19 Urban Street
New Canaan, Connecticut 06840
- Beds
- 2
- Baths
- 1
- SqFt
- 2,534
- Acres
- 0.21
- Year Built
- 1941
- Property Type
- Single Family

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About This Home
Move in to New Canaan and enjoy the benefit of this wonderful town and schools. Live in one unit and also own an exceptional investment opportunity in the heart of New Canaan. This fully leased, income-producing property offers immediate cash flow and long-term value in one of Fairfield County's most desirable communities. Generating an additional $6000 per month in rental income from the other leased rental units and garages, this property is an affordable and savvy alternative to higher priced homes and provides access to all the town has to offer. This rare offering includes a total of 3 units and 6 garages-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 #1 top-rated schools, picturesque New England character, and exceptional quality of life, New Canaan remains one of Connecticut's most sought-after residential destinations.
Key Facts
- City/Town
- New Canaan
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1941
- Days on Market
- 0 days
- Beds
- 2
- Baths
- 1 full
- Living Area
- 2,534 sq ft
- Lot Size
- 0.21 acres
- Garage / Parking
- 6 garage
- Property Taxes
- $12,410 / Annually
Market Snapshot
The New Canaan Market
Single Family · trailing 12 months
Active Listings
43
20 under contract
Median List Price
$3.00M
43 active listings
Median Closed Price
$2.80M
218 sales
Median Days on Market
36
43 active listings
Median $ / Sq Ft
$681
43 active listings
Sale-to-List Ratio
101.5%
218 sales
How this home compares
List Price
$1.79M
vs $3.00M median
40.1% below median
Price / Sq Ft
$708
vs $681 median
In line with median
Days on Market
0 days
vs 36 days median
36 days fresher than median
Based on 43 active and 218 closed sales (trailing 12 mo) of single family in New Canaan. Source: SmartMLS · As of September 24, 2026.
Location
19 Urban Street, New Canaan, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 24, 2026per month
- Principal & Interest$9,583
- Property Taxes$1,034
- 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
- Single Family
- Style
- Colonial
- 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 Location
- Various
- Appliances
- Gas RangeRefrigeratorDishwasherWasherDryer
- Basement
- FullGarage AccessWalk-out
- In-Law Apartment
- Possible
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
- $12,410 / Annually
- Days on Market
- 0
- MLS #
- 24209537
- 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 9/24/2026. 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 9/24/2026 at 7:11 PM UTC.