On the Market: 12 Equestrian Properties in Honor of the 2021 Hampton Classic

Just in time for the 2021 Hampton Classic, here are some of our top equestrian properties on the market across our regions.


2440 Appaloosa Trail - Wellington, FL

2440 Appaloosa Trail – Wellington, FL | $12,950,000

Located in Saddle Trail less than 1/4 mile hack from the PBIEC showgrounds sits this amazing and beautifully landscaped compound. The 6/7.1 home features Italian wide plank wood flooring, a bathroom for every bedroom plus a cabana bath, master suite with additional lounge and office area, staff quarters with own bath, complete impact protection throughout, 3-car garage, top kitchen finishes with 2 sinks, all Miele appliances, marble counters throughout bathrooms, and a different hue of glass tiles in each bathroom, thoughtfully chosen and imported from Italy.

2993 Appaloosa Trail

European inspired estate on 4.11 acres in Saddle Trail. Fully renovated in 2015 with no detail overlooked. Main house has 4 bedrooms each with en suite baths and walk in closets. The master features a sitting area with fireplace overlooking the pool area, his and hers walk in closets, marble master bath includes dual water closets with Toto smart toilets, free standing tub and dual head shower. Upstairs has two bedrooms and a private balcony overlooking the grounds. The main living space offers formal living room with fireplace, formal dining room, private office with half bath, open concept kitchen with eat in island, Wolf 6 burner gas range, built in coffee center, and wall ovens. Built in dual Subzero refrigerator and freezer and a dual temperature wine refrigerator.

The Hamptons

1150 Deerfield Road - Water Mill, NY

First time for sale! Two Properties including Ag Reserve on +/-10 acres, this estate offers exceptional views from almost every room. Main house property built to resemble a centuries-old farmhouse that has been added onto over the years, this 10,000 +/- square foot Hamptons home is like no other. Ample lawn space offers exquisite vistas of the abutting farmland for as far as the eye can see. The guest cottage has two bedrooms, one bath-with its own in-ground pool. The Estate has been used for numerous private events and was featured in Timber Home Living. Can accommodate horses and barn. Pictured with proposed tennis court and new driveway. Brand new large pool house overlooking the reserve. Ideally located just minutes from Bridgehampton’s shops and restaurants.

172 Cedar Street

A once in a lifetime opportunity to own one of the Hampton’s most impressive compilation of properties, ideal for equestrians, a compound, or a myriad of other possibilities. The offering features 10 single and separate parcels, only minutes from East Hampton Village, that spans 21+/- acres and includes a 9+ bedroom main residence, a fully-equipped pool house, a caretaker’s gatehouse, attached and detached garages, an equipment barn, horse stables, grass paddock, riding field, and tennis court. The setting offers an unparalleled sense of space for the Hamptons, with majestic vistas, big sky views, rolling fields, a graceful driveway approach, stone courtyards, expansive patios, and beautiful gardens, designed by renowned landscape architect Craig James Socia.

North Fork

1810 Main Road - Jamesport, NY

1810 Main Road – Jamesport, NY | $3,900,000

This beautiful modern farmhouse located on The North Fork, right in the heart of Long Island wine country, was completely renovated in 2018 by the current owners. Set on over six lush acres, the property includes an incredible and unique income-producing equestrian center, also recently renovated and expanded. With spacious interiors and high-end finishes, the 3,000 square foot modern farmhouse offers four bedrooms, three-and-a-half bathrooms and beautiful spaces for entertaining. A covered, wrap-around porch includes a large, outdoor living room with stone fireplace and a fully functional open air kitchen overlooking the stunning pool area. Designed by Laurel Group, the custom pool creates a natural pond effect with a double babbling-brook rock waterfall and the Bluestone pool deck is surrounded by flowering plants, grasses and trees. The professionally landscaped and meticulously maintained grounds have preserved farm views, and are just one mile to the hamlet of Jamesport and two miles to the Peconic Bay. The property is also home to an incredible equestrian center, providing a unique income-producing opportunity, with top quality indoor and outdoor riding arenas, a new barn, and paddocks. Currently used as a hunter/jumper training facility, the space is programmed and maintained by an onsite barn manager. There is also a separate one-bedroom apartment which can also be used as a lounge space. The main house features beautiful detailing throughout, including high-quality woods, marble, and tile work. On the main level, spaces include a living room, dining room, gourmet kitchen with custom cabinetry and high-end appliances, den, family room with a beautiful wood beamed ceiling, a half bathroom, and laundry room. Three bedrooms, including the ensuite master, can be found upstairs, and on the lower level, there is another bedroom, full bathroom, a fitness room and lots of bonus space.

44 Saint Mary’s Road – Shelter Island, NY | $5,750,000

In the heart of Shelter Island is one of the most charming and quaint horse farms. This property operated as a farm up to last year and awaits its new owners to carry on this tradition. With nearly 9 +/- acres of property consisting of the main house, 2 car garage with apartment above, pool, stables & barn and two horse paddocks. A large foyer with built-in cabinetry welcomes you into the main house, as you proceed in to the formal living room, which offers a wood-burning fireplace, coffered ceilings and Brazilian cherry flooring. The formal dining room overlooks the garden and is adjacent to a wonderful cook’s kitchen with high end appliances and an oversized pantry, laundry and mud room. There is a first floor primary suite with large dressing room and an expansive ornate bathroom with oversized soaker tub. Off the primary suite is a separate sitting room with endless views of the paddocks.The second floor has two fully contained suites. There is an additional bonus room on the second floor which could serve as a bedroom or playroom for young children.The finished basement level comprises of two large rooms, storage areas and a full bathroom. There is also doors leading out to the rear garden. A large two car garage with a guest suite is situated close to the main house. The guest suite and garage have central ac and a separate hot water heater and generator. Towards the back of the guest property is the pool with lush garden surrounding a gunite heated pool with water feature. The barn & stable are close to the entrance of the property, embracing the charm of the lush landscape. There are three large stalls, a tack room and an oversized loft for storage in the barn. Outside the stable is one of the two paddocks on the property. This magnificent landscape is the perfect Shelter Island setting.

Long Island

10 Lands End – Locust Valley, NY

10 Lands End – Locust Valley, NY | $28,500,000

During the “Roaring Twenties,” a farm and farmhouse built circa 1850 was transformed by Walker & Gillette, the most renowned architectural firm of the 20th century, into the grand Georgian Colonial mansion that stands today. Offering incomparable serenity and seclusion, the property encompasses exquisite and historic gardens, lush woodlands, bucolic horse pastures, and a working farm framed by beautiful and expansive views of the Long Island Sound. Frequent guests included F. Scott Fitzgerald whose observations while there inspired his novel, “The Great Gatsby.” A five-stall stable with 1 bedroom groomsmen apartment and 4 car attached garage, six-bedroom guest house, caretaker cottages, greenhouses, pool and Georgian pool house, and much more complete this rare & magnificent estate.


429 Taconic Road, Greenwich, CT | $14,750,000

This turn-key equestrian estate features one of the only indoor riding rings in Greenwich. There is a state-of-the-art stable, housing for grooms and trainers in addition to an outdoor riding ring. The main residence includes a pool, five bedrooms, seven bathrooms and two half-baths across 10,000 interior square feet. Outside, there are nearly 13 acres of manicured landscaping perfect for any horse lover.


55 Holly Branch Road, Bedford, NY

Holly Branch Farm | Price Upon Request

Sitting on more than 40 acres with views of Pound Ridge Reservation is Holly Branch Farm. This equestrian estate features a white-washed brick manor house, three-bedroom guest house, staff apartment and most notably, a 10-stall stable with fenced grass meadows and groom’s apartment. A pool and tennis court round out this property’s unmatched outdoor amenities.


13120 Noack Road - Magnolia, TX

13120 Noack Road – Magnolia, TX | $1,600,000

Set on approximately 18.5 acres, this is an equestrian paradise with a 3-4 bedroom, 3 bath ranch-style home. The property features two barns, an upper show barn with 20 stalls plus 3 extra stalls, tack room, wash rack and club room; lower barn has 10 stalls, wash rack, office with 1/2 bath, tack room and storage areas, 2 riding arenas, round pen, cross-fenced for several pastures; and a pond with a water feature and backing to Decker Branch Creek allowing for attractive topography.


1601 Sopris Mountain Ranch Road - Basalt, CO

1601 Sopris Mountain Ranch Road – Basalt, CO | $5,250,000

If you want privacy and views, this 35-acre equestrian property just outside of Aspen has it all! Situated at the base of the iconic Mt. Sopris, in the coveted equestrian Sopris Mt. Ranch community, the home is composed of a custom built “mountain contemporary” main residence, a “Caretaker/Guest House,” and a three stalled heated barn, with tack and feed rooms, restroom, and ample equipment storage.


1. Single Family Homes for Sale at Santa Barbara, CA 93111

1200 N San Marcos Road – Santa Barbara, CA | $7,995,000

Check out this majestic, ”king-of-the-hill” trophy property, a 13.7 acre luxury ranch on the edge of town. The property offers panoramic views of the ocean and mountains with a 4,077 square foot main house, an expansive dual guest house complex that features multiple structures and entertainment areas, featuring a putting green, salt water swimming pool, cabanas, and hot tub. Extensive equestrian facilities include ocean view pastures, riding ring, and paddocks.

Find your next equestrian property today.

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