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    96 Madeira Rd Upper Matecumbe Ky Islamorada, FL 33036

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    Sponsored
    For Sale
    $18,000,000

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

    Lot size:
    5.00 Acres
    Days on Market:
    18
    Last Refresh:
    Mar 13 at 5:06 pm

    Property Features for 96 Madeira Rd Upper Matecumbe Ky

    General Information

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

    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

    Berkshire Hathaway HomeServices Freewheeler Realty (305) 664-4444

    Listing agent The Lindback Team (305) 664-4444 License #30590270

    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.

    Learn more

    Property Insight Report

    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
    -80.633079
    Latitude
    24.921771

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    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 Rd Upper Matecumbe Ky 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.
    (305) 664-4444
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    Islamorada, FL 33036
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    Realmo Value Estimations

    Realmo estimates a property’s market value using a proprietary methodology that incorporates public data and user-submitted information. This cumulative value is generated by integrating a variety of conventional and innovative methods. 

    Disclaimer

    These figures are not official appraisals and should not be used as a substitute for a valuation performed by a licensed appraiser.
    Actual market value may differ due to factors not captured in the data. Estimates are offered for informational purposes only, and users should conduct independent research before making financial or investment decisions.
    By using this feature, you acknowledge that Realmo is not responsible for actions taken based on these estimates.

    AI approach

    Realmo AI Method estimates property value using machine learning models trained on millions of comparable listings, transactions, and market signals. It analyzes property features, location intelligence data, and current market dynamics to predict the most probable market value in real time.

    Realmo CapRate Calculation

    Realmo calculates the Capitalization Rate (Cap Rate) to help estimate a property's potential return on investment. The Cap Rate is a fundamental metric in commercial real estate that measures the relationship between a property's net operating income and its market value.

    How We Calculate Cap Rate

    Cap Rate Formula:
    Cap Rate (%) = (Net Operating Income / Property Value) × 100

    Net Operating Income (NOI) Formula:
    NOI = Area × Lease Rate × (1 - Vacancy Rate) × (1 - Operating Expense Ratio)

    Components

    Net Operating Income (NOI) represents the annual income a property generates after operating expenses:

    • Area: Building square footage from property records
    • Lease Rate: Annual $/sqft based on market data for the property type and geographic location
    • Vacancy Rate: Percentage of unoccupied space based on market data for the property type and location
    • Operating Expense Ratio: Operating costs as a percentage of income, varies by property type

    Property Value is derived from:

    • Recent sale price (if available)
    • Statistical models using comparable sales
    • AI-powered valuation estimates

    Example Calculation

    For a 100,000 sqft Office Building:

    • Lease Rate: $25.00/sqft/year (market data for Office in this area)
    • Vacancy Rate: 8% (market data for Office in this area)
    • Operating Expense Ratio: 35% (typical for Office properties)
    • Property Value: $15,000,000

    Step 1: Calculate NOI

    NOI = 100,000 × $25.00 × (1 - 0.08) × (1 - 0.35)
    NOI = 100,000 × $25.00 × 0.92 × 0.65
    NOI = $1,495,000/year

    Step 2: Calculate Cap Rate

    Cap Rate = ($1,495,000 / $15,000,000) × 100
    Cap Rate = 9.97%

    Property Type Considerations

    Net Operating Income calculations vary by property type due to different operating expense ratios:

    • Office: Higher expenses (30-40%) for HVAC, utilities, maintenance
    • Retail: Moderate expenses (25-35%) for common area maintenance
    • Industrial/Warehouse: Lower expenses (15-25%) for minimal tenant services
    • Multifamily: Moderate expenses (35-45%) including property management
    • Self-Storage: Lower expenses (25-35%) due to minimal maintenance

    Market lease rates and vacancy rates are specific to each property type and geographic location, reflecting local market conditions.

    Disclaimer

    These calculations are estimates for informational purposes only and should not be used as a substitute for professional financial analysis or appraisal.

    • Cap Rate calculations depend on market data that may change over time
    • Actual operating expenses, lease rates, and vacancy rates may differ from market averages
    • Individual property conditions, lease terms, and tenant quality significantly impact actual NOI
    • Property value estimates are approximations and not official appraisals
    • Cap rates vary widely by market, property condition, and investment risk profile

    Professional Guidance Recommended: Before making any investment or financial decisions, consult with licensed appraisers, commercial real estate brokers, and financial advisors who can evaluate your specific property and circumstances.
    By using this feature, you acknowledge that Realmo is not responsible for investment decisions or actions taken based on these estimates.

    Cap approach

    Capitalization Method calculates value based on estimated net operating income (NOI) and applying a market-based capitalization rate (cap rate), we estimate what a typical investor might be willing to pay for it.

    Comparable approach

    Comparable estimate is based on recent sales of similar nearby properties, adjusted for factors like size, condition, and location.

    Relative

    Relative property class coefficient uses factors that account for typical price differences between various asset types (e.g., retail vs. industrial) to provide a more accurate market-aligned estimate.

    Geo

    Comparable Sales Method, enhanced by Geo coefficients — location-based adjustment factors that reflect differences in price levels across neighborhoods, cities, or regions ensuring a more accurate, market-sensitive valuation.

    Stat Estimate

    This method estimates value based on actual market adjusted recent (~5 years) sales of comparable properties around by location and property type.

    • Ranges - area data calculated by industry standard IQR Outlier Removal Method
    • Range-from: 75% of all similar sales ($/sqft) are above this value
    • Range-to: 75% of all similar sales ($/sqft) are below this value
    AI Estimate

    This method estimates value based on AI market estimation of comparable properties around by location and property type.

    • Ranges - area data calculated by industry standard IQR Outlier Removal Method
    • Range-from: 75% of all estimations ($/sqft) are above this value
    • Range-to: 75% of all estimations ($/sqft) are below this value
    Alternative use

    Estimate considers the property’s potential value if used for a different purpose-based on zoning, demand, and market feasibility.

    More about this property
    96 Madeira Rd Upper Matecumbe Ky Islamorada, FL 33036
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    We can help!
    Listing Contact
    The Lindback Team
    Real Estate License ID: 30590270
    (305) 664-4444
    Learn more
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