38 Urban Street
New Canaan, Connecticut 06840
- Beds
- 3
- Baths
- 1
- SqFt
- 960
- Acres
- 0.33
- Year Built
- 1961
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
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
Active Listings
43
21 under contract
Median List Price
$3.00M
43 active listings
Median Closed Price
$2.76M
217 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 1, 2026per 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.
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.