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 $757,500, homes closing in 53 days, and a sale-to-list ratio of 0.96.
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 — Aug 3 – 10, 2026
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4-Week Trend
How the last month has moved:
| Week | Median Sold | Days on Market | Sold | Pending | Sale-to-List |
|---|---|---|---|---|---|
| Aug 3 – 10, 2026 | $757,500 | 53 days | 10 homes | 13 listings | 0.96 |
| Jul 27 – Aug 3, 2026 | $802,500 | 34 days | 14 homes | 14 listings | 0.97 |
| Jul 20 – 27, 2026 | $1,157,500 | 18 days | 8 homes | 14 listings | 0.97 |
| Jul 13 – 20, 2026 | $1,157,500 | 44 days | 16 homes | 21 listings | 0.98 |
What the Numbers Are Telling Us
Windermere is still leaning buyer-friendly: 13 pending versus 10 sold shows a thin pipeline, and 53 days on market is up from 34 last week, signaling a slower pace. The 126 active price reductions, or 56% of listings, reinforce that sellers are chasing the market rather than setting it. With 225 active listings and a 0.96 sale-to-list ratio, pricing power is softer than it was a few weeks ago.
For buyers, there’s more room to negotiate and more chance to find motivated sellers, especially on homes that have been sitting. For sellers, the cleanest strategy is sharp pricing from day one and a willingness to adjust quickly if showings and offers don’t materialize, especially with rates still elevated and summer demand fading.
The Price Reduction Picture in Windermere
A sizeable 126 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 53 days on average and a sale-to-list of 0.96, 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.
“I had the pleasure of working with Sol and his dedicated team at Florida Homes Group. From day one, they were incredibly helpful, knowledgeable, and always willing to go the extra mile to make sure we were completely confident and satisfied with the information they provided. It's rare to find realtors who make you feel like you're working with friends or family—people who truly have your best interests at heart. This was, without question, the best real estate experience I've ever had.”
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 0.96 and homes selling in 53 days.
What is the median home price in Windermere?
The current weekly median sold price is $757,500, with typical price per square foot at $289.94. These numbers update every Sunday evening.
How fast are homes selling in Windermere?
The average days on market is currently 53 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.
