297

Recently Sold Homes in 33042

Section Image
  • /2

    $55,000

    Sold Dec 04, 2025

    Lot 17 Treasure Chest Dr, Cudjoe Key, FL 33042

    • Land
    • 6,000 Sq Ft
    • $399,300 per Acre

    Last Sold Summary

    • 90% Above List Price
    • 73 Days On Market

    Last Listing Agent Pamela Stangler Expert Realty LLC

    Lot 17 Treasure Chest Dr, Cudjoe Key, FL 33042
  • /52

    $920,000

    Sold Aug 31, 2026

    22811 Buccaneer Ln, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Built 1998

    Last Sold Summary

    • 3% Below List Price
    • $767/SF
    • 7 Days On Market

    Current Estimated Value $945,170

    Last Listing Agent Madeleine Young Island Welcome Real Estate LLC

    22811 Buccaneer Ln, Summerland Key, FL 33042
  • /57

    $1,550,000

    Sold Mar 02, 2026

    270 Airport Dr S, Summerland Key, FL 33042

    • 3 Beds
    • 3 Baths
    • 1,275 Sq Ft
    • Built 1980

    Last Sold Summary

    • 30% Below List Price
    • $1,216/SF
    • 63 Days On Market

    Current Estimated Value $1,539,070

    Last Listing Agent Solaris Gregory Expert Realty LLC (HQ)

    270 Airport Dr S, Summerland Key, FL 33042
  • /29

    $235,000

    Sold Oct 31, 2025

    701 Spanish Main Dr Unit 621, Cudjoe Key, FL 33042

    • Land
    • 2,078 Sq Ft
    • $4,926,179 per Acre

    Last Sold Summary

    • 2% Below List Price
    • 76 Days On Market

    Current Estimated Value $248,289

    Last Listing Agent Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 621, Cudjoe 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 $1,304,947

    Last Listing Agent Greg MacLaren Internet Realty of the Florida Keys

    1185 Hakluyt Ln, Summerland Key, FL 33042
  • /42

    $880,000

    Sold Jun 25, 2026

    27415 Barbuda Ln, Ramrod Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,408 Sq Ft
    • Built 2008

    Last Sold Summary

    • 30% Below List Price
    • $625/SF
    • 375 Days On Market

    Current Estimated Value $903,684

    Last Listing Agent Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    27415 Barbuda Ln, Ramrod Key, FL 33042
  • /7

    $3,500

    Sold May 24, 2026

    19525 Date Palm Dr, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Built 2006

    Last Sold Summary

    • 9% Below List Price
    • $3/SF
    • 20 Days On Market

    Current Estimated Value $793,317

    Last Listing Agent Cliff Glansen FlatFee.com

    19525 Date Palm Dr, Summerland Key, FL 33042
  • /2

    $75,000

    Sold Jun 29, 2026

    Lot 16 Date Palm Dr, Sugarloaf Key, FL 33042

    • Land
    • 14,810 Sq Ft
    • $220,588 per Acre

    Last Sold Summary

    • 83% Below List Price
    • 346 Days On Market

    Last Listing Agent Pamela Stangler Expert Realty LLC

    Lot 16 Date Palm Dr, 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 $3,910,023

    Last Listing Agent Madeleine Young Island Welcome Real Estate LLC

    16200 Old State Rd Unit 4A, Sugarloaf 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
  • /12

    $269,000

    Sold Sep 29, 2025

    20822 1st Ave, Cudjoe Key, FL 33042

    • Land
    • 9,999 Sq Ft
    • $1,171,764 per Acre

    Last Sold Summary

    • 10% Below List Price
    • 18 Days On Market

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    20822 1st Ave, Cudjoe Key, FL 33042
  • /25

    $445,000

    Sold Apr 27, 2026

    27973 Snapper Ln, Little Torch Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft
    • Built 1987

    Last Sold Summary

    • 15% Below List Price
    • $421/SF
    • 291 Days On Market

    Last Listing Agent Bill Vaught (REO Vaught Realty LLC Vaught Realty

    27973 Snapper Ln, Little Torch Key, FL 33042
  • /39

    $900,000

    Sold Jul 02, 2026

    21073 7th Ave, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 2,198 Sq Ft
    • Built 1975

    Last Sold Summary

    • $409/SF
    • 0 Days On Market

    Current Estimated Value $910,322

    Last Listing Agent Diane Corliss Coldwell Banker Schmitt RE Co.

    21073 7th Ave, Summerland Key, FL 33042
  • /3

    $50,000

    Sold Aug 31, 2026

    unknown County Rd, Little Torch Key, FL 33042

    • Land
    • 16,988 Sq Ft
    • $128,205 per Acre

    Last Sold Summary

    Last Listing Agent Melissa Gibbins Expert Realty LLC (HQ)

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

    $775,000

    Sold Aug 03, 2026

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

    • 2 Beds
    • 2 Baths
    • 842 Sq Ft
    • Built 2006

    Last Sold Summary

    • 9% Below List Price
    • $920/SF
    • 231 Days On Market

    Last Listing Agent Ian Calderwood Bluescape Real Estate- Venture

    701 Spanish Main Dr Unit 172, Cudjoe Key, FL 33042
  • /54

    $700,000

    Sold Aug 03, 2026

    701 Spanish Main Dr Unit 97, Cudjoe Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 640 Sq Ft
    • Built 2018

    Last Sold Summary

    • 22% Below List Price
    • $1,094/SF
    • 152 Days On Market

    Last Listing Agent Jan Fritz Coldwell Banker Schmitt RE Co.

    701 Spanish Main Dr Unit 97, Cudjoe 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 $1,113,960

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    22841 Buccaneer Ln, Summerland 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

    Last Listing Agent Deni Heintzelman KeyIsle Realty

    23038 Overseas Hwy, Cudjoe 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 $924,906

    Last Listing Agent Pamela Stangler Expert Realty LLC

    22880 Blackbeard Ln, Summerland Key, FL 33042
  • /36

    $975,000

    Sold Aug 19, 2026

    596 W Shore Dr, Summerland Key, FL 33042

    • 5 Beds
    • 3 Baths
    • 2,572 Sq Ft
    • Built 1963

    Last Sold Summary

    • 2% Below List Price
    • $379/SF
    • 19 Days On Market

    Current Estimated Value $993,140

    Last Listing Agent Miranda Dender Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key

    596 W Shore Dr, Summerland Key, FL 33042
  • /24

    $430,000

    Sold Nov 25, 2025

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

    • Land
    • 2,078 Sq Ft
    • $9,013,859 per Acre

    Last Sold Summary

    • 13% Below List Price
    • 287 Days On Market

    Current Estimated Value $441,856

    Last Listing Agent Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 600, Cudjoe Key, FL 33042
  • /61

    $2,000,000

    Sold Mar 18, 2026

    743 Pattison Dr, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,674 Sq Ft
    • Built 1997

    Last Sold Summary

    • 11% Below List Price
    • $1,195/SF
    • 135 Days On Market

    Current Estimated Value $2,007,484

    Last Listing Agent Sandra Tuttle Island Welcome Real Estate

    743 Pattison Dr, Summerland Key, FL 33042
  • /95

    $1,375,000

    Sold Oct 30, 2025

    241 W Indies Dr, Ramrod Key, FL 33042

    • 4 Beds
    • 3 Baths
    • 1,888 Sq Ft
    • Built 2021

    Last Sold Summary

    • 10% Below List Price
    • $728/SF
    • 226 Days On Market

    Current Estimated Value $1,461,406

    Last Listing Agent Jaime Caballero Key West Vacation Properties & Realty, LLC (KW)

    241 W Indies Dr, Ramrod Key, FL 33042
  • /50

    $1,550,000

    Sold Feb 23, 2026

    56 Colson Dr, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,645 Sq Ft
    • Built 1995

    Last Sold Summary

    • 3% Below List Price
    • $942/SF
    • 12 Days On Market

    Current Estimated Value $1,559,608

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    56 Colson Dr, Summerland Key, FL 33042
  • /39

    $850,000

    Sold Sep 15, 2026

    437 Pirates Rd, Little Torch Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft
    • Built 2015

    Last Sold Summary

    • 5% Below List Price
    • $656/SF
    • 61 Days On Market

    Current Estimated Value $893,261

    Last Listing Agent Jo Ann Cook Ocean Sotheby's International

    437 Pirates Rd, Little Torch Key, FL 33042
  • /53

    $985,000

    Sold Jul 31, 2026

    24225 Caribbean Dr W, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,056 Sq Ft
    • Built 2001

    Last Sold Summary

    • 4% Below List Price
    • $933/SF

    Current Estimated Value $1,021,173

    Last Listing Agent Elizabeth Greco-DeGrenier Coldwell Banker Schmitt RE Co.

    24225 Caribbean Dr W, Summerland Key, FL 33042
  • /30

    $775,000

    Sold Sep 30, 2025

    24827 Park Dr, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,274 Sq Ft
    • Built 2018

    Last Sold Summary

    • 14% Below List Price
    • $608/SF
    • 175 Days On Market

    Current Estimated Value $828,602

    Last Listing Agent Juan Benitez Benitez Keller Williams Key West Compass Realty

    24827 Park Dr, Summerland Key, FL 33042
  • /17

    $320,000

    Sold Feb 20, 2026

    27977 Coral Shores Rd, Little Torch Key, FL 33042

    • 2 Beds
    • 1 Bath
    • 684 Sq Ft
    • Built 1980

    Last Sold Summary

    • 20% Below List Price
    • $468/SF
    • 54 Days On Market

    Last Listing Agent Dasha Ray Conch Realty LLC (KW)

    27977 Coral Shores Rd, Little Torch Key, FL 33042
  • /61

    $835,000

    Sold May 04, 2026

    27332 St Martin Ln, Ramrod Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,716 Sq Ft
    • Built 1974

    Last Sold Summary

    • 14% Below List Price
    • $487/SF
    • 195 Days On Market

    Current Estimated Value $895,992

    Last Listing Agent Mark Gable Engel & Völkers Marathon

    27332 St Martin Ln, Ramrod Key, FL 33042
  • /63

    $1,075,000

    Sold Aug 31, 2026

    417 Pirates Rd, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,280 Sq Ft
    • Built 2001

    Last Sold Summary

    • 10% Below List Price
    • $840/SF

    Current Estimated Value $1,502,475

    Last Listing Agent Maggie Beall Lokation Real Estate

    417 Pirates Rd, Summerland Key, FL 33042
  • /75

    $775,000

    Sold Sep 04, 2026

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

    • 2 Beds
    • 2 Baths
    • 816 Sq Ft
    • Built 1985

    Last Sold Summary

    • 17% Below List Price
    • $950/SF
    • 201 Days On Market

    Last Listing Agent Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 47, Cudjoe Key, FL 33042
  • /17

    $850,000

    Sold Mar 30, 2026

    17171 Seagrape Ln, Summerland Key, FL 33042

    • 3 Beds
    • 3 Baths
    • 1,400 Sq Ft
    • Built 1982

    Last Sold Summary

    • 22% Below List Price
    • $607/SF
    • 132 Days On Market

    Current Estimated Value $961,826

    Last Listing Agent Marie Howe Century 21 Circle - Key West

    17171 Seagrape Ln, Summerland Key, FL 33042
  • /43

    $870,000

    Sold Oct 10, 2025

    22818 Privateer Dr, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,452 Sq Ft
    • Built 1997

    Last Sold Summary

    • $599/SF
    • 1 Day On Market

    Current Estimated Value $908,349

    Last Listing Agent Diane Corliss Coldwell Banker Schmitt RE Co.

    22818 Privateer Dr, Summerland Key, FL 33042
  • /30

    $710,000

    Sold Dec 01, 2025

    701 Spanish Main Dr Unit 468, Cudjoe Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 864 Sq Ft
    • Built 2002

    Last Sold Summary

    • 25% Below List Price
    • $822/SF
    • 328 Days On Market

    Last Listing Agent Katrina Vanek Bluescape Real Estate

    701 Spanish Main Dr Unit 468, Cudjoe Key, FL 33042
  • /42

    $600,000

    Sold Jun 04, 2026

    22948 Drake Ln, Summerland Key, FL 33042

    • Land
    • 6,098 Sq Ft
    • $4,285,714 per Acre

    Last Sold Summary

    • 8% Below List Price
    • 177 Days On Market

    Current Estimated Value $606,730

    Last Listing Agent Barbara Bowers Preferred Properties (KW)

    22948 Drake Ln, Summerland Key, FL 33042
  • /38

    $1,170,000

    Sold Mar 02, 2026

    218 Spanish Main Dr, Summerland Key, FL 33042

    • 3 Beds
    • 3 Baths
    • 2,016 Sq Ft
    • Built 1994

    Last Sold Summary

    • 2% Below List Price
    • $580/SF
    • 11 Days On Market

    Current Estimated Value $1,202,498

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    218 Spanish Main Dr, Summerland Key, FL 33042
  • /47

    $525,000

    Sold May 28, 2026

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

    • 2 Beds
    • 2 Baths
    • 816 Sq Ft
    • Built 1995

    Last Sold Summary

    • 11% Below List Price
    • $643/SF
    • 204 Days On Market

    Last Listing Agent Ian Calderwood Bluescape Real Estate- Venture

    701 Spanish Main Dr Unit 510, Cudjoe Key, FL 33042
  • /4

    $100,000

    Sold Aug 25, 2026

    0 Acosta Rd, Summerland Key, FL 33042

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

    Last Sold Summary

    • 115 Days On Market

    Last Listing Agent Eugenia Hernandez Premium Properties R.E. Svc.

    0 Acosta Rd, Summerland Key, FL 33042
  • /71

    $420,000

    Sold May 26, 2026

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

    • Land
    • 2,613 Sq Ft
    • $7,000,000 per Acre

    Last Sold Summary

    • 7% Below List Price
    • 75 Days On Market

    Current Estimated Value $423,493

    Last Listing Agent Kelly Gardner Bluescape Real Estate

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

Showing Results 161 - 200, Page 5 of 8

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