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$1,289,000
22777 Jolly Roger Drive
Cudjoe Key, FL 33042
MLS# 619513
3 beds  |  2 baths  |  1488 sqft


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Property Description
Stop dreaming and start packing. This rare canal-front gem features a 2.75 assumable mortgage for qualified buyers--a game-changer in today's market! 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.

Details
Maps
Documents
Contract Information
Listing Board: Key West Association
As is Rght to Inspct: Yes
Potential Short Sale: No
Bank Owned: No
Species List: No
Current Price: $1,289,000
Listing Date: 2026-04-16
List Price: $1,289,000
Location, Tax & Legal
City: Cudjoe
Off Shore Island: No
Mile Marker: 23
Marathon Neighborhood: N/A
Side: Ocean
Flood Zone: AE,VE
Alternate Key #: 1232009
Parcel #: 00179990-000000
Zoning: IS - Improved Subivision District
Deed Restrictions: No
Legal: BK 18 LTS 1 AND 2 CUTTHROAT HARBOR ESTATES PB4-165 CUDJOE KEY OR204-197 OR522-953 OR549-402C OR710-31 OR787-1326 OR1072-
Taxes: 8267.46
Tax Year: 2025
Pub Sewer HkUp: Yes
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
Waterfront: Yes
Control Depth: 3
Lot Size: x
Lot SqFt: 15925
Pool: Yes
Lot Sqft Source: Property Data Card
Total Units: 0
Acres: 0.37
SqFt Source: Property Data Card
Rentals Allowed: With Restrictions
Min Rental Days: 28
Style: Single Family
Year Built: 1974
Living Apx SqFt: 1488
Total Bedrooms: 3
Full Baths: 2
Total Baths: 2
Remarks & Misc
Remarks – Consumer: Stop dreaming and start packing. This rare canal-front gem features a 2.75 assumable mortgage for qualified buyers--a game-changer in today's market! 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.
Directions: US 1 to Cudjoe Key to Cutthroat to Jolly Rodger address.
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Association Fee $: 0
License Info
Non Trans Rntl Lic: 1
Fee Includes
None: 1
Dockage
Dock Length: 50
Seawall: Concrete
Tax Exemptions
None: 1
Appliances
Dishwasher: 1
Dryer: 1
Gas Appliances: 1
Microwave: 1
Oven: 1
Range: 1
Refrigerator: 1
Washer: 1
Pets
Pets Allowed: 1
Cooling
Ceiling Fans(s): 1
Central Air: 1
Ductless: 1
Heating
Central: 1
Propane Stove: 1
Waterfront
Canal Front: 1
Waterview
Canal View: 1
Floor
Tile: 1
Interior Features
Built-in Cabinets: 1
Split Bedroom: 1
Specialty Rooms
Laundry Room: 1
Utility Room: 1
Workshop: 1
Other: 1
Building Style
Above Flood: Unknown
Split Level: 1
Stories: 2 Stories
Windows/Doors
Single Hung Windows: 1
Vehicle Storage
RV Parking Open: 1
Off Street Parking: 1
Trailer Storage: 1
Construction
CBS: 1
Land Size
1/4 - 1/2 Acre: 1
Furnished
Unfurnished: 1
Terms
Assumable: 1
Cash: 1
Conventional: 1
FHA: 1
VA: 1
Utilities
FKAA: 1
Municipal Sewer: 1
Propane: 1
Porch/Balcony
Deck: 1
Open Porch/Balcony: 1
Screened Patio: 1
Title
Negotiable: 1
Exterior Features
Fencing: 1
Outdoor Shower: 1
Rain Gutters: 1
Shed: 1
Storage: 1
Pool Info
In Ground: 1
Salt Water: 1
Concrete: 1
Roof
Metal Roof: 1
Financial Status
Auction: No
Bank Owned: No
Potential Short Sale: No
Standard Sale: Yes
Shutters
Accordion: 1
Status Change Info
Status: Active
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: Assumable; Assumable; Cash; Conventional; FHA; VA
Title: Negotiable
Room Information
Room Name Level
Bedroom 1Main
Bedroom 2Second
Bedroom 3Second
Family RoomMain

Listing Office: Live Local Realty of the Florida Keys

Last Updated: April - 16 - 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.