8,628

Summerland Key, FL Homes

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    • 20966 8th Ave W, Summerland Key, FL 33042
      20966 8th Ave W, Summerland Key, FL 33042
      20966 8th Ave W, Summerland 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

  • 29313 Coconut Palm Dr, Big Pine Key, FL 33043
    29313 Coconut Palm Dr, Big Pine Key, FL 33043
    29313 Coconut Palm Dr, Big Pine Key, FL 33043
    /41

    $649,000

    • 2 Beds
    • 2 Baths
    • 1,008 Sq Ft

    29313 Coconut Palm Dr, Big Pine Key, FL 33043

    Welcome to this beautifully maintained home that offers comfort, convenience, and the quintessential Keys lifestyle. Equipped with impact windows and doors, a durable metal roof, plantation shutters, and low insurance rates, this home provides peace of mind and enduring value. The newly renovated kitchen is bathed in natural light and thoughtfully designed to cater to both everyday living and

    Scott Brisson KeyIsle Realty

    29313 Coconut Palm Dr, Big Pine Key, FL 33043
  • 28131 Helen Ave, Little Torch Key, FL 33042
    28131 Helen Ave, Little Torch Key, FL 33042
    28131 Helen Ave, Little Torch Key, FL 33042
    /29

    $390,000 Sold May 28, 2025

    28131 Helen Ave, Little Torch Key, FL 33042

    • 2 Beds
    • 1 Bath
    • 856 Sq Ft
    • Built 1972

    Last Sold Summary

    • 8% Below List Price
    • $456/SF
    • 91 Days On Market

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

    28131 Helen Ave, Little Torch Key, FL 33042
    • 19570 Mayan St, Summerland Key, FL 33042
      19570 Mayan St, Summerland Key, FL 33042
      19570 Mayan St, Summerland 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)

  • 701 Spanish Main Dr Unit 551, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 551, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 551, Cudjoe Key, FL 33042
    /19

    $430,000

    • Land

    701 Spanish Main Dr Unit 551, Cudjoe Key, FL 33042

    Prime RV lot offering a 35' concrete seawall with quick boating access and plenty of outdoor comfort. A concrete pad, dock box, and fish cleaning station make it easy to enjoy life on the water, while the natural shade keeps things cool and inviting. This active RV rental lot is ideal for investment income, retirement living, or an active Keys lifestyle. Located in the desirable, gated community

    Lanny Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 551, Cudjoe Key, FL 33042
  • 1185 Hakluyt Ln, Summerland Key, FL 33042
    1185 Hakluyt Ln, Summerland Key, FL 33042
    1185 Hakluyt Ln, Summerland Key, FL 33042
    /45

    $1,300,000 Sold Mar 03, 2026

    1185 Hakluyt Ln, Summerland Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Built 1989

    Last Sold Summary

    • 7% Below List Price
    • $1,128/SF
    • 10 Days On Market

    Current Estimated Value $1,283,605

    Last Listing Agent Greg MacLaren Internet Realty of the Florida Keys

    1185 Hakluyt Ln, Summerland Key, FL 33042
    • 103 Shore Dr, Summerland Key, FL 33042
      103 Shore Dr, Summerland Key, FL 33042
      103 Shore Dr, 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

  • 1147 Basque Ln, Cudjoe Key, FL 33042
    1147 Basque Ln, Cudjoe Key, FL 33042
    1147 Basque Ln, Cudjoe Key, FL 33042
    /13

    $475,000

    • Land

    1147 Basque Ln, Cudjoe Key, FL 33042

    BUILDING & DOCK PERMITS IN HAND for this Buildable Vacant Lot! This proposed engineered house is a large 2,132 Sq Ft 2 story plus 1,066 w/ potential parking & storage below at ground level. Current design and engineering calls for 4 Bedrooms 3.5 Baths with 4 Exterior Balcony/Decks providing approximately 450 Sq Ft of additional space for Open Water Views plus the house will also have Open Water

    Brad Baker RE/MAX Keys To The Key

    1147 Basque Ln, Cudjoe Key, FL 33042
  • 16200 Old State Rd Unit 4A, Sugarloaf Key, FL 33042
    16200 Old State Rd Unit 4A, Sugarloaf Key, FL 33042
    16200 Old State Rd Unit 4A, Sugarloaf Key, FL 33042
    /61

    $3,900,000 Sold Feb 27, 2026

    16200 Old State Rd Unit 4A, Sugarloaf Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,964 Sq Ft
    • Built 2024

    Last Sold Summary

    • 2% Below List Price
    • $1,986/SF
    • 25 Days On Market

    Current Estimated Value $2,370,275

    Last Listing Agent Madeleine Lowe Expert Realty LLC (HQ)

    16200 Old State Rd Unit 4A, Sugarloaf Key, FL 33042
    • 817 Grenada Ln, Summerland Key, FL 33042
      817 Grenada Ln, Summerland Key, FL 33042
      817 Grenada Ln, Summerland 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

  • 29175 Aster Ln, Big Pine Key, FL 33043
    29175 Aster Ln, Big Pine Key, FL 33043
    29175 Aster Ln, Big Pine Key, FL 33043
    /49

    $950,000 Open Fri 10AM - 12PM

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

    29175 Aster Ln, Big Pine Key, FL 33043

    Discover exceptional Florida Keys living in this impeccably kept 3-bedroom, 2-bath waterfront residence on Big Pine Key featuring direct, bridge-free access to Pine Channel--an authentic boater's paradise. Built for performance, longevity, and security, this property includes a metal roof, impact-resistant windows and doors, Hardie Board siding plus solar panels delivering reduced energy costs,

    Scott Brisson KeyIsle Realty

    29175 Aster Ln, Big Pine Key, FL 33043
  • 27330 Barbados Ln, Ramrod Key, FL 33042
    27330 Barbados Ln, Ramrod Key, FL 33042
    27330 Barbados Ln, Ramrod Key, FL 33042
    /42

    $1,000,000 Sold Jun 20, 2025

    27330 Barbados Ln, Ramrod Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,764 Sq Ft
    • Built 1991

    Last Sold Summary

    • 16% Below List Price
    • $567/SF
    • 79 Days On Market

    Current Estimated Value $1,028,334

    Last Listing Agent Brian Kruszewski LoKation Real Estate

    27330 Barbados Ln, Ramrod Key, FL 33042
    • 21066 3rd Ave, Summerland Key, FL 33042
      21066 3rd Ave, Summerland Key, FL 33042
      21066 3rd Ave, Summerland Key, FL 33042
      /36

      Est $964,915 Not Listed For Sale

      21066 3rd Ave, Summerland Key, FL 33042

      • 2 Beds
      • 1 Bath
      • 1,245 Sq Ft
      • Built 1974
      21066 3rd Ave, Summerland Key, FL 33042

      Last Sold Summary

      • 8% Above List Price
      • $715/SF
      • 326 Days On Market

      Last Sold Price $890,000

      Last Listing Agent Karen Haack Coldwell Banker Schmitt RE Co.

  • 53 Sugarloaf Dr, Sugarloaf Shores, FL 33042
    53 Sugarloaf Dr, Sugarloaf Shores, FL 33042
    53 Sugarloaf Dr, Sugarloaf Shores, FL 33042
    /7

    $500,000

    • Land

    53 Sugarloaf Dr, Sugarloaf Shores, FL 33042

    Build your dream home in prestigious Sugarloaf Shores, an upscale coastal waterfront community just 20 minutes from the magic of Key West. This oversized 16,361 SqFt canal-front lot offers approximately 80 feet of waterfront frontage with excellent boating access to both the Atlantic Ocean and Florida Bay.The property includes permits for dock installation, clearing, and grading, with ROGO

    Anay Ramos Miami New Realty

    53 Sugarloaf Dr, Sugarloaf Shores, FL 33042
  • 701 Spanish Main Dr Unit 77, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 77, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 77, Cudjoe Key, FL 33042
    /36

    $685,000 Sold Oct 15, 2025

    701 Spanish Main Dr Unit 77, Cudjoe Key, FL 33042

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft
    • Built 2010

    Last Sold Summary

    • 16% Below List Price
    • $793/SF
    • 164 Days On Market

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

    701 Spanish Main Dr Unit 77, Cudjoe Key, FL 33042
    • 447 Pirates Rd, Summerland Key, FL 33042
      447 Pirates Rd, Summerland Key, FL 33042
      447 Pirates Rd, Summerland Key, FL 33042
      /43

      Est $916,863 Not Listed For Sale

      447 Pirates Rd, Summerland Key, FL 33042

      • 3 Beds
      • 2 Baths
      • 984 Sq Ft
      • Built 1991
      447 Pirates Rd, Summerland Key, FL 33042

      Last Sold Summary

      • 1% Above List Price
      • $925/SF
      • 51 Days On Market

      Last Sold Price $910,000

      Last Listing Agent Jennifer Newman Truman & Co. (KW)

  • 31253 Hibiscus Dr, Big Pine Key, FL 33043
    31253 Hibiscus Dr, Big Pine Key, FL 33043
    31253 Hibiscus Dr, Big Pine Key, FL 33043
    /45

    $1,775,000

    • 3 Beds
    • 2 Baths
    • 1,460 Sq Ft

    31253 Hibiscus Dr, Big Pine Key, FL 33043

    Experience the quintessential Florida Keys waterfront lifestyle from this open-water, 3-bedroom, 2-bathroom concrete home nestled along Big Pine Key's scenic Bogie Channel. This property boasts exceptional boating amenities, including two dedicated boat lifts and a convenient boat basin, ensuring effortless access to your vessels. Enjoy swift journeys, reaching the Atlantic in just two minutes or

    Lara Hanousek Platinum Purpose Real Estate, LLC

    31253 Hibiscus Dr, Big Pine Key, FL 33043
  • 22841 Buccaneer Ln, Summerland Key, FL 33042
    22841 Buccaneer Ln, Summerland Key, FL 33042
    22841 Buccaneer Ln, Summerland Key, FL 33042
    /51

    $990,000 Sold Oct 28, 2025

    22841 Buccaneer Ln, Summerland Key, FL 33042

    • 3 Beds
    • 3 Baths
    • 1,920 Sq Ft
    • Built 1963

    Last Sold Summary

    • 10% Below List Price
    • $516/SF
    • 139 Days On Market

    Current Estimated Value $1,041,499

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    22841 Buccaneer Ln, Summerland Key, FL 33042
    • 23047 Bluegill Ln, Summerland Key, FL 33042
      23047 Bluegill Ln, Summerland Key, FL 33042
      /2

      Est $1,308,681 Not Listed For Sale

      23047 Bluegill Ln, Summerland Key, FL 33042

      • 3 Beds
      • 3 Baths
      • 1,440 Sq Ft
      • Built 1991
      23047 Bluegill Ln, Summerland Key, FL 33042

      Last Sold Summary

      • 1% Below List Price
      • $920/SF

      Last Sold Price $1,325,500

      Last Listing Agent Daniel Cloud Water Vista Realty, Inc.

  • 421 Ixora Dr, Big Pine Key, FL 33043
    421 Ixora Dr, Big Pine Key, FL 33043
    421 Ixora Dr, Big Pine Key, FL 33043
    /39

    $975,000 Under Contract

    • 2 Beds
    • 3 Baths
    • 1,120 Sq Ft

    421 Ixora Dr, Big Pine Key, FL 33043

    Beautifully maintained elevated Florida Keys home offering 2 bedrooms and 2 bathrooms upstairs plus a legal bathroom downstairs. This thoughtfully designed residence sits on a spacious 10,568 sq. ft. lot with ample parking for an RV and/or boat trailer and features quality construction throughout. Home was completely remodeled post Irma down to the studs. The interior showcases porcelain

    Melissa Graham Bluescape Real Estate

    421 Ixora Dr, Big Pine Key, FL 33043
  • 701 Spanish Main Dr Unit 415, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 415, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 415, Cudjoe Key, FL 33042
    /46

    $550,000 Sold May 28, 2025

    701 Spanish Main Dr Unit 415, Cudjoe Key, FL 33042

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

    Last Sold Summary

    • 12% Below List Price
    • $729/SF
    • 72 Days On Market

    Last Listing Agent Jan Fritz Coldwell Banker Schmitt RE Co.

    701 Spanish Main Dr Unit 415, Cudjoe Key, FL 33042
    • 27370 W Indies Dr, Summerland Key, FL 33042
      27370 W Indies Dr, Summerland Key, FL 33042
      27370 W Indies Dr, Summerland Key, FL 33042
      /20

      Est $795,492 Not Listed For Sale

      27370 W Indies Dr, Summerland Key, FL 33042

      • 3 Beds
      • 2 Baths
      • 1,200 Sq Ft
      • Built 1992
      27370 W Indies Dr, Summerland Key, FL 33042

      Last Sold Summary

      • 1% Below List Price
      • $667/SF
      • 118 Days On Market

      Last Sold Price $800,000

      Last Listing Agent Rose Dell Keller Williams Key West Compass Realty

  • 27735 Sea Whip St, Summerland Key, FL 33042
    27735 Sea Whip St, Summerland Key, FL 33042
    27735 Sea Whip St, Summerland Key, FL 33042
    /24

    $399,000 Under Contract

    • 2 Beds
    • 2 Baths
    • 1,032 Sq Ft

    27735 Sea Whip St, Summerland Key, FL 33042

    Amazing opportunity to own a canal-front 2-bedroom, 2-bath home in Coral Shores Estates. Tucked away in a quiet subdivision, this waterfront property is conveniently located just minutes from a public boat ramp, restaurants, and shopping. Whether you are looking for a full-time residence, vacation getaway, or investment opportunity, this home offers an affordable way to enjoy the true island

    Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

    27735 Sea Whip St, Summerland Key, FL 33042
  • 165 Colson Dr, Cudjoe Key, FL 33042
    165 Colson Dr, Cudjoe Key, FL 33042
    165 Colson Dr, Cudjoe Key, FL 33042
    /36

    $1,225,000 Sold Jun 13, 2025

    165 Colson Dr, Cudjoe Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,696 Sq Ft
    • Built 2023

    Last Sold Summary

    • 5% Below List Price
    • $722/SF
    • 104 Days On Market

    Current Estimated Value $1,268,907

    Last Listing Agent Terry Garcia Keller Williams Key West Compass Realty

    165 Colson Dr, Cudjoe Key, FL 33042
    • 22766 Jolly Roger Dr, Summerland Key, FL 33042
      22766 Jolly Roger Dr, Summerland Key, FL 33042
      22766 Jolly Roger Dr, Summerland Key, FL 33042
      /49

      Est $1,756,910 Not Listed For Sale

      22766 Jolly Roger Dr, Summerland Key, FL 33042

      • 3 Beds
      • 2 Baths
      • 1,884 Sq Ft
      • Built 1989
      22766 Jolly Roger Dr, Summerland Key, FL 33042

      Last Sold Summary

      • 2% Below List Price
      • $955/SF
      • 80 Days On Market

      Last Sold Price $1,800,000

      Last Listing Agent Donna Pezzi Keller Williams Key West Compass Realty

  • 27385 Saint Lucie Ln, Summerland Key, FL 33042
    27385 Saint Lucie Ln, Summerland Key, FL 33042
    27385 Saint Lucie Ln, Summerland Key, FL 33042
    /57

    $1,900,000

    • 4 Beds
    • 3 Baths
    • 1,964 Sq Ft

    27385 Saint Lucie Ln, Summerland Key, FL 33042

    Tropical Keys Oasis -- Waterfront Luxury LivingCome experience this one-of-a-kind tropical oasis that feels like living at a Keys resort. Surrounded by lush landscaping, vibrant grass is the backdrop for nine coconut palms, five banana trees, two mango trees, and an avocado tree, this property bursts with natural beauty. Vibrant bougainvillea archways create a stunning entry to one of the most

    Amedeo Belmonte William Raveis Florida LLC

    27385 Saint Lucie Ln, Summerland Key, FL 33042
  • 23038 Overseas Hwy, Cudjoe Key, FL 33042
    23038 Overseas Hwy, Cudjoe Key, FL 33042
    23038 Overseas Hwy, Cudjoe Key, FL 33042
    /7

    $1,600,000 Sold Nov 21, 2025

    23038 Overseas Hwy, Cudjoe Key, FL 33042

    • Land
    • 1.37 Acres
    • $1,164,531 per Acre

    Last Sold Summary

    • 16% Below List Price
    • 141 Days On Market

    Current Estimated Value $465,000

    Last Listing Agent Deni Heintzelman KeyIsle Realty

    23038 Overseas Hwy, Cudjoe Key, FL 33042
    • 17234 Green Turtle Ln E, Summerland Key, FL 33042
      17234 Green Turtle Ln E, Summerland Key, FL 33042
      17234 Green Turtle Ln E, Summerland Key, FL 33042
      /29

      Est $1,689,405 Not Listed For Sale

      17234 Green Turtle Ln E, Summerland Key, FL 33042

      • 3 Beds
      • 2 Baths
      • 1,880 Sq Ft
      • Built 1963
      17234 Green Turtle Ln E, Summerland Key, FL 33042

      Last Sold Summary

      • 6% Below List Price
      • $957/SF
      • 275 Days On Market

      Last Sold Price $1,800,000

      Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  • 701 Spanish Main Dr Unit 246, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 246, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 246, Cudjoe Key, FL 33042
    /21

    $459,000

    • 1 Bed
    • 1 Bath
    • 668 Sq Ft

    701 Spanish Main Dr Unit 246, Cudjoe Key, FL 33042

    Ocean-View Retreat in Gated Waterfront Community on Cudjoe Key!NIGHTLY RENTALS ALLOWEDWelcome to your slice of paradise in the heart of the Florida Keys. This well-maintained 1-bedroom, 1-bathroom waterfront home is located inside the highly desirable, gated community of Venture Out, offering ocean views, direct boating access, and a plethora of amenities just steps away.The home features

    Lanny Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 246, Cudjoe Key, FL 33042
  • 17081 Starfish Ln W, Summerland Key, FL 33042
    17081 Starfish Ln W, Summerland Key, FL 33042
    17081 Starfish Ln W, Summerland Key, FL 33042
    /29

    $1,245,000 Sold Jul 28, 2025

    17081 Starfish Ln W, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,542 Sq Ft
    • Built 1980

    Last Sold Summary

    • 9% Below List Price
    • $807/SF
    • 199 Days On Market

    Current Estimated Value $1,287,625

    Last Listing Agent Sean Farrer Coldwell Banker Schmitt Real E

    17081 Starfish Ln W, Summerland Key, FL 33042
    • 19563 Canal Dr, Summerland Key, FL 33042
      19563 Canal Dr, Summerland Key, FL 33042
      /2

      Est $1,306,826 Not Listed For Sale

      19563 Canal Dr, Summerland Key, FL 33042

      • 4 Beds
      • 3 Baths
      • 2,112 Sq Ft
      • Built 1990
      19563 Canal Dr, Summerland Key, FL 33042

      Last Sold Summary

      • 7% Below List Price
      • $580/SF

      Last Sold Price $1,225,000

      Last Listing Agent Anneliese Dietrick Coldwell Banker Schmitt Lower Keys (KW)

  • 887 Bay Dr, Summerland Key, FL 33042
    887 Bay Dr, Summerland Key, FL 33042
    887 Bay Dr, Summerland Key, FL 33042
    /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
  • 22880 Blackbeard Ln, Summerland Key, FL 33042
    22880 Blackbeard Ln, Summerland Key, FL 33042
    22880 Blackbeard Ln, Summerland Key, FL 33042
    /47

    $895,000 Sold Dec 10, 2025

    22880 Blackbeard Ln, Summerland Key, FL 33042

    • 2 Beds
    • 1.5 Baths
    • 1,256 Sq Ft
    • Built 1993

    Last Sold Summary

    • 3% Below List Price
    • $713/SF
    • 34 Days On Market

    Current Estimated Value $889,231

    Last Listing Agent Pamela Stangler Expert Realty LLC

    22880 Blackbeard Ln, Summerland Key, FL 33042
    • 22716 Privateer Dr, Summerland Key, FL 33042
      22716 Privateer Dr, Summerland Key, FL 33042
      22716 Privateer Dr, Summerland Key, FL 33042
      /39

      Est $961,391 Not Listed For Sale

      22716 Privateer Dr, Summerland Key, FL 33042

      • 3 Beds
      • 2 Baths
      • 1,192 Sq Ft
      • Built 2007
      22716 Privateer Dr, Summerland Key, FL 33042

      Last Sold Summary

      • 3% Above List Price
      • $830/SF
      • 9 Days On Market

      Last Sold Price $989,000

      Last Listing Agent Kelly Gardner Bluescape Real Estate

  • 701 Spanish Main Dr Unit 234, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 234, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 234, Cudjoe Key, FL 33042
    /30

    $449,700 Under Contract

    • 2 Beds
    • 1.5 Baths
    • 604 Sq Ft

    701 Spanish Main Dr Unit 234, Cudjoe Key, FL 33042

    Beautifully updated 2-bedroom, 1.5-bath canal-front home in the gated community of Venture Out on Cudjoe Key--offering move-in-ready comfort and an easy Florida Keys lifestyle. Bright and inviting, the home features a flexible layout with a sliding pocket door that creates a private guest space with its own half bath--ideal for visitors.The main bedroom is furnished with a queen bed, while the

    Bea Evelyn Citron Compass Florida, LLC

    701 Spanish Main Dr Unit 234, Cudjoe Key, FL 33042
  • 22957 Drake Ln, Cudjoe Key, FL 33042
    22957 Drake Ln, Cudjoe Key, FL 33042
    22957 Drake Ln, Cudjoe Key, FL 33042
    /38

    $775,000 Sold Sep 11, 2025

    22957 Drake Ln, Cudjoe Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 1,008 Sq Ft
    • Built 1986

    Last Sold Summary

    • 4% Below List Price
    • $769/SF
    • 7 Days On Market

    Current Estimated Value $788,607

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    22957 Drake Ln, Cudjoe Key, FL 33042
    • 27359 Jamaica Ln, Summerland Key, FL 33042
      27359 Jamaica Ln, Summerland Key, FL 33042
      27359 Jamaica Ln, Summerland Key, FL 33042
      /29

      Est $882,744 Not Listed For Sale

      27359 Jamaica Ln, Summerland Key, FL 33042

      • 3 Beds
      • 2 Baths
      • 1,056 Sq Ft
      • Built 1995
      27359 Jamaica Ln, Summerland Key, FL 33042

      Last Sold Summary

      • 2% Below List Price
      • $851/SF
      • 33 Days On Market

      Last Sold Price $899,000

      Last Listing Agent Fred Mullins Coldwell Banker Schmitt Real Estate Co. (KW)

  • Lot 32 Caloosa St, Sugarloaf, FL 33042
    Lot 32 Caloosa St, Sugarloaf, FL 33042
    Lot 32 Caloosa St, Sugarloaf, FL 33042
    /3

    $179,000 Pending

    • Land
    • 0.11 Acre
    • $1,627,273 per Acre

    Lot 32 Caloosa St, Sugarloaf, FL 33042

    Lot with ROGO letter for 5 points. Not ROGO exempt, use points towards building on another lot or contact the Monroe County Planning Department for information about building on this lot or how to use these points. Tier 3 AE11. Contact Monroe County to verify all information. ROGO letter available upon request.

    Pamela Stangler MMLS Assoc.-Inactive Member

    Lot 32 Caloosa St, Sugarloaf, FL 33042
  • 701 Spanish Main Dr Unit 600, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 600, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 600, Cudjoe Key, FL 33042
    /24

    $430,000 Sold Nov 25, 2025

    701 Spanish Main Dr Unit 600, Cudjoe Key, FL 33042

    • Land

    Last Sold Summary

    • 13% Below List Price
    • 287 Days On Market

    Current Estimated Value $421,591

    Last Listing Agent Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 600, Cudjoe Key, FL 33042
    • 4245 Egret Ln, Summerland Key, FL 33042
      4245 Egret Ln, Summerland Key, FL 33042
      4245 Egret Ln, Summerland Key, FL 33042
      /31

      Est $744,139 Not Listed For Sale

      4245 Egret Ln, Summerland Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 1,064 Sq Ft
      • Built 2002
      4245 Egret Ln, Summerland Key, FL 33042

      Last Sold Summary

      • 4% Above List Price
      • $672/SF
      • 34 Days On Market

      Last Sold Price $715,000

      Last Listing Agent Rose Dell Keller Williams Key West Compass Realty

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Florida Monroe County Summerland Key

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