107 North Society Road
Canterbury, Connecticut 06331
- Beds
- 3
- Baths
- 2 | 1
- SqFt
- 1,464
- Acres
- 16.40
- Year Built
- 1964
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
7
7 under contract
Median List Price
$595,000
7 active listings
Median Closed Price
$448,000
48 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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
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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 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.