Skip to content
Skip to content
TopHapOpen in map
Triplex (3 Units, Any Combination)Residential

249 OAK ST

WINSTED, CT 06098
6
Beds
3
Baths
2,148 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.
1890
Year BuiltThe year the home was originally built, according to county records.
2
StoriesHow many floors the home has above ground.
15
RoomsThe total room count in county records. Counties differ on which rooms they count, so compare it loosely.

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$4,078 (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.$139,790 (2025)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$24,710
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$115,080
Previous AssessedThe county's assessed value from the year before, useful for seeing how the assessment changed.$139,790
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$97,853

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.41
1
FloodProjected flooding risk from rivers, heavy rain, and storm surge, scored 0 to 100. Higher is riskier.
14
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.Triplex (3 Units, Any Combination)
CountyNORTHWEST HILLS
Lot (acres)The size of the land the home sits on, from county records.0.28
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.Forced Air With Air Conditioning
PoolWhether the property has a pool, and what kind, such as in-ground.No

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.

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

M
The Gilbert SchoolC-
Middle · Grades 7–12 · 0.5 mi
E
Mary P. Hinsdale SchoolD
Elementary · Grades PK–2 · 0.7 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%

Owner Tools

Do you own this home?
Claim this home

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

249 Oak 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.

  • Bigger than 77% of homes in Winsted 06098
  • Has a smaller lot than 82% of homes in Northwest Hills County
  • Older than 92% of homes in Northwest Hills County

How it measures up in Winsted 06098

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

Living area2,148 ft²
SmallerTypical 1,535 ft²Bigger

Bigger than 77% of homes nearby

Lot size0.28 ac
SmallerTypical 0.42 acBigger

Bigger than 37% of homes nearby

Year built1890
OlderTypical 1952Newer

Newer than 13% of homes nearby

How 249 Oak St ranks against every home in each area.
MeasureThis homeWinsted 06098Northwest Hills County
Living areabigger than2,148 ft²77% of homes67% of homes
Lot sizebigger than0.28 ac37% of homes18% of homes
Year builtnewer than189013% of homes8% of homes

About 249 Oak St

When did 249 Oak St, Winsted, CT last sell?

249 Oak St, Winsted, CT last sold on Jan 1, 1900, according to the county's recorded deed.

How big is 249 Oak St, Winsted, CT?

249 Oak St, Winsted, CT has 6 bedrooms, 3 bathrooms, 2,148 square feet of living space and a 0.28-acre lot.

When was 249 Oak St, Winsted, CT built?

249 Oak St, Winsted, CT was built in 1890, making it 136 years old. The building has 2 stories.

What schools serve 249 Oak St, Winsted, CT?

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

How does 249 Oak St, Winsted, CT compare to other homes in Winsted 06098?

Among the 3,791 homes in Winsted 06098, it is bigger than 77% of them (2,148 ft² against a typical 1,535 ft²), its lot is bigger than 37% of them (0.28 ac against a typical 0.42 ac) and it is newer than 13% of them (1890 against a typical 1952). These shares are recounted nightly from the full county assessor record for each area, not from active listings.

What are the property taxes on 249 Oak St, Winsted, CT?

The 2025 property tax bill for 249 Oak St, Winsted, CT was $4,078. The county assessed it at $139,790.

More homes on Oak St

Closest homes

More homes in Winsted 06098

Assigned schools

Explore the area

See this home in context

Open 249 Oak St on TopHap’s interactive map to compare it against every sale nearby, overlay school zones and flood risk, and run a CMA.

Open in map
A flyover of TopHap's photorealistic 3D map, with recorded sale prices pinned to homes
Search any address, city, zip, or county…3D$1.9M$6.25MOpen in map