6,959

Homes in ZIP Code 33042

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    • /37

      Est $1,048,501 Not Listed For Sale

      321 W Indies Dr, Summerland Key, FL 33042

      • 3 Beds
      • 2 Baths
      • 1,474 Sq Ft
      • Built 1991
      321 W Indies Dr, Summerland Key, FL 33042

      Last Sold Summary

      • 4% Above List Price
      • $739/SF
      • 295 Days On Market

      Last Sold Price $1,090,000

      Last Listing Agent Monica Barrett Coldwell Banker Schmitt Real Estate Co.

  • /18

    $255,000

    • Land

    701 Spanish Main Dr Unit 642, Cudjoe Key, FL 33042

    Welcome to RV Lot 642, located in the gated, waterfront community of Venture Out on Cudjoe Key. This well-positioned lot offers the perfect setup for your Florida Keys getaway, seasonal stay, or investment opportunity.Enjoy all the perks of a golf-cart-friendly community with resort-style amenities, including a large saltwater pool, marina with boat ramp, pickleball and tennis courts, bocce,

    Bea Evelyn Citron Compass Florida, LLC

    701 Spanish Main Dr Unit 642, Cudjoe Key, FL 33042
  • /47

    $935,000 Sold Dec 31, 2025

    786 Jamaica Ln, Little Torch Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft
    • Built 2016

    Last Sold Summary

    • 5% Below List Price
    • $649/SF
    • 89 Days On Market

    Current Estimated Value $929,336

    Last Listing Agent Donna Pezzi Keller Williams Key West Compass Realty

    786 Jamaica Ln, Little Torch Key, FL 33042
    • /39

      Est $1,404,786 Not Listed For Sale

      21076 3rd Ave, Summerland Key, FL 33042

      • 3 Beds
      • 3 Baths
      • 1,732 Sq Ft
      • Built 1992
      21076 3rd Ave, Summerland Key, FL 33042

      Last Sold Summary

      • 8% Below List Price
      • $886/SF
      • 33 Days On Market

      Last Sold Price $1,535,000

      Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  • /32

    $349,000

    • 2 Beds
    • 1 Bath
    • 388 Sq Ft

    701 Spanish Main Dr Unit 28, Cudjoe Key, FL 33042

    Great opportunity to own an income-producing home in the gated community of Venture Out on Cudjoe Key. This 2-bedroom, 1-bath mobile home features a cozy layout with a true Florida Keys feel throughout. The property is ideally situated on a private lot with no neighbors on one side or behind, offering added privacy and tranquility. Whether you're looking for a full-time residence or a turnkey

    Melissa Graham Bluescape Real Estate

    701 Spanish Main Dr Unit 28, Cudjoe Key, FL 33042
  • /5

    $840,000 Sold Mar 03, 2026

    23012 Snapper Ln, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 950 Sq Ft
    • Built 2004

    Last Sold Summary

    • 7% Below List Price
    • $884/SF
    • 113 Days On Market

    Current Estimated Value $888,030

    Last Listing Agent Bobby Coe RE/MAX Keys Connection (KW)

    23012 Snapper Ln, Summerland Key, FL 33042
    • /43

      Est $2,303,650 Not Listed For Sale

      340 S Point Dr, Summerland Key, FL 33042

      • 4 Beds
      • 4 Baths
      • 2,935 Sq Ft
      • Built 1973
      340 S Point Dr, Summerland Key, FL 33042

      Last Sold Summary

      • $784/SF
      • 214 Days On Market

      Last Sold Price $2,300,000

      Last Listing Agent Cheryl Moses Action Keys Realty of the Lower FL Keys LLC

  • /125

    $10,700,000

    • 6 Beds
    • 8 Baths
    • 4,894 Sq Ft

    1041 Buttonwood Dr E, Sugarloaf Key, FL 33042

    Masterpiece of Modern Strength & Luxury | Brand-New Concrete Waterfront Estate on Prestigious Sugarloaf Key!This extraordinary new construction stunner is engineered as a rare modern fortress-- built entirely of concrete, built to the most stringent hurricane-resistant codes, and designed for the discerning buyer who demands architectural excellence, security, and elevated coastal living. Set on

    Lisa Swanson The Agency Florida Keys

    1041 Buttonwood Dr E, Sugarloaf Key, FL 33042
  • /21

    $1,000,000 Sold Aug 29, 2025

    419 Blackbeard Rd, Summerland Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 1,050 Sq Ft
    • Built 1988

    Last Sold Summary

    • 17% Below List Price
    • $952/SF
    • 250 Days On Market

    Current Estimated Value $960,079

    Last Listing Agent Karen Haack Coldwell Banker Schmitt RE Co.

    419 Blackbeard Rd, Summerland Key, FL 33042
    • /72

      Est $763,174 Not Listed For Sale

      25083 Palm Ln, Summerland Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 1,106 Sq Ft
      • Built 1992
      25083 Palm Ln, Summerland Key, FL 33042

      Last Sold Summary

      • 9% Above List Price
      • $633/SF
      • 166 Days On Market

      Last Sold Price $700,000

      Last Listing Agent Allan Leder Preferred Properties (KW)

  • /10

    $350,000

    • Land

    0 Park Dr Unit vacant land 6 & 7, Summerland Key, FL 33042

    Rare opportunity to acquire TWO adjacent parcels in a desirable Florida Keys neighborhood featuring a private airstrip. Offered together, these Tier III lots provide expanded square footage and enhanced design flexibility--ideal for a larger custom home, ADU, pool, tiki, airplane parking, increased outdoor living space, or a strategic investment play.Located on and near the corner of Park Drive,

    Natallie Liz Expert Realty LLC (HQ)

    0 Park Dr Unit vacant land 6 & 7, Summerland Key, FL 33042
  • /27

    $905,000 Sold Dec 11, 2025

    22852 John Silver Ln, Summerland Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 1,620 Sq Ft
    • Built 1980

    Last Sold Summary

    • 5% Below List Price
    • $559/SF
    • 75 Days On Market

    Current Estimated Value $907,294

    Last Listing Agent Matthew Sheehan Ocean Sotheby's International Realty

    22852 John Silver Ln, Summerland Key, FL 33042
    • /2

      Est $1,565,027 Not Listed For Sale

      195 La Fitte Rd, Summerland Key, FL 33042

      • 2 Beds
      • 3 Baths
      • 960 Sq Ft
      • Built 1981
      195 La Fitte Rd, Summerland Key, FL 33042

      Last Sold Summary

      • 3% Below List Price
      • $1,677/SF

      Last Sold Price $1,610,000

      Last Listing Agent Jeanne Spina Keller Williams Key West Compass Realty

  • /61

    $869,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,716 Sq Ft

    27332 St Martin Ln, Ramrod Key, FL 33042

    Welcome to Breezeswept Beach Estates-- In the heart of the Florida Keys! Here, boating, diving, and fishing are a way of life. This waterfront concrete block (CBS) 3-bed, 2-bath home sits on a deep, ocean-side canal just minutes to open water; Looe Key's clear blue reef is about a 15-minute boat ride away, and Key West is roughly 30 minutes by car. Thoughtfully updated for low-maintenance Keys

    Mark Gable Engel & Volkers Marathon

    27332 St Martin Ln, Ramrod Key, FL 33042
  • /86

    $5,250,000 Sold Feb 23, 2026

    4500 Filer Cove Rd, Summerland Key, FL 33042

    • 4 Beds
    • 4 Baths
    • 4,315 Sq Ft
    • Built 1994

    Last Sold Summary

    • 12% Below List Price
    • $1,217/SF
    • 246 Days On Market

    Current Estimated Value $5,546,791

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    4500 Filer Cove Rd, Summerland Key, FL 33042
    • /30

      Est $1,659,805 Not Listed For Sale

      540 W Point Dr, Summerland Key, FL 33042

      • 3 Beds
      • 2 Baths
      • 1,570 Sq Ft
      • Built 1989
      540 W Point Dr, Summerland Key, FL 33042

      Last Sold Summary

      • 1% Above List Price
      • $1,073/SF
      • 8 Days On Market

      Last Sold Price $1,685,000

      Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  • /62

    $1,149,000

    • 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
  • /45

    $1,525,000 Sold Mar 06, 2026

    17227 Allamanda Dr, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,788 Sq Ft
    • Built 1987

    Last Sold Summary

    • 5% Below List Price
    • $853/SF
    • 96 Days On Market

    Current Estimated Value $1,571,434

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    17227 Allamanda Dr, Summerland Key, FL 33042
    • /28

      Est $991,640 Not Listed For Sale

      340 Spanish Main Dr, Summerland Key, FL 33042

      • 3 Beds
      • 2 Baths
      • 1,188 Sq Ft
      • Built 1997
      340 Spanish Main Dr, Summerland Key, FL 33042

      Last Sold Summary

      • 2% Above List Price
      • $821/SF
      • 11 Days On Market

      Last Sold Price $975,000

      Last Listing Agent Lindsay Ryan EXP Realty LLC

  • /75

    $915,000 Open Thu 10:30AM - 1:30PM

    • 2 Beds
    • 2 Baths
    • 816 Sq Ft

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

    This is the house for your boat!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 residence. 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 & an unmatched

    Lanny Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 47, Cudjoe Key, FL 33042
  • /61

    $1,636,000 Sold Aug 19, 2025

    227 La Fitte Rd, Summerland Key, FL 33042

    • 2 Beds
    • 3 Baths
    • 1,260 Sq Ft
    • Built 1982

    Last Sold Summary

    • 9% Below List Price
    • $1,298/SF
    • 6 Days On Market

    Current Estimated Value $1,652,396

    Last Listing Agent Jennifer Chaney Chaney Homes

    227 La Fitte Rd, Summerland Key, FL 33042
    • /36

      Est $1,449,416 Not Listed For Sale

      20878 5th Ave W, Summerland Key, FL 33042

      • 3 Beds
      • 2 Baths
      • 1,550 Sq Ft
      • Built 1992
      20878 5th Ave W, Summerland Key, FL 33042

      Last Sold Summary

      • 2% Above List Price
      • $955/SF
      • 296 Days On Market

      Last Sold Price $1,480,000

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

  • /42

    $650,000

    • Land

    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
  • /54

    $1,650,000 Sold Feb 27, 2026

    27365 Barbuda Ln, Summerland Key, FL 33042

    • 4 Beds
    • 3 Baths
    • 2,198 Sq Ft
    • Built 1996

    Last Sold Summary

    • 11% Below List Price
    • $751/SF
    • 73 Days On Market

    Current Estimated Value $1,791,215

    Last Listing Agent Halley Haack Coldwell Banker Schmitt RE Co.

    27365 Barbuda Ln, Summerland Key, FL 33042
    • /41

      Est $850,460 Not Listed For Sale

      24357 Caribbean Dr W, Summerland Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 900 Sq Ft
      • Built 1977
      24357 Caribbean Dr W, Summerland Key, FL 33042

      Last Sold Summary

      • 6% Above List Price
      • $894/SF
      • 54 Days On Market

      Last Sold Price $805,000

      Last Listing Agent Dan Serban Key West Luxury Real Estate Inc (KW)

  • /55

    $999,000

    • 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
  • /39

    $1,116,000 Sold Jun 25, 2025

    591 Blackbeard Rd, Summerland Key, FL 33042

    • 4 Beds
    • 5 Baths
    • 2,512 Sq Ft
    • Built 1989

    Last Sold Summary

    • 17% Below List Price
    • $444/SF
    • 25 Days On Market

    Current Estimated Value $1,192,303

    Last Listing Agent Michelle Howerton Brenda Donnelly Real Estate LLC

    591 Blackbeard Rd, Summerland Key, FL 33042
    • /2

      Est $908,558 Not Listed For Sale

      27285 Mariposa Rd, Summerland Key, FL 33042

      • 3 Beds
      • 2 Baths
      • 1,152 Sq Ft
      • Built 1990
      27285 Mariposa Rd, Summerland Key, FL 33042

      Last Sold Summary

      • 13% Below List Price
      • $911/SF

      Last Sold Price $1,050,000

      Last Listing Agent Lee Sanders KeyIsle Realty

  • /3

    $120,000

    • 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
  • /29

    $435,000 Sold Feb 23, 2026

    27997 Coral Shores Rd, Little Torch Key, FL 33042

    • 2 Beds
    • 1 Bath
    • 672 Sq Ft
    • Built 1985

    Last Sold Summary

    • 13% Below List Price
    • $647/SF
    • 11 Days On Market

    Last Listing Agent Jamie Caudill Lokation Real Estate

    27997 Coral Shores Rd, Little Torch Key, FL 33042
    • /36

      Est $768,576 Not Listed For Sale

      27392 Anguila Ln, Summerland Key, FL 33042

      • 2 Beds
      • 1 Bath
      • 825 Sq Ft
      • Built 1979
      27392 Anguila Ln, Summerland Key, FL 33042

      Last Sold Summary

      • 11% Below List Price
      • $1,048/SF
      • 16 Days On Market

      Last Sold Price $865,000

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

  • /46

    $409,000

    • 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
  • /7

    $737,000 Sold Mar 31, 2026

    701 Spanish Main Dr Unit LOT 102, Cudjoe Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 865 Sq Ft
    • Built 2005

    Last Sold Summary

    • 4% Below List Price
    • $852/SF
    • 1 Day On Market

    Last Listing Agent Bea Evelyn Citron Compass Florida, LLC

    701 Spanish Main Dr Unit LOT 102, Cudjoe Key, FL 33042
    • /8

      Est $720,156 Not Listed For Sale

      743 Indies Rd, Summerland Key, FL 33042

      • 2 Beds
      • 1 Bath
      • 816 Sq Ft
      • Built 1987
      743 Indies Rd, Summerland Key, FL 33042

      Last Sold Summary

      • 4% Above List Price
      • $919/SF
      • 49 Days On Market

      Last Sold Price $750,000

      Last Listing Agent Sandra Tuttle Island Welcome Real Estate

  • /4

    $100,000

    • 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,

    0 Acosta Rd, Summerland Key, FL 33042
  • /2

    $49,000 Sold Sep 22, 2025

    Lot 23 Rainbow Beach, Big Torch Key, FL 33042

    • Land

    Last Sold Summary

    • 21 Days On Market

    Last Listing Agent Pamela Stangler Expert Realty LLC

    Lot 23 Rainbow Beach, Big Torch Key, FL 33042
    • /31

      Est $1,396,044 Not Listed For Sale

      949 Bay Dr, Summerland Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 1,216 Sq Ft
      • Built 1980
      949 Bay Dr, Summerland Key, FL 33042

      Last Sold Summary

      • 2% Above List Price
      • $1,168/SF
      • 50 Days On Market

      Last Sold Price $1,420,000

      Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  • /7

    $4,150,000 New Construction

    • 5 Beds
    • 5.5 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
  • /40

    $825,000 Sold Aug 04, 2025

    260 Airport Dr S, Summerland Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 918 Sq Ft
    • Built 1959

    Last Sold Summary

    • 8% Below List Price
    • $899/SF
    • 157 Days On Market

    Current Estimated Value $833,295

    Last Listing Agent Francesca Santiago Keller Williams Realty Professionals (KW)

    260 Airport Dr S, Summerland Key, FL 33042
    • /2

      Est $1,522,857 Not Listed For Sale

      28537 John Silver Rd, Summerland Key, FL 33042

      • 3 Beds
      • 3 Baths
      • 1,552 Sq Ft
      • Built 1985
      28537 John Silver Rd, Summerland Key, FL 33042

      Last Sold Summary

      • 2% Below List Price
      • $966/SF

      Last Sold Price $1,500,000

      Last Listing Agent Lisa Swanson The Agency Florida Keys

Showing Results 641 - 680, Page 17 of 18

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