Town Of Windermere Homes with Lake Front Water Frontage

Town Of Windermere Homes with Lake Front Water Frontage

Welcome to the enchanting Town of Windermere, nestled in the heart of Orange County, Florida. This picturesque community is renowned for its serene lakes, lush landscapes, and an inviting atmosphere that makes it a coveted destination for families and individuals alike. With its charming streets and friendly neighborhoods, Windermere offers a perfect blend of tranquility and convenience, making it an ideal place to call home.

One of the standout features of Windermere is its stunning lakefront properties. Imagine waking up each morning to breathtaking views of shimmering waters, where the gentle sounds of nature greet you at your doorstep. These homes, many boasting private docks and expansive outdoor spaces, provide residents with unparalleled access to the region's beautiful lakes, perfect for boating, fishing, or simply enjoying a sunset cruise.

The real estate market in Windermere is as diverse as its residents. From luxurious estates with modern amenities to cozy family homes with character, there’s something for everyone. The lakefront homes are particularly sought after, offering not just a place to live, but a lifestyle that embraces the outdoors. Whether you’re hosting a summer barbecue by the water or enjoying a peaceful evening under the stars, these properties enhance the joys of waterfront living.

In addition to its natural beauty, Windermere is conveniently located near top-rated schools, shopping, and dining options, ensuring that all your needs are just a stone's throw away. Embrace the charm of Windermere, where lakefront living meets community spirit, and discover your dream home in this idyllic Florida town.

Newest Town Of Windermere Homes with Lake Front Water Frontage

$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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