Sign Up Successful!
You now have access to more from Realmo!
    For Sale
    • For Sale
    • For Lease
    • Recently Sold
    • Property Lookup
    • Brokers
    AI Search
    Back to Search
    The Largest CRE Database in the US with Over 1 Million Listings

    81900 Overseas Hwy Upper Matecumbe Ky Islamorada, FL 33036

    Sponsored
    For Sale
    $2,950,000

    Office Buildings,Other Services,Retail - Upper Matecumbe Key Islamorada, FL

    Days on Market:
    23
    Last Refresh:
    Feb 6 at 5:06 pm

    Property Features for 81900 Overseas Hwy Upper Matecumbe Ky

    General Information

    Property type
    Commercial Sale
    Property subtype
    Other
    Standard status
    Active
    Zoning
    VC - Village Center
    Rooms
    Bathroom 1, Bathroom 2, Bathroom 3
    Bathrooms
    3
    APN
    00399260-000100
    Appliances
    None

    Building Details

    Year built
    1975
    Floors in Building
    1
    Number of units
    3
    Flooring type
    Concrete
    Architectural style
    Other

    We can help!

    Listing Contact
    Elizabeth Jolin

    Coldwell Banker Schmitt Islamorada (305) 664-4470

    Listing agent Elizabeth Jolin (305) 664-4470 License #3502927

    Listing date Jan 15, 2026

    MLS# 617101 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 Retail Space For Sale

    This prime commercial property in downtown Islamorada features 5,232 square feet of retail space. The property is situated across four bays on a 15,000 square foot corner lot, offering excellent frontage on US-1. With over 50 years of continuous retail use, this location is well-known and highly visible, benefiting from strong drive-by exposure and pedestrian access. The Village Center zoning allows for future expansion or mixed-use possibilities, including second-story development or workforce housing, subject to approvals. Two long-term tenants are currently in place and would like to remain, providing stable income for the next owner. The third and fourth bays are currently vacant and available for immediate use or lease, presenting an ideal opportunity to secure new tenants or for owner occupancy. This property represents a rare opportunity to acquire a stable, income-producing asset with long-term upside in a supply-constrained market within the Florida Keys.
    Property Profile Insight Report Location Intelligence

    Current Use by Public Records

    Retail space

    Map

    City
    Islamorada
    County
    Monroe
    State
    Florida
    Longitude
    -80.634188
    Latitude
    24.919527

    Nearby Similar for Sale

    • $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
      View Details
    • $23,000,000

      Islamorada Restaurant & Bar For Sale

      Iconic Islamorada restaurant and cabana bar with real estate included.
      96 Madeira Rd Upper Matecumbe Ky, Islamorada, FL 33036
      View Details
    • New
      $990,000
      1,766 SF

      Two Cottages in Islamorada

      Two cottages on one property in the heart of Islamorada.
      219 Preston St Upper Matecumbe Ky, Islamorada, FL 33036
      View Details
    • $6,995,000

      Islamorada Land with Restaurant/Bar

      Exceptional investment opportunity with restaurant/bar and development potential.
      81910 Overseas Hwy Upper Matecumbe Ky, Islamorada, FL 33036
      View Details
    • $5,500,000

      Islamorada Redevelopment Opportunity

      Prime Islamorada property with redevelopment potential in a desirable location.
      82929 Overseas Hwy Upper Matecumbe Ky, Islamorada, FL 33036
      View Details
    • $2,200,000

      Islamorada Commercial Property For Sale

      Commercial property with open storage area in Islamorada, Florida.
      82935 Overseas Hwy Upper Matecumbe Ky, Islamorada, FL 33036
      View Details
    • Contact for pricing

      Islamorada Office Space Available

      Commercial office spaces for immediate occupancy in Upper Matecumbe Key.
      81990 Overseas Hwy Upper Matecumbe Ky, Islamorada, FL 33036
      View Details
    • $2,000,000

      Islamorada Cleared Oversized Lot

      Prime location with highway frontage and development potential.
      81213 Overseas Hwy Upper Matecumbe Ky, Islamorada, FL 33036
      View Details
    • $2,200,000

      Islamorada Restaurant Opportunity For Sale

      Iconic restaurant property with high visibility and flexible commercial zoning.
      81901 Overseas Hwy, Islamorada, FL 33036
      View Details
    • $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
    • $1,899,000

      Islamorada Mixed-Use Commercial Property

      Luxury mixed-use property with highway frontage and flexible commercial/residential space.
      87847 Overseas Hwy, Islamorada, FL 33036
      View Details
    • $6,995,000

      Islamorada Marina & Resort Opportunity

      Unique marina and resort with deep water harbor and amenities.
      200 Treasure Harbor Dr, Islamorada, FL 33036
      View Details

    FAQs

    What type of property is this?
    Retail space - Prime commercial property with retail space and future expansion potential.
    Where is this retail space located?
    The property is located at 81900 Overseas Hwy Upper Matecumbe Ky Islamorada, FL.
    What is the asking price?
    The asking price for this property is $2,950,000.
    What are key features of this property?
    This property features: - Prime downtown Islamorada commercial property with **5,232 SF of retail space**.; - **Large 15,000 SF corner lot** with excellent US-1 frontage and high visibility.; - Village Center zoning allows for future expansion or mixed-use development.
    (305) 393-0994
    Request Owner's contact information
    81900 Overseas Hwy Upper Matecumbe Ky Islamorada, FL 33036
    Message sent successfully
    Error
    If you are the owner or broker of this property and would like to edit or remove this listing please send a message to web site administrator.
    81900 Overseas Hwy Upper Matecumbe Ky
    Islamorada, FL 33036
    Message sent successfully
    Error
    Email to Your Friends
    Link copied to clipboard
    Separate multiple addresses with a comma
    Message sent successfully
    Error

    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
    81900 Overseas Hwy Upper Matecumbe Ky Islamorada, FL 33036
    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
    Thank You

    You are Unsubscribed From Notifications

    We can help!
    Listing Contact
    Elizabeth Jolin
    Real Estate License ID: 3502927
    (305) 393-0994
    Learn more
    Google sign-in failed. Please try again or use another login method.