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22542 Jolly Roger Dr, 
Lower Keys, FL 33042

$2,100,000


4

Beds


3

Baths


2,440

Sq Ft


Single Family


Virtual Tour

Active

Listed by

Lauren Dunn

305-394-3717

Last updated:

March 12, 2026, 10:10 AM

MLS#

A11977423

Source:

SEFMLS

About This Home

22542 Jolly Roger Dr

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.

Home Facts

Single Family

3 Baths

4 Bedrooms

Built in 1982

Price Summary

2,100,000

$860 per Sq. Ft.

MLS #:

A11977423

Last Updated:

March 12, 2026, 10:10 AM


Rooms & Interior

Bedrooms

Total Bedrooms:

4

Bathrooms

Total Bathrooms:

3

Full Bathrooms:

3

Interior

Living Area:

2,440 Sq. Ft.


Structure

Structure

Architectural Style:

Detached, Two Story

Building Area:

13,979 Sq. Ft.

Year Built:

1982


Lot

Lot Size (Sq. Ft):

6,930


Finances & Disclosures

Finances

Price:

$2,100,000

Price per Sq. Ft:

$860 per Sq. Ft.

Source:SEFMLS
Information deemed reliable but not guaranteed. Information is provided, in part, by Greater Miami MLS. This information being provided is for consumer's personal, non-commercial use and may not be used for any other purpose other than to identify prospective properties consumers may be interested in purchasing.

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.