50 New Street
North Canaan, Connecticut 06018
- Beds
- 3
- Baths
- 2
- SqFt
- 1,638
- Acres
- 3.50
- Year Built
- 1974
- Neighborhood
- Canaan Valley
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Location, Location, Location! Welcome to this charming 3-bedroom Cape set on 3.5 beautiful acres in scenic Canaan Valley. Perched on the hillside, the home overlooks the open field below, offering a peaceful country setting and plenty of room to enjoy the outdoors. Inside, the spacious kitchen features a dining area and hardwood floors that flow throughout the main living spaces. The living room offers a cozy fireplace, built-ins, and large picture windows that fill the room with natural light. The dining area also features expansive windows showcasing the beautiful surroundings. A screened porch provides the perfect spot to relax and take in the views. The first floor includes a den with a full bath and a laundry room, offering excellent flexibility as a first-floor primary suite, guest space, or home office. Upstairs are three bedrooms and a full bath. The lower level adds even more usable space with a large finished living area and a workshop area, providing room for hobbies, recreation, or additional storage. Outside, a barn with stalls offers versatility for animals, equipment, or storage. A large two-car garage provides plenty of space for vehicles and gear, while a portable generator adds peace of mind. With its beautiful acreage, versatile floor plan, outbuildings, and peaceful Canaan Valley setting, this property offers a wonderful opportunity to enjoy country living with room to make it your own.
Key Facts
- City/Town
- North Canaan
- Neighborhood
- Canaan Valley
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1974
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 2 full
- Living Area
- 1,638 sq ft
- Lot Size
- 3.50 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $5,146 / Annually
Market Snapshot
The North Canaan Market
Single Family · trailing 12 months
Active Listings
8
2 under contract
Median List Price
$574,500
8 active listings
Median Closed Price
$345,000
25 sales
Median Days on Market
102
8 active listings
Median $ / Sq Ft
$245
8 active listings
Sale-to-List Ratio
98.0%
25 sales
How this home compares
List Price
$550,000
vs $574,500 median
In line with median
Price / Sq Ft
$336
vs $245 median
37.1% above median
Days on Market
0 days
vs 102 days median
102 days fresher than median
Based on 8 active and 25 closed sales (trailing 12 mo) of single family in North Canaan. Source: SmartMLS · As of September 19, 2026.
Location
50 New Street, North Canaan, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 17, 2026per month
- Principal & Interest$2,913
- Property Taxes$429
- Insurance$183
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- North Canaan
- Neighborhood
- Canaan Valley
- County
- Litchfield
Residence
- Property Type
- Single Family
- Style
- Cape Cod
- Year Built
- 1974
- New Construction
- No/Resale
- Living Area
- 1,638 sq ft
Schools
- Elementary
- NCES
- High
- Housatonic
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- None
- Fireplaces
- 1
- Laundry
- Main Level
- Appliances
- Electric RangeMicrowaveRefrigeratorDishwasherWasherDryer
- Basement
- FullPartially FinishedLiveable SpaceFull With Hatchway
- Interior Features
- Auto Garage Door Opener
Exterior & Lot
- Lot Size
- 3.50 acres
- Zoning
- 1
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Clapboard
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Porch-ScreenedPorchBarnDeck
- Lot Description
- SecludedLevel LotSloping LotCleared
Listing & Financials
- Property Taxes
- $5,146 / Annually
- Days on Market
- 0
- MLS #
- 24208063
- MLS Status
- Active
- Financing
- FHA,VA,CHFA
Similar Properties
Homes with a close match in area, property type, and price.
Co-Listed By
Michelle Fails
Raynard & Peirce Realty,LLC
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/19/2026. 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 9/19/2026 at 4:20 AM UTC.