Home in 22777 Jolly Roger Dr. Cudjoe Key for sale with MLS# G5109518
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. A significant long term value! This Jolly Roger can be your own slice of paradise, come soak up the sun!
22777 Jolly Roger Dr., Cudjoe Key, FL 33042
- Price:
- $1,350,000.00
- Original List Price:
- $1,350,000.00
- List Price per Sq Ft (Calculated, Approx.):
- $907.26
- Listing Type:
- For Sale
- Status:
- Active
- Listing Category:
- Residential
- Property Type:
- Single Family House
- MLS Number:
- G5109518
- Bedrooms:
- 3
- Bathrooms Total:
- 2
- Full Bath:
- 2
- Additional Rooms:
- Bonus Room
- Living Area:
- 1,488 Sqft
- Built-Up Area:
- 1,488 Sqft
- Lot Area:
- 16,500 Sqft
- Building Area Source:
- Public Records
- Living Area Source:
- Owner
- Additional Parcels
- Lot Features:
- Corner Lot, Oversized Lot, Floodzone, Paved, Level, Private, Flood Insurance Required, Landscaped
- Lot Size Acres:
- 0.38
- View from the Property:
- Pool, Water
- Waterfront:
- Yes
- Waterfront Features:
- Canal - Saltwater
- Private Pool
- Swimming Pool Features:
- Fiberglass, In Ground, Salt Water, Lighting, Auto Cleaner, Chlorine Free
- Furnished:
- Unfurnished
- Appliances:
- Dishwasher, Microwave, Refrigerator, Electric Water Heater, Range
- Interior:
- Eat-in Kitchen, Ceiling Fans(s), Kitchen/family Room Combo, Living Room/dining Room Combo, Open Floorplan, Thermostat, Primary Bedroom Main Floor, Primarybedroom Upstairs
- Exterior:
- Balcony, Outdoor Shower, French Doors, Hurricane Shutters, Storage, Private Yard, Private Entrance
- Patio and Porch:
- Patio, Screened, Covered, Rear Porch
- Windows:
- Blinds, Shutters, Aluminum Frames
- Other Structures:
- Shed(s)
- Laundry:
- Washer Hookup, Electric Dryer Hookup
- Air Conditioning System:
- Central Air, Wall/window Unit(s), Mini-split Unit(s)
- Heating System:
- Central, Electric, Heat Pump, Ductless
- Fence:
- Chain Link
- Vegetation and Trees:
- Trees/landscaped, Fruit Trees
- Property Entrance Faces:
- Southwest
- Road Responsibility:
- Public Maintained Road
- Other Equipment:
- Private Entrance, Private Yard
- Disaster Mitigation:
- Hurricane Shutters/windows, Fire/smoke Detection Integration
- Water Access
- Water Access Features:
- Canal - Saltwater
- Water Extras
- Water Extra Details:
- Seawall - Other
- Water View
- Water View Details:
- Gulf/ocean - Partial, Canal
- Year Built:
- 1974
- Roof:
- Metal
- Architectural Style:
- Florida
- Levels:
- Two
- Construction Materials:
- Block, Concrete
- Flooring:
- Tile
- Number of stories:
- 2
- Foundation Details:
- Block, Concrete Perimeter
- Flood Zone Code:
- VE
- Tax Annual Amount:
- $7,936.76
- Tax Year:
- 2025
- Parking Features:
- Guest, Parking Pad, Rv Access/parking, Boat
- Sewer:
- Public Sewer
- Utilities Available:
- Electricity Connected, Fire Hydrant, Sewer Connected, Water Connected, Public, Propane, Fiber Optics
- Water Source:
- Public
- Minimum Lease Term:
- 1-7 Days
- Pets Allowed?
- Number of Pets Allowed:
- 10
- Subdivision Name:
- CUTTHROAT HARBOR ESTATES
- Community Features:
- Street Lights
- Senior Community:
- No
- Listing Terms Considered by Seller:
- Conventional, Assumable (The financing currently in place may be assumed)
- Occupant Type:
- Vacant
- Buyer Possession:
- Close Of Escrow
- Lease Considered:
- Yes
- Tax Legal Description:
- BK 18 LTS 1 AND 2 CUTTHROAT HARBOR ESTATES PB4-165 CUDJOE KEY OR204-197 OR522-953 OR549-402C OR710-31 OR787-1326 OR1072-1871R/S OR1442-304/05 OR1442-306/07 OR1551-1793/94 OR1789-941 OR1794-1569 OR2162-727 OR2162-728/29TR OR2986-2217COV OR2987-1464 OR 2987-1473
- Real Estate Folio Number (Parcel Number):
- 00179990-000000
- Zoning:
- IS
- Title to the property is held by owner as:
- Fee Simple
- Originally published on:
- March 13, 2026 12:14 pm
- Active on the market since:
- March 13, 2026
- Listing Agreement executed on:
- March 13, 2026
- Listing Status Last Changed On:
- March 13, 2026 12:14 pm
- Photos updated on:
- April 6, 2026 2:39 pm
- Last Modified:
- April 6, 2026 2:39 pm
- Courtesy of:
- GARRISON REALTY GROUP LLC
- Attribution:
- 352-805-5550
- Road Surface Type:
- Asphalt
- Street Name:
- JOLLY ROGER DR.
- Street Number:
- 22777
- City:
- CUDJOE KEY
- State:
- Florida
- Zip Code:
- 33042
- County:
- Monroe
- Latitude:
- N24° 39' 37.4''
- Longitude:
- W82° 31' 14.7''
Neighborhood Stats
Source: U.S. Census Bureau, ACS 5-Year Estimates

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