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106-108 Chestnut StSouthbridge, MA 01550

For Sale

$500,000

Smart Buyer Rebate - Ask

Massive 3-unit property previously utilized as a single-family home offering exceptional flexibility for owner-occupants, investors, or multi-generational living! This character-filled property features gorgeous hardwood floors, high ceilings, oversized rooms, beautiful French doors, and formal living and dining areas throughout. Partially finished 3rd floor offers additional expansion potential for living space, home office, playroom, or storage. Town water and sewer. Detached 1-car garage, off-street parking, and situated on a quiet dead-end street in a convenient commuter location close to area hospitals, shopping, restaurants, and major routes. Endless possibilities in this spacious and unique property! Close to the senior center and Morris State Park.

Listed by Cameron Tytula

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eXp Realty

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774-300-3600

Listed by Michelle Terry Team

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eXp Realty

Last updated June 03, 2026

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Source: MLSPin #73525499

Listing Facts

  • TypeMulti-family
  • NeighborhoodSouthbridge Town
  • Bedrooms6
  • Bathrooms3
  • Days on Prevu20
  • Taxes$5,191/year
  • Size2,872 sqft
  • Price per sqft$174

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Parking

Location

Mortgage Calculator

Listing History

05/27/2026
Listed by eXp Realty
$500,000

Property Details for 106-108 Chestnut St

Association

Amenities

  • Community Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Laundromat, Conservation Area, House Of Worship, Private School, Public School

Exterior

Construction

  • Number Of Units Total: 3
  • Roof: Shingle
  • Stories: 3
  • Stories Total: 3
  • Year Built: 1925
  • Year Built Details: Approximate
  • Construction Materials: Frame

Features

  • Patio And Porch Features: Porch
  • Road Frontage Type: Public

Measurements

  • Building Area Total: 2,872
  • Building Area Units: Square Feet
  • Lot Features: Other
  • Lot Size Acres: 0.21
  • Lot Size Area: 0
  • Lot Size Square Feet: 9,148
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: M:0046 B:0180 L:00001
  • Tax Annual Amount: $5,191.00
  • Tax Assessed Value: $354,100.00
  • Tax Year: 2025

Interior

Features

  • Appliances: Range, Dishwasher, Microwave, Refrigerator
  • Flooring: Hardwood
  • Interior Features: Living Room, Dining Room, Kitchen

Measurements

  • Living Area: 2,872
  • Living Area Source: Public Record

Rooms

  • Basement: Full
  • Bathrooms Full: 2
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 3
  • Bedrooms Total: 6
  • Rooms Total: 14

Parking

Parking

  • Covered Spaces: 1
  • Garage Spaces: 1
  • Garage: Yes
  • Open Parking Spaces: 4
  • Open Parking: Yes
  • Parking Features: Off Street, Paved
  • Parking Total: 5

Schools

Elementary School

  • Elementary School: Southbridge/Choice

High School

  • High School: Southbridge/Choice

Middle or Junior School

  • Middle Or Junior School: Southbridge/Choice

Utilities

Equipment

  • Sewer: Public Sewer
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this multi-family home have?

There are 6 bedrooms and 3 bathrooms in this multi-family home at 106-108 Chestnut St.

What schools are nearby to 106-108 Chestnut St?

Nearby schools include the Southbridge/Choice Elementary School, Southbridge/Choice Middle School, and Southbridge/Choice High School.

Does this multi-family home have parking?

Yes, there is 1 parking space available for 106-108 Chestnut St.

What are the annual taxes for 106-108 Chestnut St?

Annual taxes for this multi-family home are estimated at $5,191.

How does 106-108 Chestnut St compare to other multi-family homes in Southbridge Town?

This multi-family home is listed 4% above the average price for multi-family homes in Southbridge Town and has been on the market for 17 less days than the typical home in this area.

What is the square footage on this multi-family home?

According to the MLS, this listing is 2,872 sqft.

106-108 Chestnut St is a 6-bedroom, 3-bath multi-family home for sale in Southbridge MA 01550. On Prevu for 20 days at $500,000. This property features 2,872 square feet of living space, located in Southbridge Town. The median listing price for multi-family homes in this area is $369,900. Nearby schools include Southbridge/Choice Elementary School, Southbridge/Choice Middle School, and Southbridge/Choice High School. Additional amenities include private outdoor space, dishwasher, and parking. Explore more multi-family home listings in Massachusetts.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. 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, leasing or renting 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, leasing or renting. 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, or as to the accuracy of any of the Images, set forth herein.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.