25 WINESAP RD
Valuation
Tax & Assessment
Property Facts
Transaction History(8)
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.
District: Pittsfield School District
Neighborhood · ZIP 01201These are comparison scores, not percentages. 100 equals the national average, so 150 means about 50% above average.
Index scale: 100 = US average (tick). Lower is better.
Owner Tools
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
25 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 73% of homes in Pittsfield 01201
- Costs more per square foot than 65% of homes in Pittsfield 01201
- Has a bigger lot than 67% 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 is worth more than 73% 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.
Pricier than 73% of homes nearby
Pricier than 65% of homes nearby
Bigger than 53% of homes nearby
Bigger than 67% of homes nearby
Newer than 86% of homes nearby
| Measure | This home | Pittsfield 01201 | Berkshire County |
|---|---|---|---|
| Estimated valuepricier than | $375,318 | 73% of homes | 50% of homes |
| Price per ft²pricier than | $233 | 65% of homes | 44% of homes |
| Living areabigger than | 1,610 ft² | 53% of homes | 48% of homes |
| Lot sizebigger than | 0.32 ac | 67% of homes | 37% of homes |
| Year builtnewer than | 1979 | 86% of homes | 74% of homes |
About 25 Winesap Rd
How much is 25 Winesap Rd, Pittsfield, MA worth?
The TopHap Estimate for 25 Winesap Rd, Pittsfield, MA is $375,318 as of Aug 30, 2026. The likely range is $353,508 to $397,128. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 25 Winesap Rd, Pittsfield, MA last sell?
25 Winesap Rd, Pittsfield, MA last sold on Dec 17, 2012 for $177,125, according to the county's recorded deed. TopHap holds 3 recorded sales for this parcel.
How big is 25 Winesap Rd, Pittsfield, MA?
25 Winesap Rd, Pittsfield, MA has 3 bedrooms, 2.5 bathrooms, 1,610 square feet of living space and a 0.32-acre lot.
When was 25 Winesap Rd, Pittsfield, MA built?
25 Winesap Rd, Pittsfield, MA was built in 1979, making it 47 years old. It is a split foyer home. The building has 1 story.
What schools serve 25 Winesap Rd, Pittsfield, MA?
25 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 25 Winesap Rd, Pittsfield, MA compare to other homes in Pittsfield 01201?
Among the 14,714 homes in Pittsfield 01201, it is worth more than 73% of them ($375,318 against a typical $301,654), its price per square foot is higher than 65% of them ($233 against a typical $215), it is bigger than 53% of them (1,610 ft² against a typical 1,566 ft²), its lot is bigger than 67% of them (0.32 ac against a typical 0.24 ac) and it is newer than 86% of them (1979 against a typical 1944). Measured against all of Berkshire County, it is worth more than 50% 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 25 Winesap Rd, Pittsfield, MA?
The 2025 property tax bill for 25 Winesap Rd, Pittsfield, MA was $5,723. The county assessed it at $319,000.
More homes on Winesap Rd
- 86 Winesap Rd$423K1 bd · 3 ba · 2,299 ft² · Sold $415K · Mar 2026
- 78 Winesap Rd$384K3 bd · 2 ba · 1,530 ft² · Sold $365K · Jul 2025
- 15 Winesap Rd$457K3 bd · 2 ba · 1,368 ft² · Sold $427K · Mar 2025
- 6 Winesap Rd$431K3 bd · 2 ba · 1,934 ft² · Sold Mar 2024
- 12 Winesap Rd$389K3 bd · 2 ba · 1,494 ft² · Sold $360K · Nov 2023
- 66 Winesap Rd$438K3 bd · 2 ba · 2,200 ft² · Sold $387K · Oct 2023
- 94 Winesap Rd$469K4 bd · 4 ba · 2,676 ft² · Sold $423K · Feb 2023
- 27 Winesap Rd$368K4 bd · 2 ba · 1,468 ft² · Sold $311K · Nov 2022
- 36 Winesap Rd$371K3 bd · 2.5 ba · 1,720 ft² · Sold $279K · Oct 2021
- 48 Winesap Rd$407K3 bd · 2 ba · 1,634 ft² · Sold $268K · Dec 2019
- 68 Winesap Rd$436K4 bd · 2.5 ba · 2,224 ft² · Sold $290K · Nov 2019
- 109 Winesap Rd$467K4 bd · 2.5 ba · 2,176 ft² · Sold $342K · Sep 2019
Closest homes
- 15 Winesap Rd$457K80 ft · 3 bd · 2 ba · 1,368 ft² · Sold $427K · Mar 2025
- 27 Winesap Rd$368K81 ft · 4 bd · 2 ba · 1,468 ft² · Sold $311K · Nov 2022
- 9 Winesap Rd$373K161 ft · 3 bd · 2 ba · 1,494 ft² · Sold Jan 1900
- 31 Winesap Rd$442K162 ft · 4 bd · 2 ba · 2,208 ft²
- 42 Imperial Ave$283K160 ft · 3 bd · 1 ba · 1,092 ft² · Sold $126K · Mar 2015
- 36 Imperial Ave$318K157 ft · 2 bd · 1 ba · 1,032 ft² · Sold $192K · Oct 2019
- 48 Imperial Ave$331K207 ft · 3 bd · 2 ba · 1,260 ft² · Sold $89K · Oct 1994
- 30 Imperial Ave$346K188 ft · 2 bd · 2 ba · 1,032 ft²
More homes in Pittsfield 01201
- 35 Dexter St$261K3 bd · 1 ba · 952 ft² · Sold $261K · Aug 2026
- 814 W Housatonic St4 bd · 2.5 ba · 1,966 ft² · Sold $150K · Aug 2026
- 249 Hancock Rd$342K4 bd · 4 ba · 1,661 ft² · Sold $342K · Aug 2026
- 122 Thomas Island Rd$1M3 bd · 2 ba · 2,072 ft² · Sold $1.2M · Aug 2026
- 97 Morningview Dr$415K2 bd · 1 ba · 1,420 ft² · Sold $415K · Aug 2026
- 1450 North St$314K3 bd · 2 ba · 1,500 ft² · Sold $314K · Aug 2026
- 246 Dalton Ave$290K3 bd · 1.5 ba · 1,572 ft² · Sold $212K · Aug 2026
- 96 Brown St6 bd · 2 ba · 3,048 ft² · Sold $250K · Aug 2026
- 4 Garden St$296K3 bd · 1.5 ba · 1,267 ft² · Sold $296K · Aug 2026
- 555 Williams St$435K3 bd · 1.5 ba · 1,662 ft² · Sold $435K · Aug 2026
- 184 Melbourne Rd$286K3 bd · 1 ba · 912 ft² · Sold $286K · Aug 2026
- 122 Blythewood Dr$1.7M3 bd · 3 ba · 3,091 ft² · Sold $1.7M · Aug 2026
Assigned schools
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