Keenes Pointe Single Family Homes For Sale in Windermere - 33 homes

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: 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: 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: 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 quartz 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). This exceptional home invites you to experience the very best of Central Florida living. Schedule your showing today!

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)

Listing Agent: Sharon Brandt (407-310-3623)

Remarks: One or more photo(s) has been virtually staged. 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.

Listing is courtesy of: MATT ALLEN REAL ESTATE LLC (321-228-5555)

Listing Agent: Matt Allen (321-228-5555)

Remarks: Beautifully positioned on a private pond-front corner lot within the guard-gated community of Keene’s Pointe, this residence offers the perfect blend of space, comfort, and timeless design. Designed for both everyday living and effortless entertaining, the home features 5 bedrooms, 4.5 bathrooms, and a thoughtfully designed floor plan with formal living and dining rooms, a dedicated office, and an upstairs bonus room. At the heart of the home, the spacious gourmet kitchen is equipped with 42” solid wood cabinetry, double ovens, a gas range, and a center island—opening seamlessly to the expansive family room with rich wood flooring and French doors that invite indoor-outdoor living. Step outside to your private backyard retreat, where a covered lanai overlooks the screened pool and spa, framed by architectural columns and lush landscaping—creating a peaceful setting with added privacy from the corner homesite. The first-floor primary suite offers a quiet escape, tucked away from the main living areas, while upstairs you'll find four additional bedrooms and a versatile bonus room, currently set up as a theater. Located in one of Windermere’s most sought-after communities, residents of Keene’s Pointe enjoy access to the Golden Bear Club, featuring a Jack Nicklaus Signature Golf Course, as well as the Butler Chain of Lakes and a lifestyle that is truly second to none.

Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)

Listing Agent: Jay Martin (407-496-8613)

Remarks: The coveted Keene's Pointe lifestyle awaits behind the guarded gates of this world renowned golf community. Perfectly positioned near the tranquil shores of Lake Burden, this Mediterranean-inspired estate and it’s stunning architecture captures the eye and invites you to a front-row seat to the nightly water front display of Walt Disney World fireworks. This custom-built residence showcases exceptional craftsmanship and architectural distinction throughout its 4 bedrooms, 4.5 bathrooms, private office, and expansive upstairs bonus room with a full bath. Designed for both refined entertaining and effortless everyday living, the thoughtfully curated floor plan places the majority of living spaces on the first level, creating seamless flow and comfort. The primary suite is a true sanctuary — a spacious retreat with direct access to the pool and spa, dual vanities, and generous his-and-her closets. Sunlit living areas with dual recessed sliders open the main living areas gracefully to a secluded outdoor oasis, where lush landscaping frames a resort-style heated pool and spa, featuring a sun shelf with a tranquil bubbling fountain and an outdoor kitchen. This private courtyard setting offers rare intimacy and serenity, ideal for sunset gatherings or peaceful evenings under the stars. A rear alley-entry three-car garage enhances both privacy and curb appeal. Just moments away, residents enjoy opportunity for a membership to the renowned Golden Bear Club, featuring a championship course designed by Jack Nicklaus, along with fine and casual dining, tennis and pickleball courts, a resort-style pool, and a state-of-the-art fitness center. Experience one of Windermere’s most coveted addresses — where luxury, leisure, and lifestyle converge. Schedule your private showing today and discover the extraordinary Keene's Pointe lifestyle that awaits.

Listing is courtesy of: WATSON REALTY CORP (407-298-8800)

Listing Agent: Karla Ryan (407-463-5191)

Remarks: Luxury Pond-View Home in Keene’s Pointe – Windermere Located in the highly sought-after gated golf community of Keenes Pointe, this beautiful 5-bedroom, 4-bathroom residence offers an exceptional combination of space, comfort, and scenic surroundings. The home features a thoughtfully designed floor plan with a private den/office, formal living and dining rooms, and expansive living areas perfect for both everyday living and entertaining. Large windows and sliding doors allow natural light to flow throughout the home while showcasing the peaceful pond views. The spacious kitchen opens to the family room and overlooks the outdoor living area, creating the perfect setting for gatherings and family time. Step outside to enjoy your private screened pool and spa, ideal for relaxing while enjoying the tranquil waterfront setting. Additional highlights include: 5 spacious bedrooms 4 full bathrooms Private den / home office Formal living and dining rooms 3-car garage Beautiful pond views Private pool and spa Brand new roof (2024) Situated in the prestigious Keenes Pointe community, residents enjoy 24-hour guard-gated security, tree-lined streets, and proximity to world-class golf, shopping, dining, and top-rated schools. This is a rare opportunity to own a spacious home with water views in one of Windermere’s most desirable communities.

Listing is courtesy of: AMERICAN HORIZONS REALTY (407-466-0256)

Listing Agent: Martonio Pinto (407-466-0256)

Remarks: CLOSING COST ASSISTANCE IF FINANCED WITH PREFERRED LENDER. >> Welcome to your private oasis in the prestigious, guard-gated community of Keene’s Pointe. Situated on one of the largest lots in the neighborhood, this exceptional fully furnished 5-bedroom, 4-bath residence offers breathtaking golf course views and an abundance of indoor and outdoor living space. Designed for both elegance and comfort, the home features formal living and dining rooms, perfect for entertaining, along with a beautifully appointed kitchen showcasing impeccable cabinetry, a spacious island, and a charming breakfast area seamlessly connected to the inviting family room. Upstairs, a versatile bonus room provides additional living space, while a stunning balcony offers the perfect setting to unwind, take in the serene views, and enjoy Florida’s beautiful weather. Step outside to an extraordinary fenced extra large backyard retreat, where lush landscaping surrounds a unique pool and spa, complemented by a covered rear porch with a built-in barbecue—ideal for hosting gatherings or simply enjoying peaceful moments in your own private sanctuary. Keene’s Pointe offers 24-hour guarded security and an array of premier amenities, including a clubhouse, championship golf course, seasonal community events, and water activities. Conveniently located just minutes from top-rated schools, upscale shopping, fine dining, and world-renowned theme parks. This is a rare opportunity to own a remarkable home in one of Central Florida’s most sought-after communities—schedule your private showing today.

Listing is courtesy of: NOBSKA REAL ESTATE LLC (689-276-1593)

Listing Agent: Laura Teixeira, Pa (941-962-2413)

Remarks: Under contract-accepting backup offers. Completely renovated and thoughtfully reconfigured in 2023, this stunning 4-bedroom, 3-bath home is located in the highly sought-after, 24-hour gated and guarded community of Keene’s Pointe. Designed for modern living, the home features an open and refreshed layout with new flooring throughout and elegant paneling details that elevate the interior design. The expansive primary suite has been completely reimagined, showcasing a beautifully reconfigured spa-like bathroom and an oversized custom primary closet. The kitchen is equipped with premium appliances including a Thermador panel-ready refrigerator, KitchenAid gas stove, KitchenAid oven/microwave combo, and panel-ready dishwasher — all new in 2023. A new washer and dryer were also added for convenience. Major system upgrades provide peace of mind, including a new roof (2023), new HVAC units (2022 & 2023), and a new hot water heater (2023). The exterior was freshly painted in 2024. An impressive accordion-style glass door seamlessly connects indoor and outdoor living spaces, opening to a spacious, fenced backyard with no rear neighbors — offering both privacy and room to entertain. Keene’s Pointe is home to the Golden Bear Country Club, featuring an 18-hole Jack Nicklaus-designed golf course, restaurant, and tennis facilities, delivering an exceptional lifestyle in one of the area’s premier communities. Conveniently located near shopping, dining, major expressways, and world-renowned tourist attractions, as well as top-rated public and private schools, this turnkey home blends luxury updates, privacy, and prime location — a rare opportunity in Keene’s Pointe.

Listing is courtesy of: SOUTHERN REALTY GROUP LLC (407-217-6480)

Listing Agent: Jay Stewart (407-913-2677)

Remarks: One of a kind extraordinary lakefront estate, perfectly positioned along the shores of Lake Tibet Butler on the renowned Butler Chain of Lakes, offers over 7,600 square feet of refined living in the beautiful guard-gated community of Keene’s Pointe. Tucked at the end of a quiet cul-de-sac on coveted Greatwater Drive, the residence enjoys one of the most picturesque settings in the community, where timeless architecture, exceptional craftsmanship, and breathtaking water views create a truly remarkable Florida lifestyle. A brick-paver circular drive and stately entry introduce interiors where thoughtful design and luxurious finishes are evident throughout. Expansive living spaces are framed by large windows capturing stunning lake views and filling the home with natural light. The residence features five spacious bedrooms, each with its own private en-suite bath and custom-designed closet systems, along with two additional half baths for residents and guests. The primary suite serves as a private retreat with a natural gas fireplace, automated window shades, completely updated modernized spa-inspired bath and dual closets. At the heart of the home, the chef’s kitchen is designed for both everyday living and entertaining, featuring premium Wolf appliances, a concealed Sub-Zero refrigerator, warming drawer, ice maker, and extensive custom cabinetry. Adjacent living and dining spaces flow seamlessly for effortless gatherings. Designed with entertaining in mind, the home offers two wet bars — one in the main living area and another in the expansive game room , both completely remodeled to reflect todays best design standard's— along with a dedicated theater room for an immersive cinematic experience. Outdoor living is equally impressive. A large screen-enclosed lanai with summer kitchen overlooks the resort-style pool and sparkling lake beyond. The infinity-edge saltwater pool with cascading waterfall and adjoining spa creates a private oasis ideal for relaxing or entertaining while enjoying panoramic water views. Other recent upgrades and remodels include a complete new Savant Smart home system, new floors throughout, new offices 2, upstairs game room, master bedroom , bath and closets, upgraded kitchen and AC Dog run with new laundry. The beautifully landscaped grounds extend to a private dock with two boat lifts, providing effortless access to Lake Tibet Butler and the Butler Chain of Lakes — one of Central Florida’s most sought-after recreational waterways. Furnishings available. Additional highlights include a four-plus car garage with a dedicated golf cart bay for added convenience. Residents of Keene’s Pointe enjoy 24-hour guard-gated security, a private community boat ramp, playground, and the opportunity to join The Golden Bear Club, home to the Jack Nicklaus Signature golf course, clubhouse, dining, fitness, and tennis. This exceptional lakefront estate presents a rare opportunity to experience refined waterfront living in one of Windermere’s most desirable communities.

Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)

Listing Agent: Jay Martin (407-496-8613)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Newly added virtually staged images to help with your interior design inspiration! Experience luxury waterfront living in the prestigious guard gated community of Keene's Pointe. This custom estate offers over 6,000 sq ft of elegant living space with 5-bedroom ensuites and a full pool bath with shower and powder room off of the Theater. A chef's kitchen with stainless-steel appliances, gas range with additional built-in oven and microwave. The gourmet kitchen opens to the breakfast nook and family room. Perfect for entertaining, the formal dining room features a Butler’s Pantry with wet bar and two wine refrigerators. Additional features include an office, bonus room with sauna that can be home gym or second floor primary closet. The expansive second floor loft features a full wet bar and separate projection theater with seating for eight. The covered lanai offers motorized screens, summer kitchen and plenty of space for dining and lounging in the shade. The open-air pool features a spa and sun shelf. Rounding out the features of this property is the private boat dock on Lake Burden. Take in sunsets and nightly fireworks as you enjoy all this Florida lakefront has to offer.

Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)

Listing Agent: Toni Cafferty (904-449-2184)

Remarks: Under contract-accepting backup offers. PREMIUM PRESERVE HOMESITE backing directly to Tibet Butler Preserve with NO REAR NEIGHBORS. Located within the 24-HOUR GUARD-GATED COMMUNITY OF KEENE’S POINTE, this beautifully updated 4 bedroom, 3 bath home with Bonus Room and Office, offers nearly 3,000 square feet of spacious living areas ideal for everyday living and entertaining. Extensive FIRST-FLOOR RENOVATION includes a CUSTOM KITCHEN with quartz countertops, custom cabinetry, GAS COOKTOP, and new appliances, along with engineered hardwood flooring and a custom primary bath. Major improvements include NEW ROOF (2022), NEW AC (2024), paver driveway, plantation shutters, and new pool heater and pump. Enjoy a SCREEN-ENCLOSED POOL with water feature overlooking the preserve, creating a private outdoor retreat. Residents of Keene’s Pointe enjoy 24-hour guarded security, parks, walking trails, playgrounds, and PRIVATE BOAT ACCESS to Lake Burden. Optional membership to THE GOLDEN BEAR CLUB offers golf, tennis, pickleball, fitness, dining, and resort-style amenities. Conveniently located near TOP-RATED SCHOOLS, shopping, dining, and major roadways, this home offers the rare combination of a PREMIUM PRESERVE LOT and CUSTOM RENOVATIONS AND QUALITY UPGRADES in one of Windermere’s most desirable communities.

Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)

Listing Agent: Amy Seelman (407-491-8878)