22542 Jolly Roger Dr, Lower Keys FL 33042
4-Bed Single Family Residence at CUTTHROAT HARBOR ESTS in Lower Keys
$2,100,000
4
3
2440
Single Family Residence, Residential
Details
Overview
Description
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.
This single family residence home located at 22542 Jolly Roger Dr, Lower Keys FL 33042 is currently for sale and has been available on Brickellsold for 32 days. This property is listed at $2M. It has 4 beds, 3 bathrooms, and is 2440 square feet. It was built in 1982. 22542 Jolly Roger Dr, Lower Keys FL 33042 is in Lower Keys county Monroe County.
Interior
- Flooring: Vinyl
- Common walls with other units/homes: Detached, Two Story
Property
- Covered Spaces: 2
- Parking Features: Covered,Guest
- Entry location: Built-in Features, Entrance Foyer, French Doors, Vaulted Ceiling(s), Walk-In Closet(s), No Additional Rooms
- Exterior Features: Open Balcony, Room For Pool
- Has View: Yes
- View Description: Direct Ocean
Construction
- Year Built: 1982
Community & HOA
- Security Features:
- Subdivision: CUTTHROAT HARBOR ESTS
- Amenities:
Financial
Metadata
Neighborhood Insights
School and crime data are from public sources and are informational only.
Nearby Schools
Within 5 miles
- SUGARLOAF SCHOOLB • 0.0 mi • K-12
Nearby Hospitals
Within 3 miles
No nearby hospitals found.
Crime Overview
Crime data unavailable for this area.







