• Share

22542 Jolly Roger Dr, Lower Keys, Florida 33042

Active For Sale
$2,100,000
  • Beds 4
  • Baths 3
  • Sq Ft 2,440 Sqft
  • Visits: 2 in 13 days

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.rnBroad 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.rnThe 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.rnThroughout 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.

Features

  • Swimming Pool: No
  • Heating System: Central
  • Cooling System: Central Air, Ceiling Fan(s)
  • Patio: Balcony, Open, Porch
  • Parking: Covered, Guest

Appliances

  • Appliances: Dryer, Dishwasher, Refrigerator, Washer, Wine Cooler

Address Map

  • Country: US
  • State: FL
  • County: Monroe
  • City: Lower Keys
  • Subdivision: CUTTHROAT HARBOR ESTS
  • Zipcode: 33042
  • Street: Jolly Roger Dr
  • Street Number: 22542
  • Floor Number: 0
  • Longitude: W82° 31' 1.6''
  • Latitude: N24° 39' 40.9''
  • MLS Area: 98 Florida Keys

MLS Addon

  • Architectural Style: Detached, Two Story
  • Association Fee: $0
  • Carport Spaces: 06/03/2026
  • Close Price: $0
  • Door Features: French Doors
  • Exterior Features: Balcony, Security/High Impact Doors, Porch, Room For Pool
  • Flooring: Vinyl, Laminate
  • Insurance Expense: $0
  • Interior Features: Upper Level Primary, Entrance Foyer, French Door(s)/Atrium Door(s), Walk-In Closet(s), Built-in Features, Vaulted Ceiling(s)
  • Levels: Two
  • Listing Terms: Cash, Conventional
  • Lot Features: 1/4 to 1/2 Acre Lot
  • New Taxes Expense: $0
  • Stories: 2
  • Tax Annual Amount: $12,646
  • Tax Year: 2025
  • Water Front Features: Ocean Front

Location

Listing Updated: 2026-03-06 03:00:10

  • Property Type : Single Family
  • Property Sub Type : Single Family Residence
  • Listing Type : For Sale
  • Listing ID : A11977423
  • Price : $2,100,000
  • View : Ocean
  • Bedrooms : 4
  • Bathrooms : 3
  • Full Bathrooms : 3
  • Half Bathrooms : 0
  • Square Footage : 2,440 Sqft
  • Year Built : 1982
  • Lot Area : 0 Acre
  • Listing Status : Active
  • Days On Market : 13
Contact Agent
Required
Required
Required
By proceeding, you consent to receive calls and texts at the number you provided, including marketing by autodialer and prerecorded and artificial voice, and ettmail, about your inquiry and other home-related matters, but not as a condition of any purchase.

Similar Single Family