106 Winchester Way
Crestview, FL 32539
3 bd 2 ba 1,784 sqft Built 1987 single_family
Most recent sale
$341,200
Jun 3, 2022
Location
Timeline: Sale, Listing & Tax History
Recorded events
| Date | Event | Price | Source |
|---|---|---|---|
| Jun 3, 2022 | Sold | $341,200 | MLS #895533 |
| May 9, 2022 | Relisted | $336,000 | MLS #895533 |
| Apr 12, 2022 | Listed | $336,000 | MLS #895533 |
| Jul 31, 2015 | Sold | $122,500 | MLS #727290 |
| May 1, 2015 | Price changed | $139,900 | MLS #727290 |
| Apr 12, 2015 | Listed | $150,900 | MLS #727290 |
| Apr 8, 2015 | Listed | $129,900 | MLS #727290 |
| Sep 9, 2003 | Sold | $135,000 | Public Record |
| Aug 1, 1987 | Sold | $58,000 | Public Record |
Tax assessment history
| Year | Building | Land | Total assessed | Tax paid |
|---|---|---|---|---|
| 2025 | $240,054 | $25,835 | $265,889 | $2,310 |
| 2024 | $240,054 | $25,835 | $265,889 | $2,393 |
| 2023 | $265,291 | $21,949 | $287,240 | $2,529 |
| 2022 | — | — | $189,664 | $2,135 |
| 2021 | $152,897 | $19,525 | $172,422 | $1,843 |
| 2020 | $138,641 | $19,142 | $157,783 | $1,708 |
| 2019 | $127,275 | $19,142 | $146,417 | $1,617 |
| 2018 | $118,758 | $19,142 | $137,900 | $1,550 |
| 2017 | $109,679 | $19,142 | $128,821 | $1,484 |
| 2016 | $105,595 | $19,142 | $124,737 | $1,430 |
| 2015 | — | — | $119,131 | $990 |
| 2014 | — | — | $118,186 | $991 |
| 2013 | — | — | $120,250 | $1,016 |
| 2012 | — | — | $120,187 | $999 |
| 2011 | — | — | $124,680 | $1,076 |
| 2010 | — | — | $128,460 | $1,096 |
| 2009 | — | — | $142,070 | $1,258 |
| 2008 | — | — | $156,164 | $1,500 |
| 2007 | — | — | $160,360 | $1,602 |
Property facts
Year built
1987
Property type
single_family
Stories
1
Beds
3
Baths
2
Living area
1,784 sqft
Lot size
—
ZIP code
32539
City
Crestview
Street
Winchester Way
Coordinates
30.79352, -86.54445
Comparable properties nearby
Block-level micro-comps
Same street, ±3 house numbers, sold in the last 24 monthsInvestment analysis
Estimates based on local averages — not personalized adviceEstimated monthly rent
$3,300
Gross rental yield
11.61%
Implied cap rate
7.54%
Trend-extrapolated value
—
Frequently asked questions
When did 106 Winchester Way last sell?
106 Winchester Way most recently sold on Jun 3, 2022 for $341,200.
What is the current tax assessment for 106 Winchester Way?
The most recent total assessment for 106 Winchester Way (year 2025) is $265,889 with $2,310 in property tax.
How does 106 Winchester Way's assessment compare to its last sale price?
The current assessment is 22.1% below the last sale price of $341,200.
When was 106 Winchester Way built?
106 Winchester Way was built in 1987.
How does 106 Winchester Way compare to others on Winchester Way?
We track 4 other properties on Winchester Way. Browse the list under "Other properties on Winchester Way" to compare beds, baths, and sale history.
What are the property facts for 106 Winchester Way?
106 Winchester Way is a 3 bed, 2 bath, 1,784 sqft single_family.
Is 106 Winchester Way a flip candidate?
No — 106 Winchester Way does not appear in our flips dataset.
Is 106 Winchester Way a tax-appeal candidate?
No — 106 Winchester Way is not currently flagged as a tax-appeal candidate.
Forecast for this area
ZIP-area linear projection — not a per-property automated valuationQuarterly trend
-0.2%
Implied 1-yr
-0.6%
2026 Q3
$293.6K
2026 Q4
$293.1K
ZIP 32539 — Median Price History + Forecast
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Geography
Other properties on Winchester Way