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Duplex (2 Units, Any Combination)Residential
Last sold for $147,000 on May 29, 2003

165 CHESTNUT ST

BRATTLEBORO, VT 05301
5
Beds
2
Baths
2,320 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.
1884
Year BuiltThe year the home was originally built, according to county records.
2
StoriesHow many floors the home has above ground.
12
RoomsThe total room count in county records. Counties differ on which rooms they count, so compare it loosely.

Valuation

Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$147,000 · May 29, 2003

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$3,347 (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.$181,090 (2025)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$47,000
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$134,090
Previous AssessedThe county's assessed value from the year before, useful for seeing how the assessment changed.$181,090

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.38
1
FloodProjected flooding risk from rivers, heavy rain, and storm surge, scored 0 to 100. Higher is riskier.
13
WildfireProjected wildfire risk, scored 0 to 100, based on how much land burns in a typical year. Higher is riskier.
56
HeatProjected heat risk, scored 0 to 100, based on how many extremely hot days a year are expected. Higher is riskier.
97
StormProjected risk from heavy rainstorms, scored 0 to 100, based on how often extreme rainfall is expected. Higher is riskier.
23
DroughtProjected water shortage risk, scored 0 to 100. Higher means more strain on the local water supply.
FEMA Flood ZoneFEMA's flood zone for this address. Zones starting with A or V are high risk, and lenders usually require flood insurance there.minimal

Scores 0–100; higher = greater projected risk.

Property Facts

Property TypeThe broad category the county puts this property in, such as residential or commercial.Duplex (2 Units, Any Combination)
StyleThe architectural style of the home, such as ranch or colonial.Duplex Single
CountyWINDHAM
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.Frame (Unspecified)
GarageWhether the property has a garage, and details like whether it is attached to the home.Garage, Detached
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.

Neighborhood · ZIP 05301These 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.103
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.80
EarthquakeEarthquake risk and likely building damage compared with the rest of the country, where 100 is average. Scores can run far above 100.57

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.90%
Bachelor's or higherThe share of adults 25 and older whose highest degree is a bachelor's degree.19%
Poverty rateThe share of people whose household income falls below the federal poverty line, which varies by family size.14%
UnemploymentThe share of men 16 and older who are out of work and actively looking. Only men are counted in this figure.0.6%
PopulationHow many people live in this area.17,091
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.117 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$57,169
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$84,380
Average tempThe average temperature here across a full year.44°F
Annual precipHow much rain and melted snow falls here in a typical year.50 in
SunshineThe share of daylight hours that get direct sun in a typical year, counting cloud cover.49%

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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

165 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.

  • Bigger than 81% of homes in Brattleboro 05301
  • Has a smaller lot than 86% of homes in Windham County
  • Older than 90% of homes in Windham County

How it measures up in Brattleboro 05301

The dot is this home. The mark in the middle is the typical home in Brattleboro 05301.

Living area2,320 ft²
SmallerTypical 1,512 ft²Bigger

Bigger than 81% of homes nearby

Lot size0.25 ac
SmallerTypical 1.2 acBigger

Bigger than 21% of homes nearby

Year built1884
OlderTypical 1966Newer

Newer than 14% of homes nearby

How 165 Chestnut St ranks against every home in each area.
MeasureThis homeBrattleboro 05301Windham County
Living areabigger than2,320 ft²81% of homes81% of homes
Lot sizebigger than0.25 ac21% of homes14% of homes
Year builtnewer than188414% of homes10% of homes

About 165 Chestnut St

When did 165 Chestnut St, Brattleboro, VT last sell?

165 Chestnut St, Brattleboro, VT last sold on May 29, 2003 for $147,000, according to the county's recorded deed.

How big is 165 Chestnut St, Brattleboro, VT?

165 Chestnut St, Brattleboro, VT has 5 bedrooms, 2 bathrooms, 2,320 square feet of living space and a 0.25-acre lot.

When was 165 Chestnut St, Brattleboro, VT built?

165 Chestnut St, Brattleboro, VT was built in 1884, making it 142 years old. It is a duplex single home. The building has 2 stories.

How does 165 Chestnut St, Brattleboro, VT compare to other homes in Brattleboro 05301?

Among the 5,717 homes in Brattleboro 05301, it is bigger than 81% of them (2,320 ft² against a typical 1,512 ft²), its lot is bigger than 21% of them (0.25 ac against a typical 1.2 ac) and it is newer than 14% of them (1884 against a typical 1966). These shares are recounted nightly from the full county assessor record for each area, not from active listings.

What are the property taxes on 165 Chestnut St, Brattleboro, VT?

The 2025 property tax bill for 165 Chestnut St, Brattleboro, VT was $3,347. The county assessed it at $181,090.

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