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 stunning landscapes, tranquil lakes, and luxurious homes, making it one of the most sought-after locations in the Orlando metropolitan area.

Windermere boasts a unique charm with its tree-lined streets, vibrant local shops, and an array of recreational activities. The town is surrounded by pristine lakes, including the beautiful Lake Butler, which offers residents breathtaking waterfront views and a serene lifestyle. Whether you enjoy boating, fishing, or simply soaking up the sun, the lakefront properties in Windermere provide the perfect backdrop for your dream home.

The real estate market in Windermere is as diverse as its residents, featuring a variety of architectural styles and sizes. From sprawling estates with expansive lakefront access to cozy family homes with enchanting views, there’s something for everyone. Imagine waking up to the gentle sounds of water lapping against the shore or enjoying a sunset from your private dock—this is the lifestyle that Windermere offers.

In addition to its natural beauty, Windermere is conveniently located near top-rated schools, upscale dining, and vibrant shopping districts. The community fosters a strong sense of belonging, with regular events and activities that bring neighbors together.

Discover the magic of Windermere, where lakefront living meets suburban charm. Your dream home awaits in this idyllic town, offering a lifestyle filled with tranquility, beauty, and endless outdoor adventures. Come and experience the allure of Windermere today!

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

Start Your Search