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Cudjoe Key Real Estate

Experience tropical living at its finest at Cudjoe Key. Breathtaking views of the water greet you the moment you step out the front door. Formerly known as “Littleton Island,” the community offers privacy, relaxation, and respite from the hustle and bustle of major cities.

Located about 23 miles from Key West, Cudjoe Key is home to over 1,800 full-time residents, all of whom enjoy countless opportunities for outdoor recreation. This island retreat’s laidback vibe lets you slow down and enjoy life from moment to moment, one day at a time.

Cudjoe Key Homes for Sale

Cudjoe Key is situated between Sugar Loaf Key and Summerland Key, and its excellent location gives residents easy access to outlying islands. Its wide water channels and docks are also ideal for boat owners.

The housing stock is established, but not old. Most home constructions took place between 1970 and 1999. Here you’ll find single-family homes and mobile homes, many of which are right on the water. Vacant lots can also be purchased.

Cudjoe Key Luxury Homes and Waterfront Properties

Most homes have 2 to 3 bedrooms and bathrooms, with floor plans that fall between 400 and 2,000 square feet.

If you’re ready to live a laidback, stress-free lifestyle in Cudjoe Key, call Patti Nickless & Associates today at 305.304.6949 or send an email to patti(at)bestkeysagent(dotted)com.


There’s never a dull moment in this island community, where the most engaging activities are centered on the water. Aside from swimming and sunbathing, you can go snorkeling and observe marine life up close. Or, paddle out in a kayak or canoe.

Shoot the breeze or catch fish from a sailboat – the waters teem with tuna, mahi-mahi, grouper, red mangroves, and other fish ideal for sporting or eating.

Cudjoe Gardens Marina offers a wide selection of live and frozen bait, along with fishing gear to make your time on the water productive and delightful. They’ll also ensure your safety by sending a captain on board to help you navigate the waters and learn safe boating practices.

Lobster season is another community highlight. Divers crowd the reefs hunting for spiny lobsters during mini-season, a popular two-day event that takes place in late July. The regular spiny lobster season begins August 6 and lasts until March 31.

Shopping, Dining, and Nightlife

Cudjoe Key has a sufficient number of grocery marts and service providers for your basic needs, along with some notable shops and restaurants:

  • Cudjoe Sales Fishermen’s Warehouse is a one-stop shop for all your fishing and boating needs. Here you’ll find boat hardware, hull maintenance supplies, fishing reels, and protective gear.
  • Bella Luna Ristorante serves Italian cuisine with a Keys influence. Their Fettucini Luna, which uses truffle oil, asparagus, and mushroom instead of the usual Alfredo sauce, is a fresh take on the classic pasta dish.
  • Feast on baked goat cheese, seared tuna, and pasta with lobster tail at Square Grouper Bar & Grill. The upscale décor gives this restaurant an elegant and sophisticated ambiance.
  • Come to My New Joint for cocktails, draft beers, and wine by the glass and bottle. The tapas menu consists of Thai chicken lollipop wings and voodoo shrimp in creamy Cajun sauce.

Additional dining and shopping options are available in neighboring islands like Big Pine Key Real Estate and Summerland Key Real Estate.

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