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Single Family ResidenceResidential
$527,121$259 / ft²
TopHap EstimateOur estimate of what this home would sell for today, based on nearby sales, the home's size and features, and local price trends. It is a starting point, not an appraisal.· confidence 95How well the pricing models agreed with each other on this home. Higher means the estimate rests on stronger, more consistent data.· as of Sep 24, 2026
Last sold for $500,000 on Jan 24, 2025

1069 CHESTERFIELD CIR

WINTER SPRINGS, FL 32708
4
Beds
2
Baths
2,033 ft²
Living AreaTotal finished area of the structures, from county records. Some counties include shared space like hallways or a building gym, so it may not match a listing.
0.28 ac
Lot SizeThe size of the land the home sits on, from county records.
1984
Year BuiltThe year the home was originally built, according to county records.
1
StoriesHow many floors the home has above ground.
2
ParkingThe number of parking spaces on the property, including the garage.

Valuation

$527K
$499K low$555K high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$500,000 · Jan 24, 2025

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$4,907 (2025)
Assessed ValueThe value the county assigns to this home to calculate property tax. It is often lower than what the home would sell for.$399,975 (2025)
Previous AssessedThe county's assessed value from the year before, useful for seeing how the assessment changed.$196,409
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$399,975

Climate Risk

Overall riskThe average of the five hazard scores below, on a 0 to 100 scale. Higher means greater projected risk over the coming decades.45
1
FloodProjected flooding risk from rivers, heavy rain, and storm surge, scored 0 to 100. Higher is riskier.
28
WildfireProjected wildfire risk, scored 0 to 100, based on how much land burns in a typical year. Higher is riskier.
98
HeatProjected heat risk, scored 0 to 100, based on how many extremely hot days a year are expected. Higher is riskier.
69
StormProjected risk from heavy rainstorms, scored 0 to 100, based on how often extreme rainfall is expected. Higher is riskier.
32
DroughtProjected water shortage risk, scored 0 to 100. Higher means more strain on the local water supply.

Scores 0–100; higher = greater projected risk.

Property Facts

Property TypeThe broad category the county puts this property in, such as residential or commercial.Single Family Residence
CountySeminole
ConstructionThe main material the home's frame and walls are built from.Wood (Unspecified)
FoundationWhat the home is built on, such as a concrete slab, a crawl space, or a basement.Footing
RoofThe main material covering the roof, such as asphalt shingle or tile.Composition Shingle
HeatingThe type of heating system in the home.Central
CoolingThe type of cooling or air conditioning in the home.Central
FireplaceWhether the home has a fireplace, and what kind.Yes
PoolWhether the property has a pool, and what kind, such as in-ground.Yes
FeaturesExtra features found in county records. Records are not complete everywhere, so a missing feature does not always mean the home lacks it.Patio · 606 ft²Porch · 210 ft²

Transaction History(2)

Sales and refinances filed with the county for this home. Not every transfer is a normal sale, so check the type before comparing prices.

Foreclosure Filings(1)

Assigned SchoolsThe public schools this address is zoned for. Boundaries change, so confirm with the district before you count on it.

E
Rainbow Elementary SchoolA+
Elementary · Grades KG–5 · 1.3 mi
M
Indian Trails Middle SchoolB+
Middle · Grades 6–8 · 2.0 mi
H
Winter Springs High SchoolB-
High · Grades 9–12 · 3.1 mi

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.

CrimeLocal crime compared with the rest of the country, where 100 is average. It reflects things like population density, income, and how crime gets reported.65
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.112
EarthquakeEarthquake risk and likely building damage compared with the rest of the country, where 100 is average. Scores can run far above 100.26

Index scale: 100 = US average (tick). Lower is better.

Homes occupiedThe share of homes here that someone lives in. The rest sit empty, including vacation and for-sale homes.96%
Bachelor's or higherThe share of adults 25 and older whose highest degree is a bachelor's degree.29%
Poverty rateThe share of people whose household income falls below the federal poverty line, which varies by family size.7.8%
UnemploymentThe share of men 16 and older who are out of work and actively looking. Only men are counted in this figure.1.1%
PopulationHow many people live in this area.47,162
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.2,520 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$91,241
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$114,610
Average tempThe average temperature here across a full year.72°F
Annual precipHow much rain and melted snow falls here in a typical year.52 in
SunshineThe share of daylight hours that get direct sun in a typical year, counting cloud cover.64%

Owner Tools

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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

1069 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 76% of homes in Seminole County
  • Costs more per square foot than 83% of homes in Seminole County
  • Has a bigger lot than 69% of homes in Winter Springs 32708

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
$181K$945K

This home is worth more than 74% 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.

Estimated value$527,121
CheaperTypical $420,546Pricier

Pricier than 74% of homes nearby

Price per ft²$259
CheaperTypical $231Pricier

Pricier than 81% of homes nearby

Living area2,033 ft²
SmallerTypical 1,846 ft²Bigger

Bigger than 62% of homes nearby

Lot size0.28 ac
SmallerTypical 0.21 acBigger

Bigger than 69% of homes nearby

Year built1984
OlderTypical 1987Newer

Newer than 39% of homes nearby

How 1069 Chesterfield Cir ranks against every home in each area.
MeasureThis homeWinter Springs 32708Seminole County
Estimated valuepricier than$527,12174% of homes76% of homes
Price per ft²pricier than$25981% of homes83% of homes
Living areabigger than2,033 ft²62% of homes64% of homes
Lot sizebigger than0.28 ac69% of homes69% of homes
Year builtnewer than198439% of homes43% of homes

About 1069 Chesterfield Cir

How much is 1069 Chesterfield Cir, Winter Springs, FL worth?

The TopHap Estimate for 1069 Chesterfield Cir, Winter Springs, FL is $527,121 as of Sep 24, 2026. The likely range is $499,195 to $555,047. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 1069 Chesterfield Cir, Winter Springs, FL last sell?

1069 Chesterfield Cir, Winter Springs, FL last sold on Jan 24, 2025 for $500,000, according to the county's recorded deed.

How big is 1069 Chesterfield Cir, Winter Springs, FL?

1069 Chesterfield Cir, Winter Springs, FL has 4 bedrooms, 2 bathrooms and 2,033 square feet of living space.

When was 1069 Chesterfield Cir, Winter Springs, FL built?

1069 Chesterfield Cir, Winter Springs, FL was built in 1984, making it 42 years old. The building has 1 story.

What schools serve 1069 Chesterfield Cir, Winter Springs, FL?

1069 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 1069 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 74% of them ($527,121 against a typical $420,546), its price per square foot is higher than 81% of them ($259 against a typical $231), it is bigger than 62% of them (2,033 ft² against a typical 1,846 ft²), its lot is bigger than 69% of them (0.28 ac against a typical 0.21 ac) and it is newer than 39% of them (1984 against a typical 1987). Measured against all of Seminole County, it is worth more than 76% 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 1069 Chesterfield Cir, Winter Springs, FL?

The 2025 property tax bill for 1069 Chesterfield Cir, Winter Springs, FL was $4,907. The county assessed it at $399,975.

More homes on Chesterfield Cir

Closest homes

More homes in Winter Springs 32708

Assigned schools

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