6,963

Homes in ZIP Code 33042

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  • /55

    $5,003,500 Sold Jan 05, 2026

    1151 Ocean Dr, Summerland Key, FL 33042

    • 5 Beds
    • 6 Baths
    • 3,952 Sq Ft
    • Built 2007

    Last Sold Summary

    • 28% Below List Price
    • $1,266/SF
    • 47 Days On Market

    Last Listing Agent Lisa Swanson The Agency Florida Keys

    1151 Ocean Dr, Summerland Key, FL 33042
    • /2

      Not Listed For Sale

      7 Calico Jack Cir, Cudjoe Key, FL 33042

      7 Calico Jack Cir, Cudjoe Key, FL 33042
  • /16

    $999,000

    • Land

    21082 6th Ave, Summerland Key, FL 33042

    An exceptional opportunity awaits in one of the Lower Keys' most desirable neighborhoods. This oversized corner lot is ROGO exempt and comes with approved building plans already on file with Monroe County, allowing you to skip the waiting line and begin building your dream home immediately. The existing structure has been demolished, clearing the way for a seamless transition from vision to

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Lower Keys (KW)

    (645) 300-6302

    21082 6th Ave, Summerland Key, FL 33042
  • /45

    $1,700,000 Sold Feb 13, 2025

    20942 6th Ave W, Summerland Key, FL 33042

    • 3 Beds
    • 3 Baths
    • 2,772 Sq Ft
    • Built 1994

    Last Sold Summary

    • 6% Below List Price
    • $613/SF
    • 42 Days On Market

    Current Estimated Value $1,821,365

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

    20942 6th Ave W, Summerland Key, FL 33042
    • /30

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 864 Sq Ft

      701 Spanish Main Dr Unit 392, Cudjoe Key, FL 33042

      701 Spanish Main Dr Unit 392, Cudjoe Key, FL 33042
  • /68

    $2,985,000 Open Sun 11AM - 2PM

    • 3 Beds
    • 2 Baths
    • 2,232 Sq Ft

    23941 Henry St, Summerland Key, FL 33042

    Oceanfront Luxury Retreat with Private Beach, Protected Dockage & Quick Direct Boating Access to both Ocean & Gulf.Wake up to breathtaking Atlantic sunrises and unwind with glowing sunsets in this custom 2-story 4,024 SF CBS oceanfront home, perfectly positioned on a private street with only four residences. Located on Summerland Key, this Island inspired escape offers panoramic ocean views,

    Agent Photo

    Stacy Shahan

    Island Real Estate Company Florida Keys

    (786) 686-4688

    23941 Henry St, Summerland Key, FL 33042
  • /34

    $600,000 Sold Sep 22, 2025

    19557 Mayan St, Summerland Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 989 Sq Ft
    • Built 1958

    Last Sold Summary

    • 5% Below List Price
    • $607/SF
    • 186 Days On Market

    Current Estimated Value $606,004

    Last Listing Agent Lola McKee eXp Realty LLC

    19557 Mayan St, Summerland Key, FL 33042
    • /33

      Est $872,275 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,350 Sq Ft

      28120 County Rd, Little Torch Key, FL 33042

      28120 County Rd, Little Torch Key, FL 33042
  • /66

    $539,000

    • 2 Beds
    • 2 Baths
    • 836 Sq Ft

    701 Spanish Main Dr Unit 154, Cudjoe Key, FL 33042

    Coastal Paradise with Income Potential! Stunning 2BR/2BA Home Steps from the Ocean.Embrace the ultimate coastal lifestyle in this beautifully maintained 2-bedroom, 2-bathroom home, perfectly positioned directly across the street from the ocean. Wake up to serene water views and the soothing sound of the waves from your spacious, private decka"an ideal spot for your morning coffee or evening

    Agent Photo

    Ian Calderwood

    Bluescape Real Estate

    (786) 882-1915

    701 Spanish Main Dr Unit 154, Cudjoe Key, FL 33042
  • /64

    $815,422 Sold Nov 06, 2025

    554 W Shore Dr, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,407 Sq Ft
    • Built 1963

    Last Sold Summary

    • 9% Below List Price
    • $580/SF
    • 34 Days On Market

    Current Estimated Value $847,656

    Last Listing Agent Jimmy Lane Island Life Realty Experts

    554 W Shore Dr, Summerland Key, FL 33042
    • /2

      Est $1,086,543 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,404 Sq Ft

      17277 Dolphin St E, Summerland Key, FL 33042

      17277 Dolphin St E, Summerland Key, FL 33042
  • /58

    $3,750,000

    • 3 Beds
    • 2 Baths
    • 1,851 Sq Ft

    755 & 744 Sawyer Dr, Cudjoe Key, FL 33042

    In prestigious Cudjoe Gardens, this fully renovated Keys retreat feels more like a private sanctuary than a house. The main oceanfront lot is wrapped in lush, mature landscaping -- buttonwoods in the back, banyan trees along the side, orchids everywhere, irrigation, and low-voltage lighting that makes the property glow at night. It's the kind of tropical setting people move to the Keys

    Agent Photo

    Terrance Sullivan

    Ocean Sotheby's International Realty

    (786) 465-7217

    755 & 744 Sawyer Dr, Cudjoe Key, FL 33042
  • /42

    $1,900,000 Sold Jun 29, 2025

    20867 5th Ave W, Cudjoe Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,702 Sq Ft
    • Built 2011

    Last Sold Summary

    • 5% Below List Price
    • $1,116/SF
    • 17 Days On Market

    Current Estimated Value $1,897,096

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

    20867 5th Ave W, Cudjoe Key, FL 33042
    • /2

      Est $1,161,785 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,124 Sq Ft

      421 W Indies, Ramrod Key, FL 33042

      421 W Indies, Ramrod Key, FL 33042
  • /30

    $800,000

    • 3 Beds
    • 2 Baths
    • 1,062 Sq Ft

    630 Barry Ave, Summerland Key, FL 33042

    Set on a rare 0.68-acre property spanning four lots, this private canal-front home offers exceptional space, water access, and tranquility. With 204.5 feet of canal frontage, a 40-foot wood dock, and less than a 5-minute boat ride to Pine Channel, this location is ideal for boating enthusiasts. The 3-bedroom, 2-bath residence features a roof-covered deck perfect for entertaining friends and

    Agent Photo

    Brenda Thomas

    Island Welcome Real Estate

    (786) 822-8419

    630 Barry Ave, Summerland Key, FL 33042
  • /75

    $950,000 Sold Apr 30, 2025

    529 W Shore Dr, Summerland Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft
    • Built 1991

    Last Sold Summary

    • 21% Below List Price
    • $990/SF
    • 75 Days On Market

    Current Estimated Value $1,061,034

    Last Listing Agent Everett Smith Ocean Sotheby's International Realty

    529 W Shore Dr, Summerland Key, FL 33042
    • /2

      Est $2,151,514 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 2,096 Sq Ft

      17015 Wahoo Ln W, Summerland Key, FL 33042

      17015 Wahoo Ln W, Summerland Key, FL 33042
  • /34

    $625,000

    • 3 Beds
    • 2 Baths
    • 1,288 Sq Ft

    27940 Lobster Tail Trail, Summerland Key, FL 33042

    Discover one of the best waterfront buying opportunities in the Lower Keys! This spacious and well-maintained 3-bedroom, 2-bath manufactured home offers incredible value and lifestyle at just $650,000. Inside, you'll find an open floor plan with updated laminate floors, a bright kitchen, and a large primary suite featuring a big bedroom and a relaxing bath with a soaking tub.Outdoors, enjoy 46

    Agent Photo

    Sandra Tuttle

    Island Welcome Real Estate

    (645) 218-8749

    27940 Lobster Tail Trail, Summerland Key, FL 33042
  • /71

    $3,150,000 Sold Aug 28, 2025

    225 Colson Dr, Summerland Key, FL 33042

    • 6 Beds
    • 7 Baths
    • 4,976 Sq Ft
    • Built 2010

    Last Sold Summary

    • 10% Below List Price
    • $633/SF
    • 118 Days On Market

    Current Estimated Value $3,193,088

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

    225 Colson Dr, Summerland Key, FL 33042
    • /2

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 816 Sq Ft

      701 Spanish Main Dr Unit 273, Cudjoe Key, FL 33042

      701 Spanish Main Dr Unit 273, Cudjoe Key, FL 33042
  • /34

    $1,595,000

    • 3 Beds
    • 2 Baths
    • 1,667 Sq Ft

    22865 Redfish Ln, Summerland Key, FL 33042

    The Best Boating Access in the Lower Keys, hands down!!! The 'Island Life' awaits you in this stunning well thought out custom designed canal front property. This solid CBS home, nestled in lush tropical landscaping, features 3 bedrooms and 2 baths on an oversized 10,200 sq.ft. lot located in the tranquil setting of sought after Cudjoe Ocean Shores. This subdivision is extremely desirable due to

    Agent Photo

    Anneliese Dietrick

    Coldwell Banker Schmitt Lower Keys (KW)

    (645) 241-6029

    22865 Redfish Ln, Summerland Key, FL 33042
  • /32

    $450,000 Sold Mar 19, 2025

    701 Spanish Main Dr Unit 609, Cudjoe Key, FL 33042

    • Land

    Last Sold Summary

    • 4% Below List Price
    • 256 Days On Market

    Current Estimated Value $443,650

    Last Listing Agent Paul Rogers Coldwell Banker Schmitt RE Co.

    701 Spanish Main Dr Unit 609, Cudjoe Key, FL 33042
    • /5

      Est $1,368,015 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,881 Sq Ft

      354 Airport Dr S, Summerland Key, FL 33042

      354 Airport Dr S, Summerland Key, FL 33042
  • /40

    $1,300,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,422 Sq Ft

    537 Heck Ave, Summerland Key, FL 33042

    Welcome to island living at its finest. This stunning 3-bedroom, 2-bath canal-front home is packed with every bell and whistle you could want in a Florida Keys retreat. Designed for both comfort and entertaining, the property features a private pool, tiki hut, 3 screened in porches boat lift with direct canal access and close to open water with no bridges. Perfect for days on the water and

    Agent Photo

    Michelle Howerton

    Brenda Donnelly Real Estate LLC

    (786) 410-6602

    537 Heck Ave, Summerland Key, FL 33042
  • /32

    $1,830,000 Sold Apr 02, 2025

    17023 Allamanda Dr W, Summerland Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 1,104 Sq Ft
    • Built 1979

    Last Sold Summary

    • 8% Below List Price
    • $1,658/SF
    • 77 Days On Market

    Current Estimated Value $1,787,980

    Last Listing Agent Lisa Swanson The Agency Florida Keys

    17023 Allamanda Dr W, Summerland Key, FL 33042
    • /11

      Not Listed For Sale

      0 4th St Unit A&B 608914, Summerland Key, FL 33042

      0 4th St Unit A&B 608914, Summerland Key, FL 33042
  • /41

    $999,000

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

    22954 Buccaneer Ln, Summerland Key, FL 33042

    Welcome to 22954 Buccaneer Ln, a quintessential Florida Keys waterfront escape. Perfectly positioned on a rare corner canal lot, this property offers 191 feet of concrete dockage with quick, unobstructed access to open water--ideal for serious boaters. The exterior's inviting Keys-style cedar siding blends seamlessly with lush tropical landscaping, creating a relaxed island vibe from the moment

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Lower Keys (KW)

    (645) 230-1509

    22954 Buccaneer Ln, Summerland Key, FL 33042
  • /43

    $1,150,000 Sold Sep 22, 2025

    1032 Caribbean Dr E, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,380 Sq Ft
    • Built 1990

    Last Sold Summary

    • 18% Below List Price
    • $833/SF
    • 175 Days On Market

    Current Estimated Value $1,142,264

    Last Listing Agent Donna Pezzi Keller Williams Key West Compass Realty

    1032 Caribbean Dr E, Summerland Key, FL 33042
    • /2

      Est $306,879 Not Listed For Sale

      • Studio

      701 Spanish Main Dr Unit 40, Cudjoe Key, FL 33042

      701 Spanish Main Dr Unit 40, Cudjoe Key, FL 33042
  • /38

    $899,000

    • 3 Beds
    • 2 Baths
    • 1,203 Sq Ft

    153 Peg Leg Ln, Summerland Key, FL 33042

    Super quick ocean access and 60' of concrete dockage from this 3 Bedroom 2 Bath canal front home located just 2 canals over from open water! Plenty of room for all your toys in the oversized 2-Car Garage with overhead doors on both sides. Inside you will find an open floor plan leading out to a full-length Porch overlooking the water for morning coffee or evening cocktails with family and

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Lower Keys (KW)

    (833) 853-7147

    153 Peg Leg Ln, Summerland Key, FL 33042
  • /37

    $705,000 Sold Aug 21, 2025

    27312 Anguila Ln, Summerland Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 1,148 Sq Ft
    • Built 1989

    Last Sold Summary

    • 15% Below List Price
    • $614/SF
    • 127 Days On Market

    Current Estimated Value $734,941

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

    27312 Anguila Ln, Summerland Key, FL 33042
    • /2

      Est $570,623 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,232 Sq Ft

      27188 Dolphin Rd, Ramrod Key, FL 33042

      27188 Dolphin Rd, Ramrod Key, FL 33042
  • /43

    $999,000

    • 3 Beds
    • 2 Baths
    • 1,036 Sq Ft

    420 W Indies Dr, Summerland Key, FL 33042

    Beautifully renovated canal-front home on an oversized corner lot in the heart of Breezeswept Beach Estates on Ramrod Key, ideally located on one of only two flow-through canals in the neighborhood. This exceptional property offers a rare combination of quality construction, thoughtful upgrades, and excellent boating access The owners spared no expense in the renovation, which includes a

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Lower Keys (KW)

    (645) 666-1028

    420 W Indies Dr, Summerland Key, FL 33042
  • /39

    $912,250 Sold Apr 03, 2025

    22879 Blackbeard Ln, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Built 2002

    Last Sold Summary

    • 8% Below List Price
    • $679/SF
    • 43 Days On Market

    Current Estimated Value $935,603

    Last Listing Agent Sandra Tuttle Island Welcome Real Estate

    22879 Blackbeard Ln, Summerland Key, FL 33042
    • /3

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,092 Sq Ft

      27732 Astrangia Ave, Little Torch Key, FL 33042

      27732 Astrangia Ave, Little Torch Key, FL 33042
  • /45

    $925,000

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

    195 W Shore Dr, Summerland Key, FL 33042

    Welcome to a truly unique aviation property in the heart of Summerland Key! Located at the end of the exclusive Summerland Key airstrip on a 12,425 sq. ft. double lot, this concrete block home offers the ultimate blend of sky, sea, and space. Featuring a 37' x 27' airplane hangar, 2-car garage, and expansive driveway, this 3-bedroom, 2-bathroom plus bonus/4th Bedroom residence is tailor-made for

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Lower Keys (KW)

    (786) 998-8438

    195 W Shore Dr, Summerland Key, FL 33042
  • /31

    $725,000 Sold Jan 05, 2026

    27235 Mariposa Rd, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,364 Sq Ft
    • Built 2017

    Last Sold Summary

    • 4% Below List Price
    • $532/SF
    • 127 Days On Market

    Last Listing Agent Brent Bishop Internet Realty of the Florida Keys

    27235 Mariposa Rd, Summerland Key, FL 33042
    • /34

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,012 Sq Ft

      27772 Astrangia Ave, Summerland Key, FL 33042

      27772 Astrangia Ave, Summerland Key, FL 33042
  • /12

    $789,900

    • Land

    0 Dominica Ln Unit 615842, Ramrod Key, FL 33042

    Gorgeous Open Ocean location totaling 4 lots, boasting over a quarter acre of land with sheltered canal and private beach; an incredible investment opportunity! Build your dream home in paradise with a transferable building right, which are readily available on the market and provide an easy path to development. This unique opportunity is in the ideal location, on one of the last remaining Open

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Lower Keys (KW)

    (786) 744-6884

    0 Dominica Ln Unit 615842, Ramrod Key, FL 33042
  • /29

    $800,000 Sold Feb 27, 2025

    701 Spanish Main Dr Unit 478, Cudjoe Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 828 Sq Ft
    • Built 2001

    Last Sold Summary

    • 3% Below List Price
    • $966/SF
    • 14 Days On Market

    Last Listing Agent Susan Rich Select Properties of NWFL

    701 Spanish Main Dr Unit 478, Cudjoe Key, FL 33042

Showing Results 81 - 120, Page 3 of 18

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