Town Of Windermere Homes with Olympia High High school

Town Of Windermere Homes with Olympia High High school

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 a vibrant atmosphere that seamlessly blends luxury living with a warm, welcoming spirit. Windermere is not just a place to call home; it’s a lifestyle that embraces the beauty of nature while offering all the conveniences of modern living.

The subdivision boasts a variety of exquisite homes, each uniquely designed to cater to diverse tastes and preferences. From sprawling estates with breathtaking lake views to charming family residences, Windermere offers something for everyone. With a strong emphasis on community, residents enjoy a plethora of amenities, including lush parks, scenic walking trails, and access to serene waterfronts, making it an ideal setting for outdoor enthusiasts and families alike.

One of the standout features of Windermere is its proximity to Olympia High School, a highly regarded educational institution that prides itself on academic excellence and a robust extracurricular program. Families will appreciate the ease of access to quality education, allowing children to thrive in a nurturing environment just a stone's throw away from home.

In addition to its prime location and excellent schools, Windermere is conveniently situated near shopping, dining, and entertainment options, ensuring that residents have everything they need at their fingertips. Whether you’re seeking a peaceful retreat or an active lifestyle, the Town of Windermere is the perfect place to create lasting memories. Come explore this charming community and discover your dream home today!

Newest Town Of Windermere Homes with Olympia High High school

101 Lee Street, Windermere
$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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