New Canaan, CT / SOLD

544 Oenoke RidgeNew Canaan, CT 06840

The buyer could have saved at least$150,375 in brokerage fees*

When you buy with Cress, we give you back a portion of the brokerage commission we receive. For purchases of $5 million and above, we rebate 60% or more of the buyer-agent commission we receive. Contact Cress for your tailored rebate. At this closed price, the base estimate is $150,375.

See how the commission rebate works ↗

*Base estimate assumes a 2.5% buyer-agent commission and a 60% rebate. Any rebate above 60% for a $5M+ purchase is determined with Cress. Actual savings depend on final purchase price and commission received. Based on the recorded closed price; this is a hypothetical estimate, not a statement of actual commission or rebate paid.

(212) 203-5251 george@cress.coContact form →

Sale Price$10,025,000ClosedNovember 5, 2025

Our Take

544 Oenoke Ridge is Orchard’s End, a 1929 New Canaan property designed by New York architect William B. Tubby. The home includes 12 bedrooms, 12 full baths and four half baths, set on 6.26 acres. A three-year renovation began in 2014 under architect Dinyar Wadia, alongside a previously completed addition. The property also includes a four-bedroom guest house, wellness center, pool with spa, terraces, and a main-residence addition with a kitchen, great room, outdoor courtyard and study.

544 Oenoke Ridge — exterior photo
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Estimated buyer rebate

The buyer could have saved at least$150,375 on brokerage fees*

When you buy with Cress, we give you back a portion of the brokerage commission we receive. For purchases of $5 million and above, we rebate 60% or more of the buyer-agent commission we receive. Contact Cress for your tailored rebate. At this closed price, the base estimate is $150,375.

See how the commission rebate works ↗

*Base estimate assumes a 2.5% buyer-agent commission and a 60% rebate. Any rebate above 60% for a $5M+ purchase is determined with Cress. Actual savings depend on final purchase price and commission received. Based on the recorded closed price; this is a hypothetical estimate, not a statement of actual commission or rebate paid.

(212) 203-5251 george@cress.coContact form →

At a glance

Closed · MLS #24084025
Bedrooms
12
BathroomsBaths
12 full / 4 half
Square feet
18,000
Year built
1929
Acres
6.26
Property taxes
$102,238

July 2025-June 2026

What stands out

  • 1929 home designed by William B. Tubby
  • Three-year renovation beginning in 2014
  • Four-bedroom guest house
  • Custom-designed wellness center
  • Pool with spa and new terraces
  • Main-residence addition with kitchen and great room
  • Outdoor courtyard and study in the addition
  • Furnished option available
Read the full listing description

A rare opportunity to own a legacy estate that would command over $50 million to recreate in today's market. Orchard's End, built in 1929 designed by New York architect William B. Tubby, his outstanding designs include Waveny House in New Canaan, Dunnellen Hall in Greenwich and the William H. Childs House in Brooklyn. Beginning in 2014, the current owners retained world renowned architect Dinyar Wadia to embark on a 3-year 6 million dollar renovation perfecting the already expansive 10,000 square foot addition completed by the previous owners. Not only was the main residence improved and expanded upon a brand new 2,000 square foot 4-bedroom guest house, along with a custom designed 5,000 square foot wellness center, a custom pool with spa and new terraces transformed Orchard's End Estate into a true masterpiece. The main residence's addition includes a new kitchen, great room, outdoor courtyard, and study. Providing the inspiration for the great room was Castle Duart, located on the Isle of Mull and featured in the 1999 movie Entrapment in which Sean Connery and Catherina Zeta-Jones, playing art thieves, practice their moves for a high-tech heist. FURNISHED option available for separate pricing.

Schools

Elementary
West
Middle
Saxe Middle
High
New Canaan

Schools as reported by SmartMLS. Confirm attendance assignments with the district.

Price history

DateEventPrice
Closed price$10,025,000
Original list price$13,900,000

Intermediate price changes and previous listings may not be included.

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Nearby sold homes

View sold homes in New Canaan →
Closest recorded sales
549 Oenoke RidgeSold 06/25/24 $5,500,0006 beds · 7.5 ba · 9,225 sqft · Sold549 Oenoke Ridge, New Canaan, CT 06840William Raveis Real Estate 492 Oenoke RidgeSold 11/15/21 $2,075,0004 beds · 2.5 ba · 3,027 sqft · Sold492 Oenoke Ridge, New Canaan, CT 06840William Pitt Sotheby's Int'l 64 Hemlock Hill RoadSold 07/09/23 $3,100,0005 beds · 6 ba · 7,976 sqft · Sold64 Hemlock Hill Road, New Canaan, CT 06840William Pitt Sotheby's Int'l 559 Oenoke RidgeSold 11/11/21 $3,475,0006 beds · 7.5 ba · 7,226 sqft · Sold559 Oenoke Ridge, New Canaan, CT 06840William Pitt Sotheby's Int'l 478 Oenoke RidgeSold 11/18/21 $4,800,0005 beds · 3.5 ba · 5,612 sqft · Sold478 Oenoke Ridge, New Canaan, CT 06840William Pitt Sotheby's Int'l

*Base estimate: $10,025,000 closed price × assumed 2.5% buyer-agent commission × 60% rebate = $150,375. For the $5M+ tier, we offer a 60% rebate or more; contact Cress to determine any additional rebate. Actual savings depend on the final purchase price and commission Cress receives. The assumed commission is not a representation of this listing's offered or actual compensation. This is a hypothetical estimate, not a rebate paid on this sale.

Listed by Serhant Connecticut, LLC · (203) 489-7800

Danielle Malloy · (203) 921-9987

SmartMLS · Listing #24084025 · Closed

Listing information is deemed reliable but not guaranteed. Cress commentary is separate from the MLS listing description. Contact Cress about a correction.

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