Recently Sold in Windermere, FL

6 Beds ⋅ 11 Baths ⋅ Keenes Pointe 46/104 SubDv. ⋅ 34786 Zip Code

Experience the Ultimate in Luxury Living — Immerse yourself in a world of elegance, privacy, and unparalleled entertainment across four and a half acres of gated perfection within the community of Keene's Pointe on the coveted Butler Chain of Lakes in Windermere. This extraordinary estate showcases a breathtaking resort-style pool and outdoor living experience—complete with slide, waterfall, diving rock, swim-up seating, and a fireside lounge—paired with front-row views of Disney’s nightly fireworks, enjoyed from your private terrace or poolside retreat. Designed for those who live life at the highest level, the residence is rich in craftsmanship and architectural detail, featuring all custom-designed cabinetry, wood windows, extensive molding, intricate inlays, and striking beam work throughout. A grand winding staircase sets the tone upon entry, while hand-scraped wood floors, polished travertine, and dramatic stone interior walls create a warm yet elegant ambiance. Entertain effortlessly with a circular bar and additional tasting wine bar in the game room, along with a private home theater complete with its own candy lobby for a true cinematic experience. At the heart of the home, a professional chef’s kitchen impresses with luxury high-end appliances, custom cabinetry, a hidden pantry, dedicated coffee room, and a statement mahogany wood island. A temperature-controlled wine cellar further enhances the home’s refined lifestyle offerings. Wellness and recreation are thoughtfully elevated with a fully equipped fitness center, private cigar lounge, lit tennis court, and a state-of-the-art indoor basketball court rivaling a professional training facility. Two interior fireplaces, two outdoor fireplaces, along with an outdoor fire pit, create inviting spaces to gather and unwind throughout the property. Whether hosting intimate dinners under the stars, enjoying resort-style amenities, or taking in the spectacular evening skyline illuminated by Disney fireworks, every moment here feels effortless and exceptional. This is more than a home—it is a lifestyle reserved for those who demand the very best in luxury, privacy, and performance.

9121 Tibet Pointe Circle, Windermere

$13,000,000

6 Beds ⋅ 8 Baths ⋅ Isleworth 7th Amd SubDv. ⋅ 34786 Zip Code

Unsurpassed lakefront luxury custom built from the ground up to exude elegance that you will not find at any other address. Nestled on the pristine shores of Lake Blanche, in the highly coveted guard gated Isleworth Golf & Country Club community of Windermere - welcome to Blanche Cove Drive! This 6-bedroom/8-bath home was masterfully crafted by Stonebridge Custom Homes in 2022 and even the most discerning buyer will feel like they have stepped into the pages of a magazine while touring this thoughtfully designed floor plan. As you step inside, you are greeted by exquisite craftsmanship in the foyer with 24 ft ceilings, and floor-to-ceiling windows, with attention to detail and scenic lake views at every turn. The home chef will fall in love with the state-of-the-art kitchen boasting every imaginable upgrade including a hidden walk-in pantry, Wolf appliances, quartz countertops, a full-size fridge and separate freezer, double wall oven, wine fridge, farmhouse sink and a double island set up made for entertaining. The primary bedroom has sweeping lake views, including a private balcony with invisible electronic screens and a two-story custom master closet, including a hidden shoe room and private laundry. Entertain guests in style with a state-of-the-art movie theater complete with full surround sound, including a custom starry night ceiling to mimic the night sky, a 6,060 sqft NBA full regulation size indoor basketball court; fully air-conditioned and complete with a water refill station and hidden memorabilia/storage room. No amenities were spared with your own private elevator for your convenience, sauna when you need to relax, home gym, an additional bonus space upstairs overlooking views of the basketball court, and the entire house is equipped with surround sound and a full security system. There are two oversized garages with epoxy floors fully A/C’d, one with built-in additional storage space and a separate single-car garage hidden on the side of the home known as the “batman” garage! Step outside into your own private backyard oasis, including a full summer kitchen and bar conveying Wolf appliances, surrounded by electronically controlled invisible screens and a full surround sound system. Sit poolside at your private saltwater pool complete with a sun shelf, water features and infinity ledge paired with the heated spa, including all-encompassing views of the lake and front-row seats to all three Disney Parks nightly firework shows! Watch the sun set on your private dock overlooking the unparalleled beauty of Lake Blanche for endless water views and private access to the highly desired Butler Chain of Lakes. The Isleworth community sets a standard of excellence with the vast array of amenities offered, including its coveted private golf course and having been recognized as one of the Top 100 Platinum Clubs in the world! Call today to secure your private tour and your chance to own this rare opportunity to experience waterfront luxury living at its finest!

9306 Blanche Cove Drive, Windermere

$11,500,000

5 Beds ⋅ 6 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code

One or more photo(s) has been virtually staged. Exceptional in both style and scale, this extraordinary Isleworth estate represents the pinnacle of luxury living in one of the finest golf club communities in the world. Designed by architect Terry Irwin and built by Ballard Construction, with interior designs by Faith Fournet, the property has been fully transformed and thoughtfully curated over the last three years to deliver exceptional comfort, sophistication and panache at every turn. The two-story estate is set on a pristine 1.02-acre golf-front home site along Isleworth's famed championship golf course and from the moment you enter, you'll be captivated by the artistry in design and modern innovation. The interiors span more than 9,500 square feet living and 13,000 under roof, blending 5 bedrooms, 5.5 baths and an array of indoor and outdoor living areas with uncompromisingly luxurious finishes designed for effortless entertaining and quiet moments alike. At the heart of the home, the showstopping glass-enclosed wine room—temperature-controlled and with more than 2,200-bottle capacity—is a collector's dream and the ultimate conversation piece. The primary suite is a sanctuary unto itself, featuring a magnificent two-story closet and dedicated dressing room with a bar. Indulge in true tranquility within the home’s private wellness suite, complete with exercise room, a rejuvenating steam room, dry sauna and invigorating cold plunge tub. Additional interior highlights include the grand kitchen with Cristallo quartzite lighted countertops; a fully custom lounge with full bar; an upper-level game room with bar; an oversized, air-conditioned garage accommodating up to 8 vehicles; two laundry rooms; and more. Outdoor spaces are equally impressive, with an expansive lanai and balcony, a custom swimming pool with fire pits, meticulously landscaped yard adorned with integrated lighting, sound and lush, native greenery and putting green —all overlooking panoramic views of Isleworth’s championship golf course. Whether hosting guests or enjoying a peaceful evening at home, this estate offers a rare opportunity to live a life of unmatched beauty, comfort, and distinction in one of Central Florida's most desirable enclaves.

5525 Isleworth Country Club Dr, Windermere

$11,100,000

7 Beds ⋅ 10 Baths ⋅ Isleworth 01 Amd SubDv. ⋅ 34786 Zip Code

Experience the pinnacle of luxury living in this extraordinary lakefront estate located in the world-renowned Isleworth Golf & Country Club. Positioned on 2.14 private acres along Lake Louise, part of the Butler Chain of Lakes, this 24,950 sq ft masterpiece (16,259 under air) blends timeless craftsmanship, modern amenities, and a warm, inviting design that makes even the most expansive spaces feel like home. Built with uncompromising attention to detail and with an effective year built of 2012, this residence offers 7 ensuite bedrooms, including 5 in the main house and 2 in the guest house. Every suite features a generous walk-in closet and a luxurious private bath, creating a retreat of comfort and elegance for family and guests alike. The main level is anchored by a stunning gourmet kitchen, designed for both culinary artistry and everyday living. The expansive master suite offers a private office, personal gym, dual closets, and a covered balcony with sweeping lake views. Additional highlights include a 912-bottle climate-controlled wine cellar, game room, and hand-scraped walnut floors throughout. Outdoors, the property is an entertainer’s dream. Enjoy a summer kitchen with a full bar, an Olympic-sized swimming pool, and a private dock with a boat lift and a lift for three jet skis, perfect for exploring the Butler Chain. Set against the backdrop of Isleworth’s championship golf course—on the 16th hole—this estate seamlessly combines recreation and relaxation. Impeccably maintained and thoughtfully updated with a new commercial-grade hot water system and a state-of-the-art infiltration septic system (2022), this residence delivers peace of mind as well as prestige. From sunrise over Lake Louise to evenings by the pool, this estate is more than a home—it’s a legacy property designed for generations.

9935 Lake Louise Drive, Windermere

$10,500,000

4 Beds ⋅ 6 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code

keenes pointe

6115 Greatwater Drive, Windermere

$9,600,000

7 Beds ⋅ 9 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code

Sold Data Only

Windermere

$9,000,000

6 Beds ⋅ 10 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code

It’s more than a home, it’s a story waiting to be lived. The light that spills across the kitchen feels like an invitation to linger a little longer. The staircase carries the rhythm of celebrations, and the open spaces invite moments that turn into memories. Long after the boxes are unpacked, you’ll realize it wasn’t just the marble, the quartz, or the soaring ceilings that made you fall in love; it was the way this home makes every day feel radiant. Introducing an exquisitely remodeled, fully furnished three-level Isleworth estate on Lake Butler, part of the prestigious Butler Chain of Lakes. With over 11,100 sq. ft. of refined living space, this home features 6 suites, 7 full bathrooms, and 3 half baths. Every detail has been curated for both comfort and indulgence: from the wellness sanctuary with a sauna, gym, and golf simulator, to the leisure lounge complete with 2 full bars, your own pub, theater, direct access to the outdoor retreat, and an elevator for your convenience. Step outside to your private oasis, an expansive pool and hot tub overlooking the water, paired with a fully refurbished dock and brand-new boat lift. Inside, timeless craftsmanship shines in the intricate millwork, crown molding, grand soapstone fireplace, and premium quartz and marble finishes. An elevator and breathtaking lakefront vistas ensure both elegance and convenience. This is where mornings begin with light spilling through wide windows like hope, and evenings unwind in spaces designed for connection and calm. Welcome to a residence where luxury and life blend seamlessly.

9832 Laurel Valley Drive, Windermere

$8,500,000

6 Beds ⋅ 9 Baths ⋅ Down Point Sub SubDv. ⋅ 34786 Zip Code

Nestled along almost 1,000’ of the highly sought after Butler Chain of Lakes in Windermere, this exquisite Mediterranean estate beckons with unrivaled opulence. Beyond a private gate, a 2-acre peninsula reveals a masterpiece of architectural brilliance designed by Nasrallah and built by Ray Coudriet. The grand entry sets the tone, with a majestic staircase, a 25+ft hand-painted rotunda ceiling, and a stunning 10-ft Waterford chandelier. Every inch of this residence exudes sophistication, from the marble floors and corbels to the intricately carved fireplace mantels or even the ornate door hinges. Boasting 5 spacious bedroom suites, four with outdoor walk-outs, in the main home, complemented by a separate guest/staff apartment, this estate offers flexibility and privacy. A resort-style pool, cabana, along with a boathouse, dock and paver paths meandering through the property, create an outdoor haven for entertaining and relaxation. The guest quarters or a private office that takes in views from 3 sides. Architectural marvels abound, with handcrafted coffered ceilings, exposed wood beams, and a gourmet kitchen featuring a red brick barreled ceiling and appliances by Wolf and Sub-Zero. Hosting events is effortless with a separate full caterer's kitchen. The primary suite offers serene panoramic water views, complemented by an extraordinary dressing room and bathroom. For wine connoisseurs, a climate-controlled 3,000+ bottle wine cellar awaits. Verandas and terraces afford fresco dining, bar area and sweeping views, enhancing the outdoor experience. Work in the masterful office with birds’ eye 180-degree water views or step into the game room for a game of pool or a sunset view off the balcony. A large travertine parking area for events and a 4-car garage adds practicality to this extraordinary property. This masterpiece transcends the ordinary, offering a lifestyle of unparalleled luxury and sophistication. Seize the opportunity to make this stunning estate your own.

4200 Down Point Lane, Windermere

$8,500,000

7 Beds ⋅ 13 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code

Welcome to this grand residence nestled on a sprawling 1.17 acre lot originally hand selected by golf legend Arnold Palmer. Perfectly positioned to capture breathtaking views of the first and tenth holes, this remarkable estate provides a lifestyle of unmatched elegance and comfort. Meticulously maintained, this grand estate encompasses 11,403 square feet of living space thoughtfully designed to provide both functionality and style. No space has been overlooked, from the ideally located gourmet kitchen to the well appointed laundry room. This home boast seven generously sized bedrooms along with ten full and three half baths each crafted with exquisite attention to detail. With two additional bonus rooms—one of which could easily serve as an eighth bedroom—and a dedicated office, this estate provides unparalleled flexibility to accommodate your every need. Venture outside to discover your private sanctuary—a stunning outdoor oasis perfect for hosting lavish events or enjoying tranquil moments surrounded by lush landscaping and sweeping panoramic views. The expansive grounds are enhanced by a separate guest house with two complete living spaces and a six-car garage tailored for the car enthusiast. From the well designed interiors to the manicured exteriors, this estate represents the pinnacle of refined living. Its distinctive lot combines spaciousness, privacy, and stunning vistas to create a one-of-a-kind retreat.

5271 Isleworth Country Club Drive, Windermere

$8,000,000

3 Beds ⋅ 4 Baths ⋅ Windermere SubDv. ⋅ 34786 Zip Code

Sold Data Entry

12238 Park Avenue, Windermere

$7,650,000

6 Beds ⋅ 9 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code

Experience luxury lakefront living on a grand scale in this custom-built Modern Mediterranean estate on Lake Tibet, part of the pristine Butler Chain of Lakes. The three-story residence spans 9,571 square feet of living space on over 2.2 acres in the guard-gated community of Keene’s Pointe in sought-after Windermere. Built by Goehring & Morgan, this architectural masterpiece offers refined craftsmanship, exquisite details and seamless indoor-outdoor living with stunning water views from almost every space. The 26-foot grand entry sets the tone for soaring handcrafted coffered ceilings, travertine marble and mahogany wood floors, custom cabinetry, designer interior and exterior finishes and an open floor plan. Inside you'll find six bedrooms, five en suite, nine baths, formal living and dining rooms, wine cellar, family room, captivating saltwater aquarium, game room, lounge/loft, two offices, a mudroom, and a home theater constructed of concrete block to also serve as a safe room. The chef’s kitchen is outfitted with Sub-Zero and Dacor appliances, Esmeralda Brazil granite countertops, LED lighting, a large walk-in pantry, a prep kitchen with additional appliances and a built-in Miele coffee station with beverage refrigerator. The owner’s retreat features a private sitting room, fireplace, wet bar, oversized custom closet, spa-like bath and a covered balcony with breathtaking lake views. A spiral staircase leads to the third floor, the highest elevation in Keene’s Pointe, where you’ll find a private study and an observation deck. Massive sliding doors open to a spectacular outdoor living space with retractable screens, tongue-and-groove ceilings, fireplace, TV and a full summer kitchen with Viking gas grill, sink and refrigerator. The resort-style saltwater pool features a Beadcrete finish, sun shelf, lazy river, slide, grotto, swim-up table and stools, island planter with palm trees, spa and dramatic water, fire and lighting effects. A putting green and built-in trampoline complete the backyard oasis. One of only two, two-story docks in Keene’s Pointe, the home's private boathouse includes two boat slips with lifts and touchless covers, plus a floating dock for jet skis. Additional features include an elevator, in-floor vacuum system, attached in-law suite with private entry plumbed for a future kitchen, two garages with room for five cars and a gated dog run. The barrel tile roof, stone entry columns, motor court with fountains and professionally designed landscaping further elevate the estate. Keene’s Pointe offers access to the Butler Chain of Lakes, a 250-acre Jack Nicklaus Signature golf course, the Golden Bear Club, resort-style pool, tennis courts, fitness center, multiple playgrounds and a clubhouse for private events. Windermere offers small-town charm with proximity to downtown Orlando, fine dining, world-class shopping, championship golf courses, top-rated schools, international and private airports, and theme parks.

6137 Grosvenor Shore Drive, Windermere

$7,150,000

6 Beds ⋅ 9 Baths ⋅ Tildens Grove Ph 01 47/65 SubDv. ⋅ 34786 Zip Code

Discover this exceptional estate, recently renovated in 2021/2022, offering over 8,000 square feet of unparalleled craftsmanship. Upon entering, you are welcomed by a bright, open floor plan featuring a magnificent two-story foyer and a grand staircase adorned with custom glass railings, all framed by breathtaking lake views from every window and door. The gourmet kitchen showcases exquisite European-inspired custom cabinetry, top-of-the-line Gaggenau appliances, and a generous kitchen island, perfect for both culinary enthusiasts and entertaining. The master wing is a true retreat, boasting a luxurious spa bath, a separate lounge area, and a unique custom closet. This magnificent residence includes six bedrooms, seven full baths, and two half baths, along with a game room, gym, sauna, and a state-of-the-art home theater. Advanced technology throughout the home is powered by Lutron, ensuring convenience and sophistication at every turn. The outdoor space is equally impressive, featuring an infinity-edge pool enveloped in glimmering imported glass tile, set against a stunning 1.3-acre lot on Lake Davis. The private dock includes a second-story sun deck, providing an ideal spot for relaxation and enjoyment. The home is equipped with a new roof in 2023 and Tesla solar panels and a backup generator, ensuring energy efficiency and reliability. Water is purified by a reverse osmosis system, and each bath is custom finished, featuring Toto automatic and heated toilets. The landscaped backyard boasts several fruit and citrus trees, including mango, avocado, lemon, peach, lime, star fruit, and guava. Located just minutes from world-class shopping, fine dining, downtown Windermere, and the area’s renowned theme parks, Tildens Grove offers a prestigious lifestyle in a secure environment. Don’t miss this extraordinary opportunity to own a truly remarkable residence.

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