Windermere Single Family Homes For Sale - 242 homes

Remarks: Recently appraised - Pricing adjusted to reflect current appraised value. This beautiful and elegant courtyard-style estate, complete with a PRIVATE GUEST HOUSE/IN-LAW SUITE, offers the ideal retreat for multi-generational living within one of the most exclusive gated communities in the Town of Windermere. Designed for comfort, refinement, and privacy, this home embodies Florida luxury living at its finest, where indoor grace meets outdoor serenity. The split floor plan offers a grand entry foyer, bedrooms on one side and open living/entertaining areas on the other, all wrapped around the screen-enclosed, completely private pool with a built-in summer kitchen. Through the courtyard, you’ll find the spacious guest house, complete with its own living room, bedroom, bathroom on the main floor, and a large upstairs flex room with a screened balcony overlooking the expansive backyard. This property has just undergone a modern renovation, featuring: * A brand-new primary bathroom with dual vanities, oversized shower, dedicated makeup/dressing area, and a custom walk-in closet. * A remodeled kitchen with new flooring, cabinetry, and striking quartz countertops. * Fresh interior and exterior paint, new flooring throughout half the home, and the guest house. * Additional Highlights: • 4.5 bathrooms • Generator • Water softener system • New pavers (front and pool area) • Two new A/C units — 2023 and 2025 • Plantation shutters on all windows • New paint inside & out • Two-car garage • Outdoor summer kitchen • Guest house with full kitchen. This residence is walking distance to Windermere Elementary and the Windermere Recreation Center, offering the best of both convenience and community.

Listing is courtesy of: DOUGLAS ELLIMAN (561-655-8600)

Listing Agent: Dianna Desboyaux (407-920-4601)

Remarks: Welcome to your private sanctuary, where every sunrise and sunset dances over the shimmering waters of Lake Crescent. Nestled within the exclusive gated community of Lake Crescent Reserve, this lakefront masterpiece offers just under 6,000 square feet of newly remodeled, reimagined luxury living. Positioned on a pristine oversized lot surrounded by lush landscaping and majestic oak trees, the home enjoys unobstructed 270-degree lake views with no visible neighbors—a rare combination of privacy, serenity, and natural beauty. Completely transformed inside and out, the home showcases a 2023 roof, stunning exterior renovation, and an open-concept floor plan that enhances both light and flow. The dining area was thoughtfully opened up to create a larger, more connected entertaining space, beautifully complemented by modern light fixtures and exquisite custom finishes throughout. Your resort-style backyard oasis includes a beach tennis court, sparkling pool with waterfalls, relaxing spa, and a fully equipped summer kitchen beneath a wood-look aluminum pergola—perfect for hosting unforgettable gatherings. Step through custom metal doors with glass inlays into a grand entry crowned with a wood-barrel ceiling. The formal living room frames breathtaking views of the pool and lake, while high-end craftsmanship shines throughout—from the stone-arch kitchen with a 15-foot island and glass wine wall to the great room’s 33-foot glass wall, soaring 17-foot wood-beamed ceilings, and elegant gas fireplace. The luxurious primary suite is a true retreat, featuring a two-sided coral stone fireplace, window bench overlooking the lake, and a spa-inspired bath with courtyard views, soaking tub, glass shower, and custom walk-in closet. Step outdoors to an expansive covered lanai ideal for "al fresco" dining and lounging. Whether you’re gathered around the firepit, enjoying sunset cocktails by the infinity-edge pool, or watching native wildlife from your private dock, every corner of this property radiates tranquility and sophistication. Thoughtfully updated with major system enhancements—including two newer A/C units, a new septic tank (2025), new irrigation and lake pump (2022), new hybrid water heater, updated pool motor (2022), salt system, and lighting (2025)—this home delivers the ultimate blend of luxury and comfort. Located just minutes from the Town of Windermere, Downtown Winter Garden, and Winter Garden Village, with easy access to major highways and world-class attractions—this lakefront estate defines Florida luxury living at its finest.

Listing is courtesy of: DOUGLAS ELLIMAN (561-655-8600)

Listing Agent: Dianna Desboyaux (407-920-4601)

Remarks: Welcome to 9721 Carillon Park Dr, Windermere, FL 34786, a stunning estate inside the guard-gated community of Keene’s Pointe. This extraordinary residence offers 8,305 square feet of luxury living space with refined architectural details, elegant wood beams, and designer finishes throughout. MAIN FEATURES: • Five bedrooms plus DETACHED GUEST HOUSE and OFFICE— providing exceptional space and privacy. • Expansive master suite with private sitting room, balcony overlooking the pond, dual closets, fireplace, and breakfast area. • Chef’s kitchen with a large island, seating area, top-of-the-line appliances, and a hidden walk-in pantry. • Bar and game room featuring real wood finishes and picturesque pond views. • Private GYM with SAUNA for health and relaxation. • Nine-seat HOME THEATER with plush carpet flooring for an immersive movie experience. • Four-car split garage (2/2), ELEVATOR, and downstairs laundry room. * Additional laundry closet inside the upstairs primary bedroom closet. OUTDOOR & LIFESTYLE: Seamlessly blending indoor and outdoor living, the open floor plan connects to a heated pool and spa area, surrounded by tranquil pond views and lush landscaping. The fully retractable sliding doors make it ideal for entertaining year-round. RECENT UPGRADES INCLUDE: • Five new AC units (2023) • Hurricane-impact windows and ADT smart security system • New pool equipment (2022) • Exterior repaint (2023) • Full surround-sound system throughout the home COMMUNITY & LOCATION: Located within the prestigious Keene’s Pointe community, residents can enjoy The Golden Bear Club, featuring a Jack Nicklaus Signature golf course, clubhouse, fitness center, and dining. Windermere is renowned for its lakes, top-rated schools, and luxury lifestyle just minutes from downtown Orlando and Disney attractions. This home represents the pinnacle of luxury living in Windermere, offering elegance, privacy, and resort-style amenities. Schedule your private tour today and experience the sophistication of this remarkable estate.

Listing is courtesy of: DOUGLAS ELLIMAN (561-655-8600)

Listing Agent: Dianna Desboyaux (407-920-4601)

Remarks: Luxurious contemporary residence featuring 5 bedrooms, including the primary suite on the main floor. The main level with porcelain tile and marble staircase add sophistication, while the upper level with luxury vinyl flooring provides comfort and durability. Gourmet kitchen with custom cabinetry, waterfall island, premium stone countertops, and Samsung appliances. Walk-in closets in every bedroom and spa-inspired bathrooms with custom vanities, frameless glass showers, rainfall showerheads, and matte-black fixtures. Dramatic double-height entry with modern chandelier and glass railing. Staircase with motion-activated LED lighting. Elegant wine bar perfect for entertaining. Resort-style outdoor living with heated pool, spa, and screened lanai, offering privacy, relaxation, and style.

Listing is courtesy of: WEBB FLORIDA REALTY LLC (407-779-4695)

Listing Agent: Ramon Brandao (407-779-4695)

Remarks: Stunning home in the Reserve at Lake Butler Sound-Windermere. This luxury living at its finest located in the prestigious 24 hour guarded community. The property features 5 bedrooms, 4.5 bathrooms, a 3-car garage, and a private heated pool, perfect for relaxing or entertaining. The owner has invested more than $100,000 upgrades..... newly renovated kitchen boasts brand new cabinetry and countertops., creating a modern and stylish space for cooking and gathering. Upstairs, the loft includes brand new hardwood flooring and a full bathroom, making it ideal as a guest suite, media room, office, or versatile multi purpose space. The 3 car garage offers a Tesla charger, Epoxy flooring, Storage Racks, and Shelves..... Enjoy the comfort, elegance, and security of one of Windermere's most sought-after communities.Roof (2023). Air conditions (2020 and 2022). ... No rear neighbor... Please schedule your private viewing today ....

Listing is courtesy of: MAY HO REALTY (407-923-8903)

Listing Agent: Jennie Ho (407-923-8903)

Remarks: Under contract-accepting backup offers. Located within the prestigious golf community of Keene’s Pointe, this elegant residence by renowned builder David Weekley Homes offers a refined blend of sophistication, comfort, and privacy in one of Windermere’s most sought-after addresses. Featuring 5 bedrooms and 4 full bathrooms, this two-story home presents a thoughtfully designed and versatile layout, ideal for both everyday living and effortless entertaining. Set on an oversized homesite, the property stands out with its impressive curb appeal, extended driveway, and 3-car garage. The interiors are filled with natural light and defined by a seamless open-concept design that connects the main living areas with a sense of flow and warmth. The recently renovated kitchen serves as the heart of the home, showcasing an expanded center island, contemporary finishes, high-end appliances, and natural gas connectivity—perfect for gathering and entertaining. The outdoor living experience is equally compelling, featuring a beautifully designed pool, travertine deck, covered patio, and screened lanai, all complemented by a spacious fenced backyard with mature landscaping that enhances both privacy and ambiance. The floor plan offers exceptional flexibility, including a private office that may serve as a library or formal living space, a first-floor primary suite overlooking the pool area, and an additional guest suite on the main level. Upstairs, a dedicated loft/retreat area complements the secondary bedrooms, including a well-designed Jack-and-Jill configuration. Recent updates further elevate the home’s appeal, including a fully renovated kitchen and island, as well as the complete removal of carpet throughout, resulting in a clean, modern, and cohesive aesthetic. Additional highlights include: Interior wall insulation (R-30) for enhanced comfort and quietness Natural gas connection, including outdoor capability Pool views from key living areas Functional and adaptable layout Residents of Keene’s Pointe enjoy 24-hour guard-gated security and access to the exclusive Golden Bear Club, featuring a Jack Nicklaus-designed golf course, resort-style pool, fitness center, tennis courts, and premier amenities. A distinguished residence that embodies elevated living, privacy, and timeless appeal.

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Daniel Pavel (407-747-3408)

Remarks: 3BR/2.5BA bungalow-style home in the Windermere Trails community. This well maintained residence offers an open floor plan with high ceilings, and premium tile flooring throughout the main level. The home includes a gourmet kitchen, upgraded cabinetry in the laundry room. Upstairs, a versatile loft provides the perfect space for an office or media room, alongside a spacious master suite and two additional bedrooms. Perfectly located near Publix, dining, and banking, and zoned for A-rated schools with Bay Lake Elementary situated right at the community entrance.

Listing is courtesy of: CELEBRITY GLOBAL REALTY LLC (407-530-9264)

Listing Agent: Eduardo Pavone (407-232-1241)

Remarks: Beautiful 4 bedroom, 3.5 bath home located in the highly sought-after subdivision of Windermere Trails. The first floor has tile flooring and a spacious kitchen equipped with granite countertops, 42'' cabinets, a center island, and a walk-in pantry. Step through the dining room to a beautifully finished courtyard, complete with a private fence and elegant stone pavers. Upstairs, you'll find an additional room with double doors, perfect for a gathering space or home office. The primary bedroom features a large walk-in closet for ample storage. All interior has recently been painted, all carpets upstairs in the main home are new, as well as the AC unit is brand new, ensuring comfort and efficiency. This beautiful home layout provides the opportunity to convert this four bedroom home into six bedrooms. One of the rooms downstairs can easily be converted, as it’s already closed off; you just need to add a closet. Additionally, the loft upstairs is also closed off and simply missing a closet, offering another potential bedroom. This home has a separate private one - bedroom apartment above the garage, featuring a kitchenette, walk in closet, private entrance, and its own washer and dryer with a four month old A/C unit. Conveniently located off Winter Garden Vineland Rd. This home provides easy access to I-4, 429, and is just a short distance from all Disney Theme Parks. Enjoy the benefits of low HOA fees and being close to exceptional A+ schools.

Listing is courtesy of: WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC (407-922-9169)

Listing Agent: Ricardo Diaz (407-922-6196)

Remarks: Come see this wonderful southern style cottage in the beautiful Lakes of Windermere community located in exclusive Windermere. FL. This 4 bedroom 2 bath split bedroom plan with its spacious and open floorpan will impress you. The home offers a charming front porch with dormered windows and a rear screened patio with brick floors. Upon entering the home you will see it's tremendous potential with a large Dining Room with trey ceilings and crown moldings and connected to a Living Room with a view directly into the combined oversized Kitchen, Dining Nook and Family Room. The kitchen offers a large center island, solid surface counter tops, 42" wood cabinets with a pantry and plenty of dining space for casual meals. The oversized Family Room offers wood tile floors that are connected to the tile floors in the dinette and kitchen. The primary bedroom suite offers 2 walk-in closets, trey ceilings with moldings and a 5 piece bathroom with 2 vanities/sinks, tub, shower and water closet. The property is perfect for a growing family with its split bedroom plan or anyone who wants flexibility to have an office and guest rooms. The community offers a fantastic community pool, parks, soccer field and plenty of spaces to enjoy picnics or your favorite sports. Additionally there is a community fishing dock on beautiful Lake Sawyer at the front of the community. In addition to everything the community offers you can't beat the surrounding Windermere area with it's shopping options at Lakeside Village, Westside, Windermere Village and even the Winter Garden Village Town Center and Hamlin Town Center just to the north. You are also close to major roadways including CR 535 and SR 429 with quick access to Florida's Turnpike, SR 408 (to downtown Orlando) and Interstate 4. You will also enjoy fantastic Orange County Schools and best off all the communities proximity to the back entrance to the Walt Disney World complex and the Magic Kingdom. Schedule your showing today!

Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)

Listing Agent: Randall Gill (407-756-0071)

Remarks: Nestled within the guard-gated community of Keene’s Pointe, this beautifully updated single-story home offers a well-designed, functional layout with tasteful upgrades throughout. Recent improvements include luxury vinyl flooring, updated lighting, fresh interior and exterior paint, and a new roof installed in 2024, making the home truly move-in ready. The open-concept kitchen and family room are filled with natural light and feature refinished cabinetry, granite countertops, stainless steel appliances, a gas range, and double ovens, flowing seamlessly through French doors to a screened pool and covered patio—perfect for both entertaining and everyday Florida living. The desirable split floor plan provides privacy, with a spacious primary suite overlooking the pool and offering multiple walk-in closets and a well-appointed en-suite bath with a soaking tub, large walk-in shower, and private toilet room, while three additional bedrooms and two full bathrooms are tucked away toward the rear of the home. Outdoors, the private pool area is enhanced with stacked river stone and a tranquil water feature, creating a serene retreat. Additional highlights include a laundry room conveniently located off the kitchen, an oversized three-car garage with freshly painted floors, and a welcoming front porch surrounded by mature oak trees. Residents enjoy 24-hour security, access to a community boat ramp on Lake Burden, scenic walking trails, and nearby parks, with optional membership available at the Golden Bear Club featuring golf, tennis, dining, and the Jack Nicklaus Signature Golf Course, all just minutes from top-rated schools and shopping at Lakeside Village Center.

Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)

Listing Agent: Rob Rahter (407-497-4526)

Remarks: **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 11658 Hampstead Street, a refined Windermere showpiece tucked inside the highly sought-after Enclave community, zoned for Orange County’s top-rated schools. This home defines elevated Florida living, offering 4,563 square feet of thoughtfully designed space created for both effortless entertaining and everyday comfort. Featuring 7 bedrooms plus a dedicated office (with flexibility for a second office or bonus use), 4.5 bathrooms, and an open-concept layout, the home flows seamlessly from room to room—and even better, from indoors to out. The heart of the home opens directly to a massive covered lanai, creating a true indoor-outdoor lifestyle that Florida living is known for. Step outside to your custom resort-style pool with sun shelf, recessed table, and tranquil waterfall. The space is anchored by a fully equipped outdoor kitchen and bar complete with bar seating, keg, grill, smoker, and sink—ideal for hosting game days, celebrations, or quiet evenings at home. Inside, the primary suite on the main level serves as a private retreat, featuring a spa-inspired bath and a custom walk-in closet with built-ins. A secondary primary suite upstairs provides exceptional flexibility for guests or multigenerational living, while the remaining bedrooms and bonus spaces offer endless options for work, play, or relaxation. A rare bonus, the 3-car garage features an 18,000 BTU Bluetooth-controlled AC, making it ideal for a climate-controlled home gym, hobby space, or car enthusiast’s workshop. A three-car garage, beautifully maintained finishes throughout, and access to the community neighborhood park complete the offering. Located in Enclave, you’ll enjoy tree-lined streets, a strong sense of community, and proximity to everything Windermere has to offer—including access to the Butler Chain of Lakes. This is more than a home, it’s a lifestyle.

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)

Listing Agent: Thomas Nickley, Jr (407-629-4420)

Remarks: Welcome to an extraordinary 8700+ SQ FT estate located within the GATED COMMUNITY of Marbella in Windemere. This estate offers 40 feet of frontage on Lake Down complete with a private dock and boat lift. Access to Lake Butler & Situated on 2.17 acres, this custom-built pool home blends timeless architecture with superior craftsmanship and premium finishings throughout — including stone, wood, iron, granite, and travertine. A grand entrance featuring custom wrought iron doors opens to a dramatic two-story foyer framed by a stunning wall of windows overlooking the backyard oasis. Elegant formal living and dining spaces are complemented by an oversized wet bar, perfect for entertaining. The gourmet kitchen is designed for both beauty and performance, showcasing custom cabinetry, a six-burner gas cooktop, dual side-by-side refrigerator and adjacent butler's pantry. It seamlessly flows into the impressive great room with cathedral ceilings, exposed beam millwork, fireplace, and expansive glass doors leading outdoors. The luxurious primary suite features volume ceilings with exposed beams, a private sitting area, walk-in closet, and a newly renovated spa-inspired bath with soaking tub and multi-jet walk-in shower. This estate offers four additional en-suite bedrooms, two dedicated offices, media/movie room, craft room, a detached gym and a three-car garage — providing exceptional space and flexibility. Designed for true indoor-outdoor living, the backyard retreat includes a resort-style pool with rock waterfall and slide, spa, pool house, summer kitchen, volleyball court, and lush garden setting — ideal for entertaining or peaceful relaxation. A rare opportunity to own a private lakefront sanctuary in one of the area’s most desirable gated communities.

Listing is courtesy of: SERHANT (786-296-8626)

Listing Agent: Ashley Mccoy (561-758-2155)

Remarks: If you need a Separate 1st Floor In-Law Apartment with a Private Entrance overlooking the Screened Pool and Covered Lanai then here it is * Beautifully maintained and updated 5 Bed 4.5 Bath 1 Story Home nestled in one of Windermere’s most desirable Lakefront Communities * This Exceptional Home offers the perfect blend of Comfort, Elegance, and Florida Lifestyle Living * Step inside to discover a bright and open floor plan featuring spacious living areas, high ceilings, and abundant natural light * The gourmet kitchen is a Chef’s dream, complete with modern appliances, ample cabinetry, and a convenient breakfast bar—ideal for entertaining or everyday living * The primary suite provides a peaceful retreat with generous space, a luxurious en-suite bathroom, and a walk-in closet * The Pass Thru from the Primary Suite to the Den with substantial Closets makes the perfect Nursery, Craft Room or Home Office * Additional bedrooms are well-sized and versatile, perfect for family or guests * The Oversized Laundry Room exceeds all expectations * The Massive Covered Lanai provides plenty of space for entertaining in all weather conditions with a backyard the size of a football field * The Conservation Pond out Back feels like you are in the Country even though you are just minutes from every Restaurant, Bank, Hospital, Offices, Retail Store or Mom & Pop Shop that could ever need * Plenty of Biking, Walking & Exercising Opportunities Throughout Windermere * The Neighborhood Park & Boat Ramp to Lake Down & the Famed Butler Chain of Lakes will provide years of family fun * Friday Farmer’s Market & Monthly Food Trucks provide opportunities to meet the wonderful folks in our Community * Easy access to Florida Turnpike, 408, 429 & Interstate 4 make this the perfect place to call home * Solar Electric Panels Provide a Major Savings - Details Available

Listing is courtesy of: VINTAGE REALTY GROUP LLC (407-217-5458)

Listing Agent: Darrell Nunnelley (407-467-8069)

Remarks: Welcome to this beautiful 4-bedroom, 2.5-bath home in the highly desirable Windermere Trails community. Just minutes from Disney World, you can enjoy nightly fireworks right from your front porch. The kitchen features 42" maple cabinets, granite countertops, and under-cabinet lighting. An open-concept design connects the spacious living and with the kitchen, perfect for entertaining. The primary suite offers a walk-in closet, dual sink vanity, and walk-in shower, while the upstairs loft provides a versatile space for a playroom, office, or media area. Recent updates include a new A/C (2022) and water heater (2023). Windermere Trails offers fantastic community amenities, including a resort-style pool, playground, picnic areas, and scenic walking trails. Located near top-rated (A+) schools, beautiful parks, and a variety of dining and entertainment options, this home combines comfort, convenience, and lifestyle. Don’t miss this opportunity—schedule your private tour today!

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Jeff Taulbee (407-622-2122)

Remarks: Extraordinary lake front opportunity in Windermere on 1.75 acres! PRIVATE GATES! NO HOA! SPECTACULAR LAKE VIEWS, PRIVACY, SPORTS COURT, AND GAZEBO ON LAKE ROPER - A WATER SKI FRIENDLY LAKE! A grand entryway leads you to magnificent two story ceilings and welcomes you into a separate living and family room. Beautiful 5-bedroom, 3/2-bathroom Mediterranean-style home with inlaid marble medallion foyer floor design, coffered ceilings, crown molding, and European-style ironwork boasts spectacular views of Lake Roper. The upstairs master bedroom has a beautiful view of Lake Roper. Master bath features an oversized tub and walk-in closet. This Grand Retreat has plenty of outdoor amenities including a basketball court, boat dock and boat lift. Heated family pool and spa. For all your family entertainment, a large open backyard leads to the dock with plenty of land. Stunning cedar and cypress trees surrender the property reminding you of FLORIDA living at its best. The ideal setting for privacy and serenity! Entertainment and fine shopping just minutes away. Close to major highways such as 429, 408 & the Turnpike. Easy access to the airport and Downtown Orlando yet secluded enough to give you a unique home in the heart of Windermere! Close to Windermere Prep school. Convenient to major highways, shops, restaurants, historic sites, major hospitals, and theme parks! Privacy awaits you! Schedule showing!

Listing is courtesy of: EPIQUE REALTY, INC. (888-893-3537)

Listing Agent: Karolina Taylor (813-702-5478)

Remarks: Under contract-accepting backup offers. Welcome to this glamorous, fully renovated home featuring high-end upgrades throughout. As you enter, you’ll be greeted by a stunning custom-designed kitchen with abundant storage, top-of-the-line appliances, and a beautiful quartz island that seamlessly connects to the spacious living area—perfect for entertaining guests. A large dining area comfortably accommodates family gatherings, while the open space near the entrance can easily serve as a home office or study. All three bathrooms have been completely remodeled with designer finishes. The luxurious master bathroom boasts a dual-sink vanity, a soaking tub, and a frameless glass shower for a spa-like experience. The Belmere community offers exceptional amenities, including a playground, basketball court, tennis and volleyball courts, a fitness center, and a picturesque pier where you can enjoy breathtaking sunsets. This home truly has it all—schedule your private showing today before it’s gone!

Listing is courtesy of: FL SUNSHINE STATE REALTY (407-619-6745)

Listing Agent: Mae Wang (407-619-6745)

Remarks: Under contract-accepting backup offers. Luxury Living at its finest in one of Windermere's most unique Waterfront properties, with 2+ acres in the exclusive Keene's Pointe community. Soak up the Florida sunshine in the very private garden oasis boasting 2 Resort Style pools with waterfalls, grotto and waterslide, outdoor kitchen and fireplace all overlooking Lake Tibet on the Butler Chain of Lakes. 7 Bedrooms/8 Bathrooms and over 10,000 square feet with custom finishes including a chef's kitchen with butler pantry, home theatre, game room and professional bar. The formal dining room offers a custom designed wine cellar. The first floor owners retreat offers a private office, beverage station, screened lanai overlooking the pools and lake plus a spa bath and indoor and outdoor showers. Within the owners retreat is an upstairs owners lounge and screened balcony with panoramic view of the lake and nightly Disney Fireworks. A private boat dock with built in seating, boat and jet ski lifts, complete this one of a kind retreat. Residents have access to optional Golf or Social membership to the Golden Bear Golf Club, restaurant and bar, fitness center, tennis courts and pool. Keene's Pointe is near downtown Windermere where you can enjoy quaint shops, cafe's and community events such as Food Truck Nights, Walk Among the Lakes 5k, Golf Cart Christmas Parade, Windermere Wine and Dine and much more! Click Video Link Above and Schedule your private showing today!

Listing is courtesy of: DEANNA MARIE SECHREST (863-287-0967)

Listing Agent: Deanna Sechrest (863-287-0967)

Remarks: Under contract-accepting backup offers. Just seven minutes from Walt Disney World, this enchanting Tuscan-inspired home feels like stepping into your own fairytale. Lovingly maintained as the seller’s private vacation haven, it offers the perfect blend of magic and comfort. Ready for its next chapter to begin without lifting a finger. It is ideal as a private getaway or a full-time residence in one of Windermere’s beautiful communities. Thoughtfully designed with elevated finishes, the home features 9-foot ceilings on both levels, grand 8-foot doors, wood railings, upgraded cabinetry, quartz countertops, and designer tile, all beautifully tied together by the Tuscan elevation and its signature tile roof, creating a timeless, storybook exterior. From the charming front porch to the grand foyer with tray ceiling, every detail welcomes you in. The first floor flows effortlessly with warm wood-look porcelain tile, crown molding, and natural light dancing through the spacious family room. Sliding glass doors reveal your own private oasis where a sparkling pool and spa, lush landscaping, and serene conservation views create a peaceful escape that feels worlds away from the everyday. Also on the first floor, you’ll find a bedroom and full bath, perfect for guests, multigenerational living, or a private retreat. A versatile flex space with a coffered ceiling invites you to dine or dream, whether it becomes a home office, library, formal dining room, music room, or cozy reading nook—let your imagination go wild! The kitchen is the heart of the home, featuring upgraded cabinetry, quartz countertops, a gas cooktop, built-in microwave, and a spacious island with pendant lighting. An additional bank of cabinets offers the perfect spot for entertaining, prepping, or creating your own coffee or wine bar. Upstairs, the loft becomes your own “happily ever after” gathering space, perfect for movie nights, game days, or a cozy retreat to unwind after a day at the parks. The primary suite feels like a private sanctuary, complete with a tray ceiling and a spa-like bath featuring dual vanities, a freestanding soaking tub, and a beautifully tiled walk-in shower. Secondary bedrooms are bright, airy, and generously sized, with thoughtfully designed bathrooms and convenient upstairs laundry. Step outside and let the magic continue. Your fully screened pool and spa with soothing water features and an extended lanai provides both sun and shade, perfect for everything from quiet mornings to lively evenings under the stars. With no rear neighbors and tranquil conservation views, this backyard retreat is your own private escape. A place where every day begins and ends with a little magic, your storybook home awaits. Welcome Home!

Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)

Listing Agent: Amy Kidwell Pa (407-848-8042)

Remarks: PRICE Improvenent!! Perfectly sited on pristine Lake Tibet in Keene's Pointe Country Club, this stunning lakefront Stonebridge custom home has been completely updated. The modern exterior color brightens the façade and creates a unique transitional style. The wrought iron and glass doors add a refined entry. Opening to the two-story formal areas featuring timeless elements of stone flooring, elegant ceiling details, clerestory windows, and expansive lake views set a modern tone. At the center of the home, the kitchen is a chef's dream; stone flooring and a massive working island, state-of-the-art appliances combine function and beauty with double ovens, exotic granite, stunning glazed custom cabinetry, and a huge walk-in pantry. The gourmet kitchen opens naturally to the family gathering areas, complete with sparkling lake views. A fireplace shares the media wall with a built-in entertainment center, while French doors give access to the outdoors. Just off the family area, the game room is finished with a beautiful bar area. The state-of-the-art home theatre is located just off the game room. Entertain outdoors in true Florida style; the outdoor gourmet area was added in 2019, including a large bbq grill area, massive dining/working island, wine cooler, XL Fridge as well as a pizza oven. The free-form pool, heated spa, and boat dock with lift. The master suite is private with huge master closet and beautifully finished master bath. All secondary bedrooms are ensuite. All baths have been updated. The entire home has been freshly painted and all carpet has been replaced. The detached guest house is great for extended family.

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Juan Delgado (407-744-4469)

Remarks: Under contract-accepting backup offers. Extremely rare opportunity to get a move in ready 4 Bedroom Pool Home on over 1 acre with a Boathouse directly on Crystal Clear Lake Crescent * Romantic Sunsets Over the Pool * 1 block from Windermere Elelmentary School - Oversized 3 Car Garage with Workshop * Huge Screened Pool with Covered Lanai, Low Maintenance Wood Grain Tile Flooring * Recent Upgrades Include Repipe 2025 * Roof 2018 * Insulated Windows 2025 * Siding and Stucco 2004 * Septic System & Drainfiled 2024 * Well Pump & Filter Equipment 2024 * A/C 2015 * Garage Door Opener 2024 * Wood Decking on Boatdoick 2020 & 2025 * The Manors is a friendly community within the Village of Windermere and close to everything * Golf Carts are Welcome * Hospitals, Banks, Offices, Religious Organizations, Big Box or Boutiques, Franchise or Mom & Pop Restaurants are within 5 miles

Listing is courtesy of: VINTAGE REALTY GROUP LLC (407-217-5458)

Listing Agent: Darrell Nunnelley (407-467-8069)