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Live Like a Kentucky Derby Jockey

Millions will watch the 145th running of the Kentucky Derby tomorrow, when 20 thoroughbreds run 1 1/4 miles with $3 million on the line.

We’re counting down to race time and getting in the Derby spirit by looking at a few exceptional equestrian homes. Join us as we take a tour of these incredible properties.


306 Hardscrabble Road North Salem, NY

Listed with Joanna Rizoulis & Amy Smith-Sroka


This breathtaking estate includes a historic, beautifully updated and seamlessly expanded Greek Revival home.


The income-producing equestrian facility includes 2 stables, stalls for 25 horses and a pristine heated and lighted indoor ring with viewing area.



Berkshire Masterpiece in Egremont, MA

Listed with Martha Piper & George Cain


Set apart by its scope, beauty and privacy, this extraordinary property stretches across 350± acres of idyllic countryside in the famed Berkshire Hills, presiding over a mountaintop realm in the midst of vast rolling woodlands and open meadows.


The perfect setting for its various residences and comprehensive equestrian facilities.



384 West lane Ridgefield, CT

Listed with Joanna Rizoulis, Nick Davis & Amy Smith-Sroka


“Orchard Hill Farm” has a look and feel that’s reflective of yesteryear, but with modern conveniences. The residence includes 6 bedrooms and 5 baths among 7,500 square feet.


The 13 acre equestrian paradise features a meticulously updated 1937 farmhouse and a 9-stall barn with hay loft, wash stall, heated lounge and a riding ring.



271 South Street Roxbury, CT

Listed with Sharon Wyant McGuire


This Roxbury compound features an 1850’s antique home that holds all of the charm of an old-fashioned lifestyle.


With open pastures and an illuminated riding ring for enjoying an equestrian and outdoor lifestyle.




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