Best-in-Show Equestrian Properties You Need to See

When it comes to equestrian properties, there are a lot of different types of buyers to consider. As Douglas Elliman agent, Sally Slater, points out, “You have show riders (jumpers and dressage), serious riders with Olympic aspirations, casual riders and kids who begin riding for fun but may want to be competitive as they get older. When you’re helping a client find the right property, it’s important to understand the nuance of what matters to them because there are a lot of factors to consider—everything from stall sizes and feed storage to zoning restrictions. Ring footing is always key though. A horse is only as good as their feet.”

Like a lot of Douglas Elliman agents who specialize in equestrian properties, Sally has extensive experience in the equestrian community, including being an active member herself since childhood. Whether you’re looking for an equestrian property in the Hamptons, Connecticut or Wellington, Douglas Elliman agents can connect you with best-in-show estates that meet all yours—and your horses—needs. Here is a peek at some of our premier equestrian properties on the market today.

18 Schoolhouse Road

Pound Ridge, New York

Price: $12,000,000

Most unique trait: Largest residential solar facility in the United States.

18 Schoolhouse Road has been masterfully created as a world where horses thrive with 4 over-sized paddocks, an indoor/outdoor ring, 4 sand rings, in custom built post-and-beam-framed barn with 12 stalls, 2 floors of octagonal recreation/dressing rooms with tray ceilings, a fire suppression system, full generator back up for each building and your own gas/diesel station. Located close to many horse shows, as well as within an hour to New York City, this is the only available residential horse farm in Pound Ridge that allows 12 horses and borders the Ward Pound Ridge Reservation with access to 4,500 acres of preserved land and desired horse trails.

View the full description of 18 Schoolhouse Road, or schedule a tour with Lia Grasso and John Samios.

9 Morgan Hill Way

Bridgehampton, New York

Price: $18,000,000

11.54 Acres | Approx. 12,000sf

Most unique trait: One of the last remaining premier estates in the Hamptons.

Set at the end of a private country lane, 9 Morgan Hill Way boasts bucolic grounds set over 11.5 sprawling acres in prime Bridgehampton South with majestic views, cherry trees, rolling lawns and approximately 770-feet of frontage on Kellis pond. 31.5 acres of Development Rights Sold Land rests to the east, securing guaranteed privacy at Morgan Hill Farm. A prospective buyer has the ability to maintain the existing farm estate, or to build up to 15,000 square feet with main house, guesthouse, pool, pool house, tennis, equestrian barn and horse farm.

View the full description of 9 Morgan Hill Way, or schedule a tour with Matthew Breitenbach.

429 Taconic Road

Greenwich, Connecticut

Price: $14,250,000

12.87 Acres | Approx. 10,000sf

Most unique trait: The only Greenwich residence with an indoor riding ring.

While this breathtaking equestrian property is only 45 minutes from Manhattan, 10 minutes from Greenwich and 15 minutes to the Westchester Airport, you’ll never need to leave your home to ride 365 days a year. Outfitted to train the world’s finest horses, this property features a 150-foot by 200-foot outdoor arena with Lawton Adams all-weather footing, an 11,000-square-foot dust-free indoor arena with pinnacle footing, 8 lush riding paddocks with two run-in sheds, a soothing 1/2 mile trial around the perimeter of the property, and an 8-stall barn with a tack room, loft, and washing stall. The property also includes a truly magnificent 10,000-square-foot home once named the best custom house in Connecticut, along with a separate caretaker’s apartment and pull-through garage.

View the full description of 429 Taconic, or schedule a tour with Sally Slater.

404 Taconic Road

Greenwich, Connecticut

Price: $39,000,000

95.12 Acres  | Room to Build

Most unique trait: 36-stall show barn with a view of the indoor riding ring and cozy fireplace.

Thoughtfully designed and impeccably presented, this 95-acre property is home to an unparalleled world class equestrian estate with 14 spacious grass paddocks, a jumping derby field, 2 outdoor riding rings, an aerated pond, the original 34-stall polo barn, and a second indoor riding ring. In addition, a 36-stall indoor show barn includes an upper level trophy room lounge, complete with a fireplace and a wall of windows for viewing the action in the 115-foot by 240-foot riding ring below. The property is located on the Greenwich/Stamford border, a short distance to many premier horse shows and neighborhood amenities.

View the full description of 404 Taconic, or schedule a tour with Sally Slater.

Double H Farm

Ridgefield, Connecticut

Price: Upon request

87 Acres | Approx. 14,500sf

Most unique trait: Features every sort of jump one might find in any world class competition.

Two beautiful barns with a total of over 40 stalls reside on the sweeping acreage of this once-in-a-lifetime property. The main barn, originally a dairy barn, has 20 spacious stalls, four grooming and wash stalls in addition to laundry, and tack and feed rooms while the the second barn has been built to house the breeding operation. The breeding barn includes 14 airy stalls, two grooming and wash stalls in the central area of the barn—one with UV therapy lights, and rubber tile floor throughout. Additionally, there are eight stalls in an outside shed, and all the stalls have luxurious soft stall matting. The 3.5-acre Grand Prix jumping derby field with natural jumps is a highlight on the property, including two open water jumps, double liverpools, a table bank, a slide bank, a grob, a ditch and a hedge jump.

View the full description of Double H Farm, which also includes three luxury staff apartments above the barn and a stunning approximately 14,5000-square-foot residence, or schedule a tour with Sally Slater.

4715 125th Avenue

Wellington, Florida

Price: $36,000,000

33 Acres | Approx. 10,758sf

Most unique trait: Five on-site structures, including a grand prix stable and exquisite owner’s quarters.

This unrivaled estate residence on 33 lush acres in the heart of Wellington is just minutes to all the world-class equestrian venues. Five impressively designed structures on site include the grand prix stables and ranch stables with over 32 stalls in total, an owner’s quarters featuring Balinese teak ceilings and high-end finishes throughout, a waterfront meeting retreat and a tennis pavilion. 16 paddocks, a nine-acre Bermuda grass jump/polo field, large riding arena and 1/2 mile gallop track provide every training amenity and comfort your horses could want. Handmade chandeliers light the Chicago brick aisles and breezeway leading to the tack room, office and three-bedroom staff quarters.

View more photos of 4715 125th Avenue or contact Kristina Lloyd or Maria Mendelsohn to schedule a tour.

14905 Palm Beach Point Boulevard

Wellington, Florida

Price: $12,200,000

20 Acres | Approx. 5,598sf

Most unique trait: 10 acres of fully raised and irrigated land with underground drainage.

This property provides the unique opportunity to purchase four five-acre parcels of land. The first ten acres of which are fully raised and irrigated with extensive underground drainage allowing for easier land management. Thoughtfully laid out, the 20-stall barn includes ample storage, living areas and grooming stalls, adjoined to three beautifully designed apartments, each with its own kitchen, bathroom(s), air-conditioning and hot water heater. The main part of the barn also includes an entertainment center, office, lounge and full bathroom. The second parcel of land boasts a separate three-bedroom, four-and-a-half bathroom residence, cozily laid out with its own two-car attached garage.

View more photos of 14905 Palm Beach Point Boulevard, or contact Maria Mendelsohn to schedule a tour.

6860 NW Highway 329

Ocala, Florida

Price: $19,750,000

1,086 Acres

Most unique trait: A trophy property in the “Horse Capital of the World.”

6860 NW Highway 329 delivers a rare opportunity to own a world-class equestrian property in Ocala, also known as “The Horse Capital of the World.” Located in Marion County, a major thoroughbred center with over 1,200 horse farms including approximately 900 thoroughbred farms, this 1,086-acre property includes a total of three residences, four barns with a total of 52 stalls, one office within the main barn, one small office at the training barn, maintenance sheds, hay storage building, round pens, wash stalls, loading ramps and four board fencing with associated site improvements, as well as a 5/8-mile grass track.

View more photos of 6860 NW Highway 329, or contact Gary Pohrer to schedule a tour.

Ready to see more best-in-class equestrian properties? Take a look at all our Douglas Elliman equestrian listings.

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