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Single Family ResidenceResidential
$412,476$265 / 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 Sep 24, 2026
Last sold for $339,900 on Sep 1, 2022

258 HOLLY DR

WINCHENDON, MA 01475
3
Beds
2 / 1
Baths
1,554 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 ac
Lot SizeThe size of the land the home sits on, from county records.
1984
Year BuiltThe year the home was originally built, according to county records.
1
StoriesHow many floors the home has above ground.
5
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

$412K
$397K low$428K high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$339,900 · Sep 1, 2022

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$4,472 (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.$380,600 (2025)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$51,400
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$329,200
Previous AssessedThe county's assessed value from the year before, useful for seeing how the assessment changed.$340,000
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$399,285

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.Ranch
CountyWORCESTER
Lot (acres)The size of the land the home sits on, from county records.1.00
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
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(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.

Foreclosure Filings(2)

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 · 6.0 mi
M
Murdock Middle SchoolC
Middle · Grades 6–8 · 6.1 mi
H
Murdock High SchoolD
High · Grades 9–12 · 6.1 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

258 Holly 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 less than 68% of homes in Worcester County
  • Costs less per square foot than 72% of homes in Worcester County
  • Has a bigger lot than 69% of 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
$141K$689K

This home is worth more than 60% 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$412,476
CheaperTypical $385,526Pricier

Pricier than 60% of homes nearby

Price per ft²$265
CheaperTypical $247Pricier

Pricier than 62% of homes nearby

Living area1,554 ft²
SmallerTypical 1,596 ft²Bigger

Bigger than 47% of homes nearby

Lot size1 ac
SmallerTypical 0.97 acBigger

Bigger than 54% of homes nearby

Year built1984
OlderTypical 1978Newer

Newer than 55% of homes nearby

How 258 Holly Dr ranks against every home in each area.
MeasureThis homeWinchendon 01475Worcester County
Estimated valuepricier than$412,47660% of homes32% of homes
Price per ft²pricier than$26562% of homes28% of homes
Living areabigger than1,554 ft²47% of homes42% of homes
Lot sizebigger than1 ac54% of homes69% of homes
Year builtnewer than198455% of homes63% of homes

About 258 Holly Dr

How much is 258 Holly Dr, Winchendon, MA worth?

The TopHap Estimate for 258 Holly Dr, Winchendon, MA is $412,476 as of Sep 24, 2026. The likely range is $396,641 to $428,311. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 258 Holly Dr, Winchendon, MA last sell?

258 Holly Dr, Winchendon, MA last sold on Sep 1, 2022 for $339,900, according to the county's recorded deed. TopHap holds 5 recorded sales for this parcel.

How big is 258 Holly Dr, Winchendon, MA?

258 Holly Dr, Winchendon, MA has 3 bedrooms, 2 bathrooms, 1,554 square feet of living space and a 1.00-acre lot.

When was 258 Holly Dr, Winchendon, MA built?

258 Holly Dr, Winchendon, MA was built in 1984, making it 42 years old. It is a ranch home. The building has 1 story.

What schools serve 258 Holly Dr, Winchendon, MA?

258 Holly 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 258 Holly Dr, Winchendon, MA compare to other homes in Winchendon 01475?

Among the 3,357 homes in Winchendon 01475, it is worth more than 60% of them ($412,476 against a typical $385,526), its price per square foot is higher than 62% of them ($265 against a typical $247), it is bigger than 47% of them (1,554 ft² against a typical 1,596 ft²), its lot is bigger than 54% of them (1 ac against a typical 0.97 ac) and it is newer than 55% of them (1984 against a typical 1978). Measured against all of Worcester County, it is worth more than 32% 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 258 Holly Dr, Winchendon, MA?

The 2025 property tax bill for 258 Holly Dr, Winchendon, MA was $4,472. The county assessed it at $380,600.

More homes on Holly Dr

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Assigned schools

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