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50 New Street

North Canaan, Connecticut 06018

ACTIVE - NEW$550,000
Beds
3
Baths
2
SqFt
1,638
Acres
3.50
Year Built
1974
Matt Caiola

Matt Caiola

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2-Car Garage1 Fireplace

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

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

Property + 3 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,525

per 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.

Listed By

Wendy Eichman

(860) 671-0627

Raynard & Peirce Realty,LLC

(860) 453-4148

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.