91 Church Street
Thompson, Connecticut 06277
- Beds
- 5
- Baths
- 3 | 1
- SqFt
- 2,990
- Acres
- 19.10
- Year Built
- 1850
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Set on 19 picturesque acres in Thompson, this unique property offers tremendous flexibility for residential and equestrian use. Formerly used as a two-family home it provides options for single family, multi-generational living, farm staff, owner occupancy, or rental income. The home has been professionally cleaned, with major improvements already completed including a new roof, windows, garage doors, repointed chimney, serviced furnace, new dishwasher in the upper unit, refinished upstairs floors, repainted porch, and rebuilt deck. Kitchens and bathrooms offer an opportunity for additional cosmetic updating and personalization. Equestrian amenities are extensive, including a 12-stall main barn with multiple tack, feed and storage areas, lounge, bathrooms, water, and an approximately 2,000-bale hay loft. The lower barn offers 7 additional stalls with room to expand, plus storage. Two accessory buildings include a garage-style structure ideal for equipment storage. A 50' x 100' indoor arena provides year-round riding, while five fenced grass pastures with automatic waterers offer excellent turnout. With substantial infrastructure, multiple buildings, established fencing, and 19 acres - this property is ready for its next chapter. A rare opportunity for an equestrian estate, boarding or training operation, or simply the space to create your ideal multi-generational property.
Key Facts
- City/Town
- Thompson
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1850
- Days on Market
- 0 days
- Beds
- 5
- Baths
- 3 full · 1 half
- Living Area
- 2,990 sq ft
- Lot Size
- 19.10 acres
- Garage / Parking
- 6 garage · 10 total
- Property Taxes
- $12,389 / Annually
Market Snapshot
The Thompson Market
Single Family · trailing 12 months
Active Listings
20
13 under contract
Median List Price
$499,500
20 active listings
Median Closed Price
$430,000
104 sales
Median Days on Market
47
20 active listings
Median $ / Sq Ft
$269
20 active listings
Sale-to-List Ratio
100.0%
104 sales
How this home compares
List Price
$799,000
vs $499,500 median
60.0% above median
Price / Sq Ft
$267
vs $269 median
In line with median
Days on Market
0 days
vs 47 days median
47 days fresher than median
Based on 20 active and 104 closed sales (trailing 12 mo) of single family in Thompson. Source: SmartMLS · As of October 4, 2026.
Location
91 Church Street, Thompson, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 1, 2026per month
- Principal & Interest$4,373
- Property Taxes$1,032
- Insurance$266
- 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
- Year Built
- 1850
- New Construction
- No/Resale
- Living Area
- 2,990 sq ft
Schools
- Elementary
- Mary R. Fisher
- High
- Tourtellotte Memorial
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- None
- Appliances
- Oven/RangeRefrigerator
- Basement
- Full
- In-Law Apartment
- PossibleSeparate Entry
Exterior & Lot
- Lot Size
- 19.10 acres
- Zoning
- RRAD
- Garage / Parking
- 6 garage spaces10 total parking spacesAttached GarageDetached GarageBarnDrivewayPavedOff Street ParkingPrivate
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Aluminum
- Roof
- Asphalt Shingle
- Foundation
- MasonryStone
- Exterior Features
- BarnDeckStableCovered DeckPaddock
- Lot Description
- Farm LandCleared
Listing & Financials
- Property Taxes
- $12,389 / Annually
- Days on Market
- 0
- MLS #
- 24211775
- MLS Status
- Active
Similar Properties
Homes with a close match in area, property type, and price.
Co-Listed By
Marissa Stefano
William Raveis Real Estate
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 10/4/2026. 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 10/4/2026 at 7:50 PM UTC.