Five Exceptional Equestrian Properties

It’s an exciting time of the year for horse racing fans. The Kentucky Derby will take place this Saturday, May 7,  while the Preakness Stakes will follow later in the month. In the spirit of the moment, we invite you to explore five exceptional properties with equestrian facilities that cater to even the most demanding horse enthusiasts.

1 of 5 | East Hampton Equestrian Compound

1 of 5 | East Hampton Equestrian Compound


Just a few minutes drive from East Hampton Village, you'll find this incredible assemblage of 11 parcels of breathtaking land. Spanning nearly 23 acres, the property's crown jewel is an 18,000-square-foot, 12 bedroom masterpiece of a main house. With a sunken spa, theater, fully equipped gym and hard-court tennis framed by stone courtyards, you may never want to leave. But do some exploring of the majestic vistas that surround the home and you'll find a chic six bedroom carriage house, quaint horse stables with paddocks and sweeping, seemingly endless riding fields.

$39,000,000 | East Hampton, NY | View Listing

2 of 5 | Oldfield Farm Equestrian Estate

2 of 5 | Oldfield Farm Equestrian Estate


There are many beautiful country estates in the green paradise of Greenwich. None, however, can quite compare with "Oldfield Farm," a great equestrian estate that is truly peerless. Its lush grounds encompass more than 18 meticulously groomed acres. The main home, a classical villa, recently underwent a thorough and conscientious restoration. It is a home of warm relaxation and open elegance, equally suited to everyday living as it is joyous entertaining. Beyond the villa lie the stick and ball field, tennis court and world class horse facilities.

$21,500,000 | Greenwich, CT | View Listing

3 of 5 | Santa Ynez Quail H Ranch

3 of 5 | Santa Ynez Quail H Ranch


To truly appreciate the immense beauty of Quail H Ranch, you have to know where to begin. At nearly 300 acres, there's a lot to take in. One could begin with the 8,000-square-foot home; a blend of 1920's-era ranch style with top-of-the-line modern amenities like Wolf appliances and a master suite that radiates a kind of earthy elegance. Or you could start outside, at the horse barn with irrigated paddocks, a roping arena and an exercise arena. Or maybe just walk the Happy Canyon AVA grounds, plotting out where you'll plant your premium Rhone grapes.

$21,000,000 | Santa Ynez, CA | View Listing

4 of 5 | Premier Aptos Hills Country Estate

4 of 5 | Premier Aptos Hills Country Estate


Here is an 80-acre slice of paradise. This ideal equestrian estate, nestled perfectly in a picturesque valley of the Aptos Hills, offers its owners the farm-to-table lifestyle via a gracious vegetable garden, family orchard and chicken coop. There's more than enough room for vineyards, orchards or additional equestrian facilities (if the current eight-stall barn, covered round pen and Olympic-sized riding ring isn't enough). Within driving distance of Carmel or Silicon Valley, this idyllic estate and its 7,000-square foot timber lodge residence is a dream come true for horse owners.

$12,998,000 | Aptos, CA | View Listing

5 of 5 | East Hampton Equestrian Farm

5 of 5 | East Hampton Equestrian Farm


Have you ever heard the story of Snowman, the plow horse-turned show jumping champion who captured America's heart in the 1950's? Well, this 15-acre functional horse farm in East Hampton was founded by Harry de Leyer, Snowball's renowned trainer. Featuring a central stable with 50 10 by 12 foot stalls and two outdoor riding rings, there is, of course, also a five bedroom, 3.5 bath renovated barn home with heated pool. This charming home - complete with soaring ceilings, original beams and an open floor layout - is just one part of a property with a truly special place in history.

$6,995,000 | East Hampton, NY | View Listing