370

Recently Sold Summerland Key, FL Homes

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  • /16

    $4,950

    Sold Jun 18, 2026

    421 Ixora Dr, Big Pine Key, FL 33043

    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft
    • Built 1982

    Last Sold Summary

    • 5% Below List Price
    • $4/SF
    • 66 Days On Market

    Current Estimated Value $932,323

    Last Listing Agent Melissa Gibbins Expert Realty LLC (HQ)

    421 Ixora Dr, Big Pine Key, FL 33043
  • /42

    $925,000

    Sold May 29, 2026

    29664 Saratoga Ave, Big Pine Key, FL 33043

    • 3 Beds
    • 3 Baths
    • 2,129 Sq Ft
    • Built 1987

    Last Sold Summary

    • 7% Below List Price
    • $434/SF
    • 46 Days On Market

    Current Estimated Value $973,521

    Last Listing Agent Halley Haack Coldwell Banker Schmitt RE Co.

    29664 Saratoga Ave, Big Pine Key, FL 33043
  • /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
  • /28

    $510,500

    Sold Aug 14, 2025

    31124 Avenue E, Big Pine Key, FL 33043

    • 2 Beds
    • 1 Bath
    • 912 Sq Ft
    • Built 1963

    Last Sold Summary

    • 3% Below List Price
    • $560/SF
    • 17 Days On Market

    Current Estimated Value $515,552

    Last Listing Agent Derrick Johnson Coco Plum Real Estate

    31124 Avenue E, Big Pine Key, FL 33043
  • /32

    $670,000

    Sold Jun 15, 2026

    27999 Lobster Tail Trail, Little Torch Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,176 Sq Ft
    • Built 2022

    Last Sold Summary

    • 4% Below List Price
    • $570/SF
    • 148 Days On Market

    Current Estimated Value $687,008

    Last Listing Agent Melissa Gibbins Expert Realty LLC (HQ)

    27999 Lobster Tail Trail, Little Torch 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
  • /34

    $1,300,000

    Sold Aug 18, 2025

    22822 John Silver Ln, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 2,100 Sq Ft
    • Built 2002

    Last Sold Summary

    • 19% Below List Price
    • $619/SF
    • 214 Days On Market

    Current Estimated Value $1,374,574

    Last Listing Agent Karen Haack Coldwell Banker Schmitt RE Co.

    22822 John Silver Ln, Summerland Key, FL 33042
  • /42

    $749,000

    Sold Sep 19, 2025

    28009 Gulf Blvd, Big Pine Key, FL 33043

    • 2 Beds
    • 2 Baths
    • 1,008 Sq Ft
    • Built 1990

    Last Sold Summary

    • 6% Below List Price
    • $743/SF
    • 88 Days On Market

    Current Estimated Value $742,875

    Last Listing Agent Ian Calderwood Bluescape Real Estate- Venture

    28009 Gulf Blvd, Big Pine Key, FL 33043
  • /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
  • /50

    $1,334,000

    Sold Aug 03, 2026

    29524 Flying Cloud Ave, Big Pine Key, FL 33043

    • 3 Beds
    • 2 Baths
    • 1,488 Sq Ft
    • Built 2017

    Last Sold Summary

    • 4% Below List Price
    • $897/SF
    • 69 Days On Market

    Current Estimated Value $1,371,328

    Last Listing Agent Kenneth Herzbrun Formula Realty

    29524 Flying Cloud Ave, Big Pine Key, FL 33043
  • /57

    $1,550,000

    Sold Mar 02, 2026

    270 Airport Dr S, Summerland Key, FL 33042

    • 3 Beds
    • 3 Baths
    • 1,275 Sq Ft
    • Built 1980

    Last Sold Summary

    • 30% Below List Price
    • $1,216/SF
    • 63 Days On Market

    Current Estimated Value $1,539,691

    Last Listing Agent Solaris Gregory Expert Realty LLC (HQ)

    270 Airport Dr S, Summerland Key, FL 33042
  • /60

    $930,000

    Sold May 01, 2026

    29182 Orchid Ln, Big Pine Key, FL 33043

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

    Last Sold Summary

    • 6% Below List Price
    • $452/SF
    • 41 Days On Market

    Current Estimated Value $939,090

    Last Listing Agent Dawn Gonet Berkshire Hathaway HomeServices Knight & Gardner Realty

    29182 Orchid Ln, Big Pine Key, FL 33043
  • /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
  • /42

    $880,000

    Sold Jun 25, 2026

    27415 Barbuda Ln, Ramrod Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,408 Sq Ft
    • Built 2008

    Last Sold Summary

    • 30% Below List Price
    • $625/SF
    • 375 Days On Market

    Current Estimated Value $935,332

    Last Listing Agent Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    27415 Barbuda Ln, Ramrod 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
  • /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
  • /52

    $865,000

    Sold Apr 23, 2026

    1539 Lantana Ln, Big Pine Key, FL 33043

    • 2 Beds
    • 2 Baths
    • 1,092 Sq Ft
    • Built 1999

    Last Sold Summary

    • 3% Below List Price
    • $792/SF
    • 19 Days On Market

    Current Estimated Value $868,429

    Last Listing Agent Patti Nickless Coldwell Banker Schmitt RE Co.

    1539 Lantana Ln, Big Pine Key, FL 33043
  • /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
  • /2

    $1,090,000

    Sold Feb 25, 2026

    30319 Falcon Ln, Big Pine Key, FL 33043

    • 2 Beds
    • 2.5 Baths
    • 1,840 Sq Ft
    • Built 1987

    Last Sold Summary

    • 4% Below List Price
    • $592/SF
    • 7 Days On Market

    Current Estimated Value $1,102,850

    Last Listing Agent Walter Ceballos, P.A. Berkshire Hathaway HomeServices Keys Real Estate

    30319 Falcon Ln, Big Pine Key, FL 33043
  • /43

    $1,170,000

    Sold Aug 28, 2025

    1777 Pine Channel Dr, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft
    • Built 2022

    Last Sold Summary

    • 10% Below List Price
    • $950/SF
    • 29 Days On Market

    Current Estimated Value $1,196,135

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    1777 Pine Channel Dr, Summerland Key, FL 33042
  • /26

    $750,000

    Sold Dec 15, 2025

    31463 Avenue G, Big Pine Key, FL 33043

    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft
    • Built 2022

    Last Sold Summary

    • 21% Below List Price
    • $595/SF
    • 331 Days On Market

    Current Estimated Value $767,890

    Last Listing Agent Sandra Tuttle Island Welcome Real Estate

    31463 Avenue G, Big Pine Key, FL 33043
  • /95

    $1,375,000

    Sold Oct 30, 2025

    241 W Indies Dr, Ramrod Key, FL 33042

    • 4 Beds
    • 3 Baths
    • 1,888 Sq Ft
    • Built 2021

    Last Sold Summary

    • 10% Below List Price
    • $728/SF
    • 226 Days On Market

    Current Estimated Value $1,412,947

    Last Listing Agent Jaime Caballero Key West Vacation Properties & Realty, LLC (KW)

    241 W Indies Dr, Ramrod Key, FL 33042
  • /27

    $880,000

    Sold Oct 15, 2025

    29153 Cedar Dr, Big Pine Key, FL 33043

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft
    • Built 1986

    Last Sold Summary

    • 7% Below List Price
    • $833/SF
    • 102 Days On Market

    Current Estimated Value $874,708

    Last Listing Agent Anneliese Dietrick Coldwell Banker Schmitt RE Co

    29153 Cedar Dr, Big Pine Key, FL 33043
  • /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
  • /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
  • /51

    $1,735,000

    Sold May 12, 2026

    1232 W Shore Dr, Big Pine Key, FL 33043

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Built 1983

    Last Sold Summary

    • 9% Below List Price
    • $1,291/SF
    • 12 Days On Market

    Current Estimated Value $1,671,227

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    1232 W Shore Dr, Big Pine Key, FL 33043
  • /10

    $310,000

    Sold May 11, 2026

    30324 Frigate Ln, Big Pine Key, FL 33043

    • Land
    • 8,712 Sq Ft
    • $1,550,000 per Acre

    Last Sold Summary

    • 31% Below List Price
    • 67 Days On Market

    Current Estimated Value $308,006

    Last Listing Agent Derrick Johnson Coco Plum Real Estate

    30324 Frigate Ln, Big Pine Key, FL 33043
  • /30

    $775,000

    Sold Sep 30, 2025

    24827 Park Dr, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,274 Sq Ft
    • Built 2018

    Last Sold Summary

    • 14% Below List Price
    • $608/SF
    • 175 Days On Market

    Current Estimated Value $806,911

    Last Listing Agent Juan Benitez Benitez Keller Williams Key West Compass Realty

    24827 Park Dr, Summerland Key, FL 33042

Showing Results 201 - 240, Page 6 of 10

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