6,959

Homes in ZIP Code 33042

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  • /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 $1,011,653

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

    1117 Basque Ln, Cudjoe Key, FL 33042
    • /2

      Not Listed For Sale

      701 Spanish Main Dr Unit 559, Cudjoe Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 864 Sq Ft
      • Built 2001
      701 Spanish Main Dr Unit 559, Cudjoe Key, FL 33042

      Last Sold Summary

      • $938/SF

      Last Sold Price $810,000

      Last Listing Agent PATRICIA BRUMMER Waterfront Keys Realty Inc.

  • /50

    $1,595,000

    • 3 Beds
    • 2 Baths
    • 1,995 Sq Ft

    643 Indies Rd, Summerland Key, FL 33042

    Nestled on the picturesque shores of Ramrod Key, this stunning waterfront property is the epitome of tropical luxury. With 3 bedrooms, 2 bathrooms, and 2,229 square feet of thoughtfully designed living space, this home offers an ideal blend of comfort and high-end amenities on a spacious 9,000 square foot lot. Completely remodeled in 2018, including a new roof, this property is ready for

    Greg MacLaren Internet Realty of the Florida Keys

    643 Indies Rd, Summerland Key, FL 33042
  • /6

    $14,500 Sold Sep 29, 2025

    0 Vacant Land Unit 616529, Sugarloaf Key, FL 33042

    • Land

    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
    • /2

      Not Listed For Sale

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

      • 1 Bed
      • 1 Bath
      • 520 Sq Ft
      • Built 2000
      701 Spanish Main Dr Unit 537, Cudjoe Key, FL 33042

      Last Sold Summary

      • $712/SF

      Last Sold Price $370,000

      Last Listing Agent Lindsay Ryan EXP Realty LLC

  • /46

    $2,250,000

    • 3 Beds
    • 2 Baths
    • 1,624 Sq Ft

    1330 Sugarloaf Blvd, Summerland Key, FL 33042

    Discover the rare opportunity to own a masterfully renovated waterfront property that has remained entirely unoccupied and never lived in since its completion. This three-bedroom, two-bathroom residence offers the luxury of a home where every single element is 100% brand new and unused. The home comes completely turn-key and fully furnished with a curated collection of brand-new furniture,

    Brenda Donnelly Brenda Donnelly Real Estate LLC

    1330 Sugarloaf Blvd, Summerland 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 $810,482

    Last Listing Agent Christina Davis Coldwell Banker Schmitt RE Co.

    923 Indies Rd, Summerland Key, FL 33042
    • /46

      Est $1,906,259 Not Listed For Sale

      271 W Indies Dr, Ramrod Key, FL 33042

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

      Last Sold Summary

      • $806/SF
      • 342 Days On Market

      Last Sold Price $1,900,000

      Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  • /28

    $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 KeysThis 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
  • /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 $1,819,743

    Last Listing Agent Sandra Tuttle Island Welcome Real Estate

    20771 2nd Ave W, 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

      • $854/SF
      • 191 Days On Market

      Last Sold Price $725,000

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

  • /61

    $2,795,000

    • 4 Beds
    • 3 Baths
    • 2,951 Sq Ft

    20844 4th Ave W, Summerland Key, FL 33042

    FISHERMAN'S DREAM! BIG BOATS WELCOME! DEEP WATER! LARGE WATERFRONT HOME in the prestigious neighborhood of Cudjoe Gardens. When you first walk up you will notice the beautiful landscaping, tropical fruit trees, key limes, mangoes, lemons, bananas and avocados! This stunning and elegant concrete residence on elevated lot, offers the perfect harmony of luxury and comfort. All new impact windows &

    Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

    20844 4th Ave W, Summerland Key, 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
    • /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

  • /57

    $1,495,000

    • 2 Beds
    • 2 Baths
    • 1,392 Sq Ft

    25368 2nd St, Summerland Key, FL 33042

    Experience the perfect blend of character, durability, and Keys style at this quintessential cottage on the oceanside of Summerland Key. This thoughtfully crafted home welcomes you with the warmth of original Miami-Dade cypress floors and soaring ceilings that fill the interior with a sense of openness and timeless charm. Designed for peace of mind, the property boasts a metal roof, Hardie board

    Ally Kelley Ocean Sotheby's International Realty

    25368 2nd St, Summerland Key, FL 33042
  • /43

    $975,000 Sold May 30, 2025

    17425 Jamaica Ln, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft
    • Built 2018

    Last Sold Summary

    • 19% Below List Price
    • $677/SF
    • 65 Days On Market

    Current Estimated Value $985,534

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    17425 Jamaica 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

      Last Sold Price $105,000

      Last Listing Agent Louis Paez Coldwell Banker Schmitt Real Estate Co. (KW)

  • /84

    $1,599,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,648 Sq Ft

    17125 Wahoo Ln, Summerland Key, FL 33042

    Canal-front living with 100 feet of waterfront, gorgeous kitchen, and your own private pool in the heart of Sugarloaf Key. This updated 3 bedroom, 2 bath plus office or 4th bedroom, canal-front pool home on prestigious Sugarloaf Key offers 100 feet of waterfrontage and excellent boating access. This beautiful residence features a new concrete pool with sunshelf, new tiki hut, new metal roof, and

    Lisa Swanson The Agency Florida Keys

    17125 Wahoo Ln, 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 $810,387

    Last Listing Agent Karen Haack Coldwell Banker Schmitt RE Co.

    681 W Indies 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)

  • /61

    $2,299,000 Open Sat 10AM - 1PM

    • 3 Beds
    • 3 Baths
    • 2,167 Sq Ft

    556 Caribbean Dr E, Summerland Key, FL 33042

    MOTIVATED SELLERS! The sea writes the script at this 3 bed, 3 bath oceanfront retreat on the most highly sought after neighborhoods on Summerland Key, and it stands in a class of its own. Western exposure delivers nightly golden-hour performances over the Atlantic, while deep-draft boating--among the best this side of the 7-Mile Bridge--begins right from your backyard. You'll love deep channel

    Angelina Will Berkshire Hathaway HomeServices Knight & Gardner Realty

    556 Caribbean Dr E, Summerland Key, FL 33042
  • /58

    $3,335,000 Sold Jun 13, 2025

    23971 Henry St, Summerland Key, FL 33042

    • 4 Beds
    • 4 Baths
    • 2,950 Sq Ft
    • Built 1956

    Last Sold Summary

    • 2% Below List Price
    • $1,131/SF
    • 37 Days On Market

    Current Estimated Value $3,249,971

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    23971 Henry St, Summerland Key, 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)

  • /53

    $1,710,000

    • 4 Beds
    • 2 Baths
    • 2,605 Sq Ft

    1481 Sugarloaf Blvd, Summerland Key, FL 33042

    Welcome to this spacious canal-front retreat set on an oversized half-acre lot with endless potential. This four-bedroom, 2,605 sq ft home offers a rare combination of water access, outdoor living, and privacy.Enjoy true Florida Keys living with a private concrete boat ramp, a dock, and direct canal access leading to mangrove-lined creeks and open water just minutes away. Whether you're exploring

    Jenna Stauffer Ocean Sotheby's International Realty

    1481 Sugarloaf Blvd, Summerland 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 $1,678,854

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    20883 4th Ave, 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)

  • /26

    $1,595,000

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

    887 Bay Dr, Summerland Key, FL 33042

    This 3-bedroom, 3-bath concrete fortress on a deep water canal (5' draft) is located in the highly sought-after Summerland Cove with quick access to both the Gulf and Atlantic--just a 15-minute boat ride to open ocean--this home is a true boater's paradise. Additionally, enjoy Airstrip rights as part of the Summerland Airport community. Set on a generous 75' x 100' corner lot, the property offers

    Amy Hanson Realty Executives Florida Keys Summerland Branch

    887 Bay Dr, Summerland Key, FL 33042
  • /39

    $1,725,000 Sold Apr 25, 2025

    474 Caribbean Dr E, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,664 Sq Ft
    • Built 1973

    Last Sold Summary

    • 21% Below List Price
    • $1,037/SF
    • 127 Days On Market

    Current Estimated Value $1,710,172

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    474 Caribbean Dr E, 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

    $1,485,000

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

    831 W Indies Dr, Summerland Key, FL 33042

    Experience waterfront living in the highly desirable Breezeswept Beach Estates. This beautifully updated 2 bedroom, 2 bathroom home captures sweeping open water views and unforgettable sunrises right from your living room.Inside, the home features an airy open layout highlighted by vaulted wood beam ceilings and expansive impact windows that frame the water from nearly every angle. Both bedrooms

    Miranda Dender Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key

    831 W Indies Dr, Summerland Key, FL 33042
  • /96

    $1,575,000 Sold Mar 23, 2026

    17176 Bonita Ln W, Summerland Key, FL 33042

    • 4 Beds
    • 3 Baths
    • 2,353 Sq Ft
    • Built 1974

    Last Sold Summary

    • 7% Below List Price
    • $669/SF
    • 63 Days On Market

    Current Estimated Value $1,697,750

    Last Listing Agent Tom Mclaughlin Coldwell Banker Schmitt Real Estate Co. (KW)

    17176 Bonita Ln W, 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.

  • /52

    $1,449,000

    • 3 Beds
    • 3 Baths
    • 1,820 Sq Ft

    845 Pirates Rd, Summerland Key, FL 33042

    Discover waterfront living in Jolly Roger Estates on Little Torch Key. This beautifully maintained 3 bedroom, 3 bathroom canal-front home offers quick boating access to open water, making it ideal for fishing and island adventures.Designed for the Florida Keys lifestyle, the property features a private pool, tiki hut, and spacious outdoor entertaining areas overlooking the canal. Boaters will

    Sandra Dolowy KeyIsle Realty

    845 Pirates Rd, Summerland Key, FL 33042
  • /44

    $650,000 Sold Jun 30, 2025

    701 Spanish Main Dr Unit 390, Cudjoe Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 828 Sq Ft
    • Built 2002

    Last Sold Summary

    • 4% Below List Price
    • $785/SF
    • 8 Days On Market

    Last Listing Agent Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 390, Cudjoe Key, FL 33042
    • /2

      Est $744,493 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

      Last Sold Summary

      • 10% Below List Price
      • $949/SF

      Last Sold Price $830,000

      Last Listing Agent Monika Rydzak eXp Realty LLC KW Branch

  • /49

    $1,450,000 Under Contract

    • 3 Beds
    • 3 Baths
    • 1,740 Sq Ft

    16823 E Point Dr, Summerland Key, FL 33042

    Nestled in the prestigious South Point neighborhood of Sugarloaf Shores, this waterfront home offers the perfect blend of coastal tranquility and convenient access to Key West--just a short 15-minute drive away. Set on an expansive 12,500 sq. ft. lot, the property captures the relaxed elegance of island living.The 3-bedroom residence features 1,740 sq. ft. of living space, highlighted by a bright

    Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

    16823 E Point Dr, Summerland Key, FL 33042
  • /51

    $1,100,000 Sold May 02, 2025

    27984 Barton Ave, Little Torch Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 1,225 Sq Ft
    • Built 1993

    Last Sold Summary

    • 8% Below List Price
    • $898/SF
    • 126 Days On Market

    Current Estimated Value $1,116,570

    Last Listing Agent Steven Koleno Beycome of Florida, LLC

    27984 Barton Ave, Little Torch Key, FL 33042
    • /19

      Est $1,015,390 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

      • 6% Above List Price
      • $560/SF
      • 32 Days On Market

      Last Sold Price $1,075,000

      Last Listing Agent Christina Davis Coldwell Banker Schmitt RE Co.

  • /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
  • /2

    $1,400,000 Sold Sep 17, 2025

    491 W Indies Dr, Ramrod Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 1,204 Sq Ft
    • Built 2020

    Last Sold Summary

    • $1,163/SF
    • 0 Days On Market

    Current Estimated Value $1,398,195

    Last Listing Agent Mark Gable Engel & Volkers Marathon

    491 W Indies Dr, Ramrod Key, FL 33042

Showing Results 241 - 280, Page 7 of 18

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