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    Cudjoe Key, FL
    Short Term Rental

    Cudjoe Key, FL Short Term Rental Properties for Sale

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    Summerland Key, FL Big Pine Key, FL Key West, FL Stock Island, FL
    Six-Unit Waterfront Rental Compound
    Updated: Jun 9
    Six-Unit Waterfront Rental Compound

    21470 Overseas Highway, Cudjoe Key, FL 33042

    $5,500,000
    5,022 sqft
    Five two‑bedroom, one‑bath cottages and one three‑bedroom, two‑bath main house
    5,022 square feet across six residences
    Open‑water setting with private dockage and an on‑site boat ramp
    Heated saltwater pool
    Six water meters and six electric meters
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    15-Unit Waterfront Rental Property
    Updated: Dec 3, 2024
    15-Unit Waterfront Rental Property

    21540 21470 Overseas Highway, Cudjoe Key, FL 33042

    $12,999,999
    15 units and 15 ROGO exemptions
    More than 3.5 acres with more than 300 feet of water frontage
    Boating basin, three concrete docks, one wooden dock, and a boat ramp
    Two swimming pools and shared coin laundry
    Two US 1 parcels zoned Sub Urban Commercial
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    See hot listings in Cudjoe Key

    Scored against comparables nationwide. These are worth a look.

    Scored against comparables nationwide. These are worth a look.

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    2 active listings match your search: Short Term Rental for sale in Cudjoe Key, FL. Based on your search, we've also compiled 4 Potential Opportunities for your consideration: 4 properties in nearby cities.

    Opportunities in Nearby Cities

    Here are 4 Similar properties we found in Nearby Locations for your consideration.

    Short-Term Rental RV Lot
    Short-Term Rental RV Lot

    27-29859 Overseas Hwy, Big Pine Key, FL 33042

    $209,900

    Transient stays are permitted, with shared recreation and guest facilities available within Breezy Pines RV Estates.

    View details
    Short-Term Rental Property with Trailer
    Short-Term Rental Property with Trailer

    29859 Overseas Highway 27, Big Pine Key, FL 33043

    $209,900

    The site includes a travel trailer and access to community pool, clubhouse, laundry, and shower facilities.

    View details
    Waterfront Houseboat Rental Property
    Waterfront Houseboat Rental Property

    Rat Key Street Gulf, Key West, FL 33040

    $850,000

    Includes two custom-built houseboats operated as short-term rentals alongside guided eco tours and private charter services.

    View details
    Charter Marina Business
    Charter Marina Business

    1 Boat Rental Business, Key West, FL 33040

    $150,000

    Marine business with charter vessels, transferable wet slips, and an established short-term rental operation.

    View details

    Cudjoe Key, FL Short Term Rental Properties Market Trends and Statistics

    Explore 2 short term rental properties for sale in Cudjoe Key, FL on our real estate platform. These investment opportunities span a total of 5,022 square feet of properties for sale, with an estimated market value of $18,499,999.

    Sale prices for short term rental properties in Cudjoe Key, FL start at $5,500,000, averaging $9,249,999, and reaching up to $12,999,999 — 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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    Top Commercial Asset Segments

    Commercial property segments ranked by active listings on the market

    Mobile home & RV parks 4
    Short term rental properties 2

    Demographics Overview

    Population 6,781
    Population Growth (5Y) +3.9%
    Median Household Income $101,625
    College Educated 62.3%

    Listings Trend

    New vs delisted commercial listings in Monroe County

    New Delisted

    Total CRE Inventory on Market (SF)

    Average Property Price per SF

    For-sale pricing trends across core commercial property types in Monroe County

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    Residential Income

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