285 HIGHLAND AVE
Valuation
Tax & Assessment
Property Facts
Transaction History(2)
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
285 Highland 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 98% of homes in Pittsfield 01201
- Costs less per square foot than 83% of homes in Berkshire County
- Smaller than 97% of homes in Pittsfield 01201
- Has a smaller lot than 87% of homes in Berkshire County
- Older than 71% 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 2% 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 2% of homes nearby
Pricier than 20% of homes nearby
Bigger than 3% of homes nearby
Bigger than 23% of homes nearby
Newer than 33% of homes nearby
| Measure | This home | Pittsfield 01201 | Berkshire County |
|---|---|---|---|
| Estimated valuepricier than | $141,936 | 2% of homes | 2% of homes |
| Price per ft²pricier than | $174 | 20% of homes | 17% of homes |
| Living areabigger than | 816 ft² | 3% of homes | 5% of homes |
| Lot sizebigger than | 0.17 ac | 23% of homes | 13% of homes |
| Year builtnewer than | 1920 | 33% of homes | 29% of homes |
About 285 Highland Ave
How much is 285 Highland Ave, Pittsfield, MA worth?
The TopHap Estimate for 285 Highland Ave, Pittsfield, MA is $141,936 as of Aug 30, 2026. The likely range is $127,855 to $156,017. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
How big is 285 Highland Ave, Pittsfield, MA?
285 Highland Ave, Pittsfield, MA has 2 bedrooms, 1 bathrooms, 816 square feet of living space and a 0.17-acre lot.
When was 285 Highland Ave, Pittsfield, MA built?
285 Highland Ave, Pittsfield, MA was built in 1920, making it 106 years old. It is a conventional home. The building has 1 story.
What schools serve 285 Highland Ave, Pittsfield, MA?
285 Highland Ave, Pittsfield, MA is assigned to Robert T. Capeless Elementary School (elementary), rated C-; John T Reid Middle School (middle), rated D+; Taconic High School (high), rated D+. All sit in Pittsfield School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 285 Highland Ave, Pittsfield, MA compare to other homes in Pittsfield 01201?
Among the 14,716 homes in Pittsfield 01201, it is worth more than 2% of them ($141,936 against a typical $302,077), its price per square foot is higher than 20% of them ($174 against a typical $215), it is bigger than 3% of them (816 ft² against a typical 1,560 ft²), its lot is bigger than 23% of them (0.17 ac against a typical 0.24 ac) and it is newer than 33% of them (1920 against a typical 1943). Measured against all of Berkshire County, it is worth more than 2% 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 285 Highland Ave, Pittsfield, MA?
The 2025 property tax bill for 285 Highland Ave, Pittsfield, MA was $2,112. The county assessed it at $117,700.
More homes on Highland Ave
- 41 Highland Ave$215K2 bd · 1 ba · 1,140 ft² · Sold $210K · Feb 2026
- 33 Highland Ave$269K3 bd · 1 ba · 1,128 ft² · Sold $261K · Nov 2025
- 250 Highland Ave$312K3 bd · 1 ba · 1,392 ft² · Sold $297K · Jul 2025
- 109 Highland Ave$204K2 bd · 1 ba · 1,505 ft² · Sold $190K · Jan 2025
- 28 Highland Ave$291K3 bd · 2 ba · 1,890 ft² · Sold $270K · Dec 2024
- 123 Highland Ave$486K4 bd · 3 ba · 3,932 ft² · Sold $445K · Sep 2024
- 261 Highland Ave$300K3 bd · 1 ba · 1,500 ft² · Sold $270K · Jul 2024
- 90 Highland Ave$274K2 bd · 1 ba · 1,892 ft² · Sold $110K · May 2022
- 178 Highland Ave$213K2 bd · 1 ba · 1,175 ft² · Sold $184K · Apr 2022
- 239 Highland Ave$488K3 bd · 2 ba · 1,668 ft² · Sold $400K · Oct 2021
- 257 Highland Ave$236K2 bd · 1 ba · 946 ft² · Sold $209K · Aug 2021
- 36 Highland Ave$247K3 bd · 2 ba · 1,635 ft² · Sold $180K · Jun 2021
Closest homes
- 291 Highland Ave$255K92 ft · 3 bd · 1 ba · 1,475 ft²
- 279 Highland Ave$488K98 ft · 2 bd · 1 ba · 2,482 ft² · Sold $85K · Oct 1991
- 29 Victory Rd$443K149 ft · 3 bd · 2.5 ba · 2,080 ft² · Sold Jan 1900
- 270 Highland Ave$281K149 ft · 2 bd · 1 ba · 1,296 ft² · Sold Jun 2016
- 275 Highland Ave$436K175 ft · 3 bd · 2 ba · 1,782 ft² · Sold $15K · Jun 1996
- 305 Highland Ave$260K202 ft · 3 bd · 1 ba · 1,460 ft² · Sold $90K · Jun 1989
- 268 Highland Ave$301K223 ft · 4 bd · 3 ba · 1,624 ft² · Sold $124K · Oct 2001
- 27 Victory Rd$486K230 ft · 3 bd · 3 ba · 1,986 ft² · Sold $476K · Jul 2023
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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