Residential

22410 Jolly Roger Drive, Cudjoe Key

$1,499,000.00

Bedroom 2 bedrooms
Bathroom 2 baths

  • MLS #: 620456
  • Address: 22410 Jolly Roger Drive, Cudjoe Key, FL 33042
  • Date Listed: 6/30/2026
  • Days on Market: 1
  • SQFT: 1587
  • Acres: 0.24
  • Restrictions: Unknown
  • Subdivision: Cutthroat Harbor Est (23.0)

Location Location

Agent Comments Agent Comments
Welcome to your oceanfront retreat on Cudjoe Key, where panoramic wide open ocean views, exceptional outdoor living, and easy boating access come together to create the quintessential Florida Keys lifestyle. Built on a lot and a half with durable CBS construction, this inviting 2-bedroom, 2-bath, 1,587 sq. ft. home is perfectly positioned to take advantage of its spectacular waterfront setting. The light-filled interior flows effortlessly into the spacious screened porch where you'll enjoy ocean breezes, morning coffee, waterfront dining and unforgettable sunrises and moonlit evenings. Just beyond, an expansive deck provides even more space for entertaining or simply relaxing while overlooking the endless blue waters. Inside, the primary suite serves as a peaceful waterfront sanctuary, featuring a private en-suite bath, walk-in closet, and sliding glass doors that open directly to the deck, allowing you to wake up to breathtaking ocean views each morning. A comfortable guest bedroom offers welcoming accommodations for family and friends. Boaters will appreciate the dock and davits, providing convenient access to the Atlantic for world-class fishing, diving, sandbar adventures and sunset cruises. The lower-level enclosure offers abundant storage for kayaks, paddleboards, fishing gear, and all of your island essentials. Whether you're entertaining guests on the spacious outdoor living areas, heading out for a day on the water, or simply soaking in the tranquil open water views, this Cudjoe Key waterfront home is your opportunity to embrace the relaxed, waterfront lifestyle the Florida Keys are known for.

Amenities Amenities
  • Dishwasher
  • Dryer
  • Microwave
  • Oven
  • Range
  • Refrigerator
  • Washer

Interior Features Interior Features
  • Cool System: Central Air, Ceiling Fans(s)
  • Floors: Tile
  • Interior: Walk-in Closet(s), Built-in Cabinets, Drapes/Blinds Incl

Exterior Features Exterior Features
  • Parking: Open, Off Street, Covered, Carport
  • Roof: Metal
  • Pool: No
  • Exterior: Storage

Additional Features Additional Features
  • County: Monroe
  • Property Type: Single Family Residence
  • Tax Number: 00180580-000000
  • Waterfront Features: Oceanfront, Open Water
  • Water/Sewer: Cable Available, FKAA, Municipal Sewer
  • Year Built: 1982