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Single Family ResidenceResidential
$286,027$116 / 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 93How 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

53 HILLSIDE AVE

WINSTED, CT 06098
5
Beds
1.5
Baths
2,456 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.
0.25 ac
Lot SizeThe size of the land the home sits on, from county records.
1910
Year BuiltThe year the home was originally built, according to county records.
2
StoriesHow many floors the home has above ground.
10
RoomsThe total room count in county records. Counties differ on which rooms they count, so compare it loosely.

Valuation

$286K
$266K low$306K high

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$4,729 (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.$162,120 (2025)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$27,650
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$134,470
Previous AssessedThe county's assessed value from the year before, useful for seeing how the assessment changed.$162,120
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$113,484

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.40
1
FloodProjected flooding risk from rivers, heavy rain, and storm surge, scored 0 to 100. Higher is riskier.
9
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.

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
StyleThe architectural style of the home, such as ranch or colonial.Colonial
CountyNORTHWEST HILLS
Lot (acres)The size of the land the home sits on, from county records.0.25
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.Steam
FireplaceWhether the home has a fireplace, and what kind.Yes
PoolWhether the property has a pool, and what kind, such as in-ground.No

Transaction History(1)

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.

E
Mary P. Hinsdale SchoolD
Elementary · Grades PK–2 · 0.2 mi
M
The Gilbert SchoolC-
Middle · Grades 7–12 · 0.4 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

53 Hillside Ave 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 82% of homes in Northwest Hills County
  • Among the lowest price per square foot in Northwest Hills County
  • Bigger than 86% of homes in Winsted 06098
  • Has a smaller lot than 85% of homes in Northwest Hills County
  • Older than 84% 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
$161K$973K

This home is worth more than 37% 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$286,027
CheaperTypical $315,827Pricier

Pricier than 37% of homes nearby

Price per ft²$116
CheaperTypical $216Pricier

Pricier than 3% of homes nearby

Living area2,456 ft²
SmallerTypical 1,530 ft²Bigger

Bigger than 86% of homes nearby

Lot size0.25 ac
SmallerTypical 0.42 acBigger

Bigger than 30% of homes nearby

Year built1910
OlderTypical 1953Newer

Newer than 28% of homes nearby

How 53 Hillside Ave ranks against every home in each area.
MeasureThis homeWinsted 06098Northwest Hills County
Estimated valuepricier than$286,02737% of homes18% of homes
Price per ft²pricier than$1163% of homesalmost no homes
Living areabigger than2,456 ft²86% of homes77% of homes
Lot sizebigger than0.25 ac30% of homes15% of homes
Year builtnewer than191028% of homes16% of homes

About 53 Hillside Ave

How much is 53 Hillside Ave, Winsted, CT worth?

The TopHap Estimate for 53 Hillside Ave, Winsted, CT is $286,027 as of Sep 24, 2026. The likely range is $266,124 to $305,930. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 53 Hillside Ave, Winsted, CT last sell?

53 Hillside Ave, Winsted, CT last sold on Jan 1, 1900, according to the county's recorded deed.

How big is 53 Hillside Ave, Winsted, CT?

53 Hillside Ave, Winsted, CT has 5 bedrooms, 1.5 bathrooms, 2,456 square feet of living space and a 0.25-acre lot.

When was 53 Hillside Ave, Winsted, CT built?

53 Hillside Ave, Winsted, CT was built in 1910, making it 116 years old. It is a colonial home. The building has 2 stories.

What schools serve 53 Hillside Ave, Winsted, CT?

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

How does 53 Hillside Ave, Winsted, CT compare to other homes in Winsted 06098?

Among the 3,791 homes in Winsted 06098, it is worth more than 37% of them ($286,027 against a typical $315,827), its price per square foot is higher than 3% of them ($116 against a typical $216), it is bigger than 86% of them (2,456 ft² against a typical 1,530 ft²), its lot is bigger than 30% of them (0.25 ac against a typical 0.42 ac) and it is newer than 28% of them (1910 against a typical 1953). Measured against all of Northwest Hills County, it is worth more than 18% 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 53 Hillside Ave, Winsted, CT?

The 2025 property tax bill for 53 Hillside Ave, Winsted, CT was $4,729. The county assessed it at $162,120.

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