Town Of Windermere Homes with Park Community Features

Town Of Windermere Homes with Park Community Features

Welcome to the enchanting Town of Windermere, a picturesque gem nestled in the heart of Orange County, Florida. Known for its serene lakes and lush landscapes, Windermere offers a unique blend of small-town charm and modern amenities, making it an ideal place to call home.

Windermere is renowned for its stunning homes that seamlessly integrate with the natural beauty of the area. Many properties are situated within vibrant subdivisions that boast park-like community features. Imagine waking up to the sound of birds chirping and the gentle rustle of leaves as you step outside to enjoy beautifully manicured parks, walking trails, and recreational facilities right at your doorstep. These community parks provide a perfect setting for family picnics, leisurely strolls, or engaging in outdoor activities with friends and neighbors.

In addition to the scenic parks, Windermere is home to a variety of architectural styles, from charming bungalows to luxurious estates. The real estate options here cater to diverse lifestyles, whether you’re seeking a cozy family home or an elegant retreat. With top-rated schools, boutique shopping, and delightful dining options just a stone's throw away, residents enjoy a vibrant community atmosphere that fosters connection and camaraderie.

Windermere is more than just a place to live; it’s a lifestyle. With its breathtaking natural surroundings and a strong sense of community, this town invites you to create lasting memories in a place that truly feels like home. Explore the enchanting subdivisions of Windermere today, and discover the perfect blend of comfort, beauty, and community.

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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