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Beautifully renovated penthouse condominium in the heart of Jamaica Plain, offering a rare combination of architectural charm, modern updates, and exceptional outdoor living. This sun-filled 2-bedroom residence features soaring ceilings, exposed brick details, hardwood floors, updated kitchen, and in-unit laundry. The inviting open layout creates an ideal space for both everyday living and entertaining. Enjoy the luxury of a private roof deck and additional rear deckperfect for morning coffee, gardening, or relaxing under the stars. Located on one of Jamaica Plain’s most desirable residential streets, this home is steps from Centre Street’s restaurants, shops, and cafs, with easy access to Jamaica Pond, the Arnold Arboretum, Green Street T Station, and Forest Hills. A truly special opportunity to experience the best of JP living in a distinctive condominium setting. Parking available on street and for a fee next door.

More Info

Basic Information

  • Mls StatusNew
  • Parcel Number 4610277
  • Rent Includes Water, Sewer
  • Unit Number3

School Information

  • Elementary SchoolCurley K-8 School
  • Junior HighCurley K-8 School

Parking

  • Parking Spaces

Rooms

  • Bathroom1
  • Bathrooms Total Decimal 1
  • Bedrooms2
  • Full Bath1

Basic Information

  • Date Available08/15/2026
  • List Price$3,850
  • MLS Number73552515
  • Modification Date07/21/2026
  • Property SubTypeCondominium

Location

  • Address281 Chestnut Avenue
  • Building Number281
  • CountySuffolk
  • NeighborhoodJamaica Plain
  • StateMA
  • StreetChestnut Avenue
  • SubdivisionJamaica Plain
  • TownBoston
  • Zip02130

Building

  • Building Area Units Square Feet
  • Entry Level 3
  • Patio And Porch Features Deck, Deck - Roof
  • Rooms4
  • Year Built1905
  • Year Built Details Actual, Renovated Since
  • Year Built Source Public Records

Exterior

  • Exterior Features Deck, Deck - Roof

Utilities

  • Cooling YN Yes
  • Heat SystemYes
  • Heating Natural Gas, Baseboard

Property Information

  • Building Area Source Other
  • Living Area 993
  • Lot Size Square Feet 993
  • Lot Size Units Acres
  • Square Feet993

Amenities

  • Amenities
    • Bike Path
    • Conservation Area
    • Medical Facility
    • Park
    • Public Transportation
    • Shopping
    • T-Station
    • Walk/Jog Trails
  • Appliances IncludedRange, Dishwasher, Refrigerator, Washer, Dryer
  • Other AmenitiesGarden
  • PetsYes w/ Restrictions

Other

  • Date Listed07/21/2026
  • Farm Land Area Units Square Feet
  • View Count1

Map Location

Driving Directions

Listed by Leslye Fligor of LandVest,Inc.

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