Windermere, FL Housing Market 2026: Median Home Price & Sales Trends

If you invest in or around Windermere, the number that matters is what homes actually close for, not what sellers are asking. Here is what Windermere sale prices look like right now, built from the closings Resideline tracked over the last six months, as of August 2026.

The snapshot

• •Closings tracked, last 6 months: 285
• •Median sold price, last 6 months: $800,000
• •Middle half of sales closed between: $525,000 and $1,375,000

What the numbers say

Resideline tracked 285 closed sales in Windermere over the last six months, with a median closing price of $800,000. That median is the midpoint of what buyers actually paid, not what sellers hoped to get, which is why it moves differently from the asking prices you see on listing sites. The middle half of those sales closed between $525,000 and $1,375,000. That spread matters more than the headline median: where a specific property sits inside it decides whether the citywide number helps you or misleads you. These are the closings we track, not a complete county record, so treat the count as a large sample of the market rather than every sale that happened.

Median home price in Windermere, FL (August 2026)

The median home price in Windermere is $800,000, measured across the 285 closed sales Resideline tracked over the last six months. The middle half of those sales closed between $525,000 and $1,375,000.

Where Windermere sale prices land

Medians hide the shape of a market. The distribution above covers the closed sales Resideline tracked in Windermere over the last six months, trimmed to the 5th through 95th percentile, with the middle half of sales closing between $525,000 and $1,375,000. Where your target property sits inside that spread matters more than the citywide median.

The Windermere angle

Windermere covers the chain of lakes in southwest Orange County, where gated estate communities sit alongside older, smaller homes in the original town grid. The pricing reflects both. Across 285 tracked closings over six months, the median was $800,000, but the middle half stretched from $525,000 to $1,375,000. An $850,000 quartile gap means the area's name alone tells you almost nothing about a property's value; the community, lot frontage and whether the parcel touches water do. Tracked closings rose from 52 in April to 78 in May and 76 in June. Anyone valuing here should build comps from within a single subdivision, since neighboring communities a mile apart can occupy entirely different quartiles.

Windermere market data by ZIP code

Citywide medians hide block-by-block variation. Resideline publishes free, regularly refreshed market snapshots for Windermere ZIP codes: 34786.

From market read to offer price

A market read is the backdrop. The decision still comes down to one property and one number: what it is actually worth and what you should pay. Every Resideline report opens with this same market snapshot for the subject's exact ZIP code, then gives you the property's value, the sold comps behind it, and a market rent estimate. Pricing a specific deal? The free ARV calculator and rental property calculator run the numbers in about a minute.

And we show our work. Every estimate is frozen while the home is for sale and graded against the real closing price after it sells. The public scoreboard currently shows 3.21% median error across 6,276+ graded closings, across 50 states. See the live accuracy dashboard for the receipts, or read how the Area Market Snapshot works.

Run any Windermere address through Resideline and you will see the local market and the property's value together, in one report.