154

Recently Sold Sugarloaf, FL Homes

Section Image
  • 20816 4th Ave W, Cudjoe Key, FL 33042
    20816 4th Ave W, Cudjoe Key, FL 33042
    20816 4th Ave W, Cudjoe 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

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

    20816 4th Ave W, Cudjoe Key, FL 33042
  • 141 Arica Ln, Cudjoe Key, FL 33042
    141 Arica Ln, Cudjoe Key, FL 33042
    141 Arica Ln, 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

    Last Listing Agent Madeleine Lowe Expert Realty LLC (HQ)

    141 Arica Ln, Cudjoe Key, FL 33042
  • 1107 Hawksbill Ln, Summerland Key, FL 33042
    1107 Hawksbill Ln, Summerland Key, FL 33042
    1107 Hawksbill Ln, Summerland Key, FL 33042
    /29

    $980,000 Sold May 29, 2025

    1107 Hawksbill Ln, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Built 1984

    Last Sold Summary

    • 11% Below List Price
    • $851/SF
    • 54 Days On Market

    Current Estimated Value $1,052,000

    Last Listing Agent Richard Haskins Buy The Keys

    1107 Hawksbill Ln, Summerland Key, FL 33042
  • 701 Spanish Main Dr Unit 366, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 366, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 366, Cudjoe Key, FL 33042
    /40

    $550,000 Sold Feb 19, 2025

    701 Spanish Main Dr Unit 366, Cudjoe Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 816 Sq Ft
    • Built 1996

    Last Sold Summary

    • 15% Below List Price
    • $674/SF
    • 22 Days On Market

    Last Listing Agent Ian Calderwood Bluescape Real Estate

    701 Spanish Main Dr Unit 366, Cudjoe Key, FL 33042
  • Lot 2 Overseas Hwy, Summerland Key, FL 33042
    Lot 2 Overseas Hwy, Summerland Key, FL 33042
    Lot 2 Overseas Hwy, Summerland Key, FL 33042
    /4

    $175,000 Sold Dec 23, 2025

    Lot 2 Overseas Hwy, Summerland Key, FL 33042

    • Land

    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
  • 17077 Bonita Ln W, Summerland Key, FL 33042
    17077 Bonita Ln W, Summerland Key, FL 33042
    17077 Bonita Ln W, Summerland Key, FL 33042
    /67

    $1,900,000 Sold Nov 06, 2025

    17077 Bonita Ln W, Summerland Key, FL 33042

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

    Last Sold Summary

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

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

    17077 Bonita Ln W, Summerland Key, FL 33042
  • 153 Galleon Ln, Summerland Key, FL 33042
    153 Galleon Ln, Summerland Key, FL 33042
    153 Galleon Ln, 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 $1,454,813

    Last Listing Agent Lindsay Ryan EXP Realty LLC

    153 Galleon Ln, Summerland Key, FL 33042
  • 17346 Keystone Rd, Summerland Key, FL 33042
    17346 Keystone Rd, Summerland Key, FL 33042
    17346 Keystone Rd, 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 $2,198,129

    Last Listing Agent Matthew Sheehan Ocean Sotheby's International Realty

    17346 Keystone Rd, Summerland Key, FL 33042
  • 134 Tortuga Ln, Summerland Key, FL 33042
    134 Tortuga Ln, Summerland Key, FL 33042
    134 Tortuga Ln, 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 $538,152

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

    134 Tortuga Ln, Summerland Key, FL 33042
  • 701 Spanish Main Dr Unit 537, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 537, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 537, Cudjoe Key, FL 33042
    /47

    $312,500 Sold Mar 17, 2025

    701 Spanish Main Dr Unit 537, Cudjoe Key, FL 33042

    • 1 Bed
    • 1 Bath
    • 520 Sq Ft
    • Built 2000

    Last Sold Summary

    • 22% Below List Price
    • $601/SF
    • 194 Days On Market

    Last Listing Agent Anne Press Lokation Real Estate

    701 Spanish Main Dr Unit 537, Cudjoe Key, FL 33042
  • ROGO LOTS Overseas Hwy, Cudjoe Key, FL 33042
    ROGO LOTS Overseas Hwy, Cudjoe Key, FL 33042
    /2

    $175,000 Sold Dec 10, 2025

    ROGO LOTS Overseas Hwy, Cudjoe Key, FL 33042

    • Land

    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
  • 23066 Tarpon Ln, Summerland Key, FL 33042
    23066 Tarpon Ln, Summerland Key, FL 33042
    23066 Tarpon Ln, Summerland 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 $2,104,333

    Last Listing Agent Greg MacLaren Internet Realty of the Florida Keys

    23066 Tarpon Ln, Summerland Key, FL 33042
  • 17042 Starfish Ln W, Summerland Key, FL 33042
    17042 Starfish Ln W, Summerland Key, FL 33042
    17042 Starfish Ln W, Summerland Key, FL 33042
    /18

    $1,520,000 Sold Jan 29, 2025

    17042 Starfish Ln W, Summerland Key, FL 33042

    • 7 Beds
    • 4 Baths
    • 3,538 Sq Ft
    • Built 1982

    Last Sold Summary

    • 5% Above List Price
    • $430/SF
    • 0 Days On Market

    Current Estimated Value $1,685,729

    Last Listing Agent Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

    17042 Starfish Ln W, Summerland Key, FL 33042
  • 22852 John Silver Ln, Summerland Key, FL 33042
    22852 John Silver Ln, Summerland Key, FL 33042
    22852 John Silver 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

    Last Listing Agent Matthew Sheehan Ocean Sotheby's International Realty

    22852 John Silver Ln, Summerland Key, FL 33042
  • Lot 23 Rainbow Beach, Big Torch Key, FL 33042
    Lot 23 Rainbow Beach, Big Torch Key, FL 33042
    /2

    $49,000 Sold Sep 22, 2025

    Lot 23 Rainbow Beach, Big Torch Key, FL 33042

    • Land

    Last Sold Summary

    • 21 Days On Market

    Last Listing Agent Pamela Stangler Expert Realty LLC

    Lot 23 Rainbow Beach, Big Torch Key, FL 33042
  • 22572 Jolly Roger Dr, Summerland Key, FL 33042
    22572 Jolly Roger Dr, Summerland Key, FL 33042
    22572 Jolly Roger Dr, Summerland Key, FL 33042
    /74

    $3,300,000 Sold Feb 18, 2025

    22572 Jolly Roger Dr, Summerland Key, FL 33042

    • 6 Beds
    • 4 Baths
    • 3,225 Sq Ft
    • Built 1963

    Last Sold Summary

    • 27% Below List Price
    • $1,023/SF
    • 313 Days On Market

    Current Estimated Value $3,225,004

    Last Listing Agent Jan Fritz Coldwell Banker Schmitt RE Co.

    22572 Jolly Roger Dr, Summerland Key, FL 33042
  • 268 Spanish Main Dr, Summerland Key, FL 33042
    268 Spanish Main Dr, Summerland Key, FL 33042
    268 Spanish Main Dr, Summerland Key, FL 33042
    /44

    $650,000 Sold Apr 17, 2025

    268 Spanish Main Dr, Summerland Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft
    • Built 1979

    Last Sold Summary

    • 7% Below List Price
    • $616/SF
    • 86 Days On Market

    Current Estimated Value $670,224

    Last Listing Agent Ally Kelley Ocean Sotheby's International

    268 Spanish Main Dr, Summerland Key, FL 33042
  • 22727 Jolly Roger Dr, Cudjoe Key, FL 33042
    22727 Jolly Roger Dr, Cudjoe Key, FL 33042
    22727 Jolly Roger Dr, Cudjoe Key, FL 33042
    /31

    $800,000 Sold Jan 31, 2025

    22727 Jolly Roger Dr, Cudjoe Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,008 Sq Ft
    • Built 2001

    Last Sold Summary

    • 8% Below List Price
    • $794/SF
    • 146 Days On Market

    Current Estimated Value $809,040

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

    22727 Jolly Roger Dr, Cudjoe Key, FL 33042
  • 17175 Allamanda Dr W, Summerland Key, FL 33042
    17175 Allamanda Dr W, Summerland Key, FL 33042
    17175 Allamanda Dr W, Summerland Key, FL 33042
    /82

    $1,800,000 Sold Jun 20, 2025

    17175 Allamanda Dr W, Summerland Key, FL 33042

    • 4 Beds
    • 3 Baths
    • 2,116 Sq Ft
    • Built 1999

    Last Sold Summary

    • 5% Below List Price
    • $851/SF
    • 19 Days On Market

    Current Estimated Value $1,800,842

    Last Listing Agent Lisa Swanson The Agency Florida Keys

    17175 Allamanda Dr W, Summerland Key, FL 33042
  • 22918 Cudjoe Dr, Cudjoe Key, FL 33042
    22918 Cudjoe Dr, Cudjoe Key, FL 33042
    22918 Cudjoe Dr, Cudjoe Key, FL 33042
    /33

    $725,000 Sold Feb 21, 2025

    22918 Cudjoe Dr, Cudjoe Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,431 Sq Ft
    • Built 2016

    Last Sold Summary

    • 9% Below List Price
    • $507/SF
    • 175 Days On Market

    Current Estimated Value $772,347

    Last Listing Agent Pamela Stangler Expert Realty LLC

    22918 Cudjoe Dr, Cudjoe Key, FL 33042
  • 22971 Hawkins Ln, Summerland Key, FL 33042
    22971 Hawkins Ln, Summerland Key, FL 33042
    22971 Hawkins Ln, Summerland Key, FL 33042
    /38

    $900,000 Sold May 30, 2025

    22971 Hawkins Ln, Summerland Key, FL 33042

    • 3 Beds
    • 3 Baths
    • 1,142 Sq Ft
    • Built 1987

    Last Sold Summary

    • 10% Below List Price
    • $788/SF
    • 46 Days On Market

    Current Estimated Value $918,402

    Last Listing Agent Greg MacLaren Internet Realty of the Florida Keys

    22971 Hawkins Ln, Summerland Key, FL 33042
  • 701 Spanish Main Dr Unit 646, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 646, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 646, Cudjoe Key, FL 33042
    /14

    $225,000 Sold Mar 07, 2025

    701 Spanish Main Dr Unit 646, Cudjoe Key, FL 33042

    • Land

    Last Sold Summary

    • 12% Below List Price
    • 246 Days On Market

    Current Estimated Value $226,896

    Last Listing Agent Mary Conklin Action Keys Realty of the Lower FL Keys LLC

    701 Spanish Main Dr Unit 646, Cudjoe Key, FL 33042
  • 246 Colson Dr, Summerland Key, FL 33042
    246 Colson Dr, Summerland Key, FL 33042
    246 Colson Dr, Summerland Key, FL 33042
    /66

    $910,000 Sold Jul 23, 2025

    246 Colson Dr, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,541 Sq Ft
    • Built 1990

    Last Sold Summary

    • 43% Below List Price
    • $591/SF
    • 427 Days On Market

    Current Estimated Value $963,961

    Last Listing Agent Tracey Petrusha Venture Realty Group

    246 Colson Dr, Summerland Key, FL 33042
  • 0 Valencia Rd, Cudjoe Key, FL 33042
    0 Valencia Rd, Cudjoe Key, FL 33042
    /2

    $73,000 Sold Feb 21, 2025

    0 Valencia Rd, Cudjoe Key, FL 33042

    • Land
    • 1.01 Acres
    • $72,147 per Acre

    Last Sold Summary

    • 64% Below List Price
    • 30 Days On Market

    Last Listing Agent Lauren Elliott EXP Realty, LLC

    0 Valencia Rd, Cudjoe Key, FL 33042
  • 21161 Old State Road 4a, Summerland Key, FL 33042
    21161 Old State Road 4a, Summerland Key, FL 33042
    21161 Old State Road 4a, Summerland Key, FL 33042
    /33

    $665,000 Sold Aug 14, 2025

    21161 Old State Road 4a, Summerland Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 855 Sq Ft
    • Built 1975

    Last Sold Summary

    • 5% Below List Price
    • $778/SF
    • 74 Days On Market

    Current Estimated Value $666,781

    Last Listing Agent Bascom Grooms Bascom Grooms Real Estate (KW)

    21161 Old State Road 4a, Summerland Key, FL 33042
  • 23930 Overseas Hwy, Summerland Key, FL 33042
    23930 Overseas Hwy, Summerland Key, FL 33042
    23930 Overseas Hwy, Summerland Key, FL 33042
    /26

    $730,000 Sold Nov 28, 2025

    23930 Overseas Hwy, Summerland Key, FL 33042

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

    Last Sold Summary

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

    Last Listing Agent Michelle Howerton Brenda Donnelly Real Estate LLC

    23930 Overseas Hwy, Summerland Key, FL 33042
  • 9 Bay Dr, Key West, FL 33040
    9 Bay Dr, Key West, FL 33040
    9 Bay Dr, Key West, FL 33040
    /67

    $3,550,000 Sold Jun 12, 2025

    9 Bay Dr, Key West, FL 33040

    • 5 Beds
    • 5 Baths
    • 3,272 Sq Ft
    • Built 2014

    Last Sold Summary

    • 16% Below List Price
    • $1,085/SF
    • 68 Days On Market

    Current Estimated Value $3,571,907

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

    9 Bay Dr, Key West, FL 33040
  • 531 Seminole Dr, Summerland Key, FL 33042
    531 Seminole Dr, Summerland Key, FL 33042
    531 Seminole Dr, Summerland Key, FL 33042
    /68

    $2,600,000 Sold May 30, 2025

    531 Seminole Dr, Summerland Key, FL 33042

    • 4 Beds
    • 3 Baths
    • 2,604 Sq Ft
    • Built 1985

    Last Sold Summary

    • 13% Below List Price
    • $998/SF
    • 57 Days On Market

    Current Estimated Value $2,578,968

    Last Listing Agent Karen Haack Coldwell Banker Schmitt RE Co.

    531 Seminole Dr, Summerland Key, FL 33042
  • 701 Spanish Main Dr Unit 147, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 147, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 147, Cudjoe Key, FL 33042
    /15

    $250,000 Sold Sep 30, 2025

    701 Spanish Main Dr Unit 147, Cudjoe Key, FL 33042

    • Land

    Last Sold Summary

    • 12% Below List Price
    • 60 Days On Market

    Last Listing Agent Jenifer Hirsch Bluescape Real Estate

    701 Spanish Main Dr Unit 147, Cudjoe Key, FL 33042
  • Lot 16 Treasure Chest Dr, Cudjoe Key, FL 33042
    Lot 16 Treasure Chest Dr, Cudjoe Key, FL 33042
    /2

    $55,000 Sold Dec 04, 2025

    Lot 16 Treasure Chest Dr, Cudjoe Key, FL 33042

    • Land

    Last Sold Summary

    • 90% Above List Price
    • 73 Days On Market

    Last Listing Agent Pamela Stangler Expert Realty LLC

    Lot 16 Treasure Chest Dr, Cudjoe Key, FL 33042
  • Lot 32 Caloosa St, Sugarloaf, FL 33042
    Lot 32 Caloosa St, Sugarloaf, FL 33042
    /2

    $115,000 Sold Apr 30, 2025

    Lot 32 Caloosa St, Sugarloaf, FL 33042

    • Land

    Last Sold Summary

    • 42% Below List Price
    • 152 Days On Market

    Last Listing Agent Pamela Stangler Expert Realty LLC

    Lot 32 Caloosa St, Sugarloaf, FL 33042
  • 17215 Bonita Ln E, Summerland Key, FL 33042
    17215 Bonita Ln E, Summerland Key, FL 33042
    17215 Bonita Ln E, Summerland Key, FL 33042
    /39

    $1,150,000 Sold Apr 29, 2025

    17215 Bonita Ln E, Summerland Key, FL 33042

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

    Last Sold Summary

    • 11% Below List Price
    • $753/SF
    • 330 Days On Market

    Current Estimated Value $1,173,686

    Last Listing Agent Daniel Urban Expert Realty LLC (HQ)

    17215 Bonita Ln E, Summerland Key, FL 33042
  • 20914 7th Ave W, Summerland Key, FL 33042
    20914 7th Ave W, Summerland Key, FL 33042
    20914 7th Ave W, Summerland Key, FL 33042
    /40

    $850,000 Sold Mar 31, 2025

    20914 7th Ave W, Summerland Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 1,312 Sq Ft
    • Built 1987

    Last Sold Summary

    • 23% Below List Price
    • $648/SF
    • 59 Days On Market

    Current Estimated Value $904,978

    Last Listing Agent Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

    20914 7th Ave W, Summerland Key, FL 33042
  • 622 Sawyer Dr, Summerland Key, FL 33042
    622 Sawyer Dr, Summerland Key, FL 33042
    622 Sawyer Dr, Summerland Key, FL 33042
    /43

    $2,520,000 Sold Jan 31, 2025

    622 Sawyer Dr, Summerland Key, FL 33042

    • 3 Beds
    • 3.5 Baths
    • 2,156 Sq Ft
    • Built 1986

    Last Sold Summary

    • 13% Below List Price
    • $1,169/SF
    • 165 Days On Market

    Current Estimated Value $2,446,888

    Last Listing Agent Laura Derrickson Keller Williams Coastal Partners

    622 Sawyer Dr, Summerland Key, FL 33042

Showing Results 121 - 154, Page 4 of 4

Florida Monroe County Sugarloaf

Recently Sold Real Estate & Homes in Sugarloaf, FL

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