4259 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
4259 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 76% of homes in Santa Rosa County
- Costs less per square foot than 97% of homes in Santa Rosa County
- Bigger than 89% of homes in Milton 32583
- Has a smaller lot than 75% 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 36% 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 36% of homes nearby
Pricier than 4% of homes nearby
Bigger than 89% of homes nearby
Bigger than 25% of homes nearby
Newer than 50% of homes nearby
| Measure | This home | Milton 32583 | Santa Rosa County |
|---|---|---|---|
| Estimated valuepricier than | $272,390 | 36% of homes | 24% of homes |
| Price per ft²pricier than | $108 | 4% of homes | 3% of homes |
| Living areabigger than | 2,533 ft² | 89% of homes | 83% of homes |
| Lot sizebigger than | 0.25 ac | 25% of homes | 27% of homes |
| Year builtnewer than | 2001 | 50% of homes | 53% of homes |
About 4259 Crosswinds Dr
How much is 4259 Crosswinds Dr, Milton, FL worth?
The TopHap Estimate for 4259 Crosswinds Dr, Milton, FL is $272,390 as of Oct 21, 2026. The likely range is $257,328 to $287,452. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 4259 Crosswinds Dr, Milton, FL last sell?
4259 Crosswinds Dr, Milton, FL last sold on Apr 15, 2011 for $125,000, according to the county's recorded deed. TopHap holds 3 recorded sales for this parcel.
How big is 4259 Crosswinds Dr, Milton, FL?
4259 Crosswinds Dr, Milton, FL has 4 bedrooms, 2 bathrooms, 2,533 square feet of living space and a 0.25-acre lot.
When was 4259 Crosswinds Dr, Milton, FL built?
4259 Crosswinds Dr, Milton, FL was built in 2001, making it 25 years old. The building has 1 story.
What schools serve 4259 Crosswinds Dr, Milton, FL?
4259 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 4259 Crosswinds Dr, Milton, FL compare to other homes in Milton 32583?
Among the 13,702 homes in Milton 32583, it is worth more than 36% of them ($272,390 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 89% of them (2,533 ft² against a typical 1,634 ft²), its lot is bigger than 25% of them (0.25 ac against a typical 0.47 ac) and it is newer than 50% of them (2001 against a typical 2001). Measured against all of Santa Rosa 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 4259 Crosswinds Dr, Milton, FL?
The 2025 property tax bill for 4259 Crosswinds Dr, Milton, FL was $599. The county assessed it at $167,193.
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
- 4263 Crosswinds Dr$315K89 ft · 4 bd · 3 ba · 2,636 ft² · Sold $310K · Oct 2025
- 4255 Crosswinds Dr$286K117 ft · 3 bd · 2 ba · 1,534 ft² · Sold $165K · Sep 2020
- 4258 Crosswinds Dr$238K192 ft · 3 bd · 2 ba · 1,576 ft² · Sold $93K · Mar 2002
- 4262 Crosswinds Dr$254K198 ft · 3 bd · 2 ba · 1,518 ft² · Sold $145K · Feb 2021
- 4267 Crosswinds Dr$245K179 ft · 3 bd · 2 ba · 1,782 ft² · Sold $90K · Dec 2011
- 4251 Crosswinds Dr$336K220 ft · 3 bd · 2 ba · 2,119 ft² · Sold $200K · Apr 2018
- 4266 Crosswinds Dr$266K241 ft · 3 bd · 2 ba · 1,749 ft² · Sold $275K · May 2022
- 4247 Crosswinds Dr$335K268 ft · 4 bd · 3 ba · 2,427 ft² · Sold $285K · Sep 2021
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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