321 Oenoke Ridge, New Canaan, Connecticut 06840

About this home

An elegant Regency-style residence with dramatic architectural presence is positioned in a premier location just moments from the village. Inside, ten-foot ceilings and Palladian windows flood the home with natural light. From the barrel-vaulted living room-a true Grand Salon-to the striking onyx-floored dining room, the interior spaces flow effortlessly to an expansive terrace, creating an unforgettable setting for both grand entertaining and quiet family relaxation. Offering a rare opportunity for luxurious, SINGLE-LEVEL living, the home seamlessly pairs grand scale with absolute privacy. The thoughtfully designed floor plan features a chef's kitchen, a sun-drenched breakfast room, a recreation/playroom, three en-suite bedrooms, and an elegant powder room. Outside, 1.25 acres of sweeping private lawns surround an impressively sized swimming pool, offering a private oasis. This exceptional residence is located in New Canaan, widely considered the most beautifully preserved New England town within one hour of New York City. Renowned for its unique design, the town's vibrant boutiques, fine dining, outstanding schools, and services are clustered in one charming, walkable center, with the residential community radiating outward in quiet, leafy tranquility.

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 $2,413,250, ranging $2,005,000 to $3,045,000.

Within a 15-minute walk, sold in the last year
• 204 Parade Hill Road4 bd · 5 ba · 3,260 sq ft · 0.1 mi away
  $2,450,000$751/sq ft2026-04-23
• 58 Lambert Road1 bd · 3 ba · 2,631 sq ft · 0.2 mi away
  $3,045,000$1,157/sq ft2026-04-17
• 94 Glen Drive4 bd · 4 ba · 3,086 sq ft · 0.2 mi away
  $2,305,000$746/sq ft2026-03-30
• 3 Holmewood Lane4 bd · 5 ba · 3,742 sq ft · 0.3 mi away
  $2,413,250$644/sq ft2026-06-26
• 63 Garibaldi Lane5 bd · 3 ba · 3,744 sq ft · 0.5 mi away
  $2,005,000$535/sq ft2026-08-28

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.

• 56 Long Lots Road5 bed · 7 bath · 7,462 sq ft$3,195,000
• 284 Park Street5 bed · 5 bath · 3,715 sq ft$3,450,000
• 700 North Wilton Road3 bed · 5 bath · 4,407 sq ft$3,495,000
• 192 Cross Ridge Road3 bed · 3 bath · 3,096 sq ft$3,000,000
• 716 Cheese Spring Road5 bed · 6 bath · 5,135 sq ft$3,600,000
• 2141 Ponus Ridge5 bed · 4 bath · 5,825 sq ft$2,999,999

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