Skip main navigation
Under contract
  • Price cut: $1K (6/18)
    $894,000

    437 Pirates Rd, Little Torch Key, FL 33042

    3beds
    1,296sqft
    : 
    $5,402/mo
    Get pre-qualified
    Single Family Residence
    Built in 2015
    6,098 Square Feet Lot
    $871,000 Zestimate®
    $690/sqft
    $-- HOA

    What's special

    MOTIVATED SELLER! Offered in the highly sought-after Jolly Roger Estates, this beautifully maintained, one-owner canal-front home is just 11 years old and truly move-in ready. Elevated and thoughtfully designed, the 1,296 sq. ft. residence offers three bedrooms and two bathrooms, enhanced by refined finishes including crown molding, tray ceilings, tile showers, and a bright, open-concept living space ideal for coastal living. Built for both comfort and peace of mind, the home features a metal roof installed in 2018 along with impact-rated windows and doors throughout. Enjoy added privacy and nightly sunset views over the protected salt marsh directly across the street--an unspoiled natural backdrop that will never be developed. Boaters will appreciate the free-flowing, clear-water canal with excellent access to both the ocean and the bay. The private dock with a 7,000-lb side-lift boat elevator makes heading out for fishing, diving, or sunset cruises effortless. The spacious lot offers a large driveway, double covered parking, and ample room for boat trailers and additional vehicles. Downstairs, a full concrete pad and enclosed angler's room provide the perfect space for storing fishing gear, dive equipment, and all your island toys. Located near mile marker 28.5, Jolly Roger Estates is a peaceful, palm-lined waterfront community on the Atlantic side of Little Torch Key, offering direct access to Pine Channel and world-class boating, fishing, and diving at nearby Looe Key Reef. Just 24 miles from Key West, this exceptional property delivers the perfect blend of island tranquility and convenient access to dining, entertainment, and amenities--an ideal full-time residence, second home, or investment in the Florida Keys lifestyle.
    58 days
    |
    606
    |
    44
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Jo Ann Cook 305-360-7968,

    Ocean Sotheby's International,

    Ally Kelley 727-459-0493,

    Ocean Sotheby's International

    Source: FLKMLS,MLS#: 620124MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 2
      Heating
      • Has Heating (Unspecified Type)
      Cooling
      • Central Air, Ceiling Fans(s)
      Appliances
      • Included: Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Disposal, Stainless Steel Appliance(s)
      Features
      • Built-in Features, Walk-in Closet(s), Tray Ceiling(s)
      • Flooring: Tile
      Interior area
      • Total structure area: 1,296
      • Total interior livable area: 1,296 sqft

      Property

      Parking
      • Parking features: RV Access/Parking, Storage
      Features
      • Patio & porch: Open Porch/Balcony, Deck
      • On waterfront: Yes
      Lot
      • Size: 6,098 Square Feet
      • Dimensions: 60 X 100
      Details
      • Parcel number: 00215230000000
      • Zoning: IS - Improved Subivision District

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Modular, Hardi Board Siding
      Condition
      • Year built: 2015

      Utilities & green energy

      • Utilities for property: Water Separate Meter, Elect Separate Meter, Cable Available

      Community & HOA

      Community
      • Security: Security Guard
      • Subdivision: Jolly Roger Estates (28.5)
      HOA
      • Has HOA: No
      • Services included: None
      Location
      • Region: Little Torch Key

      Financial & listing details

      • Price per square foot: $690/sqft
      • Tax assessed value: $837,026
      • Annual tax amount: $7,478
      • Date on market: 6/2/2026
      • Listing terms: Cash,Conventional

        Estimated market value

        $871,000

        $827,000 - $915,000

        $4,737/mo

        Price history

        DateEventPrice
        7/15/2026Contingent$894,000$690/sqft
        Source: Key West AOR #620124 Report a problem
        6/18/2026Price change$894,000-0.1%$690/sqft
        Source: MLKAR #620124 Report a problem
        6/2/2026Price change$895,000-0.1%$691/sqft
        Source: MIAMI #A11998100 Report a problem
        6/2/2026Price change$895,5550%$691/sqft
        Source: FLKMLS #620124 Report a problem
        5/5/2026Price change$896,000-0.1%$691/sqft
        Source: FLKMLS #617906 Report a problem
        4/27/2026Price change$897,000-0.1%$692/sqft
        Source: FLKMLS #617906 Report a problem
        4/20/2026Price change$898,000-0.1%$693/sqft
        Source: FLKMLS #617906 Report a problem
        3/8/2026Price change$899,000-4.3%$694/sqft
        Source: Key West AOR #617906 Report a problem
        3/3/2026Price change$939,000-0.5%$725/sqft
        Source: Key West AOR #617906 Report a problem
        2/20/2026Price change$944,000-0.5%$728/sqft
        Source: Key West AOR #617906 Report a problem
        1/2/2026Listed for sale$949,000-2.6%$732/sqft
        Source: MLKAR #617906 Report a problem
        1/1/2026Listing removed$974,000+0.5%$752/sqft
        Source: MIAMI #A11877522 Report a problem
        11/5/2025Price change$969,000-0.5%$748/sqft
        Source: Key West AOR #615353 Report a problem
        10/13/2025Price change$974,000-0.5%$752/sqft
        Source: Key West AOR #615353 Report a problem
        8/18/2025Price change$979,000-1%$755/sqft
        Source: MLKAR #615353 Report a problem
        7/8/2025Price change$989,000-0.6%$763/sqft
        Source: MLKAR #615353 Report a problem
        6/25/2025Price change$995,000-5.2%$768/sqft
        Source: FLKMLS #615353 Report a problem
        6/6/2025Listed for sale$1,050,000+118.8%$810/sqft
        Source: FLKMLS #615353 Report a problem
        5/17/2021Listing removed--
        Source: Zillow Rental Manager Report a problem
        4/28/2021Listed for rent$3,600$3/sqft
        Source: Zillow Rental Manager Report a problem
        3/4/2016Sold$480,000-1.8%$370/sqft
        Source: FLKMLS #567337 Report a problem
        1/13/2016Pending sale$489,000$377/sqft
        Source: Coldwell Banker Schmitt Real Estate Co. #567337 Report a problem
        10/15/2015Price change$489,000-1.4%$377/sqft
        Source: Coldwell Banker Schmitt Real Estate Co. #567337 Report a problem
        9/22/2015Price change$496,000-0.5%$383/sqft
        Source: Coldwell Banker Schmitt Real Estate Co. #567337 Report a problem
        4/29/2015Listed for sale$498,500+1410.6%$385/sqft
        Source: Coldwell Banker Schmitt Report a problem
        12/17/2002Sold$33,000$25/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$7,478 +8.3%$724,183 +10%
        2024$6,907 +6.8%$658,348 +11.6%
        2023$6,469 +15%$589,862 +10%
        2022$5,623 +8.8%$536,238 +10%
        2021$5,169 +4%$487,489 +5.7%
        2020$4,969 $461,222 +0.8%
        2019$4,969 +0.4%$457,690 -0.1%
        2018$4,951 -2.4%$457,935 +1%
        2017$5,073 +10.3%$453,580 +10.9%
        2016$4,599 +32.1%$408,829 +360.8%
        2015$3,482 $88,721
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        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.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 33042

        Getting around

        3 / 100
        Car-Dependent
        32 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

        A local agent can set up tours, give advice and negotiate with sellers.

        Browse local experts

        Similar homes