19 Urban Street
New Canaan, Connecticut 06840
Reduced from $1,950,000
- Beds
- 5
- Baths
- 3
- SqFt
- 2,534
- Acres
- 0.21
- Year Built
- 1941
- Property Type
- 3 Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
JUST REDUCED-AMAZING PRICE. Exceptional investment opportunity in the heart of New Canaan. This fully leased, income-producing 3-family property offers immediate cash flow and long-term value in one of Fairfield County's most desirable communities. Generating $8,450 per month in rental income, the property is meticulously maintained and features 3 well appointed residences, each with in-unit laundry, garage and functional layouts that attract quality tenants. A rare offering, the property incls 6 garage spaces-4 attached to the main residence plus a detached 2-car garage with loft storage-providing additional rental potential, storage, or future flexibility. The charming grounds feature a delightful garden setting, creating an appealing environment for residents. Ideally located within walking distance to New Canaan's vibrant downtown, residents enjoy easy access to fine dining, boutique shopping, parks, cultural attractions, and the Metro-North train with direct service to Grand Central Terminal. Consistently recognized for its top-rated schools, picturesque New England character, and exceptional quality of life, New Canaan remains one of Connecticut's most sought-after residential destinations. Whether expanding an investment portfolio or seeking a multi-generational living opportunity with strong income potential, this turnkey property presents a rare chance to own a premier multi-family asset in an exceptional location. This is a rare opportunity for a savvy purchaser.
Key Facts
- City/Town
- New Canaan
- Neighborhood
- N/A
- Property / Style
- Multi-Family · Units are Side-by-Side
- Year Built
- 1941
- Days on Market
- 57 days
- Beds
- 5
- Baths
- 3 full
- Living Area
- 2,534 sq ft
- Lot Size
- 0.21 acres
- Garage / Parking
- 6 garage
- Property Taxes
- $12,208 / Annually
Market Snapshot
The New Canaan Market
Multi-Family · trailing 12 months
Active Listings
3
1 under contract
Median List Price
$1.50M
3 active listings
Median Closed Price
$1.26M
4 sales
Median Days on Market
57
3 active listings
Median $ / Sq Ft
$708
3 active listings
Sale-to-List Ratio
95.7%
4 sales
How this home compares
List Price
$1.79M
vs $1.50M median
19.7% above median
Price / Sq Ft
$708
vs $708 median
In line with median
Days on Market
57 days
vs 57 days median
In line with median
Based on 3 active and 4 closed sales (trailing 12 mo) of multi-family in New Canaan. Source: SmartMLS · As of July 28, 2026.
Location
19 Urban Street, New Canaan, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$9,152
- Property Taxes$1,017
- Insurance$598
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- New Canaan
- Neighborhood
- N/A
- County
- Fairfield
Residence
- Property Type
- Multi-Family
- Subtype
- 3 Family
- Style
- Units are Side-by-Side
- Year Built
- 1941
- New Construction
- No/Resale
- Living Area
- 2,534 sq ft
Schools
- Elementary
- East
- High
- New Canaan
Interior
- Heating
- Hot Water
- Heat Fuel
- OilPropane
- Cooling
- Split SystemWindow Unit
- Fireplaces
- 1
- Laundry
- Washer/Dryer All Units
- Laundry Location
- W/D in each unit
- Basement
- FullGarage AccessWalk-out
Exterior & Lot
- Lot Size
- 0.21 acres
- Zoning
- BRES
- Garage / Parking
- 6 garage spacesAttached GarageDetached GarageUnder House Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Construction
- Stucco
- Color
- White
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- BalconyGarden Area
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $12,208 / Annually
- Days on Market
- 57
- MLS #
- 24179698
- MLS Status
- Active
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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 7:01 AM UTC.