299 CHESTNUT AVE
Valuation
Tax & Assessment
Property Facts
Transaction History(6)
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
299 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 73% of homes in Jamaica Plain 02130
- Has a bigger lot than 76% of homes in Jamaica Plain 02130
- Older than 76% 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 73% of homes nearby
Bigger than 76% of homes nearby
Newer than 24% of homes nearby
| Measure | This home | Jamaica Plain 02130 | Suffolk County |
|---|---|---|---|
| Living areabigger than | 2,260 ft² | 73% of homes | 72% of homes |
| Lot sizebigger than | 0.11 ac | 76% of homes | 71% of homes |
| Year builtnewer than | 1900 | 24% of homes | 31% of homes |
About 299 Chestnut Ave
When did 299 Chestnut Ave, Jamaica Plain, MA last sell?
299 Chestnut Ave, Jamaica Plain, MA last sold on Feb 1, 2022 for $1,150,000, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.
How big is 299 Chestnut Ave, Jamaica Plain, MA?
299 Chestnut Ave, Jamaica Plain, MA has 3 bedrooms, 2.5 bathrooms, 2,260 square feet of living space and a 0.11-acre lot.
When was 299 Chestnut Ave, Jamaica Plain, MA built?
299 Chestnut Ave, Jamaica Plain, MA was built in 1900, making it 126 years old. It is a conventional home. The building has 2 stories.
What schools serve 299 Chestnut Ave, Jamaica Plain, MA?
299 Chestnut Ave, Jamaica Plain, MA is assigned to Mission Hill K-8 School (elementary); Margarita Muniz Academy (high), rated C-. All sit in Boston School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 299 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 73% of them (2,260 ft² against a typical 1,450 ft²), its lot is bigger than 76% of them (0.11 ac against a typical 2,091 ft²) and it is newer than 24% of them (1900 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 299 Chestnut Ave, Jamaica Plain, MA?
The 2025 property tax bill for 299 Chestnut Ave, Jamaica Plain, MA was $12,401. The county assessed it at $1,070,900.
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
- 289 Chestnut Ave37 ft · 6 bd · 3 ba · 3,634 ft² · Sold $1.1M · Oct 2023
- 301 Chestnut Ave$813K41 ft · 2 bd · 1 ba · 1,087 ft² · Sold $800K · Jul 2025
- 301 Chestnut Ave$823K41 ft · 2 bd · 1.5 ba · 1,141 ft² · Sold $825K · Apr 2022
- 301 Chestnut Ave$830K41 ft · 2 bd · 1.5 ba · 1,173 ft² · Sold $775K · Jul 2020
- 287 Chestnut Ave72 ft · 6 bd · 3 ba · 3,628 ft² · Sold Jan 1900
- 305 Chestnut Ave102 ft · 4 bd · 2.5 ba · 4,042 ft² · Sold $1M · Oct 2022
- 285 Chestnut Ave115 ft · 11 bd · 3 ba · 5,013 ft² · Sold $1.7M · May 2026
- 100 Rockview St$1.1M119 ft · 3 bd · 3 ba · 1,900 ft² · Sold Jan 1900
More homes in Jamaica Plain 02130
- 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
- 131 Green St$850K2 bd · 2 ba · 1,045 ft² · Sold $850K · Sep 2026
- 45 Parley Ave$3.2M5 bd · 4.5 ba · 5,873 ft² · Sold $3.2M · Sep 2026
- 120 Paul Gore St$790K2 bd · 1 ba · 1,077 ft² · Sold $790K · Sep 2026
- 20 Porter St$520K1 bd · 1 ba · 540 ft² · Sold $520K · Sep 2026
Assigned schools
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