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106 Chestnut St, Southbridge MA 01550

$459,000

Estimated $1,201/month Calculator

Multi Family

Total Units: 2

Price Per Unit: $229,500

Total Rent: 0/year

Estimated CAP Rate:

6 Bedrooms

Baths

2872

Total Parking: 7 (1 Garage)

9,148 (0.21)

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.

This home has been viewed 11 times

Last Checked: October 19th, 2026 at 6:43am (Source: MLS PIN #73590382)

Gross Income: $0

Gross Expenses: $5,481

Net Income Calc: $5,481

Annual Expenses for 106 Chestnut St, Southbridge MA 01550

Total Gross Expenses (Calculated)$5,481/year

APOD AvailableNo

Heating

Electricity

Water

Gas

Insurance

Sewer

Trash Removal

Repair & Maintenance

Management

Miscellaneous

Real Estate Tax5481

Annual Income & Unit Breakdown for 106 Chestnut St, Southbridge MA 01550

Total Gross Income (Calculated)$0

Unit 1

Rental Income$0

LeaseN

Bedrooms4

Bathrooms1 Full, 1 Half

Floor1

Levels in Unit2

Rent Includes

Unit 2

Rental Income$0

LeaseN

Bedrooms2

Bathrooms1 Full

Floor2

Levels in Unit1

Rent Includes

General Information for 106 Chestnut St, Southbridge MA 01550

Listing ID73590382

Property TypeMulti Family

Price459000 ($159.82/SqFt)

StyleMulti Family

CitySouthbridge

CountyWorcester

Neighborhood(s)

Approximate Living Area Total2872

Approximate Lot Size (Acres)0.21

Total Parking7 (1 Garage)

Garage Parking1

Year Built1925

Year Built SourcePublic Records

Year Built DetailsActual

WaterPublic

SewerPublic Sewer

Electric

Hot Water

Roof MaterialAsphalt/fiberglass Shingles

BasementFull

Construction MaterialsFrame

Lot Features

Foundation Description

Accessible Features

Outdoor SpaceCovered

ZoningR2

Water Views

Water Views Features

Waterfront0

Waterfront Features

Terms

Disclosures for 106 Chestnut St, Southbridge MA 01550

Lead PaintNone

UFFI

Living Area Includes BasementNo

Living Area Disclosure

Building Area SourcePublic Records

ExclusionsAll Tenant Possessions

Financial Data Source

Total Gross Expenses By Broker

Total Gross Income By Broker

Total Net Income By Broker

Short Sale / Forclosure (Bank Owned)

Compensation Based On

Financial Information for 106 Chestnut St, Southbridge MA 01550

Real Estate Taxes5481

Tax Year2026

Assessed Value$368,100

Financial Data Source

Total Gross Expenses By Broker

BostonRealEstate.com Gross Expenses

Total Gross Income By Broker

BostonRealEstate.com Gross Income

Total Net Income By Broker

BostonRealEstate.com Gross NOI

CAP Rate (based on Broker info)

Location Information for 106 Chestnut St, Southbridge MA 01550

Neighborhood(s)

Area AmenitiesWalk/jog Trails

Contact Information for 106 Chestnut St, Southbridge MA 01550

Agent

Name: Mandy Fontanez

Office

Name: Coldwell Banker Realty - Worcester

Phone: 508-795-7500

Payment Calculator

, Interest

Property Taxes 456.75

Principal & Interest 2828.21

HOA Dues

Term

Interest

Home Price

Down Payment

Exclusive Listing Agent

Coldwell Banker Realty - Worcester

Mandy Fontanez

Agent Phone

Office Phone

(508) 795-7500

Text Agent Call Agent Call Office

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    [unparsed] => 106 Chestnut St, Southbridge MA 01550
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EXIT

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