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Single Family ResidenceResidential
$4,909,232$772 / 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 91How 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 $2,500,000 on Jul 20, 2004

108 UPLAND RD

BROOKLINE, MA 02445
7
Beds
4.5
Baths
6,359 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.
0.25 ac
Lot SizeThe size of the land the home sits on, from county records.
1880
Year BuiltThe year the home was originally built, according to county records.
3
StoriesHow many floors the home has above ground.
12
RoomsThe total room count in county records. Counties differ on which rooms they count, so compare it loosely.

Valuation

$4.9M
$4.5M low$5.4M high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$2,500,000 · Jul 20, 2004

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$40,315 (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.$4,084,600 (2025)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$1,581,000
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$2,503,600
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$4,374,180

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.Victorian
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.1970
Lot (acres)The size of the land the home sits on, from county records.0.25
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
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(4)

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 · 0.4 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

108 Upland Rd 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.

  • Among the most valuable homes in Brookline Village
  • Costs more per square foot than 87% of homes in Norfolk County
  • Among the largest homes in Brookline Village
  • Has a smaller lot than 65% of homes in Norfolk County
  • Older than 97% 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
$401K$5.9M

This home is worth more than 97% 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$4,909,232
CheaperTypical $1,134,347Pricier

Pricier than 97% of homes nearby

Price per ft²$772
CheaperTypical $806Pricier

Pricier than 40% of homes nearby

Living area6,359 ft²
SmallerTypical 1,527 ft²Bigger

Bigger than 97% of homes nearby

Lot size0.25 ac
SmallerTypical 0.24 acBigger

Bigger than 52% of homes nearby

Year built1880
OlderTypical 1925Newer

Newer than 4% of homes nearby

How 108 Upland Rd ranks against every home in each area.
MeasureThis homeBrookline VillageBrookline 02445Norfolk County
Estimated valuepricier than$4,909,232almost all homes97% of homesalmost all homes
Price per ft²pricier than$77252% of homes40% of homes87% of homes
Living areabigger than6,359 ft²almost all homes97% of homesalmost all homes
Lot sizebigger than0.25 ac52% of homes52% of homes35% of homes
Year builtnewer than18807% of homes4% of homes3% of homes

About 108 Upland Rd

How much is 108 Upland Rd, Brookline, MA worth?

The TopHap Estimate for 108 Upland Rd, Brookline, MA is $4,909,232 as of Sep 24, 2026. The likely range is $4,452,340 to $5,366,124. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 108 Upland Rd, Brookline, MA last sell?

108 Upland Rd, Brookline, MA last sold on Jul 20, 2004 for $2,500,000, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.

How big is 108 Upland Rd, Brookline, MA?

108 Upland Rd, Brookline, MA has 7 bedrooms, 4.5 bathrooms, 6,359 square feet of living space and a 0.25-acre lot.

When was 108 Upland Rd, Brookline, MA built?

108 Upland Rd, Brookline, MA was built in 1880, making it 146 years old. It is a victorian home. The building has 3 stories.

What schools serve 108 Upland Rd, Brookline, MA?

108 Upland Rd, 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 108 Upland Rd, Brookline, MA compare to other homes in Brookline 02445?

Among the 6,408 homes in Brookline 02445, it is worth more than 97% of them ($4,909,232 against a typical $1,134,347), its price per square foot is higher than 40% of them ($772 against a typical $806), it is bigger than 97% of them (6,359 ft² against a typical 1,527 ft²), its lot is bigger than 52% of them (0.25 ac against a typical 0.24 ac) and it is newer than 4% of them (1880 against a typical 1925). Measured against all of Norfolk County, it is worth more than almost all 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 108 Upland Rd, Brookline, MA?

The 2025 property tax bill for 108 Upland Rd, Brookline, MA was $40,315. The county assessed it at $4,084,600.

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