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    Dutchess County, NY Hospitality Properties 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 Ln, 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 15, 2025
    View details
    Seasonal Home in Hudson Valley
    $49,999

    Seasonal Home in Hudson Valley

    50 Glanhope Rd, Hopewell Junction, NY 12533

    Seasonal home in private community with pool and amenities.

    • Seasonal home in Glanhope Co‑Op, a private, gated community with amenities.
    • Enjoy the inground pool, playground, basketball court, laundry, and clubhouse with entertainment area.
    • Oversized screened porch and additional deck perfect for entertaining.
    • Large bedroom suitable for extended family.
    • Close to Sylvan Lake for fishing, canoeing, kayaking, and swimming.
    View details
    Based on your search, we've compiled 92 Potential Opportunities for your consideration. Besides 2 Active listings in Dutchess County, NY, we suggest exploring several alternatives: similar 89 Off-Market properties to explore as potential leads, plus 1 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.

    Poughkeepsie Redevelopment Opportunity
    $2,900,000
    0.11 Acres

    Poughkeepsie Redevelopment Opportunity

    Mixed-use redevelopment opportunity in Poughkeepsie's growing Innovation District.

    194 Church St, Poughkeepsie, NY 12601
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    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.

    13 Hamilton St

    13 Hamilton St

    Multifamily properties • 3,200 SF
    Value Estimation by Request
    13 Hamilton St, Poughkeepsie, NY 12601
    View details
    18 Mcdonnells Ln

    18 Mcdonnells Ln

    CAMPGROUND, RV PARK • 10.60 Acres
    Value Estimation
    $345,000
    18 Mcdonnells Ln, Hopewell Junction, NY 12533-5410
    View details
    6427 Montgomery St

    6427 Montgomery St

    MOTEL • 2,336 SF
    Value Estimation
    $350,000
    6427 Montgomery St, Rhinebeck, NY 12572
    View details
    7 Fowler Rd

    7 Fowler Rd

    MOTEL • 7,623 SF
    Value Estimation by Request
    7 Fowler Rd, Millbrook, NY 12545-6507
    View details
    2170 Ss Rd

    2170 Ss Rd

    HOTEL • 69,452 SF
    Value Estimation by Request
    2170 Ss Rd, Poughkeepsie, NY 12601-5847
    View details
    55 Merritt Blvd

    55 Merritt Blvd

    HOTEL • 45,867 SF
    Value Estimation by Request
    55 Merritt Blvd, Fishkill, NY 12524-2242
    View details
    536 Haight Ave

    536 Haight Ave

    MOTEL • 5,568 SF
    Value Estimation by Request
    536 Haight Ave, Poughkeepsie, NY 12603-2465
    View details
    542 Haight Ave

    542 Haight Ave

    MOTEL • 1,356 SF
    Value Estimation by Request
    542 Haight Ave, Poughkeepsie, NY 12603
    View details
    1639 Rte 199

    1639 Rte 199

    MOTEL • 11,198 SF
    Value Estimation
    $245,000
    1639 Rte 199, Stanfordville, NY 12581-6224
    View details
    3234 Rte 22

    3234 Rte 22

    MOTEL • 4,342 SF
    Value Estimation
    $375,000
    3234 Rte 22, Dover Plains, NY 12522-5925
    View details
    153 Denton Lk Rd

    153 Denton Lk Rd

    CAMPGROUND, RV PARK • 1,732 SF
    Value Estimation by Request
    153 Denton Lk Rd, Holmes, NY 12531
    View details
    38 Alfio Ct

    38 Alfio Ct

    CAMPGROUND, RV PARK • 3,680 SF
    Value Estimation by Request
    38 Alfio Ct, Rhinebeck, NY 12572
    View details
    91 Ramah Rd

    91 Ramah Rd

    CAMPGROUND, RV PARK • 1,068 SF
    Value Estimation by Request
    91 Ramah Rd, Wingdale, NY 12594-1022
    View details
    4100 Albany Post Rd

    4100 Albany Post Rd

    MOTEL • 8,572 SF
    Value Estimation
    $1,535,000
    4100 Albany Post Rd, Hyde Park, NY 12538-1942
    View details
    6 Sprout Lk Cp, Unit 94

    6 Sprout Lk Cp, Unit 94

    CAMPGROUND, RV PARK • 9,450 SF
    Value Estimation by Request
    6 Sprout Lk Cp, Verbank, NY 12585-5034
    View details
    767 Rte 9th 9

    767 Rte 9th 9

    MOTEL • 4,828 SF
    Value Estimation
    $560,000
    767 Rte 9th 9, Fishkill, NY 12524-4314
    View details
    4 Grinnell St

    4 Grinnell St

    HOTEL • 10,837 SF
    Value Estimation
    $805,000
    4 Grinnell St, Rhinecliff, NY 12574
    View details
    40 Civic Ctr Plz

    40 Civic Ctr Plz

    HOTEL • 273,600 SF
    Value Estimation by Request
    40 Civic Ctr Plz, Poughkeepsie, NY 12601-3118
    View details
    428 Lk Dr, Unit 448

    428 Lk Dr, Unit 448

    CAMPGROUND, RV PARK • 4,960 SF
    Value Estimation
    $2,880,000
    428 Lk Dr, Rhinebeck, NY 12572-3254
    View details
    2232 Rte 82

    2232 Rte 82

    CAMPGROUND, RV PARK • 4,200 SF
    Value Estimation
    $345,000
    2232 Rte 82, Lagrangeville, NY 12540
    View details
    25 Old Vineyard Pl

    25 Old Vineyard Pl

    HOTEL • 3.49 Acres
    Value Estimation
    $1,230,000
    25 Old Vineyard Pl, Hyde Park, NY 12538-3057
    View details
    544 Rte 9th 9

    544 Rte 9th 9

    HOTEL • 49,712 SF
    Value Estimation by Request
    544 Rte 9th 9, Fishkill, NY 12524-2248
    View details

    Dutchess County, NY Hospitality Properties Investment Opportunities Market Analysis

    Explore 90 hospitality properties for sale in Dutchess County, NY on our real estate platform. These investment opportunities span a total of 44,992,250 square feet of properties for sale, with an estimated market value of $45,055,000.

    Prices for hospitality properties in Dutchess County, NY start at $245,000, averaging $1,325,147, and reaching up to $8,580,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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    Browse Hospitality properties for Sale Near Dutchess, NY

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