$6.3M Windermere Estate Hits the Market

A remarkable estate in Windermere has just entered Central Florida’s real estate scene, capturing attention for its size, design, and lakefront setting. The Mediterranean-inspired residence at 9639 Westover Roberts Road sits on nearly five acres along Lake Olivia, offering more than 11,000 square feet of living space across multiple levels.

Originally published on Sptember 19th, 2025. Updated for accuracy.

The property features five bedrooms and nine bathrooms, along with spaces for gathering, recreation, and fitness, including a home theater, gym, and lakefront cardio area. A detached guest house and showcase garages capable of accommodating up to 14 vehicles further highlight the scale of the estate.

Beyond its impressive architecture and amenities, the estate’s location is part of what makes it newsworthy. Windermere is known for its scenic lakes, private schools such as Windermere Prep and Montverde Academy, and easy access to Orlando’s restaurants, cultural offerings, and business centers. Its lakefront setting provides both privacy and connection to the region’s recreational opportunities, from boating to golf.

The estate’s arrival on the market draws attention for its impressive scale, architectural distinction, and prime lakefront location along Lake Olivia. Listed at $6,395,000, it adds a notable entry to Central Florida’s luxury real estate scene, offering insight into the ongoing trends and demand in the Windermere market.

While the estate is a private residence, its arrival on the market underscores the ongoing demand for large-scale, architecturally significant properties in Windermere and the surrounding Orlando area.

For more information and to explore the property, view the listing here.