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CondominiumResidential
$2,058,272$797 / 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 94How 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
Last sold for $1,450,000 on Jul 11, 2019

188 WINCHESTER ST

BROOKLINE, MA 02446
Building report
3
Beds
2
Baths
2,582 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.
0.18 ac
Lot SizeThe size of the land the home sits on, from county records.
1925
Year BuiltThe year the home was originally built, according to county records.
2
StoriesHow many floors the home has above ground.
7
RoomsThe total room count in county records. Counties differ on which rooms they count, so compare it loosely.

Valuation

$2.1M
$1.9M low$2.2M high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$1,450,000 · Jul 11, 2019

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$15,266 (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.$1,546,700 (2025)
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$1,546,700
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$2,133,605

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)
RoofThe main material covering the roof, such as asphalt shingle or tile.Asphalt
HeatingThe type of heating system in the home.Hot Water
CoolingThe type of cooling or air conditioning in the home.Yes
PoolWhether the property has a pool, and what kind, such as in-ground.No

Transaction History(6)

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
Michael Driscoll SchoolA
Elementary · Grades PK–8 · 0.3 mi
H
Brookline High SchoolA-
High · Grades 9–12 · 0.8 mi

District: Brookline School District

Neighborhood · ZIP 02446These 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.144
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 100.76

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.96%
Bachelor's or higherThe share of adults 25 and older whose highest degree is a bachelor's degree.29%
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.1.1%
PopulationHow many people live in this area.31,401
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.23,893 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$115,895
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$169,699
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

188 Winchester 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 93% of homes in Norfolk County
  • Costs more per square foot than 88% of homes in Norfolk County
  • Bigger than 80% of homes in Coolidge Corner
  • Has a smaller lot than 79% of homes in Norfolk County
  • Older than 79% of homes in Norfolk County

What homes are worth in Brookline 02446

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

This home
$436K$4.7M

This home is worth more than 82% of homes in Brookline 02446.

How it measures up in Brookline 02446

The dot is this home. The mark in the middle is the typical home in Brookline 02446.

Estimated value$2,058,272
CheaperTypical $1,013,695Pricier

Pricier than 82% of homes nearby

Price per ft²$797
CheaperTypical $867Pricier

Pricier than 30% of homes nearby

Living area2,582 ft²
SmallerTypical 1,238 ft²Bigger

Bigger than 80% of homes nearby

Lot size0.18 ac
SmallerTypical 0.29 acBigger

Bigger than 36% of homes nearby

Year built1925
OlderTypical 1925Newer

Newer than 55% of homes nearby

How 188 Winchester St ranks against every home in each area.
MeasureThis homeCoolidge CornerBrookline 02446Norfolk County
Estimated valuepricier than$2,058,27282% of homes82% of homes93% of homes
Price per ft²pricier than$79730% of homes30% of homes88% of homes
Living areabigger than2,582 ft²80% of homes80% of homes80% of homes
Lot sizebigger than0.18 ac36% of homes36% of homes21% of homes
Year builtnewer than192555% of homes55% of homes21% of homes

About 188 Winchester St

How much is 188 Winchester St, Brookline, MA worth?

The TopHap Estimate for 188 Winchester St, Brookline, MA is $2,058,272 as of Sep 24, 2026. The likely range is $1,940,314 to $2,176,230. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 188 Winchester St, Brookline, MA last sell?

188 Winchester St, Brookline, MA last sold on Jul 11, 2019 for $1,450,000, according to the county's recorded deed. TopHap holds 4 recorded sales for this parcel.

How big is 188 Winchester St, Brookline, MA?

188 Winchester St, Brookline, MA has 3 bedrooms, 2 bathrooms and 2,582 square feet of living space.

When was 188 Winchester St, Brookline, MA built?

188 Winchester St, Brookline, MA was built in 1925, making it 101 years old. The building has 2 stories.

What schools serve 188 Winchester St, Brookline, MA?

188 Winchester St, Brookline, MA is assigned to Michael Driscoll 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 188 Winchester St, Brookline, MA compare to other homes in Brookline 02446?

Among the 7,868 homes in Brookline 02446, it is worth more than 82% of them ($2,058,272 against a typical $1,013,695), its price per square foot is higher than 30% of them ($797 against a typical $867), it is bigger than 80% of them (2,582 ft² against a typical 1,238 ft²), its lot is bigger than 36% of them (0.18 ac against a typical 0.29 ac) and it is newer than 55% of them (1925 against a typical 1925). Measured against all of Norfolk County, it is worth more than 93% 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 188 Winchester St, Brookline, MA?

The 2025 property tax bill for 188 Winchester St, Brookline, MA was $15,266. The county assessed it at $1,546,700.

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