2,463

Cudjoe Key, FL Homes

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  • /54

    $615,000 Sold Jul 11, 2025

    701 Spanish Main Dr Unit 131, Cudjoe Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 864 Sq Ft
    • Built 1999

    Last Sold Summary

    • 14% Below List Price
    • $712/SF
    • 194 Days On Market

    Last Listing Agent Jan Fritz Coldwell Banker Schmitt RE Co.

    701 Spanish Main Dr Unit 131, Cudjoe Key, FL 33042
    • /35

      Not Listed For Sale

      701 Spanish Main Dr Unit 48, Cudjoe Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 849 Sq Ft
      • Built 1992
      701 Spanish Main Dr Unit 48, Cudjoe Key, FL 33042

      Last Sold Summary

      • $854/SF
      • 191 Days On Market

      Last Sold Price $725,000

      Last Listing Agent Michael Sorah Truman & Co. (KW)

  • /29

    $1,549,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,872 Sq Ft

    20841 8th Ave W, Cudjoe Key, FL 33042

    Meticulously maintained and located in the desirable boating community of Cudjoe Gardens, this nearly 1,900 sq ft home includes 90 feet of dockage, a 10,000 lb boat lift, hurricane impact windows, doors, and garage door, as well as a gorgeous pool creating your own private oasis. A boater's paradise with easy access to both ocean side and gulf side! The inside boasts 3 spacious bedrooms and an

    Collin Tingle Coldwell Banker Schmitt Lower Keys (KW)

    20841 8th Ave W, Cudjoe Key, FL 33042
  • /58

    $1,164,000 Sold Dec 12, 2025

    164 Tortuga Ln, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Built 1990

    Last Sold Summary

    • 3% Below List Price
    • $831/SF
    • 27 Days On Market

    Current Estimated Value $1,158,151

    Last Listing Agent Michele Adams Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

    164 Tortuga Ln, Summerland Key, FL 33042
    • /58

      Est $1,644,383 Not Listed For Sale

      1106 Thatch Ln, Summerland Key, FL 33042

      • 4 Beds
      • 3.5 Baths
      • 2,548 Sq Ft
      • Built 2016
      1106 Thatch Ln, Summerland Key, FL 33042

      Last Sold Summary

      • 2% Below List Price
      • $657/SF
      • 50 Days On Market

      Last Sold Price $1,675,000

      Last Listing Agent Aryl and Pati Robison RE/MAX

  • /61

    $1,675,000

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

    1163 de Lussan Ln, Summerland Key, FL 33042

    Are you dreaming of your own personal paradise? Look no further than this stunning property in the highly sought after Cutthroat Harbor Estates. With features that check off every box on your list, this home is truly a gem. Enjoy the luxury of CBS construction and a spacious 9000 sq. ft. lot. The 65' dock has been newly resurfaced with composite decking and comes equipped with a 10k lb boat lift

    Jan Fritz Coldwell Banker Schmitt RE Co.

    1163 de Lussan Ln, Summerland Key, FL 33042
  • /107

    $5,300,000 Sold Jun 13, 2025

    220 E Caribbean Dr, Summerland Key, FL 33042

    • 5 Beds
    • 7 Baths
    • 4,981 Sq Ft
    • Built 2025

    Last Sold Summary

    • 18% Below List Price
    • $1,064/SF
    • 165 Days On Market

    Current Estimated Value $5,377,365

    Last Listing Agent Stacy Shahan Island Real Estate Company Florida Keys

    220 E Caribbean Dr, Summerland Key, FL 33042
    • /30

      Est $732,815 Not Listed For Sale

      124 Yardarm Rd, Cudjoe Key, FL 33042

      • 3 Beds
      • 2 Baths
      • 1,064 Sq Ft
      • Built 2023
      124 Yardarm Rd, Cudjoe Key, FL 33042

      Last Sold Summary

      • 1% Below List Price
      • $695/SF
      • 22 Days On Market

      Last Sold Price $740,000

      Last Listing Agent The Spottswood Team Truman & Co. (KW)

  • /38

    $1,490,000

    • 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
  • /2

    $49,000 Sold Jun 06, 2025

    7 Lot, Lower Keys, FL 33042

    • Land
    • 0.19 Acre
    • $257,895 per Acre

    Last Sold Summary

    • 12% Below List Price
    • 168 Days On Market

    Last Listing Agent Pamela Stangler MMLS Assoc.-Inactive Member

    7 Lot, Lower Keys, FL 33042
    • /17

      Not Listed For Sale

      701 Spanish Main Dr Unit 83, Cudjoe Key, FL 33042

      • 2 Beds
      • 1 Bath
      • 770 Sq Ft
      • Built 1978
      701 Spanish Main Dr Unit 83, Cudjoe Key, FL 33042

      Last Sold Summary

      • $695/SF
      • 43 Days On Market

      Last Sold Price $535,000

      Last Listing Agent Suzanne Washburn Coldwell Banker Schmitt Real Estate Co. (KW)

  • /68

    $879,000

    • 2 Beds
    • 2 Baths
    • 816 Sq Ft

    701 Spanish Main Dr Unit 265, Cudjoe Key, FL 33042

    This Truly Spectacular Oceanfront Property offers the ultimate waterfront lifestyle and is a one of a kind, featuring an impressive 98' seawall. Designed to capture the best of coastal living, the property combines 72' of concrete seawall along a protected canal with 26' of direct Atlantic Ocean Frontage, delivering both tranquility and open-ocean beauty. A waterfront lovers dream, the canal side

    Kim Babenzien Expert Realty LLC (HQ)

    701 Spanish Main Dr Unit 265, Cudjoe Key, FL 33042
  • /28

    $853,000 Sold Jan 09, 2026

    22922 Blackbeard Ln, Cudjoe Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,195 Sq Ft
    • Built 2012

    Last Sold Summary

    • 14% Below List Price
    • $714/SF
    • 105 Days On Market

    Current Estimated Value $856,915

    Last Listing Agent Krystal Thomas eXp Realty LLC

    22922 Blackbeard Ln, Cudjoe Key, FL 33042
    • /41

      Not Listed For Sale

      701 Spanish Main Dr Unit 94, Cudjoe Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 860 Sq Ft
      • Built 2004
      701 Spanish Main Dr Unit 94, Cudjoe Key, FL 33042

      Last Sold Summary

      • $1,173/SF
      • 84 Days On Market

      Last Sold Price $1,009,000

      Last Listing Agent Terri Spottswood Truman & Co. (KW)

  • /33

    $949,000 Pending

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

    151 Cutthroat Dr, Summerland Key, FL 33042

    Move-in ready waterfront 2-bedroom, 2.5-bath home located in desirable Cudjoe Key. The open floor plan features a spacious living and dining area complemented by an upgraded kitchen with new cabinetry, granite countertops, and modern stainless-steel appliances. The main level offers two bedrooms and 1.5 baths, while a permitted full second bath is conveniently located downstairs with easy access

    Heather Bennett Keller Williams Key West Compass Realty

    151 Cutthroat Dr, Summerland Key, FL 33042
  • /62

    $1,185,000 Sold Oct 06, 2025

    22915 Bluegill Ln, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Built 2001

    Last Sold Summary

    • 6% Below List Price
    • $882/SF
    • 37 Days On Market

    Current Estimated Value $1,164,112

    Last Listing Agent Deni Heintzelman KeyIsle Realty

    22915 Bluegill Ln, Summerland Key, FL 33042
    • /33

      Est $842,488 Not Listed For Sale

      22918 Cudjoe Dr, Cudjoe Key, FL 33042

      • 3 Beds
      • 2 Baths
      • 1,431 Sq Ft
      • Built 2016
      22918 Cudjoe Dr, Cudjoe Key, FL 33042

      Last Sold Summary

      • 16% Above List Price
      • $507/SF
      • 175 Days On Market

      Last Sold Price $725,000

      Last Listing Agent Pamela Stangler Expert Realty LLC

  • /37

    $275,000 Under Contract

    • Land

    701 Spanish Main Dr Unit 146, Cudjoe Key, FL 33042

    Buildable RV Lot. Transient (1 Day Rental) Rentals Opportunity in the Lower Keys! Located in a serene, well-maintained gated community at Mile Marker 23. This RV/Buildable lot offers the ideal spot for your home on wheels, or the opportunity to build your dream home. Boasting a private lot with landscaping, pea rock, storage box and concrete parking pad. Lot is equipped with full hookups

    Kim Babenzien Expert Realty LLC (HQ)

    701 Spanish Main Dr Unit 146, Cudjoe Key, FL 33042
  • /34

    $1,300,000 Sold Aug 18, 2025

    22822 John Silver Ln, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 2,100 Sq Ft
    • Built 2002

    Last Sold Summary

    • 19% Below List Price
    • $619/SF
    • 214 Days On Market

    Current Estimated Value $1,327,532

    Last Listing Agent Karen Haack Coldwell Banker Schmitt RE Co.

    22822 John Silver Ln, Summerland Key, FL 33042
    • /65

      Est $292,144 Not Listed For Sale

      701 Spanish Main Dr Unit 620, Cudjoe Key, FL 33042

      • 1 Bed
      • Built 1980
      701 Spanish Main Dr Unit 620, Cudjoe Key, FL 33042

      Last Sold Summary

      • 15% Above List Price
      • $405/SF
      • 154 Days On Market

      Last Sold Price $255,000

      Last Listing Agent PATRICIA BRUMMER Waterfront Keys Realty Inc.

  • /17

    $255,000

    • 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

    Bea Evelyn Citron Compass Florida, LLC

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

    $55,000 Sold Dec 04, 2025

    Lot 17 Treasure Chest Dr, Cudjoe Key, FL 33042

    • Land

    Last Sold Summary

    • 90% Above List Price
    • 73 Days On Market

    Last Listing Agent Pamela Stangler Expert Realty LLC

    Lot 17 Treasure Chest Dr, Cudjoe Key, FL 33042
    • /55

      Est $1,410,051 Not Listed For Sale

      266 Colson Dr, Summerland Key, FL 33042

      • 3 Beds
      • 2 Baths
      • 1,943 Sq Ft
      • Built 1975
      266 Colson Dr, Summerland Key, FL 33042

      Last Sold Summary

      • 3% Above List Price
      • $706/SF
      • 1 Day On Market

      Last Sold Price $1,371,000

      Last Listing Agent Coby Taylor Taylor & Assoc. RE, Inc.

  • /58

    $295,000

    • 1 Bed
    • 1 Bath
    • 316 Sq Ft

    701 Spanish Main Dr Unit LOT 423, Cudjoe Key, FL 33042

    INCOME PRODUCING POWERHOUSE! Welcome to 'Conch Hideaway' #423, a proven tropical retreat and turnkey business in the premier Venture Out community. This charming 1BD/1BA home is a high-performing vacation rental that grossed $30,705 in 2025! INVESTMENT HIGHLIGHTS: Already live with rentals for 2026, this property has 27 days currently booked with $2,085.05 in gross revenue transferring to the

    Kate Baldwin Bluescape Real Estate

    701 Spanish Main Dr Unit LOT 423, Cudjoe Key, FL 33042
  • /29

    $235,000 Sold Oct 31, 2025

    701 Spanish Main Dr Unit 621, Cudjoe Key, FL 33042

    • Land

    Last Sold Summary

    • 2% Below List Price
    • 76 Days On Market

    Current Estimated Value $250,193

    Last Listing Agent Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 621, Cudjoe Key, FL 33042
    • /2

      Est $922,401 Not Listed For Sale

      22842 Buccaneer Ln, Summerland Key, FL 33042

      • 3 Beds
      • 3 Baths
      • 1,326 Sq Ft
      • Built 1998
      22842 Buccaneer Ln, Summerland Key, FL 33042

      Last Sold Summary

      • 4% Below List Price
      • $671/SF

      Last Sold Price $890,000

      Last Listing Agent Tommy Mack Coastal Collection Real Estate Inc.

  • /49

    $275,000

    • 1 Bed
    • 1 Bath
    • 690 Sq Ft

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

    Welcome to your slice of Paradise in the florida Keys! This cozy one bed/one bath mobile home is located in the highly desirable Venture Out gated community on Cudjoe Key. Thoughtfully designed and fully furnished, this home comfortably sleeps four and is in move-in ready. Enjoy the bright and inviting Florida room featuring durable Hardie board siding, along with a covered tile patio outback,

    Kim Babenzien Expert Realty LLC (HQ)

    701 Spanish Main Dr Unit 21, Cudjoe Key, FL 33042
  • /45

    $1,300,000 Sold Mar 03, 2026

    1185 Hakluyt Ln, Summerland Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Built 1989

    Last Sold Summary

    • 7% Below List Price
    • $1,128/SF
    • 10 Days On Market

    Current Estimated Value $1,283,605

    Last Listing Agent Greg MacLaren Internet Realty of the Florida Keys

    1185 Hakluyt Ln, Summerland Key, FL 33042
    • /40

      Est $2,177,676 Not Listed For Sale

      20995 2nd Ave W, Summerland Key, FL 33042

      • 3 Beds
      • 2.5 Baths
      • 2,184 Sq Ft
      • Built 2007
      20995 2nd Ave W, Summerland Key, FL 33042

      Last Sold Summary

      • 5% Above List Price
      • $1,053/SF
      • 6 Days On Market

      Last Sold Price $2,300,000

      Last Listing Agent Gloria Sellers Berkshire Hathaway HomeServices Knight & Gardner Realty

  • /45

    $1,050,000

    • 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 West,

    Beata Sharpe Coldwell Banker Vanguard Realty

    22837 Calico Jack Cir, Summerland Key, FL 33042
  • /36

    $685,000 Sold Oct 15, 2025

    701 Spanish Main Dr Unit 77, Cudjoe Key, FL 33042

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft
    • Built 2010

    Last Sold Summary

    • 16% Below List Price
    • $793/SF
    • 164 Days On Market

    Last Listing Agent Patti Nickless Coldwell Banker Schmitt Lower Keys (KW)

    701 Spanish Main Dr Unit 77, Cudjoe Key, FL 33042
    • /19

      Est $895,009 Not Listed For Sale

      221 Cutthroat Dr, Summerland Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 1,056 Sq Ft
      • Built 1985
      221 Cutthroat Dr, Summerland Key, FL 33042

      Last Sold Summary

      • 4% Above List Price
      • $881/SF
      • 498 Days On Market

      Last Sold Price $930,000

      Last Listing Agent Aryl and Pati Robison RE/MAX

  • /24

    $259,000

    • 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

    Ian Calderwood Bluescape Real Estate

    701 Spanish Main Dr Unit 69, Cudjoe Key, FL 33042
  • /12

    $269,000 Sold Sep 29, 2025

    20822 1st Ave, Cudjoe Key, FL 33042

    • Land

    Last Sold Summary

    • 10% Below List Price
    • 18 Days On Market

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    20822 1st Ave, Cudjoe Key, FL 33042
    • /81

      Est $1,309,362 Not Listed For Sale

      23041 Snapper Ln, Summerland Key, FL 33042

      • 3 Beds
      • 2 Baths
      • 1,664 Sq Ft
      • Built 1992
      23041 Snapper Ln, Summerland Key, FL 33042

      Last Sold Summary

      • 19% Below List Price
      • $977/SF
      • 11 Days On Market

      Last Sold Price $1,625,000

      Last Listing Agent Tommy Mack Coastal Collection Real Estate Inc.

  • /24

    $350,000 Under Contract

    • Land

    701 Spanish Main Dr Unit 181, Cudjoe Key, FL 33042

    The Ultimate Canal-Front RV Oasis in Venture Out at Cudjoe KeySeller says bring offers..Escape to your own slice of paradise with this prime waterfront RV lot in the sought-after, gated community of Venture Out on Cudjoe Key. This lot is built for the avid water enthusiast and provides a perfect base for exploring the best of the Lower and Middle Florida Keys.Fully Prepped RV Pad: Bring your rig

    Carmen Brake Waterfront Keys Realty Inc.

    701 Spanish Main Dr Unit 181, Cudjoe Key, FL 33042
  • /51

    $990,000 Sold Oct 28, 2025

    22841 Buccaneer Ln, Summerland Key, FL 33042

    • 3 Beds
    • 3 Baths
    • 1,920 Sq Ft
    • Built 1963

    Last Sold Summary

    • 10% Below List Price
    • $516/SF
    • 139 Days On Market

    Current Estimated Value $1,041,499

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    22841 Buccaneer Ln, Summerland Key, FL 33042
    • /19

      Est $818,477 Not Listed For Sale

      22910 Privateer Dr, Summerland Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 960 Sq Ft
      • Built 1988
      22910 Privateer Dr, Summerland Key, FL 33042

      Last Sold Summary

      • 3% Below List Price
      • $881/SF
      • 58 Days On Market

      Last Sold Price $846,000

      Last Listing Agent Robin Nilsson Keller Williams Key West Compass Realty

  • /2

    $275,000

    • Land

    0 Disturbed Pine Rd Unit 619097, Cudjoe Key, FL 33042

    Builders and Developers take a look at this 24 point lot that has a letter from Monroe County to be used toward building in the ROGO system. Contact Monroe County Building Department and/or the Monroe County Planning Department to verify use of this point lot. A great deal for anyone needing points to be competitive in the ROGO system.

    Pamela Stangler Expert Realty LLC

    0 Disturbed Pine Rd Unit 619097, Cudjoe Key, FL 33042
  • /46

    $550,000 Sold May 28, 2025

    701 Spanish Main Dr Unit 415, Cudjoe Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 754 Sq Ft
    • Built 1989

    Last Sold Summary

    • 12% Below List Price
    • $729/SF
    • 72 Days On Market

    Last Listing Agent Jan Fritz Coldwell Banker Schmitt RE Co.

    701 Spanish Main Dr Unit 415, Cudjoe Key, FL 33042

Showing Results 121 - 160, Page 4 of 18

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