40 Shadow Lane, New Canaan, Connecticut 06840

About this home

Beautifully renovated and reimagined, this home appears as if it were lifted directly from a designer's showhouse. Perfectly situated in a prime neighborhood, the residence offers the ideal balance of privacy and convenience, located just minutes from town, schools, and the train. Nestled at the end of a private cul-de-sac on over two acres of park-like property, this 5 bedroom 3 full 2 half bath, Colonial home spans more than 4,000 square feet. The sun-drenched interior is designed for effortless entertaining, featuring an expansive layout with vaulted ceilings and an abundance of windows that flood every room with incredible natural light. The sparkling, renovated chef's kitchen is equipped with premium Wolf and Sub-Zero appliances and includes a charming breakfast room with a bay window. The main level flows seamlessly from the formal living room-complete with a fireplace and vaulted ceiling-to the formal dining room. The inviting family room also features a fireplace and oversized windows, while the sunroom provides a serene retreat overlooking the lush backyard and an expansive outdoor deck. The entire second floor has been reconfigured to create a luxurious owner suite including marble bath soaking tub and walk in closets. Functional luxury abounds in the mudroom, which offers custom built-in cubbies, ample closet space, heated floors, and a convenient half bath. This one is special.

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

Schools

Taxes

Interior

Building & Exterior

Lot & Land

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 $2,170,000, ranging $1,600,000 to $2,805,000.

Within a 15-minute walk, sold in the last year
• 176 Carter Street6 bd · 6 ba · 4,158 sq ft · 0.3 mi away
  $2,805,000$674/sq ft2026-06-22
• 392 Hoyt Farm Road5 bd · 4 ba · 3,380 sq ft · 0.5 mi away
  $2,797,000$827/sq ft2025-08-28
• 59 Snowberry Lane5 bd · 5 ba · 3,480 sq ft · 0.5 mi away
  $1,600,000$459/sq ft2025-12-04
• 70 Fitch Lane4 bd · 3 ba · 3,370 sq ft · 0.6 mi away
  $2,100,000$623/sq ft2025-08-25
• 95 Heather Drive4 bd · 5 ba · 5,514 sq ft · 0.6 mi away
  $2,170,000$393/sq ft2025-10-29

More homes in New Canaan

Closest in price to this one.

• 559 Cheese Spring Road5 bed · 5 bath · 4,348 sq ft$2,395,000
• 599 North Wilton Road5 bed · 6 bath · 4,384 sq ft$2,395,000
• 171 Proprietors Crossing5 bed · 4 bath · 5,532 sq ft$2,495,000
• 178 Pocconock Trail5 bed · 4 bath · 4,543 sq ft$2,295,000
• 235 Hawks Hill Road5 bed · 6 bath · 5,458 sq ft$2,495,000
• 48 Brookwood Lane3 bed · 2 bath · 1,483 sq ft$2,495,000

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