279

Recently Sold Homes in 33042

Section Image
  • /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 $1,835,527

    Last Listing Agent Will Langley 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 $1,150,846

    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 $1,317,072

    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 $3,333,957

    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 $1,328,969

    Last Listing Agent Madeleine Lowe Expert Realty LLC (HQ)

    141 Arica Ln, Cudjoe 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 $1,656,979

    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 $1,096,250

    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 $1,730,659

    Last Listing Agent Kelly Gardner Bluescape Real Estate

    620 Barry Ave, Summerland 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 $811,230

    Last Listing Agent Debra Farrell Island Welcome Real Estate

    744 Blackbeard Rd, Summerland 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 $1,892,073

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    17077 Bonita Ln W, 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 $189,922

    Last Listing Agent Sandra Tuttle Island Welcome Real Estate

    27313 Saint Martin Ln, Ramrod 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 $1,491,187

    Last Listing Agent Lindsay Ryan EXP Realty LLC

    153 Galleon Ln, Summerland Key, FL 33042
  • /59

    $2,175,000

    Sold Jun 20, 2025

    17346 Keystone Rd, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 2,192 Sq Ft
    • Built 2019

    Last Sold Summary

    • 13% Below List Price
    • $992/SF
    • 41 Days On Market

    Current Estimated Value $2,283,221

    Last Listing Agent Matthew Sheehan Ocean Sotheby's International Realty

    17346 Keystone Rd, Summerland Key, FL 33042
  • /19

    $505,000

    Sold Jul 30, 2025

    134 Tortuga Ln, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,056 Sq Ft
    • Built 1988

    Last Sold Summary

    • 11% Below List Price
    • $478/SF
    • 4 Days On Market

    Current Estimated Value $661,767

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

    134 Tortuga Ln, Summerland 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
  • /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 $765,352

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    25081 Overseas Hwy, 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 $871,000

    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 $1,004,278

    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 $1,136,892

    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
  • /45

    $2,090,000

    Sold Jul 07, 2025

    23066 Tarpon Ln, Summerland Key, FL 33042

    • 4 Beds
    • 3.5 Baths
    • 1,938 Sq Ft
    • Built 2025

    Last Sold Summary

    • 13% Below List Price
    • $1,078/SF
    • 65 Days On Market

    Current Estimated Value $1,831,283

    Last Listing Agent Greg MacLaren Internet Realty of the Florida Keys

    23066 Tarpon Ln, Summerland 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 $2,089,953

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

    27450 W Indies Dr, 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 $947,713

    Last Listing Agent Noel Betancourt Tropic Shores Realty

    460 Barry Ave, Summerland Key, FL 33042
  • /82

    $2,495,000

    Sold Mar 02, 2026

    835 Gulf Dr, Summerland Key, FL 33042

    • 4 Beds
    • 3.5 Baths
    • 2,416 Sq Ft
    • Built 2023

    Last Sold Summary

    • 11% Below List Price
    • $1,033/SF
    • 195 Days On Market

    Current Estimated Value $2,499,891

    Last Listing Agent Donna Pezzi Keller Williams Key West Compass Realty

    835 Gulf Dr, Summerland Key, FL 33042
  • /5

    $170,000

    Sold Dec 04, 2025

    27313 Antigua Rd, Ramrod Key, FL 33042

    • Land
    • 6,000 Sq Ft
    • $1,234,200 per Acre

    Last Sold Summary

    • 41% Below List Price
    • 7 Days On Market

    Current Estimated Value $168,000

    Last Listing Agent Pamela Stangler Expert Realty LLC

    27313 Antigua Rd, Ramrod Key, FL 33042
  • /34

    $650,000

    Sold Sep 10, 2025

    558 E Shore Dr, Summerland Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 1,392 Sq Ft
    • Built 1994

    Last Sold Summary

    • 12% Below List Price
    • $467/SF
    • 22 Days On Market

    Current Estimated Value $787,404

    Last Listing Agent Tommy Gomez Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key

    558 E Shore Dr, Summerland Key, FL 33042
  • /40

    $1,075,000

    Sold Jun 16, 2025

    791 W Indies Dr, Summerland Key, FL 33042

    • 4 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Built 1982

    Last Sold Summary

    • 20% Below List Price
    • $933/SF
    • 191 Days On Market

    Current Estimated Value $1,130,375

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    791 W Indies Dr, Summerland 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 $944,066

    Last Listing Agent Donna Pezzi Keller Williams Key West Compass Realty

    786 Jamaica Ln, Little Torch 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 $868,272

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

    23012 Snapper Ln, Summerland 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 $1,002,885

    Last Listing Agent Karen Haack Coldwell Banker Schmitt RE Co.

    419 Blackbeard Rd, 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 $934,271

    Last Listing Agent Matthew Sheehan Ocean Sotheby's International Realty

    22852 John Silver Ln, Summerland 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 $5,331,202

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    4500 Filer Cove Rd, Summerland Key, FL 33042
  • /74

    $750,000

    Sold Apr 24, 2026

    701 Spanish Main Dr Unit 333,334, Cudjoe Key, FL 33042

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

    Last Sold Summary

    • 6% Below List Price
    • $979/SF
    • 90 Days On Market

    Last Listing Agent Ian Calderwood Bluescape Real Estate- Venture

    701 Spanish Main Dr Unit 333,334, Cudjoe 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 $1,537,706

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    17227 Allamanda Dr, Summerland 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 $1,691,134

    Last Listing Agent Jennifer Chaney Chaney Homes

    227 La Fitte Rd, Summerland Key, FL 33042
  • /2

    $390,000

    Sold Apr 29, 2026

    701 Spanish Main Dr Unit 635, Cudjoe Key, FL 33042

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

    Last Sold Summary

    • 5% Below List Price
    • $451/SF
    • 61 Days On Market

    Last Listing Agent Kim Babenzien Expert Realty LLC (HQ)

    701 Spanish Main Dr Unit 635, Cudjoe 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 $1,653,432

    Last Listing Agent Halley Haack Coldwell Banker Schmitt RE Co.

    27365 Barbuda Ln, Summerland Key, FL 33042
  • /39

    $1,116,000

    Sold Jun 25, 2025

    591 Blackbeard Rd, Summerland Key, FL 33042

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

    Last Sold Summary

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

    Current Estimated Value $1,282,196

    Last Listing Agent Michelle Howerton Brenda Donnelly Real Estate LLC

    591 Blackbeard Rd, Summerland 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

Showing Results 201 - 240, Page 6 of 7

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