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285 Chestnut Ave, 
Boston, MA 02130

$1,525,000

10

Beds

3

Baths

5,013

Sq Ft

Multi-Family

Active

Listed by

Christian Iantosca Team

Arborview Realty Inc.

617-522-2421

Last updated:

April 26, 2026, 10:40 AM

MLS#

73499505

Source:

MLSPIN

About This Home

285 Chestnut Ave

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

Home Facts

Multi-Family

3 Baths

10 Bedrooms

Built in 1905

Price Summary

1,525,000

$304 per Sq. Ft.

MLS #:

73499505

Last Updated:

April 26, 2026, 10:40 AM

Rooms & Interior

Bedrooms

Total Bedrooms:

10

Bathrooms

Total Bathrooms:

3

Full Bathrooms:

3

Interior

Living Area:

5,013 Sq. Ft.

Structure

Structure

Building Area:

5,013 Sq. Ft.

Year Built:

1905

Lot

Lot Size (Sq. Ft):

6,160

Finances & Disclosures

Finances

Price:

$1,525,000

Price per Sq. Ft:

$304 per Sq. Ft.

Source:MLSPIN
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 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 or leasing 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 or leasing. 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.

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.