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    Oceanfront Lot in Cudjoe Key Title is generated by Realmo AI

    22552 Jolly Roger Drive, Cudjoe Key, FL 33042

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    Claim this Listing
    For Sale
    $499,000

    LAND - Cudjoe Key, FL

    Lot size:
    0.16 Acres
    Added:
    Apr 18, 2026
    Days on Market:
    44
    Last Refresh:
    May 31 at 8:06 am

    Property Features for 22552 Jolly Roger Drive

    General Information

    Property type
    Land
    Property subtype
    Other
    Zoning
    IS - Improved Subivision
    Standard status
    Active
    APN
    00180470000000
    Lot size
    0.16 Acres

    Taxes and HOA fees

    Tax Year
    2025
    Tax Description
    Bk 19 Lt 35 Cutthroat Harbor Estates Cudjoe Key Pb4-165 Or534-537 Or761-396 Or805-1205 Or808-1987 Or825-2313 Or915-1717
    Tax Annual Amount
    4981

    Utilities

    Water front features
    Ocean Front
    Water front
    1

    We can help!

    Listing Contact
    Lauren Hoefert Dunn
    Lauren Hoefert Dunn

    Listing agent Lauren Hoefert Dunn License #3505304

    Listing office Coldwell Banker Schmitt Islamorada 85990 Overseas Highway, Islamorada, FL

    Listing date Apr 18, 2026

    MLS# 619557 Listing URL

    Copyright © 2026 Key West Association 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.

    HighLights

    • Oceanfront lot with expansive open‑water views overlooking Cudjoe Bay.
    • Prime waterfront setting.
    • Rare opportunity to own property in the Lower Keys.
    • Potential to build a custom dream home.
    • Enjoy ocean breezes.
    • Located in the Florida Keys.

    Overview

    This oceanfront lot in Cudjoe Key, Florida, offers views overlooking Cudjoe Bay. The 0.16-acre property is zoned IS - Improved Subdivision. This waterfront setting presents potential for development. The property offers open-water views and ocean breezes. Intended use is to build a dream home. No current building permit exists; the buyer is responsible for verifying the process and timelines.
    Property Profile Location Intelligence

    Current Use by Public Records

    Waterfront Land

    Suggested Use

    Real Estate Agency Restaurant Law Firm Spa & Massage Center Hair Salon Nail Salon Building Supply Big Box & Wholesale Store Kitchen & Bath Showroom Department Store

    Zoning and permitted uses should be independently verified with local authorities.

    Location Insight

    • Map
    • Local Demand
    City
    Cudjoe Key
    County
    Monroe
    State
    Florida
    Longitude
    -81.482667
    Latitude
    24.661314

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    FAQs

    What type of property is this?
    Waterfront Land - Waterfront land with open-water views and potential for development.
    Where is this waterfront land located?
    The property is located at 22552 Jolly Roger Drive Cudjoe Key, FL.
    What is the asking price?
    The asking price for this property is $499,000.
    What are key features of this property?
    This property features: Oceanfront lot with expansive open‑water views overlooking Cudjoe Bay.; Prime waterfront setting.; Rare opportunity to own property in the Lower Keys.
    (305) 394-3717
    We can help!
    Listing Contact
    Lauren Hoefert Dunn
    Lauren Hoefert Dunn
    Real Estate License ID: 3505304
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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
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    22552 Jolly Roger Drive, Cudjoe Key, FL 33042
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