38 Main Street, Simsbury, Connecticut

$299,000

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2

Baths

1,392

Square feet

0.08

Acres

About 38 Main Street

Steeped in history and overlooking the picturesque Tariffville Green for more than a century, this charming antique Colonial offers a rare combination of character and exceptional versatility. Due to the property's unique zoning, the possibilities are endless-create a charming single-family home, convert it to a two-family residence by adding a kitchen to the main level, enjoy multi-generational living with an in-law suite, or take advantage of the property's commercial potential. The upper level is currently configured as a comfortable apartment featuring a spacious eat-in kitchen, two bedrooms, a full bath with tub and shower, and a partially finished walk-up attic offering additional space or future expansion possibilities. The main level offers three large, sun-filled rooms and a full bath with a step-in shower, providing flexible space for living, working, or a business opportunity. The basement includes laundry and ample storage, while outside you'll appreciate off-street parking for 5-6 vehicles-a valuable amenity in this desirable village setting. Just steps from the heart of Tariffville, you'll enjoy easy access to local restaurants, shops, parks, and community events. Whether you're searching for a distinctive home, an income-producing property, or a live/work opportunity, this one-of-a-kind property is ready for its next chapter.

Features of 38 Main Street

MLS® # 24192818
Price $299,000
Bathrooms 2.00
Full Baths 2
Square Footage 1,392
Acres 0.08
Type Single Family For Sale
Style Colonial, Antique
Status Under Contract

Community Information

Address 38 Main Street
Area Tariffville
City Simsbury
County Hartford
State Connecticut
Zip Code 06081

Amenities

Parking Spaces 5
Parking Off Street Parking, Driveway
Is Waterfront No
Waterfront Not Applicable
Has Pool No

Interior

Interior Features Cable - Available, Open Floor Plan
Appliances Refrigerator, Oven/Range
Heating Hot Air, Oil
Cooling Wall Unit
Fireplace No
Has Basement Yes
Basement Full

Exterior

Exterior Vinyl Siding
Exterior Features Porch
Lot Description Treed, Level Lot, Historic District
Roof Shingle
Foundation Block

School Information

Elementary Per Board of Ed
Middle Per Board of Ed
High Per Board of Ed

Additional Information

Date Listed July 20th, 2026
Days on Market 7
Zoning B-2
RE / Bank Owned No

Listing Details

OfficeWilliam Raveis/First Town RE

Listing Map

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Listing information last updated on September 10th, 2026 at 3:55am EDT.