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107 North Society Road

Canterbury, Connecticut 06331

ACTIVE$595,000
Beds
3
Baths
2 | 1
SqFt
1,464
Acres
16.40
Year Built
1964
Matt Caiola

Matt Caiola

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About This Home

Spacious 3-bedroom, 2.5-bath home situated on 16.4 picturesque acres on a quiet country road in Canterbury. This property offers a wonderful mix of open fields and wooded land, making it ideal for horses, hobby farming, recreation, or simply enjoying privacy. The home features a dedicated office, cedar closet, attached 2-car garage, and numerous updates including newer windows, siding, doors, and roof. Enjoy outdoor living and entertaining on the large rear deck overlooking the peaceful surroundings. The 26' x 26' barn provides storage for approximately 800 bales of hay and offers excellent space for livestock, equipment, or workshop use. The acreage provides endless opportunities for gardening, trails, and outdoor activities. Potential exists to subdivide an additional building lot (subject to town approvals). Convenient country location with the perfect balance of rural charm and everyday functionality. A rare opportunity to own a versatile property with acreage in desirable Canterbury.

Key Facts

City/Town
Canterbury
Neighborhood
N/A
Property / Style
Single Family · Ranch
Year Built
1964
Days on Market
25 days
Beds
3
Baths
2 full · 1 half
Living Area
1,464 sq ft
Lot Size
16.40 acres
Garage / Parking
2 garage
Property Taxes
$4,433 / Annually

Market Snapshot

The Canterbury Market

Single Family · trailing 12 months

Median Days on Market

10

7 active listings

Median $ / Sq Ft

$290

7 active listings

Sale-to-List Ratio

101.7%

48 sales

How this home compares

List Price

$595,000

vs $595,000 median

In line with median

Price / Sq Ft

$406

vs $290 median

40.0% above median

Days on Market

25 days

vs 10 days median

15 days longer than median

Based on 7 active and 48 closed sales (trailing 12 mo) of single family in Canterbury. Source: SmartMLS · As of July 28, 2026.

Location

107 North Society Road, Canterbury, Connecticut

Property + 6 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,601

per month

  • Principal & Interest$3,034
  • Property Taxes$369
  • Insurance$198
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Canterbury
Neighborhood
N/A
County
Windham

Residence

Property Type
Single Family
Style
Ranch
Year Built
1964
New Construction
No/Resale
Living Area
1,464 sq ft

Schools

Elementary
Canterbury
High
Per Board of Ed

Interior

Heating
BaseboardHot Water
Heat Fuel
OilWood
Cooling
None
Laundry
Lower Level
Appliances
Oven/RangeRefrigeratorDishwasherWasherDryer
Basement
FullPartially FinishedFull With Walk-Out
Interior Features
Sauna

Exterior & Lot

Lot Size
16.40 acres
Zoning
RD
Garage / Parking
2 garage spacesUnder House Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Vinyl Siding
Roof
Asphalt Shingle
Foundation
BlockConcrete
Exterior Features
BarnDeck
Lot Description
TreedLevel LotSloping Lot

Listing & Financials

Property Taxes
$4,433 / Annually
Days on Market
25
MLS #
24188698
MLS Status
Active

Similar Properties

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

Listed By

Kristen Tarryk

(860) 377-5005

Duprey Real Estate, LLC

(860) 963-2342

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 5:20 AM UTC.