Lake Cypress Cove Homes for Sale

About Lake Cypress Cove Neighborhood

Lake Cypress Cove sits at Winter Garden Vineland Road (SR 535) and Marleon Drive in southern Windermere's 34786 corridor. The community is organized around a private lake — Lake Cypress — with a small number of homesites enjoying direct lakefront and the remainder positioned on pond-front and interior lots. Public sources differ on the exact home count (one widely cited profile lists 16 homesites; another industry profile lists 26 total homes), so the practical takeaway for buyers is simply that this is a small, low-density community that rarely sees turnover.

Construction occurred in phases between 2000 and 2016, with Emerald Homes producing most of the original product on signature plans including the Verona, Tillman, Florence, and Siena. Homes generally range from roughly 3,700 to over 10,000 square feet, with five-bedroom layouts, 5.5–6.5 bathrooms, and three-car garages. Lots are oversized for the area — many approach or exceed one acre — which is the practical ceiling on density and a major reason the streetscape feels more rural than the SR 535 location would suggest.

What separates Lake Cypress Cove from neighboring 34786 communities is the combination of a private lake, walkability to Windermere Preparatory School, and proximity to Windermere High — all behind a single gated entrance with no through-traffic. The trade-off is that lake access is private to the community, so this is not a Butler Chain neighborhood — buyers seeking ski-water Butler Chain frontage should look at communities listed on the Windermere hub's Butler Chain table.

Lake Cypress Cove Location & Connections

Lake Cypress Cove is set in southern Windermere on the east side of Winter Garden Vineland Road, between the SR 535 retail corridor to the south and the Sawyer Sound / Lake Sawyer area to the north. The location offers fast access to the Butler Chain of Lakes via public ramps, the Disney corridor to the south, and Winter Garden / Horizon West retail to the west — without sitting on top of any of them.

Lake Cypress Cove Amenities & Lifestyle

The day-to-day appeal of Lake Cypress Cove is the contrast between an extremely small, quiet residential setting and a location that puts mainstream retail, theme parks, the Butler Chain, and two major school options within a short drive. The community itself doesn't carry a master-planned amenity package — there's no resort pool or clubhouse — and that's part of why lots are this large at this price band.

How Lake Cypress Cove Compares

Lake Cypress Cove is a small custom-estate community without a resort amenity package — it competes on lot size, walkability to Windermere Prep, and a private-lake setting rather than on community pools or clubhouses. The fairer comparison is to other small Windermere estate communities, not to the area's master-planned neighborhoods.

Lake Cypress Cove HOA & CDD Information

Lake Cypress Cove is governed by a community HOA covering shared elements typical of a small gated enclave (gate maintenance, common landscaping, private streets where applicable). Because the community is small, the management arrangement and fee structure may differ from larger master-planned associations — buyers should request governing documents during their due-diligence period.

Most Windermere 34786 neighborhoods of this vintage are not subject to Community Development District (CDD) assessments, and Lake Cypress Cove is generally understood not to carry a CDD. Buyers should still verify CDD status with closing documents.

Frequently Asked Questions