Windermere Homes with Cottage Architectural style

Welcome to Windermere, Florida—a picturesque gem nestled in the heart of Orange County. Known for its charming lakes, lush landscapes, and a warm sense of community, Windermere offers a perfect blend of small-town charm and suburban convenience. With its serene atmosphere and friendly neighborhoods, this enchanting town is an ideal place for families, retirees, and anyone seeking a peaceful retreat just a stone's throw from the bustling Orlando area.

One of the standout features of Windermere is its stunning array of homes, particularly those showcasing the delightful Cottage Architectural style. These homes exude a whimsical charm, characterized by their cozy, quaint designs, steeply pitched roofs, and inviting front porches. With their unique craftsmanship and attention to detail, cottage-style homes in Windermere create an idyllic setting that feels like a storybook come to life.

Imagine waking up in a cozy cottage surrounded by lush gardens and the gentle sounds of nature. These homes often feature warm, inviting interiors with open floor plans, perfect for both relaxation and entertaining. Many come equipped with modern amenities while retaining their classic charm, making them a perfect choice for those who appreciate a blend of old-world charm and contemporary comfort.

In Windermere, you’ll find not just a home, but a lifestyle. With access to beautiful parks, scenic lakes, and a strong sense of community, it’s easy to see why so many are drawn to this enchanting town. Whether you’re looking to buy your first home or searching for a serene retreat, Windermere's cottage-style homes offer a unique opportunity to embrace a charming and fulfilling lifestyle in sunny Florida.

Newest Windermere Homes with Cottage Architectural style

$7,999,000

6 Beds ⋅ 9 Baths ⋅ Gardens/Isleworth SubDv. ⋅ 34786 Zip Code

Under Construction. Currently under construction in the renowned golf course community of Isleworth, this exceptional residence by Goehring & Morgan, thoughtfully designed by Ashley Martin, offers 8,038 square feet of refined luxury living. Featuring 6 bedrooms, 6 full bathrooms, 3 half bathrooms, and a 4-car garage, this custom home showcases timeless architecture paired with elevated finishes throughout. The exterior is highlighted by a durable concrete tile roof and resort-inspired outdoor living featuring a stunning pool with sundeck, deck jets, and a fully equipped summer kitchen with a Wolf grill, designed for year round entertaining. Inside, the expansive great room is framed by solid oak wall paneling and anchored by a striking gas Isokern fireplace.The chef’s kitchen is designed for both function and style with dual islands, Sub-Zero appliances, and an adjoining back kitchen for seamless preparation and hosting. Additional gathering spaces include an elegant sitting room with its own fireplace and a dedicated wine room. Thoughtfully designed for everyday convenience, the first-floor laundry room features dual washers, dual dryers, and a dedicated folding station. Sophistication and functionality come together seamlessly throughout this extraordinary Isleworth residence.

9317 Gladys Garden Court, Windermere

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