Momentum Housing Data · Home Values · Monroe County
Buying here? See Winston Park homes for sale and the Winston Park community guide (Key Largo).
WINSTON PARK (Key Largo, FL): 3 recorded closings in the 12 months ending 2026-09-20, a 6-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 91.5% of original asking; the median sale took 187 days; new construction was 33.3% of recorded sales — builder pricing competes with resales here (window ending 2026-09-20).
| Year | Median sold | Median $/sqft | Median DOM | Sold ÷ original ask | Sales |
|---|---|---|---|---|---|
| 2026 | $650,000 | — | 187 | 91.5% | 3 |
| 2022 | $652,500 | — | 22 | 96.1% | 4 |
| 2021 | $625,000 | — | 68 | 95.4% | 3 |
| 2020 | $375,000 | — | 35 | 94.9% | 4 |
| 2017 | $320,000 | — | 113 | 91.7% | 3 |
| 2012 | $215,000 | — | 66 | 91.1% | 5 |
Over the recorded series, WINSTON PARK’s median sold price moved from $215,000 (2012) to $650,000 (12 months ending 2026-09-20) — +202% over that span, with every year’s figure from recorded closings, not a model.
The recorded series starts in 2012 at $215,000. Against the 2022 peak of $652,500, the current median stands at -0%. Annual sales volume here has ranged from 0 to 5 closings a year (10-yr average 2). With roughly 2 closings a year, WINSTON PARK’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.
At WINSTON PARK’s $650,000 median and Monroe County’s adopted 8.816 mills (FY2025-26), a home assessed at that price carries roughly $5,730 a year in property tax before exemptions, or about $5,380 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 Monroe County tax page.
The table above is the closed-sale record to price a WINSTON PARK home against; asking prices are an opening position, recorded closings are the value.
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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More WINSTON PARK: full community guide & homes for sale · choosing an agent here · should you sell now (statewide data) · what selling costs · cash offer vs. listing
Listing data provided by Florida Keys MLS, Inc. Information is deemed reliable but is not guaranteed by the MLS to be accurate. 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.