20 WINTER ST
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
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.
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
20 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 less than 90% of homes in Berkshire County
- Costs less per square foot than 82% of homes in Berkshire County
- Smaller than 79% of homes in Pittsfield 01201
- Has a smaller lot than 78% of homes in Berkshire County
- Older than 74% 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 11% 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 11% of homes nearby
Pricier than 23% of homes nearby
Bigger than 21% of homes nearby
Bigger than 40% of homes nearby
Newer than 26% of homes nearby
| Measure | This home | Pittsfield 01201 | Berkshire County |
|---|---|---|---|
| Estimated valuepricier than | $216,460 | 11% of homes | 10% of homes |
| Price per ft²pricier than | $183 | 23% of homes | 18% of homes |
| Living areabigger than | 1,185 ft² | 21% of homes | 21% of homes |
| Lot sizebigger than | 0.21 ac | 40% of homes | 22% of homes |
| Year builtnewer than | 1915 | 26% of homes | 26% of homes |
About 20 Winter St
How much is 20 Winter St, Pittsfield, MA worth?
The TopHap Estimate for 20 Winter St, Pittsfield, MA is $216,460 as of Jul 14, 2026. The likely range is $176,391 to $256,529. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 20 Winter St, Pittsfield, MA last sell?
20 Winter St, Pittsfield, MA last sold on Sep 6, 1990 for $10,000, according to the county's recorded deed.
How big is 20 Winter St, Pittsfield, MA?
20 Winter St, Pittsfield, MA has 4 bedrooms, 1 bathrooms, 1,185 square feet of living space and a 0.21-acre lot.
When was 20 Winter St, Pittsfield, MA built?
20 Winter St, Pittsfield, MA was built in 1915, making it 111 years old. It is a conventional home. The building has 2 stories.
What schools serve 20 Winter St, Pittsfield, MA?
20 Winter St, Pittsfield, MA is assigned to Morningside Community School (elementary), rated D+; Pittsfield High School (high), rated C; Theodore Herberg Middle School (middle), rated D-. All sit in Pittsfield School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 20 Winter St, Pittsfield, MA compare to other homes in Pittsfield 01201?
Among the 14,713 homes in Pittsfield 01201, it is worth more than 11% of them ($216,460 against a typical $307,820), its price per square foot is higher than 23% of them ($183 against a typical $220), it is bigger than 21% of them (1,185 ft² against a typical 1,568 ft²), its lot is bigger than 40% of them (0.21 ac against a typical 0.24 ac) and it is newer than 26% of them (1915 against a typical 1945). Measured against all of Berkshire County, it is worth more than 10% 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 Winter St, Pittsfield, MA?
The 2025 property tax bill for 20 Winter St, Pittsfield, MA was $3,618. The county assessed it at $201,700.
More homes on Winter St
- 53 Winter St$245K3 bd · 2 ba · 1,344 ft² · Sold $231K · May 2025
- 60 Winter St6 bd · 2 ba · 3,200 ft² · Sold $145K · Jun 2022
- 38 Winter St$161K2 bd · 2 ba · 1,546 ft² · Sold $58K · Jun 2021
- 34 Winter St$190K3 bd · 2 ba · 1,648 ft² · Sold $103K · Dec 2019
- 57 Winter St$168K3 bd · 1 ba · 1,320 ft² · Sold $93K · Apr 2019
- 48 Winter St$159K3 bd · 1 ba · 1,584 ft² · Sold $73K · May 2017
- 41 Winter St$219K3 bd · 1 ba · 1,641 ft² · Sold $115K · Apr 2016
- 46 Winter St$169K4 bd · 1.5 ba · 1,152 ft² · Sold $90K · Oct 2014
- 58 1/2 Winter St$126K2 bd · 1 ba · 923 ft² · Sold $42K · Jun 2011
- 58 Winter St$150K4 bd · 2 ba · 1,592 ft² · Sold $45K · Nov 2010
- 26 Winter St7 bd · 2 ba · 3,306 ft² · Sold $1 · Sep 2010
- 54 Winter St$233K3 bd · 2 ba · 1,488 ft² · Sold $116K · Oct 2009
Closest homes
- 26 Winter St71 ft · 7 bd · 2 ba · 3,306 ft² · Sold $1 · Sep 2010
- 14 Winter St78 ft · 5 bd · 2 ba · 2,638 ft² · Sold $100K · Dec 1987
- 34 Winter St$190K139 ft · 3 bd · 2 ba · 1,648 ft² · Sold $103K · Dec 2019
- 33 Curtis St188 ft · 8 bd · 5 ba · 4,410 ft² · Sold $78K · Nov 2018
- 38 Winter St$161K199 ft · 2 bd · 2 ba · 1,546 ft² · Sold $58K · Jun 2021
- 9 Brown St165 ft · 6 bd · 2 ba · 2,672 ft² · Sold $87K · May 2018
- 17 Brown St155 ft · 4 bd · 2 ba · 1,800 ft²
- 21 Brown St168 ft · 7 bd · 4 ba · 3,396 ft² · Sold $225K · Aug 2023
More homes in Pittsfield 01201
- 38 Velma Ave$350K4 bd · 2 ba · 1,865 ft² · Sold $363K · Aug 2026
- 39 Bartlett Ave5 bd · 4 ba · 3,727 ft² · Sold $367K · Aug 2026
- 34 Richmond Ave6 bd · 2 ba · 3,040 ft² · Sold Aug 2026
- 14 Sunrise Cir$649K3 bd · 2 ba · 2,030 ft² · Sold $625K · Aug 2026
- 340 Wahconah St6 bd · 2 ba · 2,710 ft² · Sold $95K · Aug 2026
- 24 Marlboro Dr$380K4 bd · 1.5 ba · 1,657 ft² · Sold $402K · Aug 2026
- 691 Crane Ave$325K3 bd · 1 ba · 1,250 ft² · Sold $325K · Aug 2026
- 208 Jason St$320K2 bd · 1 ba · 1,296 ft² · Sold $319K · Aug 2026
- 18 Alden Ave$303K3 bd · 1.5 ba · 1,584 ft² · Sold $252K · Aug 2026
- 22 Meadowview Dr$244K2 bd · 1 ba · 1,415 ft² · Sold $165K · Aug 2026
- 547 Onota St4 bd · 2 ba · 1,642 ft² · Sold $250K · Aug 2026
- 32 Aspen Way$600K3 bd · 2 ba · 2,030 ft² · Sold $585K · Aug 2026
Assigned schools
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