5 winning equestrian homes for sale near NYC

These homes with horse stables are worth ponying up for

429 Taconic Road, Greenwich, Connecticut, 06831
429 Taconic Road, Greenwich, Connecticut, 06831

Note: These listings are independently selected by our team. However, TRD may receive a commission if you transact a listing from our site.

If you are looking for an investment property, an equestrian home — with both a main residence, as well as paddocks and stables for horses — may be worth ponying up for. These compounds are a perfect urban escape, with greenery, private stables and plenty of room for training a steed. The properties here are also close to Midtown Manhattan, if you don’t want to be too far from the city.

Our editorial team has rounded up five blue-ribbon equestrian homes currently on the market — check out the picks below, and you might just find a new property that would win Best in Show.


Turnkey on Taconic
$14.8 million | 5 BR, 7 BA | Greenwich, CT

Located in tony Greenwich, Connecticut, this nearly 13-acre estate at 429 Taconic Road has a storybook aesthetic and a fully updated main residence. The five-bedroom, seven-bathroom home also comes with amenities like a wine cellar, sauna, outdoor fireplace and pool. Equine residents will also be taken care of with the property’s stable, indoor and outdoor riding rings, and trainer’s quarters.

Stone-covered stunner
$7.8 million | 9 BR, 6 BA | Bedford Corners, NY

This 31-acre estate, located at 111 Bedford Center Road in Bedford Corners, includes a four-bedroom trainer’s residence and a one-bedroom groom’s apartment, along with both indoor and outdoor riding rings. Bonus: The coveted Bedford riding trails are nearby, and the whole property is about 45 minutes from Midtown Manhattan.


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Pound Ridge paddocks
$5 million | 8 BR, 6.5 BA | Pound Ridge, NY

The 22-acre property at 18 Schoolhouse Road is an oasis for both horses and humans, with custom decorative touches, four large paddocks and close proximity to over 4,300 acres of trails in the nearby Ward Pound Ridge Reservation. The residential horse farm also includes indoor and outdoor rings, and a custom-built barn that has 12 stalls and dressing rooms.


Hounds of love
$1.95 million | 3BR, 2 BA | Millbrook, NY

By the Hounds Farm, located at 289 Kennels Road in Millbrook, New York, features a quaint, three-bedroom main home and two barns across 30.5 acres. Within those barns are 48 stalls, an indoor arena and a three-bedroom groom’s apartment.


North Fork new build
$1.9 million | 3 BR, 4.5 BA | Aquebogue, NY

This newly constructed home at 41 Phillips Lane on Long Island’s North Fork is worth ponying up for. The three-acre compound is already approved for a barn, horse paddock, pond and court. The main house is being built in what the listing describes as “luxury modern farmhouse” style, with a pool and patio.