Windermere Real Estate Market Snapshot (Updated Weekly)

Updated weekly. This is your single source for Windermere real estate market data — median prices, days on market, pending sales, and the 4-week trend. Every Sunday evening this page is refreshed with the latest numbers from Stellar MLS.
Quick Answer
The Windermere real estate market is currently buyer-leaning, with a median sold price of $900,000, homes closing in 62 days, and a sale-to-list ratio of 0.97.
Have a question about the Windermere market? Reach out to Sol Simpson at Florida Homes Group — local knowledge, straight answers, no pressure.
Windermere Market Snapshot — Jun 1 – 8, 2026
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Pre-filled with this week’s median Windermere sale price. Update any number to match your situation.
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4-Week Trend
How the last month has moved:
| Week | Median Sold | Days on Market | Sold | Pending | Sale-to-List |
|---|---|---|---|---|---|
| Jun 1 – 8, 2026 | $900,000 | 62 days | 7 homes | 14 listings | 0.97 |
| May 25 – 31, 2026 | $1,029,995 | 52 days | 14 homes | 11 listings | 0.98 |
| May 18 – 24, 2026 | $774,500 | 54 days | 18 homes | 22 listings | 0.96 |
| May 10 – 18, 2026 | $835,000 | 58 days | 19 homes | 11 listings | 0.95 |
What the Numbers Are Telling Us
Windermere’s pipeline took a breather this week: only 7 homes closed and 14 went under contract, versus 14 closed and 11 pending the week prior, so fewer sales are clearing while new contracts edge up. Median days on market stretched to 62 days from 52 last week, confirming buyers are taking longer to commit. With 227 active listings and price cuts on 116 of them—about 51%—plus a median reduction of $53,000, sellers are clearly adjusting to a more price-sensitive, buyer-leaning environment.
With mortgage rates still elevated and the late-spring shopping season in full swing, buyers in Windermere can negotiate harder on both price and repairs, especially on listings that have been sitting and recently reduced. Sellers need to price with the current market, not last year’s headlines—coming out close to reality upfront and being prepared for a bit more time on market is increasingly the difference between “getting looked at” and getting skipped.
The Price Reduction Picture in Windermere
A sizeable 116 listings took price reductions this week — more than half of current active inventory. Sellers who over-reached on price are adjusting.
What This Means If You're Buying in Windermere
You have meaningful leverage. Expect to negotiate 2–5% off asking on resale, and push hard for concessions — closing costs, rate buy-downs, repair credits. Don't feel rushed.
What This Means If You're Selling in Windermere
Be realistic and aggressive on pricing. With homes taking 62 days on average and a sale-to-list of 0.97, listing at or slightly below comps is the only reliable path to a sale. Consider builder-style incentives — closing credits, rate buy-downs through a lender partner — to stand out.
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Windermere vs Nearby Markets
Evaluating your options across the western corridor? See the live comparisons:
About the Data
Sales data is pulled from Stellar MLS each Sunday for the prior Monday–Sunday period and covers detached single-family sales within the Windermere market area, excluding Horizon West community boundaries to prevent overlap. Past weekly updates have been consolidated into this page to give you one clean source of truth instead of fragmented weekly snapshots.
Source: Stellar MLS, the primary multiple listing service for Central Florida. Market definitions follow Orange County property boundaries referenced by the Orange County Property Appraiser.
Frequently Asked Questions
Is Windermere in a buyer's or seller's market right now?
Windermere is currently buyer-leaning, with a sale-to-list ratio of 0.97 and homes selling in 62 days.
What is the median home price in Windermere?
The current weekly median sold price is $900,000, with typical price per square foot at $347.92. These numbers update every Sunday evening.
How fast are homes selling in Windermere?
The average days on market is currently 62 days.
How often is this page updated?
Every Sunday evening with the previous week's closed sales, pending contracts, and active inventory from Stellar MLS.
Ready to Make a Move?
Whether you're buying your first home in Windermere, upgrading to a luxury property, or listing to sell, the data above is just the starting point. Every home, every street, every builder has its own story — and that's where working with a local agent earns its keep.
Florida Homes Group is a licensed real estate brokerage. All information is deemed reliable but not guaranteed. Equal Housing Opportunity.
