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CondominiumResidential
$666,580$703 / 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 98How well the pricing models agreed with each other on this home. Higher means the estimate rests on stronger, more consistent data.· as of Jul 14, 2026
Last sold for $166,600 on Jun 2, 1998

166 CHESTNUT ST

BROOKLINE, MA 02445
Building report
2
Beds
1
Baths
948 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.
2,900 ft²
Lot SizeThe size of the land the home sits on, from county records.
1920
Year BuiltThe year the home was originally built, according to county records.
1
StoriesHow many floors the home has above ground.
5
RoomsThe total room count in county records. Counties differ on which rooms they count, so compare it loosely.
1
ParkingThe number of parking spaces on the property, including the garage.

Valuation

$667K
$655K low$678K high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$166,600 · Jun 2, 1998

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$6,494 (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.$658,000 (2025)
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$658,000
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$787,930

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
47
FloodProjected flooding risk from rivers, heavy rain, and storm surge, scored 0 to 100. Higher is riskier.
1
WildfireProjected wildfire risk, scored 0 to 100, based on how much land burns in a typical year. Higher is riskier.
57
HeatProjected heat risk, scored 0 to 100, based on how many extremely hot days a year are expected. Higher is riskier.
92
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.
Projected Flood DepthHow deep a serious flood is expected to get here at some point in the next 30 years. Shown in inches.22 in
30-Year Flood ChanceThe chance of at least one serious flood here in the next 30 years, not in any single year.30%
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.Condominium
CountyNORFOLK
ConstructionThe main material the home's frame and walls are built from.Frame (Unspecified)
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(12)

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
William H. Lincoln SchoolA
Elementary · Grades KG–8 · 0.5 mi
H
Brookline High SchoolA-
High · Grades 9–12 · 0.7 mi

District: Brookline School District

Neighborhood · ZIP 02445These 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.106
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.108
EarthquakeEarthquake risk and likely building damage compared with the rest of the country, where 100 is average. Scores can run far above 100.70

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.95%
Bachelor's or higherThe share of adults 25 and older whose highest degree is a bachelor's degree.26%
Poverty rateThe share of people whose household income falls below the federal poverty line, which varies by family size.9.7%
UnemploymentThe share of men 16 and older who are out of work and actively looking. Only men are counted in this figure.1.3%
PopulationHow many people live in this area.24,131
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.9,478 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$145,389
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$198,390
Average tempThe average temperature here across a full year.50°F
Annual precipHow much rain and melted snow falls here in a typical year.47 in
SunshineThe share of daylight hours that get direct sun in a typical year, counting cloud cover.52%

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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

166 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 84% of homes in Brookline 02445
  • Costs more per square foot than 86% of homes in Norfolk County
  • Smaller than 91% of homes in Norfolk County
  • Among the smallest lots in Norfolk County
  • Older than 81% of homes in Norfolk County

What homes are worth in Brookline 02445

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

This home
$440K$6.1M

This home is worth more than 16% of homes in Brookline 02445.

How it measures up in Brookline 02445

The dot is this home. The mark in the middle is the typical home in Brookline 02445.

Estimated value$666,580
CheaperTypical $1,356,767Pricier

Pricier than 16% of homes nearby

Price per ft²$703
CheaperTypical $794Pricier

Pricier than 22% of homes nearby

Living area948 ft²
SmallerTypical 1,513 ft²Bigger

Bigger than 26% of homes nearby

Lot size2,900 ft²
SmallerTypical 0.24 acBigger

Bigger than 8% of homes nearby

Year built1920
OlderTypical 1925Newer

Newer than 48% of homes nearby

How 166 Chestnut St ranks against every home in each area.
MeasureThis homeBrookline VillageBrookline 02445Norfolk County
Estimated valuepricier than$666,58025% of homes16% of homes39% of homes
Price per ft²pricier than$70330% of homes22% of homes86% of homes
Living areabigger than948 ft²35% of homes26% of homes9% of homes
Lot sizebigger than2,900 ft²14% of homes8% of homesalmost no homes
Year builtnewer than192047% of homes48% of homes19% of homes

About 166 Chestnut St

How much is 166 Chestnut St, Brookline, MA worth?

The TopHap Estimate for 166 Chestnut St, Brookline, MA is $666,580 as of Jul 14, 2026. The likely range is $655,348 to $677,812. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 166 Chestnut St, Brookline, MA last sell?

166 Chestnut St, Brookline, MA last sold on Jun 2, 1998 for $166,600, according to the county's recorded deed. TopHap holds 3 recorded sales for this parcel.

How big is 166 Chestnut St, Brookline, MA?

166 Chestnut St, Brookline, MA has 2 bedrooms, 1 bathrooms and 948 square feet of living space.

When was 166 Chestnut St, Brookline, MA built?

166 Chestnut St, Brookline, MA was built in 1920, making it 106 years old. The building has 1 story.

What schools serve 166 Chestnut St, Brookline, MA?

166 Chestnut St, Brookline, MA is assigned to William H. Lincoln School (elementary), rated A; Brookline High School (high), rated A-. All sit in Brookline School District. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 166 Chestnut St, Brookline, MA compare to other homes in Brookline 02445?

Among the 6,408 homes in Brookline 02445, it is worth more than 16% of them ($666,580 against a typical $1,356,767), its price per square foot is higher than 22% of them ($703 against a typical $794), it is bigger than 26% of them (948 ft² against a typical 1,513 ft²), its lot is bigger than 8% of them (2,900 ft² against a typical 0.24 ac) and it is newer than 48% of them (1920 against a typical 1925). Measured against all of Norfolk County, it is worth more than 39% 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 166 Chestnut St, Brookline, MA?

The 2025 property tax bill for 166 Chestnut St, Brookline, MA was $6,494. The county assessed it at $658,000.

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