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Single Family ResidenceResidential
$223,923$143 / 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 Aug 30, 2026
Last sold for $92,500 on Nov 29, 2001

86 CHESTNUT ST

WINSTED, CT 06098
4
Beds
2
Baths
1,561 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.
0.12 ac
Lot SizeThe size of the land the home sits on, from county records.
1904
Year BuiltThe year the home was originally built, according to county records.
2
StoriesHow many floors the home has above ground.
7
RoomsThe total room count in county records. Counties differ on which rooms they count, so compare it loosely.

Valuation

$224K
$214K low$234K high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$92,500 · Nov 29, 2001

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$3,596 (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.$123,270 (2025)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$13,930
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$109,340
Previous AssessedThe county's assessed value from the year before, useful for seeing how the assessment changed.$123,270
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$86,289

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.50
49
FloodProjected flooding risk from rivers, heavy rain, and storm surge, scored 0 to 100. Higher is riskier.
7
WildfireProjected wildfire risk, scored 0 to 100, based on how much land burns in a typical year. Higher is riskier.
59
HeatProjected heat risk, scored 0 to 100, based on how many extremely hot days a year are expected. Higher is riskier.
98
StormProjected risk from heavy rainstorms, scored 0 to 100, based on how often extreme rainfall is expected. Higher is riskier.
37
DroughtProjected water shortage risk, scored 0 to 100. Higher means more strain on the local water supply.
Projected Flood DepthHow deep a serious flood is expected to get here at some point in the next 30 years. Shown in inches.13 in
30-Year Flood ChanceThe chance of at least one serious flood here in the next 30 years, not in any single year.30%

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
CountyNORTHWEST HILLS
Lot (acres)The size of the land the home sits on, from county records.0.12
ConstructionThe main material the home's frame and walls are built from.Concrete
RoofThe main material covering the roof, such as asphalt shingle or tile.Asphalt
HeatingThe type of heating system in the home.Hot Water
PoolWhether the property has a pool, and what kind, such as in-ground.No

Transaction History(5)

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
Mary P. Hinsdale School
Elementary · Grades PK–2 · 0.5 mi
M
The Gilbert SchoolD+
Middle · Grades 7–12 · 0.6 mi

District: The Gilbert School District

Neighborhood · ZIP 06098These 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.102
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.92
EarthquakeEarthquake risk and likely building damage compared with the rest of the country, where 100 is average. Scores can run far above 100.65

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.88%
Bachelor's or higherThe share of adults 25 and older whose highest degree is a bachelor's degree.17%
Poverty rateThe share of people whose household income falls below the federal poverty line, which varies by family size.13%
UnemploymentThe share of men 16 and older who are out of work and actively looking. Only men are counted in this figure.0.7%
PopulationHow many people live in this area.10,512
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.188 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$82,081
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$95,758
Average tempThe average temperature here across a full year.45°F
Annual precipHow much rain and melted snow falls here in a typical year.53 in
SunshineThe share of daylight hours that get direct sun in a typical year, counting cloud cover.56%

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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

86 Chestnut St 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 94% of homes in Northwest Hills County
  • Costs less per square foot than 97% of homes in Northwest Hills County
  • Has a smaller lot than 98% of homes in Northwest Hills County
  • Older than 87% of homes in Northwest Hills County

What homes are worth in Winsted 06098

Each bar is how many homes fall in that price range. The marker is this home.

This home
$164K$984K

This home is worth more than 13% of homes in Winsted 06098.

How it measures up in Winsted 06098

The dot is this home. The mark in the middle is the typical home in Winsted 06098.

Estimated value$223,923
CheaperTypical $317,388Pricier

Pricier than 13% of homes nearby

Price per ft²$143
CheaperTypical $216Pricier

Pricier than 9% of homes nearby

Living area1,561 ft²
SmallerTypical 1,536 ft²Bigger

Bigger than 52% of homes nearby

Lot size0.12 ac
SmallerTypical 0.42 acBigger

Bigger than 4% of homes nearby

Year built1904
OlderTypical 1952Newer

Newer than 26% of homes nearby

How 86 Chestnut St ranks against every home in each area.
MeasureThis homeWinsted 06098Northwest Hills County
Estimated valuepricier than$223,92313% of homes6% of homes
Price per ft²pricier than$1439% of homes3% of homes
Living areabigger than1,561 ft²52% of homes41% of homes
Lot sizebigger than0.12 ac4% of homes2% of homes
Year builtnewer than190426% of homes13% of homes

About 86 Chestnut St

How much is 86 Chestnut St, Winsted, CT worth?

The TopHap Estimate for 86 Chestnut St, Winsted, CT is $223,923 as of Aug 30, 2026. The likely range is $213,659 to $234,187. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 86 Chestnut St, Winsted, CT last sell?

86 Chestnut St, Winsted, CT last sold on Nov 29, 2001 for $92,500, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.

How big is 86 Chestnut St, Winsted, CT?

86 Chestnut St, Winsted, CT has 4 bedrooms, 2 bathrooms, 1,561 square feet of living space and a 0.12-acre lot.

When was 86 Chestnut St, Winsted, CT built?

86 Chestnut St, Winsted, CT was built in 1904, making it 122 years old. The building has 2 stories.

What schools serve 86 Chestnut St, Winsted, CT?

86 Chestnut St, Winsted, CT is assigned to Mary P. Hinsdale School (elementary); The Gilbert School (middle), rated D+. All sit in The Gilbert School District. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 86 Chestnut St, Winsted, CT compare to other homes in Winsted 06098?

Among the 3,791 homes in Winsted 06098, it is worth more than 13% of them ($223,923 against a typical $317,388), its price per square foot is higher than 9% of them ($143 against a typical $216), it is bigger than 52% of them (1,561 ft² against a typical 1,536 ft²), its lot is bigger than 4% of them (0.12 ac against a typical 0.42 ac) and it is newer than 26% of them (1904 against a typical 1952). Measured against all of Northwest Hills County, it is worth more than 6% 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 86 Chestnut St, Winsted, CT?

The 2025 property tax bill for 86 Chestnut St, Winsted, CT was $3,596. The county assessed it at $123,270.

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