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A unique opportunity to own a desirable two-unit residence in the heart of Cambridgeport, with strong potential for development, flexible floor plans, expansive basement, rooftop deck, private outdoor spaces, off-street parking, and an exceptional location close to the Charles River, Whole Foods, Trader Joe’s, Mass Audubon’s Magazine Beach Nature Center, and prestigious universities. Unit 1 showcases 9’ ceilings with a comfortable and functional layout filled with period detail. The living room and bedroom both have bay windows and hardwood floors. Living room features floor-to-ceiling custom built-ins and a French door. Generously sized bright bedroom features a marble-surround fireplace and ceiling medallion. A good-sized eat-in kitchen with a gas stove and tile flooring, along with a full bathroom, complete the interior. Unit 2, on the 2nd and 3rd floors, offers spacious, airy two-level living with a flexible floor plan, two bedrooms, two full bathrooms, hardwood floors, dedicated home office, and expansive roof deck. The second floor features a welcoming living room, sunny family room, eat-in kitchen with generous cabinets and gas stove, bedroom with large closet, full bathroom, and home office – an ideal setup for a work-from-home lifestyle. The third floor is a private primary bedroom suite, complete with full bathroom and direct access to the private outdoor roof deck. This exceptional deck with views of trees and urban landscape is a unique, much-coveted extension of the home, ideal for relaxing or entertaining. Roof deck offers potential to expand the 3rd floor living space. Property amenities include water filtration system, separate gas heat and hot water systems, laundry, patio and yard space, one deeded off-street parking space. Resident permit parking is also available on the street. The large basement has high ceilings and offers huge development potential. Ideally situated on one of Cambridgeport’s beautiful tree-lined streets, the property is less than ¼ mile from the Charles River, Whole Foods Market, and Trader Joe’s. Minutes to Mass Audubon’s Magazine Beach Nature Center, vibrant restaurants, cafĆ©s, parks, and neighborhood amenities. Convenient access to Central and Harvard Square, MIT, Harvard, BU, public transportation, and major commuter routes. A distinctive Cambridgeport property with potential for development, combining two residences, flexible living space, valuable private outdoor areas, parking, and an outstanding location.

More Info

Basic Information

  • Gross Income $34,200
  • Listing Terms Contract
  • Lot Features Level
  • Mls StatusNew
  • Parcel Number 404681

Location

  • Address247 Chestnut Street
  • Building Number247
  • CountyMiddlesex
  • NeighborhoodCambridgeport
  • StateMA
  • StreetChestnut Street
  • SubdivisionCambridgeport
  • TownCambridge
  • Zip02139

Exterior

  • Exterior Features Rain Gutters, Garden
  • RoofShingle

Utilities

  • Cooling Window Unit(s)
  • Cooling YN Yes
  • Electric Circuit Breakers, Individually Metered
  • Heat SystemYes
  • Heating Baseboard, Natural Gas, Individual, Unit Control
  • Sewer Public Sewer
  • Water Source Public

Other

  • Date Listed10/22/2026
  • Farm Land Area Units Square Feet

Tax Information

  • Tax Assessed Value $1,304,600
  • Tax Year 2026
  • Taxes$8,702

Rooms

  • Bathroom3
  • Bathrooms Total Decimal 3
  • Bedrooms3
  • Full Bath3

Building

  • BasementFull, Interior Entry, Unfinished
  • Building Area Units Square Feet
  • Construction Materials Frame
  • FireplaceYes
  • Fireplaces Total 1
  • FoundationStone
  • Levels 3
  • Patio And Porch Features Porch, Deck, Deck - Roof, Patio
  • Rooms8
  • Stories3
  • Units2
  • Utilities For Gas Range, For Gas Dryer, Washer Hookup
  • Window Features Skylight(s)
  • Year Built1886
  • Year Built Details Actual, Renovated Since
  • Year Built Source Public Records

Parking

  • Open Parking YN Yes
  • Parking Features Off Street, On Street, Deeded, Stone/Gravel
  • Parking Spaces1

Basic Information

  • List Price$1,600,000
  • MLS Number73593969
  • Modification Date10/22/2026
  • Property SubType2 Family - 2 Units Up/Down

Property

  • Acreage0.04

Interior

  • Flooring Tile, Hardwood, Stone/Ceramic Tile
  • Interior Features
    • Bathroom With Tub & Shower
    • Ceiling Fan(s)
    • Country Kitchen
    • Family Room
    • High Speed Internet
    • Internet Available - Unknown
    • Kitchen
    • Laundry Room
    • Living Room
    • Office/Den
    • Stone/Granite/Solid Counters
    • Storage
    • Walk-In Closet(s)

Property Information

  • Building Area Source Measured
  • Living Area 2,064
  • Lot Size Square Feet 1,959
  • Lot Size Units Acres
  • Square Feet2,064

Amenities

  • Amenities
    • Bike Path
    • Conservation Area
    • Highway Access
    • House of Worship
    • Medical Facility
    • Park
    • Pool
    • Private School
    • Public School
    • Public Transportation
    • Shopping
    • T-Station
    • University
    • Walk/Jog Trails
  • Appliances IncludedWasher, Dryer, Range, Dishwasher, Disposal, Refrigerator, Water Treatment
  • Other AmenitiesBasement, Fireplace, Garden

Map Location

Listed by Anne M Kennedy of Coldwell Banker Realty - Newton

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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