22542 Jolly Roger Drive, Cudjoe Key, FL

$1,725,000

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4

Beds

3

Baths

2,440

Square feet

6,534

Land Size

About 22542 Jolly Roger Drive

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.

Features of 22542 Jolly Roger Drive

MLS® # 619558
Price $1,725,000
Bedrooms 4
Bathrooms 3.00
Full Baths 3
Square Footage 2,440
Land Size 6,534
Year Built 1982
Type Residential
Sub-Type Single Family Residence
Status Active

Community Information

Address 22542 Jolly Roger Drive
Area 07 - Cudjoe Key
Subdivision Cutthroat Harbor Est (23.0)
City Cudjoe Key
County Monroe
State FL
Zip Code 33042

Amenities

Utilities FKAA
Parking Open Parking, Off Street Parking, Covered Parking
View Ocean View, Open Water View
Is Waterfront Yes
Waterfront Oceanfront, Open Water
Has Pool No

Interior

Interior Features Cathedral Ceilings, Entrance Foyer, Built-in Cabinets, Granite Counter Top, Walk-in Closet(s), Quartz Countertops
Appliances Washer, Dryer, Dishwasher, Refrigerator, Oven, Wine Cooler, Stainless Steel Appliance(s)
Cooling Central Air
Fireplace No
Has Basement No

Exterior

Lot Description 1/4 - 1/2 Acre
Windows Impact Rstnce Window, Impact Rstnce Doors
Roof Metal Roof
Construction Frame

Additional Information

Date Listed April 13th, 2026
Days on Market 130
Zoning IS - Improved Subivision District
Short Sale No
RE / Bank Owned No

Listing Details

AgentLauren Hoefert Dunn
OfficeColdwell Banker Schmitt Islamorada

Listing Map

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