103 Winchester Way
Crestview, FL 32539
3 bd 2 ba 1,640 sqft Built 2001 Lot 16,566 sqft single_family
Most recent sale
$295,000
Aug 1, 2022
Location
Timeline: Sale, Listing & Tax History
Recorded events
| Date | Event | Price | Source |
|---|---|---|---|
| Dec 2, 2025 | Listed for rent | $1,800 | AppfolioUnits |
| Jan 20, 2024 | Price changed for rent | $1,900 | AppfolioUnits |
| Dec 22, 2023 | Price changed for rent | $2,000 | AppfolioUnits |
| Nov 30, 2023 | Listed for rent | $2,150 | AppfolioUnits |
| Aug 1, 2022 | Sold | $295,000 | Public Record |
| Jun 30, 2022 | Price changed | $289,900 | MLS #902154 |
| Jun 26, 2022 | Listed | $299,900 | MLS #902154 |
| Jun 7, 2019 | Sold | $184,000 | MLS #821054 |
| Apr 21, 2019 | Listed | $180,000 | MLS #821054 |
| May 27, 2010 | Sold | $159,900 | Public Record |
| May 5, 2010 | Listing removed | $159,900 | EmeraldCoast |
| Mar 24, 2010 | Listed | $159,900 | MLS #534661 |
| Nov 21, 2009 | Listing removed | $166,400 | EmeraldCoast |
| Sep 9, 2009 | Listed | $166,400 | MLS #523699 |
| Aug 23, 2009 | Listing removed | $166,900 | EmeraldCoast |
| Apr 4, 2009 | Price changed | $166,900 | MLS #486916 |
| Feb 21, 2008 | Listed | $169,900 | MLS #486916 |
| Aug 1, 1987 | Sold | $36,500 | Public Record |
Tax assessment history
| Year | Building | Land | Total assessed | Tax paid |
|---|---|---|---|---|
| 2025 | $211,725 | $25,835 | $237,560 | $2,384 |
| 2024 | $211,725 | $25,835 | $237,560 | $2,457 |
| 2023 | $234,600 | $21,949 | $256,549 | $2,578 |
| 2021 | $138,815 | $19,525 | $158,340 | $1,701 |
| 2020 | $124,918 | $19,142 | $144,060 | $1,568 |
| 2019 | — | — | $116,941 | $948 |
| 2018 | — | — | $114,761 | $940 |
| 2017 | — | — | $112,401 | $935 |
| 2016 | — | — | $110,089 | $913 |
| 2015 | — | — | $109,324 | $936 |
| 2014 | — | — | $108,456 | $938 |
| 2013 | — | — | $110,138 | $959 |
| 2012 | — | — | $110,080 | $943 |
| 2011 | — | — | $114,518 | $1,018 |
| 2010 | — | — | $118,260 | $1,039 |
| 2009 | — | — | $128,159 | $1,159 |
| 2008 | — | — | $128,031 | $1,242 |
Property facts
Year built
2001
Property type
single_family
Stories
1
Beds
3
Baths
2
Living area
1,640 sqft
Lot size
16,566 sqft
ZIP code
32539
City
Crestview
Street
Winchester Way
Coordinates
30.79438, -86.54459
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
$3,034
Gross rental yield
12.34%
Implied cap rate
8.02%
Trend-extrapolated value
—
Frequently asked questions
When did 103 Winchester Way last sell?
103 Winchester Way most recently sold on Aug 1, 2022 for $295,000.
What is the current tax assessment for 103 Winchester Way?
The most recent total assessment for 103 Winchester Way (year 2025) is $237,560 with $2,384 in property tax.
How does 103 Winchester Way's assessment compare to its last sale price?
The current assessment is 19.5% below the last sale price of $295,000.
When was 103 Winchester Way built?
103 Winchester Way was built in 2001.
How does 103 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 103 Winchester Way?
103 Winchester Way is a 3 bed, 2 bath, 1,640 sqft, 16,566 sqft lot single_family.
Is 103 Winchester Way a flip candidate?
No — 103 Winchester Way does not appear in our flips dataset.
Is 103 Winchester Way a tax-appeal candidate?
No — 103 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
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