Skip to main content

19 Urban Street

New Canaan, Connecticut 06840

ACTIVE$1,795,000

Reduced from $1,950,000

Beds
5
Baths
3
SqFt
2,534
Acres
0.21
Year Built
1941
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

Call Matt
6-Car Garage1 FireplacePrice Reduced

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

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

Property + 3 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$10,767

per 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

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 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.