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    Monroe County, FL Restaurants for Sale

    28 results
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    Iconic Bar & Liquor Store
    $3,500,000
    2,396 SF

    Iconic Bar & Liquor Store

    1000-1006 Truman Ave, Key West, FL 33040

    Bar and liquor store with drive-through in Key West, Florida.

    • Rare opportunity to purchase an iconic bar and liquor store in Key West with a full, unrestricted, and transferrable 5‑COP liquor license (valued over $1 Million).
    • Includes two parcels of land totaling 11,836 sf. at the corner of Truman & Grinnell Streets, with a 2025 County Appraised Value of over $2.7 Million.
    • Features a unique drive‑through pick‑up window for beer, wine, and liquor, possibly the only one left in the Keys.
    • The property includes both an indoor bar/liquor store (2,396 sf.) and a covered outdoor bar (1,588 sf.) suitable for events.
    • Money‑making operation with potential for growth, including the possibility of adding food service (HNC‑1 Zoning allows many commercial and residential uses & likely Food Trucks).
    Updated: Feb 17
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    Turnkey Inn & Hospitality Investment
    $14,900,000
    23,092 SF

    Turnkey Inn & Hospitality Investment

    99202 Overseas Hwy, Key Largo, FL 33037

    Income-producing inn with development potential in prime Key Largo location.

    • Turnkey, income‑producing inn in a prime Key Largo location.
    • Includes 50 transferable transient licenses (nightly rentals) offering exceptional short‑term rental income.
    • Features a 5COP full liquor license for the on‑site restaurant and bar.
    • 50 total guest rooms, including 12 spacious two‑room suites.
    • Highly visible location with 450 feet on US 1 and 9 parcels included.
    Updated: Jan 27
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    Prime Corner Location on Truman
    $2,999,000

    Prime Corner Location on Truman

    Commercial property with high visibility, development potential, and existing structure.

    1000 Truman Ave, Key West, FL 33040
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    Islamorada Restaurant & Cabana Bar
    $18,000,000
    5.00 Acres

    Islamorada Restaurant & Cabana Bar

    Iconic restaurant and bar with bayfront and highway frontage.

    96 Madeira Rd Upper Matecumbe Ky, Islamorada, FL 33036
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    Iconic Waterfront Restaurant and Bar
    $4,900,000

    Iconic Waterfront Restaurant and Bar

    Legendary waterfront restaurant/bar with long-term lease in Key Largo, FL.

    58000 Card Sound Rd, Key Largo, FL 33037
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    Key Largo Restaurant with Drive-Through
    $2,199,000

    Key Largo Restaurant with Drive-Through

    Profitable franchise with real estate and drive-through in Key Largo.

    92661 Overseas Hwy, Key Largo, FL 33037
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    Islamorada Land with Development Potential
    $6,500,000
    0.70 Acres

    Islamorada Land with Development Potential

    Unique investment opportunity with multiple development possibilities.

    81910 Overseas Hwy Upper Matecumbe Ky, Islamorada, FL 33036
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    Islamorada Restaurant with Liquor License
    $2,200,000

    Islamorada Restaurant with Liquor License

    Turnkey restaurant opportunity with high visibility and flexible zoning.

    81901 Overseas Hwy Upper Matecumbe Ky, Islamorada, FL 33036
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    Waterfront Land with Mixed-Use Zoning
    $9,499,000
    47.03 Acres

    Waterfront Land with Mixed-Use Zoning

    Two parcels of land with mixed-use zoning and waterfront access.

    7000 5Th St, Key West, FL 33040
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    Waterfront Land with Bay Bottom Rights
    $4,900,000
    160,800.00 Acres

    Waterfront Land with Bay Bottom Rights

    Rare opportunity: waterfront land with bay bottom rights in Marathon.

    13759 Overseas Hwy, Marathon, FL 33050
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    Waterfront Commercial Parcels with Bay Bottom
    $4,900,000
    160,800.00 Acres

    Waterfront Commercial Parcels with Bay Bottom

    Rare opportunity: waterfront parcels with bay bottom rights.

    13759 Overseas Hwy, Marathon, FL 33050
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    Key West Multifamily Development Opportunity
    $9,888,000
    0.20 Acres

    Key West Multifamily Development Opportunity

    Undeveloped ocean-view property in Key West's Historic Commercial Tourist District.

    1430 Vernon Ave, Key West, FL 33040
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    Prime Retail Space in Key West
    Contact for pricing

    Prime Retail Space in Key West

    High-traffic retail space across from Mallory Square in Key West.

    431 Front St, Key West, FL 33040
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    Key Largo Oceanside Commercial Building
    $5,400,000

    Key Largo Oceanside Commercial Building

    Commercial building with deep water dockage and direct ocean access.

    522 Caribbean Dr, Key Largo, FL 33037
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    Key West Mixed-Use Investment Property
    $2,999,999

    Key West Mixed-Use Investment Property

    Fully rented mixed-use property in the heart of Old Town.

    405 Petronia St, Key West, FL 33040
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    Turnkey Restaurant in Old Town
    $2,950,000

    Turnkey Restaurant in Old Town

    Remodeled 150-seat restaurant with apartment in historic Key West.

    532 Margaret St, Key West, FL 33040
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    Waterfront Property with Multifamily Units
    $4,750,000

    Waterfront Property with Multifamily Units

    Historic Key West waterfront property with multifamily and commercial potential.

    901 Eisenhower Dr, Key West, FL 33040
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    Key West Restaurant Opportunity
    $1,399,000

    Key West Restaurant Opportunity

    Restaurant space in Key West's bustling commercial corridor.

    1075 Duval St, Key West, FL 33040
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    Waterfront Restaurant with Development Potential
    $3,300,000

    Waterfront Restaurant with Development Potential

    Iconic restaurant with residential property, development rights, and dockage.

    1240 Overseas Hwy, Marathon, FL 33050
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    Waterfront Restaurant & Marina Investment
    $6,999,999

    Waterfront Restaurant & Marina Investment

    Waterfront restaurant, marina, and residential property in Plantation Key, FL.

    90311 Old Hwy, Plantation Key, FL 33070
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    Overseas Highway Commercial Property
    $175,000
    3,000 SF

    Overseas Highway Commercial Property

    1.03 acre corner lot with former restaurant.

    6495 Overseas Hwy, Marathon, FL 33050
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    Prime Retail/Restaurant Space Available
    $30,000

    Prime Retail/Restaurant Space Available

    Prime retail or restaurant space in tourist/cruise ship district.

    12 Duval St, Key West, FL 33040
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    Key West Bar & Liquor
    $3,900,000

    Key West Bar & Liquor

    Iconic Key West bar and liquor store with drive-through.

    1000 Truman Ave, Key West, FL 33040
    View details
    Iconic Islamorada Restaurant & Cabana Bar
    $23,000,000

    Iconic Islamorada Restaurant & Cabana Bar

    Bayfront restaurant and bar with 5 acres for sale.

    96 Madeira Rd, Islamorada, FL 33036
    View details

    Monroe County, FL Restaurants Investment Opportunities Market Analysis

    Explore 220 restaurants for sale in Monroe County, FL, showcased through 28 active listings on our real estate platform. These investment opportunities span a total of 14,013,273,632 square feet of properties for sale, with an estimated market value of $194,767,000.

    Sale prices for restaurant properties in Monroe County, FL start at $155,000, averaging $2,264,732, and reaching up to $18,000,000 — 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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