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Residential (General/Single)Residential
$1,787,934$2,307 / 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

66R CHESTNUT ST

BROOKLINE, MA 02445
0
Baths
775 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.
2,762 ft²
Lot SizeThe size of the land the home sits on, from county records.

Valuation

$1.8M
$1.7M low$1.9M high

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$1,348 (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.$136,600 (2025)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$33,300
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$103,300
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$1,796,355

Climate Risk

Projected Flood DepthHow deep a serious flood is expected to get here at some point in the next 30 years. Shown in inches.6 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.Residential (General/Single)
CountyNORFOLK
Lot (acres)The size of the land the home sits on, from county records.0.06
PoolWhether the property has a pool, and what kind, such as in-ground.No

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 · 0.3 mi
H
Brookline High SchoolA+
High · Grades 9–12 · 0.5 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

66r 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 91% of homes in Norfolk County
  • Among the highest price per square foot in Brookline Village
  • Smaller than 97% of homes in Norfolk County
  • Among the smallest lots 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
$406K$6.8M

This home is worth more than 66% 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$1,787,934
CheaperTypical $1,140,303Pricier

Pricier than 66% of homes nearby

Price per ft²$2307
CheaperTypical $806Pricier

Pricier than almost all homes nearby

Living area775 ft²
SmallerTypical 1,544 ft²Bigger

Bigger than 11% of homes nearby

Lot size2,762 ft²
SmallerTypical 0.24 acBigger

Bigger than 6% of homes nearby

How 66r Chestnut St ranks against every home in each area.
MeasureThis homeBrookline VillageBrookline 02445Norfolk County
Estimated valuepricier than$1,787,93483% of homes66% of homes91% of homes
Price per ft²pricier than$2307almost all homesalmost all homesalmost all homes
Living areabigger than775 ft²15% of homes11% of homes3% of homes
Lot sizebigger than2,762 ft²11% of homes6% of homesalmost no homes

About 66r Chestnut St

How much is 66r Chestnut St, Brookline, MA worth?

The TopHap Estimate for 66r Chestnut St, Brookline, MA is $1,787,934 as of Sep 24, 2026. The likely range is $1,655,987 to $1,919,881. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 66r Chestnut St, Brookline, MA last sell?

66r Chestnut St, Brookline, MA last sold on Jan 1, 1900, according to the county's recorded deed.

How big is 66r Chestnut St, Brookline, MA?

66r Chestnut St, Brookline, MA has 775 square feet of living space and a 0.06-acre lot.

What schools serve 66r Chestnut St, Brookline, MA?

66r 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 66r Chestnut St, Brookline, MA compare to other homes in Brookline 02445?

Among the 6,408 homes in Brookline 02445, it is worth more than 66% of them ($1,787,934 against a typical $1,140,303), its price per square foot is higher than almost all of them ($2307 against a typical $806), it is bigger than 11% of them (775 ft² against a typical 1,544 ft²) and its lot is bigger than 6% of them (2,762 ft² against a typical 0.24 ac). Measured against all of Norfolk County, it is worth more than 91% 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 66r Chestnut St, Brookline, MA?

The 2025 property tax bill for 66r Chestnut St, Brookline, MA was $1,348. The county assessed it at $136,600.

More homes on 66r Chestnut St

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Assigned schools

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