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$11,500,000
5 Beds ⋅ 6 Baths ⋅ O6304800 MLS
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
$4,475,000
6 Beds ⋅ 6 Baths ⋅ J999200 MLS
Within the gates of Isleworth, on beautiful Lake Chase among the Butler Chain of Lakes, sits this exquisite estate offering the best of Florida waterfront living. The six-bedroom, five and a half bath home is located adjacent to the driving range and tennis center, and is in close proximity to the renowned Isleworth Golf & Country Club house. Boasting an updated interior spanning more than 5,800 square feet, the estate offers spacious, light-filled rooms showcasing a phenomenal mix of fine finishes which create a home that is chic, stylish and relaxing. From the formal foyer featuring breathtaking views, to the dining room, open kitchen, breakfast nook and large family room, the sprawling floor plan captures exquisite vistas at every turn. The second-floor primary suite overlooks an outdoor oasis with views of Lake Chase, and the primary bath holds an oversized walk-in shower as well as an additional laundry room. Two home offices has separate workspace options. A private guest suite opening to a kitchenette and loft area conveniently rounds out the additional spaces in the home. Enjoy numerous outdoor dining and lounging areas and summer kitchen, along with the grounds featuring an open-air swimming pool, heated spa and boat dock.

6474 Deacon Circle, Windermere
$4,350,000
5 Beds ⋅ 5 Baths ⋅ O6346003 MLS
Within the gates of the renowned Isleworth Golf & Country Club, this beautiful lakefront estate captures the essence of timeless luxury and gracious living. Poised on the shores of Lake Bessie, the 5,548 square-foot residence unfolds across two levels, designed to frame sweeping water views and create effortless spaces for both grand entertaining and quiet retreat. The upper level greets guests with custom French entry doors that flow into the open formal living and dining rooms, perfectly designed for gatherings. The kitchen is spacious and inviting, offering casual dining and seamless access to the main living areas. A richly appointed library adds warmth and refinement, while two en-suite bedrooms complete this floor, including the primary suite. With its oversized windows capturing endless lake vistas, a large sitting area, exterior balcony, and an en-suite bath featuring dual vanities, a soaking tub, and walk-in shower, the primary suite is a sanctuary of light and serenity. On the lower level, the estate offers two expansive bonus areas joined by a well-equipped kitchenette. Ideal for gaming, entertaining, or working from home, both spaces connect effortlessly to the sun-drenched pool terrace—seamlessly integrating indoor luxury and outdoor living. A stunning mature oak tree anchors the property's beautiful lakefront grounds, stretching gracefully toward the water’s edge—a signature of the property’s natural beauty. Beyond the oak tree, Lake Bessie shimmers in full view, offering a breathtaking backdrop to the estate. A rare combination of elegance, versatility, and iconic setting, this residence presents a lifestyle within one of Central Florida's finest communities.

5036 Latrobe Drive, Windermere
$4,287,500
3 Beds ⋅ 4 Baths ⋅ O6386548 MLS
Timeless Waterfront Elegance in Isleworth’s Golf Villas Perfectly positioned along the tranquil shoreline of Lake Chase — part of the coveted Butler Chain of Lakes — this exquisitely renovated residence offers breathtaking sunrise views and a level of craftsmanship rarely seen. Located just steps from the Isleworth clubhouse, with its multiple dining venues, world-class fitness center, and premier amenities, this home sits within the highly sought-after Golf Villas enclave — an area known for its charm, walkability, and refined lifestyle. Encompassing approximately 3,000 square feet with three bedrooms and three bathrooms, the home has been completely reimagined by Akers Custom Homes thoughtfully perfecting every detail. The result is a residence that feels both timeless and impeccably curated. The exterior showcases a striking tabby façade, setting the tone for the craftsmanship within. Inside, 24” x 24” imported Italian tile flows seamlessly throughout the home, creating continuity and understated sophistication. Pecky cypress beams add warmth and architectural character, while a gas fireplace anchors the main living area with inviting elegance. The gourmet kitchen is a true centerpiece, appointed with Taj Mahal quartzite countertops, a dramatic onyx backsplash, and premium KitchenAid gas appliances. Designed for both beauty and function, it opens effortlessly to the living and dining spaces — ideal for everyday living and entertaining alike. The primary suite offers a private retreat with spa-inspired luxuries including a jacuzzi tub, and an expansive custom closet. Every space reflects thoughtful design — even the laundry room includes a dedicated dog shower, blending practicality with refined living. Outdoor living is equally exceptional. A heated pool overlooks the serene waterfront, while a motorized retractable screen enclosure allows the covered lanai to transition seamlessly between open-air and screened comfort. The expansive outdoor area features a full summer kitchen, dining space, and lounging area — creating a true extension of the home designed for year-round enjoyment. Completing the residence are two separate two-car garages, each equipped with retractable overhead storage for maximum organization and convenience. With its architectural integrity, superior materials, and unmatched location just moments from Isleworth’s clubhouse, this Lake Chase waterfront villa represents a rare opportunity to enjoy refined lakefront living within one of Central Florida’s most esteemed communities.

6113 Payne Stewart Drive, Windermere
$3,900,000
5 Beds ⋅ 7 Baths ⋅ O6408804 MLS
Located within the Gardens Villas enclave of Isleworth Golf & Country Club, this updated and spacious estate epitomizes luxury living. Offering an impressive 5,695 square feet of meticulously designed living space, this villa presents an exquisite blend of elegance, comfort, and modern convenience, complemented by an array of exceptional features and amenities.The property encompasses five generously appointed ensuite bedrooms, ensuring residents and guests enjoy the utmost privacy and convenience, along with a dedicated office space ideally suited for professionals working from home. The spacious chef’s kitchen is outfitted with high-end Viking, Wolf, and TRUE appliances, abundant storage, a butler’s pantry, and an adjacent entertaining bar designed for effortless hosting. Enhancing both peace of mind and functionality, the residence is equipped with a Moen whole-home water management system, along with a sophisticated home automation and security system that controls many of the home’s key functions. Designed to embrace the Florida lifestyle, the outdoor living spaces are equally exceptional. A private pool and spa, expansive lanai, and fully appointed summer kitchen create the perfect setting for relaxing or entertaining while enjoying the picturesque surroundings. In every detail, this Garden Villa exemplifies the pinnacle of luxury living by seamlessly combining spacious design, refined finishes, advanced smart-home technology, and thoughtfully curated custom features. Whether enjoying the tranquility of the Gardens, entertaining poolside, or working from the comfort of your private office, this residence offers an unparalleled lifestyle of distinction.

4806 Alexandra Garden Ct, Windermere