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Single Family ResidenceResidential
$1,949,544$774 / 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 92How 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 $775,000 on Sep 18, 2002

14 CHESTNUT ST

BROOKLINE, MA 02445
5
Beds
3
Baths
2,520 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.
4,129 ft²
Lot SizeThe size of the land the home sits on, from county records.
1923
Year BuiltThe year the home was originally built, according to county records.
2
StoriesHow many floors the home has above ground.
9
RoomsThe total room count in county records. Counties differ on which rooms they count, so compare it loosely.

Valuation

$1.9M
$1.8M low$2.1M high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$775,000 · Sep 18, 2002

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$21,535 (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.$2,181,900 (2025)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$1,102,200
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$1,079,700
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$3,113,055

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
CountyNORFOLK
Effective Year BuiltAn adjusted build year that accounts for condition and major remodels. A big renovation can make a home count as newer than it is.1996
Lot (acres)The size of the land the home sits on, from county records.0.10
ConstructionThe main material the home's frame and walls are built from.Frame (Unspecified)
RoofThe main material covering the roof, such as asphalt shingle or tile.Slate
HeatingThe type of heating system in the home.Hot Water
CoolingThe type of cooling or air conditioning in the home.Yes
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(8)

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 · 0.1 mi
H
Brookline High SchoolA-
High · Grades 9–12 · 0.4 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

14 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 more than 92% of homes in Norfolk County
  • Costs more per square foot than 87% of homes in Norfolk County
  • Bigger than 81% of homes in Brookline Village
  • Has a smaller lot than 97% of homes 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
$409K$6.3M

This home is worth more than 68% 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$1,949,544
CheaperTypical $1,164,901Pricier

Pricier than 68% of homes nearby

Price per ft²$774
CheaperTypical $814Pricier

Pricier than 38% of homes nearby

Living area2,520 ft²
SmallerTypical 1,543 ft²Bigger

Bigger than 69% of homes nearby

Lot size4,129 ft²
SmallerTypical 0.23 acBigger

Bigger than 18% of homes nearby

Year built1923
OlderTypical 1925Newer

Newer than 49% of homes nearby

How 14 Chestnut St ranks against every home in each area.
MeasureThis homeBrookline VillageBrookline 02445Norfolk County
Estimated valuepricier than$1,949,54485% of homes68% of homes92% of homes
Price per ft²pricier than$77451% of homes38% of homes87% of homes
Living areabigger than2,520 ft²81% of homes69% of homes79% of homes
Lot sizebigger than4,129 ft²27% of homes18% of homes3% of homes
Year builtnewer than192348% of homes49% of homes19% of homes

About 14 Chestnut St

How much is 14 Chestnut St, Brookline, MA worth?

The TopHap Estimate for 14 Chestnut St, Brookline, MA is $1,949,544 as of Aug 30, 2026. The likely range is $1,800,482 to $2,098,606. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 14 Chestnut St, Brookline, MA last sell?

14 Chestnut St, Brookline, MA last sold on Sep 18, 2002 for $775,000, according to the county's recorded deed.

How big is 14 Chestnut St, Brookline, MA?

14 Chestnut St, Brookline, MA has 5 bedrooms, 3 bathrooms, 2,520 square feet of living space and a 0.10-acre lot.

When was 14 Chestnut St, Brookline, MA built?

14 Chestnut St, Brookline, MA was built in 1923, making it 103 years old. It is a colonial home. The building has 2 stories.

What schools serve 14 Chestnut St, Brookline, MA?

14 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 14 Chestnut St, Brookline, MA compare to other homes in Brookline 02445?

Among the 6,408 homes in Brookline 02445, it is worth more than 68% of them ($1,949,544 against a typical $1,164,901), its price per square foot is higher than 38% of them ($774 against a typical $814), it is bigger than 69% of them (2,520 ft² against a typical 1,543 ft²), its lot is bigger than 18% of them (4,129 ft² against a typical 0.23 ac) and it is newer than 49% of them (1923 against a typical 1925). Measured against all of Norfolk County, it is worth more than 92% 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 14 Chestnut St, Brookline, MA?

The 2025 property tax bill for 14 Chestnut St, Brookline, MA was $21,535. The county assessed it at $2,181,900.

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