1421 Oenoke Ridge, New Canaan, Connecticut 06840

About this home

Beyond a private gated entrance and sweeping circular drive lies a 2.5-acre sanctuary that redefines New Canaan luxury. Originally envisioned by Douglas Carter Architects and recently reimagined by its designer-owner, this estate seamlessly merges architectural pedigree with contemporary soul. The residence spans four finished levels, where soaring ceilings and walls of glass invite the lush landscape inside. At the heart of the home, a newly updated gourmet kitchen serves as a culinary showpiece. The primary suite is a true retreat, offering a private balcony, fireplace, and the rare luxury of dual bathrooms. Each of the six bedrooms in the main house features an ensuite bath, ensuring absolute privacy for family and guests alike. The amenities rival the world's finest resorts: a walk-out lower level equipped with a theater and wine room, and a 30x50 lagoon-style pool. The 2020-built pool house (700+ sq. ft.) provides a full guest experience with its own kitchen, bath, and flexible sleeping quarters-all just five minutes from the boutiques and bistros of New Canaan's vibrant village center.

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 $4,500,000, ranging $3,051,000 to $4,700,000.

Within a 15-minute walk, sold in the last year
• 81 Lukes Wood Road6 bd · 7 ba · 8,505 sq ft · 0.3 mi away
  $4,700,000$552/sq ft2026-08-27
• 39 Louises Lane5 bd · 7 ba · 10,420 sq ft · 0.5 mi away
  $3,825,000$367/sq ft2025-11-03
• 1071 Oenoke Ridge5 bd · 8 ba · 7,767 sq ft · 0.6 mi away
  $4,500,000$579/sq ft2025-08-25
Within about a mile and a half, sold in the last 2 years
• 223 Michigan Road5 bd · 8 ba · 7,668 sq ft · 0.6 mi away
  $3,051,000$397/sq ft2025-03-12
• 340 Turtle Back Road6 bd · 7 ba · 7,361 sq ft · 0.8 mi away
  $4,510,000$612/sq ft2025-10-01

Listing & sale history

Every time this exact home has come to market in the MLS data this site tracks. Where a sale closed, the recorded sale price is shown; "asking" marks a price the home was listed at rather than what it sold for.

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.

• 146 Lambert Road5 bed · 8 bath · 7,443 sq ft$4,695,000
• 537 Oenoke Ridge5 bed · 7 bath · 6,823 sq ft$4,700,000
• 30 Oenoke Lane5 bed · 6 bath · 7,259 sq ft$4,925,000
• 760 Valley Road6 bed · 8 bath · 7,450 sq ft$4,200,000
• 148 Douglas Road6 bed · 6 bath · 7,201 sq ft$4,195,000
• 565 Oenoke Ridge4 bed · 5 bath · 4,927 sq ft$4,000,000

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