Home in 22542 Jolly Roger Dr Lower Keys for sale with MLS# A11977423
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.
22542 Jolly Roger Dr, Lower Keys, FL 33042
- Price:
- $2,100,000.00
- Original List Price:
- $2,100,000.00
- Listing Type:
- For Sale
- Status:
- Active
- Special Sale Conditions:
- Listed As Is
- Listing Category:
- Residential
- Property Type:
- Single Family House
- MLS Number:
- A11977423
- Description of Last Important Update:
- New Listing
- Last Major Update on:
- March 5, 2026 3:19 pm
- Bedrooms:
- 4
- Bathrooms Total:
- 3
- Full Bath:
- 3
- Living Area:
- 2,440 Sqft
- Built-Up Area:
- 13,979 Sqft
- Lot Area:
- 6,930 Sqft
- Lot Size Unit:
- Square Feet
- Lot Features:
- Quarter To Half Acre Lot
- View from the Property:
- Ocean
- Waterfront:
- Yes
- Waterfront Features:
- Ocean Front
- Frontage Length:
- 120
- Appliances:
- Dryer, Dishwasher, Refrigerator, Washer, Wine Cooler
- Interior:
- Walk-In Closet(s), Vaulted Ceiling(s), Entrance Foyer, Built-in Features, French Doors Atrium Doors, Upper Level Primary
- Exterior:
- Balcony, Porch, Room For Pool, Security High Impact Doors
- Patio and Porch:
- Balcony, Open, Porch
- Doors:
- French Doors
- Air Conditioning
- Air Conditioning System:
- Central Air, Ceiling Fan(s)
- Heating
- Heating System:
- Central
- Property Entrance Faces:
- South
- Water Access Description:
- Restricted Saltwater Access
- Year Built:
- 1982
- Year Built Details:
- Unknown
- Roof:
- Aluminum
- Architectural Style:
- Two Story, Detached
- Levels:
- Two
- Construction Materials:
- Frame
- Flooring:
- Vinyl, Laminate
- Stories:
- 2
- Tax Annual Amount:
- $12,646.00
- Tax Year:
- 2025
- Property Tax Status:
- Tax Reflects Homestead Exemption
- Garage Spaces:
- 0
- Carport Spaces:
- 2
- Covered Spaces:
- 2
- Parking Features:
- Covered, Guest
- Carport
- Sewer:
- Public Sewer
- Water Source:
- Public
- Subdivision Name:
- CUTTHROAT HARBOR ESTS
- Senior Community:
- No
- Restrictions:
- Other Restrictions
- Disclosures:
- Flood Plain Disclosure
- Listing Terms Considered by Seller:
- Cash, Conventional
- Occupant Type:
- Owner
- Buyer Possession:
- Close Of Escrow
- Tax Legal Description:
- BK 19 LT 36 CUTTHROAT HARBOR ESTATES CUDJOE KEY PB4-165 OR222-580 OR781-1811D/C OR781-1812/14 OR781-1815 OR781-1818/19 OR804-659 OR832-479 O
- Real Estate Folio Number (Parcel Number):
- 00180480-000000
- Zoning Description:
- is
- Originally published on:
- March 5, 2026 3:19 pm
- Active on the market since:
- February 25, 2026
- Price change occurred on:
- March 5, 2026 2:49 pm
- Listing Status Last Changed On:
- March 5, 2026 3:19 pm
- Photos updated on:
- March 24, 2026 10:28 pm
- Last Modified:
- March 29, 2026 4:00 pm
- Housing Older Persons Act:
- No HOPA
- Flood Zone:
- VE
- Type of Association:
- None
- Rooms Description:
- No Additional Rooms
- Style:
- WF/Ocean Access
- Courtesy of:
- Coldwell Banker Schmitt R.E.
- Attribution:
- Not provided
- Street Name:
- Jolly Roger Dr
- Street Number:
- 22542
- City:
- Lower Keys
- State:
- Florida
- Zip Code:
- 33042
- County:
- Monroe
- Latitude:
- N24° 39' 40.9''
- Longitude:
- W82° 31' 1.9''
Neighborhood Stats
Source: U.S. Census Bureau, ACS 5-Year Estimates

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