362 Thompson Road
Thompson, Connecticut 06277
- Beds
- 7
- Baths
- 3 | 1
- SqFt
- 4,231
- Acres
- 1.16
- Year Built
- 1830
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Step back in time while enjoying the comforts of today in this exceptional Antique Colonial, built in 1830 and proudly situated on historic Thompson Hill.From the moment you arrive, the home makes a lasting impression with its welcoming wrap-around front porch, tastefully landscaped grounds, and classic circular driveway. The property also features a sizeable barn with hayloft, horse stalls, and a workbench area, offering abundant storage and endless possibilities for hobbies, workshop space, a studio, or other creative pursuits. There is even an original "privy"! Inside, the 5-bedroom main residence offers generous closet space, 2 full baths, a thoughtfully designed updated kitchen, both formal and informal dining spaces, and beautifully updated bathrooms.A convenient first-floor laundry adds to the functionality of this spacious home, while the property's original character provides the warmth and charm that only an antique Colonial can offer. A standout feature is the spacious two-story in-law apartment, complete with a private entrance and rear deck. With 2 bedrooms and 11/2 baths, this versatile space is perfect for extended family, guests, a home office, or other living arrangements. The property has been thoughtfully improved with updated mechanical systems and a brand-new septic system, providing modern peace of mind while maintaining the home's historic character. Ideally located just minutes from the Massachusetts and Rhode Island state lines
Key Facts
- City/Town
- Thompson
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial,Antique
- Year Built
- 1830
- Days on Market
- 0 days
- Beds
- 7
- Baths
- 3 full · 1 half
- Living Area
- 4,231 sq ft
- Lot Size
- 1.16 acres
- Garage / Parking
- 15 total
- Property Taxes
- $8,434 / Annually
Market Snapshot
The Thompson Market
Single Family · trailing 12 months
Active Listings
12
19 under contract
Median List Price
$490,000
12 active listings
Median Closed Price
$405,000
93 sales
Median Days on Market
49
12 active listings
Median $ / Sq Ft
$278
12 active listings
Sale-to-List Ratio
100.9%
93 sales
How this home compares
List Price
$749,900
vs $490,000 median
53.0% above median
Price / Sq Ft
$177
vs $278 median
36.3% below median
Days on Market
0 days
vs 49 days median
49 days fresher than median
Based on 12 active and 93 closed sales (trailing 12 mo) of single family in Thompson. Source: SmartMLS · As of August 12, 2026.
Location
362 Thompson Road, Thompson, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 6, 2026per month
- Principal & Interest$3,867
- Property Taxes$703
- Insurance$250
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Thompson
- Neighborhood
- N/A
- County
- Windham
Residence
- Property Type
- Single Family
- Style
- Colonial,Antique
- Year Built
- 1830
- New Construction
- No/Resale
- Living Area
- 4,231 sq ft
Schools
- Elementary
- Mary R. Fisher
- High
- Tourtellotte Memorial
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- None
- Laundry
- Main Level
- Appliances
- Oven/RangeRefrigeratorDishwasherWasherDryer
- Basement
- FullConcrete FloorFull With Hatchway
- In-Law Apartment
- YesSeparate Entry
- Interior Features
- Cable - Available
Exterior & Lot
- Lot Size
- 1.16 acres
- Zoning
- TCVD
- Garage / Parking
- 15 total parking spacesOff Street ParkingDrivewayPrivateCircularUnpaved
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Clapboard
- Color
- white
- Roof
- Asphalt Shingle
- Foundation
- Stone
- Exterior Features
- Porch-Wrap AroundPorchBarnDeckFrench Doors
- Lot Description
- Level LotOpen Lot
Listing & Financials
- Property Taxes
- $8,434 / Annually
- Days on Market
- 0
- MLS #
- 24198629
- MLS Status
- Coming Soon
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 8/12/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 8/12/2026 at 6:15 AM UTC.