359

Recently Sold Summerland Key, FL Homes

Section Image
  • /35

    $817,500

    Sold Dec 01, 2025

    22878 Privateer Dr, Summerland Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 948 Sq Ft
    • Built 1989

    Last Sold Summary

    • 7% Below List Price
    • $862/SF
    • 133 Days On Market

    Current Estimated Value $825,324

    Last Listing Agent Pamela Stangler Expert Realty LLC

    22878 Privateer Dr, Summerland Key, FL 33042
  • /83

    $3,300,000

    Sold Jul 11, 2025

    16705 Tamarind Rd, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 3,086 Sq Ft
    • Built 2015

    Last Sold Summary

    • 27% Below List Price
    • $1,069/SF
    • 299 Days On Market

    Current Estimated Value $3,306,557

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

    16705 Tamarind Rd, Summerland Key, FL 33042
  • /3

    $75,000

    Sold Oct 10, 2025

    0 Asturias Rd, Cudjoe Key, FL 33042

    • Land
    • 1.01 Acres
    • $74,124 per Acre

    Last Sold Summary

    • 62% Below List Price
    • 41 Days On Market

    Last Listing Agent Maryann Warren Coldwell Banker - Ft. Lauderdale

    0 Asturias Rd, Cudjoe Key, FL 33042
  • /2

    $600,000

    Sold Jul 14, 2025

    701 Spanish Main Dr Unit 573, Cudjoe Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 816 Sq Ft
    • Built 1993

    Last Sold Summary

    • 14% Below List Price
    • $735/SF
    • 56 Days On Market

    Last Listing Agent Kim Babenzien Expert Realty LLC (HQ)

    701 Spanish Main Dr Unit 573, Cudjoe Key, FL 33042
  • /32

    $3,500

    Sold May 20, 2026

    29850 Journeys End Rd, Big Pine Key, FL 33043

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Built 1988

    Last Sold Summary

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

    Current Estimated Value $780,167

    Last Listing Agent Karen Haack Coldwell Banker Schmitt RE Co.

    29850 Journeys End Rd, Big Pine Key, FL 33043
  • /37

    $642,000

    Sold Jul 11, 2025

    31067 Avenue C, Big Pine Key, FL 33043

    • 3 Beds
    • 2 Baths
    • 1,516 Sq Ft
    • Built 2005

    Last Sold Summary

    • 4% Above List Price
    • $423/SF
    • 9 Days On Market

    Current Estimated Value $666,341

    Last Listing Agent Jared Chiagouris Truman & Co. (KW)

    31067 Avenue C, Big Pine Key, FL 33043
  • /2

    $49,000

    Sold Oct 03, 2025

    Lot 24 Rainbow Beach, Big Torch Key, FL 33042

    • Land
    • 5,499 Sq Ft
    • $388,080 per Acre

    Last Sold Summary

    • 6% Below List Price
    • 50 Days On Market

    Last Listing Agent Pamela Stangler Expert Realty LLC

    Lot 24 Rainbow Beach, Big Torch Key, FL 33042
  • /3

    $420,000

    Sold Jun 27, 2025

    701 Spanish Main Dr Unit 175, Cudjoe Key, FL 33042

    • 1 Bed
    • 1 Bath
    • 488 Sq Ft
    • Built 1999

    Last Sold Summary

    • 13% Below List Price
    • $861/SF
    • 0 Days On Market

    Last Listing Agent Joyce Craul Expert Realty LLC (HQ)

    701 Spanish Main Dr Unit 175, Cudjoe Key, FL 33042
  • /61

    $2,675,000

    Sold Jun 01, 2026

    20844 4th Ave W, Summerland Key, FL 33042

    • 4 Beds
    • 3 Baths
    • 2,951 Sq Ft
    • Built 1997

    Last Sold Summary

    • 4% Below List Price
    • $906/SF
    • 10 Days On Market

    Current Estimated Value $2,729,849

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

    20844 4th Ave W, Summerland Key, FL 33042
  • /38

    $840,000

    Sold Sep 30, 2025

    3611 S Seas St, Big Pine Key, FL 33043

    • 3 Beds
    • 2 Baths
    • 1,068 Sq Ft
    • Built 1990

    Last Sold Summary

    • 3% Below List Price
    • $787/SF
    • 183 Days On Market

    Last Listing Agent Scott Brisson KeyIsle Realty

    3611 S Seas St, Big Pine Key, FL 33043
  • /43

    $1,100,000

    Sold May 14, 2026

    1011 Caribbean Dr E, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,144 Sq Ft
    • Built 1997

    Last Sold Summary

    • 8% Below List Price
    • $962/SF
    • 0 Days On Market

    Current Estimated Value $1,133,491

    Last Listing Agent Donna Pezzi Keller Williams Key West Compass Realty

    1011 Caribbean Dr E, Summerland Key, FL 33042
  • /70

    $1,290,000

    Sold May 19, 2026

    403 Indies Rd, Ramrod Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Built 1991

    Last Sold Summary

    • 4% Below List Price
    • $960/SF
    • 63 Days On Market

    Current Estimated Value $1,324,331

    Last Listing Agent Sandra Tuttle Island Welcome Real Estate

    403 Indies Rd, Ramrod Key, FL 33042
  • /75

    $830,000

    Sold Sep 15, 2025

    22738 Blackbeard Ln, Summerland Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Built 1989

    Last Sold Summary

    • 17% Below List Price
    • $692/SF
    • 84 Days On Market

    Current Estimated Value $877,453

    Last Listing Agent Tommy Mack Coastal Collection Real Estate Inc.

    22738 Blackbeard Ln, Summerland Key, FL 33042
  • /50

    $1,900,000

    Sold Mar 27, 2026

    711 W Indies Dr, Summerland Key, FL 33042

    • 4 Beds
    • 3 Baths
    • 2,000 Sq Ft
    • Built 2025

    Last Sold Summary

    • 5% Below List Price
    • $950/SF
    • 62 Days On Market

    Current Estimated Value $1,834,354

    Last Listing Agent Greg MacLaren Internet Realty of the Florida Keys

    711 W Indies Dr, Summerland Key, FL 33042
  • /26

    $610,000

    Sold Apr 03, 2026

    29030 Iris Dr, Big Pine Key, FL 33043

    • 3 Beds
    • 2 Baths
    • 1,353 Sq Ft
    • Built 1974

    Last Sold Summary

    • 15% Below List Price
    • $451/SF
    • 449 Days On Market

    Current Estimated Value $613,834

    Last Listing Agent Justyn Ewald Expert Realty LLC (HQ)

    29030 Iris Dr, Big Pine Key, FL 33043
  • /41

    $1,105,000

    Sold Sep 26, 2025

    22946 Bluegill Ln, Summerland Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Built 1975

    Last Sold Summary

    • 14% Below List Price
    • $921/SF
    • 255 Days On Market

    Current Estimated Value $1,130,346

    Last Listing Agent Anneliese Dietrick Coldwell Banker Schmitt RE Co.

    22946 Bluegill Ln, Summerland Key, FL 33042
  • /47

    $1,075,000

    Sold May 13, 2026

    110 Doubloon Ln, Summerland Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft
    • Built 1968

    Last Sold Summary

    • 7% Below List Price
    • $853/SF
    • 9 Days On Market

    Current Estimated Value $1,120,391

    Last Listing Agent Sandra Tuttle Island Welcome Real Estate

    110 Doubloon Ln, Summerland Key, FL 33042
  • /61

    $1,750,000

    Sold Mar 09, 2026

    876 Gulf Dr, Summerland Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 1,172 Sq Ft
    • Built 1978

    Last Sold Summary

    • 20% Below List Price
    • $1,493/SF
    • 122 Days On Market

    Current Estimated Value $1,716,617

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

    876 Gulf Dr, Summerland Key, FL 33042
  • /17

    $190,000

    Sold Apr 29, 2026

    29859 Overseas Hwy Unit LOT 15, Big Pine Key, FL 33043

    • 2 Beds
    • 1 Bath
    • 300 Sq Ft
    • Built 2018

    Last Sold Summary

    • 14% Below List Price
    • $633/SF
    • 66 Days On Market

    Current Estimated Value $200,793

    Last Listing Agent Darlene Alferes Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key

    29859 Overseas Hwy Unit LOT 15, Big Pine Key, FL 33043
  • /26

    $390,000

    Sold Jul 10, 2025

    27873 Coral Shores Rd, Little Torch Key, FL 33042

    • 2 Beds
    • 1 Bath
    • 686 Sq Ft
    • Built 1985

    Last Sold Summary

    • 19% Below List Price
    • $569/SF
    • 70 Days On Market

    Last Listing Agent Tracy Shields KeyIsle Realty

    27873 Coral Shores Rd, Little Torch Key, FL 33042
  • /64

    $809,000

    Sold Nov 12, 2025

    3714 Pine St, Big Pine Key, FL 33043

    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft
    • Built 1989

    Last Sold Summary

    • 17% Below List Price
    • $722/SF
    • 194 Days On Market

    Current Estimated Value $808,614

    Last Listing Agent Diane Corliss Coldwell Banker Schmitt RE Co.

    3714 Pine St, Big Pine Key, FL 33043
  • /91

    $3,675,000

    Sold May 11, 2026

    493 Coral Ave, Ramrod Key, FL 33042

    • 3 Beds
    • 2.5 Baths
    • 1,728 Sq Ft
    • Built 2002

    Last Sold Summary

    • 3% Below List Price
    • $2,127/SF
    • 10 Days On Market

    Current Estimated Value $3,741,867

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    493 Coral Ave, Ramrod Key, FL 33042
  • /8

    $340,000

    Sold Dec 11, 2025

    0 Overseas Hwy, Summerland Key, FL 33042

    • Land
    • 12,500 Sq Ft
    • $1,184,832 per Acre

    Last Sold Summary

    • 3% Below List Price
    • 328 Days On Market

    Last Listing Agent Stacy Shahan Island Real Estate Company Florida Keys

    0 Overseas Hwy, Summerland Key, FL 33042
  • /52

    $1,530,000

    Sold Jan 16, 2026

    1370 Long Beach Dr, Big Pine Key, FL 33043

    • 3 Beds
    • 2 Baths
    • 1,181 Sq Ft
    • Built 2011

    Last Sold Summary

    • 4% Below List Price
    • $1,296/SF
    • 33 Days On Market

    Current Estimated Value $1,546,601

    Last Listing Agent Coby Taylor Expert Realty LLC (HQ)

    1370 Long Beach Dr, Big Pine Key, FL 33043
  • /21

    $775,000

    Sold Mar 23, 2026

    27360 Saint Croix Ln, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Built 1983

    Last Sold Summary

    • 16% Below List Price
    • $673/SF
    • 272 Days On Market

    Current Estimated Value $804,796

    Last Listing Agent Terry Bush Bluescape Real Estate

    27360 Saint Croix Ln, Summerland Key, FL 33042
  • /58

    $760,000

    Sold Aug 19, 2025

    640 Carolyn Ave, Summerland Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 848 Sq Ft
    • Built 2021

    Last Sold Summary

    • 2% Below List Price
    • $896/SF
    • 66 Days On Market

    Current Estimated Value $780,288

    Last Listing Agent Tommy Mack Coastal Collection Real Estate Inc.

    640 Carolyn Ave, Summerland Key, FL 33042
  • /14

    $205,000

    Sold May 20, 2026

    701 Spanish Main Dr Unit LOT 317, Cudjoe Key, FL 33042

    • Land
    • 1,742 Sq Ft
    • $5,125,000 per Acre

    Last Sold Summary

    • 21% Below List Price
    • 56 Days On Market

    Last Listing Agent Lisa Carter Florida Keys Realty, Inc.

    701 Spanish Main Dr Unit LOT 317, Cudjoe Key, FL 33042
  • /43

    $1,700,000

    Sold Jan 30, 2026

    22562 Jolly Roger Dr, Summerland Key, FL 33042

    • 4 Beds
    • 2 Baths
    • 2,074 Sq Ft
    • Built 1987

    Last Sold Summary

    • 12% Below List Price
    • $820/SF
    • 140 Days On Market

    Current Estimated Value $1,708,368

    Last Listing Agent Krystal Thomas eXp Realty LLC

    22562 Jolly Roger Dr, Summerland Key, FL 33042
  • /26

    $239,000

    Sold Jun 30, 2025

    701 Spanish Main Dr Unit 6, Cudjoe Key, FL 33042

    • Land
    • 1,800 Sq Ft
    • $5,783,800 per Acre

    Last Sold Summary

    • 2% Below List Price
    • 74 Days On Market

    Current Estimated Value $255,557

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    701 Spanish Main Dr Unit 6, Cudjoe Key, FL 33042
  • /44

    $700,000

    Sold Jan 09, 2026

    701 Spanish Main Dr Unit 87, Cudjoe Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 864 Sq Ft
    • Built 2000

    Last Sold Summary

    • 10% Below List Price
    • $810/SF
    • 23 Days On Market

    Last Listing Agent Holly Burger RE/MAX Keys Connection (KW)

    701 Spanish Main Dr Unit 87, Cudjoe Key, FL 33042
  • /43

    $990,000

    Sold Dec 10, 2025

    29839 Newfound Blvd, Big Pine Key, FL 33043

    • 3 Beds
    • 2 Baths
    • 1,750 Sq Ft
    • Built 1995

    Last Sold Summary

    • 1% Below List Price
    • $566/SF
    • 4 Days On Market

    Current Estimated Value $1,030,959

    Last Listing Agent Donna Halstead Coldwell Banker Schmitt RE Co.

    29839 Newfound Blvd, Big Pine Key, FL 33043
  • /88

    $3,475,000

    Sold May 19, 2026

    680 Elma Ave, Big Pine Key, FL 33043

    • 4 Beds
    • 3.5 Baths
    • 2,050 Sq Ft
    • Built 1971

    Last Sold Summary

    • 11% Below List Price
    • $1,695/SF
    • 140 Days On Market

    Current Estimated Value $3,047,980

    Last Listing Agent Sandra Tuttle Island Welcome Real Estate

    680 Elma Ave, Big Pine Key, FL 33043
  • /48

    $291,000

    Sold Mar 03, 2026

    701 Spanish Main Dr Unit 625, Cudjoe Key, FL 33042

    • 2 Beds
    • 1 Bath
    • 720 Sq Ft
    • Built 1985

    Last Sold Summary

    • 9% Below List Price
    • $404/SF
    • 133 Days On Market

    Last Listing Agent Ian Calderwood Bluescape Real Estate- Venture

    701 Spanish Main Dr Unit 625, Cudjoe Key, FL 33042
  • /43

    $1,410,000

    Sold Apr 30, 2026

    17152 Marlin Dr, Sugarloaf Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Built 1989

    Last Sold Summary

    • 12% Below List Price
    • $1,175/SF
    • 70 Days On Market

    Current Estimated Value $1,465,842

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    17152 Marlin Dr, Sugarloaf Key, FL 33042
  • /47

    $1,282,000

    Sold Nov 12, 2025

    29436 Independence Ave, Big Pine Key, FL 33043

    • 2 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Built 1986

    Last Sold Summary

    • 6% Below List Price
    • $855/SF
    • 82 Days On Market

    Current Estimated Value $1,241,199

    Last Listing Agent Karen Haack Coldwell Banker Schmitt RE Co.

    29436 Independence Ave, Big Pine Key, FL 33043
  • /2

    $255,000

    Sold Oct 20, 2025

    150 Coral Ave, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,100 Sq Ft
    • Built 1993

    Last Sold Summary

    • $232/SF
    • 0 Days On Market

    Current Estimated Value $657,568

    Last Listing Agent User Kristen Brenner/Margie Casey T Florida Keys Real Estate Group

    150 Coral Ave, Summerland Key, FL 33042
  • /3

    $325,000

    Sold Oct 09, 2025

    29153 Tulip Ln, Big Pine Key, FL 33043

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

    Last Sold Summary

    • $356/SF
    • 0 Days On Market

    Current Estimated Value $364,412

    Last Listing Agent Ryan Gernaat Coldwell Banker Schmitt Lower Keys (KW)

    29153 Tulip Ln, Big Pine Key, FL 33043
  • /51

    $420,000

    Sold Nov 21, 2025

    701 Spanish Main Dr Unit 280, Cudjoe Key, FL 33042

    • 1 Bed
    • 1 Bath
    • 816 Sq Ft
    • Built 1979

    Last Sold Summary

    • 8% Below List Price
    • $515/SF
    • 185 Days On Market

    Last Listing Agent Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 280, Cudjoe Key, FL 33042
  • /84

    $1,600,000

    Sold Apr 09, 2026

    17125 Wahoo Ln, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,648 Sq Ft
    • Built 1982

    Last Sold Summary

    • $971/SF
    • 8 Days On Market

    Current Estimated Value $1,576,554

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

    17125 Wahoo Ln, Summerland Key, FL 33042
  • /4

    $50,000

    Sold Dec 19, 2025

    0 Old State Rd Unit 616986, Cudjoe Key, FL 33042

    • Land
    • 7,450 Sq Ft
    • $292,349 per Acre

    Last Sold Summary

    • 41% Below List Price
    • 25 Days On Market

    Last Listing Agent Sabre Mendoza Coldwell Banker Schmitt RE Co.

    0 Old State Rd Unit 616986, Cudjoe Key, FL 33042

Showing Results 41 - 80, Page 2 of 9

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