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, a picturesque community nestled in the heart of Orange County, Florida. Known for its serene lakes, lush landscapes, and charming small-town vibe, Windermere offers a perfect blend of tranquility and modern living. This idyllic town is not just a place to call home; it’s a lifestyle that promotes outdoor activities, community engagement, and a strong sense of belonging.

Windermere is characterized by its stunning homes, many of which boast scenic views of the nearby lakes and parks. The architectural styles range from elegant Mediterranean to contemporary designs, ensuring that there is something for everyone. Families will appreciate the spacious layouts and modern amenities that these homes offer, making them ideal for both entertaining and everyday living.

One of the standout features of Windermere is its educational opportunities, particularly for families with school-aged children. The community is served by the highly-rated Olympia High School, known for its commitment to academic excellence and a wide range of extracurricular activities. Residents of Windermere can take pride in the quality of education available to their children, fostering a nurturing environment for young minds to thrive.

With its friendly atmosphere, beautiful surroundings, and top-notch schools, Windermere is more than just a place to live; it’s a community where families can grow, connect, and create lasting memories. Whether you’re taking a stroll along the charming streets or enjoying a weekend at one of the local parks, Windermere invites you to experience the beauty and warmth of Florida living at its finest. Come discover your dream home in this delightful town!

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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