Set on a large, tree-lined lot just moments from historic downtown Windermere, this fully reimagined residence blends modern luxury with timeless charm—delivering a level of craftsmanship and detail that truly stands out. Every inch of this home has been thoughtfully redesigned, including a newly configured floor plan, all new interior doors and trim, and beautiful wide-plank flooring throughout. Light pours into the home, creating a bright, inviting atmosphere from the moment you step inside. At the center of it all is a completely NEW kitchen—designed for both everyday living and elevated entertaining. Featuring an impressive 10-foot quartz island with seating, custom wood cabinetry, a double-door pantry, and a stunning suite of GE Café appliances including a four-panel refrigerator, double ovens, 6-burner gas cooktop, microwave drawer, dishwasher, and a custom hood. A dedicated coffee bar adds the perfect finishing touch. The family room is equally striking, with high ceilings and a custom dry bar complete with dual beverage refrigerators—creating a seamless space for gathering and hosting. The private primary suite has been elevated to feel like a true retreat, now featuring dual walk-in closets and a beautifully renovated spa-style bathroom with a quartz-topped double vanity and a luxurious walk-in shower with rain head. A newly created private office with glass French doors and a decorative fireplace offers a quiet, stylish workspace. The home also features a newly added fourth bathroom and additional bedroom / or flex space, enhancing both functionality and flexibility. Step outside to your own backyard escape, where a private pool is surrounded by mature trees, offering both shade and privacy. Beyond the stunning design, this home offers true peace of mind with major system upgrades including a 50-year architectural shingle roof, full home replumb (2024), new tankless water heater (2025), and a new well, pump, and irrigation system (2025). All of this just minutes from the charm of downtown Windermere and the shops and restaurants along Conroy-Windermere Road. This is more than a renovation—it’s a complete reimagination of what Windermere living can be.
- Built in 1960
- 2 garage spaces
- $453.93/sqft
- Lot size: 16,010 sqft
- 7 days on market
- Directions: From I-4, take the Conroy Windermere Road exit west, go through the intersection of South Apopka Vineland Road, take a right onto Main Street, left onto West 1st Avenue and the home is on the corner of West 1st Avenue and Palm Street.
- County: Orange
- Geo subdivision: WINDERMERE TOWN
Nearby Schools
Windermere Elem
Gotha Middle
Olympia High
Features
Interior
Exterior
Utilities
Structure
Pets, Accessibility & Amenities
Financial
Lease Information
Tax, Legal & Financing
Let's get in touch!
Let's get in touch!

Gabriella Massaro
Real Estate Agent & Mortgage Loan Originator 🇺🇸 NMLS #2744990
- Source: Stellar MLS
- MLS #: O6391350
Listing updated: April 1, 2026 at 7:58PM
Listing provided by: Jill Healey, KELLER WILLIAMS WINTER PARK
Last checked 17 hours ago
Listing provided by: Jill Healey, KELLER WILLIAMS WINTER PARK
Last checked 17 hours ago
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