22 Kingsbury Road
Thompson, Connecticut 06277
- Beds
- 4
- Baths
- 3 | 1
- SqFt
- 1,552
- Acres
- 1.62
- Year Built
- 1973
- Neighborhood
- East Thompson
- Property Type
- Multi-Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Custom-built Cape with ADU on 1.62 acres just minutes from Thompson Speedway Motorsports Park, home to a racing track and the Raceway Golf Club, with easy access to 395. This one-of-a-kind property is a true car enthusiast's dream, anchored by a massive eight-car barn garage, ideal for collectors and hobbyists alike. The 1,552 square foot main house offers two bedrooms, hardwood and native pine floors throughout, a custom maple staircase, and French doors leading to an English garden. The kitchen features cherry cabinets and granite countertops, and the dining room includes a fireplace. Upstairs, the primary bedroom opens to a private deck overlooking the backyard. A partially finished basement adds flexible living space, Mitsubishi mini-split heating and cooling keeps every room comfortable, and a whole-house generator offers year-round peace of mind. A two-car garage with a ramp provides convenient access into the home. The property also includes a fully separate 576 square foot accessory dwelling unit with two bedrooms, one bath, a full kitchen, an additional downstairs room, and its own laundry and private garage, perfect as a guest house, home office, in-law or rental. Set in a peaceful country setting in Connecticut's Quiet Corner, this property offers space, versatility, and craftsmanship rarely found together. Subject to seller securing suitable housing. Seller has a next home under contract
Key Facts
- City/Town
- Thompson
- Neighborhood
- East Thompson
- Property / Style
- Multi-Family · Other
- Year Built
- 1973
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 3 full · 1 half
- Living Area
- 1,552 sq ft
- Lot Size
- 1.62 acres
- Garage / Parking
- 11 garage · 15 total
- Property Taxes
- $7,344 / Annually
Market Snapshot
The Thompson Market
Multi-Family · trailing 12 months
Active Listings
2
1 under contract
Median List Price
$462,000
2 active listings
Median Closed Price
$335,000
5 sales
Median Days on Market
3
2 active listings
Median $ / Sq Ft
$273
2 active listings
Sale-to-List Ratio
98.2%
5 sales
How this home compares
List Price
$599,000
vs $462,000 median
29.7% above median
Price / Sq Ft
$386
vs $273 median
41.4% above median
Days on Market
0 days
vs 3 days median
3 days fresher than median
Based on 2 active and 5 closed sales (trailing 12 mo) of multi-family in Thompson. Source: SmartMLS · As of August 17, 2026.
Location
22 Kingsbury Road, Thompson, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 13, 2026per month
- Principal & Interest$3,083
- Property Taxes$612
- Insurance$200
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Thompson
- Neighborhood
- East Thompson
- County
- Windham
Residence
- Property Type
- Multi-Family
- Subtype
- Other
- Style
- Other
- Year Built
- 1973
- New Construction
- No/Resale
- Living Area
- 1,552 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- BaseboardHot WaterWall UnitWood/Coal Stove
- Heat Fuel
- ElectricOilWood
- Cooling
- Split System
- Fireplaces
- 1
- Laundry
- Washer/Dryer All Units
- Laundry Location
- Basements
- Basement
- FullPartially Finished
- Accessibility
- Ramps
Exterior & Lot
- Lot Size
- 1.62 acres
- Zoning
- RRAD
- Garage / Parking
- 11 garage spaces15 total parking spacesBarnAttached GarageDetached GaragePavedUnpaved
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Vinyl Siding
- Color
- White
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- AwningsBarnGuttersFrench Doors
- Lot Description
- Lightly WoodedLevel Lot
Listing & Financials
- Property Taxes
- $7,344 / Annually
- Days on Market
- 0
- MLS #
- 24199541
- MLS Status
- Active
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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 8/17/2026. 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 8/17/2026 at 10:50 PM UTC.