45 High Street
North Canaan, Connecticut 06018
- Beds
- 5
- Baths
- 3
- SqFt
- 2,960
- Acres
- 0.39
- Year Built
- 1900
- Property Type
- 3 Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Great Investment Opportunity! Three-family property featuring a two-car garage and plenty of off-street parking. Updated in 2019, including three separate propane heating systems. Two apartments are currently rented, while the third is vacant and ready for owner occupancy or an additional tenant. Town water and sewer. Each apartment has designated storage: Apartments A and C each have a one-car garage bay, while Apartment B has a secure, locked basement storage room. A great opportunity for investors or owner-occupants looking to offset their mortgage with rental income!
Key Facts
- City/Town
- North Canaan
- Neighborhood
- N/A
- Property / Style
- Multi-Family · Other
- Year Built
- 1900
- Days on Market
- 0 days
- Beds
- 5
- Baths
- 3 full
- Living Area
- 2,960 sq ft
- Lot Size
- 0.39 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $5,107 / Annually
Market Snapshot
The North Canaan Market
Multi-Family · trailing 12 months
Active Listings
2
1 under contract
Median List Price
$322,000
2 active listings
Median Closed Price
$337,000
2 sales
Median Days on Market
84
2 active listings
Median $ / Sq Ft
$131
2 active listings
Sale-to-List Ratio
98.6%
2 sales
How this home compares
List Price
$365,000
vs $322,000 median
13.4% above median
Price / Sq Ft
$123
vs $131 median
6.1% below median
Days on Market
0 days
vs 84 days median
84 days fresher than median
Based on 2 active and 2 closed sales (trailing 12 mo) of multi-family in North Canaan. Source: SmartMLS · As of November 11, 2026.
Location
45 High Street, North Canaan, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Nov 5, 2026per month
- Principal & Interest$1,978
- Property Taxes$426
- Insurance$122
- 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
- Multi-Family
- Subtype
- 3 Family
- Style
- Other
- Year Built
- 1900
- New Construction
- No/Resale
- Living Area
- 2,960 sq ft
Schools
- Elementary
- NCES
- High
- Housatonic
Interior
- Heating
- Hot Water
- Heat Fuel
- Propane
- Cooling
- None
- Fireplaces
- 1
- Basement
- Crawl SpacePartialGarage AccessDirt FloorWalk-outConcrete FloorPartial With Walk-Out
Exterior & Lot
- Lot Size
- 0.39 acres
- Zoning
- 2
- Garage / Parking
- 2 garage spacesUnder House Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- ConcreteStone
- Exterior Features
- Deck
- Lot Description
- Sloping Lot
Listing & Financials
- Property Taxes
- $5,107 / Annually
- Days on Market
- 0
- MLS #
- 24220400
- MLS Status
- Active
- Financing
- FHA,VA
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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 11/11/2026. 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 11/11/2026 at 6:16 PM UTC.