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    Pawling, NY
    Horse & Equestrian

    Pawling, NY Horse & Equestrian Properties for Sale

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    Patterson, NY Holmes, NY Wingdale, NY Poughquag, NY Stormville, NY Sherman, CT Carmel, NY New Fairfield, CT
    Exceptional Equestrian Estate on 247 Acres
    Updated: Mar 26
    Exceptional Equestrian Estate on 247 Acres

    15 Kirby Hill Road, Pawling, NY 12564

    $14,995,000
    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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    Scored against comparables nationwide. These are worth a look.

    Scored against comparables nationwide. These are worth a look.

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    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.

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    Gambrel Estate with Lake Lot
    Gambrel Estate with Lake Lot

    294 Maple Rd, Easton, CT 06612

    $4,499,000
    7,070 sqft

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

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    Agricultural Land with Working Horse Farm
    Agricultural Land with Working Horse Farm

    5246 Route 22, Amenia, NY 12501

    $8,900,000
    422.42 AC lot

    Two adjoining parcels combine productive farmland, woodlands, wetlands, ponds, and established equestrian improvements.

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    Working Farm and Horse Property
    Working Farm and Horse Property

    5246 Route 22, Amenia, NY 12501

    $8,900,000

    Working agricultural land combines cultivated fields, woodlands, wetlands, and an established horse operation.

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    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 Nine Ponds
    Hunting Land with Nine Ponds

    225 Route 22, Pawling, NY 12564

    $9,750,000
    500.00 AC lot

    Private hunting acreage with trails, pastures, ponds, seasonal food plots, and varied wildlife habitat.

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    Hunting Land with Nine Ponds
    Hunting Land with Nine Ponds

    225 Route 22, Pawling, NY 12564

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

    Residential-zoned acreage with ponds, trails, pastures, and a private water source.

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    Agricultural Land with Ponds
    Agricultural Land with Ponds

    45 Old Pumpkin Hill Road, New Milford, CT 06776

    $895,000
    62.98 AC lot

    Open fields, rolling terrain, and four spring-fed ponds define this agricultural and residential-zoned holding.

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    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, with an estimated market value of $14,995,000.

    Sale prices for equestrian ranches in Pawling, NY average $14,995,000 — 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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    Demographics Overview

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

    High-Yield Neighborhoods for Investment

    Identify Pawling submarkets with the highest inventory density on the market and evaluate the average listing prices of real estate assets

    Neighborhood Average Price
    12564 $15M

    Taxes & Financing

    Average Loan-to-Value 65.0%

    Listings Trend

    New vs delisted commercial listings in Dutchess County

    New Delisted

    Total CRE Inventory on Market (SF)

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