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Single Family ResidenceResidential
$1,171,884$371 / 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

14 WINESAP WAY

ASHLAND, MA 01721
4
Beds
2.5
Baths
3,155 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.
1.21 ac
Lot SizeThe size of the land the home sits on, from county records.
1999
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

$1.2M
$1.1M low$1.2M high

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$13,921 (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.$1,090,100 (2025)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$319,700
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$770,400
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$1,034,265

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.1.21
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.Yes

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
Ashland Middle SchoolA
Middle · Grades 6–8 · 0.4 mi
E
Henry E Warren Elementary School
Elementary · Grades KG–2 · 1.9 mi
H
Ashland High SchoolA-
High · Grades 9–12 · 2.1 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%

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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

14 Winesap Way 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 95% of homes in Ashland 01721
  • Costs less per square foot than 75% of homes in Middlesex County
  • Bigger than 95% of homes in Ashland 01721
  • Has a bigger lot than 83% of homes in Middlesex County
  • Newer than 88% 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
$427K$1.3M

This home is worth more than 95% 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$1,171,884
CheaperTypical $686,184Pricier

Pricier than 95% of homes nearby

Price per ft²$371
CheaperTypical $404Pricier

Pricier than 32% of homes nearby

Living area3,155 ft²
SmallerTypical 1,808 ft²Bigger

Bigger than 95% of homes nearby

Lot size1.21 ac
SmallerTypical 0.73 acBigger

Bigger than 64% of homes nearby

Year built1999
OlderTypical 1984Newer

Newer than 80% of homes nearby

How 14 Winesap Way ranks against every home in each area.
MeasureThis homeAshland 01721Middlesex County
Estimated valuepricier than$1,171,88495% of homes79% of homes
Price per ft²pricier than$37132% of homes25% of homes
Living areabigger than3,155 ft²95% of homes88% of homes
Lot sizebigger than1.21 ac64% of homes83% of homes
Year builtnewer than199980% of homes88% of homes

About 14 Winesap Way

How much is 14 Winesap Way, Ashland, MA worth?

The TopHap Estimate for 14 Winesap Way, Ashland, MA is $1,171,884 as of Sep 24, 2026. The likely range is $1,125,757 to $1,218,011. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 14 Winesap Way, Ashland, MA last sell?

14 Winesap Way, Ashland, MA last sold on Jan 1, 1900, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.

How big is 14 Winesap Way, Ashland, MA?

14 Winesap Way, Ashland, MA has 4 bedrooms, 2.5 bathrooms, 3,155 square feet of living space and a 1.21-acre lot.

When was 14 Winesap Way, Ashland, MA built?

14 Winesap Way, Ashland, MA was built in 1999, making it 27 years old. It is a colonial home. The building has 2 stories.

What schools serve 14 Winesap Way, Ashland, MA?

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

How does 14 Winesap Way, Ashland, MA compare to other homes in Ashland 01721?

Among the 6,092 homes in Ashland 01721, it is worth more than 95% of them ($1,171,884 against a typical $686,184), its price per square foot is higher than 32% of them ($371 against a typical $404), it is bigger than 95% of them (3,155 ft² against a typical 1,808 ft²), its lot is bigger than 64% of them (1.21 ac against a typical 0.73 ac) and it is newer than 80% of them (1999 against a typical 1984). Measured against all of Middlesex County, it is worth more than 79% 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 14 Winesap Way, Ashland, MA?

The 2025 property tax bill for 14 Winesap Way, Ashland, MA was $13,921. The county assessed it at $1,090,100.

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