This home's estimate is 27.7% higher than the average sale price ($578K) of 6 comparable homes.
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- Sale & tax history
- Property details
- Neighborhood
- Climate
366 Thompson Rd, Thompson, CT 06277
About this home
A TIMELESS CLASSIC Located in the THOMPSON HILL Hill District of Thompson, This 5100 plus SQUARE FOOT, 5 BEDROOMS, 4.5 BATHROOMS, Formal DINING room and formal LIVING room 1819 HISTORICAL, Antique/Victorian home with 3.2 acres is Surrounded by HISTORIC homes, nearby BUSINESSES and embroidered with CHARM and CHARACTER. SEAMLESSLY matching the NEW with the OLD the OWNERS retained the home's CHARACTER & AUTHENTICITY. This HOME is on the NATIONAL REGISTER of HISTORIC places as The HORATIO HOLLBROOK HOUSE, circa 1816, but there are NO RESTRICTIONS for BUILDING requirements. This HOME is WAITING for the next GENERATION of OWNERSHIP. Incredible POTENTIAL to LIVE in the HOME of ones DREAMS. Close to I-395 and I-290. ONE hour to BOSTON, MASS or HARTFORD, CT. 50 Minutes to PROVIDENCE. Subject to Probate Approval.
Redfin Estimate
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Market trends in 06277, CT
Last updated September 2026
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Sale history for 366 Thompson Rd
$39/sq ft
$79/sq ft
$75/sq ft
$83/sq ft
$85/sq ft
$66/sq ft
$88/sq ft
$97/sq ft
$86/sq ft
$88/sq ft
$84/sq ft
$87/sq ft
$87/sq ft
$54/sq ft
Tax history for 366 Thompson Rd
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Property details
Parking
- Garage Information
- Garage & Parking: Detached Garage, Barn, Off Street Parking
- Garages Number: 4
Interior
- Virtual Tour Information
- Has Virtual Tour
- Interior Information
- Total Rooms: 11
- Laundry Room Info: Upper Level
- Interior Features: Cable - Available, Security System
- Fireplaces Total: 3
- Cooling System: Window Unit
- Appliances Included: Gas Cooktop, Oven/Range, Wall Oven, Microwave, Refrigerator, Dishwasher, Compactor, Washer, Dryer
- Bathroom Information
- # of Baths (Full): 4
- # of Baths (Half): 1
- Bedroom Information
- Beds Total: 5
- Room Information
- Rooms Additional: Wine Cellar
- Room Count: 11
- Basement Description: Full, Crawl Space, Concrete Floor
- Has Attic
- Attic Description: Walk-up
Exterior
- Exterior Features
- Roof Information: Asphalt Shingle
- Exterior Siding: Clapboard, Wood
- Exterior Features: Barn, Deck, French Doors, Garden Area, Porch, Sidewalk, Stone Wall
- Lot Information
- Lot Description: Historic District, Level Lot, Lightly Wooded, Treed
- Building Information
- Foundation Type: Concrete, Stone
- Construction Description: Frame
- Property Information
- Property Type: Single Family For Sale
- Living Area SQFT Per Public Record: 5106
- Driveway Type: Private, Paved
Financial
- Assessments Information
- Assessed Value: $344,500
Utilities
- Utility Information
- Water Source: Private Well
- Sewage System: Septic
- Hot Water Description: Oil
- Heat Type: Baseboard, Hot Water, Steam
- Heat Fuel Type: Oil
- Fuel Tank Location: In Basement
Location
- School Information
- Middle Jr High School: Per Board of Ed
- Intermediate School: Per Board of Ed
- High School: Per Board of Ed
- Elementary School: Per Board of Ed
- Location Information
- State: Connecticut
- Nearby Amenities: Basketball Court, Golf Course, Health Club, Medical Facilities, Park, Private School(s), Public Rec Facilities, Tennis Courts
- Directions: GPS Friendly
- County: Windham
Public facts
- Beds: 5
- Baths: 4.5
- Sq. Ft.: 5,106
- Stories: 2.0
- Lot Size: 3.2 acres
- Style: Single Family Residential
- Year Built: 1819
- Year Renovated: —
- County: Windham County
- APN: 1722460
Other
- Documents & Disclosures
- Supplement Count Public: 5
Around this home
Schools
Public PreK-4 • Assigned • 2.2mi
Public 5-8 • Assigned • 2.2mi
Public 9-12 • Assigned • 2.2mi
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
Minimal risk of a flood reaching the building in the next 30 years
0.15% chance of being in a wildfire in next 30 years
7 days above 94° expected this year, 15 days in 30 years
56% chance of strong winds in next 30 years
2 unhealthy days expected this year, 2 days in 30 years
Sun exposure
In this area, properties receive around 9 hours in June and 4.5 hours in December, placing it below the U.S. average for solar exposure.
Nearby similar homes
New listings for sale in 06277
Home values near 366 Thompson Rd
| Address | Redfin Estimate |
|---|---|
5 Beds | 2.5 Baths | 3818 Sq. Ft. | $403,267 |
4 Beds | 4.5 Baths | 5578 Sq. Ft. | $1,041,233 |
| Address | Redfin Estimate |
|---|---|
3 Beds | 2 Baths | 2272 Sq. Ft. | $387,347 |
5 Beds | 4 Baths | 3084 Sq. Ft. | $477,366 |
| Address | Redfin Estimate |
|---|---|
2 Beds | 1 Baths | 1203 Sq. Ft. | $369,515 |
5 Beds | 2.5 Baths | 3652 Sq. Ft. | $504,819 |
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