1016 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
1016 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 70% of homes in Seminole County
- Costs less per square foot than 82% of homes in Winter Springs 32708
- Bigger than 77% of homes in Winter Springs 32708
- Has a bigger lot than 78% 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 67% 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 67% of homes nearby
Pricier than 18% of homes nearby
Bigger than 77% of homes nearby
Bigger than 76% of homes nearby
Newer than 40% of homes nearby
| Measure | This home | Winter Springs 32708 | Seminole County |
|---|---|---|---|
| Estimated valuepricier than | $486,787 | 67% of homes | 70% of homes |
| Price per ft²pricier than | $203 | 18% of homes | 32% of homes |
| Living areabigger than | 2,402 ft² | 77% of homes | 77% of homes |
| Lot sizebigger than | 0.34 ac | 76% of homes | 78% of homes |
| Year builtnewer than | 1984 | 40% of homes | 43% of homes |
About 1016 Chesterfield Cir
How much is 1016 Chesterfield Cir, Winter Springs, FL worth?
The TopHap Estimate for 1016 Chesterfield Cir, Winter Springs, FL is $486,787 as of Sep 24, 2026. The likely range is $465,898 to $507,676. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 1016 Chesterfield Cir, Winter Springs, FL last sell?
1016 Chesterfield Cir, Winter Springs, FL last sold on Apr 4, 1994 for $148,500, according to the county's recorded deed.
How big is 1016 Chesterfield Cir, Winter Springs, FL?
1016 Chesterfield Cir, Winter Springs, FL has 4 bedrooms, 3 bathrooms and 2,402 square feet of living space.
When was 1016 Chesterfield Cir, Winter Springs, FL built?
1016 Chesterfield Cir, Winter Springs, FL was built in 1984, making it 42 years old. The building has 2 stories.
What schools serve 1016 Chesterfield Cir, Winter Springs, FL?
1016 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 1016 Chesterfield Cir, Winter Springs, FL compare to other homes in Winter Springs 32708?
Among the 15,804 homes in Winter Springs 32708, it is worth more than 67% of them ($486,787 against a typical $420,166), its price per square foot is higher than 18% of them ($203 against a typical $231), it is bigger than 77% of them (2,402 ft² against a typical 1,847 ft²), its lot is bigger than 76% of them (0.34 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 70% 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 1016 Chesterfield Cir, Winter Springs, FL?
The 2025 property tax bill for 1016 Chesterfield Cir, Winter Springs, FL was $2,746. The county assessed it at $234,780.
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
- 1101 Winthrop Ct$484K109 ft · 3 bd · 2 ba · 2,037 ft² · Sold Dec 2004
- 1018 Chesterfield Cir$471K113 ft · 4 bd · 2 ba · 2,064 ft² · Sold $112K · Nov 1984
- 1105 Winthrop Ct$441K150 ft · 4 bd · 2.5 ba · 2,310 ft² · Sold $440K · Aug 2026
- 1015 Chesterfield Cir$458K172 ft · 4 bd · 2 ba · 1,956 ft² · Sold Dec 1999
- 1017 Chesterfield Cir$541K193 ft · 3 bd · 2 ba · 1,882 ft² · Sold $535K · May 2026
- 1013 Chesterfield Cir$489K213 ft · 4 bd · 3 ba · 2,402 ft² · Sold $167K · May 2001
- 1020 Chesterfield Cir$552K203 ft · 4 bd · 3 ba · 2,402 ft² · Sold $254K · May 2014
- 1011 Chesterfield Cir$490K230 ft · 3 bd · 2 ba · 1,920 ft² · Sold $165K · Nov 2012
More homes in Winter Springs 32708
- 141 N Edgemon Ave$246K2 bd · 1 ba · 945 ft² · Sold $155K · Oct 2026
- 1375 Augusta National Blvd$410K3 bd · 3.5 ba · 2,063 ft² · Sold $400K · Oct 2026
- 4262 Lori Loop$581K6 bd · 6.5 ba · 3,950 ft² · Sold $560K · Oct 2026
- 733 Lakeview Dr$332K3 bd · 2.5 ba · 1,597 ft² · Sold $320K · Oct 2026
- 518 Harbor Winds Ct$335K3 bd · 3.5 ba · 1,680 ft² · Sold $315K · Oct 2026
- 1393 San Diego Ct$296K2 bd · 2 ba · 1,275 ft² · Sold $296K · Oct 2026
- 525 Saddlewood Ln$650K4 bd · 3.5 ba · 3,333 ft² · Sold $620K · Sep 2026
- 1388 Yellow Pine Ct$598K4 bd · 2.5 ba · 2,265 ft² · Sold $598K · Sep 2026
- 71 Bombay Ave$206K2 bd · 2 ba · 1,134 ft² · Sold $206K · Sep 2026
- 1153 Spotted Sandpiper Loop$425K3 bd · 3 ba · 1,762 ft² · Sold $423K · Sep 2026
- 1307 Ortega St$400K3 bd · 2 ba · 2,133 ft² · Sold $385K · Sep 2026
- 1625 White Dove Dr$375K4 bd · 3.5 ba · 2,306 ft² · Sold $503K · Sep 2026
Assigned schools
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