LKV Realty
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$2,100,000
$6,800Reward *
22542 Jolly Roger Dr, Lower Keys, FL 33042Listing ID A11977423

22542 Jolly Roger Dr, Lower Keys, FL 33042

Active
CUTTHROAT HARBOR ESTS
Last updated: Mar 29, 2026
Property Type
Property Type
Residential
Property Sub Type
Property Sub Type
Single Family Residence
Bedrooms
Bedrooms
4
Bathrooms
Bathrooms
3
Square Feet
Square Feet
13,979
Days on Site
Days on Site
172
Cooling
Cooling
Central Air, Ceiling Fan(s)
Heating
Heating
Central
Year Built
Year Built
1982
Stories
Stories
2
Parking
Parking
Covered, Guest

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.

Property Information

Property Details

Location

Address
22542 Jolly Roger Dr
County
Monroe
City
Lower Keys
Zip Code
33042
Subdivision
CUTTHROAT HARBOR ESTS
MLS Area
98 Florida Keys

Interior Features

Beds and Baths

Bedrooms
4
Full Bathrooms
3

Building

Building Information

Square Feet
13,979
Year Built
1982
Stories
2
Construction
Frame
Roof
Aluminum

Financial

Special Conditions
Listed As-Is

Property Taxes

Tax Annual Amount
$12,646
Tax Year
2025
Coldwell Banker Schmitt R.E., (305) 451-4422

Market Report for 33042

* The market data shown is based on available information from Multiple Listing Service (MLS) and/or public records. Data provided is for informational and educational purposes only and may not represent the full housing market. For more accurate information, consumers should consult a certified appraiser or licensed real estate agent.

*Average of $2,150 in rewards is calculated based on the purchase or sale of a home between $400,000 to $449,000. The median home price for all housing types is in the United States is $405,400 as of 2025 as reported by the National Association of Realtors® (NAR). The actual reward amount may vary depending on the purchase or sales price of the home. Please see the Lakeview Home Rewards program terms and conditions for more details. The National Association of Realtors® is a registered trademark of the National Association of Realtors®.

Source: Miami Association of REALTORs
Miami Association of REALTORs logo

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

For corrections to this data please contact Brytecore MLS Support.

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