53 Orchard Road
North Canaan, Connecticut 06018
- Beds
- 3
- Baths
- 2
- SqFt
- 1,937
- Acres
- 0.57
- Year Built
- 1955
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Welcome to this beautifully renovated and professionally decorated 3-bedroom, 2-full-bath ranch, offering the perfect combination of style, comfort, and easy one-level living! Thoughtfully updated throughout, this home features a spacious, flowing floor plan, abundant closet space, and tasteful finishes that create a warm and inviting atmosphere. The beautifully landscaped, level lot provides a wonderful setting for outdoor enjoyment, while the gorgeous rear stone patio is perfect for entertaining or simply relaxing. Recent improvements include new appliances, new windows, a new oil burner, updated electrical panel, totally renovated bathroom, and the addition of a third bedroom, adding valuable living space and functionality. The flexible layout also offers potential for an in-law arrangement, providing options for extended family or guests. Truly move-in ready, this exceptional home offers the charm of ranch-style living with the benefits of extensive modern updates.
Key Facts
- City/Town
- North Canaan
- Neighborhood
- N/A
- Property / Style
- Single Family · Ranch
- Year Built
- 1955
- Days on Market
- 3 days
- Beds
- 3
- Baths
- 2 full
- Living Area
- 1,937 sq ft
- Lot Size
- 0.57 acres
- Garage / Parking
- 1 garage
- Property Taxes
- $4,243 / Annually
Market Snapshot
The North Canaan Market
Single Family · trailing 12 months
Active Listings
10
2 under contract
Median List Price
$479,450
10 active listings
Median Closed Price
$349,000
25 sales
Median Days on Market
109
10 active listings
Median $ / Sq Ft
$236
10 active listings
Sale-to-List Ratio
98.0%
25 sales
How this home compares
List Price
$499,000
vs $479,450 median
In line with median
Price / Sq Ft
$258
vs $236 median
9.3% above median
Days on Market
3 days
vs 109 days median
106 days fresher than median
Based on 10 active and 25 closed sales (trailing 12 mo) of single family in North Canaan. Source: SmartMLS · As of October 23, 2026.
Location
53 Orchard Road, North Canaan, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 22, 2026per month
- Principal & Interest$2,742
- Property Taxes$354
- Insurance$166
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- North Canaan
- Neighborhood
- N/A
- County
- Litchfield
Residence
- Property Type
- Single Family
- Style
- Ranch
- Year Built
- 1955
- New Construction
- No/Resale
- Living Area
- 1,937 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Housatonic
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Window Unit
- Laundry
- Main Level
- Appliances
- Electric CooktopElectric RangeRefrigeratorDishwasherWasherElectric Dryer
- Basement
- None
Exterior & Lot
- Lot Size
- 0.57 acres
- Zoning
- 2
- Garage / Parking
- 1 garage spaceCovered Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Aluminum
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $4,243 / Annually
- Days on Market
- 3
- MLS #
- 24214550
- MLS Status
- Active
Similar Properties
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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 10/23/2026. 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 10/23/2026 at 9:05 PM UTC.