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6024 Greatwater Drive, Windermere
$3,250,000
5 Beds ⋅ 6 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code
Ideally located within the highly desirable, guard-gated Keene’s Pointe community and situated on the 17th fairway of the Jack Nicklaus-designed Golden Bear Golf Course, this stunning, custom-built estate with 3-car garage has outstanding curb appeal and is cleverly designed to effortlessly surround a center courtyard whilst still availing of sweeping views of the golf course. On arrival, the residence is accessed via a double wrought iron gate with solid wooden doors leading to the California/Mediterranean-style courtyard immediately setting a scene of grandeur and providing both a welcoming entryway to the home as well as coveted al fresco living, dining & entertainment spaces. Featuring a tranquil water fountain, a spa anchored by a custom fireplace, and a summer kitchen with a full wet bar, enjoy the Florida lifestyle seamlessly blending indoor and outdoor living whilst retaining a true sense of privacy. The home itself spans 6,370 square feet of air-conditioned space and provides the ultimate in elegance and luxury living. A double door entrance opens to a 2-story foyer with impressive grand staircase. Elevated finishes are abound and include rich hardwood flooring, crown molding, plantation shutters, and elegant tongue-and-groove ceilings. The gourmet kitchen with separate breakfast area is a chef's dream, with ample cabinetry, sleek quartz countertops and backsplash, high-end Thermador appliances, a double oven, and a custom range hood, all perfectly situated opposite a fully equipped wet bar and generous family room with a double-sided fireplace enhanced by views over the golf course and with sliding glass doors providing direct access to the yard. A raised dining room provides a more formal eating space. The thoughtful layout features 5 bedrooms, including a secluded 1st-floor owner's retreat that spans an entire wing with full ensuite bathroom, a sitting area and its own completely private courtyard, a secondary 1st-floor guest suite with courtyard access (currently used as a music room), and an upstairs mother-in-law suite with balcony. Designed for modern living, the estate also boasts a private executive office, a home theater/media room, a large upstairs bonus room/flex space, a loft with a built-in entertainment center and wrap around balconies adorn both the front and back side of the house. The resort-style backyard is an outdoor oasis, showcasing a sparkling heated pool with water features, professional evening uplighting, and both covered & open outdoor lounge seating spaces overlooking the lush, mature landscaping of the yard and views of the fairway. Recent upgrades in the home include Anderson windows, 2 HVAC units and all HVAC units in the home have UV light system, 2 water heaters and water softener, new driveway & home side paths, newer pool, spa and fountain equipment and newer painted interior with freshly painted exterior Oct 2026. Residents enjoy exclusive neighborhood amenities, including community playgrounds, basketball courts, and private boat ramp access to Lake Burden, with optional club memberships available for the fitness center, clubhouse, swimming, tennis courts, and championship golf course.

6024 Greatwater Drive, Windermere

6126 Payne Stewart Drive, Windermere
$3,250,000
3 Beds ⋅ 4 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code
Welcome to 6126 Payne Stewart Drive, a beautifully renovated golf villa in Isleworth, just steps from the club house. This 2,848-square-foot home offers three bedrooms, each with its own full bathroom, plus a powder room for guests. Soaring ceilings and an open floor plan bring a sense of space to the main living areas, where travertine floors and new doors complement the recent renovations. The gourmet kitchen features a 10-ft center island and top of the line appliances. The primary suite includes a recently renovated bathroom with a generously sized shower and soaking tub. Outside, a fully fenced garden setting surrounds the pool and spa. A summer kitchen and fireplace make the space inviting for outdoor dining and relaxing in the Florida Sunshine.

6126 Payne Stewart Drive, Windermere

5524 Worsham Court, Windermere
$3,500,000
4 Beds ⋅ 6 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code
Welcome to the exclusive gates of Isleworth, golf front estate offers over 7,600 square feet of refined luxury living overlooking the fairway of the renowned Isleworth Golf & Country Club, one of the worlds most prestigious golf club communities, this championship course was designed by Arnold Palmer and set along the Butler Chain of Lakes. The neighborhood is defined by beautifully landscaped scenery, sweeping water views, and exceptional 24 hour guard gated privacy. This estate offers exceptional potential supporting four beds, six baths, a private office, inside gym, approached by a private driveway with ample guest parking and a 4 car garage. The two story residence opens with a regal marble foyer and fountain feature. Inside, vaulted ceilings, skylights, and wall to wall sliding glass doors fill the main living areas with natural light while framing views of the pool, sauna, golf views and rolling fairways beyond. A grand fireplace and wet bar create an inviting space for entertaining. The chef’s kitchen centers on a dramatic island and is highlighted by a striking copper range hood, warm cabinetry, and an open eat in layout designed for both everyday living and hosting. Above the garage, a private accessory dwelling unit provides flexible secondary living space or maids living. Each of the spacious bedrooms offers its own view and is finished with marble baths. A dedicated home gym adds further convenience. Exceptional amenities and sophisticated living in the world renowned community of Isleworth.

5524 Worsham Court, Windermere

9725 Chestnut Ridge Drive, Windermere
$5,975,000
7 Beds ⋅ 7 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code
Virtually Staged. Newly renovated, this private Isleworth residence offers a rare balance of architectural authority, thoughtful design, and quiet indulgence. Spanning approximately 8,000 square feet, the home unfolds with intention. Rich walnut cabinetry and wood detailing create warmth and continuity throughout, while the fireplace and wine cellar anchor the living spaces with understated elegance. Every room feels deliberate, refined, and composed. The kitchen is a statement of both form and performance; finished with Taj Mahal quartzite countertops, a 60-inch Wolf gas cooktop, Dacor refrigerator and freezer, two warming drawers, a steam oven, and a discreet hidden pantry designed for seamless entertaining. Dual dishwashers and two laundry areas support effortless daily living behind the scenes. Designed for both privacy and flexibility, the home features six bedrooms, a dedicated office, a bonus room with a closet suitable as an additional bedroom, and an elevator for ease across levels. Bathrooms are equally considered, with five full and 2 half baths, all executed with a calm, modern sensibility. Outdoors, the residence enjoys full privacy and tranquil pond views, complemented by a gas-heated pool and jacuzzi, and summer kitchen; a serene backdrop for both quiet mornings and refined gatherings. Mechanically, the home has been comprehensively updated with four new A/C units (2025), two tankless water heaters, and recently replaced garage doors and motors, ensuring modern efficiency beneath the elegance. It is a residence restored with intention, where discretion, craftsmanship, and comfort converge. Some photos have been virtually staged. Private showings are easily accommodated, including same-day requests.

9725 Chestnut Ridge Drive, Windermere

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