Windermere Homes with Elevators Amenities

Windermere Homes with Elevators Amenities

Welcome to Windermere, Florida—a picturesque town nestled in the heart of Orange County that effortlessly blends luxury living with a charming small-town atmosphere. Known for its stunning lakes, lush landscapes, and vibrant community, Windermere is a haven for those seeking a serene lifestyle just a stone's throw away from the excitement of Orlando. With its rich history, friendly neighborhoods, and top-rated schools, it’s no wonder that Windermere consistently ranks as one of the most desirable places to live in Central Florida.

One of the standout features of homes in Windermere is the inclusion of elevators, making them not only luxurious but also exceptionally functional. These homes are designed to offer convenience and accessibility, catering to families of all sizes and stages of life. Whether you’re entertaining guests on multiple levels or simply enjoying the ease of moving between floors, having an elevator in your home elevates your living experience to new heights.

Imagine waking up in a beautifully appointed home that seamlessly integrates modern amenities with stunning architectural details. With an elevator at your disposal, you can effortlessly navigate your multi-level sanctuary, whether you’re retreating to your private master suite or hosting friends on the upper terrace for sunset views.

Windermere is more than just a place to live; it’s a community that embraces the best of Florida living. From scenic parks and recreational activities to upscale dining and shopping, this charming town has something for everyone. Come discover the allure of Windermere, where luxury meets lifestyle, and find your dream home equipped with the convenience of an elevator today!

Newest Windermere Homes with Elevators Amenities

8168 Boat Hook Loop Unit 302, Windermere
$299,997
2 Beds ⋅ 2 Baths ⋅ Lakeside/Lks/Windermere SubDv. ⋅ 34786 Zip Code
Welcome to this spacious 2-bedroom, 2-bathroom third-floor condo in an elevator building, meaning no noisy above neighbors, in a convenient Windermere location, situated within walking distance from the community clubhouse and its extensive resort-style amenities. Offering an open floor plan, generous living spaces, and a low-maintenance lifestyle, this home is well suited for a full-time residence, second home, or investment property. The open-concept living and dining areas create a comfortable space for everyday living and entertaining, while the spacious kitchen features a breakfast bar, tons of cabinet storage, and large pantry closet. Both bedrooms are generously sized with ample closet space. The primary suite includes a private en-suite bathroom and walk-in closet. An enclosed outdoor living area provides additional space to relax, enjoy your morning coffee, or unwind at the end of the day. The community clubhouse is located just steps away and offers a variety of amenities, including a large swimming pool, fitness center, library, fireplace gathering area, kitchen facilities for entertaining, volleyball court, and playground. Located in Windermere with convenient access to Walt Disney World, shopping, A rated schools, dining, entertainment, and major Central Florida attractions. Disney's Magic Kingdom is approximately 10 minutes away, making this property an attractive option for those seeking a primary residence, vacation home, or investment opportunity in the Orlando area. Schedule your private showing today and discover the convenience and lifestyle this Windermere condo has to offer.

8168 Boat Hook Loop Unit 302, 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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