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:
5/04/2026
Overview
Description
Listing Details MLS# 619513
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
- 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
Contract Information
- Listing Board
- Key West Association
- As is Rght to Inspct
- Yes
- Potential Short Sale
- No
- Bank Owned
- No
- Species List
- No
General Property Description
- Realtor.COM Type
- Residential - Single Family
- Style
- Single Family
- Waterfront
- Yes
- Control Depth
- 3
- Pool
- Yes
- Year Built
- 1974
- 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
- Total Units
- 0
Association Info
- Mandatory Home Owners Asc
- No
- 1st Right of Refusal
- No
- Association Fee $
- 0
Dockage
- Dock Length
- 50
- Seawall
- Concrete
More Information
Building Style
- Above Flood
- Unknown
- Stories
- 2 Stories
- Split Level
- Yes
Financial Status
- Auction
- No
- Bank Owned
- No
- Potential Short Sale
- No
- Standard Sale
- Yes
Remarks & Misc
- Remarks – Consumer
- 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.
- Directions
- US 1 to Cudjoe Key to Cutthroat to Jolly Rodger address.
License Info
- Non Trans Rntl Lic
- Yes
Fee Includes
- None
- Yes
Tax Exemptions
- None
- Yes
Appliances
- Dishwasher
- Yes
- Dryer
- Yes
- Gas Appliances
- Yes
- Microwave
- Yes
- Oven
- Yes
- Range
- Yes
- Refrigerator
- Yes
- Washer
- Yes
Pets
- Pets Allowed
- Yes
Cooling
- Ceiling Fans(s)
- Yes
- Central Air
- Yes
- Ductless
- Yes
Heating
- Central
- Yes
- Propane Stove
- Yes
Waterfront
- Canal Front
- Yes
Waterview
- Canal View
- Yes
Floor
- Tile
- Yes
Interior Features
- Built-in Cabinets
- Yes
- Split Bedroom
- Yes
Specialty Rooms
- Laundry Room
- Yes
- Utility Room
- Yes
- Workshop
- Yes
- Other
- Yes
Windows/Doors
- Single Hung Windows
- Yes
Vehicle Storage
- RV Parking Open
- Yes
- Off Street Parking
- Yes
- Trailer Storage
- Yes
Construction
- CBS
- Yes
Land Size
- 1/4 - 1/2 Acre
- Yes
Furnished
- Unfurnished
- Yes
Terms
- Cash
- Yes
- Conventional
- Yes
- FHA
- Yes
- VA
- Yes
Utilities
- FKAA
- Yes
- Municipal Sewer
- Yes
- Propane
- Yes
Porch/Balcony
- Deck
- Yes
- Open Porch/Balcony
- Yes
- Screened Patio
- Yes
Title
- Negotiable
- Yes
Exterior Features
- Fencing
- Yes
- Outdoor Shower
- Yes
- Rain Gutters
- Yes
- Shed
- Yes
- Storage
- Yes
Pool Info
- In Ground
- Yes
- Salt Water
- Yes
- Concrete
- Yes
Roof
- Metal Roof
- Yes
Shutters
- Accordion
- 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
| Room Name | Level |
|---|---|
| Bedroom 1 | Main |
| Bedroom 2 | Second |
| Bedroom 3 | Second |
| Family Room | Main |
Documents
Survey ›
Listing Office:
Live Local Realty of the Florida Keys
Last Updated: May - 04 - 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.