370

Recently Sold Summerland Key, FL Homes

Section Image
  • /17

    $320,000

    Sold Feb 20, 2026

    27977 Coral Shores Rd, Little Torch Key, FL 33042

    • 2 Beds
    • 1 Bath
    • 684 Sq Ft
    • Built 1980

    Last Sold Summary

    • 20% Below List Price
    • $468/SF
    • 54 Days On Market

    Last Listing Agent Dasha Ray Conch Realty LLC (KW)

    27977 Coral Shores Rd, Little Torch Key, FL 33042
  • /32

    Sold Jun 12, 2026

    1655 Sunrise Dr, Big Pine Key, FL 33043

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • Built 1965

    Last Sold Summary

    • 43 Days On Market

    Current Estimated Value $1,616,222

    Last Listing Agent Mark Peterson Mark F. Peterson Licensed Real Estate Broker

    1655 Sunrise Dr, Big Pine Key, FL 33043
  • /61

    $835,000

    Sold May 04, 2026

    27332 St Martin Ln, Ramrod Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,716 Sq Ft
    • Built 1974

    Last Sold Summary

    • 14% Below List Price
    • $487/SF
    • 195 Days On Market

    Current Estimated Value $895,377

    Last Listing Agent Mark Gable Engel & Völkers Marathon

    27332 St Martin Ln, Ramrod 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
  • /3

    $82,500

    Sold Jul 09, 2026

    0 Palm Ln Unit A12024518, Summerland Key, FL 33042

    • Land
    • 7,405 Sq Ft
    • $485,294 per Acre

    Last Sold Summary

    • 31% Below List Price
    • 25 Days On Market

    Last Listing Agent Carmen David Xcellence

    0 Palm Ln Unit A12024518, 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
  • /30

    $970,000

    Sold Jul 27, 2026

    3633 Blue Lagoon St, Big Pine Key, FL 33043

    • 3 Beds
    • 3 Baths
    • 1,314 Sq Ft
    • Built 1990

    Last Sold Summary

    • 2% Below List Price
    • $738/SF
    • 47 Days On Market

    Current Estimated Value $975,079

    Last Listing Agent David Kaufmann Century 21 Circle

    3633 Blue Lagoon St, Big Pine Key, FL 33043
  • /71

    $590,000

    Sold Jun 01, 2026

    1258 Division St, Big Pine Key, FL 33043

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft
    • Built 1986

    Last Sold Summary

    • 5% Below List Price
    • $615/SF
    • 104 Days On Market

    Current Estimated Value $645,000

    Last Listing Agent Lindsay Ryan EXP Realty LLC

    1258 Division St, Big Pine Key, FL 33043
  • /36

    $1,018,000

    Sold Sep 26, 2025

    29185 Bougainvillea Ln, Big Pine Key, FL 33043

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Built 1981

    Last Sold Summary

    • 7% Below List Price
    • $884/SF
    • 85 Days On Market

    Current Estimated Value $1,050,432

    Last Listing Agent Christina Davis Coldwell Banker Schmitt RE Co.

    29185 Bougainvillea Ln, Big Pine Key, FL 33043
  • /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
  • /26

    $520,000

    Sold Apr 23, 2026

    31071 E Ave, Big Pine Key, FL 33043

    • 3 Beds
    • 2 Baths
    • 1,088 Sq Ft
    • Built 2005

    Last Sold Summary

    • 10% Below List Price
    • $478/SF
    • 75 Days On Market

    Current Estimated Value $532,077

    Last Listing Agent Rose Dell Keller Williams Key West Compass Realty

    31071 E Ave, Big Pine Key, FL 33043
  • /47

    $350,000

    Sold Aug 14, 2025

    701 Spanish Main Dr Unit 414, Cudjoe Key, FL 33042

    • 2 Beds
    • 1.5 Baths
    • 675 Sq Ft
    • Built 1984

    Last Sold Summary

    • 22% Below List Price
    • $519/SF
    • 228 Days On Market

    Last Listing Agent Melissa Graham Bluescape Real Estate

    701 Spanish Main Dr Unit 414, Cudjoe Key, FL 33042
  • /43

    $675,000

    Sold Sep 19, 2025

    10 W Cook, Cook Island Key, FL 33043

    • 3 Beds
    • 1 Bath
    • 1,162 Sq Ft
    • Built 1978

    Last Sold Summary

    • 16% Below List Price
    • $581/SF
    • 118 Days On Market

    Current Estimated Value $737,667

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    10 W Cook, Cook Island Key, FL 33043
  • /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
  • /48

    $759,000

    Sold Apr 22, 2026

    31349 Avenue C, Big Pine Key, FL 33043

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Above List Price
    • $575/SF
    • 87 Days On Market

    Current Estimated Value $760,896

    Last Listing Agent Sarah Dolson Keller Williams Key West Compass Realty

    31349 Avenue C, Big Pine Key, FL 33043
  • /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
  • /30

    $700,000

    Sold May 08, 2026

    26868 Mariposa Rd, Ramrod Key, FL 33042

    • 4 Beds
    • 2 Baths
    • 1,456 Sq Ft
    • Built 2023

    Last Sold Summary

    • 16% Below List Price
    • $481/SF
    • 202 Days On Market

    Current Estimated Value $732,013

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

    26868 Mariposa Rd, Ramrod Key, FL 33042
  • /17

    $577,500

    Sold Feb 10, 2026

    56 W Shore Dr, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,380 Sq Ft
    • Built 2000

    Last Sold Summary

    • 26% Below List Price
    • $418/SF
    • 53 Days On Market

    Current Estimated Value $639,899

    Last Listing Agent Veronica Crego-flores Genstone Realty LLC

    56 W Shore Dr, Summerland Key, FL 33042
  • /8

    $750,000

    Sold Feb 06, 2026

    24931 Overseas Hwy, Summerland Key, FL 33042

    • 1 Bed
    • 4 Baths
    • 1,965 Sq Ft
    • Built 1975

    Last Sold Summary

    • 42% Below List Price
    • $382/SF
    • 309 Days On Market

    Current Estimated Value $759,996

    Last Listing Agent Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

    24931 Overseas Hwy, Summerland Key, FL 33042
  • /27

    $380,000

    Sold Sep 26, 2025

    1464 Havelka Ln, Big Pine Key, FL 33043

    • 2 Beds
    • 1 Bath
    • 654 Sq Ft
    • Built 1968

    Last Sold Summary

    • 28% Below List Price
    • $581/SF
    • 317 Days On Market

    Current Estimated Value $395,833

    Last Listing Agent Oscar Castellanos Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key

    1464 Havelka Ln, Big Pine Key, FL 33043
  • /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 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 $1,202,083

    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 $1,329,418

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    28532 Dirk Rd, Summerland Key, FL 33042
  • /20

    $690,000

    Sold Jun 08, 2026

    30968 Baileys Ln, Big Pine Key, FL 33043

    • 2 Beds
    • 2 Baths
    • 1,270 Sq Ft
    • Built 1963

    Last Sold Summary

    • 8% Below List Price
    • $543/SF
    • 42 Days On Market

    Current Estimated Value $691,965

    Last Listing Agent Rose Dell Keller Williams Key West Compass Realty

    30968 Baileys Ln, Big Pine Key, FL 33043
  • /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
  • /7

    $4,330,000

    Sold Jul 15, 2026

    231 E Shore Dr Unit 5, Summerland Key, FL 33042

    • 5 Beds
    • 5.5 Baths
    • 3,119 Sq Ft
    • Built 2025

    Last Sold Summary

    • 2% Below List Price
    • $1,388/SF
    • 271 Days On Market

    Last Listing Agent Stephanie Marinucci Serhant Florida LLC - Delray Beach Office

    231 E Shore Dr Unit 5, Summerland 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
  • /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 $1,099,618

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    237 La Fitte Rd, Summerland Key, FL 33042
  • /40

    $545,000

    Sold Feb 03, 2026

    114 Newfound Harbor Rd, Big Pine Key, FL 33043

    • 2 Beds
    • 1 Bath
    • 840 Sq Ft
    • Built 1987

    Last Sold Summary

    • 3% Below List Price
    • $649/SF
    • 50 Days On Market

    Current Estimated Value $544,650

    Last Listing Agent Jennifer Hamill Coldwell Banker Schmitt Real Estate Co.

    114 Newfound Harbor Rd, Big Pine Key, FL 33043
  • /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 $1,721,235

    Last Listing Agent Kelly Gardner Bluescape Real Estate

    620 Barry Ave, Summerland Key, FL 33042
  • /40

    $1,700,000

    Sold Jul 27, 2026

    28573 Le Grand Rd, Little Torch Key, FL 33042

    • 3 Beds
    • 3 Baths
    • 1,998 Sq Ft
    • Built 1989

    Last Sold Summary

    • 15% Below List Price
    • $851/SF
    • 225 Days On Market

    Current Estimated Value $1,750,142

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    28573 Le Grand Rd, Little Torch Key, FL 33042
  • /50

    $815,000

    Sold Jun 10, 2026

    27369 Saint Vincent Ln, Summerland Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 1,592 Sq Ft
    • Built 1989

    Last Sold Summary

    • 6% Below List Price
    • $512/SF
    • 67 Days On Market

    Current Estimated Value $832,564

    Last Listing Agent Brian Kruszewski LoKation Real Estate - Pompano Beach

    27369 Saint Vincent Ln, Summerland Key, FL 33042
  • /32

    $540,000

    Sold Jun 10, 2026

    27059 Old State Road 4a, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 984 Sq Ft
    • Built 1990

    Last Sold Summary

    • 3% Above List Price
    • $549/SF
    • 2 Days On Market

    Current Estimated Value $534,539

    Last Listing Agent Ian Calderwood Bluescape Real Estate- Venture

    27059 Old State Road 4a, Summerland Key, FL 33042
  • /48

    $693,800

    Sold Jul 16, 2026

    29048 Iris Dr, Big Pine Key, FL 33043

    • 3 Beds
    • 2 Baths
    • 1,039 Sq Ft
    • Built 1990

    Last Sold Summary

    • 1% Below List Price
    • $668/SF
    • 6 Days On Market

    Current Estimated Value $695,272

    Last Listing Agent Patti Nickless Coldwell Banker Schmitt RE Co.

    29048 Iris Dr, Big Pine Key, FL 33043
  • /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

Showing Results 241 - 280, Page 7 of 10

How to Buy a Home How to Finance a Home How to Sell a Home