6,959

Homes in ZIP Code 33042

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    • /40

      Est $731,043 Not Listed For Sale

      27337 Tobago Ln, Summerland Key, FL 33042

      • 3 Beds
      • 2 Baths
      • 1,080 Sq Ft
      • Built 1958
      27337 Tobago Ln, Summerland Key, FL 33042

      Last Sold Summary

      • 8% Above List Price
      • $630/SF
      • 7 Days On Market

      Last Sold Price $680,000

      Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  • /27

    $350,000

    • 2 Beds
    • 1 Bath
    • 672 Sq Ft

    701 Spanish Main Dr Unit 566, Cudjoe Key, FL 33042

    Canal-front opportunity in Venture Out! This 1 bedroom / 1 bath property offers a 17' seawall and endless potential for future use. Whether you're envisioning a personal Keys retreat or re-imagining the space as an RV lot, this property provides flexibility in a highly desirable, gated waterfront community. Enjoy all Venture Out amenities including marina access, boat ramp, pools, recreational

    Bea Evelyn Citron Compass Florida, LLC

    701 Spanish Main Dr Unit 566, Cudjoe Key, FL 33042
  • /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
    • /2

      Est $2,524,383 Not Listed For Sale

      20820 7th Ave W, Summerland Key, FL 33042

      • 3 Beds
      • 3 Baths
      • 2,000 Sq Ft
      • Built 1972
      20820 7th Ave W, Summerland Key, FL 33042

      Last Sold Summary

      • 11% Below List Price
      • $1,425/SF

      Last Sold Price $2,850,000

      Last Listing Agent Steven Koleno Beycome of Florida, LLC

  • /7

    $799,990

    • Land
    • 0.18 Acre
    • $4,444,389 per Acre

    28525 Jolly Roger Dr, Little Torch Key, FL 33042

    RARE opportunity to own a build ready canal front lot in the heart of Little Torch Key. Tucked away on a quiet dead end road near the end of the island, this prime waterfront parcel offers the best of both worlds! Open water views from the front and a deep canal with seawall along the back. Enjoy unobstructed ocean and sky views from your front porch with no homes across the street ever, creating

    Fazana Haniff FHG Realty, LLC.

    28525 Jolly Roger Dr, Little Torch 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
    • /48

      Est $1,002,433 Not Listed For Sale

      27342 Anguila Ln, Summerland Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 1,320 Sq Ft
      • Built 1976
      27342 Anguila Ln, Summerland Key, FL 33042

      Last Sold Summary

      • 1% Below List Price
      • $765/SF
      • 36 Days On Market

      Last Sold Price $1,010,000

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

  • /50

    $1,375,000

    • 3 Beds
    • 2 Baths
    • 1,492 Sq Ft

    27414 Guadaloupe Ln, Ramrod Key, FL 33042

    Pride of ownership makes this house a home buyer's dream. This 3 bed, 2 bath, 1492sf home sits on an oversized fully fenced lot with beautiful landscaping, 14x32 heated, saltwater pool, large screened porch w/stairs to the pool & outdoor living space offering a private retreat for you to enjoy the laid-back Florida Keys lifestyle. Located in Breezeswept Beach Estate in Ramrod Key, this home is

    Pamela Stangler Expert Realty LLC

    27414 Guadaloupe Ln, Ramrod Key, FL 33042
  • /48

    $352,000 Sold Mar 16, 2026

    27945 Tarpon Terrace, Little Torch Key, FL 33042

    • 2 Beds
    • 1 Bath
    • 870 Sq Ft
    • Built 1990

    Last Sold Summary

    • 5% Below List Price
    • $405/SF
    • 91 Days On Market

    Last Listing Agent Anne Press Lokation Real Estate

    27945 Tarpon Terrace, Little Torch Key, FL 33042
    • /30

      Est $2,171,070 Not Listed For Sale

      17082 Starfish Ln W, Summerland Key, FL 33042

      • 6 Beds
      • 3 Baths
      • 3,000 Sq Ft
      • Built 1988
      17082 Starfish Ln W, Summerland Key, FL 33042

      Last Sold Summary

      • 1% Above List Price
      • $733/SF
      • 38 Days On Market

      Last Sold Price $2,200,000

      Last Listing Agent Sean Farrer Coldwell Banker Schmitt Real Estate Co. (KW)

  • /47

    $445,000

    • Land

    701 Spanish Main Dr Unit LOT 496, Cudjoe Key, FL 33042

    ROGO exempt RV Lot 496 - Waterfront Lot in Venture Out, Cudjoe Key, Mile Marker 23Bring your RV or build your Florida Keys dream home without the hassle of going through the ROGO process.Waterfront RV lot located in the gated community of Venture Out on Cudjoe Key. Lot 496 has a concrete pad, offering a durable, low-maintenance surface ideal for RV parking and outdoor living.The property features

    Lanny Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit LOT 496, Cudjoe 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
    • /2

      Est $954,987 Not Listed For Sale

      17174 Kingfish Ln W, Summerland Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 1,218 Sq Ft
      • Built 1975
      17174 Kingfish Ln W, Summerland Key, FL 33042

      Last Sold Summary

      • 44% Below List Price
      • $546/SF

      Last Sold Price $665,000

      Last Listing Agent Oshry Barkalifa Key West Luxury Real Estate Inc (KW)

  • /22

    $1,150,000 Open Sat 11AM - 2PM

    • 2 Beds
    • 2 Baths
    • 1,060 Sq Ft

    1331 Hudgins Dr, Summerland Key, FL 33042

    Construction Location & Orientation A Beautifully Appointed Canal Front Fortress All Concrete: Floors Walls Stairs Walk-Around Ramp Driveway Deck & Seawall. All Solar Glazed and Insulated Impact windows Enter the Unique Palm Tree Stained-glass Impact door to 24-inch Travertine floors and Nine-foot ceilings throughout. The Master Bedroom has French doors with a Tropical Stained-Glass Floral

    Camilo Perez Home Sold Realty, LLC

    1331 Hudgins Dr, Summerland Key, FL 33042
  • /2

    $1,650,000 Sold Sep 03, 2025

    743 E Shore Dr, Summerland Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 1,747 Sq Ft
    • Built 1991

    Last Sold Summary

    • 6% Below List Price
    • $944/SF
    • 1 Day On Market

    Current Estimated Value $1,725,385

    Last Listing Agent Scott Brisson KeyIsle Realty

    743 E Shore Dr, Summerland Key, FL 33042
    • /50

      Est $1,822,427 Not Listed For Sale

      21025 Hamilton Ave, Summerland Key, FL 33042

      • 6 Beds
      • 3.5 Baths
      • 4,060 Sq Ft
      • Built 1983
      21025 Hamilton Ave, Summerland Key, FL 33042

      Last Sold Summary

      • 35% Above List Price
      • $333/SF
      • 47 Days On Market

      Last Sold Price $1,350,000

      Last Listing Agent Mike Kane Internet Realty of the Florida Keys

  • /9

    $3,500,000

    • Land

    19657 Seminole St, Sugarloaf Key, FL 33042

    Unique Waterfront Property with Opportunity to Build Your Dream MansionWelcome to your once-in-a-lifetime opportunity to own a truly exceptional waterfront property in the Florida Keys. This expansive property boasts a total of 3 lots ensuring unparalleled potential for building your waterfront mansion.Property comes with build back letter. There's not another property like this south of

    Derek Epperly Engel & Volkers Key West

    19657 Seminole St, Sugarloaf 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
    • /2

      Est $971,858 Not Listed For Sale

      152 Sugarloaf Dr, Summerland Key, FL 33042

      • 3 Beds
      • 2 Baths
      • 1,248 Sq Ft
      • Built 1995
      152 Sugarloaf Dr, Summerland Key, FL 33042

      Last Sold Summary

      • 11% Below List Price
      • $701/SF

      Last Sold Price $875,000

      Last Listing Agent Team Connect Coastal Collection Real Estate Inc.

  • /25

    $695,000

    • Land

    28587 Peg Leg Rd Little Torch Aly, Little Torch Key, FL 33042

    Vacant Land on Canal waiting on permit 41.5 points today for a 3497 sq.foot house with a roof top area. Permit number# SFDUP -2025-0096 Four-bedroom three-bathroom house. Builder will build for the buyer price and terms to be negotiated Dock and plans are included. Ranked for next quarter to be delivered a permit. Pictures shown as built house.

    Barbara Eads Barbara Eads Realty

    28587 Peg Leg Rd Little Torch Aly, Little Torch 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
    • /30

      Est $644,902 Not Listed For Sale

      19506 Seminole St, Summerland Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 1,056 Sq Ft
      • Built 1982
      19506 Seminole St, Summerland Key, FL 33042

      Last Sold Summary

      • $611/SF
      • 73 Days On Market

      Last Sold Price $645,000

      Last Listing Agent Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

  • /49

    $329,000

    • 2 Beds
    • 1 Bath
    • 738 Sq Ft

    701 Spanish Main Dr Unit 641, Cudjoe Key, FL 33042

    BACK ON MARKET WITH UPDATES DONE on this charming 2 bedroom, 1 bathroom property in Venture Out. Take a look at this listing with all the updates to make this a cozy home or potential to become a profitable investment property or a relaxing weekend getaway in the highly coveted Venture Out Community in Cudjoe Key. This property boasts a great kitchen with newer appliances, plenty of counter

    Jan Fritz Coldwell Banker Schmitt RE Co.

    701 Spanish Main Dr Unit 641, Cudjoe 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
    • /9

      Est $631,762 Not Listed For Sale

      701 Spanish Main Dr Unit 589, Cudjoe Key, FL 33042

      • 2 Beds
      • Built 1991
      701 Spanish Main Dr Unit 589, Cudjoe Key, FL 33042

      Last Sold Summary

      • 8% Above List Price
      • $851/SF
      • 200 Days On Market

      Last Sold Price $685,000

      Last Listing Agent Kim Babenzien Expert Realty LLC (HQ)

  • /18

    $1,499,000 New Construction

    • 3 Beds
    • 3 Baths
    • 1,500 Sq Ft

    27374 Guadaloupe Ln, Summerland Key, FL 33042

    New Construction coming Fall 2026. Step into the laid-back charm of the Florida Keys with this spacious 1,500 sqft home, perfectly situated along a peaceful boating canal in the Lower Keys, a short boat ride out to Looe Key Reef. 12x22 Swimming Pool and luscious landscaping.Inside the home: An open, airy floor plan that allows you to spread out and personalize your living space. A seamless

    Nick Boumerhi Meyer and Boumerhi Realty LLC

    27374 Guadaloupe Ln, Summerland 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
    • /15

      Est $696,838 Not Listed For Sale

      16991 Shore Dr, Summerland Key, FL 33042

      • 2 Beds
      • 1 Bath
      • 1,134 Sq Ft
      • Built 1958
      16991 Shore Dr, Summerland Key, FL 33042

      Last Sold Summary

      • 10% Above List Price
      • $560/SF
      • 17 Days On Market

      Last Sold Price $635,000

      Last Listing Agent Vladimir Prokhodnoy Expert Realty LLC (HQ)

  • /82

    $3,699,000

    • 4 Beds
    • 3.5 Baths
    • 1,744 Sq Ft

    17183 Coral Dr, Summerland Key, FL 33042

    Nestled within this 280 ft of concrete walled and gated property lies a tropical oasis that epitomizes Keys living. Situated on a huge,12,000 sq ft corner lot that provides an exclusive island vibe with lots of privacy that comes complete with 200' of canal frontage, a 133' concrete dock, a new 10k lb boat lift, fish cleaning station, and travertine steps into the sparkling water for an enjoyable

    Jan Fritz Coldwell Banker Schmitt RE Co.

    17183 Coral Dr, Summerland Key, FL 33042
  • /2

    $52,000 Sold Jun 30, 2025

    State Road 4a _ Rogo Dedication Lot, Little Torch Key, FL 33042

    • Land

    Last Sold Summary

    • 31% Below List Price
    • 218 Days On Market

    Last Listing Agent Sandra Dolowy KeyIsle Realty

    State Road 4a _ Rogo Dedication Lot, Little Torch Key, FL 33042
    • /56

      Est $1,768,603 Not Listed For Sale

      20966 8th Ave W, Summerland Key, FL 33042

      • 3 Beds
      • 2 Baths
      • 2,166 Sq Ft
      • Built 1982
      20966 8th Ave W, Summerland Key, FL 33042

      Last Sold Summary

      • 2% Below List Price
      • $831/SF
      • 31 Days On Market

      Last Sold Price $1,799,000

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

  • /66

    $2,795,000

    • 4 Beds
    • 5.5 Baths
    • 3,224 Sq Ft

    333 Indies Rd, Ramrod Key, FL 33042

    Spectacular sunset views from this custom-built, fully furnished 4-5 bedroom, 51/2 bath oceanside home in beautiful Breeze Swept Beach Estates. Situated on an oversized 10,500 sq. ft. fenced lot, the property offers plenty of parking for boats, RV's, and jet skis.This custom home features 3,224 sq. ft. under air and an additional 1,276 sq. ft. of sunset and sunrise viewing decks, including a

    Greg MacLaren Internet Realty of the Florida Keys

    333 Indies Rd, Ramrod 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
    • /21

      Est $806,412 Not Listed For Sale

      19570 Mayan St, Summerland Key, FL 33042

      • 3 Beds
      • 2 Baths
      • 1,424 Sq Ft
      • Built 1958
      19570 Mayan St, Summerland Key, FL 33042

      Last Sold Summary

      • 11% Above List Price
      • $509/SF
      • 1 Day On Market

      Last Sold Price $725,000

      Last Listing Agent David Walsh Expert Realty LLC (HQ)

  • /32

    $2,100,000 New Construction

    • 5 Beds
    • 4 Baths
    • 2,886 Sq Ft

    662 Blackbeard Rd, Little Torch Key, FL 33042

    Pre-Construction Luxury Home | Jolly Roger EstatesIntroducing a rare pre-construction opportunity in the desirable waterfront community of Jolly Roger Estates. This CBS-built, fortress-like home is designed for durability, efficiency, and modern coastal living. The two-story floor plan offers 5 bedrooms, 4 bathrooms, and 2,886 square feet of living space, along with a spacious downstairs storage

    Lanny Gardner Bluescape Real Estate

    662 Blackbeard Rd, Little Torch Key, FL 33042
  • /57

    $1,550,000 Sold Mar 02, 2026

    270 Airport Dr S, Summerland Key, FL 33042

    • 3 Beds
    • 3 Baths
    • 1,275 Sq Ft
    • Built 1980

    Last Sold Summary

    • 30% Below List Price
    • $1,216/SF
    • 63 Days On Market

    Current Estimated Value $1,657,924

    Last Listing Agent Solaris Gregory Expert Realty LLC (HQ)

    270 Airport Dr S, Summerland Key, FL 33042
    • /73

      Est $1,067,475 Not Listed For Sale

      103 Shore Dr, Summerland Key, FL 33042

      • 3 Beds
      • 2 Baths
      • 1,128 Sq Ft
      • Built 1989
      103 Shore Dr, Summerland Key, FL 33042

      Last Sold Summary

      • 2% Above List Price
      • $931/SF
      • 24 Days On Market

      Last Sold Price $1,050,000

      Last Listing Agent Stephany Duvall Engel & Volkers Marathon

  • /15

    $644,500

    • Land

    132 Sugarloaf Dr, Summerland Key, FL 33042

    Looking for your ROGO exempt slice of paradise. Look no further, build your dream home now. Large lush private lot. access from two streets to drive through. ROGO Exempt letter in hand, no waiting!! Community Marina and Ramp across the road.Great boating access to both Gulf and Atlantic. This beautiful lot awaits you to build your dream home. There is plenty space for Pool, storage, garage,

    Heather Mason Coastal Collection Real Estate Inc.

    132 Sugarloaf Dr, Summerland 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
    • /46

      Est $1,338,230 Not Listed For Sale

      817 Grenada Ln, Summerland Key, FL 33042

      • 3 Beds
      • 2.5 Baths
      • 1,819 Sq Ft
      • Built 1993
      817 Grenada Ln, Summerland Key, FL 33042

      Last Sold Summary

      • 1% Below List Price
      • $742/SF
      • 25 Days On Market

      Last Sold Price $1,350,023

      Last Listing Agent Melissa Graham Bluescape Real Estate

Showing Results 401 - 440, Page 11 of 18

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