a comfortable contemporary interior. Designed for the Florida lifestyle, the outdoor living space features a spacious covered lanai with plenty of room for dining and lounging, overlooking the private heated pool and landscaped backyard. The seamless connection between the indoor and outdoor spaces makes this home equally suited for everyday living and entertaining. With a first-floor en-suite bedroom, dedicated office, media room, custom-designed kitchen, extensive interior upgrades, heated pool, and Disney fireworks views from the primary suite, this home offers an exceptional combination of style, comfort, and functionality. Thoughtfully customized and beautifully maintained, this is a home designed to be enjoyed inside and out.

12989 Westside Village Loop, Windermere

2009 Woody Drive, Windermere
$1,125,000
4 Beds ⋅ 3 Baths ⋅ Windermere Downs SubDv. ⋅ 34786 Zip Code
Welcome home to your own Florida retreat, nestled on a generous 0.74-acre lot along the canopy-shaded, oak-lined streets of highly sought-after Windermere Downs. With access to the famed Butler Chain of Lakes and an array of community amenities, this property offers a rare combination of privacy, space, and the Windermere lifestyle. Windermere Downs residents enjoy amenities such as a private beach recreation area with access to the Butler Chain of Lakes, complete with a boat ramp and dock, white sandy beach, roped-off swimming area, and playgrounds. Two additional neighborhood parks offer playgrounds and tennis courts, making it easy to enjoy everything this established community has to offer. A spacious paver driveway leads to the garages offering parking for four cars., while a flagstone walkway welcomes you through the double-door entry. Inside, the foyer opens to bright formal living and dining rooms framed by two large bay windows. The kitchen features travertine flooring, multiple French doors, stainless steel appliances, and a gas range, with convenient access to the dining and family rooms. The inviting family room centers around an authentic Old Chicago Brick fireplace and features three skylights that bring in an abundance of natural light. The spacious primary suite offers a private retreat of its own, with French doors opening directly to the screened pool lanai. The en-suite bathroom is finished with a Kohler clawfoot tub and high-end fixtures. Beyond the living spaces, the backyard is a private oasis surrounded by mature greenery. A screened-in pool with travertine decking provides the perfect place to relax, while the expansive open travertine patio offers plenty of room for gatherings and outdoor dining. Additional features include a whole-house propane generator, 1,000-gallon underground gas tank, hybrid water heater, irrigation well, and valuable 2026 updates including a whole-house re-pipe, fresh exterior paint, and new soffits. With an expansive homesite, four-car garage, pool, and coveted Windermere Downs amenities, this is Florida living at its best.

2009 Woody Drive, Windermere

7230 Sangalla Drive, Windermere
$1,100,000
4 Beds ⋅ 3 Baths ⋅ Casa De Lago Rep SubDv. ⋅ 34786 Zip Code
Original-owner David Weekley Mediterranean in gated Casa Del Lago, on the coveted east side of Windermere near Isleworth and Keenes Pointe, minutes from Walt Disney World and an easy walk to Sunset Park Elementary.From the moment you step inside, rich hardwood floors draw you through the study, formal dining room, family room, and primary suite, giving the home a warmth and continuity rarely found at this price point. The gourmet kitchen is the heart of it all, with 42" cabinetry, granite counters, a cooktop crowned by a designer vent hood, and stainless GE appliances, all open to the family room so no one misses the conversation. Sliders lead to an expansive covered lanai and a generous backyard with plenty of room for a pool, a garden, or simply space to breathe. A 3-car garage handles vehicles, toys, and storage with ease. Cared for by a single owner since David Weekley handed over the keys, this home delivers the Windermere address buyers are searching for. Gated privacy, top-rated schools, and Winter Garden Village shopping and dining are all minutes away, with quick access to the 429 and the charm of Downtown Windermere.

7230 Sangalla Drive, Windermere

1361 Whitney Isles Drive, Windermere
$1,100,000
4 Beds ⋅ 4 Baths ⋅ Whitney Isles/Belmere Ph 02 SubDv. ⋅ 34786 Zip Code
Stunning residence with a private fenced backyard, located in the highly sought-after gated community of Belmere in Windermere, just minutes from the town center. Featuring 4 bedrooms, 4 bathrooms, and approximately 2,800 sq. ft. of air-conditioned living space, this home immediately captivates with its elegant Mediterranean architecture and lush tropical landscaping. Fully renovated, this home features new flooring, a kitchen, bathrooms, and both interior and exterior paint, perfectly combining technology, comfort, and sophistication. The integrated sound system extends throughout the house, while the gourmet kitchen impresses with a ceramic range, built-in refrigerator, quartz countertops, and LED lighting. Motorized cabinets, a built-in oven and microwave, a large pantry, and a sink with a glass washer complete this space designed for culinary enthusiasts. Also, a state-of-the-art whole-house water filtration system is installed at the main water line, treating all the water that enters the house. A newly constructed deck is ready for the installation of an oversized jacuzzi, with all plumbing already in place. Additional features such as touch-activated LED stair lighting and vitrified epoxy-coated garage flooring further elevate the living experience. The home offers spacious, bright, and contemporary living areas. The family room, filled with natural light, opens directly to the outdoor area, creating a seamless connection between indoor and garden spaces. The expansive and elegant kitchen serves as the heart of the home, ideal for family gatherings around the central island. The master suite is a true private retreat, offering serene garden views and a luxurious bathroom featuring a soaking tub, the perfect spot to unwind after a long day. The outdoor area provides a tranquil and inviting setting, ideal for family gatherings or moments of peace surrounded by nature. The outdoor kitchen also provides a 6-burner gas stove, gas grill, sink, and a mini refrigerator.

1361 Whitney Isles Drive, Windermere

2009 Westover Reserve Boulevard, Windermere
$1,095,000
4 Beds ⋅ 4 Baths ⋅ Westover Reserve Ph 02 SubDv. ⋅ 34786 Zip Code
ELEGANCE, PRIVACY & EXCEPTIONAL OUTDOOR LIVING IN GATED WESTOVER RESERVE. Beautifully maintained custom residence set on approximately half an acre in one of Windermere’s desirable gated communities. From the moment you arrive, the property makes an impression. The expansive front yard is framed by mature landscaping and established greenery, creating a welcoming sense of privacy and a beautiful approach to the home. The generous lot provides a rare feeling of space and separation that is increasingly difficult to find in Windermere. The front and rear grounds are equally impressive, with generous lawn areas, established landscaping and mature vegetation creating a sense of scale, privacy and tranquility. The backyard is an extraordinary private retreat, with expansive green space and peaceful conservation views providing a beautiful natural backdrop. The screened outdoor living area surrounds a private pool, offering an ideal setting for relaxing, entertaining and enjoying the Florida lifestyle with no neighbors in the back. The combination of the oversized yard, conservation setting, mature landscaping and pool area creates an outdoor environment that feels exceptionally private and resort-like. Inside, the approximately 3,678-square-foot residence offers an inviting combination of refined architectural details, thoughtful updates and comfortable Florida living. Soaring ceilings, abundant natural light and thoughtfully designed living spaces create an impressive yet warm atmosphere. The formal living and dining areas provide elegant spaces for entertaining, while the spacious family room, complete with a gas fireplace, serves as a comfortable gathering area. The beautifully redone kitchen blends style, functionality and modern technology, featuring updated cabinetry, stone countertops, a breakfast bar, pantry and brand-new appliances. The adjoining dining area provides an inviting setting for everyday meals and entertaining. The split-bedroom floor plan offers privacy, with the primary suite positioned as a relaxing retreat and additional bedrooms located on the opposite side of the home. The primary suite features high ceilings, a spacious walk-in closet, dual vanities, garden-style tub and separate shower, along with French doors providing direct access to the screened lanai. A dedicated office/den adds flexibility for work, study or additional living space, while the upstairs oversized bonus room provides another versatile area that can adapt to a variety of needs. Additional recent improvements enhance the home’s comfort, functionality and appeal, including a redone laundry room with state-of-the-art washer and dryer, new light fixtures throughout the home, a new water heater, new garage doors and a new irrigation system serving both the front and rear grounds. Additional highlights include a three-car garage, screened lanai, private pool and spa, roof replaced in 2017, and pool improvements including resurfacing and updated equipment. Located within gated Westover Reserve, this residence combines a substantial homesite, beautiful interior spaces, thoughtful modern updates and remarkable outdoor living in a highly desirable Windermere setting. A truly special property where space, privacy, elegance and exceptional Florida outdoor living come together.

2009 Westover Reserve Boulevard, Windermere

1407 Hempel Avenue, Windermere
$1,090,000
4 Beds ⋅ 3 Baths ⋅ Gotha Town SubDv. ⋅ 34786 Zip Code
Welcome to this incredible investment opportunity located in one of the most desirable areas in Central Florida. This beautiful property offers the perfect combination of space, privacy, freedom, and location. Featuring 4 spacious bedrooms and 3 full bathrooms, this home sits on more than half an acre of land, giving you and your family the opportunity to truly enjoy comfort and outdoor living. One of the greatest advantages of this property is that it has NO HOA, allowing you the freedom to enjoy your property without restrictive association rules or expensive monthly fees. Whether you are looking for a primary residence, vacation home, or investment property, this home offers endless possibilities. The property features a beautiful swimming pool and stunning water views, creating the perfect atmosphere to relax, entertain guests, and enjoy the Florida lifestyle all year round. The oversized lot provides plenty of space for family gatherings, outdoor activities, parking, or future improvements.

1407 Hempel Avenue, Windermere

715 Magnolia Street, Windermere
$1,089,000
4 Beds ⋅ 3 Baths ⋅ Windermere Town SubDv. ⋅ 34786 Zip Code
A beautiful home in the heart of downtown Windermere, this property offers four bedrooms and three bathrooms with a perfect blend of comfort, style, and convenience. The main residence features hardwood floors throughout, spacious living areas, and large sliding doors that open to a serene, beautiful backyard — ideal for both entertaining and unwinding. An added highlight is the fully equipped separate dwelling on the property offering a private one-bedroom, one-bathroom space perfect for entertaining, or a home office/gym. Situated just minutes from local shops, parks, boat ramps, and the renowned Windermere Chain of Lakes, this home places the best of the area right at your doorstep.

715 Magnolia Street, Windermere

14341 Crest Palm Avenue, Windermere
$1,070,990
4 Beds ⋅ 4 Baths ⋅ Palms At Windermere SubDv. ⋅ 34786 Zip Code
Virtually Staged. GORGEOUS 4-BEDROOM, 4-BATH NEW CONSTRUCTION HOME IN AN EXCLUSIVE BOUTIQUE WINDERMERE COMMUNITY! Welcome to this beautiful move-in-ready Arlington with Bonus home offering approximately 3,153 square feet of thoughtfully designed living space, a 2.5-car garage, and an oversized wooded lot. Located in an exclusive, low-maintenance boutique-style community, this home offers a rare combination of luxury, convenience, and easy Florida living. Start your mornings with tea/coffee or unwind in the evenings from the home's charming covered front porch, offering a welcoming space to sit back, relax, and enjoy the peaceful neighborhood setting. Step inside to a bright, open floor plan featuring 10-foot ceilings and spacious living areas designed for both everyday living and entertainment. The gourmet kitchen is the heart of the home, featuring gas appliances, built-in stainless-steel appliances, upgraded cabinetry, quartz countertops, a large center island, walk-in pantry, and designer lighting. The spacious owner's suite offers a relaxing retreat with a beautifully finished en-suite bathroom and large walk-in closet. Three additional bedrooms and three full bathrooms provide plenty of flexibility for family, guests, a home office, or additional living space. The generous bonus room provides even more versatility and can easily be used as a media room, playroom, office, or additional gathering space. Step outside and enjoy the Florida lifestyle from the covered lanai with a paved surface and a future outdoor kitchen area, creating the perfect setting for outdoor dining, entertaining, or relaxing. The oversized wooded lot provides a peaceful natural backdrop and additional privacy. Additional features include a paved driveway, 2.5-car garage with epoxy flooring, high natural gas, and low-maintenance living. Location is everything, and this home places you in the heart of the highly desirable Windermere area, just approximately 14 minutes from Walt Disney World theme parks and approximately 30 minutes from Orlando International Airport. Enjoy easy access to Hamlin, Winter Garden Village, shopping, dining, entertainment, and major roadways. The home is zoned for highly sought-after schools, including Windermere High School, Horizon West Middle School, and Bay Lake Elementary School. With new construction, a premium Windermere location, low-maintenance boutique living, natural gas, spacious interiors, and exceptional access to Central Florida's best attractions and amenities, this home offers an incredible opportunity to enjoy the best of the Windermere lifestyle.

14341 Crest Palm Avenue, Windermere

8344 Bowden Way, Windermere
$1,065,000
4 Beds ⋅ 4 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code
Virtually Staged. One or more photo(s) was virtually staged. *** BRAND NEW ROOF AUG 2026 *** This is your opportunity to own a home in Keene's Pointe, a 24-hour guard-gated golf community on the Butler Chain of Lakes and home to the Golden Bear Club. Built by David Weekley and proudly offered by its original owner, this 4-bedroom, 4-bathroom home offers 3,646 square feet of flexible living space, including a dedicated home office, a flex room, and a spacious upstairs bonus room that could serve as a potential fifth bedroom, media room, or game room. Upstairs is also equipped with a full bathroom. A tandem three-car garage provides room for multiple vehicles, a golf cart, additional storage, or a workshop area. Inside, the thoughtfully designed floor plan begins with a formal dining room and dedicated home office just off the foyer. A secondary bedroom and full bathroom are conveniently located near the front of the home, while the open-concept family room and kitchen create the heart of the home. The kitchen features a center island, cabinetry, and countertop space. There is an existing electric range, but the community is connected to natural gas, offering the option to convert the existing electric range. Sliding glass doors open to the covered lanai and private backyard, extending the living space outdoors. The spacious first-floor primary suite offers plenty of room for a sitting area or reading nook. The primary bathroom features dual vanities, a walk-in shower, garden tub, and a spacious closet. Two additional bedrooms are privately situated on the opposite side of the home and are separated by a flex room, making it ideal as a study area, hobby space, or additional sitting room. A full bathroom with direct access to the covered lanai completes this wing of the home. Residents of Keene's Pointe enjoy private boardwalks to Lake Tibet of the Butler Chain of Lakes, community boat ramp to Lake Burden, four playgrounds, scenic green spaces, and neighborhood events. Optional membership to the Golden Bear Club offers championship golf course, tennis, a swimming pool, fitness center, dining, and an active social calendar. In order to utilize these amenities, a Golden Bear Club membership is needed. Conveniently located near Walt Disney World, shopping, dining, everyday conveniences and services, this home offers an opportunity to enjoy the lifestyle and amenities of Keene's Pointe. Disclosure: Artificial Intelligence has been utilized in public remarks and removal of some personal property.

8344 Bowden Way, Windermere

9117 Outlook Rock Trail, Windermere
$1,055,000
5 Beds ⋅ 5 Baths ⋅ Windermere Trls Ph 5a SubDv. ⋅ 34786 Zip Code
Experience ELEVATED LUXURY LIVING in this exceptional WINDERMERE TRAILS ESTATE, where timeless elegance, and RESORT-STYLE AMENITIES combine to create an unforgettable place to call home. Offering 5 bedrooms, 3 full bathrooms, 2 half bathrooms, a private office, expansive loft, *DEDICATED MOVIE THEATER*, sparkling POOL, and an OVERSIZED 3-car garage, this remarkable residence spans nearly *5,000 SQUARE FEET* of thoughtfully designed living space. From the moment you arrive, the beautiful TILE ROOF and impressive curb appeal set the tone for the sophistication found throughout. Evening views are made even more *MAGICAL with DISNEY FIREWORKS* visible nightly from the front of the home. Inside, you will find SOARING CEILINGS and exquisite coffered ceiling details that guide you through the elegant dining area and into the heart of the home. Designed for both entertaining and everyday living, the expansive open-concept floorplan seamlessly connects the living room, breakfast nook, and gourmet kitchen. The chef-inspired kitchen is a true showpiece, featuring stainless steel appliances, granite countertops, 42-inch wood cabinetry, an oversized center island, breakfast bar seating, and an abundance of cabinet and counter space. The kitchen has also been enhanced with newer appliances, including the refrigerator and dishwasher, offering both style and convenience. The FIRST-FLOOR PRIMARY SUITE is a luxurious retreat, complete with tray ceilings and a SPA-LIKE EN-SUITE bath featuring dual vanities, a soaking tub, walk-in shower, and generous closet space, and HIGH-END newer bidets that add an extra touch of comfort and luxury. A PRIVATE OFFICE and spacious laundry room complete the main level. Upstairs, an EXPANSIVE LOFT provides the perfect space for a GAME ROOM, LOUNGE, or SECONDARY LIVING AREA. The second level is thoughtfully designed to accommodate family and guests alike, featuring four additional spacious bedrooms, including two connected by a CONVENIENT JACK-AND-JILL BATHROOM. The crown jewel awaits behind closed doors: YOUR VERY OWN PRIVATE MOVIE THEATER, delivering a true cinematic experience without ever leaving home. Outside, discover your personal backyard oasis, where a LARGE SCREENED LANAI overlooks the STUNNING RESORT- STYLE POOL with elegant water features, creating the perfect setting for sunset gatherings, weekend entertaining, or peaceful relaxation. The pool has been *UPGRATED SALTWATER CONVERSION SYSTEM*, enhancing the swimming experience while simplifying maintenance. Beyond its luxurious finishes, the home has also been thoughtfully *UPDATED with NEW HVAC UNITS* and a *WHOLE-HOUSE WATER SOFTENER SYSTEM*, providing added efficiency, comfort, and peace of mind for years to come. Perfectly positioned in THE HEART OF WINDERMERE, this extraordinary residence is surrounded by picturesque lakes, premier dining, upscale shopping, renowned public and private schools, and offers CONVENIENT ACCESS TO DISNEY, DOWNTOWN ORLANDO, AND ORLANDO INTERNATIONAL AIRPORT. Combining *LUXURY, CONFORT, AND EXECEPTIONAL LOCATION*, this is a rare opportunity to own one of Windermere Trails' most impressive residences.

9117 Outlook Rock Trail, Windermere

5944 Caymus Loop, Windermere
$1,050,000
4 Beds ⋅ 3 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code
AVAILABLE FOR SALE OR LEASE. Keene's Pointe, 24-hour gated/attended golf community. Tucked adjacent to the Butler Chain of Lakes this home offers 4 bedrooms, 3 baths, formal living and dining and an office/den. As you enter this one level home you will find 3-way split functional plan. Boasting the primary ensuite separate from the three additional bedrooms with a spacious bath and TWO WALK-IN CLOSETS, and access to the covered/screened lanai. Spacious kitchen with an abundance of cabinetry, convenient desk area and island. Newer stainless Steel appliances. The kitchen, dinette and great room feature two sets of French doors that give way to the covered screened lanai and back yard. Beyond the screened lanai is an oversized paved patio and custom pergola seating. Privacy is included with the 6 ft vinyl fence. New Roof ('20), AC units(’18/’19), Hot Water Heater (’21/Natural Gas), Exterior Paint(’20) Shallow well for irrigation, termite bond, 5 Camera Ring System (8/21) including Flood lights and doorbell, expanded paver driveway (2025) for additional parking, blinds and plantation shutters, central vacuum system, and new septic pump('22) are just a few of the great features of this home. Located close to dining, shopping, expressways, tourist attractions, and top-rated public and private schools, this home and community has it all!

5944 Caymus Loop, Windermere

11544 Willow Gardens Drive, Windermere
$1,000,000
Willows At Lake Rhea Ph 03 SubDv. ⋅ 34786 Zip Code
Rare Waterfront Estate Opportunity in Windermere. Discover an exceptional opportunity to build your dream home on over 2.72 acres in the Willows at Lake Rhea community. This remarkable homesite offers approximately 150 feet of lake frontage and breathtaking water views from every angle. Enjoy the serenity of Lake Rhea in your backyard and a private pond in the front, creating a truly unique and picturesque setting. The property is enhanced by a 25-foot conservation buffer to the south, providing added privacy, while substantial brick privacy walls along the north and west boundaries further contribute to the estate-like atmosphere. Opportunities like this are seldom available—experience the setting in person to fully appreciate its beauty, privacy, and potential.

11544 Willow Gardens Drive, Windermere

8524 Vivaro Isle Way, Windermere
$950,000
4 Beds ⋅ 3 Baths ⋅ Windermere Isle-Ph 2 SubDv. ⋅ 34786 Zip Code
Virtually Staged. This home can be purchased with NO INCOME VERIFICATION needed! Seller's preferred lender is willing to contribute 1% of the loan amount toward the buyer's interest rate buy-down. Welcome to 8524 Vivaro Isle Way in the sought-after Windermere Isle community! This beautifully appointed home combines thoughtful upgrades, comfortable living, and inviting outdoor spaces. Enjoy the Florida lifestyle with a private custom pool and fully screened lanai, perfect for relaxing and entertaining. A fenced yard adds privacy, while remote-controlled pool lighting creates a welcoming ambiance for evening swims and outdoor gatherings. The kitchen features upgraded 42-inch cabinetry with crown molding, granite countertops, upgraded cabinet hardware, a single-basin undermount sink, and a stylish backsplash. Upgraded tile flooring extends throughout the foyer, dining room, family room, office, gallery, kitchen/breakfast area, laundry room, and bathrooms, with carpet in the remaining living areas. The dining area includes a dry bar with two wine racks that can be removed upon request. The primary suite offers a relaxing retreat with a raised-height vanity, upgraded undermount sink, semi-frameless shower enclosure, tiled shower, oversized ceiling-mounted rain showerhead, and upgraded hanging hardware. A custom closet organizer provides convenient storage, while blackout blinds in the primary bedroom enhance privacy and light control. Blackout blinds are also installed in the additional bedroom with views of the Walt Disney World Magic Kingdom fireworks. Additional features include 8-foot interior doors, a 9-foot sliding glass door, upgraded bathroom vanities and interior finishes, and upgraded ceiling fans and light fixtures throughout. The living room is equipped with an installed TV mount, ready for a big-screen entertainment setup. Extra garage shelving provides additional storage, and an added electrical outlet offers convenience. A blue-light system installed on the AC unit is designed to help sanitize the HVAC system and inhibit microbial growth. As an added incentive, the seller is offering a transferable home warranty, including pool coverage, through 2028, providing additional peace of mind for the next homeowner. Conveniently located near shopping, dining, parks, and recreation, the home offers access to Winter Garden Village, Lakeside Village, Hamlin, and Walt Disney World-area attractions. With its private pool, screened outdoor living space, thoughtful upgrades, entertainment-ready features, and transferable home warranty, this property offers a wonderful opportunity to enjoy Central Florida living!

8524 Vivaro Isle Way, Windermere

1243 Dingens Avenue, Windermere
$950,000
4 Beds ⋅ 3 Baths ⋅ Gotha Town SubDv. ⋅ 34786 Zip Code
Completely renovated Gotha/Windermere retreat with NO HOA—bring your boat, RV, or camper! This rare property features a light-filled 3BR/2BA main home with living, dining, and family rooms, PLUS a private detached 1BR/loft in-law suite complete with a kitchenette and living space. Ideal for multi-generational living or private guest quarters! Fully updated from top to bottom: new stucco-finished block construction, spray-foam insulation, new roof with solid wood decking, new siding, soffits, gutters, and a brand-new septic system and drain field. Enjoy the sprawling, fully fenced backyard shaded by towering mature oaks, featuring a custom paver patio and storage shed. Walk to Gotha Park (tennis, playground, pavilion) or stroll with your dog to Yellow Dog Eats. Zoned for top-rated Thornebrooke Elementary, with quick access to Disney, dining, and major highways. Modern peace of mind meets country charm—schedule your tour today!

1243 Dingens Avenue, Windermere

9010 Reflection Pointe Drive, Windermere
$945,000
4 Beds ⋅ 4 Baths ⋅ Windermere Trails SubDv. ⋅ 34786 Zip Code
Located in the desirable Windermere Trails and less than 15 minutes from Magic Kingdom, this immaculate four-bedroom 3.5-bath pool home offers an exceptional combination of style, comfort and Central Florida convenience. Unwind beside your own heated saltwater pool and spa while enjoying views of the Disney fireworks. Inside, tile flooring extends throughout the home, creating a clean and cohesive look that is both attractive and easy to maintain. Fresh interior paint in 2026 enhances the bright, welcoming atmosphere. The formal dining room makes a beautiful first impression with its gorgeous coffered ceiling, providing an elegant setting for holiday dinners, celebrations and evenings with friends. The kitchen is designed for anyone who appreciates generous workspace and exceptional storage. A substantial amount of cabinetry is complemented by expansive granite countertops, a tiled backsplash and an oversized walk-in pantry. Pendant lighting highlights the breakfast bar, creating a natural place for casual meals and conversation. Built-in stainless steel appliances and a Bosch Dacor refrigerator installed in 2022 complete this impressive space. A drinking water filtration system and a whole-house water softener add everyday convenience. The kitchen opens naturally to the spacious family room, where a stacked stone accent wall adds warmth, texture and architectural interest. Views of the pool create a beautiful backdrop and keep the indoor living areas connected to the outdoor setting. Whether hosting a crowd or enjoying a quiet evening at home, the open arrangement allows everyone to remain part of the conversation. Go outside to the heated saltwater pool and spa. With the propane heater, the pool can be enjoyed well beyond the traditional swimming season, while the space offers plenty of room for lounging, dining and entertaining. The pool filtration equipment was replaced in 2024. The thoughtfully planned four-bedroom, 3.5-bath layout provides flexibility for a family, guests or a home office. The washer and dryer (2022) are also included. A complete Bosch HVAC system, including interior and exterior equipment, was installed in spring 2024 and carries a 10-year parts/labor warranty w/required annual maintenance. The water heater is from 2019, and the exterior and tile roof were professionally power washed in 2024. An interior ADT security system and exterior CCTV camera system provide additional peace of mind. A separate two-car (with epoxy floor in 2023 and one-car garage epoxy in 2026) provides three total spaces for vehicles, storage or hobbies. Just inside one of the garages, a drop station features areas for phone charging, along with space for packages, bags and daily essentials. Windermere Trails offers a resort-style community pool, walking trails, playgrounds, pavilions, a dog park and fitness areas. Surrounded by the natural beauty of the Butler Chain of Lakes, the community is close to highly regarded A-rated schools, Lakeside Village, Hamlin Town Center, Winter Garden Village, Horizon West and the renowned dining of Dr. Phillips. Nearby SR 429 provides convenient connections to the Turnpike, SR 408 and I-4, while Walt Disney World, Disney Springs, shopping, golf, boating, restaurants and medical services are all nearby. Beautifully maintained and ready now, this home combines inviting interior spaces, a private pool retreat, recent improvements and a location that places the best of Central Florida at your doorstep.

9010 Reflection Pointe Drive, Windermere

14371 Crest Palm Avenue, Windermere
$939,990
4 Beds ⋅ 4 Baths ⋅ Palms At Windermere SubDv. ⋅ 34786 Zip Code
Virtually Staged. GORGEOUS 4-BEDROOM, 4-BATH NEW CONSTRUCTION HOME IN AN EXCLUSIVE BOUTIQUE WINDERMERE COMMUNITY! Welcome to this beautiful, move-in-ready Arlington with Bonus home, offering about 3,153 square feet of thoughtfully designed living space, a 2.5-car garage, and an oversized wooded lot. Located in an exclusive, low-maintenance boutique-style community, this home offers a rare combination of luxury, convenience, and easy Florida living. Step inside to a bright, open floor plan featuring 10-foot ceilings and spacious living areas designed for both everyday living and entertainment. The gourmet kitchen is the heart of the home, featuring gas appliances, built-in stainless-steel appliances, upgraded cabinetry, quartz countertops, a large center island, walk-in pantry, and designer lighting. The spacious owner's suite offers a relaxing retreat with a beautifully finished en-suite bathroom and large walk-in closet. Three additional bedrooms and three full bathrooms provide plenty of flexibility for family, guests, a home office, or additional living space. The generous bonus room provides even more versatility and can easily be used as a media room, playroom, office, or additional gathering space. Step outside and enjoy the Florida lifestyle from the covered lanai with a paved surface and a future outdoor kitchen area, creating the perfect setting for outdoor dining, entertaining, or relaxing. The oversized wooded lot provides a peaceful natural backdrop and additional privacy. Additional features include a paved driveway, a 2.5-car garage with epoxy flooring, natural gas, and low-maintenance living. Location is everything, and this home places you in the heart of the highly desirable Windermere area, approximately 14 minutes from Walt Disney World theme parks and approximately 30 minutes from Orlando International Airport. Enjoy easy access to Hamlin, Winter Garden Village, shopping, dining, entertainment, and major roadways. The home is zoned for highly sought-after schools, including Windermere High School, Horizon West Middle School, and Bay Lake Elementary School. This new construction home offers a premium Windermere location, low-maintenance boutique living, natural gas, spacious interiors, and exceptional access to Central Florida's best attractions and amenities, making it an incredible opportunity to enjoy the best of the Windermere lifestyle.

14371 Crest Palm Avenue, Windermere

6752 Trellis Vine Loop, Windermere
$930,000
5 Beds ⋅ 4 Baths ⋅ Windstone SubDv. ⋅ 34786 Zip Code
Virtually Staged. Rare Privacy. Exceptional Space. The Windermere Lifestyle You've Been Waiting For. Experience one of Windermere's most unique opportunities to own a spacious, modern home with a level of privacy rarely found in today's market. Situated on a premium homesite with no rear neighbors, no front-facing neighbors, and no neighbor on the left side, this beautifully designed residence offers the perfect balance of comfort, flexibility, and tranquility. Inside, you'll discover over 3,800 square feet of thoughtfully designed living space featuring 5 bedrooms, 4 bathrooms, and two bonus rooms, including a dedicated media room ideal for movie nights, gaming, fitness, or a home office setup. The heart of the home is a gourmet-inspired kitchen that seamlessly connects to the expansive living and family rooms, creating an inviting space for entertaining and everyday living. Natural light fills the open-concept layout, while generously sized bedrooms and walk-in closets provide comfort and functionality for every member of the household. A private guest suite with its own en-suite bath offers an ideal setup for visiting guests, extended family, or multi-generational living. Step outside to an oversized backyard with endless possibilities. Whether you're envisioning a resort-style pool, outdoor kitchen, firepit lounge, or lush garden retreat, this outdoor space is ready to become your personal oasis. Located in the desirable Windstone community, just minutes from Disney, world-class attractions, shopping, dining, and top Central Florida conveniences, this home offers the rare combination of privacy, location, and room to grow. More than a home, this is the lifestyle upgrade you've been searching for.

6752 Trellis Vine Loop, Windermere

14353 Crest Palm Avenue, Windermere
$919,990
4 Beds ⋅ 3 Baths ⋅ Palms At Windermere SubDv. ⋅ 34786 Zip Code
GORGEOUS 4-BEDROOM, 3-BATH NEW CONSTRUCTION HOME IN AN EXCLUSIVE BOUTIQUE WINDERMERE COMMUNITY! Welcome to this beautiful move-in-ready Arlington home offering approximately 2,740 square feet of thoughtfully designed living space, a 2.5-car garage, and an oversized wooded lot. Located in an exclusive, low-maintenance boutique-style community, this home offers a rare combination of luxury, convenience, and easy Florida living. Start your mornings with tea/coffee or unwind in the evenings from the home's charming covered front porch, offering a welcoming space to sit back, relax, and enjoy the peaceful neighborhood setting. Step inside to a bright, open floor plan featuring 10-foot ceilings and spacious living areas designed for both everyday living and entertainment. The gourmet kitchen is the heart of the home, featuring gas appliances, built-in stainless-steel appliances, upgraded cabinetry, quartz countertops, a large center island, walk-in pantry, and designer lighting. The spacious owner's suite offers a relaxing retreat with a beautifully finished en-suite bathroom and large walk-in closet. Three additional bedrooms and three full bathrooms provide plenty of flexibility for family, guests, a home office, or additional living space. Step outside and enjoy the Florida lifestyle from the covered lanai with a paved surface and a future outdoor kitchen area, creating the perfect setting for outdoor dining, entertaining, or relaxing. The oversized wooded lot provides a peaceful natural backdrop and additional privacy. Additional features include a paved driveway, 2.5-car garage with epoxy flooring, high natural gas, and low-maintenance living. Location is everything, and this home places you in the heart of the highly desirable Windermere area, just approximately 14 minutes from Walt Disney World theme parks and approximately 30 minutes from Orlando International Airport. Enjoy easy access to Hamlin, Winter Garden Village, shopping, dining, entertainment, and major roadways. The home is zoned for highly sought-after schools, including Windermere High School, Horizon West Middle School, and Bay Lake Elementary School. With new construction, a premium Windermere location, low-maintenance boutique living, natural gas, spacious interiors, and exceptional access to Central Florida's best attractions and amenities, this home offers an incredible opportunity to enjoy the best of the Windermere lifestyle.

14353 Crest Palm Avenue, Windermere

105 Forest Street, Windermere
$900,000
Windermere Town SubDv. ⋅ 34786 Zip Code
Build Your Dream Home in the Heart of Downtown Windermere! An incredible opportunity awaits on this desirable 0.38-acre corner lot with NO HOA, perfectly situated in the charming heart of Downtown Windermere! This exceptional vacant homesite offers a fantastic head start toward building your dream home, with approved building plans included in the sale, along with completed septic and well permits. Enjoy the perfect combination of small-town charm, outdoor recreation, and everyday convenience in one of Central Florida's most sought-after communities. Embrace the wonderful Windermere lifestyle with access to several resident-only parks featuring playgrounds, picnic and barbecue areas, beach volleyball, tennis, and frisbee golf. For those who love being on the water, launch your boat onto Lake Bessie, Lake Butler, or the renowned Butler Chain of Lakes and enjoy endless opportunities for boating, fishing, and soaking up the Florida sunshine. Just a leisurely stroll away, picturesque Downtown Windermere offers charming boutique shops, a variety of dining options, and a welcoming community atmosphere. Enjoy local favorites such as the weekly Farmers Market, Food Truck Nights, and seasonal events that bring the community together throughout the year. For additional shopping, dining, and entertainment, The Grove Orlando and Winter Garden Village at Fowler Groves are just a short drive away, featuring an impressive selection of popular retailers and restaurants. Rarely does an opportunity like this come along! With its prime downtown location, generous corner lot, no HOA, and the added convenience of approved building plans and completed septic and well permits, this property provides an exceptional opportunity to bring your vision to life. Build the home you've always dreamed of and experience the very best of the Windermere lifestyle!

105 Forest Street, Windermere

Usa, Windermere
$900,000
34786 Zip Code
VALUE-ADDED Rare Opportunity to Own a Thriving, Well-Established Business! This is your chance to step into a business with an incredible 42-year legacy, serving Florida’s theme parks, luxury hotels, financial institutions, major corporations, and affluent residents both locally and beyond. With 51 years of combined service to Disney and Universal, this custom art framing company has built a reputation as a trusted leader in the industry. The business specializes in custom art framing, offering services such as shadow boxing, mirroring, linen and fabric matting, French matting, textile arts, document and archival framing, and sports memorabilia. It excels in handling unique shapes and oversized framing projects, with over 1,000 frame options available on-site and access to hundreds more. Located in an upscale area of Southwest Orange County, Florida, this business is perfectly positioned to attract a high-end clientele. No prior experience is necessary, as comprehensive training is available for the new owner. The sale includes all essential equipment and some inventory, making it a turnkey operation. Both 110 and 220 amp service in the workshop. This is also an excellent opportunity for EB-5 or E-1 visa applicants, offering a solid foundation for long-term success. Whether you’re an entrepreneur looking for a profitable venture or an investor seeking a business with untapped growth potential, this is a rare opportunity to own a well-established and highly respected company. Don’t miss out on this exceptional chance—contact us today to learn more!

Usa, Windermere

6309 Earthgold Drive, Windermere
$880,000
4 Beds ⋅ 3 Baths ⋅ West Point Commons SubDv. ⋅ 34786 Zip Code
Welcome to this beautifully maintained and freshly painted 4-bedroom, 2.5-bath pool home with a versatile bonus room, situated on an oversized corner lot in the gated community of Eden Isle. Residents enjoy access to a private boat ramp on Lake Speer. A spacious covered front porch leads into an open living area with views of the pool and a generously sized kitchen. Outside, the covered lanai overlooks the private salt water pool and large, fully fenced backyard. The primary suite features a tray ceiling, walk-in closet, and an updated bathroom with marble-look tile, dual vanities, a soaking tub, and frameless glass shower. Three additional bedrooms and a full bathroom are located on the opposite side of the home. The bonus room is ideal for a home office, media room, or playroom.

6309 Earthgold Drive, Windermere

9043 Horizon Pointe Trail, Windermere
$870,000
4 Beds ⋅ 3 Baths ⋅ Windermere Trls SubDv. ⋅ 34786 Zip Code
Windermere Custom Interior Pool Home, 4 bedroom, 2 Primary Suites, 3 full Bathrooms New Exterior and Interior paint 2026, New Hardwood Bamboo Floors 2025, Crown Molding, Coffered Ceilings. New Heated Salt Water Pool, New Air Conditioner 2025, New Hot Water Heater 2025, Gourmet Kitchen with Hand Cut European Backsplash, Butler Pantry and Walk In Pantry, New Dishwasher 2024. Remodeled Master Shower 2023. Custom Stair Railing, New Paver Front porch and Driveway. Double Pain Windows and Extra Insulated exterior Walls. Watch Disney Fireworks from your front porch. Community Pool with Cabana, walking trials, tot lot, outdoor physical fitness areas, 3 parks, dog park with washing station. Windermere High School voted top school in USA today. Elementary school in Neighborhood, Windermere Prep 3 miles, Close to Publix, Restaurants, and Theme Parks. Butler Chain Public Boat Ramp at Keene Point Park 5 minutes.

9043 Horizon Pointe Trail, Windermere

13542 Gorgona Isle Drive, Windermere
$850,000
4 Beds ⋅ 3 Baths ⋅ Windermere Isle SubDv. ⋅ 34786 Zip Code
Virtually Staged. Lake View Home with Private Pool & Fireworks Views – Minutes from Walt Disney World Imagine living in a home that perfectly combines comfort, elegance, and practicality in one of the most desirable areas of Windermere. This beautiful residence offers stunning lake views and magical nightly fireworks views from Walt Disney World, creating a truly unique living experience. From the moment you arrive, the well-maintained landscaping and inviting front porch set a warm and welcoming tone. The home features 4 bedrooms and 3 full bathrooms, with a thoughtfully designed open-concept layout that seamlessly connects the living room, kitchen, and dining area. The gourmet kitchen is a true highlight, equipped with stainless steel appliances, custom cabinetry, quartz countertops, a double oven, and a spacious pantry—perfect for those who love cooking and entertaining. Sliding glass doors open to the outdoor space, where a private pool and summer kitchen are currently being completed and will be ready within one month, creating the perfect setting for relaxing or entertaining guests while enjoying the lake view. The primary suite is spacious and comfortable, featuring vinyl flooring, a generous walk-in closet, and a beautifully designed bathroom with dual vanities. The additional bedrooms also feature vinyl flooring, providing both comfort and easy maintenance throughout the home. The two-car garage offers ample space and convenience. Located in the desirable Windermere Isle community, residents enjoy resort-style amenities including a community pool, cabana, playground, and scenic walking trails. The home is also located near top-rated schools, as well as shopping, restaurants, and all the attractions and magic of Walt Disney World just minutes away. If you are looking for quality of life, a prime location, and a beautiful home for your family, this is the perfect opportunity. Schedule your private showing today and come fall in love with this exceptional home.

13542 Gorgona Isle Drive, Windermere

13125 Filly Court, Windermere
$825,000
Farms SubDv. ⋅ 34786 Zip Code
A Once In A Lifetime Opportunity to build your dream home in the heart of Windermere within a Private, Equestrian-Friendly Community * The Farms in Windermere consists of 14 larger than 1 Acre Homesites * Flanked by nearly 11 acres of Fully Fenced and Manicured Pasture and Riding Field, Stables, 2 Spring Fed Ponds and Towering Oaks providing shade for the Lucky Horses that make The Farms their Home * This homesite is over 199 feet wide and 243 feet deep offering plenty of room to create a 1 story home that will meet every family’s wants & desires * If you have a Multi-Generational Family then you will find there is plenty of room for a large Inlaw Suite or ADU (Accessory Dwelling Unit) * If you are a Car Collector there is plenty of room for a Large Garage or RV Building * Having The Stables & Pasture directly next door offers a rare opportunity to have a “Farm” without the expensive maintenance or driving miles to a boarding facility * Bring Your Own Builder to Create Your Dream Home or Use The HOA Approved & Fully Engineered Plans the Owners have available saving precious time and expense * A unique chance to craft a one-of-a-kind estate in one of Windermere’s most desirable communities.

13125 Filly Court, Windermere

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