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For sale
  • $3,899,000

    1557 Long Beach Dr, Big Pine Key, FL 33043

    6beds
    3,029sqft
    : 
    $24,055/mo
    Get pre-qualified
    Multi Family
    Built in 1976
    -- sqft lot
    $3,531,200 Zestimate®
    $1,287/sqft
    $-- HOA

    What's special

    Oceanfront offeringBeautifully updated waterfront propertyPrivate beachNew roofRemodeled interiorsIndoor and outdoor kitchensBay and ocean access
    Welcome to The Barnacle Bed and Breakfast, a rare oceanfront offering in Big Pine Key where island living meets income opportunity. This beautifully updated waterfront property allows you to live the Florida Keys lifestyle while hosting it or operate a turnkey hospitality investment in one of the most sought-after settings in the Lower Keys. The property has undergone an extensive renovation over the past two years and is now updated, featuring a new roof, new windows, remodeled interiors, and upgraded throughout. Offered fully furnished, the estate includes multiple structures with indoor and outdoor kitchens, central water, and electric service, allowing for immediate enjoyment and operation. Enjoy approximately 150 feet of direct oceanfront on the main parcel, complemented by additional parcels offering flexibility and long-term potential. Boating enthusiasts will appreciate the private beach, bay and ocean access, CBS dockage and boat docking, making life on the water effortless. Currently operating as a bed and breakfast with strong daily rental performance, the property is now fully operational at capacity, presenting immediate income potential. Whether envisioned as a private waterfront retreat, an owner-operated Bed & Breakfast, or an investment opportunity, this is a truly unique chance to own a piece of paradise in the Florida Keys.
    155 days
    |
    1,174
    |
    61
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Surelis Yanes 786-423-4990,

    Keller Williams Miami Portfolio Collection,

    Guillermo Fernandez 305-390-0023,

    Pini Real Estate

    Source: FLKMLS,MLS#: 618750MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 6
      • Bathrooms: 7
      • Full bathrooms: 7
      Heating
      • Has Heating (Unspecified Type)
      Cooling
      • Central Air, Heat Pump, Ceiling Fans(s)
      Appliances
      • Included: Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Ice Maker
      • Laundry: Laundry Room
      Features
      • Quartz Countertops
      • Flooring: Tile, Marble
      • Windows: Skylight(s)
      Interior area
      • Total structure area: 3,029
      • Total interior livable area: 3,029 sqft

      Property

      Parking
      • Parking features: Open, RV Access/Parking
      • Has uncovered spaces: Yes
      Features
      • Levels: Multi/Split
      • Patio & porch: Open Porch/Balcony, Widow's Walk, Patio
      • Exterior features: Chickee Hut, Outdoor Kitchen, Storage
      • On waterfront: Yes
      Lot
      • Size: 0.81 Acres
      Details
      • Additional parcels included: 00112340001700
      • Parcel number: 00112340001100
      • Zoning: IS - Improved Subivision District

      Construction

      Type & style
      • Home type: MultiFamily
      • Property subtype: Multi Family
      Materials
      • CBS
      Condition
      • Updated/Remodeled
      • New construction: No
      • Year built: 1976

      Utilities & green energy

      • Utilities for property: Cable Available

      Community & HOA

      Community
      • Security: Security Gate, Fire Sprinkler System
      • Subdivision: Long Beach Estates (33.0)
      HOA
      • Has HOA: No
      • Services included: None
      Location
      • Region: Big Pine Key

      Financial & listing details

      • Price per square foot: $1,287/sqft
      • Annual tax amount: $36,316
      • Date on market: 2/20/2026

        Estimated market value

        $3,531,200

        $3.35M - $3.71M

        $13,240/mo

        Price history

        DateEventPrice
        2/20/2026Price change$3,899,000-7.2%$1,287/sqft
        Source: MIAMI #A11960846 Report a problem
        2/10/2026Listed for sale$4,200,000-5.6%$1,387/sqft
        Source: MIAMI #A11960846 Report a problem
        1/29/2026Listing removed$4,449,000$1,469/sqft
        Source: FLKMLS #616497 Report a problem
        9/15/2025Listed for sale$4,449,000+81.6%$1,469/sqft
        Source: Key West AOR #616497 Report a problem
        1/18/2023Sold$2,450,000-17.6%$809/sqft
        Source: FLKMLS #600489 Report a problem
        1/10/2023Pending sale$2,975,000$982/sqft
        Source: FLKMLS #600489 Report a problem
        11/4/2022Contingent$2,975,000$982/sqft
        Source: Key West AOR #600489 Report a problem
        4/9/2022Listed for sale$2,975,000+20.9%$982/sqft
        Source: Key West AOR #600489 Report a problem
        3/29/2022Listing removed--
        Source: Key West AOR #596222 Report a problem
        5/25/2021Price change$2,460,000+2.7%$812/sqft
        Source: MLKAR #596222 Report a problem
        3/20/2021Listed for sale$2,395,000$791/sqft
        Source: FLKMLS #591870 Report a problem
        1/27/2021Contingent$2,395,000$791/sqft
        Source: FLKMLS #591870 Report a problem
        7/29/2020Listed for sale$2,395,000$791/sqft
        Source: Sunrise FL Keys Realty, Inc. #591870 Report a problem

        Public tax history

        Tax history is unavailable.

        Monthly payment

        Est. payment

        Payment breakdown

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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        Climate risks

        Neighborhood: 33043

        Getting around

        0 / 100
        Car-Dependent
        48 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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