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  • 281 Chestnut Avenue, Boston, Massachusetts, 2 Bedrooms Bedrooms, 4 Rooms Rooms,1 BathroomBathrooms,Residential Lease,For Rent,Chestnut Avenue,73552515
  • 281 Chestnut Avenue, Boston, Massachusetts, 2 Bedrooms Bedrooms, 4 Rooms Rooms,1 BathroomBathrooms,Residential Lease,For Rent,Chestnut Avenue,73552515
  • 281 Chestnut Avenue, Boston, Massachusetts, 2 Bedrooms Bedrooms, 4 Rooms Rooms,1 BathroomBathrooms,Residential Lease,For Rent,Chestnut Avenue,73552515
  • 281 Chestnut Avenue, Boston, Massachusetts, 2 Bedrooms Bedrooms, 4 Rooms Rooms,1 BathroomBathrooms,Residential Lease,For Rent,Chestnut Avenue,73552515
  • 281 Chestnut Avenue, Boston, Massachusetts, 2 Bedrooms Bedrooms, 4 Rooms Rooms,1 BathroomBathrooms,Residential Lease,For Rent,Chestnut Avenue,73552515
  • 281 Chestnut Avenue, Boston, Massachusetts, 2 Bedrooms Bedrooms, 4 Rooms Rooms,1 BathroomBathrooms,Residential Lease,For Rent,Chestnut Avenue,73552515
  • 281 Chestnut Avenue, Boston, Massachusetts, 2 Bedrooms Bedrooms, 4 Rooms Rooms,1 BathroomBathrooms,Residential Lease,For Rent,Chestnut Avenue,73552515
  • 281 Chestnut Avenue, Boston, Massachusetts, 2 Bedrooms Bedrooms, 4 Rooms Rooms,1 BathroomBathrooms,Residential Lease,For Rent,Chestnut Avenue,73552515
  • 281 Chestnut Avenue, Boston, Massachusetts, 2 Bedrooms Bedrooms, 4 Rooms Rooms,1 BathroomBathrooms,Residential Lease,For Rent,Chestnut Avenue,73552515
  • 281 Chestnut Avenue, Boston, Massachusetts, 2 Bedrooms Bedrooms, 4 Rooms Rooms,1 BathroomBathrooms,Residential Lease,For Rent,Chestnut Avenue,73552515
  • 281 Chestnut Avenue, Boston, Massachusetts, 2 Bedrooms Bedrooms, 4 Rooms Rooms,1 BathroomBathrooms,Residential Lease,For Rent,Chestnut Avenue,73552515
  • 281 Chestnut Avenue, Boston, Massachusetts, 2 Bedrooms Bedrooms, 4 Rooms Rooms,1 BathroomBathrooms,Residential Lease,For Rent,Chestnut Avenue,73552515
  • 281 Chestnut Avenue, Boston, Massachusetts, 2 Bedrooms Bedrooms, 4 Rooms Rooms,1 BathroomBathrooms,Residential Lease,For Rent,Chestnut Avenue,73552515
  • 281 Chestnut Avenue, Boston, Massachusetts, 2 Bedrooms Bedrooms, 4 Rooms Rooms,1 BathroomBathrooms,Residential Lease,For Rent,Chestnut Avenue,73552515
  • 281 Chestnut Avenue, Boston, Massachusetts, 2 Bedrooms Bedrooms, 4 Rooms Rooms,1 BathroomBathrooms,Residential Lease,For Rent,Chestnut Avenue,73552515
  • 281 Chestnut Avenue, Boston, Massachusetts, 2 Bedrooms Bedrooms, 4 Rooms Rooms,1 BathroomBathrooms,Residential Lease,For Rent,Chestnut Avenue,73552515
  • 281 Chestnut Avenue, Boston, Massachusetts, 2 Bedrooms Bedrooms, 4 Rooms Rooms,1 BathroomBathrooms,Residential Lease,For Rent,Chestnut Avenue,73552515
Property Description

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 deck—perfect 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 cafés, 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.

Features
Heating System:
Baseboard, Natural Gas
Pet Policy:
Yes W/ Restrictions
Appliances:
Range, Dishwasher, Refrigerator, Washer, Dryer
Exterior Unit Features:
Deck, Deck - Roof
Disclosure
Lead Paint:
Unknown
Laundry Features:
In Unit
Rent Fee Includes:
Water, Sewer
Deposit Reqd:
Yes
Insurance Reqd:
Yes
Last Mon Reqd:
Yes
References Reqd:
Yes
First Mon Reqd:
Yes
Additional Information
Area:
Jamaica Plain
Grade School:
Curley K-8 School
Middle School:
Curley K-8 School
Status:
Active
Price Per Sqft:
$4
Unit Building:
3
Orig Price:
$3,850
Sec Deposit:
$3,850
Date Available:
08/15/2026 00:00:00
Waterfront:
No
MlsStatus:
New
Address Map
City:
Boston
State:
MA
County:
Suffolk
Postal Code:
02130
Longitude:
W72° 53' 24.4''
Latitude:
N42° 18' 47.4''
  • Google Map

Residential Lease

281 Chestnut Avenue, Boston, Massachusetts

2 Bedrooms
1 Total Bathrooms
993 Sqft
$3,850
Listing ID #73552515
Basic Details
Property Type :
Residential Lease
Listing Type :
For Rent
Price :
$3,850
Bedrooms :
2
Rooms :
4
Total Bathrooms :
1
Full Bathrooms :
1
Square Footage :
993 Sqft
Year Built :
1905
Listing ID :
73552515
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Agent info
Robb Enterprises
  • Stephen E. Robb
  • View website
  • 617-212-0251
  • srobb@robbenterprises.com

Contact Agent

The property listing data and information 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 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 set forth herein.

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