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19 Urban Street

New Canaan, Connecticut 06840

ACTIVE - NEW$1,795,000
Beds
2
Baths
1
SqFt
2,534
Acres
0.21
Year Built
1941
Matt Caiola

Matt Caiola

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6-Car Garage1 Fireplace

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$11,215

per 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

Similar Properties

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

Listed By

Denise Gannalo

(203) 981-7927

William Raveis Real Estate

(203) 966-3555

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.