27 CHESTNUT AVE
Valuation
Tax & Assessment
Property Facts
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
27 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.
- Costs less per square foot than 88% of homes in Jamaica Plain 02130
What homes are worth in Jamaica Plain 02130
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 51% 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.
Pricier than 51% of homes nearby
Pricier than 12% of homes nearby
Bigger than 52% of homes nearby
Bigger than 42% of homes nearby
Newer than 41% of homes nearby
| Measure | This home | Jamaica Plain 02130 | Suffolk County |
|---|---|---|---|
| Estimated valuepricier than | $800,666 | 51% of homes | 61% of homes |
| Price per ft²pricier than | $530 | 12% of homes | 37% of homes |
| Living areabigger than | 1,510 ft² | 52% of homes | 52% of homes |
| Lot sizebigger than | 1,510 ft² | 42% of homes | 39% of homes |
| Year builtnewer than | 1905 | 41% of homes | 37% of homes |
About 27 Chestnut Ave
How much is 27 Chestnut Ave, Jamaica Plain, MA worth?
The TopHap Estimate for 27 Chestnut Ave, Jamaica Plain, MA is $800,666 as of Sep 24, 2026. The likely range is $663,793 to $937,539. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 27 Chestnut Ave, Jamaica Plain, MA last sell?
27 Chestnut Ave, Jamaica Plain, MA last sold on Jan 1, 1900, according to the county's recorded deed.
How big is 27 Chestnut Ave, Jamaica Plain, MA?
27 Chestnut Ave, Jamaica Plain, MA has 5 bedrooms, 2.5 bathrooms, 1,510 square feet of living space and a 0.04-acre lot.
When was 27 Chestnut Ave, Jamaica Plain, MA built?
27 Chestnut Ave, Jamaica Plain, MA was built in 1905, making it 121 years old. The building has 2 stories.
What schools serve 27 Chestnut Ave, Jamaica Plain, MA?
27 Chestnut Ave, Jamaica Plain, MA is assigned to John F. Kennedy Elementary School (elementary), rated C; Greater Egleston Community High School (high); Curley K-8 School (middle), rated D. All sit in Boston School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 27 Chestnut Ave, Jamaica Plain, MA compare to other homes in Jamaica Plain 02130?
Among the 9,401 homes in Jamaica Plain 02130, it is worth more than 51% of them ($800,666 against a typical $787,262), its price per square foot is higher than 12% of them ($530 against a typical $645), it is bigger than 52% of them (1,510 ft² against a typical 1,450 ft²), its lot is bigger than 42% of them (1,510 ft² against a typical 2,047 ft²) and it is newer than 41% of them (1905 against a typical 1910). Measured against all of Suffolk County, it is worth more than 61% 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 27 Chestnut Ave, Jamaica Plain, MA?
The 2025 property tax bill for 27 Chestnut Ave, Jamaica Plain, MA was $7,924. The county assessed it at $684,300.
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
- 285 Chestnut Ave11 bd · 3 ba · 5,013 ft² · Sold $1.7M · May 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$782K2 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$498K1 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$770K2 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
Closest homes
- 27 Chestnut Ave$712K0 ft · 3 bd · 2 ba · 940 ft² · Sold Jan 1900
- 27 Chestnut Ave0 ft · 3 bd · 2 ba · 940 ft² · Sold Jan 1900
- 29 Chestnut Ave # 29a34 ft · 4 bd · 2 ba · 1,901 ft² · Sold $310K · Oct 2008
- 25 Chestnut Ave Apt 1$861K40 ft · 4 bd · 2 ba · 1,530 ft²
- 25 Chestnut Ave Apt 3$643K40 ft · 3 bd · 2 ba · 907 ft² · Sold $710K · Jun 2022
- 25 Chestnut Ave Apt 2$638K40 ft · 3 bd · 2 ba · 905 ft²
- 23 Chestnut Ave81 ft · 6 bd · 3 ba · 3,210 ft² · Sold Apr 2008
- 7 Armstrong St71 ft · 6 bd · 4 ba · 3,201 ft² · Sold $615K · Nov 2006
More homes in Jamaica Plain 02130
- 12 Arborview Rd$1.3M3 bd · 2 ba · 1,711 ft² · Sold $1.3M · Sep 2026
- 6 Marlou Ter$946K2 bd · 1 ba · 1,024 ft² · Sold $205K · Sep 2026
- 29 Goodrich Rd8 bd · 3.5 ba · 3,652 ft² · Sold $375K · Sep 2026
- 238 S Huntington Ave$439K2 bd · 1 ba · 760 ft² · Sold $405K · Sep 2026
- 42 Lila Rd$1.1M4 bd · 1.5 ba · 1,500 ft² · Sold $2.8M · Sep 2026
- 22 Sigourney St$1.2M2 bd · 1.5 ba · 1,827 ft² · Sold $750K · Sep 2026
- 26 Adelaide St6 bd · 3 ba · 4,460 ft² · Sold $1.1M · Sep 2026
- 230 Wachusett St$627K3 bd · 1 ba · 989 ft² · Sold $580K · Sep 2026
- 38 Haverford St$837K2 bd · 2.5 ba · 1,465 ft² · Sold $605K · Sep 2026
- 23 Wenham St$563K3 bd · 1 ba · 884 ft² · Sold $563K · Sep 2026
- 51 Green St$1.5M5 bd · 2.5 ba · 2,142 ft² · Sold $1.5M · Sep 2026
- 285 Wachusett St$943K3 bd · 1.5 ba · 1,344 ft² · Sold $1.2M · Sep 2026
Assigned schools
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