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Single Family ResidenceResidential
$386,977$257 / 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 95How 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 $156,900 on Oct 31, 2001

69 WINESAP RD

PITTSFIELD, MA 01201
3
Beds
2
Baths
1,505 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.
0.33 ac
Lot SizeThe size of the land the home sits on, from county records.
1980
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.
1
ParkingThe number of parking spaces on the property, including the garage.

Valuation

$387K
$366K low$408K high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$156,900 · Oct 31, 2001

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$6,313 (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.$351,900 (2025)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$91,600
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$260,300
Previous AssessedThe county's assessed value from the year before, useful for seeing how the assessment changed.$327,600

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
CountyBerkshire
Lot (acres)The size of the land the home sits on, from county records.0.33
HeatingThe type of heating system in the home.Hot Water
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.In-Ground Pool
FeaturesExtra features found in county records. Records are not complete everywhere, so a missing feature does not always mean the home lacks it.Deck

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.

E
WilliamsB
Elementary · Grades PK–5 · 1.1 mi
M
Theodore Herberg Middle SchoolD-
Middle · Grades 6–8 · 2.4 mi
H
Pittsfield High SchoolC
High · Grades 9–12 · 2.5 mi

District: Pittsfield School District

Neighborhood · ZIP 01201These 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.90
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.87
EarthquakeEarthquake risk and likely building damage compared with the rest of the country, where 100 is average. Scores can run far above 100.52

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.90%
Bachelor's or higherThe share of adults 25 and older whose highest degree is a bachelor's degree.22%
Poverty rateThe share of people whose household income falls below the federal poverty line, which varies by family size.15%
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.45,556
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.639 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$69,277
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$91,002
Average tempThe average temperature here across a full year.44°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

69 Winesap Rd 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 75% of homes in Pittsfield 01201
  • Costs more per square foot than 79% of homes in Pittsfield 01201
  • Has a bigger lot than 70% of homes in Pittsfield 01201
  • Newer than 86% of homes in Pittsfield 01201

What homes are worth in Pittsfield 01201

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

This home
$137K$851K

This home is worth more than 75% of homes in Pittsfield 01201.

How it measures up in Pittsfield 01201

The dot is this home. The mark in the middle is the typical home in Pittsfield 01201.

Estimated value$386,977
CheaperTypical $302,113Pricier

Pricier than 75% of homes nearby

Price per ft²$257
CheaperTypical $215Pricier

Pricier than 79% of homes nearby

Living area1,505 ft²
SmallerTypical 1,570 ft²Bigger

Bigger than 46% of homes nearby

Lot size0.33 ac
SmallerTypical 0.24 acBigger

Bigger than 70% of homes nearby

Year built1980
OlderTypical 1943Newer

Newer than 86% of homes nearby

How 69 Winesap Rd ranks against every home in each area.
MeasureThis homePittsfield 01201Berkshire County
Estimated valuepricier than$386,97775% of homes52% of homes
Price per ft²pricier than$25779% of homes54% of homes
Living areabigger than1,505 ft²46% of homes41% of homes
Lot sizebigger than0.33 ac70% of homes38% of homes
Year builtnewer than198086% of homes74% of homes

About 69 Winesap Rd

How much is 69 Winesap Rd, Pittsfield, MA worth?

The TopHap Estimate for 69 Winesap Rd, Pittsfield, MA is $386,977 as of Aug 30, 2026. The likely range is $366,036 to $407,918. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 69 Winesap Rd, Pittsfield, MA last sell?

69 Winesap Rd, Pittsfield, MA last sold on Oct 31, 2001 for $156,900, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.

How big is 69 Winesap Rd, Pittsfield, MA?

69 Winesap Rd, Pittsfield, MA has 3 bedrooms, 2 bathrooms, 1,505 square feet of living space and a 0.33-acre lot.

When was 69 Winesap Rd, Pittsfield, MA built?

69 Winesap Rd, Pittsfield, MA was built in 1980, making it 46 years old. It is a cape cod home. The building has 2 stories.

What schools serve 69 Winesap Rd, Pittsfield, MA?

69 Winesap Rd, Pittsfield, MA is assigned to Williams (elementary), rated B; Theodore Herberg Middle School (middle), rated D-; Pittsfield High School (high), rated C. All sit in Pittsfield School District. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 69 Winesap Rd, Pittsfield, MA compare to other homes in Pittsfield 01201?

Among the 14,715 homes in Pittsfield 01201, it is worth more than 75% of them ($386,977 against a typical $302,113), its price per square foot is higher than 79% of them ($257 against a typical $215), it is bigger than 46% of them (1,505 ft² against a typical 1,570 ft²), its lot is bigger than 70% of them (0.33 ac against a typical 0.24 ac) and it is newer than 86% of them (1980 against a typical 1943). Measured against all of Berkshire County, it is worth more than 52% 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 69 Winesap Rd, Pittsfield, MA?

The 2025 property tax bill for 69 Winesap Rd, Pittsfield, MA was $6,313. The county assessed it at $351,900.

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