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    Monroe County, FL Hotels for Sale

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    Waterfront Boutique Hotel Opportunity
    Updated: Jul 22
    Waterfront Boutique Hotel Opportunity

    97850 Overseas Highway, Key Largo, FL 33037

    $12,450,000
    2.00 AC lot
    21‑room boutique hotel on approx. 2 acres of upland and nearly 1 acre of bay bottom with direct access to Florida Bay.
    Protected dockage with private sandy beach and a concrete boat ramp for water access.
    Heated and chilled swimming pool plus outdoor grilling areas and multiple tiki huts.
    10 guest rooms have been renovated; the remaining rooms have new paint and updated furnishings.
    Roof: metal; construction: CBS/concrete; flooring: tile.
    View details
    Hospitality Portfolio with Hotel and Restaurant
    Updated: Nov 21, 2025
    Hospitality Portfolio with Hotel and Restaurant

    27340 Overseas Highway, Ramrod Key, FL 33042

    $12,250,000
    1.67 AC lot
    Includes 25 transient rental licenses currently in use and potentially transferable to another qualifying Florida Keys development (subject to approvals).
    150‑seat restaurant with a newer tiki structure.
    25‑room hotel lodging operation supported by the transient rental licenses.
    Liquor licensing package: 5COP quota liquor license available separately for on‑premises beer, wine, and spirits sales; also allows packaged liquor sales.
    Dive shop operation with a 49‑passenger Coast Guard‑approved vessel and its own 2COP bar license for wine and beer; includes retail/gear component.
    View details
    Historic Inn in Key West
    Historic Inn in Key West

    521 United Street, Key West, FL 33040

    $20,350,000
    4,788 sqft 0.50 AC lot

    Award-winning 38-room inn with historic charm and modern amenities.

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    Turn a Listing Into an Investment Snapshot Cap Rate, Potential NOI, Demand score for every listing. Go To Analytics Center
    Waterfront Boutique Hotel with Dockage
    Waterfront Boutique Hotel with Dockage

    97850 Overseas Highway, Key Largo, FL 33037

    $12,450,000
    3.00 AC lot

    21-room boutique hotel with protected dockage, sandy beach, and heated pool on Florida Bay.

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    Renovated Boutique Hotel
    Renovated Boutique Hotel

    521 United Street, Key West, FL 33040

    $20,350,000

    Boutique hotel with 38 renovated rooms, en-suite baths, and resort-style outdoor common areas with pools and jacuzzi.

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    Hotel/Motel,Marina,Mobile Home Park - Conch Key, FL
    Hotel/Motel,Marina,Mobile Home Park - Conch Key, FL

    62250 Overseas Hwy Little Conch Is, Conch Key, FL 33050

    $5,750,000
    826 sqft 1.98 AC lot

    Rare Florida Keys island with entitlements and development flexibility.

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    Key Largo Inn Investment Opportunity
    Key Largo Inn Investment Opportunity

    99202 Overseas Hwy, Key Largo, FL 33037

    Contact for pricing
    23,092 sqft 1.14 AC lot

    Turnkey inn with full liquor license and development potential.

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    Oceanfront Land and Marina Opportunity
    Oceanfront Land and Marina Opportunity

    13900 Overseas Hwy, Marathon, FL 33050

    $12,900,000
    21.00 AC lot

    Over 20 acres of land and marina in Marathon, Florida.

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    Islamorada Development Opportunity For Sale
    Islamorada Development Opportunity For Sale

    80939 Overseas Hwy, Islamorada, FL 33036

    $3,900,000
    0.75 AC lot

    Development opportunity in downtown Islamorada with restaurant and transient units.

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    Oceanfront Petite Hotel
    Oceanfront Petite Hotel

    80051 Overseas, Islamorada, FL 33036

    Contact for pricing

    Nine-unit oceanfront hotel includes kitchenette suites, a separate 2-bedroom house, and amenities like a pool and hot tubs.

    View details
    Based on your search, we've compiled 74 Potential Opportunities for your consideration. Besides 10 Active listings in Monroe County, FL, we suggest exploring several alternatives: similar 62 Off-Market properties to explore as potential leads, plus 2 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.

    Waterfront Land with Dockage Approval
    Waterfront Land with Dockage Approval

    14 125th Street Gulf, Marathon, FL 33050

    $3,549,000
    1.72 AC lot

    Mixed-use zoning accompanies an existing raised CBS building with public water and sewer service.

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    Waterfront Land with Approved Dockage
    Waterfront Land with Approved Dockage

    14 125Th Street Gulf, Marathon, FL 33050

    $3,549,000
    1.72 AC lot

    Mixed Use Commercial zoning, approved dockage, and an existing recertified building define this waterfront redevelopment site.

    View details

    Off-Market Properties in Monroe County, FL

    Consider similar Off-Market properties in Monroe County, FL. 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.

    7425 Overseas Hwy, Unit 7
    HOTEL/MOTEL

    7425 Overseas Hwy, Marathon, FL 33050-3130

    Unit 7
    Value Estimation by Request
    3,409 sqft 0.41 AC lot
    View details
    76777 Overseas Hwy, Unit 1
    HOTEL/MOTEL

    76777 Overseas Hwy, Islamorada, FL 33036-3941

    Unit 1
    $595,000
    Estimated value
    504 sqft 0.86 AC lot
    View details
    1500 Alberta St
    HOTEL/MOTEL

    1500 Alberta St, Key West, FL 33040-4705

    $460,000
    Estimated value
    4,110 sqft 0.16 AC lot
    View details
    200 Sunset Ln
    HOTEL/MOTEL

    200 Sunset Ln, Key West, FL 33040-8312

    $160,000
    Estimated value
    0.61 AC lot
    View details
    200 Sunset Way
    HOTEL/MOTEL

    200 Sunset Way, Key West, FL 33040-8312

    $75,000
    Estimated value
    0.11 AC lot
    View details
    3675 Roosevelt Blvd
    HOTEL/MOTEL

    3675 Roosevelt Blvd, Key West, FL 33040-5254

    $60,000
    Estimated value
    7.10 AC lot
    View details
    200 Sunset Ln
    HOTEL/MOTEL

    200 Sunset Ln, Key West, FL 33040-8312

    Value Estimation by Request
    0.16 AC lot
    View details
    3625 Seaside Dr, Unit 25312
    HOTEL/MOTEL

    3625 Seaside Dr, Key West, FL 33040-5225

    Unit 25312
    $315,000
    Estimated value
    798 sqft 2.31 AC lot
    View details
    6200 Overseas Hwy
    HOTEL/MOTEL

    6200 Overseas Hwy, Marathon, FL 33050-2725

    $3,700,000
    Estimated value
    1,720 sqft 1.83 AC lot
    View details
    1445 Roosevelt Blvd
    HOTEL/MOTEL

    1445 Roosevelt Blvd, Key West, FL 33040-4538

    $240,000
    Estimated value
    5.05 AC lot
    View details
    101740 Overseas Hwy
    HOTEL/MOTEL

    101740 Overseas Hwy, Key Largo, FL 33037-2664

    Value Estimation by Request
    2,722 sqft 2.85 AC lot
    View details
    81801 Overseas Hwy, Unit 705
    HOTEL/MOTEL

    81801 Overseas Hwy, Islamorada, FL 33036-3631

    Unit 705
    $865,000
    Estimated value
    550 sqft 1.10 AC lot
    View details
    1557 Long Bch Dr
    HOTEL/MOTEL

    1557 Long Bch Dr, Big Pine Key, FL 33043-3511

    $3,690,000
    Estimated value
    2,315 sqft 0.80 AC lot
    View details
    3625 Seaside Dr, Unit 25205
    HOTEL/MOTEL

    3625 Seaside Dr, Key West, FL 33040-5225

    Unit 25205
    $555,000
    Estimated value
    798 sqft 2.31 AC lot
    View details

    Monroe County, FL Hotels Market Trends and Statistics

    Explore 72 hotels for sale in Monroe County, FL, showcased through 10 active listings on our real estate platform. These investment opportunities span a total of 28,706 square feet of properties for sale, with an estimated market value of $100,400,000.

    Sale prices for resorts in Monroe County, FL start at $3,900,000, averaging $12,550,000, and reaching up to $20,350,000 — 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 Monroe County Real Estate Agencies

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

    Berkshire Hathaway Keys Real Estate | Knight & Gardner Realty
    336 Duval St Key West, FL 33040
    Phone: 13052945155
    www.keysrealestate.com
    Berkshire Hathaway HomeServices Freewheeler Realty
    85992 Overseas Hwy, P.O. Box 1634 Islamorada, FL 33036
    Phone: 13056644444
    www.bhhsfreewheeler.com
    American Caribbean Real Estate
    99900 Overseas Highway, PO Box 600 Key Largo, FL 33037
    Phone: 13054514078
    www.americancaribbean.com/

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