Windermere Market Report
Windermere, FL Home Prices, July 2026: Median $1,157,500
Median Sale Price
$1,157,500
+1.98% vs prior month
Price / Sq Ft
$348
second highest of 10 markets
Months of Supply
5.55
Balanced Market
Active Listings
211
Single-family, 34786
Median Days in RPR
57
second longest of 10 markets
Absorption Rate
~38
Sales per month, derived
Key takeaways
- The Windermere median single-family sale price was $1,157,500 in July 2026, up +1.98% from the prior month.
- Windermere is classified as a balanced market at 5.55 months of supply.
- Median price per square foot was $348, the second highest of the ten markets we track.
- Median days in RPR was 57, against a ten-market median near 48.
The median single-family sale price in Windermere, Florida was $1,157,500 in July 2026, up +1.98% from the prior month. Homes carried a median of 57 days in RPR at $348 per square foot, with 211 active listings and 5.55 months months of supply, placing Windermere in balanced territory.
What is the median home price in Windermere, FL?
The July 2026 median sale price for a single-family home in Windermere was $1,157,500. That is an increase of about 1.98% from the prior month, when the median sat near $1,135,026. Among the ten Central Florida markets we track, Windermere ranks highest by median sale price, about 30% above Winter Park at $889,000.
Median price per square foot was $348. Taken against the median sale price, that implies a typical Windermere transaction of roughly 3,326 square feet. That is a derived figure rather than a reported one, and it is useful mainly as a sanity check on what the inventory in the Town of Windermere actually consists of.
One caution on reading a single month. Medians move with the mix of what closed, not only with underlying value. A month in which a handful of higher-priced or lower-priced homes close can shift the median without anything changing for a specific property. Treat the direction across three months as the signal and any single month as noise.
Is Windermere a buyer's or seller's market?
Windermere is currently classified as a balanced market. RPR's own market classification for July 2026 reads Balanced Market, driven primarily by 5.55 months of supply.
Of the ten, only Windermere and Lake Nona are classified as balanced rather than seller's markets. Windermere sits at 5.55 months, which is on the more balanced end of the range we track.
With 211 active listings against 5.55 months of supply, Windermere is absorbing on the order of 38 sales per month. For a seller, that absorption number often matters more than the median, because it describes how much company a listing has rather than what the market did last month.
How Windermere compares to the other nine markets
| Market | Median | MoM | $/Sq Ft | Days in RPR | Supply |
|---|---|---|---|---|---|
| Windermere | $1,157,500 | +1.98% | $348 | 57 | 5.55 |
| Winter Park | $889,000 | +4.90% | $440 | 78 | 4.42 |
| Maitland | $827,000 | +9.54% | $330 | 49 | 3.33 |
| Lake Nona | $782,000 | -1.23% | $301 | 41 | 5.65 |
| Winter Garden | $675,351 | -0.71% | $253 | 42 | 4.5 |
| Lake Mary | $632,500 | +2.85% | $251 | 46 | 3.41 |
| Dr. Phillips | $625,000 | -5.30% | $290 | 43 | 3.5 |
| Oviedo | $610,000 | +1.84% | $246 | 55 | 3.06 |
| Longwood | $532,500 | -9.59% | $249 | 50 | 2.47 |
| Orlando | $446,975 | -1.76% | $247 | 48 | 4.44 |
Price per square foot and median sale price do not always move together, and the gap between them is usually a lot-size and product story rather than a value story. A market with smaller, older homes on smaller lots can carry a higher per-square-foot figure than a market with a much higher median, simply because the homes are smaller. Read the two columns together rather than either alone.
How long homes are taking to sell
Median days in RPR for Windermere was 57 in July 2026, against a ten-market median near 48.
A note on this figure, because we would rather be precise than impressive. The number above is days in RPR, which is not the same as Stellar MLS days on market. RPR's count can begin from a different reference point and does not always reset the way MLS does on a relist. We report it as what it is, and we are working to publish true Stellar MLS days on market alongside it. Until then, treat 57 as directionally useful for month-over-month comparison rather than a literal count of days from list to contract.
What this means if you are selling
With 211 active listings and 5.55 months of supply, the pricing decision carries real weight. At roughly 38 absorptions a month against that inventory, a Windermere listing is not scarce simply by virtue of its address.
The practical consequence is that the first two weeks of exposure do most of the work. An aspirationally priced listing rarely gets corrected by a competing offer; it accumulates days and invites a reduction. If you are weighing a number, our seller net proceeds calculator shows what a given sale price actually returns after commission and closing costs, and you can request an address-level valuation rather than working from a market-wide median.
What this means if you are buying
Buyers have meaningful room here relative to most of Central Florida. 211 active listings and 57 median days in RPR describe the market as a whole, not any particular street.
Submarkets inside Windermere behave differently from the aggregate. Waterfront, gated, and golf-adjacent inventory can stay tight while a broader median softens, and the reverse happens too. A market-level supply figure will not tell you what is happening on a specific block. Browse current Windermere listings for what is actually available, and if you are relocating for a clinical role, our physician relocation guide covers the financing and timing specific to that move.
Frequently asked questions
What is the median home price in Windermere, FL?
The median single-family sale price in Windermere was $1,157,500 in July 2026, up +1.98% from the prior month. This covers single-family residences within the Town of Windermere and is sourced from RPR Market Activity data.
Is Windermere a buyer's or seller's market in 2026?
Windermere is classified as a balanced market as of July 2026, with 5.55 months of supply and 211 active single-family listings. Market classification follows RPR's own labeling for the period.
How much does a home cost per square foot in Windermere?
The median price per square foot in Windermere was $348 in July 2026. That is the second highest among the ten Central Florida markets we track.
How long does it take to sell a home in Windermere?
The median was 57 days in RPR in July 2026, against a ten-market median near 48. Days in RPR is not identical to Stellar MLS days on market and is best used for month-over-month comparison.
How many homes are for sale in Windermere?
There were 211 active single-family listings in Windermere as of July 2026, representing 5.55 months of supply at the current absorption rate of roughly 38 sales per month.
Source: RPR (Realtors Property Resource) Market Activity report, Single Family Residence, the Town of Windermere, data through July 2026, pulled August 4, 2026. Compiled by Sean Spencer and Barbara Vance, Premier Sotheby's International Realty. Medians reflect all single-family price points within the geography. Days in RPR is not equivalent to Stellar MLS days on market. Market data changes monthly; contact us for a current address-level analysis.