6,951

Homes in ZIP Code 33042

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  • /63

    $1,124,900

    $74K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,280 Sq Ft

    417 Pirates Rd, Summerland Key, FL 33042

    Welcome to this beautifully updated canal-front home in the highly desirable Jolly Roger Estates on Little Torch Key! Offering 3 bedrooms, 2 baths, 1,170 sq ft of living space plus a 110 sq ft flex/office area, this meticulously maintained waterfront home features a desirable split floor plan with an open layout, remodeled kitchen with quartz countertops and LG ThinQ smart refrigerator and range,

    Maggie Beall Lokation Real Estate

    417 Pirates Rd, Summerland Key, FL 33042
  • /50

    $1,100,000

    Sold Mar 06, 2026

    19749 Date Palm Dr, Summerland Key, FL 33042

    • 4 Beds
    • 3 Baths
    • 2,464 Sq Ft
    • Built 2017

    Last Sold Summary

    • 15% Below List Price
    • $446/SF
    • 151 Days On Market

    Current Estimated Value $1,162,668

    Last Listing Agent Richard Lively Coldwell Banker Schmitt Real Estate Co. (KW)

    19749 Date Palm Dr, Summerland Key, FL 33042
    • /2

      Est $968,000

      Not Listed For Sale

      17036 Wahoo Ln, Summerland Key, FL 33042

      • 3 Beds
      • 2 Baths
      • 1,840 Sq Ft
      • Built 1965
      17036 Wahoo Ln, Summerland Key, FL 33042

      Last Sold Summary

  • /75

    $875,000

    $64K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 816 Sq Ft

    701 Spanish Main Dr Unit 47, Cudjoe Key, FL 33042

    This is the house for your boat! Priced to sell! ENDLESS OCEANFRONT LIVING - 47' SEAWALLWake up every morning to sweeping sunrises & unobstructed views of the turquoise Atlantic at this extraordinary one-of-a-kind, oceanfront home. The 'Crown Jewel of the Ocean' located just 19 miles from Key West, this beautifully appointed 2-bedroom, 2-bath mid-rise home offers front-row seats to the water

    Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 47, Cudjoe Key, FL 33042
  • /2

    $1,299,000

    Sold Jan 28, 2026

    28532 Dirk Rd, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,530 Sq Ft
    • Built 1985

    Last Sold Summary

    • $849/SF
    • 5 Days On Market

    Current Estimated Value $1,289,464

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    28532 Dirk Rd, Summerland Key, FL 33042
    • /37

      Est $2,220,828

      Not Listed For Sale

      17026 Bonita Ln W, Summerland Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 1,638 Sq Ft
      • Built 1989
      17026 Bonita Ln W, Summerland Key, FL 33042

      Last Sold Summary

      • 32 Days On Market

  • /3

    $120,000

    • Land
    • 7,405 Sq Ft
    • $705,882 per Acre

    0 Palm Ln Unit A12024518, Summerland Key, FL 33042

    TIER 1 LOT IN A QUIET NEIGHBORHOOD ON A DEAD END STREET. POWER, WATER, SEWER IN FRONT OF LOT, SURVEYED, CURRENTLY FLOOD ZONE AE-8, MOSTLY CLEARED AND FILLED, CURRENTLY USED FOR STORAGE, NO PERMITS, COULD BE WORTH ROGO POINTS, COUNTY OWNS LAND NEXT TO AND BEHIND LOT MAKING IT UNLIKELY TO BE DEVELOPED. FLEXIBLE PRICE, BUYER TO VERIFY ALL INFORMATION, MAKE AN OFFER OWNER AGENT

    Carmen David Xcellence

    0 Palm Ln Unit A12024518, Summerland Key, FL 33042
  • /66

    $3,275,000

    Sold Oct 28, 2025

    20816 4th Ave W, Cudjoe Key, FL 33042

    • 5 Beds
    • 4 Baths
    • 3,817 Sq Ft
    • Built 2021

    Last Sold Summary

    • 32% Below List Price
    • $858/SF
    • 206 Days On Market

    Current Estimated Value $3,277,096

    Last Listing Agent Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

    20816 4th Ave W, Cudjoe Key, FL 33042
    • /23

      Est $860,733

      Not Listed For Sale

      17213 Snapper Ln, Summerland Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 1,008 Sq Ft
      • Built 1988
      17213 Snapper Ln, Summerland Key, FL 33042

      Last Sold Summary

      • 7 Days On Market

  • /42

    $650,000

    Under Contract
    • Land
    • 6,098 Sq Ft
    • $4,642,857 per Acre

    22948 Drake Ln, Summerland Key, FL 33042

    Boater/Angler special: 70-foot concrete seawall features hard-to-find boat slip/basin, plus 10,000-pound boat lift . This canal front-vacant lot is ROGO exempt and ready to build on. It corners Drake Lane's dead end and is second from Cudjoe Bay's open water. Perfect location for new build. Previous house removed and lot is ready for your vision. Electric was in place, buyer to verify FKAA

    Barbara Bowers Preferred Properties (KW)

    22948 Drake Ln, Summerland Key, FL 33042
  • /29

    $1,300,000

    Sold Jan 09, 2026

    141 Arica Ln, Cudjoe Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,674 Sq Ft
    • Built 2010

    Last Sold Summary

    • 6% Below List Price
    • $777/SF
    • 19 Days On Market

    Current Estimated Value $1,306,635

    Last Listing Agent Madeleine Lowe Expert Realty LLC (HQ)

    141 Arica Ln, Cudjoe Key, FL 33042
    • /32

      Est $3,185,389

      Not Listed For Sale

      176 Sugarloaf Dr, Summerland Key, FL 33042

      • 3 Beds
      • 2.5 Baths
      • 2,976 Sq Ft
      • Built 2003
      176 Sugarloaf Dr, Summerland Key, FL 33042

      Last Sold Summary

      • 257 Days On Market

  • /5

    $240,000

    • Land
    • 6,098 Sq Ft
    • $1,714,286 per Acre

    28177 Julia Ave, Little Torch Key, FL 33042

    Opportunity to purchase for land value in Little Torch Key. Large lot with existing mobile home on site that is not habitable. Property is being marketed as LAND ONLY. Lot is zoned IS (Improved Subdivision District), which typically allows for single-family residential construction subject to Monroe County Land Development Code and applicable ROGO requirements. Conveniently located less than 5

    Maria Acosta Keller Williams Capital Realty - Coral Gables

    28177 Julia Ave, Little Torch Key, FL 33042
  • /29

    $980,000

    Sold May 29, 2025

    1107 Hawksbill Ln, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Built 1984

    Last Sold Summary

    • 11% Below List Price
    • $851/SF
    • 54 Days On Market

    Current Estimated Value $1,004,645

    Last Listing Agent Richard Haskins Buy The Keys

    1107 Hawksbill Ln, Summerland Key, FL 33042
    • /26

      Est $1,015,708

      Not Listed For Sale

      19648 Caribe St, Summerland Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 961 Sq Ft
      • Built 1957
      19648 Caribe St, Summerland Key, FL 33042

      Last Sold Summary

      • 176 Days On Market

  • /55

    $974,500

    $25K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 900 Sq Ft

    22978 Port Royal Ln, Summerland Key, FL 33042

    Ocean side location enjoy diving , fishing, dining from your boat come home to relax on your deck watching the sunset. Open floor plan new upgrades throughout.Several pictures added with staged furnishing for you to see what rooms could look like.Extra large property with plenty of room for your R/V, boats. Your own boat launch with plenty of dockage on your concrete seawall. Beautifully

    Anne Press Lokation Real Estate

    22978 Port Royal Ln, Summerland Key, FL 33042
  • /52

    $1,650,000

    Sold Jan 28, 2026

    17213 Starfish Ln E, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,750 Sq Ft
    • Built 1993

    Last Sold Summary

    • 15% Below List Price
    • $943/SF
    • 111 Days On Market

    Current Estimated Value $1,636,202

    Last Listing Agent The Spottswood Team Truman & Co. (KW)

    17213 Starfish Ln E, Summerland Key, FL 33042
    • /28

      Est $918,219

      Not Listed For Sale

      21702 Asturias Rd, Summerland Key, FL 33042

      • 4 Beds
      • 2.5 Baths
      • 1,584 Sq Ft
      • Built 1982
      21702 Asturias Rd, Summerland Key, FL 33042

      Last Sold Summary

      • 47 Days On Market

  • /3

    $120,000

    $15K PRICE DROP
    • Land

    19617 Date Palm Dr, Sugarloaf Key, FL 33042

    Now only $120,000. Best priced lot in popular Upper Sugarloaf Key and priced for immediate sale! Take advantage of this opportunity to develop this larger 150 x 100 Tier III platted lot (infill lot located in a developed subdivision with adequate infrastructure). With its prime location and desirable features, this property is a rare find in today's market. Convenient to the community boat ramp

    Vic Musmanno Coldwell Banker Schmitt Real Estate Co. (KW)

    19617 Date Palm Dr, Sugarloaf Key, FL 33042
  • /41

    $1,000,000

    Sold Sep 23, 2025

    237 La Fitte Rd, Summerland Key, FL 33042

    • 2 Beds
    • 1 Bath
    • 1,144 Sq Ft
    • Built 1973

    Last Sold Summary

    • 17% Below List Price
    • $874/SF
    • 162 Days On Market

    Current Estimated Value $1,096,250

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    237 La Fitte Rd, Summerland Key, FL 33042
    • /20

      Est $1,177,392

      Not Listed For Sale

      511 W Indies Dr, Summerland Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 1,200 Sq Ft
      • Built 1996
      511 W Indies Dr, Summerland Key, FL 33042

      Last Sold Summary

      • 235 Days On Market

  • /46

    $399,900

    $19K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 833 Sq Ft

    701 Spanish Main Dr Unit 140, Cudjoe Key, FL 33042

    This charming and meticulously maintained property is perfect for anyone looking to start enjoying the tropical paradise of the Florida Keys. It comes fully furnished with a cozy coastal style and features 1 bedroom, 1 bathroom, and an enclosed patio area with a pull-out bed and living area. The living room is bright and spacious, while the kitchen is open and easily accessible for entertaining

    Jan Fritz Coldwell Banker Schmitt RE Co.

    701 Spanish Main Dr Unit 140, Cudjoe Key, FL 33042
  • /69

    $1,700,000

    Sold Jan 02, 2026

    620 Barry Ave, Summerland Key, FL 33042

    • 4 Beds
    • 3 Baths
    • 2,120 Sq Ft
    • Built 2025

    Last Sold Summary

    • 5% Below List Price
    • $802/SF
    • 26 Days On Market

    Current Estimated Value $1,694,484

    Last Listing Agent Kelly Gardner Bluescape Real Estate

    620 Barry Ave, Summerland Key, FL 33042
    • /31

      Est $802,729

      Not Listed For Sale

      24943 Park Dr, Summerland Key, FL 33042

      • 3 Beds
      • 2 Baths
      • 1,128 Sq Ft
      • Built 1956
      24943 Park Dr, Summerland Key, FL 33042

      Last Sold Summary

      • 52 Days On Market

  • /4

    $100,000

    Pending
    • Land
    • 1.01 Acres
    • $99,010 per Acre

    0 Acosta Rd, Summerland Key, FL 33042

    Vacant 1.01-acre parcel on Acosta Trail in Upper Sugarloaf Key, Monroe County, FL. Approx. 20 miles to Key West, 10 miles to Big Pine Key, and 5 miles to Cudjoe Key. Unimproved land offering future development or investment potential in the Lower Florida Keys. Additional 1.01-acre lot on Mira Rd (behind subject property) also available for sale. Buyer to verify zoning, ROGO status, flood zone,

    Eugenia Hernandez Premium Properties R.E. Svc.

    0 Acosta Rd, Summerland Key, FL 33042
  • /4

    $175,000

    Sold Dec 23, 2025

    Lot 2 Overseas Hwy, Summerland Key, FL 33042

    • Land

    Last Sold Summary

    • 15% Below List Price
    • 25 Days On Market

    Last Listing Agent Sarah Eckert Coldwell Banker Schmitt Real Estate Co. (KW)

    Lot 2 Overseas Hwy, Summerland Key, FL 33042
    • /68

      Est $3,274,830

      Not Listed For Sale

      431 E Shore Dr, Summerland Key, FL 33042

      • 4 Beds
      • 3 Baths
      • 2,715 Sq Ft
      • Built 1993
      431 E Shore Dr, Summerland Key, FL 33042

      Last Sold Summary

      • 38 Days On Market

  • /7

    $4,150,000

    New Construction
    • 5 Beds
    • 6 Baths
    • 3,119 Sq Ft

    231 E Shore Dr Unit 2, Summerland Key, FL 33042

    Introducing Seven Palms Cove, a one-of-a-kind new construction community redefining luxury island living in the Florida Keys. With only seven exclusive oceanfront residences starting at $4M, this private, gated enclave offers an extraordinary opportunity to own a slice of paradise just minutes from Key West.Each home spans over 4,000 sq. ft. with 5 bedrooms, 5.5 bathrooms, and open-concept

    Stephanie Marinucci Serhant Florida LLC - Delray Beach Office

    231 E Shore Dr Unit 2, Summerland Key, FL 33042
  • /39

    $750,000

    Sold May 11, 2026

    744 Blackbeard Rd, Summerland Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 984 Sq Ft
    • Built 1990

    Last Sold Summary

    • 9% Below List Price
    • $762/SF
    • 5 Days On Market

    Current Estimated Value $820,642

    Last Listing Agent Debra Farrell Island Welcome Real Estate

    744 Blackbeard Rd, Summerland Key, FL 33042
    • /39

      Est $1,712,875

      Not Listed For Sale

      474 Caribbean Dr E, Summerland Key, FL 33042

      • 3 Beds
      • 2 Baths
      • 1,664 Sq Ft
      • Built 1973
      474 Caribbean Dr E, Summerland Key, FL 33042

      Last Sold Summary

      • 127 Days On Market

  • /71

    $440,000

    $10K PRICE DROP Under Contract
    • Land
    • 2,613 Sq Ft
    • $7,333,333 per Acre

    701 Spanish Main Dr Unit 574, Cudjoe Key, FL 33042

    Ocean View Canal Front RV Lot in Venture Out - 35' Concrete SeawallBuild, park, invest, or simply pull in and start living the Keys lifestyle. This 35' x 69' beautiful, waterfront RV lot in the private, gated community of Venture Out offers ocean views, a 35' concrete seawall, and direct boating access to both the Atlantic and backcountry waters.The lot features a concrete pad and

    Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 574, Cudjoe Key, FL 33042
  • /67

    $1,900,000

    Sold Nov 06, 2025

    17077 Bonita Ln W, Summerland Key, FL 33042

    • 4 Beds
    • 4 Baths
    • 2,400 Sq Ft
    • Built 1990

    Last Sold Summary

    • 5% Below List Price
    • $792/SF
    • 87 Days On Market

    Current Estimated Value $1,881,526

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    17077 Bonita Ln W, Summerland Key, FL 33042
    • /43

      Est $1,319,512

      Not Listed For Sale

      1050 Gulf Dr, Summerland Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 1,171 Sq Ft
      • Built 1985
      1050 Gulf Dr, Summerland Key, FL 33042

      Last Sold Summary

      • 24 Days On Market

  • /20

    $950,000

    $49K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,565 Sq Ft

    24840 Park Dr, Summerland Key, FL 33042

    Hard to find a home in a Park like setting with a boat ramp right out the back door! 3 bedrooms 2 full baths and open living space. Summerland key cove is just 25 miles from Key West. Great place to raise a family or to retire. Be it you're a boater, pilot, fisherman or just want the open space to walk and enjoy privacy of the park. This quit Island neighborhood offers rare access to the

    Thomas Murphy LAER Realty

    24840 Park Dr, Summerland Key, FL 33042
  • /5

    $175,000

    Sold Aug 21, 2025

    27313 Saint Martin Ln, Ramrod Key, FL 33042

    • Land
    • 6,500 Sq Ft
    • $1,172,769 per Acre

    Last Sold Summary

    • 12% Below List Price
    • 9 Days On Market

    Current Estimated Value $175,955

    Last Listing Agent Sandra Tuttle Island Welcome Real Estate

    27313 Saint Martin Ln, Ramrod Key, FL 33042
    • /49

      Est $1,169,745

      Not Listed For Sale

      21790 Spain Blvd, Summerland Key, FL 33042

      • 4 Beds
      • 3 Baths
      • 1,790 Sq Ft
      • Built 1978
      21790 Spain Blvd, Summerland Key, FL 33042

      Last Sold Summary

      • 86 Days On Market

  • /7

    $4,400,000

    New Construction
    • 5 Beds
    • 6 Baths
    • 3,119 Sq Ft

    231 E Shore Dr Unit 5, Summerland Key, FL 33042

    Introducing Seven Palms Cove, a one-of-a-kind new construction community redefining luxury island living in the Florida Keys. With only seven exclusive oceanfront residences starting at $4M, this private, gated enclave offers an extraordinary opportunity to own a slice of paradise just minutes from Key West.Each home spans over 4,000 sq. ft. with 5 bedrooms, 5.5 bathrooms, and open-concept

    Stephanie Marinucci Serhant Florida LLC - Delray Beach Office

    231 E Shore Dr Unit 5, Summerland Key, FL 33042
  • /114

    $1,477,000

    Sold Sep 02, 2025

    153 Galleon Ln, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,560 Sq Ft
    • Built 2018

    Last Sold Summary

    • 2% Below List Price
    • $947/SF
    • 49 Days On Market

    Current Estimated Value $1,461,726

    Last Listing Agent Lindsay Ryan EXP Realty LLC

    153 Galleon Ln, Summerland Key, FL 33042
    • /21

      Est $710,834

      Not Listed For Sale

      19518 Caloosa St, Summerland Key, FL 33042

      • 3 Beds
      • 2 Baths
      • 1,143 Sq Ft
      • Built 1992
      19518 Caloosa St, Summerland Key, FL 33042

      Last Sold Summary

      • 159 Days On Market

  • /56

    $579,900

    • 2 Beds
    • 2 Baths
    • 864 Sq Ft

    701 Spanish Main Dr Unit 437, Cudjoe Key, FL 33042

    Introducing an exceptional waterfront investment opportunity in the heart of the Florida Keys! This beautifully remodeled waterfront home in the highly desirable gated community of Venture Out on Cudjoe Key is zoned for minimum one-day vacation rentals, making it an ideal choice for investors or those seeking a turnkey coastal retreat. Step inside and you'll immediately appreciate the home's

    Melissa Graham Bluescape Real Estate

    701 Spanish Main Dr Unit 437, Cudjoe Key, FL 33042

Showing Results 601 - 640, Page 16 of 18

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