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Home > 22562 Jolly Roger Drive, Cudjoe Key, FL 33042 (MLS# 616281)
$1,700,000
22562 Jolly Roger Drive
Cudjoe Key, FL 33042
MLS# 616281
Status: Closed
4 beds  |  2 baths  |  2074 sqft
Front Entrance
  1 / 43  
Front Entrance Open Water View View From Dock Backyard Primary Suite Primary Suite Bath Chef's Kitchen 1st Floor Bath Living Room Balcony View Balcony View Backyard Aerial View 6V8A0677 Entry Nook / Office Entry Nook / Office Living Room Living Room Chef's Kitchen View From Kitchen Chef's Kitchen 1st Floor Guest Room B 1st Floor Guest Room A 1st Floor Guest Room A Balcony View 2nd Floor Guest Room 2nd Floor Guest Room Primary Suite Primary Suite Primary Suite Primary Suite Balcony Covered Storage & Outdoor Shower Aerial View From Back Porch 6V8A0637 Garage Utility Room Laundry Utility Bathroom 6V8A0435 Backyard Aerial Backyard Aerial Backyard Aerial

Property Description
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.

Details
Maps
Contract Information
Listing Board: Key West Association
As is Rght to Inspct: Yes
Current Price: $1,700,000
Listing Date: 2025-08-26
Sold Price: $1,700,000
Location, Tax & Legal
City: Cudjoe
Off Shore Island: No
Mile Marker: 23
Marathon Neighborhood: N/A
Side: Ocean
Flood Zone: VE,VE,VE
Alternate Key #: 1232475
Parcel #: 00180460-000000
Zoning: IS - Improved Subivision District
Deed Restrictions: No
Legal: BK 19 LT 34 CUTTHROAT HARBOR ESTATES CUDJOE KEY PB4-165 OR417-598/599 OR761-396 OR805-1205 OR812-2292 OR932-1595/96 OR10
Taxes: 7009.65
Tax Year: 2024
Pub Sewer HkUp: Yes
Street #: 22562
Street Name: Jolly Roger
Street Suffix: Drive
Key/Island: Cudjoe Key
State/Province: FL
Zip Code: 33042
County: Monroe
Subdivision: Cutthroat Harbor Est (23.0)
Area: 07 - Cudjoe Key
General Property Description
Realtor.COM Type: Residential - Single Family
Waterfront: Yes
Control Depth: 3
Lot SqFt: 7200
Pool: No
Lot Sqft Source: Survey
Total Units: 1
Acres: 0.17
SqFt Source: Seller
Rentals Allowed: With Restrictions
Min Rental Days: 28
Style: Single Family
Year Built: 1987
Living Apx SqFt: 2074
Total Bedrooms: 4
Full Baths: 2
Total Baths: 2
Remarks & Misc
Remarks – Consumer: 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.
Status Change Info
Sold Comments: Thank you Joyce!
Sold Date: 2026-01-30
Sold Price: $1,700,000
Status: Closed
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Association Fee $: 0
Fee Includes
None: 1
Dockage
Dock Length: 32
Dock: Composite
Tax Exemptions
Homestead: 1
Appliances
Dishwasher: 1
Disposal: 1
Dryer: 1
Microwave: 1
Oven: 1
Refrigerator: 1
Stainless Steel Appliance(s): 1
Wine Cooler: 1
Pets
Pets Allowed: 1
Cooling
Central Air: 1
Heating
Central: 1
Waterfront
Oceanfront: 1
Open Water: 1
Waterview
Ocean View: 1
Open Water View: 1
Floor
Carpet: 1
Tile: 1
Vinyl: 1
Wood: 1
Interior Features
Pantry: 1
Quartz Countertops: 1
Smoke Alarms: 1
Storage: 1
Walk-in Closet(s): 1
Building Style
Above Flood: Yes
Stories: 2 Stories
Vehicle Storage
Covered Parking: 1
Garage: 1
RV Parking Open: 1
Trailer Storage: 1
Construction
Frame: 1
Land Size
Less Than 1/4 Acre: 1
Furnished
Unfurnished: 1
Utilities
Buyer to Verify: 1
Porch/Balcony
Screened P/B: 1
Widow's Walk: 1
Exterior Features
Outdoor Shower: 1
Roof
Metal Roof: 1
Accessibility Feat
None: 1
Property Features
Fee Includes: None
Tax Exemptions: Homestead
Waterfront: Oceanfront; Open Water
Waterview: Ocean View; Open Water View
Vehicle Storage: Garage; Covered Parking; RV Parking Open; Trailer Storage
Furnished: Unfurnished
Cooling: Central Air
Heating: Central
Utilities: Buyer to Verify
Interior Features: Pantry; Quartz Countertops; Smoke Alarms; Storage; Walk-in Closet(s)
Appliances: Dishwasher; Disposal; Dryer; Microwave; Oven; Refrigerator; Stainless Steel Appliance(s); Wine Cooler
Exterior Features: Outdoor Shower
Accessibility Feat: None
Construction: Frame
Floor: Carpet; Tile; Vinyl; Wood
Roof: Metal Roof
Pets: Pets Allowed
Land Size: Less Than 1/4 Acre
Listing Office: eXp Realty LLC

Last Updated: January - 30 - 2026

The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.

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