6,959

Homes in ZIP Code 33042

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  • /66

    $799,000

    • 2 Beds
    • 2 Baths
    • 842 Sq Ft

    701 Spanish Main Dr Unit 172, Cudjoe Key, FL 33042

    Canal Front Oasis w/ Ocean Views & Resort Amenities | Income Producing Gem Escape to your own slice of paradise in the highly sought-after, gated resort community of Venture Out on Cudjoe Key! This stunning 2-bedroom, 2-bathroom high-rise home offers the ultimate Florida Keys lifestyle, combining tranquil canal-front living with breathtaking ocean views and an incredible array of world-class

    Agent Photo

    Ian Calderwood

    Bluescape Real Estate

    (786) 841-6970

    701 Spanish Main Dr Unit 172, 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 $842,811

    Last Listing Agent Jimmy Lane Island Life Realty Experts

    554 W Shore Dr, Summerland Key, FL 33042
    • /30

      Not Listed For Sale

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

      • 2 Beds
      • 2 Baths
      • 864 Sq Ft
      • Built 1999
      701 Spanish Main Dr Unit 392, Cudjoe Key, FL 33042

      Last Sold Summary

      • $751/SF
      • 176 Days On Market

      Last Sold Price $649,000

      Last Listing Agent Kelly Gardner Bluescape Real Estate

  • /65

    $3,999,000

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

    17015 Wahoo Ln W, Summerland Key, FL 33042

    Positioned on a rare west facing point lot with 270 ft of sparkling open water frontage on Sugarloaf Sound, this fully reimagined 3 Bedroom 3 Bathroom estate captures breathtaking sunset views across endless turquoise waters. Privately set on a gated 17,000 SF lot, the property lives like a private island compound framed by swaying palms, lush tropical landscaping, and the endless blue waters of

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (833) 854-0770

    17015 Wahoo Ln W, Summerland 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 $1,874,633

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    20867 5th Ave W, Cudjoe Key, FL 33042
    • /33

      Est $862,291 Not Listed For Sale

      28120 County Rd, Little Torch Key, FL 33042

      • 3 Beds
      • 2 Baths
      • 1,350 Sq Ft
      • Built 2024
      28120 County Rd, Little Torch Key, FL 33042

      Last Sold Summary

      • 1% Above List Price
      • $630/SF
      • 74 Days On Market

      Last Sold Price $849,900

      Last Listing Agent Natallie Liz Expert Realty LLC (HQ)

  • /26

    $1,225,000

    • 2 Beds
    • 2 Baths
    • 1,364 Sq Ft

    466 W Shore Dr, Summerland Key, FL 33042

    Welcome to 466 W Shore Dr in prestigious Summerland Key. This 2 bedroom concrete home is situated on a 12,000 sg foot lot, located on a wide deep water boating canal. There is an RV hookup, as well as power at the dock. And with 120' of concrete seawall, there is plenty of room for a large boat, or boats. The home is a split-bedroom and bathroom floor plan with beautiful terrazzo floors, updated

    Agent Photo

    Christina Davis

    Coldwell Banker Schmitt RE Co.

    (786) 686-3066

    466 W Shore Dr, 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 $927,627

    Last Listing Agent Everett Smith Ocean Sotheby's International Realty

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

      Est $1,111,956 Not Listed For Sale

      17277 Dolphin St E, Summerland Key, FL 33042

      • 3 Beds
      • 2 Baths
      • 1,404 Sq Ft
      • Built 1995
      17277 Dolphin St E, Summerland Key, FL 33042

      Last Sold Summary

      • 3% Below List Price
      • $766/SF

      Last Sold Price $1,076,000

      Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  • /63

    $1,325,000

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

    28560 Doubloon Rd, Summerland Key, FL 33042

    Enjoy indoor-outdoor living with multiple inviting porches and excellent, oceanside boat access to the Atlantic and back-country. Features include a gated entry to covered parking, garage, fenced backyard, outdoor shower, tropical landscaping, 60 ft. canal-frontage, and a composite dock. Inside the ground-level foyer an oak staircase leads up to the main living area and continues to the

    Agent Photo

    Patti Nickless

    Coldwell Banker Schmitt Lower Keys (KW)

    (786) 772-6030

    28560 Doubloon Rd, 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 $3,260,698

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    225 Colson Dr, Summerland Key, FL 33042
    • /14

      Est $238,014 Not Listed For Sale

      701 Spanish Main Dr Unit 646, Cudjoe Key, FL 33042

      • 2 Beds
      • Built 2000
      701 Spanish Main Dr Unit 646, Cudjoe Key, FL 33042

      Last Sold Summary

      • 6% Above List Price
      • $402/SF
      • 246 Days On Market

      Last Sold Price $225,000

      Last Listing Agent Mary Conklin Action Keys Realty of the Lower FL Keys LLC

  • /17

    $599,900

    • Land

    17215 Keystone Rd, Sugarloaf Shores, FL 33042

    Cleared canal-front lot in Sugarloaf Shores with building permit in place and first inspection not due until December 2026! Positioned on the desirable no-bridge side, this expansive 27,716 sq. ft. residential parcel is surrounded by multi-million-dollar homes and offers easy access to the open water where days are enjoyed paddling and kayaking through mangrove-line creeks or heading out to

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (786) 957-7959

    17215 Keystone Rd, Sugarloaf Shores, 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 $1,830,442

    Last Listing Agent Lisa Swanson The Agency Florida Keys

    17023 Allamanda Dr W, Summerland Key, FL 33042
    • /2

      Est $985,335 Not Listed For Sale

      421 W Indies, Ramrod Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 1,124 Sq Ft
      • Built 1996
      421 W Indies, Ramrod Key, FL 33042

      Last Sold Summary

      • 16% Below List Price
      • $1,042/SF

      Last Sold Price $1,171,500

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

  • /47

    $559,000 Open Fri 10:30AM - 1:30PM

    • 2 Beds
    • 2 Baths
    • 816 Sq Ft

    701 Spanish Main Dr Unit 510, Cudjoe Key, FL 33042

    Oceanfront Paradise Awaits!Unit 510 in Venture OutExperience the epitome of waterfront Florida living in this charming two-bedroom, two-bathroom mid-rise mobile home nestled within an exclusive gated community.This beautiful canal front home boasts:* Prime Canal front Location: Enjoy direct access to the water from your private 35 ft seawall.* Community Boat Ramp and boat washdown station.*

    Agent Photo

    Ian Calderwood

    Bluescape Real Estate

    (786) 686-7983

    701 Spanish Main Dr Unit 510, Cudjoe 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 $1,149,220

    Last Listing Agent Donna Pezzi Keller Williams Key West Compass Realty

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

      Not Listed For Sale

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

      • 2 Beds
      • 2 Baths
      • 816 Sq Ft
      • Built 1987
      701 Spanish Main Dr Unit 273, Cudjoe Key, FL 33042

      Last Sold Summary

      • $551/SF

      Last Sold Price $450,000

  • /30

    $750,000 Under Contract

    • 4 Beds
    • 2 Baths
    • 1,456 Sq Ft

    26868 Mariposa Rd, Ramrod Key, FL 33042

    Presenting a newly built 2023 home on a spacious 12,250 sq. ft. lot in Ramrod Shores, designed with both efficiency and style in mind. This four-bedroom, two-bathroom property features durable construction elements like a metal roof and impact-resistant windows, optimizing insurance costs, with all 3 insurances combined under $5,000 total. The interior boasts an open-concept floor plan with high

    Agent Photo

    Dan Serban

    Key West Luxury Real Estate Inc (KW)

    (786) 783-4956

    26868 Mariposa Rd, Ramrod 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 $736,843

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    27312 Anguila Ln, Summerland Key, FL 33042
    • /5

      Est $1,346,232 Not Listed For Sale

      354 Airport Dr S, Summerland Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 1,881 Sq Ft
      • Built 2013
      354 Airport Dr S, Summerland Key, FL 33042

      Last Sold Summary

      • 4% Below List Price
      • $744/SF
      • 2 Days On Market

      Last Sold Price $1,400,000

      Last Listing Agent Sandra Tuttle Island Welcome Real Estate

  • /41

    $1,899,000

    • 3 Beds
    • 3 Baths
    • 1,998 Sq Ft

    28573 Le Grand Rd, Little Torch Key, FL 33042

    This 2,000 sq ft concrete fortress was designed and built by the current owner and sprawls over 3 waterfront lots boasting 325' of canal frontage. Enjoy fantastic fishing and diving just minutes away from the the 180' deep draft concrete dock complete with boat basin, private boat ramp and davits. Upon entering this 3 Bedroom, 3 Bath home, you are greeted with an oversized Great Room which opens

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (786) 527-2862

    28573 Le Grand Rd, Little Torch 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 $928,883

    Last Listing Agent Sandra Tuttle Island Welcome Real Estate

    22879 Blackbeard Ln, 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

      Last Sold Summary

      • 53 Days On Market

      Last Sold Price $645,000

      Last Listing Agent Jenna Stauffer Ocean Sotheby's International Realty

  • /10

    $499,000

    • Land

    63 Sugarloaf Dr, Sugarloaf Shores, FL 33042

    Welcome to the lowest priced waterfront lot with an active building permit on prestigious Sugarloaf Key. This oversized 14,706 sq. ft. canal-front property features no-bridge ocean access, granting you instant entry to world-class fishing, diving, and boating. Located in the premier residential enclave of the Sugarloaf Shores, this lot includes an active building permit for a custom 2,120 sq.

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (305) 834-4054

    63 Sugarloaf Dr, Sugarloaf Shores, 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

    Current Estimated Value $746,134

    Last Listing Agent Brent Bishop Internet Realty of the Florida Keys

    27235 Mariposa Rd, Summerland Key, FL 33042
    • /2

      Est $251,086 Not Listed For Sale

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

      • Studio
      • Built 1981
      701 Spanish Main Dr Unit 40, Cudjoe Key, FL 33042

      Last Sold Summary

      • 5% Below List Price

      Last Sold Price $265,000

  • /74

    $799,000 Pending

    • 2 Beds
    • 2 Baths
    • 766 Sq Ft

    701 Spanish Main Dr Unit 333,334, Cudjoe Key, FL 33042

    Canal Front Oasis with Resort Amenities!Nightly Rentals Allowed!Income Producing Gem!RARE-DOUBLE LOT!! Allows 2 cars with 2 separate driveways. Massive 69' Seawall!RARE-DAVITS for your boat!! Escape to your own slice of paradise in the highly sought-after, gated resort community of Venture Out on Cudjoe Key! This stunning 2-bedroom, 2-bathroom mid-rise home offers the ultimate Florida Keys

    Agent Photo

    Ian Calderwood

    Bluescape Real Estate

    (844) 482-8589

    701 Spanish Main Dr Unit 333,334, Cudjoe Key, FL 33042
  • /35

    $817,500 Sold Dec 01, 2025

    22878 Privateer Dr, Summerland Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 948 Sq Ft
    • Built 1989

    Last Sold Summary

    • 7% Below List Price
    • $862/SF
    • 133 Days On Market

    Current Estimated Value $811,981

    Last Listing Agent Pamela Stangler Expert Realty LLC

    22878 Privateer Dr, Summerland Key, FL 33042
    • /2

      Est $690,340 Not Listed For Sale

      27188 Dolphin Rd, Ramrod Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 1,232 Sq Ft
      • Built 1991
      27188 Dolphin Rd, Ramrod Key, FL 33042

      Last Sold Summary

      • 19% Below List Price
      • $471/SF

      Last Sold Price $580,000

      Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  • /125

    $999,000

    • 2 Beds
    • 2 Baths
    • 1,284 Sq Ft

    22748 Blackbeard Ln, Cudjoe Key, FL 33042

    Welcome home to this impressively spacious 2-bedroom, 2-bath Keys retreat, offering an elevated blend of comfort, functionality, and coastal living. The outdoor living space is a dream with a new concrete pool & waterfall feature, 12k lb boat lift, 60' concrete seawall, & an expansive 10 foot deep back porch (total of nearly 700 sq ft of porches), all perfect for outdoor dining, lounging, &

    Agent Photo

    Lindsay Ryan

    EXP Realty LLC

    (786) 807-7897

    22748 Blackbeard Ln, Cudjoe Key, FL 33042
  • /83

    $3,300,000 Sold Jul 11, 2025

    16705 Tamarind Rd, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 3,086 Sq Ft
    • Built 2015

    Last Sold Summary

    • 27% Below List Price
    • $1,069/SF
    • 299 Days On Market

    Current Estimated Value $3,406,516

    Last Listing Agent Lisa Swanson The Agency Florida Keys

    16705 Tamarind Rd, Summerland Key, FL 33042
    • /3

      Not Listed For Sale

      27732 Astrangia Ave, Little Torch Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 1,092 Sq Ft
      • Built 1985
      27732 Astrangia Ave, Little Torch Key, FL 33042

      Last Sold Summary

      • $504/SF
      • 275 Days On Market

      Last Sold Price $550,000

      Last Listing Agent Roger Cousineau Keller Williams Key West Compass Realty

  • /33

    $995,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,494 Sq Ft

    27417 Tobago Ln, Ramrod Key, FL 33042

    This custom-built 3-bedroom, 2-bathroom residence on Ramrod Key offers a spacious, split floorplan, 1500 sq ft and is just 27 miles from Key West. The high quality 2010 construction features a hip metal roof, hardi plank siding, impact windows, and doors, ensuring durability and peace of mind. The heart of this home is its large kitchen, designed for both function and style. With an abundance of

    Agent Photo

    Sandra Tuttle

    Island Welcome Real Estate

    (786) 822-7622

    27417 Tobago Ln, Ramrod Key, FL 33042
  • /3

    $75,000 Sold Oct 10, 2025

    0 Asturias Rd, Cudjoe Key, FL 33042

    • Land
    • 1.01 Acres
    • $74,124 per Acre

    Last Sold Summary

    • 62% Below List Price
    • 41 Days On Market

    Last Listing Agent Maryann Warren Coldwell Banker - Ft. Lauderdale

    0 Asturias Rd, Cudjoe Key, FL 33042
    • /34

      Not Listed For Sale

      27772 Astrangia Ave, Summerland Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 1,012 Sq Ft
      • Built 1978
      27772 Astrangia Ave, Summerland Key, FL 33042

      Last Sold Summary

      • $553/SF
      • 44 Days On Market

      Last Sold Price $560,000

      Last Listing Agent Patti Nickless Coldwell Banker Schmitt Lower Keys (KW)

  • /43

    $888,000

    • 4 Beds
    • 3 Baths
    • 2,100 Sq Ft

    25057 7th St, Summerland Key, FL 33042

    Welcome to your private retreat in the Lower Keys! Nestled on an expansive 20,000 sq ft lot, this meticulously maintained one-owner home offers the perfect blend of privacy, comfort, and Keys-style living. Backing up to a protected nature preserve, you'll enjoy uninterrupted sunset views from your master bedroom and upstairs balcony - with the added bonus of a natural windbreak and guaranteed

    Agent Photo

    Christopher Tanaka

    Coldwell Banker Schmitt RE Co.

    (786) 869-2251

    25057 7th St, Summerland Key, FL 33042
  • /2

    $600,000 Sold Jul 14, 2025

    701 Spanish Main Dr Unit 573, Cudjoe Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 816 Sq Ft
    • Built 1993

    Last Sold Summary

    • 14% Below List Price
    • $735/SF
    • 56 Days On Market

    Last Listing Agent Kim Babenzien Expert Realty LLC (HQ)

    701 Spanish Main Dr Unit 573, Cudjoe Key, FL 33042
    • /2

      Est $879,787 Not Listed For Sale

      1581 State Rd Unit 4A, Little Torch Key, FL 33042

      • 3 Beds
      • 2 Baths
      • 1,144 Sq Ft
      • Built 2007
      1581 State Rd Unit 4A, Little Torch Key, FL 33042

      Last Sold Summary

      • 1% Below List Price
      • $765/SF

      Last Sold Price $875,000

      Last Listing Agent Tracey Stevens Gardiner Realty ONE Group Destination

  • /31

    $725,000

    • 2 Beds
    • 1 Bath
    • 832 Sq Ft

    27448 Haiti Ln, Ramrod Key, FL 33042

    Claim your slice of paradise and build the waterfront setup you've always wanted. Welcome to 27438 Haiti Ln, a deep-water canal-front blank canvas on Ramrod Key designed for the serious angler. This isn't just a home; it's the ultimate staging ground for your offshore and backcountry adventures.The highlight? A pristine shoreline ready for you to design and permit your dream dock. Whether you

    Agent Photo

    Brenda Thomas

    Island Welcome Real Estate

    (645) 225-2680

    27448 Haiti Ln, Ramrod Key, FL 33042

Showing Results 81 - 120, Page 3 of 18

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