Equestrian Estates

Step into the world of luxury equestrian living with a curated selection of elegant estates, from rustic barns with sweeping pastures to modern homes with riding arenas, crafted for the ultimate equestrian lifestyle.

461 Silvernails Road, Pine Plains, New York

Nestled on 127 acres of the picturesque Hudson Valley landscape, Silvernails Farm seamlessly blends historic charm with contemporary luxury. This extraordinary property features a centerpiece 7,500-square-foot main, two guest cottages, historic Dutch barns and extensive equestrian facilities boasting nine indoor and six outdoor horse stalls and a professional riding ring. With its rich history dating back to Gallatin’s first settlers and just two hours from Manhattan, this property offers an unparalleled blend of tranquility, sophistication and equestrian excellence.

This ideal country retreat is listed for $22,500,000 with Emily Beare at CORE Group Real Estate.

1002 & 1004 Chileno Valley Rd, Petaluma, California

In the rolling hills of Petaluma, this spectacular 238+ acre property offers breathtaking Chileno Valley vistas and world-class equestrian facilities across two plots. At 1002 Chileno Valley Road, known as Hawkwood Hill, you’ll find the ideal setting for an equestrian estate, country retreat or vineyard living, with multiple building sites to select the perfect view. Next to Hawkwood Hill’s equestrian facilities, 1004 Chileno Valley Road provides additional building sites, allowing you to custom-design the country life you desire.

1002 Chileno Valley Road is listed for $4,950,000 and 1004 Chileno Valley Road is listed for $1,300,000, both properties with Alexa Glockner at Hedge Realty and Lisa Thomas at Compass. 

Grey Cliffs Ranch, Three Forks, Montana 

Overlooking a one-acre rainbow trout-filled pond and rolling hills, this Bozeman ranch features a post and beam-style lodge that serves as the luxurious owner’s estate, exceptional hunting grounds and two stocked fishing ponds. Equestrian enthusiasts will be thrilled by the indoor arena, paddocks and thousands of acres for riding. With additional accommodations for guests/employees and extensive facilities for farming and water rights, this property promises a lifestyle of extraordinary outdoor adventure. Grey Cliffs Ranch is listed for $39,500,000 with Tamara Williams at Tamara Williams Company.

715 Crater Camp Drive, Calabasas, California

10 minutes away from the Malibu business district sits the 19-acre estate, Oaktree Ranch. This property features an 8-horse stable and stable manager’s office, two corrals and space for all other barn animals. A meandering road winds through towering oak trees leading to the Mark Rios-designed manor house. The residence provides a tennis court and pool, complete with a cabana and bath, perfect for enjoying the California sun.

715 Crater Camp Drive is listed for $19,950,000 with Stephen Shapiro & Kurt Rappaport at Westside Estate Agency. 

4030 Old Barn Road, Healdsburg, California

An equestrian dream comes to life at this storybook property in the heart of Healdsburg overlooking Mt. St. Helena and the Alexander Valley. Lush greenery and zen grounds create a serene environment for leisurely rides through garden pathways. The equestrian facilities include a well-maintained horse paddock and stalls, with an adjacent guest house providing easy access for caretakers and guests. The primary home spans approximately 6,500 square feet across two levels and features three ensuite bedrooms and two additional full baths.

4030 Old Bard Road, Healdsburg, California is listed for $7,950,000 with Tim Little and Alexa Glockner at Hedge Realty.