On the Market: 14 Equestrian Properties Just in Time for WEF

Just in time for the 2021 Winter Equestrian Festival, here are just some of our top equestrian properties on the market across our regions.


5421 & 5800 LAS PALMAS AVENUE, WELLINGTON | Price: $19,999,000

Absolutely stunning equestrian estate on over 29 acres, featuring completely renovated 5-bedroom/5.5-bathroom home. Never run out of riding space between the brand new oversized covered arena with high and bright ceilings, outdoor dressage arena, outdoor jumping arena and Grand Prix field. Peacefully surrounded by woods with winding bridle paths and lush landscaping everywhere you turn, all is thoughtfully designed, including top finishes and materials and fantastic style.

Custom-designed home with immense green space on two lots totaling 1.39 acres in desirable Palm Beach Polo Club. The house is designed with an abundance of living areas, sitting areas, patios, large kitchen plus butler’s pantry and outdoor space, making it ideal for entertaining. A guest house can easily be added, leaving more than enough open, green land on this lot.

2993 APPALOOSA TRAIL, WELLINGTON | Price: $11,900,000

European-inspired estate on approximately 4.11 acres in Saddle Trail. Fully renovated home with no detail overlooked, multiple guest apartments, 16-stall barn, arena and grass riding field.

Spectacular 10-acre farm with 15 stalls total in two barns, staff quarters, large all-weather arena, round pen, plenty of turnout with 10 large paddocks plus a beautiful riding field. Completely redone by one of Wellington’s top builders and top interior designers, this home is sure to please.

Privacy and tranquility grace this masterfully planned and beautifully built 20-acre equestrian retreat within the exclusive Ranch Colony neighborhood. Over 8,000 square feet of living space with additional guest cottage and six-stall barn.

Long Island

31 STIRRUP DRIVE, OLD BROOKVILLE | Price: $3,199,000

The hallmark of this special community is the 20-acre equestrian estate at the front entrance, hence the street name Stirrup Court. Grand scale entertaining and luxurious living can be yours in this 10-room brick colonial on two acres complete with a swimming pool and outdoor covered patio. Special features include a sumptuous bedroom suite with fireplace, second story entry foyer, oversized principal rooms, first floor recreation room, separate guest suite and finished basement.


Carved out of an emerald sea comprising hundreds of acres of pristine ancient woodland, this arboreal paradise, just shy of 5.5 acres, is isolated from Long Island’s bustling population. This 6-bedroom, 6.5-bathroom ranch features an in-ground pool, a hidden tennis court with an observation patio, a pool house with two verandas, 2 dressing rooms, 2 full bathrooms and a rear built-in chessboard. All are secluded and separated by magnificent, mature woods that seem to go on forever and beg to be explored and enjoyed.


One-of-a-kind equestrian compound located in the heart of the Hamptons, located south of the highway in Bridgehampton, is a modern equestrian sanctuary. Developed in 2015, the stunning facility sits on approximately 16.5 acres plus a 2.6-acre agricultural reserve lot, and is comprised of 5 structures that are configured around a central courtyard. The property has 27 stalls, 14 paddocks, 3 outdoor rings with viewing stands and 2 meticulously manicured fields with the potential for polo. A second-floor viewing lounge includes an entertaining space plus family room and private bath overlooking the all-weather, 15,000SF arena. Other amenities include 2 tack rooms, a veterinarian and manager’s offices and staff housing.

North Fork

2151 MAIN ROAD, LAUREL | Price: $5,200,000

With 18+ acres, this property offers a unique opportunity for a horse farm, vineyard, nursery, Christmas tree farm, bed and breakfast, or just about anything else you can imagine. Includes a 45’ by 90’ Morton Barn and Outbuildings. Well-maintained, 3-bedroom Colonial home features formal dining, eat-in kitchen, pantry, fireplace and full basement. Development rights intact, beaches nearby.



With over 57 acres of open rolling fields and huge expanses of fenced pastureland, Sugar Hill is ideally suited as an equestrian property. The 1936 residence, white-washed brick with a slate roof, has undergone a top-to-bottom renovation and expansion to match today’s lifestyle and shares the bucolic setting with a 45-foot pool and an international-sized tennis court. The home has a heated 3-car garage as well as a detached 3-car garage with a 2-bedroom, 2-bathroom caretaker’s apartment above. Close to Bedford and Greenwich, with its scenic riding trails, Sugar Hill is less than one hour from New York City.


Located in the heart of scenic Bedford horse country, Courtyard Farm is situated on 31 fenced acres and has direct access to the Bedford Riding Trails. It is a turn-key, working horse farm with spacious indoor and outdoor riding rings, 38+ stalls, 4-bedroom owner’s residence and staff apartments built around a center courtyard. Less than 1 hour to New York City.



Turn-key equestrian estate includes magnificent home with pool, indoor and outdoor riding rings, state-of-the-art 8-stall stable and housing for grooms/ trainer. You never need to leave your home to ride 365 days per year.



3291 SWEETWATER MESA ROAD | Price: $31,500,000

Behind the gates of Serra Retreat, this is a once-in-a-lifetime opportunity to own a private park-like compound across 38 acres. This expansive property boasts a tennis court, reflecting lap pool, a 75′ infinity pool. The lower plateau contains over 5 acres of flat land with a riding ring, fenced pastures, and a state-of-the art barn, outfitted with 3 indoor and 2 shaded outdoor stables, turnout spaces, tack room and wash stalls.


1313 & 1333 WEST BUTTERMILK ROAD, ASPEN | Price: $30,000,000

Rarely available, this expansive 97.89-acre property is located in the coveted West Buttermilk neighborhood near Aspen, CO. Live in the current 7,885 SF home with an opportunity to build 15,000 SF on each lot, plus other structures such as barns, caretaker units, etc. Enjoy access to many recreational trails via horse, foot, snowshoe, ski or bike. Sweeping views, a large pond and stream make this the quintessential building site for the perfect Aspen equestrian estate.

Find your next equestrian property today.

Its Time For Elliman

ELLIMAN INSIDER is published by Douglas Elliman Real Estate
© 2020 all rights reserved
Elliman Insider
Privacy | Terms

ELLIMAN INSIDER is published by Douglas Elliman Real Estate
© 2020 all rights reserved
Elliman Insider