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    Dutchess County, NY Hotels for Sale

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    Historic Estate with Inn Potential
    $1,500,000
    31.98 Acres

    Historic Estate with Inn Potential

    54-66 Ramble Hill Lane, Millbrook, NY 12545

    32-acre Millbrook estate approved for hospitality overlay district.

    • Approved for Hospitality Overlay District: Allows use as an inn with up to 40 rooms and accessory uses.
    • Significant Development Potential: Current zoning allows for 17 single‑family or two‑family homes, with potential for subdivision.
    • Historic Estate on 32 Acres: The Crawford Farm Estate, built in 1900, offers a unique opportunity to own a piece of history.
    • Existing Structures: Includes a 9‑bedroom mansion, an 18‑room dormitory wing, and a modern 6‑classroom school building.
    • Self‑Sufficient Infrastructure: Features a 100,000‑gallon water cistern and on‑site water and sewage treatment plants.
    Updated: Dec 12, 2025
    View details
    Historic Hudson Valley Estate
    $9,500,000
    9.52 Acres

    Historic Hudson Valley Estate

    10 Old Route 9, Staatsburg, NY 12580

    Versatile estate with Georgian mansion, ideal for hospitality.

    • Grand, turn‑of‑the‑century Georgian mansion on 9.52 secluded acres, minutes from Rhinebeck.
    • Currently configured for hospitality use with 22 guest rooms (plus three staff rooms) across three buildings, offering immediate operational flexibility.
    • Favorable zoning (Greenbelt, Hotel - nonconforming) in a developer‑friendly area supports hospitality projects.
    • Recently restored and thoughtfully redesigned six‑bedroom main residence blends original architectural detail with modern comfort.
    • Rich history dating back to 1696, with notable architectural design by Hoppin and Koen (mentored by McKim, Mead, and White).
    Updated: Feb 3
    View details
    Based on your search, we've compiled 34 Potential Opportunities for your consideration. Besides 2 Active listings in Dutchess County, NY, we suggest exploring several alternatives: similar 28 Off-Market properties to explore as potential leads, 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.

    Vacant Land in New Paltz
    $1,399,900
    1.80 Acres

    Vacant Land in New Paltz

    1.8-acre vacant lot ideal for hotel, fast food, or restaurant.

    401 Main Street, New Paltz, NY 12561
    View details
    Historic Germantown Property For Sale
    $1,450,000
    8,656 SF

    Historic Germantown Property For Sale

    Redevelopment opportunity in the heart of Germantown, New York.

    207 Main St, Germantown, NY 12526
    View details
    Prime Monticello Development Opportunity
    $2,500,000
    47.18 Acres

    Prime Monticello Development Opportunity

    47.18 acres of commercial land with development potential.

    E Broadway, Monticello, NY 12701
    View details
    Hamden Development Opportunity: 10.6 Acres
    $1,900,000
    10.61 Acres

    Hamden Development Opportunity: 10.6 Acres

    10.6 acres in Hamden, CT, development opportunity near Quinnipiac University.

    660 Sherman Avenue, Hamden, CT 06514
    View details

    Explore Off-Market Properties in Dutchess County, NY

    Consider similar Off-Market properties in Dutchess County, NY. You may contact the owners directly to inquire about their potential intentions to sell. To help you make a strong first impression, we can assist by reaching out to these owners with compelling proposals created using our AI tool.

    17 Westage Dr

    17 Westage Dr

    HOTEL • 8,960 SF
    Value Estimation
    $705,000
    17 Westage Dr, Fishkill, NY 12524-2241
    View details
    145 Main St

    145 Main St

    HOTEL • 10,282 SF
    Value Estimation
    $3,320,000
    145 Main St, Beacon, NY 12508-4717
    View details
    2750 Ss Rd

    2750 Ss Rd

    HOTEL • 4,992 SF
    Value Estimation
    $8,460,000
    2750 Ss Rd, Poughkeepsie, NY 12601-5282
    View details
    2525 Ss Rd

    2525 Ss Rd

    HOTEL • 93,822 SF
    Value Estimation
    $14,425,000
    2525 Ss Rd, Poughkeepsie, NY 12601-5465
    View details
    25 Old Vineyard Pl

    25 Old Vineyard Pl

    HOTEL • 3.49 Acres
    Value Estimation by Request
    25 Old Vineyard Pl, Hyde Park, NY 12538-3057
    View details
    422 Main St, Unit 430

    422 Main St, Unit 430

    HOTEL • 17,564 SF
    Value Estimation
    $525,000
    422 Main St, Beacon, NY 12508-3306
    View details
    900 Thomas Watson Dr

    900 Thomas Watson Dr

    HOTEL • 90,236 SF
    Value Estimation
    $1,765,000
    900 Thomas Watson Dr, Poughkeepsie, NY 12601-5503
    View details
    2165 Ss Rd

    2165 Ss Rd

    HOTEL • 60,456 SF
    Value Estimation
    $1,330,000
    2165 Ss Rd, Poughkeepsie, NY 12601-5660
    View details
    544 Rte 9th 9

    544 Rte 9th 9

    HOTEL • 49,712 SF
    Value Estimation
    $1,330,000
    544 Rte 9th 9, Fishkill, NY 12524-2248
    View details
    10 Old Rte 9th 9

    10 Old Rte 9th 9

    HOTEL • 4,739 SF
    Value Estimation by Request
    10 Old Rte 9th 9, Staatsburg, NY 12580-5111
    View details
    4 Grinnell St

    4 Grinnell St

    HOTEL • 10,837 SF
    Value Estimation by Request
    4 Grinnell St, Rhinecliff, NY 12574
    View details
    500 Westage Business Ctr Dr

    500 Westage Business Ctr Dr

    HOTEL • 6.30 Acres
    Value Estimation by Request
    500 Westage Business Ctr Dr, Fishkill, NY 12524-2280
    View details
    849 Rte 52

    849 Rte 52

    HOTEL • 38,975 SF
    Value Estimation
    $1,045,000
    849 Rte 52, Fishkill, NY 12524-1561
    View details
    2170 Ss Rd

    2170 Ss Rd

    HOTEL • 69,452 SF
    Value Estimation
    $1,905,000
    2170 Ss Rd, Poughkeepsie, NY 12601-5847
    View details
    100 Westage Business Ctr Dr

    100 Westage Business Ctr Dr

    HOTEL • 98,993 SF
    Value Estimation
    $1,815,000
    100 Westage Business Ctr Dr, Fishkill, NY 12524-2272
    View details
    151 Main St

    151 Main St

    HOTEL • 7,296 SF
    Value Estimation by Request
    151 Main St, Beacon, NY 12508-2705
    View details
    2361 Ss Rd

    2361 Ss Rd

    HOTEL • 85,110 SF
    Value Estimation
    $1,785,000
    2361 Ss Rd, Poughkeepsie, NY 12601-5585
    View details
    10 Main St

    10 Main St

    HOTEL • 0.01 Acres
    Value Estimation by Request
    10 Main St, Beacon, NY 12508
    View details
    50 Red Oaks Ml Rd

    50 Red Oaks Ml Rd

    HOTEL • 32,492 SF
    Value Estimation
    $625,000
    50 Red Oaks Ml Rd, Poughkeepsie, NY 12603-3260
    View details
    55 Merritt Blvd

    55 Merritt Blvd

    HOTEL • 45,867 SF
    Value Estimation
    $2,845,000
    55 Merritt Blvd, Fishkill, NY 12524-2242
    View details
    25 Westage Dr

    25 Westage Dr

    HOTEL • 61,889 SF
    Value Estimation
    $1,520,000
    25 Westage Dr, Fishkill, NY 12524-2241
    View details
    25 Merritt Blvd

    25 Merritt Blvd

    HOTEL • 51,134 SF
    Value Estimation
    $1,685,000
    25 Merritt Blvd, Fishkill, NY 12524-2942
    View details

    Dutchess County, NY Hotels Investment Opportunities Market Analysis

    Explore 30 hotels for sale in Dutchess County, NY on our real estate platform. These investment opportunities span a total of 1,843,894 square feet of properties for sale, with an estimated market value of $14,320,000.

    Sale prices for resorts in Dutchess County, NY start at $245,000, averaging $2,386,666, and reaching up to $7,835,000 — 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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