Windermere Home Values (2026): What Houses Are Actually Selling For
Windermere, Orange County, Florida · Momentum Research · updated 2026-09-07
Homes in Windermere sold for a median of $640,000 over the last 12 months (711 recorded sales), $274 per square foot, and prices are down 1.9% year over year. The typical sale took 39 days to go under contract and closed at 95.0% of the original asking price. Long run: 2.6% a year since 2012 (median $446K then). No algorithm can price your specific house from that; a records-based valuation can. The data first, then how to get one.
Windermere home values year by year
Median recorded sale price, price per square foot, days to contract and sale-to-ask for every year we hold Windermere sales. The compound growth rate works out to 2.6% a year since 2012 (median $446K then).
| Year | Median sale | $/sq ft | Days to contract | Sale-to-ask | Sales |
|---|---|---|---|---|---|
| 2012 | $445,636 | $126 | 71 | 93.1% | 97 |
| 2013 | $402,212 | $140 | 63 | 94.4% | 169 |
| 2014 | $451,673 | $149 | 40 | 95.2% | 335 |
| 2015 | $513,989 | $161 | 70 | 93.5% | 687 |
| 2016 | $470,449 | $157 | 63 | 94.6% | 1,000 |
| 2017 | $476,146 | $158 | 72 | 94.1% | 1,004 |
| 2018 | $722,423 | $188 | 130 | 90.8% | 210 |
| 2019 | $700,031 | $192 | 87 | 92.7% | 96 |
| 2021 | $838,405 | $243 | 17 | 97.7% | 82 |
| 2022 | $756,944 | $252 | 9 | 100.2% | 1,051 |
| 2023 | $861,251 | $287 | 21 | 96.0% | 253 |
| 2024 | $1,031,504 | $321 | 23 | 96.0% | 684 |
| 2025 | $992,016 | $314 | 45 | 94.9% | 727 |
| 2026 | $996,057 | $315 | 41 | 95.0% | 711 |
Where the Windermere market is tight, by price band
Months of supply is active inventory divided by the monthly sales pace; under about four months favors sellers, over six favors buyers. Find your band before you price.
| Price band | Active now | Sold (12 mo) | Months of supply | Days to contract |
|---|---|---|---|---|
| $300K–$500K | 13 | 71 | 2.2 | 52 |
| $500K–$750K | 39 | 150 | 3.1 | 34 |
| $750K+ | 74 | 219 | 4.1 | 53 |
Windermere home values by ZIP code
Active listings and list medians from our feeds today; the typical value and one-year change are Zillow’s ZHVI for the ZIP, which tracks the whole housing stock rather than only what sold.
| ZIP | Active listings | Median list | Typical value (ZHVI) | 1-yr change | Listings with a price cut |
|---|---|---|---|---|---|
| 34786 | 161 | $1,075,000 | $706,167 | -0.9% | 27% |
Home values by community in Windermere
The communities with the most recorded sales in the last 12 months. Each links to its own home-value page with the full price history.
| Community | Median sale | Year over year | Days to contract | Sales (12 mo) | Active |
|---|---|---|---|---|---|
| Keenes Pointe Unit 9 | $1,545,000 | -0.6% | 42 | 54 | 0 |
| KEENES POINTE | $1,550,000 | +1.3% | 40 | 53 | 19 |
| PALMS AT WINDERMERE | $1,085,000 | -4.5% | 31 | 4 | |
| SUMMERPORT | $590,000 | +4.5% | 8 | 29 | 8 |
| LAKE SAWYER SOUTH PH 03 | $640,000 | +7.1% | 26 | 23 | 0 |
| Lake Sawyer South Ph 5 | $640,000 | +4.1% | 26 | 23 | 0 |
| Lakeside/Lks/Windermere Ph 9 | $315,000 | -0.6% | 38 | 17 | 0 |
| LAKESIDE/LKS/WINDERMERE | $315,000 | -1.1% | 36 | 16 | 3 |
| WINDERMERE TOWN | $881,000 | -36.6% | 32 | 16 | 6 |
| WINDERMERE TRLS PH 1C | $602,000 | -11.0% | 34 | 16 | 0 |
| ISLEWORTH | $4,043,750 | +1.1% | 34 | 14 | 13 |
| Vineyards/Horizons West Ph 4 | $455,000 | -3.1% | 93 | 13 | 0 |
Communities moving fastest in Windermere
Rising: WINDERMERE ISLE (+16%), SUMMERPORT (+4%). Year-over-year change in median recorded sale; small communities swing on a handful of sales, so read these as leads, not verdicts.
What moves the sale price in Windermere beyond the medians
Cash paid for about 32% of recent Windermere closings. New construction was 5% of sales, which sets the ceiling on what resale buyers will pay for a comparable resale. Sellers have been closing at 95.0% of original asking, so the list price is a negotiation opener, not the number. Zillow’s ZIP metrics put the city’s price-to-income ratio near 5.24 and five-year appreciation near +4.6%. Property mix: Single Family Residence 81%, Townhouse 13%, Condominium 5%. Condition, lot, roof age, insurance quote and the specific street’s last three closings move an individual house well outside these ranges.
What is my house worth in Windermere?
Not a number this page can give you, and not one an automated model can either: every value above is a median of many Windermere sales, and the spread inside it is wide. A records-based valuation pulls the recorded closings on your street and in your community, adjusts for size, condition, lot and what your home has that the comps do not, and comes back as a written range with a net sheet showing what you would clear at each price after commissions, Florida doc stamps, title and payoff. Momentum Realty does that for Windermere owners at no cost through the form below; the Messtimate gives a square-footage range in the meantime, and the seller net proceeds calculator runs the arithmetic on any price you are considering.
Selling in Windermere: next steps
- Best time of year to sell in Orange County
- Seller net proceeds calculator
- Orange County property tax rate and calculator (what a buyer will pay after your sale)
- Homes for sale in Windermere right now (your competition)
- Windermere housing market: live data and trends
- How to choose a listing agent in Windermere
- How Momentum sells homes
Frequently asked questions
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Figures are recorded closed sales and active listings from the MLS feeds behind our Windermere pages, aggregated by Momentum Research as of 2026-09-07; ZIP typical values from Zillow (ZHVI). Community-level aggregates only; nothing on this page is a valuation of any specific property, an appraisal, or an offer. Deemed reliable but not guaranteed. EAB RE Investments LLC dba Momentum Realty, a licensed Florida real estate brokerage. Equal Housing Opportunity.