369 Thompson Road, Thompson, Connecticut

$584,900

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4

Beds

4

Baths

2,944

Square feet

0.94

Acres

About 369 Thompson Road

Step into the Quiet Corner's storied past at this beautifully renovated 1814 Greek Revival and Italianate farmhouse, set on nearly an acre in the heart of the Thompson Hill Historic District, a 550-acre National Register district anchored by the town green. This 4-bedroom, 3.5-bath antique colonial blends original detail with modern comfort, including a grand entry staircase, two fireplace-warmed sitting rooms, a formal dining room, and an eat-in kitchen with stainless appliances that walks out to a private deck. A main-floor bedroom and half bath add flexibility. Upstairs, three bedrooms, two with private ensuites, and a bonus parlor. Outside, a spacious 30x40, two-story, three-bay barn with a workshop opens up real possibilities, from a car enthusiast, hobbyist, extra storage or even a home-based venture. Anyone interested in a B&B, event space, or short-term rental use should confirm zoning with the Town of Thompson. The location is a true draw: minutes from Lord Thompson Manor, a 1918 historic wedding estate, the William Mason House, and ANYA, an acclaimed fine dining destination that draws visitors from across New England. For those who want small-town history, architectural character, and a genuine sense of place, this is a rare opportunity.

Features of 369 Thompson Road

MLS® # 24200678
Price $584,900
Bedrooms 4
Bathrooms 4.00
Full Baths 3
Half Baths 1
Square Footage 2,944
Acres 0.94
Type Single Family For Sale
Style Colonial
Status Active

Community Information

Address 369 Thompson Road
Area N/A
City Thompson
County Windham
State Connecticut
Zip Code 06277

Amenities

Parking Spaces 4
Parking Barn, Paved, Off Street Parking, Driveway
# of Garages 3
Is Waterfront No
Waterfront Not Applicable
Has Pool No

Interior

Appliances Electric Range, Microwave, Refrigerator, Dishwasher
Heating Hot Air, Electric
Cooling Split System
Fireplace No
Has Basement Yes
Basement Full, Hatchway Access

Exterior

Exterior Aluminum
Exterior Features Wrap Around Deck, Barn
Lot Description Level Lot
Roof Asphalt Shingle
Foundation Stone

School Information

Elementary Per Board of Ed
High Per Board of Ed

Additional Information

Date Listed August 24th, 2026
Days on Market 16
Zoning TCVD
RE / Bank Owned No

Listing Details

OfficeThe Neighborhood Realty Group

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Listing information last updated on September 10th, 2026 at 5:11pm EDT.