$1,999,000
2.01 Acres2.01 ac
88 Smithtown Road
Fishkill, NY 12524
Listed with River Realty Services, Inc.
$1,999,000
Est. $13,212/moHolmes, NY 12531 · Dutchess County
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Spectacular 100+ Acre Equestrian Estate | Premier Horse Farm Opportunity Within Approximately 90 Minutes of NYC A truly exceptional 100+ acre equestrian estate offering a rare combination of historic character, modern amenities, exceptional equestrian facilities, and expansive acreage. This remarkable property presents an outstanding opportunity for a private equestrian estate, professional training operation, boarding facility, equestrian center, or other income-producing use, all within approximately 90 minutes of New York City. At the heart of the property is an iconic 1720s cattle barn masterfully transformed into a stunning residence. The beautifully renovated open-concept home features 3 bedrooms and 2.5 baths, dramatic cathedral ceilings accented by rough-sawn chestnut, hand-scraped oak floors, and a custom staircase crafted from chestnut wood harvested on the property. The residence beautifully blends historic character with modern luxury. The expansive kitchen features high-end finishes, a center island, pantry, and wet bar, while three decks overlook the spectacular grounds and surrounding countryside. The equestrian facilities are equally impressive. A custom 13-stall modern barn features 12' x 12' matted stalls, a dedicated wash and grooming stall, approximately 24' x 12' tack room/kitchen/break room, laundry/feed room, and bathroom. The upper level includes a spacious hay loft, fully functioning office, partially finished caretaker's apartment, and large great room, offering tremendous flexibility for equestrian and residential uses. Additional facilities include an 8-stall shed row, four oversized paddocks with Nelson automatic waterers that can be divided into as many as eight individual turnout areas, and a separate barn providing extensive storage for equipment, vehicles, trailers, and farm necessities. Approximately 4–6 wells provide substantial water infrastructure throughout the property. The expansive acreage offers privacy, room for additional improvements, and extensive opportunities for riding, turnout, recreation, and continued development of the equestrian operation. Note: The owner would consider selling the home with a few acres without the barn should someone be interested in the home only.
As reported by the listing office; verify enrollment with the district.
Listed with Houlihan Lawrence Inc. · Shaylene Neumann Kelley · Source: OneKey MLS
Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Nov 2, 2026, 8:07 PM ET. ©2026 One Key MLS.
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Market insights
Current listings
New in the last 30 days
6
Nov 2026
Average price
Active listings
$638,429
Nov 2026
Average days on market
Active listings
137 days
Nov 2026
Computed from 24 active OneKey MLS listings in Holmes, NY.
$1,999,000
2.01 Acres2.01 ac
88 Smithtown Road
Fishkill, NY 12524
Listed with River Realty Services, Inc.
$1,700,000
7 Bed • 6 Bath • 10,887 Sq. Ft.7 bd · 6 ba · 10,887 sqft
3893 Route 82
Millbrook, NY 12545
Listed with Tactical Realty LLC
$1,750,000
2 Bed • 2 Bath • 1,140 Sq. Ft.2 bd · 2 ba · 1,140 sqft
820 Cold Spring Road
Stanfordville, NY 12571
Listed with Upstate Modernist