6,968

Homes in ZIP Code 33042

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    • /46

      Est $1,781,221

      Not Listed For Sale

      271 W Indies Dr, Ramrod Key, FL 33042

      • 4 Beds
      • 3.5 Baths
      • 2,358 Sq Ft
      • Built 2023
      271 W Indies Dr, Ramrod Key, FL 33042

      Last Sold Summary

      • 342 Days On Market

  • /2

    $235,000

    $20K PRICE DROP
    • Land
    • 7.09 Acres
    • $33,145 per Acre

    Lot 7 Parcel 10, Cudjoe Key, FL 33042

    This 24 point offshore lot has been evaluated by Monroe County and is eligible for dedication back to Monroe County so you can use those 24 points to add to your ROGO points to assist in receiving a building permit through the ROGO system.

    Pamela Stangler Expert Realty LLC

    Lot 7 Parcel 10, Cudjoe Key, FL 33042
  • /44

    $853,000

    Sold Aug 12, 2025

    873 Indies Rd, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,081 Sq Ft
    • Built 2002

    Last Sold Summary

    • 10% Below List Price
    • $789/SF
    • 123 Days On Market

    Current Estimated Value $901,621

    Last Listing Agent Donna Halstead Coldwell Banker Schmitt RE Co.

    873 Indies Rd, Summerland 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

      • 191 Days On Market

  • /24

    $259,000

    $6K PRICE DROP
    • Land
    • 2,178 Sq Ft
    • $5,180,000 per Acre

    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
  • /18

    $480,000

    Sold Apr 01, 2026

    701 Spanish Main Dr Unit 384, Cudjoe Key, FL 33042

    • Land
    • 2,307 Sq Ft
    • $9,059,272 per Acre

    Last Sold Summary

    • 20% Below List Price
    • 126 Days On Market

    Current Estimated Value $521,003

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

    701 Spanish Main Dr Unit 384, Cudjoe Key, FL 33042
    • /58

      Est $1,808,482

      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

      • 50 Days On Market

  • /71

    $1,379,000

    $16K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,700 Sq Ft

    16941 Driftwood Ln, Summerland Key, FL 33042

    There are homes that check boxes, and then there are homes that speak to you the moment you step inside. This custom, meticulously crafted 3BR/3BA, 1,700 sq ft CBS masterpiece in the heart of Sugarloaf Shores is the latter, where thoughtful design, quiet elegance, and a touch of whimsy blend into a living experience that feels both luxurious and deeply personal.Set just 19 minutes from Key

    Coby Taylor Expert Realty LLC (HQ)

    16941 Driftwood Ln, Summerland Key, FL 33042
  • /36

    $1,100,000

    Sold Jun 12, 2026

    22874 Bluegill Ln, Summerland Key, FL 33042

    • 3 Beds
    • 3 Baths
    • 1,518 Sq Ft
    • Built 1972

    Last Sold Summary

    • 6% Below List Price
    • $725/SF
    • 7 Days On Market

    Current Estimated Value $1,328,924

    Last Listing Agent Greg MacLaren Internet Realty of the Florida Keys

    22874 Bluegill Ln, Summerland Key, FL 33042
    • /6

      Not Listed For Sale

      Lot 27 Angelfish Rd, Ramrod Key, FL 33042

      Lot 27 Angelfish Rd, Ramrod Key, FL 33042

      Last Sold Summary

      • 291 Days On Market

  • /33

    $469,000

    • 1 Bed
    • 1.5 Baths
    • 735 Sq Ft

    701 Spanish Main Dr Unit 548, Cudjoe Key, FL 33042

    Welcome to your opportunity in the gated waterfront community of Venture Out! This 1 bedroom, 1.5 bath property offers 35 feet of concrete seawall and direct canal access -- making it a true gem for boating enthusiasts and water lovers alike.Whether you're an investor searching for your next income-producing property or a creative buyer ready to design your own slice of paradise, this home

    Jenifer Hirsch Bluescape Real Estate

    701 Spanish Main Dr Unit 548, Cudjoe Key, FL 33042
  • /46

    $998,000

    Sold Sep 09, 2025

    1117 Basque Ln, Cudjoe Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,318 Sq Ft
    • Built 2013

    Last Sold Summary

    • $757/SF
    • 16 Days On Market

    Current Estimated Value $1,063,149

    Last Listing Agent Lynn Goodwin Coldwell Banker Schmitt Real Estate Co.

    1117 Basque Ln, Cudjoe Key, FL 33042
    • /30

      Est $836,981

      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

      • 22 Days On Market

  • /24

    $580,175

    • 2 Beds
    • 2 Baths
    • 816 Sq Ft

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

    Licensed Nightly Rental Property!! 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 convenience

    Sarah Dolson Keller Williams Key West Compass Realty

    701 Spanish Main Dr Unit 79, Cudjoe Key, FL 33042
  • /6

    $14,500

    Sold Sep 29, 2025

    0 Vacant Land Unit 616529, Sugarloaf Key, FL 33042

    • Land
    • 6,010 Sq Ft
    • $105,077 per Acre

    Last Sold Summary

    • 7% Above List Price
    • 4 Days On Market

    Last Listing Agent Sam Williams Coldwell Banker Schmitt Real Estate Co.

    0 Vacant Land Unit 616529, Sugarloaf 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

      • 84 Days On Market

  • /10

    $335,000

    • Land
    • 6,000 Sq Ft
    • $2,432,100 per Acre

    0 Indies Rd, Ramrod Key, FL 33042

    Waterfront vacant lot located on Ramrod Key in an established canal community on the oceanside of the Lower Keys. This property offers boating access to the Atlantic with connectivity to Florida Bay. No building permit is currently in place; buyers may pursue development through ROGO or obtain a separate building right. Conveniently situated between Marathon and Key West, offering easy access to

    Jenifer Hirsch Bluescape Real Estate

    0 Indies Rd, Ramrod Key, FL 33042
  • /47

    $1,399,000

    Sold Jun 17, 2026

    823 Indies Rd, Ramrod Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft
    • Built 2006

    Last Sold Summary

    • $925/SF
    • 5 Days On Market

    Current Estimated Value $1,396,669

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    823 Indies Rd, Ramrod Key, FL 33042
    • /33

      Est $864,682

      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

      • 175 Days On Market

  • /51

    $425,000

    • 2 Beds
    • 1 Bath
    • 748 Sq Ft

    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

    Justyn Ewald Expert Realty LLC

    701 Spanish Main Dr Unit 639, Cudjoe Key, FL 33042
  • /37

    $800,000

    Sold Dec 19, 2025

    923 Indies Rd, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,079 Sq Ft
    • Built 2002

    Last Sold Summary

    • 6% Below List Price
    • $741/SF
    • 60 Days On Market

    Current Estimated Value $838,904

    Last Listing Agent Christina Davis Coldwell Banker Schmitt RE Co.

    923 Indies Rd, Summerland Key, FL 33042
    • /2

      Est $818,532

      Not Listed For Sale

      677 Heck Ave, Summerland Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 875 Sq Ft
      • Built 1977
      677 Heck Ave, Summerland Key, FL 33042

  • /51

    $1,599,900

    $75K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,196 Sq Ft

    559 Powell Ave, Little Torch Key, FL 33042

    Built in 2019 on a Double Lot! This modern home features three (3) bedrooms and two (2) bathrooms, offering everything you need. It's low maintenance yet packed with amenities. Enjoy a pool, a double lot, an extra-long dock, affordable insurance, a quiet, peaceful neighborhood, and excellent fishing opportunities. Step inside to an open-concept design that boasts a bright & fantastic living room

    Bobby Coe RE/MAX Keys Connection (KW)

    559 Powell Ave, Little Torch Key, FL 33042
  • /42

    $1,750,000

    Sold Feb 26, 2026

    20771 2nd Ave W, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 2,047 Sq Ft
    • Built 2010

    Last Sold Summary

    • 17% Below List Price
    • $855/SF
    • 161 Days On Market

    Current Estimated Value $1,786,837

    Last Listing Agent Sandra Tuttle Island Welcome Real Estate

    20771 2nd Ave W, Summerland Key, FL 33042
    • /19

      Est $1,031,401

      Not Listed For Sale

      825 Pirates Rd, Summerland Key, FL 33042

      • 4 Beds
      • 4 Baths
      • 1,920 Sq Ft
      • Built 1982
      825 Pirates Rd, Summerland Key, FL 33042

      Last Sold Summary

      • 32 Days On Market

  • /12

    $599,000

    • Land
    • 11,950 Sq Ft
    • $2,183,468 per Acre

    16841 Driftwood Ln, Sugarloaf Shores, FL 33042

    **Tier III Beautiful Buildable Canal Front Lot in Sugarloaf Shores!**Discover an exceptional opportunity in the prestigious Sugarloaf Shores neighborhood with this oversized canal front lot, boasting 11,950 square feet. This prime piece of real estate offers quick boating access to both the Gulf of Mexico and the Atlantic Ocean.Key features include:- **Unparalleled Location:** Just 14 miles from

    Daiane Sardinas Carvalho Centennial Realty Group, LLC

    16841 Driftwood Ln, Sugarloaf Shores, FL 33042
  • /47

    $520,000

    Sold Sep 04, 2025

    27853 Coral Shores Rd, Little Torch Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft
    • Built 1979

    Last Sold Summary

    • 7% Below List Price
    • $542/SF
    • 117 Days On Market

    Last Listing Agent Leah Scarborough Island Welcome Real Estate

    27853 Coral Shores Rd, Little Torch Key, FL 33042
    • /2

      Est $885,940

      Not Listed For Sale

      337 46th St, Summerland Key, FL 33042

      • 4 Beds
      • 3 Baths
      • 1,600 Sq Ft
      • Built 1958
      337 46th St, Summerland Key, FL 33042

  • /73

    $3,300,000

    New Construction
    • 5 Beds
    • 4 Baths
    • 3,886 Sq Ft

    23950 Overseas Hwy, Summerland Key, FL 33042

    Welcome to Pink Sands, a Glenn Gray-designed waterfront retreat where the vibrant colors and laid-back elegance of the Bahamas meet the timeless beauty of the Florida Keys. Recognizable by its signature pink façade and blue metal roof, this exceptional Summerland Key residence captures the spirit of island living while offering the quality, comfort, and peace of mind of modern CBS construction.

    TEAM Walters Gloria, Rachel and Michae Ocean Sotheby's International Realty

    23950 Overseas Hwy, Summerland Key, FL 33042
  • /43

    $815,000

    Sold Jan 23, 2026

    681 W Indies Dr, Summerland Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 912 Sq Ft
    • Built 1987

    Last Sold Summary

    • 18% Below List Price
    • $894/SF
    • 211 Days On Market

    Current Estimated Value $831,695

    Last Listing Agent Karen Haack Coldwell Banker Schmitt RE Co.

    681 W Indies Dr, Summerland Key, FL 33042
    • /35

      Est $997,498

      Not Listed For Sale

      346 Blackbeard Rd, Summerland Key, FL 33042

      • 3 Beds
      • 2 Baths
      • 1,188 Sq Ft
      • Built 1996
      346 Blackbeard Rd, Summerland Key, FL 33042

      Last Sold Summary

      • 62 Days On Market

  • /27

    $1,950,000

    • 3 Beds
    • 3 Baths
    • 1,797 Sq Ft

    860 Lagoon Dr, Summerland Key, FL 33042

    This stately concrete home has all the best of everything on one of the best boating areas in the Lower KeysThís home is being offered completely furnished with electronics & most of the artwork, All kitchen and bedding items. The large great room has lots of seating. with soaring ceilings and lots of natural light. The kitchen is a chef's delight with sub zero appliances and induction chef's

    Cheryl Moses Action Keys Realty of the Lower FL Keys LLC

    860 Lagoon Dr, Summerland Key, FL 33042
  • /24

    $360,000

    Sold Apr 27, 2026

    27735 Sea Whip St, Summerland Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 1,032 Sq Ft
    • Built 1978

    Last Sold Summary

    • 16% Below List Price
    • $349/SF
    • 12 Days On Market

    Last Listing Agent Diane Corliss Coldwell Banker Schmitt RE Co.

    27735 Sea Whip St, Summerland Key, FL 33042
    • /3

      Est $1,135,890

      Not Listed For Sale

      Unlisted Address

      • 5 Beds
      • 4 Baths
      • 1,702 Sq Ft
      • Built 1967
      Unlisted Address

      Last Sold Summary

      • 1 Day On Market

  • /60

    $2,699,999

    • 4 Beds
    • 2.5 Baths
    • 2,452 Sq Ft

    20833 4th Ave W, Cudjoe Key, FL 33042

    Welcome to one of Cudjoe Gardens' most desirable waterfront addressesBuilt in 2018, 20833 4th Avenue West is an exceptional CBS waterfront estate offering 4 bedrooms, 3 bathrooms, and more than 2,400 square feet of thoughtfully designed living space. Perfectly positioned on an oversized waterfront lot, this home combines outstanding boating amenities, resort-style outdoor living, and

    Diane Corliss Coldwell Banker Schmitt RE Co.

    20833 4th Ave W, Cudjoe Key, FL 33042
  • /33

    $1,350,000

    Sold Jul 24, 2025

    20883 4th Ave, Cudjoe Key, FL 33042

    • 3 Beds
    • 3 Baths
    • 2,524 Sq Ft
    • Built 2011

    Last Sold Summary

    • 21% Below List Price
    • $535/SF
    • 215 Days On Market

    Current Estimated Value $1,679,907

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    20883 4th Ave, Cudjoe Key, FL 33042
    • /38

      Est $896,061

      Not Listed For Sale

      22971 Hawkins Ln, Summerland Key, FL 33042

      • 3 Beds
      • 3 Baths
      • 1,142 Sq Ft
      • Built 1987
      22971 Hawkins Ln, Summerland Key, FL 33042

      Last Sold Summary

      • 46 Days On Market

  • /42

    $995,000

    $155K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,782 Sq Ft

    750 W Indies Dr, Summerland Key, FL 33042

    This three bedroom , two bathroom home sits on an expansive 12,200 square foot piece of property in the highly sought after Breezeswept Beach Estates neighborhood on Ramrod Key. Upstairs there are two bedrooms and one bath, and a large kitchen and living room. Downstairs is a one bedroom, one bathroom bungalow with a complete kitchen! The exterior of the property has several updates, including

    Mary Conklin Action Keys Realty of the Lower FL Keys LLC

    750 W Indies Dr, Summerland Key, FL 33042
  • /16

    $925,000

    Sold Jun 24, 2026

    21082 6th Ave, Cudjoe Key, FL 33042

    • Land
    • 16,552 Sq Ft
    • $2,434,211 per Acre

    Last Sold Summary

    • 7% Below List Price
    • 135 Days On Market

    Current Estimated Value $993,598

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    21082 6th Ave, Cudjoe Key, FL 33042
    • /55

      Est $1,427,944

      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

      • 1 Day On Market

Showing Results 241 - 280, Page 7 of 18

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