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    Pawling, NY Horse & Equestrian Properties for Sale

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    Patterson, NY Wingdale, NY Poughquag, NY Holmes, NY Sherman, CT Stormville, NY Carmel, NY New Fairfield, CT
    Exceptional Equestrian Estate on 247 Acres
    Updated: Feb 27
    Exceptional Equestrian Estate on 247 Acres

    15 Kirby Hill Rd, Pawling, NY 12564

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    3,942 sqft 247.00 AC lot
    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.
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    Turn a Listing Into an Investment Snapshot Cap Rate, Potential NOI, Demand score for every listing. Go To Analytics Center
    Based on your search, we've compiled 9 Potential Opportunities for your consideration. Besides 1 Active listings in Pawling, NY, we suggest exploring several alternatives: 4 properties in Nearby Cities, plus 4 Land Listings that present a potential for development.

    Opportunities in Nearby Cities

    Here are 4 Similar properties we found in Nearby Locations for your consideration.

    Gated Ranch with Fenced Pastures
    Gated Ranch with Fenced Pastures

    250 Maple Rd, Easton, CT 06612

    $1,539,000
    2,660 sqft 3.00 AC lot

    Gated property with fenced pastures, stone walls, and a custom ranch/cape designed for flexible bedroom and bath configurations.

    View details
    Gambrel Estate with Lake Lot
    Gambrel Estate with Lake Lot

    294 Maple Rd, Easton, CT 06612

    $4,999,000
    7,070 sqft

    Gambrel shingle-style estate on over 15 acres with lake views, steel construction, geothermal energy, and elevator access.

    View details
    Horse & Livestock Farm with Barn
    Horse & Livestock Farm with Barn

    819 Main St N, Woodbury, CT 06798

    $1,450,000
    2,992 sqft 9.88 AC lot

    A move-in ready farm with fenced fields and a two-story barn supporting horses or other livestock.

    View details
    Picturesque Farm with Modern Conveniences
    Picturesque Farm with Modern Conveniences

    819 Main St N, Woodbury, CT 06798

    $1,675,000
    9.88 AC lot

    9.88-acre farm featuring fenced fields, barn, and updated home.

    View details

    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.

    Agricultural Land with Hay Fields
    Agricultural Land with Hay Fields

    245 Birch Hill Road, Patterson, NY 12563

    $1,900,000
    53.00 AC lot

    Three hay fields and mature tree lines shape a rural agricultural parcel with varied terrain.

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    Hunting Land with Ponds
    Hunting Land with Ponds

    225 Route 22, Pawling, NY 12564

    $9,750,000
    500.00 AC lot

    Level acreage with trails, pastures, varied habitat, and private water infrastructure supports outdoor and agricultural uses.

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    Hunting Land with Ponds
    Hunting Land with Ponds

    225 Route 22, Pawling, NY 12564

    $9,750,000
    4,800 sqft 558.35 AC lot

    Res-zoned acreage features trails, pastures, ponds, wildlife habitat, and a private water source.

    View details
    Agricultural Land with 4 Ponds
    Agricultural Land with 4 Ponds

    45 Old Pumpkin Hill Road, New Milford, CT 06776

    $895,000
    62.98 AC lot

    Large working acreage with open fields, spring-fed ponds, and established hay production.

    View details

    Pawling, NY Horse & Equestrian Properties Market Trends and Statistics

    Explore 1 horse & equestrian properties for sale in Pawling, NY on our real estate platform. These investment opportunities span a total of 10,759,320 square feet of properties for sale.

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    Demographics Overview

    Population 7,910
    Population Growth (5Y) +13.1%
    Median Household Income $111,683
    College Educated 55.3%

    Taxes & Financing

    Average Loan-to-Value 65.0%

    Listings Trend

    New vs delisted commercial listings in Dutchess County

    New Delisted

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