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Sold for $1,700,000
    • $1,700,000

    22562 Jolly Roger Dr, Cudjoe Key, FL 33042

    4beds
    2,074sqft
    Single Family Residence
    Built in 1987
    7,405 Square Feet Lot
    $1,709,800 Zestimate®
    $820/sqft
    $5,640 Estimated rent

    Home value

    $1,709,800

    $1.50M - $1.95M

    $5,640/mo

    Zestimate® history
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    What's special

    Newly built dockDouble-decker porchesCovered hot tubHigh-end finishesCustom designEnsuite bathOpen water views
    Jolly Roger Drive on Cudjoe Key, where custom design meets open water views. This 4-bedroom, 2-bathroom residence showcases a designer kitchen with Viking appliances and high-end finishes, perfect for entertaining. The first floor offers two guest bedrooms, an office, and a full bath, while the second floor features a spacious guest room and the primary suite with a private balcony, ensuite bath, and walk-in closet. Enjoy Florida Keys living outdoors with double-decker porches, a covered hot tub, and a newly built dock. The property also includes a garage, abundant parking and storage, plus RV electrical and sewer hookups. Impact windows and doors add peace of mind, while the location places you just moments from American Shoal Lighthouse, Looe Key Reef, and the famous Square Grouper restaurant.

    Zillow last checked:

    Listing updated:

    Listed by:

    Krystal Thomas,

    eXp Realty LLC

    Bought with:

    Joyce Craul, 3453672

    Expert Realty LLC (HQ)

    Source: FLKMLS,MLS#: 616281MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 2
    • Full bathrooms: 2
    Heating
    • Has Heating (Unspecified Type)
    Cooling
    • Central Air
    Appliances
    • Included: Dryer, Dishwasher, Refrigerator, Oven, Microwave, Disposal, Wine Cooler, Stainless Steel Appliance(s)
    Features
    • Storage, Walk-in Closet(s), Quartz Countertops
    • Flooring: Tile, Vinyl, Wood, Carpet
    Interior area
    • Total structure area: 2,074
    • Total interior livable area: 2,074 sqft

    Property

    Parking
    • Parking features: RV Access/Parking, Storage
    • Has garage: Yes
    Accessibility
    • Accessibility features: None
    Features
    • Patio & porch: Widow's Walk
    • Exterior features: Outdoor Shower
    • On waterfront: Yes
    Lot
    • Size: 7,405 Square Feet
    Details
    • Parcel number: 00180460000000
    • Zoning: IS - Improved Subivision District

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence
    Materials
    • Frame
    Condition
    • Year built: 1987

    Community & HOA

    Community
    • Subdivision: Cutthroat Harbor Est (23.0)
    HOA
    • Has HOA: No
    • Services included: None
    Location
    • Region: Cudjoe Key

    Financial & listing details

    • Price per square foot: $820/sqft
    • Tax assessed value: $1,460,766
    • Annual tax amount: $7,009
    • Date on market: 8/26/2025

    Price history

    DateEventPrice
    1/30/2026Sold$1,700,000-5.6%$820/sqft
    Source: FLKMLS #616281 Report a problem
    1/27/2026Pending sale$1,799,999$868/sqft
    Source: FLKMLS #616281 Report a problem
    1/13/2026Contingent$1,799,999$868/sqft
    Source: FLKMLS #616281 Report a problem
    9/20/2025Price change$1,799,999-6.5%$868/sqft
    Source: Key West AOR #616281 Report a problem
    8/26/2025Listed for sale$1,925,000$928/sqft
    Source: FLKMLS #616281 Report a problem
    7/7/2025Listing removed$1,925,000$928/sqft
    Source: Key West AOR #612461 Report a problem
    6/2/2025Price change$1,925,000-8.3%$928/sqft
    Source: FLKMLS #612461 Report a problem
    4/21/2025Price change$2,100,000-3.4%$1,013/sqft
    Source: FLKMLS #612461 Report a problem
    3/24/2025Price change$2,175,000-3.3%$1,049/sqft
    Source: FLKMLS #612461 Report a problem
    3/1/2025Price change$2,249,000-2.2%$1,084/sqft
    Source: Key West AOR #612461 Report a problem
    1/27/2025Price change$2,299,000-6.2%$1,108/sqft
    Source: FLKMLS #612461 Report a problem
    11/29/2024Listed for sale$2,450,000+180%$1,181/sqft
    Source: FLKMLS #612461 Report a problem
    4/6/2020Sold$875,000-2.8%$422/sqft
    Source: MLKAR #582358 Report a problem
    8/9/2019Price change$899,900-2.6%$434/sqft
    Source: Coldwell Banker Schmitt Real Estate Co. #582358 Report a problem
    7/9/2019Price change$924,000-2.1%$446/sqft
    Source: Coldwell Banker Schmitt Real Estate Co. #582358 Report a problem
    4/16/2019Price change$944,000-3.6%$455/sqft
    Source: Coldwell Banker Schmitt Real Estate Co. #582358 Report a problem
    3/29/2019Price change$979,000-1%$472/sqft
    Source: Coldwell Banker Schmitt Real Estate Co. #582358 Report a problem
    3/8/2019Price change$989,000-1%$477/sqft
    Source: Coldwell Banker Schmitt Real Estate Co. #582358 Report a problem
    10/18/2018Listed for sale$999,000$482/sqft
    Source: Coldwell Banker Schmitt RE Co. Lower Keys Office #582358 Report a problem
    5/1/2018Listing removed$999,000$482/sqft
    Source: Coldwell Banker Schmitt Real Estate Co. #574994 Report a problem
    2/26/2018Price change$999,000-4.8%$482/sqft
    Source: Coldwell Banker Schmitt Real Estate Co. #574994 Report a problem
    1/30/2018Price change$1,049,000-10.3%$506/sqft
    Source: Coldwell Banker Schmitt Real Estate Co. #574994 Report a problem
    7/19/2017Price change$1,169,000-2.5%$564/sqft
    Source: Coldwell Banker Schmitt Real Estate Co. #574994 Report a problem
    6/1/2017Price change$1,199,000-4%$578/sqft
    Source: Coldwell Banker Schmitt Real Estate Co. #574994 Report a problem
    3/31/2017Listed for sale$1,249,000-3.6%$602/sqft
    Source: Coldwell Banker Schmitt RE Co. Lower Keys Office #574994 Report a problem
    1/30/2009Listing removed$1,295,000+48%$624/sqft
    Source: NCI #543781 Report a problem
    4/2/2008Sold$875,000+139.7%$422/sqft
    Source: MLKAR #543781 Report a problem
    5/6/1998Sold$365,000$176/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$13,504 +92.6%$1,460,766 +89.1%
    2024$7,010 +5.3%$772,289 +4.6%
    2023$6,654 +2.7%$738,065 +3%
    2022$6,479 -3.1%$716,568 +3%
    2021$6,687 -4.4%$695,698 +2%
    2020$6,998 $682,157 -12.2%
    2019$6,998 -5.6%$776,976 +23.1%
    2018$7,412 +10.3%$631,279 -9.4%
    2017$6,719 -0.3%$696,718 +26.2%
    2016$6,737 +10.9%$552,263 +1.6%
    2015$6,075 $543,397
    Find assessor info on the county website

    Neighborhood: 33042

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    Estimated market value
    $1,709,800
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    Estimated market value
    $1,709,800

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