Cudjoe Key, FL Homes

• 

  

  

  /49

  $1,800,000 Sold Nov 14, 2024

  • 1,884 Sq Ft
  • $955/SF
  • 80 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1989

  22766 Jolly Roger Dr, Summerland Key, FL 33042

  COASTAL BEAUTY and MODERN COMFORT in the Fabulous Florida Keys. This fully remodeled Atlantic Oceanfront residence offers a seamless fusion of modern comforts and the natural beauty that surrounds it. A spacious front yard, professionally landscaped with native flora, welcomes you to the property. Each of the three oversized bedrooms accommodate king size beds and walk-in or double door

  Donna Pezzi Keller Williams Key West Compass Realty

  22766 Jolly Roger Dr, Summerland Key, FL 33042
• 

  

  /2

  Est $922,295 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,040 Sq Ft

  22974 John Avery Ln, Summerland Key, FL 33042

  22974 John Avery Ln, Summerland Key, FL 33042
• 

  

  

  /30

  $470,000

  • 1 Bed
  • 1 Bath
  • 748 Sq Ft

  701 Spanish Main Dr Unit 342, Cudjoe Key, FL 33042

  Welcome to your tropical paradise at Venture Out, a gated community on Cudjoe Key, located at Mile Marker 23 in the stunning Florida Keys! This charming, fully furnished 1-bedroom, 1-bath retreat is perfect for enjoying the sun-drenched lifestyle you've been dreaming of. Step into your cozy getaway, featuring a spacious 35' concrete seawall that invites you to explore the waters. Unwind on the

  Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 342, Cudjoe Key, FL 33042
• 

  

  

  /34

  $1,600,000 Sold Nov 14, 2024

  • 1,288 Sq Ft
  • $1242/SF
  • 157 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2019

  22532 Jolly Roger Dr, Cudjoe Key, FL 33042

  Welcome 22532 Jolly Roger Dr. This impressive open water 3/2 home was built in 2020. The home is finished with all impact rated doors and windows, plank tile flooring, stone countertops, metal roof, Hardie board siding, waterfront balcony and a spacious and inviting open floor plan. The lower level area is finished with street facing garage doors for privacy and security, seamlessly pavered

  Lynn Lucas Berkshire Hathaway HomeServices Keys Real Estate

  22532 Jolly Roger Dr, Cudjoe Key, FL 33042
• 

  

  

  /19

  Est $875,805 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft

  221 Cutthroat Dr, Summerland Key, FL 33042

  221 Cutthroat Dr, Summerland Key, FL 33042
• 

  

  /44

  $935,000

  • 2 Beds
  • 3 Baths
  • 1,156 Sq Ft

  21650 Overseas Hwy Unit 102, Summerland Key, FL 33042

  Just a few feet from Ocean offering easy boat access to Cudjoe Bay, Atlantic Ocean, from the Private Community's Common area Pier, Boat dock, Enjoy Fishing, Kayaking, Snorkeling, Lobstering, World class reef diving and much more, It's all right here! And all just a short drive to Key West. The home recently concluded full renovations and is in 'like New' condition with very high-end furnishings,

  Steve Hood LoKation Real Estate

  21650 Overseas Hwy Unit 102, Summerland Key, FL 33042
• 

  /2

  $42,500 Sold Oct 31, 2024

  • Land

  • 94 Days On Market

  Lot 7 Blk 14, Cudjoe Key, FL 33042

  ROGO Lot for dedication purposes. Buyer to confirm points & process with Monroe County Dept. of Planning.

  Paul Rogers Coldwell Banker Schmitt RE Co. Lower Keys Office

  Lot 7 Blk 14, Cudjoe Key, FL 33042
• 

  /2

  Est $931,111 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,274 Sq Ft

  21082 6th Ave, Summerland Key, FL 33042

  21082 6th Ave, Summerland Key, FL 33042
• 

  

  /39

  $1,149,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 2,198 Sq Ft

  21073 7th Ave, Summerland Key, FL 33042

  Florida Keys Waterfront Paradise - 80' Dock & No Bridges to Open Water!Nestled in a boater's paradise, this 2,198 sq. ft. 3-bed, 2-bath home offers a split floor plan for privacy and comfort. Inside, the spacious kitchen boasts stainless steel appliances, generous cabinet space, and ample corian counter space perfect for cooking up your fresh catch. The open-concept living and dining area flows

  Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

  21073 7th Ave, Summerland Key, FL 33042
• 

  

  /58

  $1,675,000 Sold Oct 23, 2024

  • 2,548 Sq Ft
  • $657/SF
  • 50 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2016

  1106 Thatch Ln, Summerland Key, FL 33042

  Fall in love with this fully furnished 4-bed, 3.5-bath oceanfront canal CBS home, offering 2,548 sq ft of luxury living and 1,370 sq ft of balcony space. Built in 2016, recent upgrades include a new pool and dock for the perfect Florida Keys lifestyle. The second floor has 3 bedrooms, 2 baths, a laundry room, a second living area, and a large balcony. The third floor boasts an open-concept living

  Aryl and Pati Robison RE/MAX All Keys Real Estate

  1106 Thatch Ln, Summerland Key, FL 33042
• 

  

  /81

  Est $1,469,367 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,664 Sq Ft

  23041 Snapper Ln, Summerland Key, FL 33042

  23041 Snapper Ln, Summerland Key, FL 33042
• 

  

  /32

  $559,000

  • 2 Beds
  • 1 Bath
  • 667 Sq Ft

  701 Spanish Main Dr Unit 602, Cudjoe Key, FL 33042

  Boating enthusiasts will love the 35-foot concrete dock, complete with five sturdy posts, a fish cleaning table, cleats, and a swim ladder for easy access to open water.This turn-key, 2-bedroom, 1-bathroom home is move-in ready and located in the desirable Venture Out community, offering 24-hour gated security for peace of mind.Inside, the guest bedroom features two twin beds, a TV, a closet, and

  Kathryn Baldwin Berkshire Hathaway HomeServices Knight & Gardner Realty

  701 Spanish Main Dr Unit 602, Cudjoe Key, FL 33042
• 

  

  /8

  $200,000 Sold Sep 30, 2024

  • Land

  • 7 Days On Market

  1135 Hakluyt Ln, Cudjoe Key, FL 33042

  Build this 2-story, 3 bedroom, 2 bath, elevated waterfront home with great water views and boating in the very desirable area of Cutthroat Harbor Estates on Cudjoe Key. Located oceanside with only a short drive to Key West. Plans have been submitted and are currently in ROGO waiting for its allocation. Plenty of time to change the plans should you desire.

  John Nazzaro Keller Williams Realty Premier Properties

  1135 Hakluyt Ln, Cudjoe Key, FL 33042
• 

  

  /19

  Est $826,271 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  22910 Privateer Dr, Summerland Key, FL 33042

  22910 Privateer Dr, Summerland Key, FL 33042
• 

  

  /35

  $995,000 Open Sat 11AM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,195 Sq Ft

  22922 Blackbeard Ln, Cudjoe Key, FL 33042

  Welcome to Blackbeard Lane on Cudjoe Key, a stunning stilted home that perfectly combines modern elegance with the charm of the Florida Keys. Built in 2012 and thoughtfully updated, this property boasts 3 bedrooms and 2 bathrooms across 1,195 sq. ft. of beautifully designed living space.The heart of the home is the expansive open-concept living area, seamlessly connecting to a chef's kitchen

  LoRetta Godwin eXp Realty LLC

  22922 Blackbeard Ln, Cudjoe Key, FL 33042
• 

  /2

  $115,000 Sold Sep 24, 2024

  • Land

  • 2 Days On Market

  0 Thatch Ln, Cudjoe Key, FL 33042

  Vacant Lot, on the canal, VE flood zone

  Steven Conley Compass Florida LLC

  0 Thatch Ln, Cudjoe Key, FL 33042
• 

  

  /41

  Est $391,081 Not Listed For Sale

  701 Spanish Main Dr Unit 416, Cudjoe Key, FL 33042

  701 Spanish Main Dr Unit 416, Cudjoe Key, FL 33042
• 

  

  /60

  $499,000

  • 2 Beds
  • 2 Baths
  • 604 Sq Ft

  701 Spanish Main Dr Unit 234, Cudjoe Key, FL 33042

  Beautiful updated 2bed/2bath, fully furnished, canal front home with look-down canal views! Interior is light and bright with the main living area surrounded by windows and a sliding glass door to bring the outdoors in. New air conditioner. Featuring a 35' concrete seawall equipped with dock whips, cleats, and storage box. Property is situated on a wide Y-shaped canal with direct access to Kemp

  Kim Babenzien Expert Realty LLC (HQ)

  701 Spanish Main Dr Unit 234, Cudjoe Key, FL 33042
• 

  

  /6

  $115,000 Sold Sep 24, 2024

  • Land

  • 88 Days On Market

  1146 Thatch Ln, Cudjoe Key, FL 33042

  Vacant canal front lot - partially cleared. Previously permitted for a single family home. Quick ocean access for great fishing and diving. 3rd lot in from open water. Close to local restautants and activites and a short drive to Key West. Neighboring lot #13 also for sale.

  Steven Conley Compass Florida LLC

  1146 Thatch Ln, Cudjoe Key, FL 33042
• 

  

  /17

  Est $1,178,341 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,334 Sq Ft

  248 Spanish Main Dr, Summerland Key, FL 33042

  248 Spanish Main Dr, Summerland Key, FL 33042
• 

  

  /39

  $495,000

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft

  701 Spanish Main Dr Unit 182, Cudjoe Key, FL 33042

  Oceanfront Paradise Awaits!Unit 182 in Venture OutExperience the epitome of Florida living in this charming one-bedroom, one-bathroom mobile home with Florida Room nestled within an exclusive gated community.This beautifully maintained home boasts:* Prime Canal front Location: Enjoy breathtaking ocean views and direct access to the water from your private 35 ft seawall.* Community Boat Ramp and

  Ian Calderwood Bluescape Real Estate

  701 Spanish Main Dr Unit 182, Cudjoe Key, FL 33042
• 

  

  /6

  $115,000 Sold Sep 24, 2024

  • Land

  • 88 Days On Market

  Lot 13 Thatch Ln, Cudjoe Key, FL 33042

  Vacant canal front lot - partially cleared. Quick ocean access for great fishing and diving. 3rd lot in from open water. Close to local restautants and activites and a short drive to Key West. Neighboring lot #14 also for sale.

  Steven Conley Compass Florida LLC

  Lot 13 Thatch Ln, Cudjoe Key, FL 33042
• 

  

  /8

  Est $1,768,630 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  22892 Jolly Roger Dr, Summerland Key, FL 33042

  22892 Jolly Roger Dr, Summerland Key, FL 33042
• 

  

  /33

  $345,000

  • 1 Bed
  • 1 Bath
  • 690 Sq Ft

  701 Spanish Main Dr Unit 21, Cudjoe Key, FL 33042

  Cozy 1-Bedroom 1-bathroom Mobile Home with Enchanting Florida RoomLocated inside the very desirable Venture Out Gated Community.This charming and very well kept mobile home offers a comfortable and affordable living space. Key Features:* Fully tiled.* Comfortable Bedroom: With plenty of large windows. * Fully equipped kitchen with table, chairs and a built in desk.* Full Bathroom: Includes

  Ian Calderwood Bluescape Real Estate

  701 Spanish Main Dr Unit 21, Cudjoe Key, FL 33042
• 

  

  /64

  $1,835,000 Sold Sep 18, 2024

  • 1,827 Sq Ft
  • $1004/SF
  • 0 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2023

  440 Pattison Dr, Cudjoe Key, FL 33042

  Welcome to 440 Pattison Dr, Cudjoe Key,A gorgeous luxury 3 bedroom, 3 bath, newly constructed concrete waterfront home on Cudjoe Key. This stunning home boasts breathtaking 270 Degree open water views, with spectacular sunrises and sunsets, from its expansive rooftop terrace as well as views of the American Shoals lighthouse. Nestled in the exclusive Cudjoe Gardens, this home offers a perfect

  Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

  440 Pattison Dr, Cudjoe Key, FL 33042
• 

  

  /40

  Est $2,330,982 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,767 Sq Ft

  22896 Jolly Roger Dr, Summerland Key, FL 33042

  22896 Jolly Roger Dr, Summerland Key, FL 33042
• 

  

  /31

  $559,000

  • 2 Beds
  • 2 Baths
  • 816 Sq Ft

  701 Spanish Main Dr Unit 453, Cudjoe Key, FL 33042

  Welcome to your tropical retreat! This 2-bed, 1.5-bath canal-front mobile home in Cudjoe Key offers open ocean access and the perfect blend of comfort and affordability. Located in the desirable Venture Out community, this property is also a proven income-producing vacation rental, making it a fantastic investment opportunity.Venture Out is a residential condominium community with 24-hour gated

  Justyn Ewald Expert Realty LLC (HQ)

  701 Spanish Main Dr Unit 453, Cudjoe Key, FL 33042
• 

  

  /34

  $575,000 Sold Sep 12, 2024

  • 816 Sq Ft
  • $705/SF
  • 205 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1991

  701 Spanish Main Dr Unit 128, Cudjoe Key, FL 33042

  PRICED TO SELL!!!Are you looking for an investment or just a place to kick off your shoes and enjoy the laid back lifestyle of the islands? Imagine yourself living in this waterfront home, sitting on your deck looking out to open water views as you sip on coffee or cocktails! What a way to relax! Your boat is docked right in front of you on your 35' dock for a day of fishing, site seeing or

  Jamie Caudill Lokation Real Estate

  701 Spanish Main Dr Unit 128, Cudjoe Key, FL 33042
• 

  

  /56

  Est $1,777,022 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,166 Sq Ft

  20966 8th Ave W, Summerland Key, FL 33042

  20966 8th Ave W, Summerland Key, FL 33042
• 

  

  /42

  $1,025,000

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft

  701 Spanish Main Dr Unit 221, Cudjoe Key, FL 33042

  Transiently licensed, open water & turn key, the perfect Florida Keys getaway. Dazzling views and instant access to the beautiful waters of the Florida Keys. The home is new (built in 2021) with 2 bedrooms and 2 bathrooms, 9 ft ceilings, fully furnished, leather finish granite in the kitchen and every finish taken to the next level. Impact windows and doors, 70' flat screen TV, plenty of

  Team Spottswood/Vazquez Truman & Co. (KW)

  701 Spanish Main Dr Unit 221, Cudjoe Key, FL 33042
• 

  

  /9

  $200,000 Sold Sep 09, 2024

  • Land

  • 543 Days On Market

  22819 Blackbeard Ln, Cudjoe Key, FL 33042

  Unleash your inner sailor with this spectacular canal-front vacant lot! Imagine waking up every day to breathtaking boating adventures from the comfort of your own dream home with 60 feet of waterfront. Your slice of paradise is only 23 miles from the renowned Key West, and within easy walking distance to some of the finest dining options in the Florida Keys, such as the Square Grouper Bar &

  22819 Blackbeard Ln, Cudjoe Key, FL 33042
• 

  

  /28

  Est $362,850 Not Listed For Sale

  701 Spanish Main Dr Unit 540, Cudjoe Key, FL 33042

  701 Spanish Main Dr Unit 540, Cudjoe Key, FL 33042
• 

  

  /24

  $475,000

  • Land

  701 Spanish Main Dr Unit 600, Cudjoe Key, FL 33042

  Welcome to your own slice of paradise at Venture Out, a premier gated community in the heart of the Florida Keys, located at Mile Marker 23 on Cudjoe Key. This exceptional RV lot, measuring 35' x 69', offers the perfect blend of comfort and functionality for the ultimate outdoor lifestyle. Features of this lot include a sturdy concrete seawall equipped with a convenient fish cleaning table and

  Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 600, Cudjoe Key, FL 33042
• 

  

  /17

  $200,000 Sold Sep 06, 2024

  • Land

  • 41 Days On Market

  7 Calico Jack Cir, Cudjoe Key, FL 33042

  Great Cudjoe Key Location with boating access and sunset skies views down the canal. Build your Keys home here! This lot can be purchase with lot 8 next door and house too as a full package. Picture a pool, tiki hut, family fun with beautiful Florida Keys waters... See lot surveys in documents tab.

  Beata Sharpe Coldwell Banker Vanguard Realty

  7 Calico Jack Cir, Cudjoe Key, FL 33042
• 

  

  /48

  Est $2,298,381 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,227 Sq Ft

  22927 Drake Ln, Summerland Key, FL 33042

  22927 Drake Ln, Summerland Key, FL 33042
• 

  

  /26

  $275,000

  • 2 Beds
  • 1 Bath
  • 664 Sq Ft

  701 Spanish Main Dr Unit 457, Cudjoe Key, FL 33042

  2 bedroom 1 bath mobile home located at 701 Spanish Main Dr Lot #457 Cudjoe Key FL in Venture Out, an individually owned residential condominium community with 24hr gated security located 20 miles from world famous Key West. This mobile home is on a non-waterfront lot w/ a peek-a-boo view of eastern facing canal. Other ideal use as a ROGO exempt buildable lot for a new elevated home. No age

  Deirdre Praught Florida Keys Realty, Inc.

  701 Spanish Main Dr Unit 457, Cudjoe Key, FL 33042
• 

  

  /31

  $777,500 Sold Sep 03, 2024

  • 960 Sq Ft
  • $810/SF
  • 121 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1983

  22953 John Silver Ln, Summerland Key, FL 33042

  Angler's Paradise at this Cutthroat Harbor Estates home, on an oversized Corner Canal Lot in desirable Cudjoe Key! Boasting nearly 200' of canal frontage with water on two sides, and featuring concrete seawall, step-down, and 10K boat lift, enjoy direct access to Cudjoe Bay and the Atlantic Ocean from this ideal location! The sale includes two parcels, encompassing over a quarter-acre of

  Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

  22953 John Silver Ln, Summerland Key, FL 33042
• 

  /2

  Est $1,242,166 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,440 Sq Ft

  23047 Bluegill Ln, Summerland Key, FL 33042

  23047 Bluegill Ln, Summerland Key, FL 33042
• 

  

  /50

  $449,000

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft

  701 Spanish Main Dr Unit 635, Cudjoe Key, FL 33042

  Transient Rental License! Welcome to the epitome of comfort and convenience in this Palm Harbor fully furnished two-bedroom, two-bath home located within the highly desirable Venture Out Community. This immaculate home is nestled around tropical landscaping with a relaxing patio out back. Step into the open concept living room and well-equipped eat-in kitchen, featuring a full line of new

  Kim Babenzien Expert Realty LLC (HQ)

  701 Spanish Main Dr Unit 635, Cudjoe Key, FL 33042
• 

  

  /36

  $890,000 Sold Aug 29, 2024

  • 1,245 Sq Ft
  • $715/SF
  • 326 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1974

  21066 3rd Ave, Summerland Key, FL 33042

  Looking for a charming 2 bedroom 1 bathroom home in the desirable neighborhood of Cudjoe Gardens? This home offers brand new impact windows & doors, a new roof and freshly painted on the exterior. Enjoy the 80ft concert dock with deep water access. Just minutes to the Atlantic and Gulf for the best fishing around. This home also offers a one car garage, screened porch newly pea rocked yard,

  Karen Haack Coldwell Banker Schmitt RE Co. Lower Keys Office

  21066 3rd Ave, Summerland Key, FL 33042

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