Windermere Downs
Homes for Sale in Windermere, FL

Windermere Downs market snapshot (as of August 2, 2026): the median sale price is about $1.03M ($345 per sq ft over the trailing 12 months of closed sales), and a median 21 days on market for closed sales. The trailing-12-month median is up 15% from the prior 12 months and up 225% since 2012, computed from record-level Stellar MLS closed sales (7 closings in the current window).

In ZIP 34786 (WINDERMERE), 788 homes closed in the last 12 months at a median of $640K ($261/sq ft), down 0.6% year over year, with a median 40 days on market. Right now 131 active and 43 pending listings put supply at about 3.7 months — a balanced market. See the live ZIP 34786 housing market and the Orange County market.

Windermere Downs is a community of 215 homes in Windermere, Orange County, built between 1973 and 2023 (median 1986.0), with a median living area of about 3,031 square feet. 85% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).

Windermere Downs is a 201-home community in Windermere, Orange County, built out over five decades and heavily owner-occupied, with a homestead share near 85%. That ownership profile tends to keep turnover measured and inventory limited.

• Thornebrooke Elem · Elementary
• Gotha Middle · Middle
• Olympia High · High

Zoned schools reflect the assignments reported on recent Windermere Downs 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 Windermere Downs address.

With a build range from 1973 to 2023 and a median year built of 1986, this is not a cookie-cutter subdivision. Two homes at the same address size can trade very differently depending on roof, systems, kitchens, and whether the house has been taken back to studs at any point. The median living area near 3,000 square feet means most listings are genuine full-size homes, so square-footage-driven pricing rewards careful comparison of finish level.

Because owner-occupancy is high — a homestead share around 85% — supply is thin and the sample of closings is small, just five in the measured window. That makes any single comp influential and any headline percentage noisy. Read individual sales, not just the median, before setting or accepting a price.

In a thin-inventory pocket where condition swings value and the closing sample is small, the work is in the comps. We underwrite each sale on its own merits — updates, systems, and layout — rather than leaning on a community median that a single trade can move. That is how buyers avoid overpaying for vintage and sellers avoid underpricing a genuinely updated home.

Listings in this community report association dues of about $83 per month ($996 a year) — the median AssociationFee across 188 MLS records, normalised to a monthly figure; most are billed annually. 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.