38 Urban Street, New Canaan, Connecticut 06840

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.

Flood risk: check the FEMA flood map for this address.

Schools

Taxes

Interior

Building & Exterior

Lot & Land

Energy

What it would cost per month

An estimate you can adjust — not a quote, and not an offer of credit. Principal and interest only, plus the taxes and HOA already on this listing. Insurance, PMI and closing costs are not included. Rate seeded at 6.5% (August 2026); change it to whatever your lender quotes.

What's nearby

Distances are straight-line from the property, not driving or walking routes. Places data © OpenStreetMap contributors.

Recent comparable sales

The 5 closest recent sales to this home, nearest match first — same building where possible, then the surrounding streets, widening only when there is nothing closer. These are recorded sale prices from the MLS, not estimates. No automated valuation is shown, because what a home is worth depends on condition, layout and timing that a formula cannot see — call John at 203·883·3399 to read them properly against this home.

5 comparable sales — median $775,000, ranging $690,000 to $1,210,000.

Within about a mile and a half, sold in the last 2 years
• 35 East Hills Drive Unit 353 bd · 2 ba · 1,056 sq ft · 0.2 mi away
  $690,000$653/sq ft2024-12-20
• 11 Strawberry Hill Road3 bd · 1 ba · 972 sq ft · 0.5 mi away
  $750,000$771/sq ft2025-05-22
Same town, sold in the last 3 years
• 905 New Norwalk Road3 bd · 1 ba · 1,248 sq ft · 1.6 mi away
  $775,000$620/sq ft2024-12-12
• 133 Jelliff Mill Road3 bd · 1 ba · 1,204 sq ft · 2.4 mi away
  $805,000$668/sq ft2024-12-13
• 12 Shady Knoll Lane3 bd · 2 ba · 1,232 sq ft · 2.5 mi away
  $1,210,000$982/sq ft2025-08-25

Public record

From the New Canaan assessor's public property record. These figures describe the property as the town has it on file and can differ from the listing — a finished basement or an addition may not be reflected in the assessor's living area.

More homes in New Canaan

Closest in price to this one.

• 158 Spring Water Lane2 bed · 1 bath · 1,278 sq ft$950,000
• 19 S Down River Road3 bed · 2 bath · 1,440 sq ft$999,000
• 40 Ogden Road3 bed · 1 bath · 1,450 sq ft$1,049,000
• 145 Weed Street4 bed · 3 bath · 2,300 sq ft$1,150,000
• 20 Lincoln Drive4 bed · 2 bath · 2,156 sq ft$1,249,000
• 68 Old Stamford Road5 bed · 3 bath · 2,788 sq ft$1,495,000

← Back to all Stamford listings