285 Chestnut Ave, Boston, MA 02130
See all 37 photos
285 Chestnut Ave, Boston, MA 02130
285 Chestnut Ave, Boston, MA 02130
285 Chestnut Ave, Boston, MA 02130
285 Chestnut Ave, Boston, MA 02130
REQUEST A TOUR If you would like to see this home without being there in person, select the "Virtual Tour" option and your agent will contact you to discuss available opportunities.
In-PersonVirtual Tour
$ 1,525,000
Est. payment /mo
Save
Active Under Contract

285 Chestnut Ave Boston, MA 02130

10 Beds

3 Baths

5,013 SqFt


UPDATED:

Key Details

Property Type Multi-Family

Sub Type 3 Family - 3 Units Up/Down

Listing Status Active Under Contract

Purchase Type For Sale

Square Footage 5,013 sqft

Price per Sqft $304

MLS Listing ID 73499505

Bedrooms 10

Full Baths 3

Year Built 1905

Annual Tax Amount $19,960

Tax Year 2026

Lot Size 6,098 Sqft

Acres 0.14

Property Sub-Type 3 Family - 3 Units Up/Down

Property Description

Prime location Investment Opportunity in JP! This spacious 3-family residence offers a turnkey opportunity with a strong 45-year ownership history, generating $10,600 in monthly rent (Net Income: $97,514/yr). Building features 3 units with 3-5 beds each, 1 full bath, spacious layouts with a de-leaded first floor (4 years ago) and upper units updated within the last decade. Key amenities include in-unit laundry for the upper floors, 3 driveway parking spots, and rear decks. Residents will enjoy the large backyard and garden space in one of Boston's most vibrant neighborhoods, ideally situated just a short walk from the Orange Line at Green Street and the community events on Lamartine St. The property boasts an exceptional location just minutes from Jamaica Pond and the bustling shops and restaurants along Centre Street. All units rented till Aug 31 2026. Sold AS-IS. Opportunity for owner renovations to increase future rental income. Any offers reviewed Wed 4/15/26 Noontime, make good 24

Location

State MA

County Suffolk

Area Jamaica Plain

Direction Green to Chestnut

Rooms

Basement Full

Interior

Heating Forced Air, Oil, Steam, Natural Gas

Flooring Hardwood

Exterior

Exterior Feature Garden

Fence Fenced

Community Features Public Transportation, Park, Walk/Jog Trails, Bike Path, T-Station

Roof Type Rubber

Total Parking Spaces 3

Garage No

Building

Lot Description Other

Story 3

Foundation Other

Sewer Public Sewer

Water Public

Others

Senior Community false


Listed by Arborview Realty Inc.

NEARBY SCHOOL & BUSINESS

Chris Kostopoulos

Chris Kostopoulos

Owner | License ID: BB921589

+1(857) 829-0282

GET MORE INFORMATION

Name
Phone*
Message

Go tour this home

285 Chestnut Ave