106-108 Chestnut St Southbridge, MA ^$ 500,000

106-108 Chestnut St

^$ 500,000

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Recently Listed

106-108 Chestnut St

Southbridge, MA, 01550

^$ 500,000

Bedrooms6 Baths2.1 Sq 2,872

Monthly Estimate*

^$ 3,079

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Multi-Family Home for sale in Southbridge, MA

for $500,000 with 6 bedrooms and 2 full baths, 1 half bath. This 2,872 square foot home was built in 1925 on a lot size of 0.21.

Massive 2-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.

Multi-Family Active

Price

^$ 500,000

Bedrooms

Full Bath

Half Bath

Property Type

Multi-Family

Taxes

^$ 5,191

Style

Multi Family

Lot Size

0.21

Year Built

1925

Town/City

Southbridge

County/Region

Worcester

MLS | Web ID

73525499

List By

Michelle Terry Team

Listing Agent

Exp Realty

Broker

Affordability Calculator

$3,511

Per Month

Monthly Principal & Interest: $3,079
Monthly Property Taxes: $433
Monthly Home Insurance: --

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Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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Trends

Multi-family listings in Southbridge, MA

Average List Price ^$633,718

Percent of Sale Price 27%

About Southbridge, MA

16,273 Population

-5% Since 2002

^$48,238 Median Income

40.1 Median Age

27% Households with Children

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Trends Information provided by ATTOM Data Solutions.

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Pricing History

Date	Price	Price Change	Description
5/28/2026	$500,000		Listed Price

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106-108 Chestnut St, Southbridge, MA, 01550 is a Multi-Family Home for sale at $500,000 with 2,872 sqft and a lot size of 0.21. 106-108 Chestnut St has 6 bedrooms, 2.1 baths, and was built in 1925. The property's zip code is 01550 which is in Southbridge, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Data is updated as of 5/28/2026.

The real estate information and related content displayed on this site is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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 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 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, or as to the accuracy of any of the Images, set forth herein.

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106-108 Chestnut St

Multi-Family Home for sale in Southbridge, MA

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