Skip to content
Skip to content
TopHapOpen in map
Single Family ResidenceResidential
$5,027,982$916 / 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 Sep 24, 2026
Last sold for $3,500,000 on Nov 18, 2021

38 CHESTNUT ST

WELLESLEY HILLS, MA 02481
5
Beds
4.5
Baths
5,487 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.
0.49 ac
Lot SizeThe size of the land the home sits on, from county records.
1904
Year BuiltThe year the home was originally built, according to county records.
3
StoriesHow many floors the home has above ground.
10
RoomsThe total room count in county records. Counties differ on which rooms they count, so compare it loosely.

Valuation

$5M
$4.6M 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.$3,500,000 · Nov 18, 2021

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$37,265 (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.$3,625,000 (2025)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$1,334,000
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$2,291,000
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$3,913,430

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.2016
Lot (acres)The size of the land the home sits on, from county records.0.49
ConstructionThe main material the home's frame and walls are built from.Frame (Unspecified)
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(14)

Sales and refinances filed with the county for this home. Not every transfer is a normal sale, so check the type before comparing prices.

Foreclosure Filings(2)

Assigned SchoolsThe public schools this address is zoned for. Boundaries change, so confirm with the district before you count on it.

H
Wellesley High SchoolA+
High · Grades 9–12 · 1.0 mi
M
Wellesley Middle SchoolA
Middle · Grades 6–8 · 1.0 mi
E
Isaac Sprague Elementary SchoolA
Elementary · Grades KG–5 · 1.3 mi

District: Wellesley School District

Neighborhood · ZIP 02481These 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.58
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.101
EarthquakeEarthquake risk and likely building damage compared with the rest of the country, where 100 is average. Scores can run far above 100.74

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.34%
Poverty rateThe share of people whose household income falls below the federal poverty line, which varies by family size.3.5%
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.16,028
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.2,822 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$238,777
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$335,604
Average tempThe average temperature here across a full year.49°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

38 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.

  • Among the most valuable homes in Norfolk County
  • Costs more per square foot than 93% of homes in Norfolk County
  • Among the largest homes in Norfolk County
  • Has a bigger lot than 70% of homes in Wellesley Hills 02481
  • Older than 92% of homes in Wellesley Hills 02481

What homes are worth in Wellesley Hills 02481

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

This home
$994K$6M

This home is worth more than 96% of homes in Wellesley Hills 02481.

How it measures up in Wellesley Hills 02481

The dot is this home. The mark in the middle is the typical home in Wellesley Hills 02481.

Estimated value$5,027,982
CheaperTypical $2,199,490Pricier

Pricier than 96% of homes nearby

Price per ft²$916
CheaperTypical $790Pricier

Pricier than 78% of homes nearby

Living area5,487 ft²
SmallerTypical 2,964 ft²Bigger

Bigger than 92% of homes nearby

Lot size0.49 ac
SmallerTypical 0.37 acBigger

Bigger than 70% of homes nearby

Year built1904
OlderTypical 1949Newer

Newer than 8% of homes nearby

How 38 Chestnut St ranks against every home in each area.
MeasureThis homeWellesley FarmsWellesley Hills 02481Norfolk County
Estimated valuepricier than$5,027,98292% of homes96% of homesalmost all homes
Price per ft²pricier than$91677% of homes78% of homes93% of homes
Living areabigger than5,487 ft²87% of homes92% of homesalmost all homes
Lot sizebigger than0.49 ac59% of homes70% of homes62% of homes
Year builtnewer than190410% of homes8% of homes10% of homes

About 38 Chestnut St

How much is 38 Chestnut St, Wellesley Hills, MA worth?

The TopHap Estimate for 38 Chestnut St, Wellesley Hills, MA is $5,027,982 as of Sep 24, 2026. The likely range is $4,636,556 to $5,419,407. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 38 Chestnut St, Wellesley Hills, MA last sell?

38 Chestnut St, Wellesley Hills, MA last sold on Nov 18, 2021 for $3,500,000, according to the county's recorded deed. TopHap holds 4 recorded sales for this parcel.

How big is 38 Chestnut St, Wellesley Hills, MA?

38 Chestnut St, Wellesley Hills, MA has 5 bedrooms, 4.5 bathrooms, 5,487 square feet of living space and a 0.49-acre lot.

When was 38 Chestnut St, Wellesley Hills, MA built?

38 Chestnut St, Wellesley Hills, MA was built in 1904, making it 122 years old. It is a colonial home. The building has 3 stories.

What schools serve 38 Chestnut St, Wellesley Hills, MA?

38 Chestnut St, Wellesley Hills, MA is assigned to Wellesley High School (high), rated A+; Wellesley Middle School (middle), rated A; Isaac Sprague Elementary School (elementary), rated A. All sit in Wellesley School District. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 38 Chestnut St, Wellesley Hills, MA compare to other homes in Wellesley Hills 02481?

Among the 4,594 homes in Wellesley Hills 02481, it is worth more than 96% of them ($5,027,982 against a typical $2,199,490), its price per square foot is higher than 78% of them ($916 against a typical $790), it is bigger than 92% of them (5,487 ft² against a typical 2,964 ft²), its lot is bigger than 70% of them (0.49 ac against a typical 0.37 ac) and it is newer than 8% of them (1904 against a typical 1949). 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 38 Chestnut St, Wellesley Hills, MA?

The 2025 property tax bill for 38 Chestnut St, Wellesley Hills, MA was $37,265. The county assessed it at $3,625,000.

More homes on Chestnut St

Closest homes

More homes in Wellesley Hills 02481

Assigned schools

Explore the area

See this home in context

Open 38 Chestnut 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