Town Of Windermere Homes with Park Community Features

Town Of Windermere Homes with Park Community Features

Welcome to the Town of Windermere, a picturesque enclave nestled in the heart of Orange County, Florida. Known for its stunning landscapes, pristine lakes, and a warm, inviting community atmosphere, Windermere is the perfect destination for those seeking a serene lifestyle without sacrificing modern conveniences.

As you explore this charming town, you’ll discover a variety of beautiful homes that reflect the area’s unique character. Many of these residences are situated within thoughtfully designed subdivisions that boast park community features, enhancing the overall living experience. Imagine waking up each day to the gentle rustle of leaves and the sound of birds chirping, all while being just moments away from vibrant community parks that offer playgrounds, picnic areas, and walking trails. These green spaces not only provide a perfect backdrop for family gatherings and outdoor activities but also foster a strong sense of community among residents.

Windermere is renowned for its commitment to preserving nature and promoting an active lifestyle, making it an ideal choice for families, retirees, and everyone in between. With a close-knit community feel, residents often come together for local events, farmers' markets, and seasonal celebrations, creating lasting memories and friendships.

Whether you’re looking for a cozy single-family home or a luxurious estate, the Town of Windermere has something for everyone. Embrace the perfect blend of tranquility and community spirit in this idyllic Florida town, where your dream home awaits amidst the beauty of nature. Come and experience Windermere – where home truly feels like a retreat!

Newest Town Of Windermere Homes with Park Community Features

$1,395,000
5 Beds ⋅ 4 Baths ⋅ Town Of Windermere SubDv. ⋅ 34786 Zip Code
Virtually Staged. Nestled in the heart of Windermere, and featuring more than $300,000 in recent improvements including a brand new roof September 2026, this character-rich home offers nearly 4,200 square feet of versatile living space just steps from Windermere's charming downtown. Situated on nearly half an acre, this five-bedroom, four-bath residence pairs distinctive architectural character with thoughtful updates, abundant natural light and exceptional flexibility. The main living level brings together the kitchen, dining area and expansive great room, where high ceilings and a striking gas fireplace create a warm and inviting gathering space. Four sets of beautiful, new sliding glass doors open to an expansive balcony overlooking the screened pool, extending the living and entertaining space outdoors. A private-entry in-law suite adds another compelling feature to this unique home, offering exceptional possibilities for multigenerational living, extended-stay guests or a private work-from-home space. This lower level includes two bedrooms, two full baths, spacious living area, and a wet bar with mini-refrigerator. The fifth bedroom, currently enjoyed as a home gym, is also perfect for an office, playroom or hobby room. Privately positioned on its own level, the generous primary suite provides a peaceful retreat with a spacious sitting area and private balcony. Recent, significant investments throughout the property include new windows and doors, three newer HVAC units, new roof September 2026, interior and exterior paint, updated astroturf in the side yard, as well as numerous other improvements, all while preserving the character and scale of this established Windermere home. The pool and patio, featuring a screen enclosure just added in 2020, and newer cabanas, perfect for entertaining, relaxing and enjoying Florida living year-round. The location offers a lifestyle all its own, with downtown Windermere’s weekly farmers market, community events, parks and small-town charm just a short walk or golf cart ride away. Town of Windermere residents also enjoy private access to a boat ramp on the renowned Butler Chain of Lakes, as well as to the town tennis and pickleball courts! Zoned for top rated Windermere Elementary and Olympia High, and situated just minutes from the shopping and dining of The Grove at Isleworth and Restaurant Row, this distinctive home delivers a rare combination of space, flexibility, and character all in a desirable, downtown Windermere location.

101 Lee Street, Windermere

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