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Single Family ResidenceResidential
$761,259$380 / 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 89How 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
Last sold for $482,500 on Aug 19, 2020

20 WINDSOR DR

ASHLAND, MA 01721
3
Beds
2
Baths
2,005 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.
0.35 ac
Lot SizeThe size of the land the home sits on, from county records.
1955
Year BuiltThe year the home was originally built, according to county records.
2
StoriesHow many floors the home has above ground.
6
RoomsThe total room count in county records. Counties differ on which rooms they count, so compare it loosely.

Valuation

$761K
$679K low$843K high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$482,500 · Aug 19, 2020
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.$0
Est. Lendable EquityThe part of the owner's equity a lender would typically let them borrow against — about 80% of their equity.$0
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.106%
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.$458,375
WELLS FARGO BANK NA · P · recorded Aug 19, 2020
2nd 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.$350,000
CMG MORTGAGE INC

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$7,366 (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.$576,800 (2025)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$245,900
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$330,900
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$648,945

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
CountyMIDDLESEX
Effective Year BuiltAn adjusted build year that accounts for condition and major remodels. A big renovation can make a home count as newer than it is.1975
Lot (acres)The size of the land the home sits on, from county records.0.35
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
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(3)

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
Henry E Warren Elementary School
Elementary · Grades KG–2 · 1.2 mi
H
Ashland High SchoolA
High · Grades 9–12 · 1.9 mi
M
Ashland Middle SchoolA
Middle · Grades 6–8 · 2.8 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

20 Windsor 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 65% of homes in Ashland 01721
  • Costs less per square foot than 73% of homes in Middlesex County
  • Has a smaller lot than 85% of homes in Ashland 01721
  • Older than 78% of homes in Ashland 01721

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
$438K$1.3M

This home is worth more than 65% 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$761,259
CheaperTypical $682,219Pricier

Pricier than 65% of homes nearby

Price per ft²$380
CheaperTypical $390Pricier

Pricier than 43% of homes nearby

Living area2,005 ft²
SmallerTypical 1,799 ft²Bigger

Bigger than 63% of homes nearby

Lot size0.35 ac
SmallerTypical 0.73 acBigger

Bigger than 15% of homes nearby

Year built1955
OlderTypical 1984Newer

Newer than 22% of homes nearby

How 20 Windsor Dr ranks against every home in each area.
MeasureThis homeAshland 01721Middlesex County
Estimated valuepricier than$761,25965% of homes47% of homes
Price per ft²pricier than$38043% of homes27% of homes
Living areabigger than2,005 ft²63% of homes57% of homes
Lot sizebigger than0.35 ac15% of homes53% of homes
Year builtnewer than195522% of homes47% of homes

About 20 Windsor Dr

How much is 20 Windsor Dr, Ashland, MA worth?

The TopHap Estimate for 20 Windsor Dr, Ashland, MA is $761,259 as of Jul 14, 2026. The likely range is $679,124 to $843,395. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 20 Windsor Dr, Ashland, MA last sell?

20 Windsor Dr, Ashland, MA last sold on Aug 19, 2020 for $482,500, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.

How big is 20 Windsor Dr, Ashland, MA?

20 Windsor Dr, Ashland, MA has 3 bedrooms, 2 bathrooms, 2,005 square feet of living space and a 0.35-acre lot.

When was 20 Windsor Dr, Ashland, MA built?

20 Windsor Dr, Ashland, MA was built in 1955, making it 71 years old. It is a cape cod home. The building has 2 stories.

What schools serve 20 Windsor Dr, Ashland, MA?

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

How does 20 Windsor Dr, Ashland, MA compare to other homes in Ashland 01721?

Among the 6,092 homes in Ashland 01721, it is worth more than 65% of them ($761,259 against a typical $682,219), its price per square foot is higher than 43% of them ($380 against a typical $390), it is bigger than 63% of them (2,005 ft² against a typical 1,799 ft²), its lot is bigger than 15% of them (0.35 ac against a typical 0.73 ac) and it is newer than 22% of them (1955 against a typical 1984). Measured against all of Middlesex County, it is worth more than 47% 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 20 Windsor Dr, Ashland, MA?

The 2025 property tax bill for 20 Windsor Dr, Ashland, MA was $7,366. The county assessed it at $576,800.

Closest homes

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Assigned schools

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