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121 Railroad Street

North Canaan, Connecticut 06018

PENDING$335,000
Beds
4
Baths
3
SqFt
2,008
Acres
0.84
Year Built
1877
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

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About This Home

Excellent income-producing opportunity in the heart of North Canaan! This well-maintained three-unit multifamily property is connected to town water and town sewer, has separate utilities for each unit, and offers an ideal addition to any investment portfolio or an excellent owner-occupied opportunity. The property features two one-bedroom, one-bathroom apartments on the main level, providing strong rental appeal with easy, single-level living. The upper unit occupies the second and third floors and includes two bedrooms, one full bathroom, a large second-story deck overlooking the town, and a finished third floor with two additional rooms that add exceptional flexibility and value. Beautifully updated while preserving its historic character, the property offers the charm tenants appreciate with the modern conveniences they expect. Its prime in-town location places shopping, dining, schools, parks, and other everyday amenities just minutes away, contributing to consistent rental demand. Whether you're expanding your portfolio, seeking a turnkey investment, or looking to live in one unit while generating rental income from the others, this versatile multifamily property presents outstanding long-term potential.

Key Facts

City/Town
North Canaan
Neighborhood
N/A
Property / Style
Multi-Family · Units on different Floors
Year Built
1877
Days on Market
18 days
Beds
4
Baths
3 full
Living Area
2,008 sq ft
Lot Size
0.84 acres
Property Taxes
$4,045 / Annually

Market Snapshot

The North Canaan Market

Multi-Family · trailing 12 months

Median Days on Market

62

1 active listing

Median $ / Sq Ft

$139

1 active listing

Sale-to-List Ratio

--

0 sales

How this home compares

List Price

$335,000

vs $279,000 median

20.1% above median

Price / Sq Ft

$167

vs $139 median

20.1% above median

Days on Market

18 days

vs 62 days median

44 days fresher than median

Based on 1 active and 0 closed sales (trailing 12 mo) of multi-family in North Canaan. Source: SmartMLS · As of July 28, 2026.

Location

121 Railroad Street, North Canaan, Connecticut

Property + 1 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,157

per month

  • Principal & Interest$1,708
  • Property Taxes$337
  • Insurance$112
  • 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
Units on different Floors
Year Built
1877
New Construction
No/Resale
Living Area
2,008 sq ft

Schools

Elementary
North Canaan
High
Housatonic

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
None
Basement
FullUnfinished

Exterior & Lot

Lot Size
0.84 acres
Zoning
3
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
Stucco
Roof
Asphalt Shingle
Foundation
Concrete
Lot Description
Level Lot

Listing & Financials

Property Taxes
$4,045 / Annually
Days on Market
18
MLS #
24190537
MLS Status
Under Contract - Continue to Show

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Holly Leibrock

(860) 248-0117

Elyse Harney Real Estate

(860) 435-0120

Co-Listed By

Liza Reiss

Elyse Harney Real Estate

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 6:55 AM UTC.