277 Ashley Falls Road
North Canaan, Connecticut 06018
Reduced from $399,000
- Beds
- 2
- Baths
- 2
- SqFt
- 2,127
- Acres
- 1.47
- Year Built
- 2001
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
A remarkable opportunity to combine residencial on the second floor with commercial on the main floor in an excellent location with plenty of private parking. The kitchen is set up for the discerning chef , a large dining room, a bedroom/office and living room with a propane fireplace completes the first floor. The gorgeous hardwood floors throughout the house have just been finished and the house is in pristine shape for the next owner. Finally, there is central air on the second floor to complete the full package!
Key Facts
- City/Town
- North Canaan
- Neighborhood
- N/A
- Property / Style
- Single Family · Cape Cod
- Year Built
- 2001
- Days on Market
- 1037 days
- Beds
- 2
- Baths
- 2 full
- Living Area
- 2,127 sq ft
- Lot Size
- 1.47 acres
- Garage / Parking
- 10 total
- Property Taxes
- $6,580 / Annually
Market Snapshot
The North Canaan Market
Single Family · trailing 12 months
Active Listings
9
4 under contract
Median List Price
$535,000
9 active listings
Median Closed Price
$365,000
29 sales
Median Days on Market
62
9 active listings
Median $ / Sq Ft
$227
9 active listings
Sale-to-List Ratio
97.4%
29 sales
How this home compares
List Price
$349,900
vs $535,000 median
34.6% below median
Price / Sq Ft
$165
vs $227 median
27.3% below median
Days on Market
1037 days
vs 62 days median
975 days longer than median
Based on 9 active and 29 closed sales (trailing 12 mo) of single family in North Canaan. Source: SmartMLS · As of July 28, 2026.
Location
277 Ashley Falls Road, North Canaan, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$1,784
- Property Taxes$548
- Insurance$117
- 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
- Cape Cod
- Year Built
- 2001
- New Construction
- No/Resale
- Living Area
- 2,127 sq ft
Schools
- Elementary
- NCES
- High
- Housatonic
Interior
- Heating
- Baseboard
- Heat Fuel
- Propane
- Cooling
- Central Air
- Fireplaces
- 1
- Appliances
- Cook TopRefrigerator
- Basement
- Crawl Space
- Accessibility
- Ramps
Exterior & Lot
- Lot Size
- 1.47 acres
- Zoning
- 4
- Garage / Parking
- 10 total parking spacesOff Street ParkingPrivate
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Block
- Lot Description
- Open LotSome Wetlands
HOA / Association
- Amenities
- None
Listing & Financials
- Property Taxes
- $6,580 / Annually
- Days on Market
- 1037
- MLS #
- 170599770
- 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 7/28/2026. 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 7/28/2026 at 7:45 AM UTC.