9508 Windy Ridge Road, Windermere
Windermere, FL Homes for Sale
Windermere, FL sits within the Butler Chain of Lakes about twenty minutes southwest of downtown Orlando, where single-family homes typically list between $650,000 and $2.5 million. Zen Home Group works with buyers across this range, from townhomes near Windermere Road to lakefront estates in gated communities. The area is defined by its brick-paved streets, mature oak canopy, and access to a chain of fourteen connected lakes popular for boating and fishing.
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Home Styles and Price Context
Windermere homes are predominantly Mediterranean and transitional styles built between 1995 and 2015, with stucco exteriors, tile roofs, and lot sizes ranging from a quarter acre in newer communities to over an acre on lakefront parcels. Estate homes in gated communities range from 3,500 to 8,000 square feet and list between $1.2 million and $4 million. Non-lakefront single-family homes in Windermere typically list between $650,000 and $1.1 million.
Neighborhoods
Isleworth
Isleworth is a guard-gated golf community along the Butler Chain of Lakes, known for luxury estates that regularly list between $2 million and $10 million. Homes here average 5,000 to 12,000 square feet on lots exceeding one acre.
Windermere Downs
Windermere Downs is an established lakefront community built primarily in the 1980s and 1990s off Conroy Windermere Road, with homes ranging from 2,500 to 4,500 square feet and prices between $700,000 and $1.5 million.
Keene's Pointe
Keene's Pointe is a gated community surrounding the Golden Bear Club golf course, with Mediterranean-style homes listing between $900,000 and $3 million.
Daily Life
Windermere residents reach downtown Orlando in about twenty minutes via State Road 408 and the town connects to Interstate 4 in roughly fifteen minutes. Windermere Elementary and Bridgewater Middle School serve families across the area. The town maintains public boat access to the Butler Chain of Lakes, and Fernwood Park hosts youth sports along Sixth Avenue. Walt Disney World, one of the region's largest employers, sits about fifteen minutes south.
Working With a Local Agent
Zen Home Group knows the distinctions between Windermere's gated estate communities and its established lakefront neighborhoods, helping buyers compare lot size, lake access, and school zoning across the town.