105 WINCHESTER WAY
Valuation
Tax & Assessment
Property Facts
Transaction History(1)
Sales and refinances filed with the county for this home. Not every transfer is a normal sale, so check the type before comparing prices.Assigned SchoolsThe public schools this address is zoned for. Boundaries change, so confirm with the district before you count on it.
District: Okaloosa County School District
Neighborhood · ZIP 32539These are comparison scores, not percentages. 100 equals the national average, so 150 means about 50% above average.
Index scale: 100 = US average (tick). Lower is better.
Owner Tools
Data by ATTOM. Valuations are automated estimates, not appraisals. Photos from Google Street View and may not depict the current property state.
How this home compares
105 Winchester Way measured against every home in its neighborhood, its ZIP code and its county, using county assessor records refreshed nightly. A home can stand out in one of those areas and look ordinary in another, because each one holds a different mix of homes.
- Worth less than 76% of homes in Okaloosa County
- Costs less per square foot than 83% of homes in Okaloosa County
- Older than 68% of homes in Crestview 32539
What homes are worth in Crestview 32539
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 40% of homes in Crestview 32539.
How it measures up in Crestview 32539
The dot is this home. The mark in the middle is the typical home in Crestview 32539.
Pricier than 40% of homes nearby
Pricier than 39% of homes nearby
Bigger than 49% of homes nearby
Bigger than 49% of homes nearby
Newer than 32% of homes nearby
| Measure | This home | Crestview 32539 | Okaloosa County |
|---|---|---|---|
| Estimated valuepricier than | $254,085 | 40% of homes | 24% of homes |
| Price per ft²pricier than | $154 | 39% of homes | 17% of homes |
| Living areabigger than | 1,652 ft² | 49% of homes | 50% of homes |
| Lot sizebigger than | 0.36 ac | 49% of homes | 59% of homes |
| Year builtnewer than | 1993 | 32% of homes | 53% of homes |
About 105 Winchester Way
How much is 105 Winchester Way, Crestview, FL worth?
The TopHap Estimate for 105 Winchester Way, Crestview, FL is $254,085 as of Sep 24, 2026. The likely range is $229,191 to $278,979. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
How big is 105 Winchester Way, Crestview, FL?
105 Winchester Way, Crestview, FL has 3 bedrooms, 2 bathrooms, 1,652 square feet of living space and a 0.36-acre lot.
When was 105 Winchester Way, Crestview, FL built?
105 Winchester Way, Crestview, FL was built in 1993, making it 33 years old. The building has 1 story.
What schools serve 105 Winchester Way, Crestview, FL?
105 Winchester Way, Crestview, FL is assigned to Crestview High School (high), rated B-; Davidson Middle School (middle), rated B+; Walker Elementary School (elementary), rated B+. All sit in Okaloosa County School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 105 Winchester Way, Crestview, FL compare to other homes in Crestview 32539?
Among the 13,638 homes in Crestview 32539, it is worth more than 40% of them ($254,085 against a typical $276,987), its price per square foot is higher than 39% of them ($154 against a typical $162), it is bigger than 49% of them (1,652 ft² against a typical 1,674 ft²), its lot is bigger than 49% of them (0.36 ac against a typical 0.37 ac) and it is newer than 32% of them (1993 against a typical 2004). Measured against all of Okaloosa County, it is worth more than 24% of homes there. These shares are recounted nightly from the full county assessor record for each area, not from active listings.
What are the property taxes on 105 Winchester Way, Crestview, FL?
The 2025 property tax bill for 105 Winchester Way, Crestview, FL was $1,195. The county assessed it at $148,663.
More homes on Winchester Way
- 115 Winchester Way$305K3 bd · 2 ba · 2,156 ft² · Sold Jul 2024
- 108 Winchester Way$310K3 bd · 2 ba · 1,569 ft² · Sold Dec 2023
- 107 Winchester Way3 bd · 2 ba · 2,026 ft² · Sold $390K · Mar 2023
- 107 Winchester Way3 bd · 2 ba · 2,026 ft² · Sold $390K · Mar 2023
- 103 Winchester Way$310K3 bd · 2 ba · 1,640 ft² · Sold $295K · Aug 2022
- 106 Winchester Way$333K3 bd · 2 ba · 1,855 ft² · Sold $341K · Jun 2022
- 129 Winchester Way$360K3 bd · 3 ba · 2,620 ft² · Sold $397K · Jan 2022
- 102 Winchester Way$315K2 bd · 2 ba · 1,630 ft² · Sold $171K · Jan 2018
- 109 Winchester Way$265K3 bd · 2 ba · 1,710 ft² · Sold $220K · Aug 2017
- 133 Winchester Way$356K3 bd · 2 ba · 2,000 ft² · Sold Oct 2014
- 127 Winchester Way$377K3 bd · 3 ba · 2,139 ft² · Sold May 2013
- 117 Winchester Way$230K3 bd · 2 ba · 1,404 ft² · Sold $119K · Nov 2012
Closest homes
- 107 Winchester Way98 ft · 3 bd · 2 ba · 2,026 ft² · Sold $390K · Mar 2023
- 107 Winchester Way100 ft · 3 bd · 2 ba · 2,026 ft² · Sold $390K · Mar 2023
- 103 Winchester Way$310K103 ft · 3 bd · 2 ba · 1,640 ft² · Sold $295K · Aug 2022
- 104 Winchester Way$261K202 ft · 3 bd · 2 ba · 1,543 ft² · Sold $225K · Mar 2006
- 101 Winchester Way$270K206 ft · 3 bd · 2 ba · 1,850 ft² · Sold $93K · Sep 1997
- 109 Winchester Way$265K220 ft · 3 bd · 2 ba · 1,710 ft² · Sold $220K · Aug 2017
- 2962 Airport Rd$225K209 ft · 3 bd · 2 ba · 1,472 ft² · Sold $25K · Jun 1992
- 102 Winchester Way$315K233 ft · 2 bd · 2 ba · 1,630 ft² · Sold $171K · Jan 2018
More homes in Crestview 32539
- 6229 Lapis Ln$480K5 bd · 3 ba · 3,103 ft² · Sold $480K · Oct 2026
- 6029 Sand Hill Rd$300K3 bd · 2 ba · 1,481 ft² · Sold $300K · Oct 2026
- 528 Hyde Park Dr$235K3 bd · 2 ba · 1,440 ft² · Sold $230K · Oct 2026
- 4646 Chanan Dr$525K4 bd · 3 ba · 2,898 ft² · Sold $510K · Oct 2026
- 4855 Kensington Ln$299K3 bd · 2 ba · 1,292 ft² · Sold $299K · Oct 2026
- 451 E Cane Ave$75K2 bd · 1 ba · 730 ft² · Sold $50K · Oct 2026
- 6171 Peaden Dr$272K4 bd · 2 ba · 1,680 ft² · Sold $73K · Sep 2026
- 6012 Colton Blaine Ct$268K3 bd · 2 ba · 1,265 ft² · Sold $185K · Sep 2026
- 5496 Monterrey Rd$260K3 bd · 2 ba · 1,837 ft² · Sold $255K · Sep 2026
- 4730 Chanson Xing$400K4 bd · 3 ba · 2,401 ft² · Sold $395K · Sep 2026
- 3485 Sparco Dr$318K4 bd · 2 ba · 1,846 ft² · Sold $318K · Sep 2026
- 5159 Lake Dr S3 bd · 2 ba · 1,560 ft² · Sold $290K · Sep 2026
Assigned schools
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