Cudjoe Key, FL Homes for Sale

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  $699,000

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft

  701 Spanish Main Dr Unit 437, Cudjoe Key, FL 33042

  Introducing an incredible investment opportunity in the heart of the Florida Keys! This stunning waterfront property on Cudjoe Key is not only zoned for minimum one-day vacation rentals but also located in the highly desirable gated community of Venture Out, making it a perfect choice for investors and buyers alike. As you enter this completely remodeled residence, you'll be greeted by a sense of

  Melissa Graham Bluescape Real Estate

  701 Spanish Main Dr Unit 437, Cudjoe Key, FL 33042
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  $477,000

  • 2 Beds
  • 2 Baths
  • 814 Sq Ft

  701 Spanish Main Dr Unit 22, Cudjoe Key, FL 33042

  Charming Florida Keys Retreat at Venture Out on Cudjoe Key: Your Slice of Paradise Awaits! Welcome to your dream getaway nestled in the vibrant Venture Out community! This beautifully designed 2 BR, 2 BA home, built in 2016, is perfect for those seeking a blend of relaxation and adventure. Fully furnished and ready for you to move in or rent out nightly, this property is a true gem in the heart

  Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 22, Cudjoe Key, FL 33042
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  $719,000

  • 2 Beds
  • 2 Baths
  • 855 Sq Ft

  21161 Old State Road 4a, Summerland Key, FL 33042

  PRIME OPPORTUNITY IN CUDJOE KEY! Elevated home boasts 2 spacious bedrooms and 2 recently renovated baths. Just off famous US1 this property is sited on a spacious lot with plenty of versatility! Zoning is Suburban Commercial (SC) which may allow for a Special Vacation Rental Permit. Perfect property for an owner occupier or investor. Wraparound porch offers sunrise and sunset views with a

  Bascom Grooms Bascom Grooms Real Estate (KW)

  21161 Old State Road 4a, Summerland Key, FL 33042
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  $675,000

  • 2 Beds
  • 2 Baths
  • 861 Sq Ft

  701 Spanish Main Dr Unit 444, Cudjoe Key, FL 33042

  Affordable piece of paradise! Move in ready, open concept, bright and airy, and freshly painted interior! This 2 bedroom 2 bath home is so spacious you'll be amazed. It has a very large kitchen and living area that looks out over the canal, with sliding glass doors out on to the newly painted deck. Minisplits in each room that cool, heat and dehumidify! Plus, a 5 stage reverse osmosis water

  Mary Conklin Action Keys Realty FL Keys Inc

  701 Spanish Main Dr Unit 444, Cudjoe Key, FL 33042
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  $1,149,000

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  22961 John Avery Ln, Summerland Key, FL 33042

  FULLY FURNISHED HOME WITH WATERFRONT ACCESS IN THE FLORIDA KEYS. HOME HAS BEEN TASTEFULLY UPDATED AND IS MOVE IN READY. IMPACT WINDOWS AND DOORS,2 BEDROOMS, 2 BATHROOMS, UPDATED KITCHEN AND PERGO WOOD FLOORING THROUGHOUT. FRENCH DOORS OPEN UP TO A SCREENED IN PORCH FOR OUTDOOR ENTERTAINMENT. CONCRETE DOCK WITH 12,000 LB. BOAT LIFT AND JET SKI LIFT ON A QUICK ACCESS CANAL. MINUTES AWAY FROM

  Luis Hernandez Real Estate Empire Group, Inc.

  22961 John Avery Ln, Summerland Key, FL 33042
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  $265,000

  • Land

  701 Spanish Main Dr Unit 69, Cudjoe Key, FL 33042

  RV Lot or Build your home here in the private, gated community of Venture Out on Cudjoe Key. 35' x 69' paved and cleared lot. Nightly rentals allowed here! Many amenities on-site including a boat ramp, marina store and fuel station. Basketball, bocce, tennis and pickleball courts. Heated saltwater swimming pool right by the ocean. Venture Out is a golf cart friendly community. There are always

  Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 69, Cudjoe Key, FL 33042
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  $1,135,000

  • 2 Beds
  • 2 Baths
  • 1,008 Sq Ft

  22837 Calico Jack Cir, Summerland Key, FL 33042

  Open Water Views & Sunset Skies with great boating access describes this Concrete Block Construction Home with pre-stress concrete beams holding up a poured concrete floor.... Home features open floor plan with vaulted ceilings, tile floors throughout, partial walk-around, storm shutters, 2018 A/C, impact front door and metal roof. Storage room below and ample parking too. Quick commute to Key

  Beata Sharpe Coldwell Banker Vanguard Realty

  22837 Calico Jack Cir, Summerland Key, FL 33042
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  $569,000

  • 2 Beds
  • 2 Baths
  • 758 Sq Ft

  701 Spanish Main Dr Unit 417, Cudjoe Key, FL 33042

  The furniture is included and so is the golf cart! BRAND NEW PAVER PATIO! Turn-key 2/2 with 35' of private dockage is ready to generate a lucrative income with nightly rentals allowed. This amenity-rich, gated community is perfect for investors or seasonal/full-time residents! LOWEST-PRICED 2/2 WATERFRONT IN VENTURE OUT! Direct, deepwater ocean and Gulf access, great fishing, and gorgeous

  Laurie Keiling Engel & Volkers Marathon

  701 Spanish Main Dr Unit 417, Cudjoe Key, FL 33042
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  $268,000

  • Land

  1223 Rogers Ln, Cudjoe Key, FL 33042

  Canal front 7,000 sq ft lot with plans for 1,419 sq ft Home in process for Rogo, approx 30 pts. Discover the perfect piece of paradise offering an excellent opportunity to create your dream waterfront residence.Enjoy direct access to the open water in minutes making it ideal for boating, fishing, and other water activities. Located just a short drive from the vibrant city of Key West, providing

  Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

  1223 Rogers Ln, Cudjoe Key, FL 33042
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  $13,995,000

  • 31 Beds
  • 19 Baths

  21470 Overseas Hwy, Cudjoe Key, FL 33042

  Located on Cudjoe Key, only 20 miles from Key West. Transient use property, over 3.5 acres, 15 units (15 ROGO exemptions), over 300 feet of water frontage, boat basin, 3 concrete docks, one wooden dock, boat ramp. Shared coin laundry, 2 swimming pools, 3 private driveways. 2 parcels on US 1 are zoned Sub Urban Commercial, excellent rental history. Property spans from US 1 to the Atlantic Ocean.

  Jennifer Weeks Select Properties of NWFL

  21470 Overseas Hwy, Cudjoe Key, FL 33042
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  $1,075,000

  • 2 Beds
  • 2 Baths
  • 779 Sq Ft

  701 Spanish Main Dr Unit 214, Cudjoe Key, FL 33042

  Welcome to your own piece of paradise in the heart of Cudjoe Key located in the gated community of Venture Out, where the island breeze and good vibes never stop!Live the island life in this turnkey 2 Bedroom, 2 Bath open water gem that's fully furnished and ready to rock your flip-flops off! Kick back on the oversized covered porch upstairs and catch the cool ocean vibes - it's your front-row

  Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 214, Cudjoe Key, FL 33042
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  $3,400,000

  • 3 Beds
  • 3 Baths
  • 2,295 Sq Ft

  1083 Labat Ln, Cudjoe Key, FL 33042

  Perched on the oceanfront, this extraordinary Cudjoe Key estate boasts breathtaking views from every vantage point, including the rooftop deck. The solid concrete construction, complete with impact-resistant doors and windows, concrete dock, and poolside cabana featuring a bar, sink, and ice machine, ensures a luxurious haven. Lush landscaping, meticulously maintained on a weekly basis, adds to

  Jan Fritz Coldwell Banker Schmitt RE Co. Lower Keys Office

  1083 Labat Ln, Cudjoe Key, FL 33042
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  $599,000

  • 2 Beds
  • 2 Baths
  • 816 Sq Ft

  701 Spanish Main Dr Unit 343, Cudjoe Key, FL 33042

  Motivated seller! Possible Seller Financing. Income producing property, located on Cudjoe Key, just 20 miles from Key West. Located in Venture Out community, with many amenities, olympic size pool, heated pool, hot tub, baby pool, tennis courts, bocce ball, full service marina, convenience store and 24 hour security, just to name a few. 2 bedroom, 2 bath, open living and kitchen, screened porch

  Susan Rich Select Properties of NWFL

  701 Spanish Main Dr Unit 343, Cudjoe Key, FL 33042
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  $533,995

  • 2 Beds
  • 1 Bath
  • 718 Sq Ft

  701 Spanish Main Dr Unit 335, Cudjoe Key, FL 33042

  Motivated seller! Possible Seller Financing. Discover island living at 701 Spanish Main Dr, Unit 335 in Cudjoe Key, FL. 2Bd/1Ba successful vacation rental located in a premium location on the water with open water views and features a 35' concrete seawall for docking a boat. Dock is equipped with dock posts, cleats, water, and storage. Large patio space to enjoy paradise overlooking the water,

  Sarah Dolson Keller Williams Key West Compass Realty

  701 Spanish Main Dr Unit 335, Cudjoe Key, FL 33042
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  $606,995

  • 2 Beds
  • 2 Baths
  • 816 Sq Ft

  701 Spanish Main Dr Unit 79, Cudjoe Key, FL 33042

  Motivated seller! Possible Seller Financing. Discover island living at 701 Spanish Main Dr, Unit 79 in Cudjoe Key, FL. This charming property offers an unbeatable opportunity for investors or those seeking a tranquil retreat. Currently operating as a successful vacation rental, this home is perfectly positioned to generate income or serve as your own private oasis. This property promises both

  Sarah Dolson Keller Williams Key West Compass Realty

  701 Spanish Main Dr Unit 79, Cudjoe Key, FL 33042
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  $998,000

  • 3 Beds
  • 2 Baths
  • 1,541 Sq Ft

  246 Colson Dr, Summerland Key, FL 33042

  SPECTACULAR OCEANVIEWS!!! Just a few houses in from the Wide Open Ocean & Bay- CBS House 3 Bed/2 Bath - 80 ft. Concrete Dock on a Deep - Water -Wide - Canal. Beautifully Landscaped Yard. This home features - Cathedral Ceilings, Custom Cabinets & Island. Great Layout, & Impeccable Craftmanship on the Front Door & Tile through out. Plenty of Room for a Pool, RV, & All your toys. Quiet

  Tracey Petrusha Venture Realty Group

  246 Colson Dr, Summerland Key, FL 33042
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  /2

  $450,000

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft

  37 Yardarm Rd Unit 1, Cudjoe Key, FL 33042

  This sale is for three 5000 square foot lots. Two are undeveloped (bilders points TBD) One lot has an abandoned house so it is ROGO exempt.

  Joseph Ordini Keller Williams Key West Compass Realty

  37 Yardarm Rd Unit 1, Cudjoe Key, FL 33042
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  /2

  $450,000

  • Land

  248 Yardarm Rd, Cudjoe Key, FL 33042

  The sale is for lots 35,36, & 37. Lot 37 has a house that is rogo exempt. Sewer is being connected and the lots will be cleared and cleaned. The two other lots have a total of 1 to 2 transferable points attached(to be determined)

  Joseph Ordini Keller Williams Key West Compass Realty

  248 Yardarm Rd, Cudjoe Key, FL 33042
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  $2,400,000 New Construction

  • 4 Beds
  • 4 Baths
  • 1,938 Sq Ft

  23066 Tarpon Ln, Summerland Key, FL 33042

  ''BRAND NEW' CBS Construction ready for occupancy!!! Amazing New Oceanside Home with 4 Bedrooms, 3.5 Baths, in Beautiful Cudjoe Ocean Shores, (Custom Built by Dream Builders of the Florida Keys). This home offers Open Water Views, Instant Deep Draft Boating for Big Boat Action, Protected Concrete step-down Dock, Open Floor plan, Dining Area, two Master Suites, High Ceilings, Chefs Kitchen with

  Greg MacLaren Internet Realty of the Florida Keys

  23066 Tarpon Ln, Summerland Key, FL 33042
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  $5,992,000 New Construction

  • 5 Beds
  • 7 Baths
  • 4,981 Sq Ft

  220 E Caribbean Dr, Summerland Key, FL 33042

  Experience unparalleled luxury in this Brand New 2025 Custom Built Smart Home. 6,128 SQ FT concrete-constructed oceanfront home, situated in prestigious Summerland Key. With 90 feet of ocean frontage and breathtaking southwest views of the Atlantic Ocean, this home is the ultimate retreat for those seeking elegance, comfort, and adventure.The third floor is the heart of this home, featuring an

  Stacy Shahan Island Real Estate Company Florida Keys

  220 E Caribbean Dr, Summerland Key, FL 33042

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