Skip to content
Skip to content
TopHapOpen in map
CondominiumResidential
$1,681,001$891 / 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 $1,179,000 on Aug 26, 2016

248 WINCHESTER ST

BROOKLINE, MA 02446
Building report
4
Beds
2.5
Baths
1,886 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.
0.2 ac
Lot SizeThe size of the land the home sits on, from county records.
2000
Year BuiltThe year the home was originally built, according to county records.
3
StoriesHow many floors the home has above ground.
6
RoomsThe total room count in county records. Counties differ on which rooms they count, so compare it loosely.

Valuation

$1.7M
$1.6M low$1.8M high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$1,179,000 · Aug 26, 2016

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$13,148 (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.$1,332,100 (2025)
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$1,332,100
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$1,817,445

Property Facts

Property TypeThe broad category the county puts this property in, such as residential or commercial.Condominium
StyleThe architectural style of the home, such as ranch or colonial.Condo/Apartment
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.Forced Air With Air Conditioning
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(2)

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 · 0.9 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%

Owner Tools

Do you own this home?
Claim this home

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

248 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 90% of homes in Norfolk County
  • Costs more per square foot than 92% of homes in Norfolk County
  • Bigger than 71% of homes in Coolidge Corner
  • Has a smaller lot than 75% of homes in Norfolk County
  • Newer than 96% of homes in Coolidge Corner

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 73% 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$1,681,001
CheaperTypical $1,021,994Pricier

Pricier than 73% of homes nearby

Price per ft²$891
CheaperTypical $868Pricier

Pricier than 56% of homes nearby

Living area1,886 ft²
SmallerTypical 1,248 ft²Bigger

Bigger than 70% of homes nearby

Lot size0.2 ac
SmallerTypical 0.29 acBigger

Bigger than 39% of homes nearby

Year built2000
OlderTypical 1925Newer

Newer than 96% of homes nearby

How 248 Winchester St ranks against every home in each area.
MeasureThis homeCoolidge CornerBrookline 02446Norfolk County
Estimated valuepricier than$1,681,00175% of homes73% of homes90% of homes
Price per ft²pricier than$89157% of homes56% of homes92% of homes
Living areabigger than1,886 ft²71% of homes70% of homes59% of homes
Lot sizebigger than0.2 ac39% of homes39% of homes25% of homes
Year builtnewer than200096% of homes96% of homes88% of homes

About 248 Winchester St

How much is 248 Winchester St, Brookline, MA worth?

The TopHap Estimate for 248 Winchester St, Brookline, MA is $1,681,001 as of Sep 24, 2026. The likely range is $1,572,937 to $1,789,065. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 248 Winchester St, Brookline, MA last sell?

248 Winchester St, Brookline, MA last sold on Aug 26, 2016 for $1,179,000, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.

How big is 248 Winchester St, Brookline, MA?

248 Winchester St, Brookline, MA has 4 bedrooms, 2.5 bathrooms and 1,886 square feet of living space.

When was 248 Winchester St, Brookline, MA built?

248 Winchester St, Brookline, MA was built in 2000, making it 26 years old. It is a condo/apartment home. The building has 3 stories.

What schools serve 248 Winchester St, Brookline, MA?

248 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 248 Winchester St, Brookline, MA compare to other homes in Brookline 02446?

Among the 7,868 homes in Brookline 02446, it is worth more than 73% of them ($1,681,001 against a typical $1,021,994), its price per square foot is higher than 56% of them ($891 against a typical $868), it is bigger than 70% of them (1,886 ft² against a typical 1,248 ft²), its lot is bigger than 39% of them (0.2 ac against a typical 0.29 ac) and it is newer than 96% of them (2000 against a typical 1925). Measured against all of Norfolk County, it is worth more than 90% 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 248 Winchester St, Brookline, MA?

The 2025 property tax bill for 248 Winchester St, Brookline, MA was $13,148. The county assessed it at $1,332,100.

More homes on Winchester St

Closest homes

More homes in Brookline 02446

Assigned schools

Explore the area

See this home in context

Open 248 Winchester St on TopHap’s interactive map to compare it against every sale nearby, overlay school zones and flood risk, and run a CMA.

Open in map
A flyover of TopHap's photorealistic 3D map, with recorded sale prices pinned to homes
Search any address, city, zip, or county…3D$1.9M$6.25MOpen in map