Windermere Homes with Elevators Amenities

Welcome to Windermere, Florida – a picturesque gem nestled in Orange County, known for its stunning lakes, lush landscapes, and a vibrant community spirit. This charming town offers a perfect blend of small-town charm and modern convenience, making it an ideal destination for families, retirees, and anyone seeking a serene lifestyle just minutes away from Orlando’s bustling attractions.

Windermere is renowned for its beautiful waterfront properties, scenic parks, and a tight-knit community that hosts events throughout the year. With its rich history and a strong commitment to preserving its natural beauty, Windermere provides residents with a tranquil environment where outdoor enthusiasts can enjoy activities such as boating, fishing, and hiking. The town’s quaint downtown area features boutique shops, delightful cafes, and top-rated schools, ensuring that residents have everything they need right at their fingertips.

For those considering a home in this idyllic setting, Windermere offers a range of luxurious properties, many equipped with top-notch amenities, including elevators. Homes with elevators not only provide convenience but also enhance accessibility, making them a perfect choice for multi-generational families or those who prefer single-level living without sacrificing space. Imagine enjoying breathtaking views from your upper-level living spaces or effortlessly moving between floors in style.

In Windermere, you’ll find a community that values both comfort and elegance, where the charm of small-town living meets the luxury of modern amenities. Come explore the possibilities that await you in this enchanting Florida town!

Newest Windermere Homes with Elevators Amenities

$325,000

3 Beds ⋅ 2 Baths ⋅ Lakeside/Lks/Windermere SubDv. ⋅ 34786 Zip Code

Virtually Staged. Imagine coming home to a resort-style community just minutes from Walt Disney World! This beautiful 3 Bed + 2 Bath top-floor unit is located in the highly sought-after Horizon West area of Windermere, where comfort, convenience, and an exceptional location come together. Perfectly situated directly across from the clubhouse with easy elevator access, this bright and spacious home offers relaxing views from the private screened balcony overlooking the community's extensive amenities. The open, split floor plan features tile flooring throughout the main living areas, carpet in the bedrooms, and gorgeous crown molding. The lovely kitchen has granite countertops, 42" maple cabinetry, quality appliances, upgraded fixtures, and a large walk-in pantry. Lakeside's amenities include two resort-style pools, fitness center, volleyball courts, and a spacious clubhouse. Located just minutes from Disney, Lake Side Shoppes, Hamlin Town Center, tons of restaurants and top-rated schools! Call today to schedule a viewing!

8168 Boat Hook Loop Unit 724, Windermere

$6,000,000

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

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. Private showings are easily accommodated, including same-day requests. Some photos (4 rooms on the second floor) have been virtually staged.

9725 Chestnut Ridge Drive, Windermere

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