$1,725,000
22542 Jolly Roger
Lower Keys, FL, 33042
Oceanfront living on Cudjoe Key, where broad covered balconies, generous outdoor space, and a private boat launch put Keys waterfront life within reach. This four-bedroom, three-bath home is a study in coastal architecture — large impact glass doors and windows frame open water views and pull natural light into every room. Soaring 26′ ceilings and rich wood beams anchor the open-concept main level, which includes a renovated kitchen, dining space, living room, laundry, and two bedrooms with two full baths. Upstairs, a third bedroom sits at the top of the stairs, and a catwalk leads to the fourth bedroom with ensuite bath and a walkout deck framing panoramic open water views. The home has been restored to its former glory with modern updates layered in — rustic accents meet open, light-filled spaces that let the oceanfront setting do the talking. Adjacent lot also available for even more ocean enjoyment. Seller financing available: 50% down, 6% for 15 years, no flood or wind insurance required. This home needs to be seen to be fully appreciated. Schedule your showing today.
Property Details
Price:
$1,725,000
MLS #:
A12076889
Status:
Active
Beds:
4
Baths:
4
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
CUTTHROAT HARBOR ESTS
Neighborhood:
cutthroatharborests
Listed Date:
Apr 13, 2026
Finished Sq Ft:
2,440
Year Built:
1982
Schools
Interior
Appliances
Dishwasher, Dryer, Refrigerator, Washer
Bathrooms
4 Full Bathrooms
Cooling
Ceiling Fan(s), Central Air
Flooring
Tile
Heating
Central
Interior Features
First Floor Entry, Built-in Features, Entrance Foyer, Vaulted Ceiling(s), Walk-In Closet(s), Other
Exterior
Architectural Style
Detached, Two Story
Community Features
None
Construction Materials
Frame
Covered Spaces
4
Direction Faces
South
Exterior Features
Open Balcony, Room For Pool
Lot Features
Less Than 1/4 Acre Lot
Parking Features
Covered, Other
Patio And Porch Features
Deck, Open Balcony, Open Porch
Roof
Metal Roof
View
Direct Ocean
Waterfront Features
WF/Ocean Access, Ocean Front
Financial
Tax Year
2025
Taxes
$12,646
Mortgage Calculator
Map
Current real estate data for Single Family in Lower Keys as of Sep 21, 2026
7
Single Family Listed
114
Avg DOM
843
Avg $ / SqFt
$1,601,429
Avg List Price
Community
- Address22542 Jolly Roger Lower Keys FL
- SubdivisionCUTTHROAT HARBOR ESTS
- CityLower Keys
- CountyMonroe County
- Zip Code33042
Subdivisions in Lower Keys
Similar Listings Nearby
Property Summary
- Located in the CUTTHROAT HARBOR ESTS subdivision, 22542 Jolly Roger Lower Keys FL is a Single Family for sale in Lower Keys, FL, 33042. It is listed for $1,725,000 and features 4 beds, 4 baths, and has approximately 2,440 square feet of living space, and was originally constructed in 1982. The current price per square foot is $707. The average price per square foot for Single Family listings in Lower Keys is $843. The average listing price for Single Family in Lower Keys is $1,601,429.

22542 Jolly Roger
Lower Keys, FL


















































