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Rich in architectural character and timeless appeal, this spacious two-family residence offers a rare combination of historic charm, generous living space, and versatility. Maintained within the same ownership for decades, the property reflects years of history and offers an opportunity to preserve its original character while introducing modern updates. Beautiful wide-plank pine flooring and traditional details add warmth and distinction throughout. The first unit features multiple bedrooms, a full bath, and additional upper-level space with two rooms and a half bath. The second unit offers two bedrooms, an exceptionally spacious living room, a generously sized kitchen with pantry, and a full bath. Additional features include a substantial, well-maintained basement, attic designated for storage only, a garage, off-street parking, a manageable yard, and an inviting porch. While the property would benefit from updating, its spacious layout, distinctive craftsmanship, and two-unit configuration present a variety of possibilities, including owner occupancy, rental income, or multigenerational use. A property with a meaningful past and exceptional potential for its next chapter.

More Info

Basic Information

  • Mls StatusNew
  • Parcel Number M:0046 B:0180 L:00001,3978486

Tax Information

  • Tax Assessed Value $368,100
  • Tax Year 2026
  • Taxes$5,481

Parking

  • Covered Spaces 1
  • Garage YN Yes
  • Open Parking YN Yes
  • Parking Features Paved Drive, Off Street, Paved
  • Parking Spaces6

Rooms

  • Bathroom3
  • Bathrooms Total Decimal 2.5
  • Bedrooms6
  • Full Bath2
  • Half Baths1

Basic Information

  • List Price$459,000
  • MLS Number73590382
  • Modification Date10/14/2026
  • Property SubTypeMulti Family

Location

  • Address106 Chestnut Street
  • Building Number106
  • CountyWorcester
  • StateMA
  • StreetChestnut Street
  • TownSouthbridge
  • Zip01550

Building

  • BasementFull
  • Building Area Units Square Feet
  • Construction Materials Frame
  • FoundationStone
  • Garage Spaces1
  • Levels 3
  • Patio And Porch Features Porch
  • Rooms14
  • Stories3
  • Units2
  • Utilities For Gas Range, For Electric Range
  • Year Built1925
  • Year Built Details Actual
  • Year Built Source Public Records

Property

  • Acreage0.21

Interior

  • Flooring Wood, Tile, Laminate, Hardwood
  • Interior Features
    • Bathroom With Tub
    • Cedar Closet(s)
    • Dining Room
    • Family Room
    • Kitchen
    • Living Room
    • Office/Den
    • Pantry

Exterior

  • RoofShingle

Utilities

  • Heat SystemYes
  • Heating Natural Gas
  • Sewer Public Sewer
  • Water Source Public

Property Information

  • Building Area Source Public Records
  • Living Area 2,872
  • Lot Size Square Feet 9,148
  • Lot Size Units Acres
  • Square Feet2,872

Amenities

  • Amenities
    • Golf
    • House of Worship
    • Laundromat
    • Medical Facility
    • Park
    • Pool
    • Public School
    • Public Transportation
    • Shopping
    • Tennis Court(s)
    • Walk/Jog Trails
  • Appliances IncludedRange, Microwave, Refrigerator, Washer, Dryer
  • Other AmenitiesBasement, Golf, Tennis

Other

  • Date Listed10/14/2026
  • Farm Land Area Units Square Feet

Map Location

Driving Directions

Listed by Mandy Fontanez of Coldwell Banker Realty - Worcester

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