297

Recently Sold Homes in 33042

Section Image
  • /44

    $870,000

    Sold Feb 05, 2026

    701 Spanish Main Dr Unit 214, Cudjoe Key, FL 33042

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

    Last Sold Summary

    • 13% Below List Price
    • $1,117/SF
    • 224 Days On Market

    Last Listing Agent Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 214, Cudjoe Key, FL 33042
  • /15

    $245,000

    Sold Feb 17, 2026

    27345 Guadaloupe Ln, Ramrod Key, FL 33042

    • Land
    • 6,000 Sq Ft
    • $1,778,700 per Acre

    Last Sold Summary

    • 19% Below List Price
    • 56 Days On Market

    Current Estimated Value $244,369

    Last Listing Agent Scott Brisson KeyIsle Realty

    27345 Guadaloupe Ln, Ramrod Key, FL 33042
  • /38

    $785,000

    Sold Nov 04, 2025

    22464 La Fitte Dr, Summerland Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 860 Sq Ft
    • Built 1986

    Last Sold Summary

    • 2% Below List Price
    • $913/SF
    • 41 Days On Market

    Current Estimated Value $804,122

    Last Listing Agent Steven Koleno Beycome of Florida, LLC

    22464 La Fitte Dr, Summerland Key, FL 33042
  • /30

    $700,000

    Sold May 08, 2026

    26868 Mariposa Rd, Ramrod Key, FL 33042

    • 4 Beds
    • 2 Baths
    • 1,456 Sq Ft
    • Built 2023

    Last Sold Summary

    • 16% Below List Price
    • $481/SF
    • 202 Days On Market

    Current Estimated Value $737,647

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

    26868 Mariposa Rd, Ramrod Key, FL 33042
  • /17

    $577,500

    Sold Feb 10, 2026

    56 W Shore Dr, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,380 Sq Ft
    • Built 2000

    Last Sold Summary

    • 26% Below List Price
    • $418/SF
    • 53 Days On Market

    Current Estimated Value $669,346

    Last Listing Agent Veronica Crego-flores Genstone Realty LLC

    56 W Shore Dr, Summerland Key, FL 33042
  • /8

    $750,000

    Sold Feb 06, 2026

    24931 Overseas Hwy, Summerland Key, FL 33042

    • 1 Bed
    • 4 Baths
    • 1,965 Sq Ft
    • Built 1975

    Last Sold Summary

    • 42% Below List Price
    • $382/SF
    • 309 Days On Market

    Current Estimated Value $764,872

    Last Listing Agent Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

    24931 Overseas Hwy, Summerland Key, FL 33042
  • /2

    $1,650,000

    Sold Oct 30, 2025

    22864 Bluegill Ln, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,664 Sq Ft
    • Built 2002

    Last Sold Summary

    • $992/SF
    • 0 Days On Market

    Current Estimated Value $1,658,525

    Last Listing Agent Melissa Graham Bluescape Real Estate

    22864 Bluegill Ln, Summerland Key, FL 33042
  • /85

    $1,800,000

    Sold Jan 23, 2026

    17054 Coral Dr, Summerland Key, FL 33042

    • 4 Beds
    • 3 Baths
    • 2,422 Sq Ft
    • Built 2004

    Last Sold Summary

    • 10% Below List Price
    • $743/SF
    • 240 Days On Market

    Current Estimated Value $1,883,833

    Last Listing Agent Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

    17054 Coral Dr, 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 $1,187,848

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

    19749 Date Palm Dr, Summerland 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 $1,326,416

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    28532 Dirk Rd, 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 $3,414,832

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

    20816 4th Ave W, Cudjoe 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 $1,360,815

    Last Listing Agent Madeleine Young Island Welcome Real Estate LLC

    141 Arica Ln, Cudjoe Key, FL 33042
  • /7

    $4,330,000

    Sold Jul 15, 2026

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

    • 5 Beds
    • 5.5 Baths
    • 3,119 Sq Ft
    • Built 2025

    Last Sold Summary

    • 2% Below List Price
    • $1,388/SF
    • 271 Days On Market

    Last Listing Agent Stephanie Marinucci Serhant Florida LLC - Delray Beach Office

    231 E Shore Dr Unit 5, 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 $1,685,150

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

    17213 Starfish Ln E, Summerland 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 $1,079,506

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    237 La Fitte Rd, Summerland 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 $1,735,886

    Last Listing Agent Kelly Gardner Bluescape Real Estate

    620 Barry Ave, Summerland Key, FL 33042
  • /40

    $1,700,000

    Sold Jul 27, 2026

    28573 Le Grand Rd, Little Torch Key, FL 33042

    • 3 Beds
    • 3 Baths
    • 1,998 Sq Ft
    • Built 1989

    Last Sold Summary

    • 15% Below List Price
    • $851/SF
    • 225 Days On Market

    Current Estimated Value $1,601,478

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    28573 Le Grand Rd, Little Torch Key, FL 33042
  • /50

    $815,000

    Sold Jun 10, 2026

    27369 Saint Vincent Ln, Summerland Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 1,592 Sq Ft
    • Built 1989

    Last Sold Summary

    • 6% Below List Price
    • $512/SF
    • 67 Days On Market

    Current Estimated Value $832,780

    Last Listing Agent Brian Kruszewski LoKation Real Estate

    27369 Saint Vincent Ln, Summerland Key, FL 33042
  • /32

    $540,000

    Sold Jun 10, 2026

    27059 Old State Road 4a, Summerland Key, FL 33042

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

    Last Sold Summary

    • 3% Above List Price
    • $549/SF
    • 2 Days On Market

    Current Estimated Value $539,738

    Last Listing Agent Ian Calderwood Bluescape Real Estate- Venture

    27059 Old State Road 4a, Summerland Key, FL 33042
  • /2

    $955,000

    Sold Aug 18, 2026

    22748 Blackbeard Ln, Cudjoe Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 1,280 Sq Ft
    • Built 1989

    Last Sold Summary

    • 2% Below List Price
    • $746/SF
    • 4 Days On Market

    Current Estimated Value $982,053

    Last Listing Agent Lindsay Ryan EXP Realty LLC

    22748 Blackbeard Ln, Cudjoe Key, FL 33042
  • /4

    $175,000

    Sold Dec 23, 2025

    Lot 2 Overseas Hwy, Summerland Key, FL 33042

    • Land
    • 12,500 Sq Ft
    • $609,840 per Acre

    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
  • /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 $768,420

    Last Listing Agent Debra Farrell Island Welcome Real Estate

    744 Blackbeard Rd, Summerland Key, FL 33042
  • /3

    $1,350,000

    Sold Sep 16, 2026

    27344 Saint Lucie Ln, Ramrod Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,360 Sq Ft
    • Built 2023

    Last Sold Summary

    • 4% Below List Price
    • $993/SF
    • 0 Days On Market

    Current Estimated Value $1,182,630

    Last Listing Agent Brian Kruszewski LoKation Real Estate

    27344 Saint Lucie Ln, Ramrod Key, FL 33042
  • /67

    $1,900,000

    Sold Nov 06, 2025

    17077 Bonita Ln W, Summerland Key, FL 33042

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

    Last Sold Summary

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

    Current Estimated Value $1,945,199

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    17077 Bonita Ln W, Summerland Key, FL 33042
  • /9

    $2,150,000

    Sold Jun 25, 2026

    24356 Overseas Hwy, Summerland Key, FL 33042

    • Land
    • 23,958 Sq Ft
    • $3,909,091 per Acre

    Last Sold Summary

    • 10% Below List Price
    • 254 Days On Market

    Last Listing Agent Scott Brisson KeyIsle Realty

    24356 Overseas Hwy, Summerland Key, FL 33042
  • /2

    $50,000

    Sold May 07, 2026

    12 Trin Ln, Torch Key, FL 33042

    • Land
    • 6,098 Sq Ft
    • $357,143 per Acre

    Last Sold Summary

    • 0 Days On Market

    12 Trin Ln, Torch Key, FL 33042
  • /64

    $650,000

    Sold Jun 30, 2026

    701 Spanish Main Dr Unit 374, Cudjoe Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 816 Sq Ft
    • Built 1997

    Last Sold Summary

    • 3% Below List Price
    • $797/SF
    • 62 Days On Market

    Last Listing Agent Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 374, Cudjoe Key, FL 33042
  • /5

    $320,000

    Sold Apr 22, 2026

    248 Yardarm Rd, Cudjoe Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 980 Sq Ft
    • Built 1986

    Last Sold Summary

    • 2% Below List Price
    • $327/SF
    • 21 Days On Market

    Last Listing Agent Joe Ordini Keller Williams Key West Compass Realty

    248 Yardarm Rd, Cudjoe Key, FL 33042
  • /4

    $100,000

    Sold Aug 25, 2026

    0 Mira Rd, Sugerloaf, 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 Mira Rd, Sugerloaf, FL 33042
  • /27

    $724,000

    Sold Oct 20, 2025

    25081 Overseas Hwy, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,144 Sq Ft
    • Built 2006

    Last Sold Summary

    • 4% Above List Price
    • $633/SF
    • 75 Days On Market

    Current Estimated Value $770,691

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    25081 Overseas Hwy, Summerland Key, FL 33042
  • /28

    $375,000

    Sold Aug 25, 2026

    290 46th St, Summerland Key, FL 33042

    • 2 Beds
    • 1 Bath
    • 1,184 Sq Ft
    • Built 1958

    Last Sold Summary

    • 12% Below List Price
    • $317/SF
    • 43 Days On Market

    Current Estimated Value $411,000

    Last Listing Agent Christina Davis Coldwell Banker Schmitt RE Co.

    290 46th St, Summerland Key, FL 33042
  • /41

    $835,000

    Sold May 29, 2026

    154 Cutthroat Dr, Summerland Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft
    • Built 1987

    Last Sold Summary

    • 4% Below List Price
    • $870/SF
    • 50 Days On Market

    Current Estimated Value $841,000

    Last Listing Agent Pamela Stangler Expert Realty LLC

    154 Cutthroat Dr, Summerland Key, FL 33042
  • /52

    $1,006,000

    Sold Mar 19, 2026

    27360 Barbados Ln, Summerland Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 1,040 Sq Ft
    • Built 1995

    Last Sold Summary

    • 4% Below List Price
    • $967/SF
    • 21 Days On Market

    Current Estimated Value $1,006,361

    Last Listing Agent Brian Kruszewski LoKation Real Estate

    27360 Barbados Ln, Summerland Key, FL 33042
  • /39

    $1,100,000

    Sold Apr 27, 2026

    857 Caribbean Dr E, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,204 Sq Ft
    • Built 1987

    Last Sold Summary

    • 15% Below List Price
    • $914/SF
    • 112 Days On Market

    Current Estimated Value $1,110,181

    Last Listing Agent Donna Pezzi Keller Williams Key West Compass Realty

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

    $175,000

    Sold Dec 10, 2025

    ROGO LOTS Overseas Hwy, Cudjoe Key, FL 33042

    • Land
    • 1.78 Acres
    • $98,361 per Acre

    Last Sold Summary

    • 17% Below List Price
    • 23 Days On Market

    Last Listing Agent Dustan Carpenter Berkshire Hathaway HomeServices Knight & Gardner Realty

    ROGO LOTS Overseas Hwy, Cudjoe Key, FL 33042
  • /2

    $2,030,000

    Sold Nov 17, 2025

    27450 W Indies Dr, Summerland Key, FL 33042

    • 2 Beds
    • 4 Baths
    • 1,968 Sq Ft
    • Built 1984

    Last Sold Summary

    • 22% Below List Price
    • $1,032/SF
    • 273 Days On Market

    Current Estimated Value $2,209,291

    Last Listing Agent Dave Wiley Coldwell Banker Schmitt Real Estate Co. (KW)

    27450 W Indies Dr, Summerland Key, FL 33042
  • /30

    $400,000

    Sold Jun 26, 2026

    701 Spanish Main Dr Unit 342, Cudjoe Key, FL 33042

    • 1 Bed
    • 1 Bath
    • 748 Sq Ft
    • Built 1987

    Last Sold Summary

    • 20% Below List Price
    • $535/SF
    • 481 Days On Market

    Last Listing Agent Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 342, Cudjoe Key, FL 33042
  • /74

    $2,650,000

    Sold Aug 10, 2026

    16805 Tamarind Rd, Summerland Key, FL 33042

    • 4 Beds
    • 3 Baths
    • 2,812 Sq Ft
    • Built 1978

    Last Sold Summary

    • 24% Below List Price
    • $942/SF
    • 140 Days On Market

    Current Estimated Value $2,894,333

    Last Listing Agent Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

    16805 Tamarind Rd, Summerland Key, FL 33042
  • /60

    $938,000

    Sold Dec 11, 2025

    460 Barry Ave, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft
    • Built 1985

    Last Sold Summary

    • 22% Below List Price
    • $651/SF
    • 196 Days On Market

    Current Estimated Value $991,015

    Last Listing Agent Noel Betancourt Tropic Shores Realty

    460 Barry Ave, Summerland Key, FL 33042
  • /38

    $1,460,000

    Sold Jul 02, 2026

    1113 de Lussan Ln, Summerland Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 1,127 Sq Ft
    • Built 1992

    Last Sold Summary

    • $1,295/SF
    • 0 Days On Market

    Current Estimated Value $1,440,406

    Last Listing Agent Diane Corliss Coldwell Banker Schmitt RE Co.

    1113 de Lussan Ln, Summerland Key, FL 33042

Showing Results 201 - 240, Page 6 of 8

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