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91 Church Street

Thompson, Connecticut 06277

ACTIVE - NEW$874,000
Beds
5
Baths
3 | 1
SqFt
2,990
Acres
19.10
Year Built
1850
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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About This Home

EXCEPTIONAL EQUESTRIAN PROPERTY WITH 19 ACRES & TWO-FAMILY HOME! Set on 19 picturesque acres in Thompson, this unique property offers tremendous flexibility for residential and equestrian use. The two-family home provides options for 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
Multi-Family · Units on different Floors
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
2 garage
Property Taxes
$11,961 / Annually

Market Snapshot

The Thompson Market

Multi-Family · trailing 12 months

Median Days on Market

16

3 active listings

Median $ / Sq Ft

$292

3 active listings

Sale-to-List Ratio

98.2%

5 sales

How this home compares

List Price

$874,000

vs $599,000 median

45.9% above median

Price / Sq Ft

$292

vs $292 median

In line with median

Days on Market

0 days

vs 16 days median

16 days fresher than median

Based on 3 active and 5 closed sales (trailing 12 mo) of multi-family in Thompson. Source: SmartMLS · As of September 2, 2026.

Location

91 Church Street, Thompson, Connecticut

Property + 10 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$5,781

per month

  • Principal & Interest$4,493
  • Property Taxes$997
  • Insurance$291
  • 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
Multi-Family
Subtype
Duplex
Style
Units on different Floors
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
Basement
Full

Exterior & Lot

Lot Size
19.10 acres
Zoning
RRAD
Garage / Parking
2 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Aluminum
Roof
Asphalt Shingle
Foundation
ConcreteStone
Exterior Features
ShedPorchBarnStablePaddock
Lot Description
N/A

Listing & Financials

Property Taxes
$11,961 / Annually
Days on Market
0
MLS #
24203344
MLS Status
Active

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Lori Vogel

(860) 614-0666

William Raveis Real Estate

(860) 258-6202

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 9/2/2026. 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 9/2/2026 at 7:10 PM UTC.