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Single Family ResidenceResidential
$1,093,301$411 / 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 97How well the pricing models agreed with each other on this home. Higher means the estimate rests on stronger, more consistent data.· as of Jul 14, 2026

257 WINTER ST

ASHLAND, MA 01721
4
Beds
2.5
Baths
2,662 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.
0.73 ac
Lot SizeThe size of the land the home sits on, from county records.
2002
Year BuiltThe year the home was originally built, according to county records.
2
StoriesHow many floors the home has above ground.
8
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

$1.1M
$1.1M low$1.1M high
Est. Owner EquityRoughly how much of the home's value the owner would keep after paying off known loans. It is our estimate minus the loans still owed.$775,301
Est. Lendable EquityThe part of the owner's equity a lender would typically let them borrow against — about 80% of their equity.$620,241
Loan-to-ValueHow much is still owed on the home compared to what it is worth. 80% means loans equal 80% of our estimate, so it shifts when the estimate does.31%
1st MortgageA loan still believed to be open on this home, in the order lenders get repaid. The first position is paid back before the second.$318,000
MORTGAGE MASTER INC · recorded Dec 27, 2012

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$12,190 (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.$954,600 (2025)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$267,100
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$687,500
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$1,000,540

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
CountyMIDDLESEX
Lot (acres)The size of the land the home sits on, from county records.0.73
ConstructionThe main material the home's frame and walls are built from.Concrete
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, Attached
PoolWhether the property has a pool, and what kind, such as in-ground.No

Transaction History(6)

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.

H
Ashland High SchoolA
High · Grades 9–12 · 1.2 mi
M
Ashland Middle SchoolA
Middle · Grades 6–8 · 1.7 mi
E
Henry E Warren Elementary School
Elementary · Grades KG–2 · 2.5 mi

District: Ashland School District

Neighborhood · ZIP 01721These 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.47
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.99
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.97%
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.4.1%
UnemploymentThe share of men 16 and older who are out of work and actively looking. Only men are counted in this figure.1.3%
PopulationHow many people live in this area.18,969
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.1,481 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$135,702
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$157,800
Average tempThe average temperature here across a full year.49°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.58%

Ownership

OccupancyWhether the owner appears to live here or somewhere else. It is inferred from the mailing address on record.Owner occupied
Company ownedWhether the owner is a company or trust rather than a person.No

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

257 Winter 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 90% of homes in Ashland 01721
  • Bigger than 87% of homes in Ashland 01721
  • Has a bigger lot than 73% of homes in Middlesex County
  • Newer than 90% of homes in Middlesex County

What homes are worth in Ashland 01721

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

This home
$435K$1.3M

This home is worth more than 90% of homes in Ashland 01721.

How it measures up in Ashland 01721

The dot is this home. The mark in the middle is the typical home in Ashland 01721.

Estimated value$1,093,301
CheaperTypical $681,906Pricier

Pricier than 90% of homes nearby

Price per ft²$411
CheaperTypical $390Pricier

Pricier than 60% of homes nearby

Living area2,662 ft²
SmallerTypical 1,800 ft²Bigger

Bigger than 87% of homes nearby

Lot size0.73 ac
SmallerTypical 0.73 acBigger

Bigger than 50% of homes nearby

Year built2002
OlderTypical 1984Newer

Newer than 86% of homes nearby

How 257 Winter St ranks against every home in each area.
MeasureThis homeAshland 01721Middlesex County
Estimated valuepricier than$1,093,30190% of homes76% of homes
Price per ft²pricier than$41160% of homes36% of homes
Living areabigger than2,662 ft²87% of homes79% of homes
Lot sizebigger than0.73 ac50% of homes73% of homes
Year builtnewer than200286% of homes90% of homes

About 257 Winter St

How much is 257 Winter St, Ashland, MA worth?

The TopHap Estimate for 257 Winter St, Ashland, MA is $1,093,301 as of Jul 14, 2026. The likely range is $1,060,746 to $1,125,856. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 257 Winter St, Ashland, MA last sell?

257 Winter St, Ashland, MA last sold on Jan 1, 1900, according to the county's recorded deed.

How big is 257 Winter St, Ashland, MA?

257 Winter St, Ashland, MA has 4 bedrooms, 2.5 bathrooms, 2,662 square feet of living space and a 0.73-acre lot.

When was 257 Winter St, Ashland, MA built?

257 Winter St, Ashland, MA was built in 2002, making it 24 years old. It is a colonial home. The building has 2 stories.

What schools serve 257 Winter St, Ashland, MA?

257 Winter St, Ashland, MA is assigned to Ashland High School (high), rated A; Ashland Middle School (middle), rated A; Henry E Warren Elementary School (elementary). All sit in Ashland School District. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 257 Winter St, Ashland, MA compare to other homes in Ashland 01721?

Among the 6,092 homes in Ashland 01721, it is worth more than 90% of them ($1,093,301 against a typical $681,906), its price per square foot is higher than 60% of them ($411 against a typical $390), it is bigger than 87% of them (2,662 ft² against a typical 1,800 ft²), its lot is bigger than 50% of them (0.73 ac against a typical 0.73 ac) and it is newer than 86% of them (2002 against a typical 1984). Measured against all of Middlesex County, it is worth more than 76% 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 257 Winter St, Ashland, MA?

The 2025 property tax bill for 257 Winter St, Ashland, MA was $12,190. The county assessed it at $954,600.

More homes on Winter St

Closest homes

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Assigned schools

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