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Single Family ResidenceResidential
$424,465$301 / 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 Aug 30, 2026
Last sold for $40,000 on Dec 3, 2007

155 HILLSIDE DR

WINCHENDON, MA 01475
2
Beds
2.5
Baths
1,408 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.
0.59 ac
Lot SizeThe size of the land the home sits on, from county records.
2023
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.
1
ParkingThe number of parking spaces on the property, including the garage.

Valuation

$424K
$392K low$457K high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$40,000 · Dec 3, 2007

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$4,404 (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.$374,800 (2025)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$42,000
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$332,800
Previous AssessedThe county's assessed value from the year before, useful for seeing how the assessment changed.$385,400
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$431,775

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.Contemporary
CountyWORCESTER
Lot (acres)The size of the land the home sits on, from county records.0.58
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
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

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
Memorial
Elementary · Grades KG–2 · 2.0 mi
M
Murdock Middle SchoolC
Middle · Grades 6–8 · 2.1 mi
H
Murdock High SchoolD
High · Grades 9–12 · 2.1 mi

District: Winchendon School District

Neighborhood · ZIP 01475These 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.109
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.91
EarthquakeEarthquake risk and likely building damage compared with the rest of the country, where 100 is average. Scores can run far above 100.65

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.93%
Bachelor's or higherThe share of adults 25 and older whose highest degree is a bachelor's degree.16%
Poverty rateThe share of people whose household income falls below the federal poverty line, which varies by family size.11%
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.10,310
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.240 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$90,119
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$110,713
Average tempThe average temperature here across a full year.45°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.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

155 Hillside Dr 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 66% of homes in Winchendon 01475
  • Costs more per square foot than 78% of homes in Winchendon 01475
  • Smaller than 66% of homes in Worcester County
  • Among the newest homes in Worcester County

What homes are worth in Winchendon 01475

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

This home
$153K$666K

This home is worth more than 66% of homes in Winchendon 01475.

How it measures up in Winchendon 01475

The dot is this home. The mark in the middle is the typical home in Winchendon 01475.

Estimated value$424,465
CheaperTypical $383,259Pricier

Pricier than 66% of homes nearby

Price per ft²$301
CheaperTypical $244Pricier

Pricier than 78% of homes nearby

Living area1,408 ft²
SmallerTypical 1,599 ft²Bigger

Bigger than 36% of homes nearby

Lot size0.59 ac
SmallerTypical 0.99 acBigger

Bigger than 39% of homes nearby

Year built2023
OlderTypical 1978Newer

Newer than almost all homes nearby

How 155 Hillside Dr ranks against every home in each area.
MeasureThis homeWinchendon 01475Worcester County
Estimated valuepricier than$424,46566% of homes36% of homes
Price per ft²pricier than$30178% of homes48% of homes
Living areabigger than1,408 ft²36% of homes34% of homes
Lot sizebigger than0.59 ac39% of homes56% of homes
Year builtnewer than2023almost all homesalmost all homes

About 155 Hillside Dr

How much is 155 Hillside Dr, Winchendon, MA worth?

The TopHap Estimate for 155 Hillside Dr, Winchendon, MA is $424,465 as of Aug 30, 2026. The likely range is $391,531 to $457,399. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 155 Hillside Dr, Winchendon, MA last sell?

155 Hillside Dr, Winchendon, MA last sold on Dec 3, 2007 for $40,000, according to the county's recorded deed.

How big is 155 Hillside Dr, Winchendon, MA?

155 Hillside Dr, Winchendon, MA has 2 bedrooms, 2.5 bathrooms, 1,408 square feet of living space and a 0.58-acre lot.

When was 155 Hillside Dr, Winchendon, MA built?

155 Hillside Dr, Winchendon, MA was built in 2023, making it 3 years old. It is a contemporary home. The building has 2 stories.

What schools serve 155 Hillside Dr, Winchendon, MA?

155 Hillside Dr, Winchendon, MA is assigned to Memorial (elementary); Murdock Middle School (middle), rated C; Murdock High School (high), rated D. All sit in Winchendon School District. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 155 Hillside Dr, Winchendon, MA compare to other homes in Winchendon 01475?

Among the 3,357 homes in Winchendon 01475, it is worth more than 66% of them ($424,465 against a typical $383,259), its price per square foot is higher than 78% of them ($301 against a typical $244), it is bigger than 36% of them (1,408 ft² against a typical 1,599 ft²), its lot is bigger than 39% of them (0.59 ac against a typical 0.99 ac) and it is newer than almost all of them (2023 against a typical 1978). Measured against all of Worcester County, it is worth more than 36% 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 155 Hillside Dr, Winchendon, MA?

The 2025 property tax bill for 155 Hillside Dr, Winchendon, MA was $4,404. The county assessed it at $374,800.

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