285 Chestnut Ave, Boston, MA, 02130

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$1,525,000
2 Days On Site

285 Chestnut Ave
Boston, MA 02130

For Sale|Triplex|Active
10
Beds
3
Total Baths
3
Full Baths
5,013
SqFt
$304
/SqFt
1905
Built
County:
Suffolk
285 Chestnut Ave285 Chestnut Ave285 Chestnut Ave285 Chestnut Ave
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Monthly Payment (Est.)

$6,958
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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

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Listing Snapshot
Price 
$1,525,000
Days On Site 
2 Days
Bedrooms 
10
Inside Area (SqFt) 
5,013 sqft
Total Baths 
3
Full Baths 
3
Partial Baths 
N/A
Lot Size 
0.14 Acres
Year Built 
1905
MLS® Number 
73499505
Status 
Active
Property Tax 
$19,960
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
yesterdayListing updated with changes from the MLS®
3 days agoListing first seen on site
General Features
Acres 
0.14
Disclosures 
Unit #1=de-lead cert. 15yr rubber roofhw 4yr tank10yr (2) tankless. Blown-in insulation walls+ceiling. Possible asbestos (pipe insulation) in basement. #1 laundry basement. SOLD AS IS. Seller wishes to leave building materials in basement storage room. Upper front decks access via window.
Foundation 
Other
Number Of Stories 
3
Parking 
Off Street
Parking Spaces 
3
Property Sub Type 
Triplex
Sewer 
Public Sewer
SqFt Above 
5013
SqFt Total 
5013
Water Source 
Public
Zoning 
0
Interior Features
Appliances 
Gas Water Heater
Basement 
Full
Electric 
Circuit Breakers100 Amp Service
Flooring 
Hardwood
Heating 
Natural GasForced AirOilSteam
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Exterior Features
Exterior 
Garden
Fencing 
Fenced
Lot Features 
Other
Patio And Porch 
PorchDeck
Roof 
Rubber
Community Features
Community Features 
Park
MLS Area 
Jamaica Plain
Listing courtesy of Christian Iantosca Team of Arborview Realty Inc.



The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords, and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

Last checked 2026-04-12 11:20 AM UTC

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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