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Single Family ResidenceResidential
$782,977$282 / 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 Aug 30, 2026
Last sold for $565,000 on Jun 19, 2020

106 CHESTNUT ST

UPTON, MA 01568
1
Beds
1.5
Baths
2,772 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.
1.84 ac
Lot SizeThe size of the land the home sits on, from county records.
1997
Year BuiltThe year the home was originally built, according to county records.
2
StoriesHow many floors the home has above ground.
4
RoomsThe total room count in county records. Counties differ on which rooms they count, so compare it loosely.
2
ParkingThe number of parking spaces on the property, including the garage.

Valuation

$783K
$735K low$831K high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$565,000 · Jun 19, 2020

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$10,316 (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.$784,500 (2025)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$296,100
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$488,400
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$753,065

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

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.Colonial
CountyWORCESTER
Lot (acres)The size of the land the home sits on, from county records.1.84
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
GarageWhether the property has a garage, and details like whether it is attached to the home.Garage, Basement
PoolWhether the property has a pool, and what kind, such as in-ground.No
FeaturesExtra features found in county records. Records are not complete everywhere, so a missing feature does not always mean the home lacks it.Deck

Transaction History(7)

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.

M
Miscoe Hill Middle SchoolB
Middle · Grades 5–8 · 1.3 mi
H
Nipmuc Regional High SchoolB-
High · Grades 9–12 · 1.8 mi
E
Memorial Elementary SchoolA
Elementary · Grades PK–4 · 2.1 mi

District: Mendon-Upton School District

Neighborhood · ZIP 01568These 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.41
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.105
EarthquakeEarthquake risk and likely building damage compared with the rest of the country, where 100 is average. Scores can run far above 100.63

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.98%
Bachelor's or higherThe share of adults 25 and older whose highest degree is a bachelor's degree.35%
Poverty rateThe share of people whose household income falls below the federal poverty line, which varies by family size.2.1%
UnemploymentThe share of men 16 and older who are out of work and actively looking. Only men are counted in this figure.1.4%
PopulationHow many people live in this area.8,151
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.376 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$139,227
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$155,465
Average tempThe average temperature here across a full year.48°F
Annual precipHow much rain and melted snow falls here in a typical year.48 in
SunshineThe share of daylight hours that get direct sun in a typical year, counting cloud cover.50%

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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

106 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.

  • Worth more than 89% of homes in Worcester County
  • Costs less per square foot than 71% of homes in Upton 01568
  • Bigger than 86% of homes in Worcester County
  • Has a bigger lot than 81% of homes in Worcester County
  • Newer than 80% of homes in Worcester County

What homes are worth in Upton 01568

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

This home
$319K$1.1M

This home is worth more than 72% of homes in Upton 01568.

How it measures up in Upton 01568

The dot is this home. The mark in the middle is the typical home in Upton 01568.

Estimated value$782,977
CheaperTypical $668,943Pricier

Pricier than 72% of homes nearby

Price per ft²$282
CheaperTypical $310Pricier

Pricier than 29% of homes nearby

Living area2,772 ft²
SmallerTypical 2,144 ft²Bigger

Bigger than 76% of homes nearby

Lot size1.84 ac
SmallerTypical 1.83 acBigger

Bigger than 50% of homes nearby

Year built1997
OlderTypical 1989Newer

Newer than 68% of homes nearby

How 106 Chestnut St ranks against every home in each area.
MeasureThis homeUpton 01568Worcester County
Estimated valuepricier than$782,97772% of homes89% of homes
Price per ft²pricier than$28229% of homes37% of homes
Living areabigger than2,772 ft²76% of homes86% of homes
Lot sizebigger than1.84 ac50% of homes81% of homes
Year builtnewer than199768% of homes80% of homes

About 106 Chestnut St

How much is 106 Chestnut St, Upton, MA worth?

The TopHap Estimate for 106 Chestnut St, Upton, MA is $782,977 as of Aug 30, 2026. The likely range is $734,785 to $831,169. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 106 Chestnut St, Upton, MA last sell?

106 Chestnut St, Upton, MA last sold on Jun 19, 2020 for $565,000, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.

How big is 106 Chestnut St, Upton, MA?

106 Chestnut St, Upton, MA has 1 bedrooms, 1.5 bathrooms, 2,772 square feet of living space and a 1.84-acre lot.

When was 106 Chestnut St, Upton, MA built?

106 Chestnut St, Upton, MA was built in 1997, making it 29 years old. It is a colonial home. The building has 2 stories.

What schools serve 106 Chestnut St, Upton, MA?

106 Chestnut St, Upton, MA is assigned to Miscoe Hill Middle School (middle), rated B; Nipmuc Regional High School (high), rated B-; Memorial Elementary School (elementary), rated A. All sit in Mendon-Upton School District. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 106 Chestnut St, Upton, MA compare to other homes in Upton 01568?

Among the 2,793 homes in Upton 01568, it is worth more than 72% of them ($782,977 against a typical $668,943), its price per square foot is higher than 29% of them ($282 against a typical $310), it is bigger than 76% of them (2,772 ft² against a typical 2,144 ft²), its lot is bigger than 50% of them (1.84 ac against a typical 1.83 ac) and it is newer than 68% of them (1997 against a typical 1989). Measured against all of Worcester County, it is worth more than 89% 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 106 Chestnut St, Upton, MA?

The 2025 property tax bill for 106 Chestnut St, Upton, MA was $10,316. The county assessed it at $784,500.

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