Westover Club Homes for Sale

About Westover Club Neighborhood

Westover Club sits in the Thornebrooke Elementary corridor of Windermere, off Westover Roberts Road and just east of South Apopka Vineland Road. The neighborhood was developed primarily during the early 2000s as a gated community of custom-built single-family homes, and that era of Windermere construction is reflected in the lot sizes and architectural variety — most homes sit on parcels of roughly 0.30 acres or larger, with stucco-and-tile Mediterranean and traditional Florida elevations rather than the production-builder uniformity common in newer master-planned communities.

Homes typically offer 4 to 6 bedrooms with square footage in the 2,300 to 4,500 range, and many include screened pools, three-car garages, and outdoor living spaces oriented to take advantage of Florida's climate. Because the community matured over more than two decades, the tree canopy is well-established, and street-level character is meaningfully different from new construction nearby.

Westover Club is identified in our hub data as one of the area's established gated golf communities, alongside flagships like Isleworth and Keene's Pointe — though Westover Club operates at a more accessible price point and on a more intimate community scale. Internal amenities include a community pool, tennis courts, basketball and volleyball courts, and a playground; the gated entry is the defining security feature.

Westover Club Location & Connections

Westover Club is positioned in the Thornebrooke corridor of central Windermere, with primary access via Westover Roberts Road. South Apopka Vineland Road provides the main arterial connection west toward Disney and east toward Dr. Phillips, while Conroy-Windermere Road and the SR-429 / Florida's Turnpike interchange handle longer commutes.

Westover Club Amenities & Lifestyle

Day-to-day life in Westover Club is built around a self-contained amenity package — a community pool, tennis courts, basketball and volleyball courts, and a playground — combined with central Windermere access to Windermere's shopping, dining, parks, and lakes. The neighborhood's location in the Thornebrooke Elementary corridor places it within a 5–10 minute drive of The Grove at Isleworth, Town Square, and the Butler Chain of Lakes, making it well-suited to families who want established character without sacrificing access to area amenities.

How Westover Club Compares

Westover Club's value proposition is most clearly seen against directly comparable established gated communities in the Windermere/Dr. Phillips corridor — not against newer Horizon West master plans, which carry CDD fees and significantly smaller lots. Two of the closest direct competitors are Westover Reserve and Roberts Landing, both within a few minutes of Westover Club on the same Westover Roberts Road corridor.

Westover Club HOA & CDD Information

Westover Club is governed by a homeowners association that maintains the gated entry, common areas, and shared amenities (pool, tennis and multi-sport courts, and playground). The community is not believed to carry a Community Development District (CDD) assessment — a meaningful difference from many newer Horizon West and southwest Orange County master-planned communities — but buyers should always confirm CDD status through their title commitment at closing.

Frequently Asked Questions