Cudjoe Key, FL Homes

• 

  

  

  /61

  $2,900,000 Sold May 08, 2024

  • 3,042 Sq Ft
  • $953/SF
  • 66 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2008

  20886 4th Ave W, Summerland Key, FL 33042

  Welcome to your waterfront paradise! This exceptional custom-built home is a testament to craftsmanship and luxury living. Boasting a solid poured concrete construction, this residence stands as a fortress of elegance and durability.Standing tall on an oceanside location with no bridges, this property offers unparalleled boating access. With an impressive 225 feet of waterfront and a 8 ft high

  Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

  20886 4th Ave W, Summerland Key, FL 33042
• 

  

  

  /23

  Est $1,275,447 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  21044 7th Ave, Summerland Key, FL 33042

  21044 7th Ave, Summerland Key, FL 33042
• 

  

  

  /20

  $499,000

  • Land

  701 Spanish Main Dr Unit 183, Cudjoe Key, FL 33042

  New Listing! This 35' x 69' canal front lot has ocean views and excellent boating. Bring your RV and live simply by the sea in the private, gated community of Venture Out on Cudjoe Key. Are you looking to build without having to go through the ROGO process? Look no further! This Lot provides you the Right to Build your future home.This Lot has a concrete parking pad and lush tropical landscaping

  Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 183, Cudjoe Key, FL 33042
• 

  

  

  /44

  $860,000 Sold May 07, 2024

  • 768 Sq Ft
  • $1120/SF
  • 119 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2020

  701 Spanish Main Dr Unit 445, Cudjoe Key, FL 33042

  44ft Seawall at Sportsman's Paradise! TRANSIENT RENTAL LICENSED! A True Island Paradise! Brand New in the rental program, this 2020 Stilted 2Bd/2Ba is located on a wide 60' sparkling canal with immediate ocean access in just seconds! 1 king bed and 1 queen bed plus a queen pull out sofa. Mini split air conditioners allow you to set your temperature in each room. The most perfect sportsman's

  701 Spanish Main Dr Unit 445, Cudjoe Key, FL 33042
• 

  

  

  /36

  Est $1,122,569 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  22915 Bluegill Ln, Summerland Key, FL 33042

  22915 Bluegill Ln, Summerland Key, FL 33042
• 

  

  /29

  $1,039,000

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  463 Lesrohde Dr, Ramrod Key, FL 33042

  Don't miss the chance to own this exceptional piece of paradise--schedule a private showing today!Be the first to call this stunning, newly constructed Affinity-built home yours! Located in desirable Ramrod Key, this energy-efficient 3-bedroom, 2-bathroom residence boasts premium quality throughout. Featuring high-end fixtures, Pella impact-resistant windows and doors, and thoughtful

  Sarah Dolson Keller Williams Key West Compass Realty

  463 Lesrohde Dr, Ramrod Key, FL 33042
• 

  

  /31

  $575,000 Sold May 06, 2024

  • 860 Sq Ft
  • $669/SF
  • 49 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1986

  22464 La Fitte Dr, Summerland Key, FL 33042

  Cash Only! Only 25 minutes from Key West, this charming fixer-upper presents an incredible opportunity to customize your dream home in a sought-after location. The home has an inviting open floor plan with high ceilings, and two screened in porches. Safety and peace of mind are ensured with hurricane impact windows and a new roof installed in 2018, offering protection against the elements for

  Kasey Fey Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

  22464 La Fitte Dr, Summerland Key, FL 33042
• 

  

  /62

  Est $1,928,602 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,368 Sq Ft

  1008 Calico Jack Cir, Summerland Key, FL 33042

  1008 Calico Jack Cir, Summerland Key, FL 33042
• 

  

  /52

  $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
• 

  

  /45

  $2,000,000 Sold May 03, 2024

  • 1,706 Sq Ft
  • $1172/SF
  • 23 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1987

  22836 Port Royal Ln, Summerland Key, FL 33042

  Welcome to your tropical paradise on Cudjoe Key, nestled in the heart of the Florida Keys and just 25 minutes away from Key West. This oceanside retreat offers the perfect blend of tranquility and adventure with wonderful features. As you enter the residence, be prepared to be captivated by the breathtaking views that greet you from the covered porch and the spacious living room. Enjoy

  Sandra Tuttle Island Welcome Real Estate

  22836 Port Royal Ln, Summerland Key, FL 33042
• 

  /2

  Est $935,173 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,170 Sq Ft

  22812 Buccaneer Ln, Summerland Key, FL 33042

  22812 Buccaneer Ln, Summerland Key, FL 33042
• 

  

  /32

  $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
• 

  

  /42

  $425,000 Sold May 03, 2024

  • 748 Sq Ft
  • $568/SF
  • 175 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1987

  701 Spanish Main Dr Unit 639, Cudjoe Key, FL 33042

  Enjoy the Salty Air from this Key Lime Gem in the Florida Keys! This furnished, 2 bedroom, 1 bathroom manufactured home has high ceilings that allow great entertaining from the kitchen, dining room, and living room area. Features a large master bedroom, full size bathroom with new vanity and new stackable washer/dryer, well stocked kitchen with a full line of appliances, metal roof, and tile

  Kim Babenzien Expert Realty LLC (HQ)

  701 Spanish Main Dr Unit 639, Cudjoe Key, FL 33042
• 

  

  /31

  Est $901,500 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,155 Sq Ft

  23038 Sailfish Ln, Summerland Key, FL 33042

  23038 Sailfish Ln, Summerland Key, FL 33042
• 

  

  /37

  $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
• 

  /2

  $495,000 Sold Feb 25, 2025

  • 773 Sq Ft
  • $640/SF
  • 78 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1980

  701 Spanish Main Dr Unit 440, Cudjoe Key, FL 33042

  Welcome to coastal living in the Florida Keys! This fully furnished two-bed, two-bath home located within the highly desirable Venture Out Community offers a spacious and well equipped eat-in kitchen with a full line of appliances to cook your catch and entertain friends. Located on a 35-foot seawall, this is a boaters paradise just waiting for you to hit the crystal clear waters of the Florida

  Kim Babenzien Expert Realty LLC (HQ)

  701 Spanish Main Dr Unit 440, Cudjoe Key, FL 33042
• 

  

  /45

  Est $1,170,702 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  22949 Gasparilla Ln, Summerland Key, FL 33042

  22949 Gasparilla Ln, Summerland Key, FL 33042
• 

  

  /33

  $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
• 

  /2

  $73,000 Sold Feb 21, 2025

  • Land
  • 1.01 Acres
  • $72,147 per Acre

  • 30 Days On Market

  0 Valencia Rd, Cudjoe Key, FL 33042

  1.01 ACRE LOT in Beautiful Cudjoe Key. First time available since 1972. Never been built on. Tier 1 Lot. Buyer must do their own due diligence with Monroe County. No building rights!

  Lauren Elliott EXP Realty, LLC

  0 Valencia Rd, Cudjoe Key, FL 33042
• 

  

  /42

  Est $1,169,871 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,360 Sq Ft

  23028 Sailfish Ln, Summerland Key, FL 33042

  23028 Sailfish Ln, Summerland Key, FL 33042
• 

  

  /48

  $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
• 

  /2

  $73,000 Sold Feb 21, 2025

  • Land
  • 1.01 Acres
  • $72,277 per Acre

  • 36 Days On Market

  00 Valencia Rd, Cudjoe Key, FL 33042

  1.01 ACRE Lot in Beautiful Cudjoe Key. First time available since 1972. Never been built on. Tier 1 lot. Maybe possible for storage for trailers, boats, and such. Buyer must do their own due diligence with the county of Monroe. No building rights.

  Jennifer Withers EXP REALTY LLC

  00 Valencia Rd, Cudjoe Key, FL 33042
• 

  /2

  Est $1,526,490 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,900 Sq Ft

  20650 1st Ave W, Summerland Key, FL 33042

  20650 1st Ave W, Summerland Key, FL 33042
• 

  

  /24

  $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
• 

  

  /3

  $1,085,000 Sold Aug 12, 2024

  • 1,494 Sq Ft
  • $726/SF
  • 0 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1987

  22974 Anne Bonny Ln, Summerland Key, FL 33042

  Michele Adams Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

  22974 Anne Bonny Ln, Summerland Key, FL 33042
• 

  

  /23

  Est $827,536 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  300 Spanish Main Dr, Summerland Key, FL 33042

  300 Spanish Main Dr, Summerland Key, FL 33042
• 

  

  /44

  $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
• 

  /2

  $305,000 Sold Jan 29, 2025

  • Land

  • 0 Days On Market

  701 Spanish Main Dr Unit 502, Cudjoe Key, FL 33042

  Susan Halligan

  701 Spanish Main Dr Unit 502, Cudjoe Key, FL 33042
• 

  /2

  Est $1,764,379 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft

  1124 de Lussan Ln, Summerland Key, FL 33042

  1124 de Lussan Ln, Summerland Key, FL 33042
• 

  

  /71

  $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
• 

  

  /40

  Est $1,025,345 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,434 Sq Ft

  22939 Gasparilla Ln, Summerland Key, FL 33042

  22939 Gasparilla Ln, Summerland Key, FL 33042
• 

  

  /11

  $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
• 

  

  /16

  Est $914,745 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft

  21541 Asturias Rd, Summerland Key, FL 33042

  21541 Asturias Rd, Summerland Key, FL 33042
• 

  

  /77

  $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
• 

  /2

  Est $1,207,766 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,726 Sq Ft

  21056 3rd Ave, Summerland Key, FL 33042

  21056 3rd Ave, Summerland Key, FL 33042
• 

  

  /44

  $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
• 

  /2

  Est $1,284,176 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,042 Sq Ft

  113 Galleon Ln, Summerland Key, FL 33042

  113 Galleon Ln, Summerland Key, FL 33042
• 

  

  /71

  $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
• 

  

  /32

  Est $864,919 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,232 Sq Ft

  172 Galleon Ln, Summerland Key, FL 33042

  172 Galleon Ln, Summerland Key, FL 33042
• 

  

  /24

  $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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