22542 Jolly Roger Dr, Cudjoe Key, FL 33042
Local realty services provided by:Better Homes and Gardens Real Estate Florida 1st
Listed by: lauren dunn
Office: coldwell banker schmitt r.e.305-451-4422
MLS#:A11977423
Source:SEFMLS
Price summary
- Price:$2,100,000
- Price per sq. ft.:$150.23
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 that 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—creating a rare and commanding presence along the shoreline.
Broad covered balconies and generous outdoor living spaces capture the essence of Keys waterfront living, while large impact glass doors and windows frame sweeping ocean views and invite natural light throughout. Soaring ceilings with dark wood beams enhance the open-concept layout and add dramatic architectural character.
The main living level features a fully renovated kitchen, dining area, expansive living room, laundry, two bedrooms, and two bathrooms. Upstairs, a third bedroom sits at the top of the stairs, while a catwalk leads to the fourth bedroom with an ensuite bath and walkout deck positioned to capture the home’s most spectacular panoramic views.
Throughout the residence, thoughtful design blends contrasts—modern lines with traditional warmth, cozy intimacy within spacious rooms. Whimsical and eclectic touches pair with bold architectural elements, creating a home that feels both artistic and inviting while celebrating its extraordinary oceanfront setting....
Contact an agent
Home facts
- Year built:1982
- Listing ID #:A11977423
- Updated:May 08, 2026 at 09:51 AM
Rooms and interior
- Bedrooms:4
- Total bathrooms:3
- Full bathrooms:3
- Flooring:Vinyl
- Kitchen Description:Dishwasher, Refrigerator
- Bedroom Description:Upper Level Primary, Walk-In Closets
- Living area:2,440 sq. ft.
Heating and cooling
- Cooling:Ceiling Fans, Central Air
- Heating:Central
- Central air:Yes
Structure and exterior
- Roof:Aluminum
- Year built:1982
- Building area:2,440 sq. ft.
- Lot area:0.16 Acres
- Architectural Style:Detached, Two Story
- Construction Materials:Frame
- Exterior Features:Balcony, Open, Porch, Room For Pool, Security High Impact Doors
- Levels:2 Story
Utilities
- Water:Public
- Sewer:Public Sewer
Finances and disclosures
- Price:$2,100,000
- Price per sq. ft.:$150.23
- Tax amount:$12,646 (2025)
Features and amenities
- Appliances:Dishwasher, Dryer, Refrigerator, Washer
- Laundry features:Dryer, Washer
- Amenities:Balcony, Vaulted Ceilings
Parking
- Parking description:2 Carport Space(s), Covered, Guest
- Carport spaces:2
New listings near 22542 Jolly Roger Dr
- New
$895,000Active4 beds 2 baths1,800 sq. ft.22817 Privateer Drive, Cudjoe Key, FL 33042
MLS# 619870Listed by: BERKSHIRE HATHAWAY HOMESERVICES KNIGHT & GARDNER REALTY - New
$1,449,000Active2 beds 2 baths1,372 sq. ft.21012 6th Avenue, Cudjoe Key, FL 33042
MLS# 619865Listed by: COLDWELL BANKER SCHMITT REAL ESTATE CO - New
$1,499,000Active3 beds 2 baths1,434 sq. ft.22939 Gasparilla Lane, Cudjoe Key, FL 33042
MLS# 619835Listed by: KELLER WILLIAMS KEY WEST COMPASS REALTY - New
$580,000Active3 beds 2 baths834 sq. ft.22963 Anne Bonny Ln, Sugarloaf, FL 33042
MLS# A12008608Listed by: LUXE PROPERTIES
$989,999Active2 beds 2 baths960 sq. ft.22961 John Avery Lane, Cudjoe Key, FL 33042
MLS# 619710Listed by: CASA MIAMI REAL ESTATE
$1,099,000Active3 beds 2 baths960 sq. ft.22953 John Silver Lane, Cudjoe Key, FL 33042
MLS# 619680Listed by: COLDWELL BANKER SCHMITT REAL ESTATE CO
$12,999,999Active31 beds 19 baths21540 21470 Overseas Highway, Cudjoe Key, FL 33042
MLS# 610484Listed by: SELECT PROPERTIES OF NWFL
$285,000Active1.01 AcresAddress Withheld By Seller, Cudjoe Key, FL 33042
MLS# 616387Listed by: TAYLOR & ASSOC. RE, INC.
$258,000Active0.04 Acres701 Spanish Main Drive #LOT 317, Cudjoe Key, FL 33042
MLS# 618999Listed by: FLORIDA KEYS REALTY, INC.
$275,000Active0 Acres0 Disturbed Pine Road, Cudjoe Key, FL 33042
MLS# 619097Listed by: EXPERT REALTY LLC