22542 Jolly Roger Drive, Cudjoe Key, FL 33042
Local realty services provided by:Better Homes and Gardens Real Estate Destinations
22542 Jolly Roger Drive,Cudjoe, FL 33042
$2,100,000
- 4 Beds
- 3 Baths
- 2,440 sq. ft.
- Single family
- Active
Upcoming open houses
- Sat, Feb 2811:00 am - 01:00 pm
Listed by: lauren hoefert dunn, sarah eckert
Office: coldwell banker schmitt islamorada
MLS#:618818
Source:FL_FKBOR
Price summary
- Price:$2,100,000
- Price per sq. ft.:$860.66
About this home
This striking 4-bedroom, 3-bathroom home is a testament to coastal architecture, blending rustic design with open, light-filled living spaces to showcase a breathtaking oceanfront setting. Situated on a double lot, totaling .32 acres, the property offers an impressive 120 feet of frontage overlooking Cudjoe Bay -- a rare and commanding presence along the shoreline. Broad, covered balconies, generous outdoor spaces, and a private boat launch capitalize on Keys waterfront living, while large impact glass doors and windows frame sweeping ocean views and invite natural light into every room. Soaring ceilings enhance the open-concept layout with dark wood beams amplifying the impact. The main floor living space includes a fully renovated kitchen, dining space, capacious living room, laundry, two bedrooms and two bathrooms. Ascend to the top floor to find a third bedroom perched at the top of the stairs. A catwalk connects the fourth bedroom with ensuite bath and walkout deck that provides the home's optimal panoramic views. The home itself tells a story through design; masterfully blending opposites in a way to complement each other: masculine and feminine, modern lines and traditional warmth, cozy intimacy within spacious rooms. The thoughtful juxtaposition and melding of these elements transform the residence into a statement of artistic expression. Whimsical, eclectic touches are paired with bold architectural features, creating visual intrigue throughout.
Contact an agent
Home facts
- Year built:1982
- Listing ID #:618818
- Added:1 day(s) ago
- Updated:February 26, 2026 at 05:06 PM
Rooms and interior
- Bedrooms:4
- Total bathrooms:3
- Full bathrooms:3
- Kitchen Description:Built-in Cabinets, Dishwasher, Granite Counter Top, Oven, Quartz Countertops, Refrigerator, Wine Cooler
- Living area:2,440 sq. ft.
Structure and exterior
- Roof:Metal Roof
- Year built:1982
- Building area:2,440 sq. ft.
- Lot area:0.32 Acres
- Architectural Style:Single Family
- Construction Materials:Frame
- Exterior Features:Deck, Open Porch/Balcony
Finances and disclosures
- Price:$2,100,000
- Price per sq. ft.:$860.66
- Tax amount:$12,646 (2025)
Features and amenities
- Laundry features:Dryer, Washer
- Amenities:Built-in Cabinets, Cathedral Ceilings
New listings near 22542 Jolly Roger Drive
- New
$469,000Active1 beds 2 baths735 sq. ft.701 Spanish Main Drive #548, Cudjoe, FL 33042
MLS# 618837Listed by: BLUESCAPE REAL ESTATE - Open Sun, 12 to 2pmNew
$529,000Active2 beds 2 baths758 sq. ft.701 Spanish Main Drive #417, Cudjoe, FL 33042
MLS# 618828Listed by: BLUESCAPE REAL ESTATE - New
$300,000Active2.31 Acres21865 Spain Boulevard, Cudjoe, FL 33042
MLS# 618821Listed by: COLDWELL BANKER SCHMITT LOWER KEYS (KW) - New
$1,200,000Active3 beds 2 baths1,467 sq. ft.21855 Spain Boulevard, Cudjoe, FL 33042
MLS# 618820Listed by: COLDWELL BANKER SCHMITT LOWER KEYS (KW) - New
$985,000Active3 beds 2 baths1,467 sq. ft.21855 Spain Boulevard, Cudjoe, FL 33042
MLS# 618817Listed by: COLDWELL BANKER SCHMITT LOWER KEYS (KW) - Open Fri, 1:30 to 3:30pmNew
$869,000Active2 beds 2 baths960 sq. ft.154 Cutthroat Drive, Cudjoe, FL 33042
MLS# 618809Listed by: EXPERT REALTY LLC - New
$1,080,000Active3 beds 2 baths1,356 sq. ft.22852 Buccaneer Lane, Cudjoe, FL 33042
MLS# 618798Listed by: EXPERT REALTY LLC (HQ) - New
$669,000Active2 beds 2 baths816 sq. ft.701 Spanish Main Drive #374, Cudjoe, FL 33042
MLS# 618805Listed by: BLUESCAPE REAL ESTATE - New
$800,000Active0.2 Acres193 Galleon Ln, Lower Keys, FL 33042
MLS# A11951232Listed by: CRANELUXE