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Single Family ResidenceResidential
$1,225,768$570 / 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 96How well the pricing models agreed with each other on this home. Higher means the estimate rests on stronger, more consistent data.· as of Aug 30, 2026
Last sold for $576,000 on Jun 12, 2009

21 CHESTERFIELD RD

MILTON, MA 02186
5
Beds
2.5
Baths
2,151 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.
0.16 ac
Lot SizeThe size of the land the home sits on, from county records.
1939
Year BuiltThe year the home was originally built, according to county records.
2
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

$1.2M
$1.2M low$1.3M high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$576,000 · Jun 12, 2009

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$11,995 (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.$1,081,600 (2025)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$561,500
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$520,100
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$1,128,695

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.26 in
30-Year Flood ChanceThe chance of at least one serious flood here in the next 30 years, not in any single year.51%
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.1 percent flood zone

Scores 0–100; higher = greater projected risk.

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.Cape Cod
CountyNORFOLK
Lot (acres)The size of the land the home sits on, from county records.0.16
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
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(12)

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
CollicotA
Elementary · Grades KG–5 · 0.4 mi
M
Charles S Pierce Middle SchoolB
Middle · Grades 6–8 · 1.6 mi
H
Milton High SchoolA+
High · Grades 9–12 · 1.9 mi

District: Milton School District

Neighborhood · ZIP 02186These 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.57
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.103
EarthquakeEarthquake risk and likely building damage compared with the rest of the country, where 100 is average. Scores can run far above 100.68

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.97%
Bachelor's or higherThe share of adults 25 and older whose highest degree is a bachelor's degree.33%
Poverty rateThe share of people whose household income falls below the federal poverty line, which varies by family size.5.3%
UnemploymentThe share of men 16 and older who are out of work and actively looking. Only men are counted in this figure.1.2%
PopulationHow many people live in this area.29,213
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.2,111 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$167,999
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$204,498
Average tempThe average temperature here across a full year.50°F
Annual precipHow much rain and melted snow falls here in a typical year.49 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

21 Chesterfield 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.

  • Worth more than 81% of homes in Norfolk County
  • Costs more per square foot than 76% of homes in Norfolk County
  • Bigger than 69% of homes in Norfolk County
  • Has a smaller lot than 85% of homes in Norfolk County
  • Older than 71% of homes in Norfolk County

What homes are worth in Milton 02186

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

This home
$624K$2.9M

This home is worth more than 68% of homes in Milton 02186.

How it measures up in Milton 02186

The dot is this home. The mark in the middle is the typical home in Milton 02186.

Estimated value$1,225,768
CheaperTypical $1,037,991Pricier

Pricier than 68% of homes nearby

Price per ft²$570
CheaperTypical $554Pricier

Pricier than 56% of homes nearby

Living area2,151 ft²
SmallerTypical 1,943 ft²Bigger

Bigger than 59% of homes nearby

Lot size0.16 ac
SmallerTypical 0.18 acBigger

Bigger than 36% of homes nearby

Year built1939
OlderTypical 1937Newer

Newer than 54% of homes nearby

How 21 Chesterfield Rd ranks against every home in each area.
MeasureThis homeMilton 02186Norfolk County
Estimated valuepricier than$1,225,76868% of homes81% of homes
Price per ft²pricier than$57056% of homes76% of homes
Living areabigger than2,151 ft²59% of homes69% of homes
Lot sizebigger than0.16 ac36% of homes15% of homes
Year builtnewer than193954% of homes29% of homes

About 21 Chesterfield Rd

How much is 21 Chesterfield Rd, Milton, MA worth?

The TopHap Estimate for 21 Chesterfield Rd, Milton, MA is $1,225,768 as of Aug 30, 2026. The likely range is $1,172,992 to $1,278,544. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 21 Chesterfield Rd, Milton, MA last sell?

21 Chesterfield Rd, Milton, MA last sold on Jun 12, 2009 for $576,000, according to the county's recorded deed. TopHap holds 4 recorded sales for this parcel.

How big is 21 Chesterfield Rd, Milton, MA?

21 Chesterfield Rd, Milton, MA has 5 bedrooms, 2.5 bathrooms, 2,151 square feet of living space and a 0.16-acre lot.

When was 21 Chesterfield Rd, Milton, MA built?

21 Chesterfield Rd, Milton, MA was built in 1939, making it 87 years old. It is a cape cod home. The building has 2 stories.

What schools serve 21 Chesterfield Rd, Milton, MA?

21 Chesterfield Rd, Milton, MA is assigned to Collicot (elementary), rated A; Charles S Pierce Middle School (middle), rated B; Milton High School (high), rated A+. All sit in Milton School District. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 21 Chesterfield Rd, Milton, MA compare to other homes in Milton 02186?

Among the 8,308 homes in Milton 02186, it is worth more than 68% of them ($1,225,768 against a typical $1,037,991), its price per square foot is higher than 56% of them ($570 against a typical $554), it is bigger than 59% of them (2,151 ft² against a typical 1,943 ft²), its lot is bigger than 36% of them (0.16 ac against a typical 0.18 ac) and it is newer than 54% of them (1939 against a typical 1937). Measured against all of Norfolk County, it is worth more than 81% 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 21 Chesterfield Rd, Milton, MA?

The 2025 property tax bill for 21 Chesterfield Rd, Milton, MA was $11,995. The county assessed it at $1,081,600.

More homes on Chesterfield Rd

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