172

Recently Sold Sugarloaf, FL Homes

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  • /52

    $2,300,000

    Sold Sep 12, 2025

    23086 Snapper Ln, Summerland Key, FL 33042

    • 4 Beds
    • 3 Baths
    • 2,586 Sq Ft
    • Built 1985

    Last Sold Summary

    • 8% Below List Price
    • $889/SF
    • 147 Days On Market

    Current Estimated Value $2,244,810

    Last Listing Agent Greg MacLaren Internet Realty of the Florida Keys

    23086 Snapper Ln, Summerland Key, FL 33042
  • /22

    $649,000

    Sold May 20, 2026

    19591 Navajo St, Summerland Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 1,040 Sq Ft
    • Built 1994

    Last Sold Summary

    • 4% Below List Price
    • $624/SF
    • 25 Days On Market

    Current Estimated Value $657,807

    Last Listing Agent Mike Kane Internet Realty of the Florida Keys

    19591 Navajo St, Summerland Key, FL 33042
  • /29

    $1,400,000

    Sold Apr 24, 2026

    20841 8th Ave W, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,872 Sq Ft
    • Built 1994

    Last Sold Summary

    • 10% Below List Price
    • $748/SF
    • 82 Days On Market

    Current Estimated Value $1,459,775

    Last Listing Agent Collin Tingle Coldwell Banker Schmitt Lower Keys (KW)

    20841 8th Ave W, Summerland Key, FL 33042
  • /17

    $16,000

    Sold Oct 28, 2025

    0 Budd Key Aly Unit 616603, Cudjoe Key, FL 33042

    • Land
    • 1.2 Acres
    • $13,333 per Acre

    Last Sold Summary

    • 23% Below List Price
    • 12 Days On Market

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

    0 Budd Key Aly Unit 616603, Cudjoe Key, FL 33042
  • /47

    $1,800,000

    Sold Apr 30, 2026

    23087 Sailfish Ln, Cudjoe Key, FL 33042

    • 3 Beds
    • 3.5 Baths
    • 2,100 Sq Ft
    • Built 1997

    Last Sold Summary

    • 10% Below List Price
    • $857/SF
    • 48 Days On Market

    Current Estimated Value $1,780,967

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    23087 Sailfish Ln, Cudjoe Key, FL 33042
  • /47

    $1,100,000

    Sold Jun 12, 2026

    43 Venetian Way, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,250 Sq Ft
    • Built 1982

    Last Sold Summary

    • 17% Below List Price
    • $880/SF
    • 497 Days On Market

    Current Estimated Value $1,104,521

    Last Listing Agent Lori Cameron Buy The Keys

    43 Venetian Way, Summerland Key, FL 33042
  • /61

    $750,000

    Sold Jul 31, 2026

    17326 Jamaica Ln, Summerland Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 1,520 Sq Ft
    • Built 1987

    Last Sold Summary

    • 18% Below List Price
    • $493/SF
    • 115 Days On Market

    Current Estimated Value $862,948

    Last Listing Agent Stephanie Wise Keller Williams Key West Compass Realty

    17326 Jamaica Ln, Summerland Key, FL 33042
  • /64

    $1,425,000

    Sold May 28, 2026

    17215 Bonita Ln E, Sugarloaf Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,528 Sq Ft
    • Built 2008

    Last Sold Summary

    • 5% Below List Price
    • $933/SF
    • 71 Days On Market

    Current Estimated Value $1,397,797

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    17215 Bonita Ln E, Sugarloaf Key, FL 33042
  • /35

    $560,000

    Sold Aug 29, 2025

    19616 Aztec St, Summerland Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 1,129 Sq Ft
    • Built 1953

    Last Sold Summary

    • 20% Below List Price
    • $496/SF
    • 196 Days On Market

    Current Estimated Value $593,934

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    19616 Aztec St, Summerland Key, FL 33042
  • /36

    $840,000

    Sold Jun 26, 2026

    701 Spanish Main Dr Unit 512, Cudjoe Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 861 Sq Ft
    • Built 1999

    Last Sold Summary

    • 14% Below List Price
    • $976/SF
    • 159 Days On Market

    Last Listing Agent Jamie Caudill Lokation Real Estate

    701 Spanish Main Dr Unit 512, Cudjoe Key, FL 33042
  • /90

    $1,075,000

    Sold May 11, 2026

    21855 Spain Blvd, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,467 Sq Ft
    • Built 1985

    Last Sold Summary

    • 10% Below List Price
    • $733/SF
    • 28 Days On Market

    Current Estimated Value $1,079,435

    Last Listing Agent Patti Nickless Coldwell Banker Schmitt Lower Keys (KW)

    21855 Spain Blvd, Summerland Key, FL 33042
  • /58

    $1,164,000

    Sold Dec 12, 2025

    164 Tortuga Ln, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Built 1990

    Last Sold Summary

    • 3% Below List Price
    • $831/SF
    • 27 Days On Market

    Current Estimated Value $1,156,148

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

    164 Tortuga Ln, Summerland Key, FL 33042
  • /32

    $970,000

    Sold Jul 08, 2026

    17287 Cayman Dr, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,488 Sq Ft
    • Built 2013

    Last Sold Summary

    • 3% Below List Price
    • $652/SF
    • 42 Days On Market

    Current Estimated Value $1,042,746

    Last Listing Agent Jonathan Minerick Homecoin.com

    17287 Cayman Dr, Summerland Key, FL 33042
  • /19

    $650,000

    Sold Mar 20, 2026

    14 Coral Dr, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 1,150 Sq Ft
    • Built 1989

    Last Sold Summary

    • 4% Below List Price
    • $565/SF
    • 9 Days On Market

    Current Estimated Value $683,917

    Last Listing Agent Christopher Scott,PA Expert Realty LLC (HQ)

    14 Coral Dr, Key West, FL 33040
  • /39

    $2,900

    Sold Jul 03, 2026

    4 Coral Dr, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 873 Sq Ft
    • Built 2003

    Last Sold Summary

    • 17% Below List Price
    • $3/SF
    • 29 Days On Market

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

    4 Coral Dr, Key West, FL 33040
  • /11

    $475,000

    Sold May 27, 2026

    19264 Acosta Trail, Summerland Key, FL 33042

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

    Last Sold Summary

    • 4% Below List Price
    • $571/SF
    • 9 Days On Market

    Current Estimated Value $441,960

    Last Listing Agent Kelly Gardner Bluescape Real Estate

    19264 Acosta Trail, Summerland Key, FL 33042
  • /4

    $700,000

    Sold Apr 23, 2026

    20963 7th Ave W, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,556 Sq Ft
    • Built 1985

    Last Sold Summary

    • 3% Below List Price
    • $450/SF

    Current Estimated Value $862,829

    Last Listing Agent Wyelda Bierman Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

    20963 7th Ave W, Summerland Key, FL 33042
  • /39

    $1,300,000

    Sold Jun 05, 2026

    20838 5th Ave W, Cudjoe Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,944 Sq Ft
    • Built 1987

    Last Sold Summary

    • 19% Below List Price
    • $669/SF
    • 187 Days On Market

    Current Estimated Value $1,363,565

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    20838 5th Ave W, Cudjoe Key, FL 33042
  • /27

    $853,000

    Sold Jan 09, 2026

    22922 Blackbeard Ln, Cudjoe Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,195 Sq Ft
    • Built 2012

    Last Sold Summary

    • 14% Below List Price
    • $714/SF
    • 105 Days On Market

    Current Estimated Value $865,966

    Last Listing Agent Krystal Thomas eXp Realty LLC

    22922 Blackbeard Ln, Cudjoe Key, FL 33042
  • /18

    $415,000

    Sold Jun 26, 2026

    701 Spanish Main Dr Unit 183, Cudjoe Key, FL 33042

    • Land
    • 2,178 Sq Ft
    • $8,300,000 per Acre

    Last Sold Summary

    • 12% Below List Price
    • 228 Days On Market

    Current Estimated Value $436,063

    Last Listing Agent Jenifer Hirsch Bluescape Real Estate

    701 Spanish Main Dr Unit 183, Cudjoe Key, FL 33042
  • /62

    $1,185,000

    Sold Oct 06, 2025

    22915 Bluegill Ln, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Built 2001

    Last Sold Summary

    • 6% Below List Price
    • $882/SF
    • 37 Days On Market

    Current Estimated Value $1,184,534

    Last Listing Agent Deni Heintzelman KeyIsle Realty

    22915 Bluegill Ln, Summerland Key, FL 33042
  • /29

    $360,000

    Sold Jul 24, 2026

    17 Palm Dr, Key West, FL 33040

    • 2 Beds
    • 1 Bath
    • 812 Sq Ft
    • Built 1984

    Last Sold Summary

    • 10% Below List Price
    • $443/SF
    • 8 Days On Market

    Last Listing Agent Tonya Cabanas Truman & Co. (KW)

    17 Palm Dr, Key West, FL 33040
  • /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
  • /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 $252,576

    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 $1,282,207

    Last Listing Agent Greg MacLaren Internet Realty of the Florida Keys

    1185 Hakluyt Ln, Summerland 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 $796,953

    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 $3,861,398

    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
  • /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 $1,295,547

    Last Listing Agent Diane Corliss Coldwell Banker Schmitt RE Co.

    21073 7th Ave, Summerland 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 $1,122,753

    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 $906,336

    Last Listing Agent Pamela Stangler Expert Realty LLC

    22880 Blackbeard Ln, Summerland Key, FL 33042
  • /38

    $775,000

    Sold Sep 11, 2025

    22957 Drake Ln, Cudjoe Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 1,008 Sq Ft
    • Built 1986

    Last Sold Summary

    • 4% Below List Price
    • $769/SF
    • 7 Days On Market

    Current Estimated Value $818,910

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    22957 Drake Ln, Cudjoe 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 $426,687

    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 $2,007,884

    Last Listing Agent Sandra Tuttle Island Welcome Real Estate

    743 Pattison Dr, Summerland 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 $1,559,848

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    56 Colson Dr, Summerland Key, FL 33042

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