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22777 Jolly Roger Drive, Cudjoe Key, FL 33042
$1,289,000
Property Type:
Residential
Bedrooms:
3
Baths:
2
Square Footage:
1,488
Lot Size (sq. ft.):
15,925
Status:
Active
Current Price:
$1,289,000
List Date:
4/16/2026
Last Modified:
4/22/2026
Description
Stop dreaming and start packing. Situated on a massive, double-fenced corner lot, this 3-bed, 2-bath home is the ultimate playground. There is enough room to park all your toys, boats, cars, and RV. Your 4-legged family members will love their own large yard. With no HOA, you even have ample space for a chicken coop. A large saltwater pool is perfect for soaking up the sun and enjoying a peaceful afternoon. There is a bonus room for an office or a Zen den. Roof is 2018. In addition, Lot 2, part of the property, includes a potential buildable lot, a rare opportunity to have a second residence, guest house or future income producing home.Buyer to verify. A significant long term value! This Jolly Roger can be your own slice of paradise, come soak up the sun! Seller is licensed Real Estate agent in the state of Florida.
More Information MLS# 619513
Contract Information
Current Price: $1,289,000
Listing Date: 2026-04-16
Listing Board: Key West Association
List Price: $1,289,000
As is Rght to Inspct: Yes
Potential Short Sale: No
Bank Owned: No
Species List: No
Location Tax Legal
Street #: 22777
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
Style: Single Family
Waterfront: Yes
Control Depth: 3
Pool: Yes
Year Built: 1974
Lot Size: X
Lot SqFt: 15925
Lot Sqft Source: Property Data Card
Acres: 0.37
Living Apx SqFt: 1488
SqFt Source: Property Data Card
Total Bedrooms: 3
Full Baths: 2
Total Baths: 2
Rentals Allowed: With Restrictions
Min Rental Days: 28
Status Change Info
Status: Active
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Dockage
Dock Length: 50
Seawall: Concrete
Building Style
Above Flood: Unknown
Stories: 2 Stories
Financial Status
Auction: No
Bank Owned: No
Potential Short Sale: No
Standard Sale: Yes
Property Features
Fee Includes: None
Tax Exemptions: None
License Info: Non Trans Rntl Lic
Waterfront: Canal Front
Waterview: Canal View
Building Style: Split Level
Vehicle Storage: Off Street Parking; RV Parking Open; Trailer Storage
Furnished: Unfurnished
Cooling: Ceiling Fans(s); Central Air; Ductless
Heating: Central; Propane Stove
Utilities: FKAA; Municipal Sewer; Propane
Interior Features: Built-in Cabinets; Split Bedroom
Specialty Rooms: Laundry Room; Utility Room; Workshop; Other
Appliances: Dishwasher; Dryer; Gas Appliances; Microwave; Oven; Range; Refrigerator; Washer
Exterior Features: Fencing; Outdoor Shower; Rain Gutters; Shed; Storage
Pool Info: In Ground; Salt Water; Concrete
Construction: CBS
Shutters: Accordion
Floor: Tile
Roof: Metal Roof
Pets: Pets Allowed
Land Size: 1/4 - 1/2 Acre
Terms: Cash; Conventional; FHA; VA
Title: Negotiable
Room Information
Bedroom 1
Level: Main
Bedroom 2
Level: Second
Bedroom 3
Level: Second
Family Room
Level: Main
Documents
Listing Office: Live Local Realty of the Florida Keys
Last Updated: April - 22 - 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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