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38 Urban Street

New Canaan, Connecticut 06840

ACTIVE - NEW$880,000
Beds
3
Baths
1
SqFt
960
Acres
0.33
Year Built
1961
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

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1-Car Garage1 Fireplace

About This Home

Opportunity knocks in New Canaan! Set on .33 acres in a convenient location close to the heart of town, 38 Urban Street offers an exciting opportunity for a buyer with vision. This three-bedroom ranch is ready for its next chapter and will require significant updating, but the possibilities are well worth exploring. For a first-time buyer willing to roll up their sleeves, this could be a chance to enter the New Canaan market, renovate over time, and create a home of their own. For those with a bigger vision, consider partnering with a builder or architect to explore renovation, expansion or redevelopment possibilities, subject to town approvals. The existing home features one-level living, a full unfinished basement and basement garage, all on a .33-acre parcel. The location adds tremendous appeal, with New Canaan's vibrant village, restaurants, shops and Metro-North train station nearby. Bring your contractor, your imagination and your vision. 38 Urban Street is ready for someone to see the possibilities and make it their own.

Key Facts

City/Town
New Canaan
Neighborhood
N/A
Property / Style
Single Family · Ranch
Year Built
1961
Days on Market
0 days
Beds
3
Baths
1 full
Living Area
960 sq ft
Lot Size
0.33 acres
Garage / Parking
1 garage · 3 total
Property Taxes
$10,443 / Annually

Market Snapshot

The New Canaan Market

Single Family · trailing 12 months

Median Days on Market

28

43 active listings

Median $ / Sq Ft

$681

43 active listings

Sale-to-List Ratio

101.8%

217 sales

How this home compares

List Price

$880,000

vs $3.00M median

70.7% below median

Price / Sq Ft

$917

vs $681 median

34.7% above median

Days on Market

0 days

vs 28 days median

28 days fresher than median

Based on 43 active and 217 closed sales (trailing 12 mo) of single family in New Canaan. Source: SmartMLS · As of October 6, 2026.

Location

38 Urban Street, New Canaan, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$5,980

per month

  • Principal & Interest$4,817
  • Property Taxes$870
  • Insurance$293
  • 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
Ranch
Year Built
1961
New Construction
No/Resale
Living Area
960 sq ft

Schools

Elementary
East
High
New Canaan

Interior

Heating
BaseboardHot Water
Heat Fuel
Oil
Cooling
Attic FanCeiling FansWall Unit
Fireplaces
1
Laundry
Main Level
Laundry Location
Hookups in Basement & Main Floor
Appliances
Refrigerator
Basement
FullUnfinishedStorageGarage AccessInterior AccessConcrete FloorFull With Walk-Out
In-Law Apartment
No
Interior Features
Auto Garage Door OpenerCable - Pre-wired

Exterior & Lot

Lot Size
0.33 acres
Zoning
BRES
Garage / Parking
1 garage space3 total parking spacesUnder House GarageOff Street ParkingDrivewaySharedPavedGravel
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Flood Zone
No
Construction
Shingle
Roof
Asphalt Shingle
Foundation
Block
Exterior Features
SidewalkAwningsGuttersStone WallPatio
Lot Description
Lightly WoodedSloping LotCleared

Listing & Financials

Property Taxes
$10,443 / Annually
Days on Market
0
MLS #
24211841
MLS Status
Active

Similar Properties

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

Listed By

Christine Hussey

Chris Hussey Real Estate

(203) 966-2116

Co-Listed By

Laura Danforth

Chris Hussey Real Estate

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 10/6/2026. 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 10/6/2026 at 12:40 AM UTC.