Town Of Windermere Homes with Golf Carts OK Community Features

Town Of Windermere Homes with Golf Carts OK Community Features

Welcome to the enchanting Town of Windermere, nestled in the heart of Orange County, Florida. Known for its serene lakes and lush landscapes, Windermere is a picturesque community that perfectly blends luxury living with a charming small-town atmosphere. This vibrant town is not just a place to live; it’s a lifestyle choice that offers an array of recreational activities, making it a sought-after destination for families and retirees alike.

One of the standout features of Windermere is its welcoming attitude towards golf carts, allowing residents to navigate the community in style and ease. Imagine cruising along tree-lined streets, waving to neighbors, and enjoying the stunning views of the surrounding lakes—all from the comfort of your own golf cart. This unique feature fosters a close-knit community feel, encouraging social interactions and a leisurely pace of life.

The homes in Windermere are as diverse as its residents, ranging from elegant estates to charming family homes, all designed with modern amenities and exquisite finishes. Many properties boast spacious yards and are situated near world-class golf courses, perfect for those who enjoy the sport or simply appreciate the beautiful landscapes they provide.

Windermere is also home to excellent schools, boutique shopping, and delightful dining options, ensuring that everything you need is just a short drive or golf cart ride away. With its stunning scenery, community-oriented lifestyle, and welcoming atmosphere, the Town of Windermere is truly a hidden gem in Central Florida. Come discover the charm and convenience that awaits you in this exceptional community!

Newest Town Of Windermere Homes with Golf Carts OK Community Features

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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