Cudjoe Key, FL Homes

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  /2

  $1,650,000 Sold Oct 30, 2025

  22864 Bluegill Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,664 Sq Ft
  • Built 2002

  Last Sold Summary

  • $992/SF
  • 0 Days On Market

  Last Listing Agent Melissa Graham Bluescape Real Estate

  22864 Bluegill Ln, Summerland Key, FL 33042
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  /36

  Est $1,476,165 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,550 Sq Ft

  20878 5th Ave W, Summerland Key, FL 33042

  20878 5th Ave W, Summerland Key, FL 33042
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  /38

  $1,599,000

  • 2 Beds
  • 2 Baths
  • 1,127 Sq Ft

  1113 de Lussan Ln, Summerland Key, FL 33042

  Breathtaking Open Water Home in Cudjoe Key - Comes FULLY FURNISHED!Welcome to paradise! This stunning 2-bedroom, 2-bath home captures magnificent open water views and embodies the ultimate Florida Keys lifestyle.Main Living Area:Step inside to an open-concept kitchen, living room, and dining area bathed in natural light. Every detail is designed to highlight the beauty of the surrounding water

  Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

  1113 de Lussan Ln, Summerland Key, FL 33042
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  /41

  $2,075,000 Sold Feb 03, 2025

  20864 4th Ave W, Summerland Key, FL 33042

  • 3 Beds
  • 4 Baths
  • 3,056 Sq Ft
  • Built 2004

  Last Sold Summary

  • 10% Below List Price
  • $679/SF
  • 19 Days On Market

  Current Estimated Value $2,189,504

  Last Listing Agent Dave Wiley Coldwell Banker Schmitt Real Estate Co. (KW)

  20864 4th Ave W, Summerland Key, FL 33042
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  /53

  Est $889,906 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,140 Sq Ft

  22977 Long Ben Ln, Summerland Key, FL 33042

  22977 Long Ben Ln, Summerland Key, FL 33042
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  /29

  $899,000

  • 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
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  /66

  $3,275,000 Sold Oct 28, 2025

  20816 4th Ave W, Cudjoe Key, FL 33042

  • 5 Beds
  • 4 Baths
  • 3,817 Sq Ft
  • Built 2021

  Last Sold Summary

  • 32% Below List Price
  • $858/SF
  • 206 Days On Market

  Last Listing Agent Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

  20816 4th Ave W, Cudjoe Key, FL 33042
• 

  

  /23

  Est $1,211,311 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
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  /125

  $1,190,000

  • 2 Beds
  • 2 Baths
  • 1,284 Sq Ft

  22748 Blackbeard Ln, Cudjoe Key, FL 33042

  Welcome home to this impressively spacious 2-bedroom, 2-bath Keys retreat, offering an elevated blend of comfort, functionality, and coastal living. The outdoor living space is a dream with a new concrete pool & waterfall feature, 12k lb boat lift, 60' concrete seawall, & an expansive 10 foot deep back porch (total of nearly 700 sq ft of porches), all perfect for outdoor dining, lounging, &

  Lindsay Ryan EXP Realty LLC

  22748 Blackbeard Ln, Cudjoe Key, FL 33042
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  /40

  $550,000 Sold Feb 19, 2025

  701 Spanish Main Dr Unit 366, Cudjoe Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 816 Sq Ft
  • Built 1996

  Last Sold Summary

  • 15% Below List Price
  • $674/SF
  • 22 Days On Market

  Last Listing Agent Ian Calderwood Bluescape Real Estate

  701 Spanish Main Dr Unit 366, Cudjoe Key, FL 33042
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  /62

  Est $1,679,751 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
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  /52

  $425,000

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft

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

  Vacation Rental Property with Transient Rentals Allowed! 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,

  Kim Babenzien Expert Realty LLC (HQ)

  701 Spanish Main Dr Unit 635, Cudjoe Key, FL 33042
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  /114

  $1,477,000 Sold Sep 02, 2025

  153 Galleon Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft
  • Built 2018

  Last Sold Summary

  • 2% Below List Price
  • $947/SF
  • 49 Days On Market

  Current Estimated Value $1,470,813

  Last Listing Agent Lindsay Ryan EXP Realty LLC

  153 Galleon Ln, Summerland Key, FL 33042
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  /35

  Est $1,074,949 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,313 Sq Ft

  21024 2nd Ave, Summerland Key, FL 33042

  21024 2nd Ave, Summerland Key, FL 33042
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  /16

  $989,999

  • 3 Beds
  • 3 Baths
  • 960 Sq Ft

  22961 John Avery Ln, Summerland Key, FL 33042

  Boater's Paradise in Cudjoe Key under 1 million! Priced to Sell! Bring all offers!Bring your boat, jet skis, and sense of adventure! This upgraded two-story coastal retreat is designed for water lovers, featuring over 60 feet of dock space complete with shore power, plumbing, and brand-new dual jet ski davits plus a boat lift -- perfect for launching into the Florida Keys lifestyle.The lower

  Rayden Vega CASA MIAMI REAL ESTATE

  22961 John Avery Ln, Summerland Key, FL 33042
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  /19

  $505,000 Sold Jul 30, 2025

  134 Tortuga Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,056 Sq Ft
  • Built 1988

  Last Sold Summary

  • 11% Below List Price
  • $478/SF
  • 4 Days On Market

  Current Estimated Value $547,855

  Last Listing Agent Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

  134 Tortuga Ln, Summerland Key, FL 33042
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  /31

  Est $558,667 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  22953 John Silver Ln, Summerland Key, FL 33042

  22953 John Silver Ln, Summerland Key, FL 33042
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  /6

  $225,000

  • Land

  124 Cutthroat Dr, Cudjoe Key, FL 33042

  Canal front lot in beautiful Cutthroat Harbor Estates. Excellent opportunity to be on the water in a great location. Property currently has concrete columns and slab in place. Possible short sale.

  Jimmy Lane Island Life Realty Experts

  124 Cutthroat Dr, Cudjoe Key, FL 33042
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  /47

  $312,500 Sold Mar 17, 2025

  701 Spanish Main Dr Unit 537, Cudjoe Key, FL 33042

  • 1 Bed
  • 1 Bath
  • 520 Sq Ft
  • Built 2000

  Last Sold Summary

  • 22% Below List Price
  • $601/SF
  • 194 Days On Market

  Last Listing Agent Anne Press Lokation Real Estate

  701 Spanish Main Dr Unit 537, Cudjoe Key, FL 33042
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  /2

  Est $863,601 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
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  /14

  $265,000

  • Land

  701 Spanish Main Dr Unit 643, Cudjoe Key, FL 33042

  Welcome to island living at its best! This 35'x 69' RV lot is ready for your rig with full hookups and all the perks of Venture Out--golf cart streets, 24-hour security, pool, tennis, pickleball, and a marina. Located minutes from local favorites Morning Joint, Square Grouper, and 420 Lounge, plus only 19 miles to Key West. Whether you're here for fishing, boating, or simply soaking in the Keys

  Jenifer Hirsch Bluescape Real Estate

  701 Spanish Main Dr Unit 643, Cudjoe Key, FL 33042
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  /2

  $175,000 Sold Dec 10, 2025

  ROGO LOTS Overseas Hwy, Cudjoe Key, FL 33042

  • Land

  Last Sold Summary

  • 17% Below List Price
  • 23 Days On Market

  Last Listing Agent Dustan Carpenter Berkshire Hathaway HomeServices Knight & Gardner Realty

  ROGO LOTS Overseas Hwy, Cudjoe Key, FL 33042
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  /47

  Est $1,141,672 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,780 Sq Ft

  133 Galleon Ln, Summerland Key, FL 33042

  133 Galleon Ln, Summerland Key, FL 33042
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  /43

  $625,000

  • 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. All new furnishings included! 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

  Mary Conklin Action Keys Realty of the Lower FL Keys LLC

  701 Spanish Main Dr Unit 444, Cudjoe Key, FL 33042
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  /45

  $2,090,000 Sold Jul 07, 2025

  23066 Tarpon Ln, Summerland Key, FL 33042

  • 4 Beds
  • 3.5 Baths
  • 1,938 Sq Ft
  • Built 2025

  Last Sold Summary

  • 13% Below List Price
  • $1,078/SF
  • 65 Days On Market

  Current Estimated Value $2,059,333

  Last Listing Agent Greg MacLaren Internet Realty of the Florida Keys

  23066 Tarpon Ln, Summerland Key, FL 33042
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  /31

  Est $926,674 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
• 

  

  /23

  $3,750,000

  • 4 Beds
  • 4.5 Baths
  • 3,228 Sq Ft

  22815 Port Royal Ln, Summerland Key, FL 33042

  DIRECT OCEAN FRONT 323FT of Water Frontage- BOATERS PARADISE FOUND with room for 3 Boats on unobstructed sunset view over open water - oversized corner lot with water on 2 sides at end of a private road offering picture perfect sunsets in a protected bay! INCOME PRODUCING!, includes 175' of open water and 148' of canal frontage featuring a 90' concrete dock, and a private kayak launch. The main

  Rhonda Gailey Gailey Enterprises Real Estate

  22815 Port Royal Ln, Summerland Key, FL 33042
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  /53

  $905,000 Sold Dec 11, 2025

  22852 John Silver Ln, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,620 Sq Ft
  • Built 1980

  Last Sold Summary

  • 5% Below List Price
  • $559/SF
  • 75 Days On Market

  Last Listing Agent Matthew Sheehan Ocean Sotheby's International Realty

  22852 John Silver Ln, Summerland Key, FL 33042
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  /42

  Est $1,204,374 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
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  /9

  $480,000

  • Land

  701 Spanish Main Dr Unit 432, Cudjoe Key, FL 33042

  Discover the ultimate escape! This highly sought-after waterfront RV lot offers everything the coastal enthusiast dreams of, combining luxury amenities with unparalleled nautical access. Located on a wide street this lot is easily accessible for larger RV's and 5th wheels. Features a newer separate concrete parking area for your vehicle and a large level concrete pad for the Rv. Comes complete

  Carmen Brake Waterfront Keys Realty Inc.

  701 Spanish Main Dr Unit 432, Cudjoe Key, FL 33042
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  /46

  $1,900,000 Sold Mar 27, 2025

  271 W Indies Dr, Ramrod Key, FL 33042

  • 4 Beds
  • 4 Baths
  • 2,358 Sq Ft
  • Built 2023

  Last Sold Summary

  • 36% Below List Price
  • $806/SF
  • 342 Days On Market

  Current Estimated Value $1,909,499

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

  271 W Indies Dr, Ramrod Key, FL 33042
• 

  

  /23

  Est $796,848 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
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  /26

  $268,000

  • 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
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  /2

  $49,000 Sold Sep 22, 2025

  Lot 23 Rainbow Beach, Big Torch Key, FL 33042

  • Land

  Last Sold Summary

  • 21 Days On Market

  Last Listing Agent Pamela Stangler Expert Realty LLC

  Lot 23 Rainbow Beach, Big Torch Key, FL 33042
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  /2

  Est $1,629,701 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
• 

  

  /40

  $300,000

  • Land

  701 Spanish Main Dr Unit 403, Cudjoe Key, FL 33042

  Transient (1 Day Rental) Rentals Opportunity in the Lower Keys! Buildable RV Lot. Nestled in a serene, well-maintained community, this RV lot offers the ideal spot for your home on wheels, or the opportunity to build your dream home. Boasting a private lot with new landscaping, pea rock and concrete parking pad and is equipped with full hookups including water, sewer, and 30, and 50 amp electric

  Kim Babenzien Expert Realty LLC (HQ)

  701 Spanish Main Dr Unit 403, Cudjoe Key, FL 33042
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  /74

  $3,300,000 Sold Feb 18, 2025

  22572 Jolly Roger Dr, Summerland Key, FL 33042

  • 6 Beds
  • 4 Baths
  • 3,225 Sq Ft
  • Built 1963

  Last Sold Summary

  • 27% Below List Price
  • $1,023/SF
  • 313 Days On Market

  Current Estimated Value $3,200,481

  Last Listing Agent Jan Fritz Coldwell Banker Schmitt RE Co.

  22572 Jolly Roger Dr, Summerland Key, FL 33042
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  /2

  Est $890,568 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,022 Sq Ft

  1060 Coxon Ln, Summerland Key, FL 33042

  1060 Coxon Ln, Summerland Key, FL 33042
• 

  

  /44

  $650,000 Sold Apr 17, 2025

  268 Spanish Main Dr, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft
  • Built 1979

  Last Sold Summary

  • 7% Below List Price
  • $616/SF
  • 86 Days On Market

  Current Estimated Value $666,448

  Last Listing Agent Ally Kelley Ocean Sotheby's International

  268 Spanish Main Dr, Summerland Key, FL 33042
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  /40

  Est $1,020,119 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

Showing Results 241 - 280, Page 7 of 18