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    Dutchess County, NY Bed & Breakfasts for Sale

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    Brooklyn, NY Bronx, NY Buffalo, NY Staten Island, NY New York, NY Queens, NY Rochester, NY Albany, NY
    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
    Updated: Aug 25
    Bed & Breakfast With Carriage House

    52 Pells Road, Rhinebeck, NY 12572

    $3,850,000
    6,089 sqft
    Nearly 40 acres across three parcels
    4,500‑square‑foot main residence with 5 bedrooms, 5 full baths, and 2 kitchens
    1,500‑square‑foot carriage house with 3 bedrooms and 3 baths
    Existing bed‑and‑breakfast, event‑venue, and horse boarding facilities
    Wooded walking trails, open meadows, and mature trees
    View details
    See what stands out in Dutchess County

    We check every for-sale listing in the county against comparable properties across the country. Most price about where you would expect. A few are worth a second look.

    We check every listing here. A few are worth a second look.

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    Based on your search, we've compiled 2 Potential Opportunities for your consideration. Besides 2 Active listings in Dutchess County, NY, we suggest exploring several alternatives:

    Dutchess County, NY Bed & Breakfasts Market Trends and Statistics

    Explore 2 bed & breakfasts for sale in Dutchess County, NY 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 $5,350,000.

    Sale prices for inns in Dutchess County, NY start at $1,500,000, averaging $2,675,000, and reaching up to $3,850,000 — 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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