38 Gerrish Lane, New Canaan, Connecticut 06840

About this home

Set on 1.5 beautifully landscaped acres along coveted Gerrish Lane, this 1948 Colonial compound pairs timeless architecture with thoughtful updates and an effortless connection between indoors and out. Mature plantings and distinctive gardens surround the residence, creating a rare sense of privacy and tranquility just minutes from town. Generous living spaces and refined details define the home throughout. The first floor offers a gracious and versatile layout, with an open family room and kitchen at the heart of the home. French doors connect the family room and living room to the surrounding grounds, creating an easy flow between indoor and outdoor living. A formal dining room provides an elegant setting for entertaining, while a step down library offers a more intimate retreat. A first floor bedroom with full bath can serve as an alternate primary suite or home office. The primary suite is a true retreat, featuring separate baths, walk-in closets, and a balcony overlooking the lawn and gardens. Above the garage, a studio with full bath and kitchenette offers flexibility as an au pair suite, playroom, office, or guest quarters. A separate 1,146 square foot cottage includes a living room, bedroom, full kitchen, and 1.5 baths, ideal for guests, extended family, or a private workspace. A charming storage shed completes the property. 38 Gerrish Lane offers a rare balance of pastoral serenity and modern day ease in one of New Canaan's

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 $4,650,000, ranging $3,400,000 to $6,250,000.

Within a 15-minute walk, sold in the last year
• 40 Oenoke Ridge7 bd · 8 ba · 6,057 sq ft · 0.2 mi away
  $6,000,000$990/sq ft2025-10-03
• 71 Saint Johns Place5 bd · 6 ba · 5,688 sq ft · 0.3 mi away
  $4,650,000$817/sq ft2026-06-02
• 211 Oenoke Ridge5 bd · 7 ba · 6,588 sq ft · 0.3 mi away
  $6,250,000$948/sq ft2026-08-10
• 56 Kimberly Place6 bd · 5 ba · 4,665 sq ft · 0.3 mi away
  $3,675,012$787/sq ft2026-03-25
• 42 Kimberly Place5 bd · 5 ba · 4,196 sq ft · 0.4 mi away
  $3,400,000$810/sq ft2026-08-10

Recorded sales

Deed transfers on file with the New Canaan land records, newest first. These are recordings rather than MLS sales, so they include transfers that were never listed. Nominal and $0 transfers (estate, trust and family conveyances) are excluded.

• 2011-09-14$2,820,000Single Family

More homes in New Canaan

Closest in price to this one.

• 25 Hillcrest Road6 bed · 7 bath · 7,900 sq ft$3,995,000
• 248 Turtle Back Road5 bed · 6 bath · 5,291 sq ft$4,000,000
• 565 Oenoke Ridge4 bed · 5 bath · 4,927 sq ft$4,000,000
• 760 Valley Road6 bed · 8 bath · 7,450 sq ft$4,200,000
• 51 Briscoe Road5 bed · 7 bath · 8,243 sq ft$4,250,000
• 700 North Wilton Road3 bed · 5 bath · 4,407 sq ft$3,495,000

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