172

Recently Sold Sugarloaf, FL Homes

Section Image
  • /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 $1,027,562

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

    24225 Caribbean Dr W, Summerland 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 $943,256

    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 $889,535

    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 $611,845

    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 $1,171,918

    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
  • /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 $417,242

    Last Listing Agent Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 574, Cudjoe Key, FL 33042
  • /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
  • /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 $784,772

    Last Listing Agent Steven Koleno Beycome of Florida, LLC

    22464 La Fitte Dr, 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 $1,645,038

    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 $1,832,486

    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 $1,202,083

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

    19749 Date Palm Dr, 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 $3,296,247

    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 $1,314,418

    Last Listing Agent Madeleine Young Island Welcome Real Estate LLC

    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 $1,641,455

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

    17213 Starfish Ln E, Summerland Key, FL 33042
  • /90

    $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 $977,796

    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
  • /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 $1,894,285

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    17077 Bonita Ln W, Summerland 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 $1,477,866

    Last Listing Agent Lindsay Ryan EXP Realty LLC

    153 Galleon Ln, Summerland 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
  • /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 $851,000

    Last Listing Agent Pamela Stangler Expert Realty LLC

    154 Cutthroat Dr, 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
  • /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 $3,011,505

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

    16805 Tamarind Rd, 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 $1,369,364

    Last Listing Agent Diane Corliss Coldwell Banker Schmitt RE Co.

    1113 de Lussan Ln, Summerland 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 $868,943

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

    23012 Snapper Ln, 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 $928,866

    Last Listing Agent Matthew Sheehan Ocean Sotheby's International Realty

    22852 John Silver Ln, 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 $1,532,383

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    17227 Allamanda Dr, 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
  • /2

    $70,000

    Sold Aug 12, 2026

    19594 Caloosa St Unit LOT 29, Summerland Key, FL 33042

    • Land
    • 4,791 Sq Ft
    • $636,364 per Acre

    Last Sold Summary

    • 0 Days On Market

    Last Listing Agent Mike Kane Internet Realty of the Florida Keys

    19594 Caloosa St Unit LOT 29, Summerland 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 Jenifer Hirsch Bluescape Real Estate

    701 Spanish Main Dr Unit LOT 102, Cudjoe Key, FL 33042
  • /2

    $49,000

    Sold Sep 22, 2025

    Lot 23 Rainbow Beach, Big Torch Key, FL 33042

    • Land
    • 5,000 Sq Ft
    • $426,888 per Acre

    Last Sold Summary

    • 21 Days On Market

    Last Listing Agent Pamela Stangler Expert Realty LLC

    Lot 23 Rainbow Beach, Big Torch Key, FL 33042
  • /45

    $1,200,000

    Sold Feb 23, 2026

    17144 Coral Dr, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,437 Sq Ft
    • Built 1993

    Last Sold Summary

    • 7% Below List Price
    • $835/SF
    • 162 Days On Market

    Current Estimated Value $1,224,818

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

    17144 Coral Dr, Summerland Key, FL 33042
  • /6

    $2,500,000

    Sold Jun 15, 2026

    653 Sawyer Dr, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,714 Sq Ft
    • Built 1995

    Last Sold Summary

    • $1,459/SF

    Current Estimated Value $2,250,077

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

    653 Sawyer Dr, Summerland Key, FL 33042
  • /26

    $730,000

    Sold Nov 28, 2025

    23930 Overseas Hwy, Summerland Key, FL 33042

    • 3 Beds
    • 2.5 Baths
    • 1,360 Sq Ft
    • Built 1946

    Last Sold Summary

    • 9% Below List Price
    • $537/SF
    • 137 Days On Market

    Current Estimated Value $767,623

    Last Listing Agent Michelle Howerton Brenda Donnelly Real Estate LLC

    23930 Overseas Hwy, Summerland Key, FL 33042
  • /12

    $687,500

    Sold Mar 16, 2026

    17230 Angelfish Ln, Sugarloaf Shores, FL 33042

    • Land
    • 8,164 Sq Ft
    • $3,667,789 per Acre

    Last Sold Summary

    • 5% Below List Price
    • 136 Days On Market

    Current Estimated Value $689,695

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

    17230 Angelfish Ln, Sugarloaf Shores, FL 33042
  • /64

    $810,000

    Sold May 29, 2026

    19611 Tequesta St, Summerland Key, FL 33042

    • 3 Beds
    • 2.5 Baths
    • 1,592 Sq Ft
    • Built 1992

    Last Sold Summary

    • 5% Below List Price
    • $509/SF
    • 104 Days On Market

    Current Estimated Value $862,000

    Last Listing Agent Jessica Forsythe eXp Realty LLC Southernmost Branch

    19611 Tequesta St, Summerland Key, FL 33042

Showing Results 121 - 160, Page 4 of 5

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