285 Chestnut Ave Boston, MA 2130
Spacious 3-family residence in prime location with strong rental income.
Type:Investment
- Added:
- Apr 10, 2026
- Days on Market:
- 12
- Last Refresh:
- Apr 10 at 8:40 am
Property Features for 285 Chestnut Ave
General Information
- Standard status
- Active
- Property subtype
- Investment
Building Details
- Year Built
- 1905
Listing agent Christian Iantosca Team (617) 543-0501
Listing office (617) 543-0501
Listing date Apr 10, 2026
Source Elliman
Displayed information is deemed reliable but is not guaranteed and should be independently verified.
All listing content including descriptions, pricing, images are the copyrighted material of Christian Iantosca Team
Overview
Jamaica Plain Multi-Family Investment
This three-family residence in Jamaica Plain presents an investment opportunity with a 45-year ownership history. The building comprises three units, each featuring between three and five bedrooms and one full bathroom. The layouts are spacious, and the first floor was de-leaded four years ago. The upper units have been updated within the last decade. In-unit laundry is available for the upper floors. The property includes three driveway parking spots and rear decks. Residents can access a large backyard and garden space. The property is located near the Orange Line at Green Street and the community events on Lamartine Street, as well as Jamaica Pond and the shops and restaurants along Centre Street. All units are currently rented until August 31, 2026. The property is being sold in as-is condition. The current monthly rent is $10,600, with a net annual income of $97,514. The location is very bikeable with a score of 75, a walker's paradise with a score of 92, and has excellent transit with a score of 70.
Location Intelligence
Current Use by Public Records
Triplexes
Location Insight
- Map
- Local Demand
- City
- Boston
- County
- Suffolk
- State
- Massachusetts
- Longitude
- -71.11005
- Latitude
- 42.31305
Nearby Similar for Sale
FAQs
What type of property is this?
Triplex - Spacious 3-family residence in prime location with strong rental income.
Where is this triplex located?
The property is located at 285 Chestnut Ave Boston, MA.
What is the asking price?
The asking price for this property is $1,525,000.
What are key features of this property?
This property features: Strong income‑generating 3‑family property with $97,514 annual net income and $10,600 monthly rent.; Prime Jamaica Plain location, a short walk to the Orange Line, Jamaica Pond, and Centre Street.; Spacious units with 3‑5 beds each, updated upper units, and de‑leaded first floor.
