14 WINDSOR AVE
Valuation
Tax & Assessment
Property Facts
Transaction History(1)
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
14 Windsor Ave 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 65% of homes in Berkshire County
- Costs less per square foot than 76% of homes in Berkshire County
- Has a smaller lot than 76% of homes in Berkshire County
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 54% 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 54% of homes nearby
Pricier than 32% of homes nearby
Bigger than 53% of homes nearby
Bigger than 43% of homes nearby
Newer than 48% of homes nearby
| Measure | This home | Pittsfield 01201 | Berkshire County |
|---|---|---|---|
| Estimated valuepricier than | $311,425 | 54% of homes | 35% of homes |
| Price per ft²pricier than | $192 | 32% of homes | 24% of homes |
| Living areabigger than | 1,622 ft² | 53% of homes | 48% of homes |
| Lot sizebigger than | 0.23 ac | 43% of homes | 24% of homes |
| Year builtnewer than | 1940 | 48% of homes | 39% of homes |
About 14 Windsor Ave
How much is 14 Windsor Ave, Pittsfield, MA worth?
The TopHap Estimate for 14 Windsor Ave, Pittsfield, MA is $311,425 as of Aug 30, 2026. The likely range is $275,687 to $347,163. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
How big is 14 Windsor Ave, Pittsfield, MA?
14 Windsor Ave, Pittsfield, MA has 4 bedrooms, 1 bathrooms, 1,622 square feet of living space and a 0.23-acre lot.
When was 14 Windsor Ave, Pittsfield, MA built?
14 Windsor Ave, Pittsfield, MA was built in 1940, making it 86 years old. It is a cape cod home. The building has 1 story.
What schools serve 14 Windsor Ave, Pittsfield, MA?
14 Windsor Ave, Pittsfield, MA is assigned to Allendale (elementary), rated C; 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 14 Windsor Ave, Pittsfield, MA compare to other homes in Pittsfield 01201?
Among the 14,716 homes in Pittsfield 01201, it is worth more than 54% of them ($311,425 against a typical $301,330), its price per square foot is higher than 32% of them ($192 against a typical $214), it is bigger than 53% of them (1,622 ft² against a typical 1,570 ft²), its lot is bigger than 43% of them (0.23 ac against a typical 0.24 ac) and it is newer than 48% of them (1940 against a typical 1944). Measured against all of Berkshire County, it is worth more than 35% 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 Windsor Ave, Pittsfield, MA?
The 2025 property tax bill for 14 Windsor Ave, Pittsfield, MA was $5,100. The county assessed it at $284,300.
More homes on Windsor Ave
- 176 Windsor Ave$359K3 bd · 1 ba · 1,353 ft² · Sold $340K · Jul 2025
- 188 Windsor Ave$458K3 bd · 2 ba · 2,036 ft² · Sold $425K · Feb 2025
- 77 Windsor Ave$314K3 bd · 2 ba · 1,168 ft² · Sold $292K · Aug 2024
- 48 Windsor Ave$333K3 bd · 2 ba · 1,540 ft² · Sold Jul 2024
- 102 Windsor Ave$315K3 bd · 1 ba · 1,267 ft² · Sold $290K · Apr 2024
- 93 Windsor Ave$271K3 bd · 1 ba · 1,478 ft² · Sold $231K · Jan 2024
- 31 Windsor Ave$404K4 bd · 1 ba · 2,288 ft² · Sold Feb 2023
- 74 Windsor Ave$285K3 bd · 2 ba · 1,188 ft² · Sold $221K · Nov 2020
- 25 Windsor Ave$295K4 bd · 2 ba · 1,392 ft² · Sold $215K · Oct 2020
- 106 Windsor Ave$285K2 bd · 2 ba · 1,353 ft² · Sold $179K · Nov 2019
- 47 Windsor Ave$348K3 bd · 2 ba · 1,698 ft² · Sold $239K · Nov 2019
- 158 Windsor Ave$261K2 bd · 2 ba · 940 ft² · Sold $179K · Nov 2019
Closest homes
- 20 Windsor Ave$319K66 ft · 3 bd · 2 ba · 1,930 ft² · Sold $187K · Aug 2018
- 347 Dalton Ave$220K106 ft · 2 bd · 1 ba · 912 ft² · Sold $95K · Jan 2013
- 351 Dalton Ave$238K106 ft · 3 bd · 1 ba · 1,143 ft² · Sold $89K · Aug 1992
- 26 Windsor Ave$310K149 ft · 2 bd · 1 ba · 1,062 ft² · Sold $93K · Jan 2001
- 15 Allengate Ave$329K165 ft · 4 bd · 1.5 ba · 1,352 ft² · Sold $169K · Feb 2017
- 11 Allengate Ave$89K152 ft · 2 bd · 1 ba · 912 ft² · Sold $88K · May 2026
- 19 Allengate Ave$268K191 ft · 2 bd · 1 ba · 936 ft² · Sold $250K · Sep 2023
- 361 Dalton Ave$287K166 ft · 3 bd · 2 ba · 1,260 ft² · Sold $170K · Jul 2006
More homes in Pittsfield 01201
- 106 E Housatonic St$200K2 bd · 1 ba · 803 ft² · Sold $190K · Sep 2026
- 65 Cecelia Ter$217K2 bd · 1 ba · 816 ft² · Sold $147K · Sep 2026
- 28 Adelaide Ave$329K4 bd · 3 ba · 1,575 ft² · Sold $340K · Sep 2026
- 62 Pomeroy Ave$349K4 bd · 2 ba · 2,158 ft² · Sold $340K · Sep 2026
- 17 Chatham St$280K3 bd · 1 ba · 1,056 ft² · Sold $250K · Sep 2026
- 82 Parkside Ave6 bd · 2 ba · 2,432 ft² · Sold $301K · Sep 2026
- 24 Rockland Dr$475K3 bd · 2.5 ba · 1,702 ft² · Sold $455K · Sep 2026
- 160 Chestnut Rd$325K3 bd · 1 ba · 768 ft² · Sold $315K · Aug 2026
- 31 Osceola St$297K3 bd · 1.5 ba · 1,196 ft² · Sold $280K · Aug 2026
- 61 Harding St$295K3 bd · 1 ba · 1,282 ft² · Sold $300K · Aug 2026
- 38 Crofut St$902K5 bd · 3.5 ba · 3,877 ft² · Sold $1.2M · Aug 2026
- 21 Newell St6 bd · 2 ba · 2,352 ft² · Sold $213K · Aug 2026
Assigned schools
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