106 Chestnut St, Southbridge, MA

$459,000

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6

Beds

2½

Baths

2,872

Square feet

0.21

Acres

About 106 Chestnut St

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 House

Fri, Oct 16th, 2026 @ 5:30pm - 7pm
Sat, Oct 17th, 2026 @ 11am - 12:30pm

Features of 106 Chestnut St

MLS® # 73590382
Price $459,000
Bedrooms 6
Bathrooms 2.50
Full Baths 2
Half Baths 1
Square Footage 2,872
Acres 0.21
Year Built 1925
Type Residential Income
Sub-Type Multi Family
Status Active

Community Information

Address 106 Chestnut St
City Southbridge
County Worcester
State MA
Zip Code 01550-2752

Amenities

Utilities for Gas Range, for Electric Range
Parking Spaces 6
Parking Paved Drive, Off Street, Paved
# of Garages 1
Is Waterfront No
Has Pool No

Interior

Fireplace No
# of Stories 3
Stories 3

Additional Information

Zoning R2

Listing Details

Agent Mandy Fontanez
Office Coldwell Banker Realty - Worcester

Listing Map

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