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45 High Street

North Canaan, Connecticut 06018

ACTIVE - NEW$365,000
Beds
5
Baths
3
SqFt
2,960
Acres
0.39
Year Built
1900
Matt Caiola

Matt Caiola

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2-Car Garage1 Fireplace

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

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

Property + 1 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,526

per 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

Similar Properties

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Listed By

Wendy Eichman

(860) 671-0627

Raynard & Peirce Realty,LLC

(860) 453-4148

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.