Momentum Housing Data · Home Values · Orange County
WINDSOR HILL (WINDERMERE, FL): 3 recorded closings in the 12 months ending 2026-08-02, a 7-year price record, and the year-by-year record — every number from recorded MLS closings, none from an estimate model.
In the current window, sellers accepted a median 97.3% of original asking; the median sale took 2 days (window ending 2026-08-02).
| Year | Median sold | Median $/sqft | Median DOM | Sold ÷ original ask | Sales |
|---|---|---|---|---|---|
| 2026 | $1,040,000 | $320 | 2 | 97.3% | 3 |
| 2025 | $910,000 | $231 | 19 | 92.3% | 4 |
| 2024 | $947,500 | $302 | 6 | 97.0% | 6 |
| 2023 | $962,500 | $272 | 29 | 93.6% | 5 |
| 2022 | $750,000 | $225 | 3 | 100.0% | 3 |
| 2015 | $455,000 | $151 | 91 | 91.1% | 5 |
| 2013 | $675,000 | $162 | 73 | 96.4% | 3 |
Over the recorded series, WINDSOR HILL’s median sold price moved from $675,000 (2013) to $1,040,000 (12 months ending 2026-08-02) — +54% over that span, with every year’s figure from recorded closings, not a model.
The recorded series starts in 2013 at $675,000. Annual sales volume here has ranged from 0 to 6 closings a year (10-yr average 2.8). With roughly 2.8 closings a year, WINDSOR HILL’s medians move in steps, not curves — a handful of unusual sales can swing a year, which is why the sales count sits next to every figure above.
What actually trades here: 98% single-family residence, 2% ?, with a median of 3,181 sq ft and a median price per square foot of $320 in the current window.
From the live MLS feed as of 2026-09-03: The homes listed or recently sold were built between 1989 and 2025 (median 1999), 1 of them new construction; 6 of 7 listed or recently sold homes report an HOA, median $109/mo; 1 state no HOA; none of the 7 geocoded listed or recently sold homes sits in a FEMA special flood hazard zone (median elevation 165 ft); the features listings here most often name are Tennis Court(s), Pickleball Court(s) and Playground. See the current WINDSOR HILL listings →
At WINDSOR HILL’s $1,040,000 median and Orange County’s adopted 16.67 mills (FY2025-26), a home assessed at that price carries roughly $17,340 a year in property tax before exemptions, or about $16,670 with the full Florida homestead exemption — a buyer’s first-year figure; a long-time owner’s Save Our Homes cap can be far lower, which is one reason resale taxes jump at closing. Municipal and special-district millage varies inside the county; see the Orange County tax page.
Current asking prices run a median $1,499,900 against the $1,040,000 recorded sold median (+44%) — the gap between what sellers hope and what the record shows. The market is carrying about 12 months of supply at the current sales pace. Demand check: 33% of WINDSOR HILL’s listings are under contract, against 26% for ZIP 34786 and 26% for Orange County as a whole — the community is absorbing faster than its surroundings. Since 2005, 78 WINDSOR HILL listings were withdrawn, canceled, or expired without selling (3 so far in 2026) — overpricing is the recurring cause statewide. Over the recorded years, an average of 62% of WINDSOR HILL listings ended without selling (withdrawn/canceled/expired); in 2026 that rate was 60%. Momentum’s market-heat index for WINDSOR HILL reads 59/100 (computed from DOM, sale-to-list, and absorption; 2020–21 peaked in the 70s here).
Cash bought 0% of recorded WINDSOR HILL sales in the window ending 2026-06 (0 of 3) — a fact worth knowing before assuming every buyer needs an appraisal to close. With asking prices running +44% over the recorded sold median, a WINDSOR HILL listing priced against the closed record above stands out against its competition; one priced against the asking crowd joins the statewide list of homes that never sold.
We don’t publish algorithm guesses for specific homes — they can’t see condition, upgrades, or your lot. A local agent will prepare a records-based valuation from the same closed-sale data on this page, adjusted for your home. Free, no obligation.
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Communities buyers shopping WINDSOR HILL are also weighing (nearest by map distance), each on its own recorded 12-month closings. A median well above the neighbors is a ceiling to price against; well below is where the value argument lives.
| Community | Median sold | Median $/sqft | Median DOM | Sales |
|---|---|---|---|---|
| Metrowest Orlando | $540,000 | $234 | 126 | 9 |
| PALM COVE ESTATES | $502,500 | $250 | 7 | 5 |
| Westminster Landing Orlando | $870,000 | $247 | 30 | 8 |
| VISTA ROYALE | $625,000 | $234 | 5 | 5 |
More WINDSOR HILL: full community guide & homes for sale · choosing an agent here · should you sell now (statewide data) · what selling costs · cash offer vs. listing
Based on Stellar MLS data distributed by MLS GRID for the period 2005 through 2026. Compiled from recorded MLS closings; deemed reliable but not guaranteed. Figures are medians for the stated windows and change as new sales record; individual homes vary widely. No automated valuation for any specific property appears on this page. Equal Housing Opportunity. © 2026 Move With Momentum LLC — brokerage licensed in FL and GA. Disclosures
Content on this page is compiled from public records, MLS data, and automated data sources, and may contain errors or be out of date. It is provided for general information only and is not a representation about any specific property, community, builder, or association. Verify all information independently before relying on it.