29 Lisbon Road
Canterbury, Connecticut 06331
- Beds
- 3
- Baths
- 1
- SqFt
- 1,158
- Acres
- 3.30
- Year Built
- 1955
- Neighborhood
- Canterbury Green
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Calling all visionaries, hobby farmers, and country-life dreamers - this one's for you. Set on a sprawling 3+ acre lot in the heart of Canterbury, this 2-3 bedroom, 1-bath cape is full of potential and ready for its next chapter. Original hardwood floors, and the spacious primary suite leads to its own private deck. Two additional bedrooms offer built-ins and cozy, flexible space. A bonus sunroom off the kitchen- is a blank canvas for a home office, plant room, or cozy sitting area, and a walk-up attic adds even more room to grow into. The big-ticket items are already done: newer roof (2024), well pump and oil tank (2020), and a Peerless oil boiler (2019) mean less to worry about and more to look forward to. Outside, a large 2-car garage/barn- bring your chickens, goats, gardens, or just your imagination. Private well and septic on-site. Being sold as-is, it's an incredible opportunity to build sweat equity right in the center of town. Whether you're a renovator, an investor, or someone chasing that homestead dream, 29 Lisbon Rd is ready for you to make it your own.
Key Facts
- City/Town
- Canterbury
- Neighborhood
- Canterbury Green
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1955
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 1 full
- Living Area
- 1,158 sq ft
- Lot Size
- 3.30 acres
- Garage / Parking
- 2 garage · 7 total
- Property Taxes
- $2,891 / Annually
Market Snapshot
The Canterbury Market
Single Family · trailing 12 months
Active Listings
6
8 under contract
Median List Price
$502,500
6 active listings
Median Closed Price
$444,500
44 sales
Median Days on Market
67
6 active listings
Median $ / Sq Ft
$223
6 active listings
Sale-to-List Ratio
101.7%
44 sales
How this home compares
List Price
$285,000
vs $502,500 median
43.3% below median
Price / Sq Ft
$246
vs $223 median
10.3% above median
Days on Market
0 days
vs 67 days median
67 days fresher than median
Based on 6 active and 44 closed sales (trailing 12 mo) of single family in Canterbury. Source: SmartMLS · As of September 30, 2026.
Location
29 Lisbon Road, Canterbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 24, 2026per month
- Principal & Interest$1,521
- Property Taxes$241
- Insurance$95
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Canterbury
- Neighborhood
- Canterbury Green
- County
- Windham
Residence
- Property Type
- Single Family
- Style
- Cape Cod
- Year Built
- 1955
- New Construction
- No/Resale
- Living Area
- 1,158 sq ft
Schools
- Elementary
- Canterbury
- Middle
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Baseboard
- Heat Fuel
- Oil
- Cooling
- None
- Laundry
- Main Level
- Laundry Location
- Utility Room.
- Appliances
- Gas RangeRefrigerator
- Basement
- Crawl Space
- In-Law Apartment
- No
Exterior & Lot
- Lot Size
- 3.30 acres
- Zoning
- RD
- Garage / Parking
- 2 garage spaces7 total parking spacesDetached GaragePavedDrivewayPrivatePaved
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Vinyl Siding
- Color
- Tan
- Roof
- Asphalt Shingle
- Foundation
- BlockStone
- Exterior Features
- PorchDeck
- Lot Description
- Lightly WoodedFarm LandLevel Lot
Listing & Financials
- Property Taxes
- $2,891 / Annually
- Days on Market
- 0
- MLS #
- 24210550
- 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 9/30/2026. 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 9/30/2026 at 6:10 PM UTC.