16 Orchard Lane, New Canaan, Connecticut 06840

About this home

Custom construction meets effortless in-town living at 16 Orchard Lane, a 2019 HOBI Award winner for Best In-Town Custom Home. Built by acclaimed New Canaan builder RR Builders, the residence reflects a level of craftsmanship and consideration evident throughout, from the architectural detailing and carefully selected materials to the integrated systems and sophisticated mechanicals. A gracious entry introduces interiors defined by soaring ceilings, oversized windows and abundant natural light. Wide-plank white oak floors, custom cabinetry and substantial architectural detailing bring warmth and character, while generously scaled rooms and an easy, connected flow allow the home to feel both substantial and comfortable. At the heart of the home, the chef's kitchen features custom cabinetry, premium appliances and an oversized gathering island, opening naturally to the family room, dining area and rear porch. A generous pantry, functional back hall and extensive built-in storage bring organization and purpose to everyday living. Four finished levels provide exceptional flexibility. The primary suite features a dramatic vaulted ceiling and three exposures, complemented by a generous walk-in closet and bath with radiant heat, steam shower and soaking tub. The finished third floor offers additional airy, flexible space, while oversized windows bring unexpected natural light to the lower level, with recreation space and a dedicated gym.

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 $3,900,000, ranging $3,250,000 to $4,555,000.

Within a 15-minute walk, sold in the last year
• 30 Elm Place5 bd · 5 ba · 5,116 sq ft · 0.1 mi away
  $4,400,000$860/sq ft2026-05-19
• 119 Harrison Avenue5 bd · 6 ba · 7,041 sq ft · 0.2 mi away
  $3,900,000$553/sq ft2026-07-23
• 513 Main Street5 bd · 6 ba · 5,487 sq ft · 0.3 mi away
  $3,695,000$673/sq ft2025-10-15
• 322 Main Street4 bd · 5 ba · 4,643 sq ft · 0.3 mi away
  $3,250,000$699/sq ft2026-06-09
• 25 Gower Street5 bd · 8 ba · 6,322 sq ft · 0.4 mi away
  $4,555,000$720/sq ft2026-07-10

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.

• 2017-02-02$850,000Single Family

More homes in New Canaan

Closest in price to this one.

• 51 Briscoe Road5 bed · 7 bath · 8,243 sq ft$4,250,000
• 760 Valley Road6 bed · 8 bath · 7,450 sq ft$4,200,000
• 125 West Road6 bed · 7 bath · 6,246 sq ft$4,595,000
• 1421 Oenoke Ridge7 bed · 10 bath · 10,258 sq ft$4,595,000
• 85 Harrison Avenue6 bed · 8 bath · 8,070 sq ft$4,675,000
• 537 Oenoke Ridge5 bed · 7 bath · 6,823 sq ft$4,700,000

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