Winter Park Villas
Homes for Sale in Winter Park, FL

Winter Park Villas is a gated, deed-restricted community of 102 villa-style homes built in 1981, with a median living area of 1,037 square feet and shared amenities including a clubhouse, fitness center, pool, and tennis courts.

Stellar MLS sales records identify 25 homes in Winter Park Villas that have changed hands since 2006, built between 1981 and 1984 (median 1981), with a median living area of about 1,120 sq ft and a typical 2-bedroom, 2-bath layout; 80% are condominiums. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.

Flood zones in Winter Park Villas: of 14 listing addresses checked against the FEMA National Flood Hazard Layer, 100% sit outside the FEMA Special Flood Hazard Area (Zone X). Individual parcels vary - verify any specific address at msc.fema.gov. See flood zones by neighborhood in Winter Park.

Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.

Winter Park Villas is too small for its own price trend, so here is the market around it.

In ZIP 32792, 137 homes are on the market and 21% are under contract — a steady corner of Winter Park.

Across Orange County, 5,909 homes are active and 1,877 pending (24% under contract).

In ZIP 32792 (Winter Park), 617 homes closed in the last 12 months at a median of $408K ($256/sq ft), down 1.9% year over year, with a median 28 days on market. Right now 49 active and 13 pending listings put supply at about 3.4 months - a balanced market. See the live ZIP 32792 housing market and the Orange County market.

ZIP and county figures describe the wider market, not Winter Park Villas specifically. Momentum Research analysis of MLS records.

• Audubon Park K8 · Elementary
• Audubon Park K-8 · Middle
• Winter Park High · High

Zoned schools reflect the assignments reported on recent Winter Park Villas listings and can change; always confirm with Orange County Public Schools for a specific address.

Buying with schools in mind? We can confirm the exact zoned schools for any Winter Park Villas address.

Every home in Winter Park Villas dates to 1981, which means buyers are largely choosing between units at similar ages rather than comparing older stock to newer construction. At a median of 1,037 square feet, these are compact, efficient floor plans consistent with an attached villa product rather than larger single-family footprints.

The homestead share here is notably low, at roughly 21%, which suggests a meaningful portion of the community is held as non-owner-occupied property - investment, rental, or seasonal use. That's a relevant data point for anyone weighing rental potential or expecting to buy alongside primarily owner-occupied neighbors. With only 2 active listings against 102 total homes, buyers should expect to move decisively when something in the right condition and price comes up, and sellers should know that pricing precedent is thin and highly sensitive to condition and updates.

In a community this small, with only a handful of listings active at any time, the comps are limited and every unit's condition matters more than usual. We track this niche market closely enough to help you weigh a specific villa's finishes and updates against what has actually moved, rather than relying on broad Winter Park averages that don't reflect a 1981-built, deed-restricted community.

Listings in this community report association dues of about $451 per month ($5,412 a year) - the median AssociationFee across 80 MLS records, normalised to a monthly figure; most are billed monthly. Dues change with budgets and can differ by section or product type; confirm the current figure with the association before you offer. Source: MLS listing records, 2026-10.

Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.