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Off market
  • $1,754,500

    22892 Jolly Roger Dr, Cudjoe Key, FL 33042

    3beds
    1,767sqft
    Single Family Residence
    Built in ----
    -- sqft lot
    $1,754,500 Zestimate®
    $993/sqft
    $5,673 Estimated rent

    Home value

    $1,754,500

    $1.67M - $1.84M

    $5,673/mo

    Zestimate® history
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    $10,608/mo

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    What's special

    THE GOOGLE STREET VIEW IS NOT OF THE NEWLY BUILT PROPERTY. Step into turnkey island living at 22892 Jolly Roger Drive, a recently constructed fully furnished home where every detail has been designed for comfort, convenience, and coastal charm. Key Features: Prime Waterfront Location Enjoy direct access to calm, clear waters via two private beach entries, plus your own dedicated dock for boats, paddleboards, or simply soaking up the sunsets. Modern, Move-In Ready Sleek open-plan living with stone countertops, stainless-steel appliances, and designer light fixtures throughout. Effortless Living In-unit laundry with a new washer & dryer, smart thermostat, and ample storage ensure day-to-day ease. Fully Furnished Thoughtfully curated coastal decor, plush seating, and dining set make it effortless to host friends and family the moment you arrive. Outdoor Entertaining Expansive patio perfect for al fresco dining, morning coffee by the water, or evening cocktails under the stars. Ideal Island Lifestyle Minutes from local marinas, waterfront dining, fishing charters, and the laid-back charm of the Florida Keys. Minimum term 1 months. Renter is responsible for all utilities. Landlord will pay for gardening services. Maximum of 5 vehicles. No trailers allowed. All vehicles must be registered and operational. Maximum of 1 boat and 2 jet ski's. No pets other than properly trained service animals.

    This property is off market, which means it's not currently listed for sale or rent on Zillow. This may be different from what's available on other websites or public sources.

    Zillow last checked:

    Listing updated:

    Source: Zillow Rentals

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 2
    • Full bathrooms: 2
    Heating
    • Forced Air
    Cooling
    • Central Air
    Appliances
    • Included: Dishwasher, Dryer, Freezer, Microwave, Oven, Refrigerator, Washer
    • Laundry: In Unit
    Features
    • Flooring: Hardwood
    • Furnished: Yes
    Interior area
    • Total interior livable area: 1,767 sqft

    Property

    Parking
    • Parking features: Attached
    • Has attached garage: Yes
    • Details: Contact manager
    Features
    • Exterior features: Bicycle storage, Dock, Heating system: Forced Air, No Utilities included in rent, Private Beach
    Details
    • Parcel number: 00180150000000

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence

    Community & neighborhood

    Location
    • Region: Cudjoe Key

    HOA & financial

    Other fees
    • Deposit fee: $10,000
    • Pet deposit fee: $2,500

    Other

    Other facts
    • Available date: 05/19/2025

    Price history

    DateEventPrice
    1/26/2026Listing removed$1,850,000$1,047/sqft
    Source: Key West AOR #617242 Report a problem
    1/24/2026Price change$1,850,000-7.5%$1,047/sqft
    Source: FLKMLS #617242 Report a problem
    11/7/2025Listed for sale$2,000,000+19.8%$1,132/sqft
    Source: Key West AOR #617242 Report a problem
    6/2/2025Listing removed$10,500$6/sqft
    Source: Zillow Rentals Report a problem
    5/15/2025Price change$10,500+10.5%$6/sqft
    Source: Zillow Rentals Report a problem
    5/12/2025Listed for rent$9,500$5/sqft
    Source: Zillow Rentals Report a problem
    5/20/2022Sold$1,670,000-1.7%$945/sqft
    Source: FLKMLS #599746 Report a problem
    4/9/2022Pending sale$1,699,000$962/sqft
    Source: FLKMLS #599746 Report a problem
    4/9/2022Contingent$1,699,000$962/sqft
    Source: Key West AOR #599746 Report a problem
    3/25/2022Listed for sale$1,699,000$962/sqft
    Source: FLKMLS #599746 Report a problem
    3/23/2022Contingent$1,699,000$962/sqft
    Source: FLKMLS #599746 Report a problem
    3/17/2022Listed for sale$1,699,000$962/sqft
    Source: FLKMLS #599746 Report a problem
    3/13/2022Contingent$1,699,000$962/sqft
    Source: FLKMLS #599746 Report a problem
    2/19/2022Listed for sale$1,699,000+183.6%$962/sqft
    Source: FLKMLS #599746 Report a problem
    10/31/2018Listing removed$599,000$339/sqft
    Source: Coldwell Banker Schmitt Real Estate Co. #580849 Report a problem
    6/29/2018Listed for sale$599,000+49.8%$339/sqft
    Source: Coldwell Banker Schmitt Real Estate Co. (KW) #580849 Report a problem
    5/29/2018Sold$400,000-19.8%$226/sqft
    Source: FLKMLS #579751 Report a problem
    4/15/2018Listed for sale$499,000$282/sqft
    Source: Coldwell Banker Schmitt Real Estate Co. #579751 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$13,041 +4.3%$1,442,216 +1.7%
    2024$12,501 -3.7%$1,418,239 -4.2%
    2023$12,981 +71.9%$1,480,112 +86.8%
    2022$7,551 +11.1%$792,145 +13.2%
    2021$6,795 +69.2%$699,749 +78.7%
    2020$4,016 $391,545 -5.1%
    2019$4,016 -4.9%$412,581 +7.3%
    2018$4,223 +4%$384,409 -23.8%
    2017$4,061 -20.6%$504,397 +11.6%
    2016$5,115 +6.7%$451,964 +2.1%
    2015$4,794 $442,615

    Find assessor info on the county website

    Neighborhood: 33042

    Nearby schools

    GreatSchools rating
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    Estimated market value
    $1,754,500
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    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $1,754,500