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Dutchess County, NY Horse & Equestrian Properties for Sale

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Exceptional Equestrian Estate on 247 Acres
$14,995,000
3,942 SF

Exceptional Equestrian Estate on 247 Acres

15 Kirby Hill Rd, Pawling, NY 12564

Turnkey equestrian facility with multiple barns, arenas, and estate home.

  • Turnkey, multi‑discipline equestrian facility on 247 acres, designed for year‑round riding, training, and boarding.
  • Extensive equestrian amenities: 4 barns with 81 stalls, 2 indoor arenas, 3 outdoor rings, 37 paddocks, polo field, and 150 acres of riding trails with OTA access.
  • Masterfully renovated circa 1860 main estate featuring 3,942 SF, 4 bedrooms, and 4 bathrooms, complete with an in‑ground pool.
  • Additional structures: Manager's house, stylish clubhouse for 60 people, 2‑bedroom apartment, 3‑bedroom guest house, 3 guest cottages, groom quarters, wedding barn (120 guests), and helipad.
  • Premier location in Quaker Hill, close to the Village of Pawling, with Metro North access to NYC.
Updated: Feb 27
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Dutchess County Legacy Parcel
$1,300,000
90.32 Acres

Dutchess County Legacy Parcel

Gretna Road, Pleasant Valley, NY 12569

90+ acre equestrian property near Poughkeepsie and Taconic State Parkway.

  • 90+ acres of serene rural land with rolling fields and woodland.
  • Established equestrian legacy with fields and wooded lanes suited for riding.
  • Minutes from Taconic State Parkway and Poughkeepsie, offering both seclusion and proximity to cultural amenities.
  • Expansive woodlands with trails for riding, training, or exploration.
  • RA zoning allows for estate compound, clustered subdivision, or personal retreat.
Updated: Apr 24, 2025
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East Fishkill Leveled Acreage
$1,400,000

East Fishkill Leveled Acreage

54+ acres ideal for horse farm or subdivision.

225 Robinson Lane, Wappingers Falls, NY 12590
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East Fishkill Leveled Acreage
$1,400,000
54.42 Acres

East Fishkill Leveled Acreage

54+ acres ideal for horse farm or subdivision.

225 Robinson Lane, Wappingers Falls, NY 12590
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Expansive Land Parcel in Pawling
$9,750,000
4,800 SF

Expansive Land Parcel in Pawling

558+ acre parcel ideal for residential or commercial endeavors.

225 Route 22, Pawling, NY 12564
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Based on your search, we've compiled 9 Potential Opportunities for your consideration. Besides 5 Active listings in Dutchess County, NY, we suggest exploring several alternatives: plus 4 Land Listings that present a potential for development.

Potential Development Sites for Consideration

Can't find the perfect fit? These Land listings present an alternative path: the potential to develop a property for your specific goals.

Important: These AI-suggestions are a starting point, not a guarantee of permitted use. All zoning, permitting, and land use information must be independently verified by you with the appropriate local authorities before making any commitments.

53 Acres of Stunning Land
$1,900,000
53.00 Acres

53 Acres of Stunning Land

Remarkable 53-acre property in Patterson, NY with historical significance.

245 Birch Hill Road, Patterson, NY 12563
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Expansive Land with Scenic Views
$7,900,000
441.99 Acres

Expansive Land with Scenic Views

440+ acres of pristine land with multiple building sites.

1297 Route 343, Dover Plains, NY 12522
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60+ Acres Agricultural Land Opportunity
$895,000
62.98 Acres

60+ Acres Agricultural Land Opportunity

Prime agricultural land in Litchfield County with multiple ponds.

45 Old Pumpkin Hill Road, New Milford, CT 06776
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Expansive Land Parcel For Sale
$225,000

Expansive Land Parcel For Sale

22.4-acre parcel approved for single-family residence, equestrian, farming.

42 Wildrick Road, Wallkill, NY 12589
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Dutchess County, NY Horse & Equestrian Properties Investment Opportunities Market Analysis

Explore 5 horse & equestrian properties for sale in Dutchess County, NY, showcased through 5 active listings on our real estate platform. These investment opportunities span a total of 24,321,725 square feet of properties for sale, with an estimated market value of $9,750,000.

Sale prices for equestrian ranches in Dutchess County, NY start at $9,750,000, averaging $9,750,000, and reaching up to $9,750,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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