121 Railroad Street
North Canaan, Connecticut 06018
- Beds
- 4
- Baths
- 3
- SqFt
- 2,008
- Acres
- 0.84
- Year Built
- 1877
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
- Single Family · Antique
- Year Built
- 1877
- Days on Market
- 19 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
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
$335,000
vs $535,000 median
37.4% below median
Price / Sq Ft
$167
vs $227 median
26.4% below median
Days on Market
19 days
vs 62 days median
43 days fresher 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
121 Railroad Street, North Canaan, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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
- Single Family
- Style
- Antique
- 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
- Appliances
- Oven/RangeRefrigerator
- 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
- 19
- MLS #
- 24188055
- MLS Status
- Under Contract - Continue to Show
Similar Properties
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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 4:25 AM UTC.