Town Of Windermere Homes with Three+ Story Property Description

Town Of Windermere Homes with Three+ Story Property Description

Welcome to the enchanting Town of Windermere, a hidden gem nestled in the heart of Orange County, Florida. Known for its picturesque landscapes and serene lakes, Windermere is a delightful blend of small-town charm and modern conveniences. This vibrant community offers an idyllic lifestyle, making it a perfect choice for families, retirees, and anyone seeking a tranquil retreat just a stone's throw from the bustling city of Orlando.

One of the standout features of Windermere is its stunning collection of homes, particularly those boasting three or more stories. These expansive properties provide ample space for families to grow, entertain, and create lasting memories. With their elegant designs and modern amenities, these homes offer a perfect balance of luxury and comfort. Imagine waking up to breathtaking views from your master suite or hosting a sunset gathering on your rooftop terrace.

The three-plus story homes in Windermere are crafted with meticulous attention to detail, featuring open floor plans, gourmet kitchens, and spacious living areas that invite natural light. Many of these homes are situated on beautifully landscaped lots, providing an oasis of tranquility where you can unwind after a long day.

Living in Windermere means enjoying a wealth of recreational opportunities, from boating on the pristine lakes to exploring the scenic parks and trails that surround the community. With top-rated schools, charming boutiques, and delightful dining options nearby, Windermere is not just a place to live; it’s a lifestyle to embrace. Come discover your dream home in this captivating town, where every day feels like a vacation!

Newest Town Of Windermere Homes with Three+ Story Property Description

$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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