Momentum Housing Data · Home Values · Okaloosa County
Buying here? See Trailwood Estates homes for sale and the Trailwood Estates community guide (Crestview).
TRAILWOOD ESTATES (Crestview, FL): 6 recorded closings in the 12 months ending 2026-07-25, an 8-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 95.2% of original asking; the median sale took 77 days (window ending 2026-07-25).
| Year | Median sold | Median $/sqft | Median DOM | Sold ÷ original ask | Sales |
|---|---|---|---|---|---|
| 2026 | $310,500 | — | 77 | 95.2% | 6 |
| 2024 | $287,450 | — | 80 | 98.2% | 4 |
| 2023 | $317,450 | — | 33 | 100.6% | 4 |
| 2022 | $269,900 | — | 3 | 100.0% | 17 |
| 2021 | $190,000 | — | 7 | 100.0% | 14 |
| 2020 | $209,900 | — | 2 | 100.0% | 3 |
| 2014 | $182,500 | — | 53 | 100.0% | 3 |
| 2013 | $182,400 | — | 258 | 91.5% | 4 |
Over the recorded series, TRAILWOOD ESTATES’s median sold price moved from $182,400 (2013) to $310,500 (12 months ending 2026-07-25) — +70% over that span, with every year’s figure from recorded closings, not a model.
The recorded series starts in 2013 at $182,400. Against the 2023 peak of $317,450, the current median stands at -2%. Annual sales volume here has ranged from 0 to 17 closings a year (10-yr average 5.1). With roughly 5.1 closings a year, TRAILWOOD ESTATES’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: 100% detached single-family in the current window.
At TRAILWOOD ESTATES’s $310,500 median and Okaloosa County’s adopted 12.89 mills (FY2025-26), a home assessed at that price carries roughly $4,000 a year in property tax before exemptions, or about $3,490 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 Okaloosa County tax page.
Cash bought 0% of recorded TRAILWOOD ESTATES sales in the window ending 2026-07 (0 of 6) — a fact worth knowing before assuming every buyer needs an appraisal to close. The table above is the closed-sale record to price a TRAILWOOD ESTATES 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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Communities buyers shopping TRAILWOOD ESTATES are also weighing (same ZIP), 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 |
|---|---|---|---|---|
| COUNTRYVIEW ESTATES 10TH ADDN | $310,750 | — | 80 | 6 |
| ANTIOCH ESTATES S/D 2 | $310,000 | — | 99 | 3 |
| REDSTONE COMMONS | $310,000 | — | 26 | 26 |
| HERITAGE MANOR | $312,500 | — | 141 | 4 |
More TRAILWOOD ESTATES: 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 the Emerald Coast Association of REALTORS®. 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.