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22542 Jolly Roger

Summerland Key, FL 33042
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Bed 4

Bed

Bath 4

Bath

SqFt2,440

Sqft

SqFt6,930

Sqft(Lot)

Oceanfront living on Cudjoe Key, where broad covered balconies, generous outdoor space, and a private boat launch put Keys waterfront life within reach. This four-bedroom, three-bath home is a study in coastal architecture -- large impact glass doors and windows frame open water views and pull natural light into every room. Soaring 26' ceilings and rich wood beams anchor the open-concept main level, which includes a renovated kitchen, dining space, living room, laundry, and two bedrooms with two full baths. Upstairs, a third bedroom sits at the top of the stairs, and a catwalk leads to the fourth bedroom with ensuite bath and a walkout deck framing panoramic open water views. The home has been restored to its former glory with modern updates layered in -- rustic accents meet open, light-fi lled spaces that let the oceanfront setting do the talking. Adjacent lot also available for even more ocean enjoyment. Seller financing available: 50% down, 6% for 15 years, no flood or wind insurance required. This home needs to be seen to be fully appreciated. Schedule your showing today.

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Detail Ic Property Details

Property Type : Residential

Price : $1,725,000

AD Id : 91313665

MLS Id : A12076889

Beds : 4

Lot Size : 6,930 Sq. Ft

Living Area Size : 2,440 Sq. Ft

Tax Amount : $12,646

Year Built : 1982

County : Monroe

Subdivision: Walden

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Map

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Feature Features

  • Bedroom Information

    Total beds: 4

    Bathroom Information

    Total Baths: 4 Full Baths: 4

    Room Information

    Rooms Total: 1

    Roofing Information

    Metal

    Flooring Information

    Tile
  • Interior Features

    BuiltInFeatures, EntranceFoyer, None, VaultedCeilings, WalkInClosets
    Roof: Metal
    Appliances: Dryer, Dishwasher, Refrigerator, Washer
  • Heating & Cooling

    Has Heating: Yes Heating: Central Has Cooling: Yes Cooling: CentralAir, CeilingFans Water front: 1

  • Building Information

    Year Built: 1982
    Construction Materials: Frame
    Stories: 2
    Frontage Length: 60.00
    Patio And Porch Features: Deck, Open, Porch, Balcony
    Private Pool: No
    Water front Features: NoFixedBridges,OceanFront
    View: Ocean
  • Exterior Features

    Exterior Features: Balcony, OutdoorLivingArea, RoomForPool

  • Lot Information

    Main Square Feet: 6930 Lot Size Acres: 0.16

    Property Information

    Subdivision: CUTTHROAT HARBOR ESTS Source Property Type: Residential MLS Area Minor: Other Postal Code Plus 4: 4238 Property SubType: Single Family Residence Direction Faces: South Levels: Two Property Age: 44

  • Listing Price Information

    Listing Price: $1725000
    OwnerWillCarry

  • Tax Information

    Parcel Number: 00180480123456 Tax Year: 2025 Annual Tax: $12646 Tax Legal Desc: BK 19 LT 36 CUTTHROAT HARBOR ESTATES CUDJOE KEY PB4-165 OR222-580 OR781-1811D/C OR781-1812/14 OR781-1815 OR781-1818/19 OR804-659 OR832-479 O

  • School Information

    Elementary School: Sugarloaf Junior High School: Sugarloaf Senior High School: Key West
  • Location Information

    WaterSource: Public
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
27403 Antigua Ln, Lower Keys, FL, 33042 $1,050,000 3 3 1,954 18,000 Sq. Ft
231 E Shore Drive #6, Summerland, FL, 33042 $4,400,000 5 6 3,119 --
860 Lagoon Drive DRIVE, Summerland, FL, 33042 $1,950,000 3 3 1,797 --
24840 Park Drive DRIVE, Summerland, FL, 33042 $950,000 3 2 1,565 --
193 Galleon Lane, Summerland Key, FL, 33042 $1,775,000 4 4 1,671 8,638 Sq. Ft

The information being provided by Miami Association of REALTORS® is for the consumer's personal, non-commercial use. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the Miami Association of REALTORS®. The accuracy of all information is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The data contained herein is copyrighted by Miami Association of REALTORS® and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited. Copyright 2026 Miami Association of REALTORS®. All rights reserved.

ByOwner last updated this listing 09/20/2026 @ 08:57

MLS: A12076889 LISTED BY: Lauren Dunn, Coldwell Banker Schmitt R.E. 305-451-4422 SOURCE: Beaches MLS

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