106 Chestnut StreetSouthbridge, MA 01550MLS Number 73590382

  • Price: $459,000
  • Est. Mortgage of $/month
  • 2 Days on Market
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$
%
$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
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Open House
106 Chestnut Street Southbridge MA 01550106 Chestnut Street Southbridge MA 01550106 Chestnut Street Southbridge MA 01550106 Chestnut Street Southbridge MA 01550106 Chestnut Street Southbridge MA 01550106 Chestnut Street Southbridge MA 01550106 Chestnut Street Southbridge MA 01550106 Chestnut Street Southbridge MA 01550106 Chestnut Street Southbridge MA 01550106 Chestnut Street Southbridge MA 01550106 Chestnut Street Southbridge MA 01550106 Chestnut Street Southbridge MA 01550106 Chestnut Street Southbridge MA 01550106 Chestnut Street Southbridge MA 01550106 Chestnut Street Southbridge MA 01550106 Chestnut Street Southbridge MA 01550106 Chestnut Street Southbridge MA 01550106 Chestnut Street Southbridge MA 01550106 Chestnut Street Southbridge MA 01550106 Chestnut Street Southbridge MA 01550106 Chestnut Street Southbridge MA 01550106 Chestnut Street Southbridge MA 01550106 Chestnut Street Southbridge MA 01550106 Chestnut Street Southbridge MA 01550106 Chestnut Street Southbridge MA 01550106 Chestnut Street Southbridge MA 01550106 Chestnut Street Southbridge MA 01550106 Chestnut Street Southbridge MA 01550106 Chestnut Street Southbridge MA 01550106 Chestnut Street Southbridge MA 01550106 Chestnut Street Southbridge MA 01550106 Chestnut Street Southbridge MA 01550106 Chestnut Street Southbridge MA 01550106 Chestnut Street Southbridge MA 01550106 Chestnut Street Southbridge MA 01550106 Chestnut Street Southbridge MA 01550106 Chestnut Street Southbridge MA 01550106 Chestnut Street Southbridge MA 01550106 Chestnut Street Southbridge MA 01550106 Chestnut Street Southbridge MA 01550106 Chestnut Street Southbridge MA 01550106 Chestnut Street Southbridge MA 01550
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  • 6Bedrooms
  • 0.21Acreage
  • 3Bathrooms
  • 1925Year Built

Driving Directions

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.

Open Houses

October 16th
Starts: 5:30pm
Ends: 7:00pm
October 17th
Starts: 11:00am
Ends: 12:30pm
Listed by Mandy Fontanez of Coldwell Banker Realty - Worcester

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More Info

Basic Information

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

Rooms

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

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

Other

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

Tax Information

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

Basic Information

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

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

Property Information

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

Parking

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

Location

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

Exterior

  • RoofShingle

Utilities

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

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

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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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