Wintermere Harbor Homes for Sale

About Wintermere Harbor Neighborhood

Wintermere Harbor sits roughly a third of a mile south of the SR 429 Daniel Webster Western Beltway on the east side of Winter Garden Vineland Road (CR 535). The community is reached through a single gated entrance off Lakeshore Grove Drive, which doubles back along Lost Grove Circle and Harbor Cove Way to serve the interior cul-de-sacs. Because there is only one way in and one way out, traffic stays internal — there are no cut-through routes for non-residents.

Beazer Homes built out the majority of Wintermere Harbor between 1999 and 2000, producing single-family homes typically running 2,500 to 4,500+ square feet with 3 to 6 bedrooms, 2.5 to 4.5 baths, and 2- or 3-car garages. Lots are generous by Winter Garden standards — a mix of quarter-acre and larger pieces, several with conservation backdrops and no rear neighbors. The vast majority of homes have private pools and screened lanais; a sizable share also has dock or pond frontage.

The defining feature is Lake Luntz itself — a 21.2-acre skiable lake with clean water and a tree-lined shoreline. Wintermere Harbor owns and maintains the community park, children's playground, volleyball court, and a private pier extending out onto the lake near the entrance. Five interior ponds wind through the rest of the layout, which is why 34 of the homes carry a "waterfront" designation even though only 12 sit directly on Lake Luntz.

Wintermere Harbor Location & Connections

Wintermere Harbor occupies the south side of the Winter Garden Vineland Road / Daniels Road corridor in Winter Garden, between SR 429 to the north and the Windermere border to the south. The footprint is bounded by Bronsons Landing on the north and east, Lake Luntz on the south, and Wintermere Pointe on the west.

Wintermere Harbor Amenities & Lifestyle

Wintermere Harbor leans heavily into water-oriented quiet — the kind of community where the social life is built around the lake, the dock, and walking the kids to the playground rather than around clubhouse programming or fitness classes. There is no swimming pool, no clubhouse, no gym, no tennis courts; the amenity package is deliberately small and entirely focused on Lake Luntz and the interior ponds. For households who would rather have a private dock at home than a community pool down the street, the trade is exactly right.

Because the community is wedged between Winter Garden Vineland Road and the SR 429 corridor, every regional amenity — Winter Garden Village at Fowler Groves, downtown Winter Garden, the Disney parks, the West Orange Trail, West Orange Country Club — sits within a 10-minute drive. You get a small, quiet enclave with regional-amenity access at the gate.

How Wintermere Harbor Compares

The most useful frame for Wintermere Harbor is against its two neighbors: Bronsons Landing across Daniels Road and Wintermere Pointe across Winter Garden Vineland Road. All three sit within the same school zone footprint and share the SR 429 / WGV corridor, but they target different buyers.

Wintermere Harbor HOA & CDD Information

Wintermere Harbor is governed by a mandatory homeowners association that maintains the gated entry, private pier, community park and playground, volleyball court, common-area landscaping, and the interior ponds. The association handles the items shared across all 30-plus homes; each owner is responsible for individual lot maintenance, private pools, and private docks where applicable.

There is no Community Development District (CDD) assessment on Wintermere Harbor — the community was built out in 1999–2000, predating the CDD-financed era of new construction in the Daniels Road and Horizon West corridors. That means buyers here avoid the $2,000–$5,000+ annual CDD assessments typical of newer master-planned villages just south and east.

Frequently Asked Questions