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    Dutchess County, NY Bed & Breakfasts for Sale

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    Brooklyn, NY Buffalo, NY Bronx, NY New York, NY Staten Island, NY Rochester, NY Albany, NY Queens, NY
    Five-Story Live-Work Property
    Updated: Oct 7
    Five-Story Live-Work Property

    70 E Main Street, Wappingers Falls, NY 12590

    $4,200,000
    0.38 AC lot
    Five‑story live‑work property with a turret
    Six bedrooms, three bathrooms, and multiple office spaces
    0.38‑acre site with parking lot and off‑street parking
    Built in 1860; renovated, with hardwood flooring and a central staircase
    Public water and sewer; forced‑air heating and ductless cooling
    View details
    Historic Hotel Conversion Property
    Updated: Dec 12, 2025
    Historic Hotel Conversion Property

    54-66 Ramble Hill Lane, Millbrook, NY 12545

    $1,500,000
    31.98 AC lot
    31.98‑acre historic estate in Millbrook, NY
    Hospitality Overlay District approval allows inn use
    Up to 40 inn rooms with restaurant, bar/tavern, spa, gym, and pool potential
    1900 mansion: 3 story, 9 bedrooms, and 8 baths
    Attached 2 story, 18‑room dormitory wing
    View details
    Bed & Breakfast With Carriage House
    Bed & Breakfast With Carriage House

    52 Pells Road, Rhinebeck, NY 12572

    $3,850,000
    6,089 sqft

    A multi-structure hospitality property combines guest accommodations, equestrian facilities, open meadows, and wooded walking trails.

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    Realmo Analytics Monitor Off-market properties and contact owners who are ready to sell. Many signals applied to make quality leads for you. Get Leads
    Based on your search, we've compiled 3 Potential Opportunities for your consideration. Besides 3 Active listings in Dutchess County, NY, we suggest exploring several alternatives:

    Dutchess County, NY Bed & Breakfasts Market Trends and Statistics

    Explore 3 bed & breakfasts for sale in Dutchess County, NY, showcased through 3 active listings on our real estate platform. These investment opportunities span a total of 6,089 square feet of properties for sale, with an estimated market value of $9,550,000.

    Sale prices for inns in Dutchess County, NY start at $1,500,000, averaging $3,183,333, and reaching up to $4,200,000 — 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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    Featured Dutchess County Real Estate Agencies

    Realmo connects you with licensed Dutchess County CRE brokers providing property specifications, local market pricing, and commercial transaction underwriting support.

    RE/MAX Town & Country
    584 Route 9, Suite 106 Fishkill, NY 12524
    Phone: (203) 240-7233
    www.homesinhudsonvalleyny.com
    Swan Realty of The Hudson Valley
    94 Mill Road #12 Red Hook, NY 12572
    Phone: (845) 849-8315
    swanrealtyhv.com
    R. Ferris Real Estate LLC
    1177 Route 55 La Grange, NY 12540
    Phone: (845) 454-7800
    www.ferrisre.com
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