E. Main Street
Canaan, Connecticut 06018
- Beds
- 2
- Baths
- 1
- SqFt
- 1,616
- Acres
- 0.33
- Year Built
- 1968
- 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
Welcome to 65 E Main Street, nestled in the quiet, close-knit town of North Canaan, in the northwest corner of Litchfield County, at the foothills of the beautiful Berkshire Mountains. This charming countryside retreat offers the perfect blend of comfort, convenience, and natural beauty. Whether you're searching for a cozy primary residence or a serene weekend getaway, this home provides a peaceful escape from the hustle and bustle of everyday life. Step outside onto your backyard deck, where you can unwind among the trees and enjoy the tranquility of nature. Outdoor enthusiasts will love the nearby hiking trails, Bunny McGuire Park, fishing along the Housatonic River, and scenic Campbell Falls. Inside, the home offers thoughtful updates and modern conveniences, including an updated kitchen and bathroom, newer appliances, modern fixtures, updated flooring, and a beautiful vaulted-ceiling dining room that adds character and an airy feel. Additional improvements include a high-efficiency heating and hot water system, propane heating, a Timberline wood stove for added warmth and charm, washer and dryer hookups, an updated concrete driveway, and new gutters. The walkout deck leads to a welcoming backyard, perfect for relaxing, entertaining, or enjoying time outdoors with family and pets. Experience the charm of countryside living without sacrificing the comforts of home. Schedule your private showing today and discover everything this special property has to off
Key Facts
- City/Town
- Canaan
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1968
- Days on Market
- 0 days
- Beds
- 2
- Baths
- 1 full
- Living Area
- 1,616 sq ft
- Lot Size
- 0.33 acres
- Property Taxes
- $3,585 / Annually
Market Snapshot
The Canaan Market
Single Family · trailing 12 months
Active Listings
7
2 under contract
Median List Price
$1.29M
7 active listings
Median Closed Price
$657,500
14 sales
Median Days on Market
56
7 active listings
Median $ / Sq Ft
$400
7 active listings
Sale-to-List Ratio
95.7%
14 sales
How this home compares
List Price
$249,900
vs $1.29M median
80.7% below median
Price / Sq Ft
$155
vs $400 median
61.2% below median
Days on Market
0 days
vs 56 days median
56 days fresher than median
Based on 7 active and 14 closed sales (trailing 12 mo) of single family in Canaan. Source: SmartMLS · As of October 31, 2026.
Location
E. Main Street, Canaan, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 29, 2026per month
- Principal & Interest$1,362
- Property Taxes$299
- Insurance$83
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Canaan
- Neighborhood
- N/A
- County
- Litchfield
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1968
- New Construction
- No/Resale
- Living Area
- 1,616 sq ft
Schools
- Elementary
- Lee H. Kellogg
- High
- Per Board of Ed
Interior
- Heating
- Baseboard
- Heat Fuel
- Propane
- Cooling
- None
- Fireplaces
- 1
- Laundry
- Main Level
- Laundry Location
- laundry room located off the kithen
- Appliances
- Oven/RangeMicrowaveRefrigerator
- Basement
- Crawl Space
Exterior & Lot
- Lot Size
- 0.33 acres
- Zoning
- 1
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Other
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Lightly WoodedLevel LotSloping LotCleared
Listing & Financials
- Property Taxes
- $3,585 / Annually
- Days on Market
- 0
- MLS #
- 24218232
- 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 10/31/2026. 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 10/31/2026 at 12:20 AM UTC.