Windermere Homes with Elevators Amenities

Windermere Homes with Elevators Amenities

Welcome to Windermere, Florida – a picturesque gem nestled in Orange County, just a stone’s throw from the vibrant heart of Orlando. Known for its charming small-town atmosphere, Windermere boasts stunning lakes, lush landscapes, and a friendly community that welcomes you with open arms. This idyllic locale is perfect for those seeking a serene lifestyle while being conveniently close to the excitement of theme parks, shopping, and dining.

Windermere is renowned for its luxurious real estate options, including exquisite homes that feature modern amenities designed for comfort and convenience. One standout feature of many properties in this area is the inclusion of private elevators. These elevators not only enhance accessibility but also add a touch of elegance to your living space. Imagine gliding effortlessly between floors in your own home, making daily life smoother and more enjoyable.

Whether you’re hosting family gatherings or simply enjoying a quiet evening, homes with elevators in Windermere offer a unique blend of luxury and practicality. With spacious layouts, breathtaking views, and top-notch finishes, these residences cater to a variety of lifestyles.

As you explore Windermere, you’ll discover a community rich in parks, recreational opportunities, and a strong sense of belonging. From boating on the serene lakes to enjoying community events, there’s always something to do. Experience the best of Florida living in Windermere, where your dream home with an elevator awaits!

Newest Windermere Homes with Elevators Amenities

8168 Boat Hook Loop Unit 302, Windermere
$294,997
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

Start Your Search

How much is your home worth?

Get instant property value now!