For Sale
    • For Sale
    • For Lease
    • Recently Sold
    • Property Lookup
    • Brokers
    Back to Search
    The Largest CRE Database in the US with Over 1 Million Listings

    96 Madeira Road Upper Matecumbe Key Islamorada, FL 33036

    View on Map
    Claim this Listing
    For Sale
    $18,000,000

    Restaurant,Bar,Retail - Upper Matecumbe Key Islamorada, FL

    Lot size:
    5.00 Acres
    Added:
    Feb 23, 2026
    Days on Market:
    64
    Last Refresh:
    Apr 28 at 12:06 pm

    Property Features for 96 Madeira Road Upper Matecumbe Key

    General Information

    Property type
    Commercial Sale
    Property subtype
    Other
    Zoning
    HC - Highway Commercial
    Bathrooms
    2
    Rooms
    Bathroom 1, Bathroom 2
    Appliances
    Dishwasher, Refrigerator, Washer
    Standard status
    Active
    APN
    00399370-000000
    Lot size
    5.00 Acres

    Taxes and HOA fees

    Tax Year
    2023
    Tax Annual Amount
    48210.63

    Utilities

    Water front features
    Waterfront
    Water front
    1

    Building Details

    Year built
    2011
    Floors in Building
    1
    Building materials
    Frame
    Architectural style
    Other

    We can help!

    Listing Contact
    The Lindback Team

    Listing agent The Lindback Team License #30590270

    Listing office Berkshire Hathaway HomeServices Keys Real Estate - Islamorada 85992 Overseas Hwy, Islamorada, FL

    Listing date Feb 23, 2026

    MLS# 613627 Listing URL

    Copyright © 2026 Florida Keys Board of REALTORS®. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.


    Overview

    Islamorada Restaurant & Cabana Bar

    This iconic restaurant and cabana bar is available for sale, including both the real estate and the business. The property spans over 1,000 feet of bayfront and 500 feet of highway frontage. It is a popular destination for locals and visitors who gather to watch sunsets, enjoy food and drinks, and listen to live music. The property includes over 5 acres of land, a full-service bar with a 5 Cop liquor license, and a 250-seat outdoor restaurant. It also features a private party and tournament hosting area. A new parking lot, lighting, and drainage system were completed in 2020. A concrete building, constructed in 2015/2016, houses a gift shop, bathrooms, laundry facilities, a prep kitchen, and storage space. Additional amenities include a main kitchen, a special event tiki bar, dockage, a beach, and a boat ramp. The sale includes 4 on-site building rights and 2 boat slips in the Islamorada Yacht Basin, which is located adjacent to the property. The property is zoned HC - Highway Commercial and offers room for expansion. It has been voted Best Sunset year after year.
    Property Profile Insight Report Location Intelligence

    Current Use by Public Records

    Bars & Pubs

    Map

    City
    Islamorada
    County
    Monroe
    State
    Florida
    Longitude
    -80.7192
    Latitude
    24.8649

    FAQs

    What type of property is this?
    Restaurant - Iconic restaurant and bar with bayfront and highway frontage.
    Where is this restaurant located?
    The property is located at 96 Madeira Road Upper Matecumbe Key Islamorada, FL.
    What is the asking price?
    The asking price for this property is $18,000,000.
    What are key features of this property?
    This property features: Iconic Islamorada restaurant and cabana bar with real estate and business included.; Over 1,000 feet of bayfront and 500 feet of highway frontage on over 5 acres.; Full service bar with 5 Cop liquor license and 250‑seat outdoor restaurant.
    More about this property
    Thanks! Your message was sent.
    Error! Your message wasn't sent.
    Please enter your name
    Please enter email
    Please enter the email in the correct format
    Please enter phone
    Please enter the number in the correct format
    Please enter message