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$500,000 Just Listed

  • For Sale
  • Active
  • Multi-Family
  • 2 Units
  • 6 Total Beds
  • 0.21 Acres
  • 1 Car Garage
  • Updated 14 hours ago
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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.

Full Property Details for 106-108 Chestnut St

General

  • Price: $500,000
  • Taxes: $5,191 (2025)
  • Status: Active
  • Type: Multi-Family
  • MLS ID: 73525499
  • Updated: 5/27/2026
  • Added to Site: 1 day(s) ago

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 6

Parking

  • Garage: Yes
  • Garage Spaces: 1
  • Parking Features: Off Street, Paved

Location

  • County: Worcester

Structural Information

  • Basement: Yes
  • Stories/Levels: 2
  • Square Feet: 2,872
  • Year Built: 1925

Lot Features

  • Lot Size (Acres): 0.21

Financial Considerations

  • Tax Amount: $5,191
  • Tax Year: 2025

Disclosures and Reports

  • Disclosures/Rstr.: Seller trying to locate letter of compliance for both units (see https://leadsafehomes.mass.gov/leadsafehomes for reference - 108 Chestnut St.)
  • Property ID: M:0046 B:0180 L:00001

Listed by eXp Realty, Michelle Terry Team and Cameron Tytula

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Listing agents

— 106-108 Chestnut St —

  • Michelle Terry Team

    eXp Realty

  • Cameron Tytula

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Price & Sales History for 106-108 Chestnut St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/27/2026
Listed
$500,000
—
MLS
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 106-108 Chestnut St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$5,191
18%
$354,100
23%
2024
$4,406
7%
$288,700
11%
2023
$4,126
5%
$260,500
19%
2022
$3,915
—
$218,700
8%
2021
$3,933
6%
$202,300
6%
2020
$3,713
29%
$190,600
38%
2018
$2,876
1%
$138,600
—
2017
$2,851
9%
$138,600
7%
2016
$2,611
-2%
$129,200
-1%
2015
$2,661
4%
$130,700
—
2014
$2,567
—
$130,700
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 106-108 Chestnut St

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by eXp Realty, Michelle Terry Team and Cameron Tytula

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106-108 Chestnut St, Southbridge, MA 01550 (MLS# 73525499) is a Multi-Family property with 2 units containing 6 bedrooms, 2 full bathrooms and 1 partial bathroom. 106-108 Chestnut St is currently listed for $500,000 and was received on May 27, 2026. Want to learn more about 106-108 Chestnut St? Do you have questions about finding other Multi-Family real estate for sale in Southbridge? You can browse all Southbridge real estate or contact a Coldwell Banker agent to request more information.

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