35 Jimmy Road
Canterbury, Connecticut 06331
- Beds
- 3
- Baths
- 1
- SqFt
- 1,056
- Acres
- 5.40
- Year Built
- 1988
- 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
RARELY available is this 3 bedroom ranch sitting on a PICTURESQUE 5.4 acre lot at 35 Jimmy Road in Canterbury! ONE LEVEL LIVING featuring a convenient and inviting floor plan w/ modern amenities, plenty of natural light shining throughout, and 1056 SQFT of comfortable living space! The remodeled kitchen features granite countertops, SS appliances, range hood, plenty of cabinetry, pantry w/ slide out shelving and opens up to the dining area w/ french doors to private back deck. 3 generously sized bedrooms and a full bath w/ skylight. Relax out back on your 15x25 TREX deck overlooking the private back yard and enjoy the serene and tranquil country setting, a true nature lover's paradise, sitting on a 5+ acre lot nestled amongst the trees w/ plenty of room for just about anything, your own personal private OASIS! Additional features include a new well pump/tank, generator hook-up, solar panels to offset electrical/heating costs, and a wood stove in basement as an additional heating option. Located in a quiet and peaceful country setting while providing easy access to local schools, shops, restaurants, parks, I-395 and Route 6, this special home will not last and can be yours now!
Key Facts
- City/Town
- Canterbury
- Neighborhood
- N/A
- Property / Style
- Single Family · Ranch
- Year Built
- 1988
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 1 full
- Living Area
- 1,056 sq ft
- Lot Size
- 5.40 acres
- Property Taxes
- $3,441 / Annually
Market Snapshot
The Canterbury Market
Single Family · trailing 12 months
Active Listings
5
8 under contract
Median List Price
$580,000
5 active listings
Median Closed Price
$440,000
45 sales
Median Days on Market
68
5 active listings
Median $ / Sq Ft
$200
5 active listings
Sale-to-List Ratio
101.6%
45 sales
How this home compares
List Price
$324,900
vs $580,000 median
44.0% below median
Price / Sq Ft
$308
vs $200 median
54.0% above median
Days on Market
0 days
vs 68 days median
68 days fresher than median
Based on 5 active and 45 closed sales (trailing 12 mo) of single family in Canterbury. Source: SmartMLS · As of September 28, 2026.
Location
35 Jimmy Road, Canterbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 24, 2026per month
- Principal & Interest$1,734
- Property Taxes$287
- Insurance$108
- 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
- 1988
- New Construction
- No/Resale
- Living Area
- 1,056 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- BaseboardWood/Coal Stove
- Heat Fuel
- ElectricSolarWood
- Cooling
- Window Unit
- Laundry
- Lower Level
- Appliances
- Oven/RangeRange HoodRefrigeratorDishwasherDisposalWasherDryer
- Basement
- FullUnfinishedStorageInterior AccessConcrete FloorFull With Hatchway
- Interior Features
- Cable - Available
Exterior & Lot
- Lot Size
- 5.40 acres
- Zoning
- RES
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- GrillShedDeckGuttersGarden AreaLighting
- Lot Description
- Lightly WoodedLevel Lot
Listing & Financials
- Property Taxes
- $3,441 / Annually
- Days on Market
- 0
- MLS #
- 24209406
- MLS Status
- Coming Soon
Similar Properties
Homes with a close match in area, property type, and price.
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/28/2026. 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 9/28/2026 at 10:35 PM UTC.