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© 2025 TopHap. All rights reserved.

Residential > House
Active
10/18/2025
List Price
$1,998,000$819/ft²

22542 Jolly Roger Dr
Summerland Key, FL 33042

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    • 4
      Beds
    • 3
      Baths
    • 2,440
      ft²
      Living Area
    • 6,970
      ft²
      Lot Size
    • -
      Pool
    • -
      Car
    • 1982
      Year Built
    • 16
      DOM
    • 7
      Permits
    Malobo BannerMalobo Banner Square
    22542 Jolly Roger Dr, Summerland Key, FL 33042 is a 4 bed, 3 bath, 2,440 ft² house built in 1982 on a 0.160 acre lot with 7 construction permits. This house is currently on the market for $1,998,000, and it was last sold in 2023 for $1,250,000. The latest TopHap estimate of the house's value is $2,395,000.

      Property Valuations

      Latest estimates for 22542 Jolly Roger Dr based on TopHap automated valuation model (AVM).

      • TopHap Estimate

        $2,395,000

        $981/ft²

        +$397K above List Price

        Updated 8 months ago

        • 22542 Jolly Roger Dr is valued at $2,395,000 by TopHap AVM 8 months ago.

      MLS Description

      The listing agent's description. Original Listing

      SELLER FINANCING AVAILABLE! This Beautiful Oceanfront Home in Cudjoe Key has undergone a full renovation and awaits its new owner! All new impact doors and windows, new AC, new flooring throughout and a stunning custom kitchen with granite countertops and stainless steel appliances are a few of the many updates in this amazing renovation . Offering Four generous size bedrooms with Three full bathrooms, it can easily accommodate a large family. The open floor plan of the living and dining room with massive cathedral ceilings , showcase this homes' coastal character. Three sliders face the unmatched ocean view , and open to let the ocean breeze flow through the house. Step out on the 500sf covered porch to enjoy the indoor outdoor living and entertaining with breathtaking panoramic Oceanfront views. Do not miss this great opportunity, this is a one of a kind home. Call now to schedule your private tour.

      Listing Agents

      The listing agent for 22542 Jolly Roger Dr is Emily Lombard.

        EL

        Emily Lombard

        Ocean Sotheby's International Realty

        License: 3383417

        Phone: (305) 294-1117

      Permits

      22542 Jolly Roger Dr has 7 permit records.

      Permit History
      7
      Permits

      Current Ownership

      Information about the current owner(s).

      • Taxes Billed

        Taxes billed in 2024$13,049.18
        From latest Total Assessed Value0.9%
        Total Assessed Value$1,447,446
        =
        Land
        Assessed Value        $1,093,208
        +
        Additions
        Assessed Value        $354,238

        • In 2024, taxes billed for 22542 Jolly Roger Dr were $13,049.18, which is 0.90% from latest Total Assessed Value of $1,447,446.

      Property History

      22542 Jolly Roger Dr has undefined property events records (listings, deeds, permits, tax, foreclosure, loan).

      Property Events

      Environment

      Environmental factors around 22542 Jolly Roger Dr

      • Hazard Risks

        Hurricane
        543
        Weather
        292
        Nat'l Avg
        100
        Particulates
        92
        Ozone
        86
        Carb Mono
        81
        Air Pollution
        81
        Lead
        58
        Tornado
        58
        Earthquake
        2
        Hail
        0
        Wind
        0

        • 10 hazards (Carbon Monoxide, Earthquake Risk, Tornado Index, Hurricane Index, Air Pollution Index, Ozone Index, Weather Risk, Lead Index, Particulate Matter, National Average) are above the national average around 22542 Jolly Roger Dr.

        Walkability Index

        12 /20

        Somewhat Walkable

        Most Walkable

        20-18

        Very Walkable

        17-15

        Somewhat Walkable

        14-10

        Car Dependent

        9-0

        22542 Jolly Roger Dr has a walkability score of 12 out of 20, which means that it is in a somewhat walkable area.

        Temperature

        Seasonal temperature sampled over multiple years

        Winter
        Average

        70 °F

        Low

        65°F

        High

        75°F

        Summer
        Average

        84 °F

        Low

        79°F

        High

        89°F

        In the winter at 22542 Jolly Roger Dr, temperatures range from 65.4°F to 75.46°F with an average of 70.43°F. In the summer, the temperature ranges from 78.9°F to 88.64°F with and average of 83.77°F.

      School Information

      Public/private schools serving 22542 Jolly Roger Dr

        Public Schools

        Key West High School
        Grades: 9-12
        19.92  mi
        C+
        Sugarloaf School
        Grades: PK-8
        2.98  mi
        B-
        * The school rating is based entirely on the test score performance of each school. It is based on a scale of A-F, A being best.

        Nearby public schools serving 22542 Jolly Roger Dr have ratings undefined, and undefined.

      Neighborhood

      This property is located in Cudjoe Key.

        Crime Index for 33042

        76

        Below national average
        76

        The crime index in 33042 is 76, which is 0.8 times lower than national average.

      • Seasonal Housing units 33042

        63%

        of housing is for seasonal rent.

        Daytime Population for 33042

        -15%

        of people during work hours.

      Market Trends

      Historical market data near 22542 Jolly Roger Dr over selected time period.

      Copyright © 2025 Key West Association of Realtors. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

      Nearby Properties on Jolly Roger Dr

      USAFLMonroe CountySummerland KeyJolly Roger-Dr