1018 CHESTERFIELD CIR
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Assigned SchoolsThe public schools this address is zoned for. Boundaries change, so confirm with the district before you count on it.
District: Seminole County School District
Neighborhood · ZIP 32708These 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
1018 Chesterfield Cir 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 more than 68% of homes in Seminole County
- Bigger than 66% of homes in Seminole County
What homes are worth in Winter Springs 32708
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 63% of homes in Winter Springs 32708.
How it measures up in Winter Springs 32708
The dot is this home. The mark in the middle is the typical home in Winter Springs 32708.
Pricier than 63% of homes nearby
Pricier than 48% of homes nearby
Bigger than 63% of homes nearby
Bigger than 58% of homes nearby
Newer than 40% of homes nearby
| Measure | This home | Winter Springs 32708 | Seminole County |
|---|---|---|---|
| Estimated valuepricier than | $471,018 | 63% of homes | 68% of homes |
| Price per ft²pricier than | $228 | 48% of homes | 58% of homes |
| Living areabigger than | 2,064 ft² | 63% of homes | 66% of homes |
| Lot sizebigger than | 0.24 ac | 58% of homes | 58% of homes |
| Year builtnewer than | 1984 | 40% of homes | 43% of homes |
About 1018 Chesterfield Cir
How much is 1018 Chesterfield Cir, Winter Springs, FL worth?
The TopHap Estimate for 1018 Chesterfield Cir, Winter Springs, FL is $471,018 as of Sep 24, 2026. The likely range is $452,520 to $489,516. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 1018 Chesterfield Cir, Winter Springs, FL last sell?
1018 Chesterfield Cir, Winter Springs, FL last sold on Nov 1, 1984 for $111,800, according to the county's recorded deed.
How big is 1018 Chesterfield Cir, Winter Springs, FL?
1018 Chesterfield Cir, Winter Springs, FL has 4 bedrooms, 2 bathrooms and 2,064 square feet of living space.
When was 1018 Chesterfield Cir, Winter Springs, FL built?
1018 Chesterfield Cir, Winter Springs, FL was built in 1984, making it 42 years old. The building has 1 story.
What schools serve 1018 Chesterfield Cir, Winter Springs, FL?
1018 Chesterfield Cir, Winter Springs, FL is assigned to Rainbow Elementary School (elementary), rated A+; Indian Trails Middle School (middle), rated B+; Winter Springs High School (high), rated B-. All sit in Seminole County School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 1018 Chesterfield Cir, Winter Springs, FL compare to other homes in Winter Springs 32708?
Among the 15,806 homes in Winter Springs 32708, it is worth more than 63% of them ($471,018 against a typical $420,689), its price per square foot is higher than 48% of them ($228 against a typical $230), it is bigger than 63% of them (2,064 ft² against a typical 1,849 ft²), its lot is bigger than 58% of them (0.24 ac against a typical 0.21 ac) and it is newer than 40% of them (1984 against a typical 1987). Measured against all of Seminole County, it is worth more than 68% 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 1018 Chesterfield Cir, Winter Springs, FL?
The 2025 property tax bill for 1018 Chesterfield Cir, Winter Springs, FL was $2,388. The county assessed it at $209,371.
More homes on Chesterfield Cir
- 1017 Chesterfield Cir$541K3 bd · 2 ba · 1,882 ft² · Sold $535K · May 2026
- 1073 Chesterfield Cir$449K4 bd · 2 ba · 2,064 ft² · Sold $439K · Dec 2025
- 1003 Chesterfield Cir$424K3 bd · 2 ba · 1,759 ft² · Sold $410K · Aug 2025
- 1000 Chesterfield Cir$446K3 bd · 2 ba · 1,756 ft² · Sold $430K · Jul 2025
- 1069 Chesterfield Cir$527K4 bd · 2 ba · 2,033 ft² · Sold $500K · Jan 2025
- 1030 Chesterfield Cir$660K4 bd · 4 ba · 3,040 ft² · Sold $620K · Apr 2024
- 1031 Chesterfield Cir$549K4 bd · 3 ba · 2,402 ft² · Sold $550K · Apr 2023
- 1051 Chesterfield Cir$529K5 bd · 4 ba · 2,878 ft² · Sold $550K · Feb 2023
- 1056 Chesterfield Cir$504K4 bd · 2 ba · 2,050 ft² · Sold $540K · Mar 2022
- 1037 Chesterfield Cir$467K3 bd · 2 ba · 1,671 ft² · Sold $480K · Nov 2021
- 1001 Chesterfield Cir$491K4 bd · 2.5 ba · 2,064 ft² · Sold Nov 2021
- 1027 Chesterfield Cir$626K4 bd · 3 ba · 3,072 ft² · Sold $565K · Aug 2021
Closest homes
- 1020 Chesterfield Cir$552K90 ft · 4 bd · 3 ba · 2,402 ft² · Sold $254K · May 2014
- 1105 Winthrop Ct$441K120 ft · 4 bd · 2.5 ba · 2,310 ft² · Sold $440K · Aug 2026
- 1016 Chesterfield Cir$487K113 ft · 4 bd · 3 ba · 2,402 ft² · Sold $149K · Apr 1994
- 1017 Chesterfield Cir$541K181 ft · 3 bd · 2 ba · 1,882 ft² · Sold $535K · May 2026
- 1019 Chesterfield Cir$491K191 ft · 4 bd · 3 ba · 2,402 ft² · Sold $165K · May 2000
- 1109 Winthrop Ct$541K199 ft · 3 bd · 2 ba · 2,266 ft² · Sold $300K · May 2017
- 1022 Chesterfield Cir$480K187 ft · 4 bd · 3 ba · 2,064 ft² · Sold $303K · Oct 2017
- 1101 Winthrop Ct$484K192 ft · 3 bd · 2 ba · 2,037 ft² · Sold Dec 2004
More homes in Winter Springs 32708
- 674 Vistawilla Dr$665K4 bd · 3.5 ba · 2,422 ft² · Sold $665K · Oct 2026
- 1421 Happy Bird Ln$525K4 bd · 4 ba · 2,494 ft² · Sold $500K · Oct 2026
- 878 Willow Run Ln$533K4 bd · 2.5 ba · 2,815 ft² · Sold $230K · Oct 2026
- 655 Nighthawk Cir$365K2 bd · 2 ba · 1,497 ft² · Sold $360K · Oct 2026
- 1329 Heritage Commons Dr$288K3 bd · 3 ba · 1,492 ft² · Sold $265K · Oct 2026
- 615 Casa Park Court G$149K2 bd · 1 ba · 980 ft² · Sold $230K · Oct 2026
- 1366 San Luis Ct$327K3 bd · 2 ba · 1,407 ft² · Sold $375K · Oct 2026
- 5638 Catskill Ct$555K4 bd · 3.5 ba · 2,044 ft² · Sold $535K · Oct 2026
- 200 W Panama Rd$385K3 bd · 2 ba · 1,528 ft² · Sold $371K · Oct 2026
- 1452 King Ct$360K3 bd · 2 ba · 1,478 ft² · Sold $335K · Oct 2026
- 236 Panorama Dr$280K3 bd · 2 ba · 1,161 ft² · Sold $285K · Oct 2026
- 797 Night Owl Ln$465K4 bd · 2 ba · 1,928 ft² · Sold $463K · Oct 2026
Assigned schools
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