6,951

Homes in ZIP Code 33042

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  • /21

    $775,000

    Sold Mar 23, 2026

    27360 Saint Croix Ln, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Built 1983

    Last Sold Summary

    • 16% Below List Price
    • $673/SF
    • 272 Days On Market

    Current Estimated Value $847,043

    Last Listing Agent Terry Bush Bluescape Real Estate

    27360 Saint Croix Ln, Summerland Key, FL 33042
    • /2

      Est $1,023,501

      Not Listed For Sale

      18954 Acosta Trail, Summerland Key, FL 33042

      • 1 Bed
      • 1 Bath
      • 1,008 Sq Ft
      • Built 2013
      18954 Acosta Trail, Summerland Key, FL 33042

      Last Sold Summary

  • /31

    $749,500

    $46K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,562 Sq Ft

    360 W Shore Dr, Summerland Key, FL 33042

    Discover island living in this charming 3-bedroom, 1-bath canal-front home located in desirable Summerland Key, featuring fabulous sunset views. Set on a 60-foot-wide deep canal with approximately 10 minutes of boating access to the open ocean, this property is ideal for avid boaters and water lovers.The open living area flows seamlessly into an enclosed porch, creating a versatile space perfect

    Brenda Thomas Weichert Realtors Hallmark Properties

    360 W Shore Dr, Summerland Key, FL 33042
  • /58

    $760,000

    Sold Aug 19, 2025

    640 Carolyn Ave, Summerland Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 848 Sq Ft
    • Built 2021

    Last Sold Summary

    • 2% Below List Price
    • $896/SF
    • 66 Days On Market

    Current Estimated Value $753,580

    Last Listing Agent Tommy Mack Coastal Collection Real Estate Inc.

    640 Carolyn Ave, Summerland Key, FL 33042
    • /2

      Est $504,491

      Not Listed For Sale

      520 Blackbeard Rd, Little Torch Key, FL 33042

      • Studio
      520 Blackbeard Rd, Little Torch Key, FL 33042

      Last Sold Summary

  • /29

    $775,000

    $25K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,162 Sq Ft

    28452 Yucatan Ln, Summerland Key, FL 33042

    Must be sold after Jan 1, 2027. Canal front home with quick exit out of the canal to Pine Channel for Atlantic or Gulf access. 7200 sq.ft. lot. Back yard big enough for a pool. Pack your toothbrush and your ready for your salt life to begin. Being sold mostly furnished 2bd/2bth 1162 sq.ft. Home, plus, southerly facing screen porch, which has accordian shutters,porch faces back yard and canal.

    Rose Dell Keller Williams Key West Compass Realty

    28452 Yucatan Ln, Summerland Key, FL 33042
  • /14

    $205,000

    Sold May 20, 2026

    701 Spanish Main Dr Unit LOT 317, Cudjoe Key, FL 33042

    • Land
    • 1,742 Sq Ft
    • $5,125,000 per Acre

    Last Sold Summary

    • 21% Below List Price
    • 56 Days On Market

    Last Listing Agent Lisa Carter Florida Keys Realty, Inc.

    701 Spanish Main Dr Unit LOT 317, Cudjoe Key, FL 33042
    • /4

      Not Listed For Sale

      0 Knockemdown Unit A11382026, Lower Keys, FL 33042

      0 Knockemdown Unit A11382026, Lower Keys, FL 33042

      Last Sold Summary

      • 198 Days On Market

  • /39

    $499,000

    • 2 Beds
    • 2 Baths
    • 618 Sq Ft

    701 Spanish Main Dr Unit 411, Cudjoe Key, FL 33042

    Affordable waterfront Living in the Lower Keys! This waterfront 2-bedroom, 2-bath mobile home is located in Venture Out, a gated, resort-style community offering endless activities and true Island living at a price point rarely found on the water.Enjoy direct boating to open water, just minutes from the Atlantic and Gulf, making this a boaters dream. Located at Mile Marker 23, you're only 20

    Suzanne Moore Suzanne Moore Real Estate

    701 Spanish Main Dr Unit 411, Cudjoe Key, FL 33042
  • /43

    $1,700,000

    Sold Jan 30, 2026

    22562 Jolly Roger Dr, Summerland Key, FL 33042

    • 4 Beds
    • 2 Baths
    • 2,074 Sq Ft
    • Built 1987

    Last Sold Summary

    • 12% Below List Price
    • $820/SF
    • 140 Days On Market

    Current Estimated Value $1,689,319

    Last Listing Agent Krystal Thomas eXp Realty LLC

    22562 Jolly Roger Dr, Summerland Key, FL 33042
    • /2

      Est $936,715

      Not Listed For Sale

      27434 Saint Lucie Ln, Ramrod Key, FL 33042

      • 3 Beds
      • 2 Baths
      • 1,144 Sq Ft
      • Built 2022
      27434 Saint Lucie Ln, Ramrod Key, FL 33042

      Last Sold Summary

  • /21

    $465,000

    • 1 Bed
    • 1 Bath
    • 799 Sq Ft

    701 Spanish Main Dr Unit 455, Cudjoe Key, FL 33042

    A place to live, winter or Airbnb. Daily rentals allowed. Waterfront view down the canal. 17 ft seawall. Covered back patio for grilling or lounging. Front covered balcony. and back covered patio deck with mini sink, mini fridge & mini freezer. 1993' Manufactured home with Florida Room totaling 799 sq. ft. approx. 1 Bedroom w/a bonus room. Updated Bathroom with walk in shower, glass doors, hand

    Rose Dell Keller Williams Key West Compass Realty

    701 Spanish Main Dr Unit 455, Cudjoe Key, FL 33042
  • /26

    $239,000

    Sold Jun 30, 2025

    701 Spanish Main Dr Unit 6, Cudjoe Key, FL 33042

    • Land

    Last Sold Summary

    • 2% Below List Price
    • 74 Days On Market

    Current Estimated Value $244,972

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    701 Spanish Main Dr Unit 6, Cudjoe Key, FL 33042
    • /2

      Est $2,406,901

      Not Listed For Sale

      305 S Point Dr, Summerland Key, FL 33042

      • 3 Beds
      • 2 Baths
      • 2,360 Sq Ft
      • Built 1986
      305 S Point Dr, Summerland Key, FL 33042

      Last Sold Summary

  • /36

    $750,000

    • Land
    • 9.25 Acres
    • $81,081 per Acre

    0 Niles Rd Unit MLS A11925960, Summerland Key, FL 33042

    Discover the perfect opportunity to build your dream home in the Lower Keys on this desirable parcel located on Summerland Key, FL. Set within a peaceful residential neighborhood, this property offers an inviting blend of tranquility and convenience—just minutes from US-1, local marinas, boat ramps, dining, beaches, and world-class fishing. Enjoy the relaxed island lifestyle, tropical breezes,

    Javier Santana Sunland Real Estate, LLC.

    0 Niles Rd Unit MLS A11925960, Summerland Key, FL 33042
  • /57

    $2,800,000

    Sold Oct 30, 2025

    22967 Redfish Ln, Cudjoe Key, FL 33042

    • 3 Beds
    • 4 Baths
    • 3,747 Sq Ft
    • Built 2019

    Last Sold Summary

    • 7% Below List Price
    • $747/SF
    • 37 Days On Market

    Current Estimated Value $2,799,544

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    22967 Redfish Ln, Cudjoe Key, FL 33042
    • /2

      Est $1,513,264

      Not Listed For Sale

      22863 Bluegill Ln, Cudjoe Key, FL 33042

      • 3 Beds
      • 3 Baths
      • 1,986 Sq Ft
      • Built 2019
      22863 Bluegill Ln, Cudjoe Key, FL 33042

      Last Sold Summary

  • /64

    $1,480,000

    New Construction $10K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,120 Sq Ft

    27433 Antigua Rd, Summerland Key, FL 33042

    NEW CONSTRUCTION POOL HOME - COMPLETED 2025 & MOVE-IN READY!Welcome to your brand-new coastal retreat on Ramrod Key. This luxury 4-bedroom, 3-bath residence delivers world-class construction, refined finishes, and effortless indoor-outdoor living in one of the most desirable boating neighborhoods in the Lower Keys.Built with solid CBS construction, a metal roof, and impact-rated windows &

    Kelly Gardner Bluescape Real Estate

    27433 Antigua Rd, Summerland Key, FL 33042
  • /44

    $700,000

    Sold Jan 09, 2026

    701 Spanish Main Dr Unit 87, Cudjoe Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 864 Sq Ft
    • Built 2000

    Last Sold Summary

    • 10% Below List Price
    • $810/SF
    • 23 Days On Market

    Last Listing Agent Holly Burger Berkshire Hathaway HomeServices Knight & Gardner Realty

    701 Spanish Main Dr Unit 87, Cudjoe Key, FL 33042
    • /3

      Est $892,000

      Not Listed For Sale

      0 Disturbed Pine Rd Unit A11375753, Cudjoe Key, FL 33042

      0 Disturbed Pine Rd Unit A11375753, Cudjoe Key, FL 33042

      Last Sold Summary

      • 4 Days On Market

  • /46

    $2,200,000

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

    1330 Sugarloaf Blvd, Summerland Key, FL 33042

    A quiet escape with million-dollar views. Situated on an expansive lot of over a quarter-acre, this three-bedroom, two-bathroom home is nestled within the sought-after shores of Sugarloaf Key--tucked away from the highway and just steps from scenic walking and bike paths. The interiors offer a crisp, modern take on coastal comfort, sold fully furnished with a curated collection of new decor and

    Brenda Donnelly Brenda Donnelly Real Estate LLC

    1330 Sugarloaf Blvd, Summerland Key, FL 33042
  • /2

    $55,000

    Sold Jun 02, 2025

    0 Canal Dr, Sugarloaf Key, FL 33042

    • Land
    • 6,000 Sq Ft
    • $399,300 per Acre

    Last Sold Summary

    • 11% Below List Price
    • 32 Days On Market

    Last Listing Agent Nate Meyer Meyer and Boumerhi Realty LLC

    0 Canal Dr, Sugarloaf Key, FL 33042
    • /23

      Not Listed For Sale

      17295 Keystone Rd, Sugarloaf Shores, FL 33042

      17295 Keystone Rd, Sugarloaf Shores, FL 33042

      Last Sold Summary

      • 8 Days On Market

  • /50

    $1,595,000

    $70K PRICE DROP
    • 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
  • /48

    $291,000

    Sold Mar 03, 2026

    701 Spanish Main Dr Unit 625, Cudjoe Key, FL 33042

    • 2 Beds
    • 1 Bath
    • 720 Sq Ft
    • Built 1985

    Last Sold Summary

    • 9% Below List Price
    • $404/SF
    • 133 Days On Market

    Last Listing Agent Ian Calderwood Bluescape Real Estate- Venture

    701 Spanish Main Dr Unit 625, Cudjoe Key, FL 33042
    • /2

      Est $518,106

      Not Listed For Sale

      27418 Jamaica Ln, Ramrod Key, FL 33042

      • Studio
      • 1 Bath
      • Built 1970
      27418 Jamaica Ln, Ramrod Key, FL 33042

      Last Sold Summary

  • /51

    $1,675,000

    • 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
  • /43

    $1,410,000

    Sold Apr 30, 2026

    17152 Marlin Dr, Sugarloaf Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Built 1989

    Last Sold Summary

    • 12% Below List Price
    • $1,175/SF
    • 70 Days On Market

    Current Estimated Value $1,525,640

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    17152 Marlin Dr, Sugarloaf Key, FL 33042
    • /2

      Not Listed For Sale

      13 Red Legs Ln, Cudjoe Key, FL 33042

      13 Red Legs Ln, Cudjoe Key, FL 33042

      Last Sold Summary

  • /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
  • /2

    $255,000

    Sold Oct 20, 2025

    150 Coral Ave, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,100 Sq Ft
    • Built 1993

    Last Sold Summary

    • $232/SF
    • 0 Days On Market

    Current Estimated Value $632,297

    Last Listing Agent User Kristen Brenner/Margie Casey T Florida Keys Real Estate Group

    150 Coral Ave, Summerland Key, FL 33042
    • /2

      Not Listed For Sale

      12 Red Legs Ln, Cudjoe Key, FL 33042

      12 Red Legs Ln, Cudjoe Key, FL 33042

      Last Sold Summary

  • /51

    $1,725,000

    $174K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,440 Sq Ft

    22542 Jolly Roger Dr, Summerland Key, FL 33042

    Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a testament to coastal architecture. Broad, covered balconies, generous outdoor spaces, and a private boat launch capitalize on Keys waterfront living. Large impact glass doors and windows frame ocean views and invite natural light into every room. Soaring, 26' ceilings enhance the open-concept layout with rich wood beams amplifying the

    Lauren Dunn Coldwell Banker Schmitt Islamorada

    22542 Jolly Roger Dr, Summerland Key, FL 33042
  • /51

    $420,000

    Sold Nov 21, 2025

    701 Spanish Main Dr Unit 280, Cudjoe Key, FL 33042

    • 1 Bed
    • 1 Bath
    • 816 Sq Ft
    • Built 1979

    Last Sold Summary

    • 8% Below List Price
    • $515/SF
    • 185 Days On Market

    Last Listing Agent Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 280, Cudjoe Key, FL 33042
    • /2

      Not Listed For Sale

      0 Crane Blvd, Sugarloaf Key, FL 33042

      0 Crane Blvd, Sugarloaf Key, FL 33042

      Last Sold Summary

  • /57

    $1,395,000

    $255K PRICE DROP
    • 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

    25368 2nd St, Summerland Key, FL 33042
  • /84

    $1,600,000

    Sold Apr 09, 2026

    17125 Wahoo Ln, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,648 Sq Ft
    • Built 1982

    Last Sold Summary

    • $971/SF
    • 8 Days On Market

    Current Estimated Value $1,573,859

    Last Listing Agent Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

    17125 Wahoo Ln, Summerland Key, FL 33042
    • /2

      Est $1,107,580

      Not Listed For Sale

      17162 Starfish Ln W, Sugarloaf Shores, FL 33042

      • Studio
      17162 Starfish Ln W, Sugarloaf Shores, FL 33042

      Last Sold Summary

  • /61

    $2,199,000

    $501K PRICE DROP Under Contract
    • 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
  • /4

    $50,000

    Sold Dec 19, 2025

    0 Old State Rd Unit 616986, Cudjoe Key, FL 33042

    • Land
    • 7,450 Sq Ft
    • $292,349 per Acre

    Last Sold Summary

    • 41% Below List Price
    • 25 Days On Market

    Last Listing Agent Sabre Mendoza Coldwell Banker Schmitt RE Co.

    0 Old State Rd Unit 616986, Cudjoe Key, FL 33042

Showing Results 161 - 200, Page 5 of 18

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