4339 CROSSWINDS DR
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(3)
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: Santa Rosa County School District
Neighborhood · ZIP 32583These 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
4339 Crosswinds Dr 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 84% of homes in Santa Rosa County
- Costs less per square foot than 97% of homes in Santa Rosa County
- Bigger than 80% of homes in Milton 32583
- Has a smaller lot than 73% of homes in Milton 32583
What homes are worth in Milton 32583
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 23% of homes in Milton 32583.
How it measures up in Milton 32583
The dot is this home. The mark in the middle is the typical home in Milton 32583.
Pricier than 23% of homes nearby
Pricier than 4% of homes nearby
Bigger than 80% of homes nearby
Bigger than 27% of homes nearby
Newer than 52% of homes nearby
| Measure | This home | Milton 32583 | Santa Rosa County |
|---|---|---|---|
| Estimated valuepricier than | $238,439 | 23% of homes | 16% of homes |
| Price per ft²pricier than | $108 | 4% of homes | 3% of homes |
| Living areabigger than | 2,202 ft² | 80% of homes | 71% of homes |
| Lot sizebigger than | 0.26 ac | 27% of homes | 30% of homes |
| Year builtnewer than | 2002 | 52% of homes | 56% of homes |
About 4339 Crosswinds Dr
How much is 4339 Crosswinds Dr, Milton, FL worth?
The TopHap Estimate for 4339 Crosswinds Dr, Milton, FL is $238,439 as of Oct 21, 2026. The likely range is $225,159 to $251,719. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 4339 Crosswinds Dr, Milton, FL last sell?
4339 Crosswinds Dr, Milton, FL last sold on Jul 29, 2010 for $129,000, according to the county's recorded deed. TopHap holds 3 recorded sales for this parcel.
How big is 4339 Crosswinds Dr, Milton, FL?
4339 Crosswinds Dr, Milton, FL has 3 bedrooms, 2 bathrooms, 2,202 square feet of living space and a 0.26-acre lot.
When was 4339 Crosswinds Dr, Milton, FL built?
4339 Crosswinds Dr, Milton, FL was built in 2002, making it 24 years old. The building has 1 story.
What schools serve 4339 Crosswinds Dr, Milton, FL?
4339 Crosswinds Dr, Milton, FL is assigned to Bennett C. Russell Elementary School (elementary), rated C+; Hobbs Middle School (middle), rated B-; Milton High School (high), rated C+. All sit in Santa Rosa County School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 4339 Crosswinds Dr, Milton, FL compare to other homes in Milton 32583?
Among the 13,702 homes in Milton 32583, it is worth more than 23% of them ($238,439 against a typical $310,169), its price per square foot is higher than 4% of them ($108 against a typical $182), it is bigger than 80% of them (2,202 ft² against a typical 1,634 ft²), its lot is bigger than 27% of them (0.26 ac against a typical 0.47 ac) and it is newer than 52% of them (2002 against a typical 2001). Measured against all of Santa Rosa County, it is worth more than 16% 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 4339 Crosswinds Dr, Milton, FL?
The 2025 property tax bill for 4339 Crosswinds Dr, Milton, FL was $1,392. The county assessed it at $126,722.
More homes on Crosswinds Dr
- 4331 Crosswinds Dr$287K3 bd · 2 ba · 1,515 ft² · Sold $285K · Apr 2026
- 4263 Crosswinds Dr$315K4 bd · 3 ba · 2,636 ft² · Sold $310K · Oct 2025
- 4280 Crosswinds Dr$266K3 bd · 2 ba · 1,502 ft² · Sold $260K · Jan 2025
- 4314 Crosswinds Dr$246K3 bd · 2 ba · 1,533 ft² · Sold $240K · Nov 2024
- 4315 Crosswinds Dr$267K3 bd · 2 ba · 1,714 ft² · Sold $260K · Oct 2024
- 4235 Crosswinds Dr$291K3 bd · 2 ba · 1,749 ft² · Sold $291K · Aug 2024
- 4342 Crosswinds Dr$236K3 bd · 2 ba · 1,530 ft² · Sold Aug 2023
- 4275 Crosswinds Dr$254K3 bd · 2 ba · 1,576 ft² · Sold $260K · Jun 2023
- 4346 Crosswinds Dr$255K3 bd · 2 ba · 1,533 ft² · Sold $265K · Feb 2023
- 4242 Crosswinds Dr$264K3 bd · 2 ba · 1,782 ft² · Sold Sep 2022
- 4266 Crosswinds Dr$266K3 bd · 2 ba · 1,749 ft² · Sold $275K · May 2022
- 4247 Crosswinds Dr$335K4 bd · 3 ba · 2,427 ft² · Sold $285K · Sep 2021
Closest homes
- 4343 Crosswinds Dr$243K91 ft · 3 bd · 2 ba · 1,532 ft² · Sold $118K · Oct 2010
- 4335 Crosswinds Dr$247K91 ft · 3 bd · 2 ba · 1,533 ft² · Sold $158K · May 2019
- 4347 Crosswinds Dr$272K181 ft · 3 bd · 2 ba · 1,535 ft² · Sold $125K · Oct 2014
- 4331 Crosswinds Dr$287K182 ft · 3 bd · 2 ba · 1,515 ft² · Sold $285K · Apr 2026
- 4338 Crosswinds Dr$237K186 ft · 3 bd · 2 ba · 1,576 ft² · Sold $157K · May 2019
- 4342 Crosswinds Dr$236K200 ft · 3 bd · 2 ba · 1,530 ft² · Sold Aug 2023
- 4334 Crosswinds Dr$235K213 ft · 3 bd · 2 ba · 1,394 ft² · Sold $122K · Oct 2016
- 4346 Crosswinds Dr$255K245 ft · 3 bd · 2 ba · 1,533 ft² · Sold $265K · Feb 2023
More homes in Milton 32583
- 5357 Traci Dr2 bd · 2 ba · 1,048 ft² · Sold $20K · Oct 2026
- 9861 Provincial Rd3 bd · 2 ba · 960 ft² · Sold $50K · Oct 2026
- 5615 Tristan Ct$298K4 bd · 2 ba · 1,777 ft² · Sold $298K · Oct 2026
- 5557 Bay Meadows Dr$495K4 bd · 2 ba · 2,192 ft² · Sold $500K · Oct 2026
- 5751 Highland Lake Dr4 bd · 3 ba · 2,227 ft² · Sold $69K · Oct 2026
- 8079 Fox Hunt Dr$337K4 bd · 3 ba · 2,117 ft² · Sold $337K · Oct 2026
- 5130 Lake End Dr3 bd · 2 ba · 1,170 ft² · Sold $84K · Oct 2026
- 5557 Mulat Rd$230K3 bd · 1.5 ba · 1,325 ft² · Sold $230K · Oct 2026
- 5732 Charmonte Way$320K3 bd · 2 ba · 1,959 ft² · Sold $309K · Oct 2026
- 10469 Bernice Rd3 bd · 2 ba · 1,140 ft² · Sold $44K · Oct 2026
- 5056 San Miguel St4 bd · 2 ba · 2,665 ft² · Sold $220K · Oct 2026
- 5665 Farrel Way4 bd · 3 ba · 2,322 ft² · Sold $52K · Oct 2026
Assigned schools
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