285 Chestnut Avenue, Jamaica PlainBoston, MA 02130MLS Number 73499505

  • Price: $1,525,000
  • Est. Mortgage of $/month
  • 36 Days on Market
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$/month over payments
Federal 30-year interest rate: 6.37% last updated on May 7, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
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Under Agreement
285 Chestnut Avenue Boston MA 02130285 Chestnut Avenue Boston MA 02130285 Chestnut Avenue Boston MA 02130285 Chestnut Avenue Boston MA 02130285 Chestnut Avenue Boston MA 02130285 Chestnut Avenue Boston MA 02130285 Chestnut Avenue Boston MA 02130285 Chestnut Avenue Boston MA 02130285 Chestnut Avenue Boston MA 02130285 Chestnut Avenue Boston MA 02130285 Chestnut Avenue Boston MA 02130285 Chestnut Avenue Boston MA 02130285 Chestnut Avenue Boston MA 02130285 Chestnut Avenue Boston MA 02130285 Chestnut Avenue Boston MA 02130285 Chestnut Avenue Boston MA 02130285 Chestnut Avenue Boston MA 02130285 Chestnut Avenue Boston MA 02130285 Chestnut Avenue Boston MA 02130285 Chestnut Avenue Boston MA 02130285 Chestnut Avenue Boston MA 02130285 Chestnut Avenue Boston MA 02130285 Chestnut Avenue Boston MA 02130285 Chestnut Avenue Boston MA 02130285 Chestnut Avenue Boston MA 02130285 Chestnut Avenue Boston MA 02130285 Chestnut Avenue Boston MA 02130285 Chestnut Avenue Boston MA 02130285 Chestnut Avenue Boston MA 02130285 Chestnut Avenue Boston MA 02130285 Chestnut Avenue Boston MA 02130285 Chestnut Avenue Boston MA 02130285 Chestnut Avenue Boston MA 02130285 Chestnut Avenue Boston MA 02130285 Chestnut Avenue Boston MA 02130285 Chestnut Avenue Boston MA 02130285 Chestnut Avenue Boston MA 02130
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  • 10Bedrooms
  • 0.14Acreage
  • 3Bathrooms
  • 1905Year Built

Driving Directions

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
Listed by Christian Iantosca Team of Arborview Realty Inc.

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More Info

Basic Information

  • Contingency Pending P&S
  • Gross Income $127,200
  • Lot Features Other
  • Mls StatusUnder Agreement
  • Parcel Number 1349148

Location

  • Address285 Chestnut Avenue
  • Building Number285
  • CountySuffolk
  • NeighborhoodJamaica Plain
  • StateMA
  • StreetChestnut Avenue
  • SubdivisionJamaica Plain
  • TownBoston
  • Zip02130

Utilities

  • Electric Circuit Breakers,100 Amp Service
  • Heat SystemYes
  • Heating Forced Air, Oil, Steam, Natural Gas
  • Sewer Public Sewer
  • Water Source Public

Other

  • Date Listed04/09/2026
  • Farm Land Area Units Square Feet
  • View Count1

Tax Information

  • Tax Assessed Value $1,594,700
  • Tax Year 2026
  • Taxes$19,960

Basic Information

  • List Price$1,525,000
  • MLS Number73499505
  • Modification Date05/01/2026
  • Property SubType3 Family - 3 Units Up/Down
  • Purchase Contract Date04/16/2026

Property

  • Acreage0.14

Interior

  • Flooring Hardwood

Exterior

  • Exterior Features Garden
  • Fencing Fenced
  • RoofRubber

Property Information

  • Building Area Source Public Records
  • Living Area 5,013
  • Lot Size Square Feet 6,160
  • Lot Size Units Acres
  • Square Feet5,013

Parking

  • Parking Features Off Street, Stone/Gravel
  • Parking Spaces3

Rooms

  • Bathroom3
  • Bathrooms Total Decimal 3
  • Bedrooms10
  • Full Bath3

Building

  • BasementFull
  • Building Area Units Square Feet
  • FoundationOther
  • Levels 3
  • Patio And Porch Features Porch, Deck
  • Rooms17
  • Stories3
  • Units3
  • Year Built1905
  • Year Built Details Actual
  • Year Built Source Public Records

Amenities

  • AmenitiesPublic Transportation, Park, Walk/Jog Trails, Bike Path, T-Station
  • Other AmenitiesBasement, Garden

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The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. (MLSPIN) from third party sources, including sellers, lessors and public records, and were compiled by MLSPIN. 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. MLSPIN 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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