285 CHESTNUT 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: Boston School District
Neighborhood · ZIP 02130These 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 Chestnut 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.
- Bigger than 98% of homes in Jamaica Plain 02130
- Has a bigger lot than 85% of homes in Jamaica Plain 02130
How it measures up in Jamaica Plain 02130
The dot is this home. The mark in the middle is the typical home in Jamaica Plain 02130.
Bigger than 98% of homes nearby
Bigger than 85% of homes nearby
Newer than 41% of homes nearby
| Measure | This home | Jamaica Plain 02130 | Suffolk County |
|---|---|---|---|
| Living areabigger than | 5,013 ft² | 98% of homes | 98% of homes |
| Lot sizebigger than | 0.14 ac | 85% of homes | 85% of homes |
| Year builtnewer than | 1905 | 41% of homes | 37% of homes |
About 285 Chestnut Ave
When did 285 Chestnut Ave, Jamaica Plain, MA last sell?
285 Chestnut Ave, Jamaica Plain, MA last sold on May 21, 2026 for $1,715,000, according to the county's recorded deed.
How big is 285 Chestnut Ave, Jamaica Plain, MA?
285 Chestnut Ave, Jamaica Plain, MA has 11 bedrooms, 3 bathrooms, 5,013 square feet of living space and a 0.14-acre lot.
When was 285 Chestnut Ave, Jamaica Plain, MA built?
285 Chestnut Ave, Jamaica Plain, MA was built in 1905, making it 121 years old. The building has 3 stories.
What schools serve 285 Chestnut Ave, Jamaica Plain, MA?
285 Chestnut Ave, Jamaica Plain, MA is assigned to Curley K-8 School (elementary), rated D; Community Academy (high). All sit in Boston School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 285 Chestnut Ave, Jamaica Plain, MA compare to other homes in Jamaica Plain 02130?
Among the 9,401 homes in Jamaica Plain 02130, it is bigger than 98% of them (5,013 ft² against a typical 1,450 ft²), its lot is bigger than 85% of them (0.14 ac against a typical 2,134 ft²) and it is newer than 41% of them (1905 against a typical 1910). 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 Chestnut Ave, Jamaica Plain, MA?
The 2025 property tax bill for 285 Chestnut Ave, Jamaica Plain, MA was $18,467. The county assessed it at $1,594,700.
More homes on Chestnut Ave
- 26 Chestnut Ave # 1$536K2 bd · 1 ba · 945 ft² · Sold $535K · Jul 2026
- 209 Chestnut Ave # 23 bd · 2.5 ba · 1,593 ft² · Sold $1.4M · Jul 2026
- 22 Chestnut Ave9 bd · 3 ba · 2,948 ft² · Sold $1.4M · May 2026
- 226 Chestnut Ave # 2286 bd · 2 ba · 3,812 ft² · Sold $1.6M · Mar 2026
- 196 Chestnut Ave # I$781K2 bd · 1 ba · 1,493 ft² · Sold $773K · Oct 2025
- 195 Chestnut Ave$1.8M3 bd · 2.5 ba · 2,248 ft² · Sold $1.7M · Aug 2025
- 68 Chestnut Ave # 6-3$504K1 bd · 1 ba · 678 ft² · Sold Aug 2025
- 301 Chestnut Ave # 3$813K2 bd · 1 ba · 1,087 ft² · Sold $800K · Jul 2025
- 188 Chestnut Ave # 3$1M2 bd · 2 ba · 1,616 ft² · Sold $995K · May 2025
- 34 Chestnut Ave # 34-101$772K2 bd · 1.5 ba · 1,116 ft² · Sold $755K · Dec 2024
- 243 Chestnut Ave # 2$1.3M3 bd · 2 ba · 2,334 ft² · Sold $400K · Jul 2024
- 294 Chestnut Ave # 3$573K2 bd · 1 ba · 750 ft² · Sold $565K · Jul 2024
Closest homes
- 283 Chestnut Ave41 ft · 4 bd · 3 ba · 2,496 ft² · Sold $835K · Nov 2018
- 287 Chestnut Ave42 ft · 6 bd · 3 ba · 3,628 ft² · Sold Jan 1900
- 281 Chestnut Ave$755K68 ft · 2 bd · 1 ba · 993 ft² · Sold $650K · Nov 2020
- 281 Chestnut Ave$700K68 ft · 2 bd · 2 ba · 930 ft² · Sold $655K · Apr 2021
- 281 Chestnut Ave$651K68 ft · 3 bd · 1 ba · 961 ft² · Sold $520K · Jan 2020
- 289 Chestnut Ave78 ft · 6 bd · 3 ba · 3,634 ft² · Sold $1.1M · Oct 2023
- 279 Chestnut Ave$667K91 ft · 2 bd · 1 ba · 933 ft² · Sold $422K · May 2014
- 279 Chestnut Ave$660K91 ft · 1 bd · 1 ba · 891 ft² · Sold $358K · Aug 2014
More homes in Jamaica Plain 02130
- 47 Northbourne Rd$795K2 bd · 1.5 ba · 1,282 ft² · Sold $840K · Oct 2026
- 8 Haverford St7 bd · 3 ba · 3,615 ft² · Sold $1.4M · Oct 2026
- 46 View South Ave$719K3 bd · 1 ba · 1,042 ft² · Sold $635K · Oct 2026
- 21 Gay Head St$739K3 bd · 1 ba · 1,458 ft² · Sold $500K · Oct 2026
- 37 Oakview Ter$965K3 bd · 2 ba · 1,378 ft² · Sold $930K · Oct 2026
- 131 Carolina Ave$1.2M5 bd · 1 ba · 1,584 ft² · Sold $1.2M · Oct 2026
- 343 S Huntington Ave$485K2 bd · 1 ba · 901 ft² · Sold $485K · Oct 2026
- 35 Ballard St$650K2 bd · 2 ba · 816 ft² · Sold $650K · Oct 2026
- 804 Centre St$485K2 bd · 1 ba · 795 ft² · Sold $485K · Oct 2026
- 41 Spring Park Ave$900K3 bd · 1.5 ba · 1,300 ft² · Sold $899K · Sep 2026
- 12 Arborview Rd$1.3M3 bd · 2 ba · 1,711 ft² · Sold $1.3M · Sep 2026
- 6 Marlou Ter$945K2 bd · 1 ba · 1,024 ft² · Sold $205K · Sep 2026
Assigned schools
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