Momentum Housing Data · Home Values · Orange County
WINTER PARK VILLAGE (WINTER PARK, FL): 3 recorded closings in the 12 months ending 2026-08-02, a 5-year price record, and sales split by price band and home size — every number from recorded MLS closings, none from an estimate model.
In the current window, sellers accepted a median 84.8% of original asking; the median sale took 267 days (window ending 2026-08-02).
| Year | Median sold | Median $/sqft | Median DOM | Sold ÷ original ask | Sales |
|---|---|---|---|---|---|
| 2026 | $1,000,000 | $361 | 267 | 84.8% | 3 |
| 2025 | $1,052,500 | $564 | 17 | 98.5% | 8 |
| 2024 | $1,142,500 | $483 | 16 | 93.6% | 8 |
| 2022 | $327,500 | $350 | 5 | 97.6% | 4 |
| 2017 | $190,950 | $194 | 44 | 92.3% | 10 |
Over the recorded series, WINTER PARK VILLAGE’s median sold price moved from $190,950 (2017) to $1,000,000 (12 months ending 2026-08-02) — +424% over that span, with every year’s figure from recorded closings, not a model.
What actually trades here: 100% single-family residence, with a median of 2,770 sq ft and a median price per square foot of $361 in the current window.
Of the 14 recorded WINTER PARK VILLAGE closings since 2024, half landed between $522,500 and $1,530,000 (the middle two quartiles); the lowest recorded sale was $360,000 and the highest $1,695,000. If your home sits outside the middle band, the reason usually shows up in the size table below before it shows up in condition.
| Sold price band | Share of closings | Sales |
|---|---|---|
| Under $450,000 | 2 (14%) | |
| $450,000 – $866,667 | 4 (29%) | |
| $866,667 – $1,283,333 | 2 (14%) | |
| $1,283,333 – $1,700,000 | 6 (43%) | |
| None and up | 0 (0%) |
From the live MLS feed as of 2026-09-03: 5 active listings (plus 2 pending) asking from $589,000 to $1,749,000, median $1,100,000; 2 of 5 have been on the market over 60 days (median 12 days so far); the homes listed or recently sold were built between 1956 and 2026 (median 2023), 4 of them new construction; 7 of the current listings state there is no HOA; none of the 11 geocoded listed or recently sold homes sits in a FEMA special flood hazard zone (median elevation 87 ft). For a seller this is the competition a buyer will tour alongside your home; for a buyer, the stale share is where negotiating room usually is. See the current WINTER PARK VILLAGE listings →
At WINTER PARK VILLAGE’s $1,000,000 median and Orange County’s adopted 16.67 mills (FY2025-26), a home assessed at that price carries roughly $16,670 a year in property tax before exemptions, or about $16,000 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 $1,599,000 against the $1,000,000 recorded sold median (+60%) — the gap between what sellers hope and what the record shows. The market is carrying about 9 months of supply at the current sales pace. Demand check: 40% of WINTER PARK VILLAGE’s listings are under contract, against 28% for ZIP 32789 and 26% for Orange County as a whole — the community is absorbing faster than its surroundings. Since 2004, 71 WINTER PARK VILLAGE listings were withdrawn, canceled, or expired without selling (5 so far in 2026) — overpricing is the recurring cause statewide. Over the recorded years, an average of 66% of WINTER PARK VILLAGE listings ended without selling (withdrawn/canceled/expired); in 2026 that rate was 71%.
Cash bought 67% of recorded WINTER PARK VILLAGE sales in the window ending 2026-06 (2 of 3) — a fact worth knowing before assuming every buyer needs an appraisal to close. With asking prices running +60% over the recorded sold median, a WINTER PARK VILLAGE 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 WINTER PARK VILLAGE 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 |
|---|---|---|---|---|
| FONTAINEBLEAU | $2,100,000 | $522 | 76 | 7 |
| TEMPLE TERRACE | $635,000 | $351 | 7 | 4 |
| Lake Knowles Terrace Add 02 Winter Park | $1,122,500 | $514 | 14 | 12 |
| WINTER PARK HEIGHTS | $1,810,000 | $559 | 1 | 3 |
More WINTER PARK VILLAGE: 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 2007 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.