Recently Sold Summerland Key, FL Homes

/51
$1,100,000 Sold May 02, 2025

27984 Barton Ave, Little Torch Key, FL 33042
- 2 Beds
- 2 Baths
- 1,225 Sq Ft
- Built 1993
Last Sold Summary
- 8% Below List Price
- $898/SF
- 126 Days On Market
Current Estimated Value $1,107,556

Last Listing Agent Steven Koleno Beycome of Florida, LLC

27984 Barton Ave, Little Torch Key, FL 33042
/2
$1,400,000 Sold Sep 17, 2025

491 W Indies Dr, Ramrod Key, FL 33042
- 2 Beds
- 2 Baths
- 1,204 Sq Ft
- Built 2020
Last Sold Summary
- $1,163/SF
- 0 Days On Market
Current Estimated Value $1,395,573

Last Listing Agent Mark Gable Engel & Volkers Marathon

491 W Indies Dr, Ramrod Key, FL 33042
/40
$1,350,000 Sold May 15, 2025

31254 Hollerich Dr, Big Pine Key, FL 33043
- 3 Beds
- 2 Baths
- 1,315 Sq Ft
- Built 2025
Last Sold Summary
- 8% Below List Price
- $1,027/SF
- 6 Days On Market
Current Estimated Value $1,358,199

Last Listing Agent Patti Nickless Coldwell Banker Schmitt Lower Keys (KW)

31254 Hollerich Dr, Big Pine Key, FL 33043
/23
$710,000 Sold Aug 20, 2025

19603 Seminole St, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,188 Sq Ft
- Built 2014
Last Sold Summary
- 3% Below List Price
- $598/SF
- 5 Days On Market
Current Estimated Value $721,793

Last Listing Agent Steven Koleno Beycome of Florida, LLC

19603 Seminole St, Summerland Key, FL 33042
/30
$628,000 Sold Sep 05, 2025

31256 Avenue H, Big Pine Key, FL 33043
- 3 Beds
- 2 Baths
- 1,144 Sq Ft
- Built 2005
Last Sold Summary
- 4% Below List Price
- $549/SF
- 106 Days On Market
Current Estimated Value $640,138

Last Listing Agent Karen Haack Coldwell Banker Schmitt RE Co.

31256 Avenue H, Big Pine Key, FL 33043
/18
$250,000 Sold Feb 24, 2026

138 Sands Rd, Big Pine Key, FL 33043
- 1 Bed
- 1 Bath
- 442 Sq Ft
- Built 1969
Last Sold Summary
- 9% Below List Price
- $566/SF
- 16 Days On Market
Last Listing Agent Tracy Shields KeyIsle Realty

138 Sands Rd, Big Pine Key, FL 33043
/41
$1,350,000 Sold Aug 18, 2025

20735 5th Ave W, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,582 Sq Ft
- Built 1985
Last Sold Summary
- 7% Below List Price
- $853/SF
- 16 Days On Market
Current Estimated Value $1,336,141

Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

20735 5th Ave W, Summerland Key, FL 33042
/36
$1,215,000 Sold Apr 09, 2025

17246 Jamaica Ln, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,440 Sq Ft
- Built 2020
Last Sold Summary
- 12% Below List Price
- $844/SF
- 23 Days On Market
Current Estimated Value $1,198,977

Last Listing Agent Stephen Hachey

17246 Jamaica Ln, Summerland Key, FL 33042
/37
$725,000 Sold Jan 14, 2026

27394 Saint Lucie Ln, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,078 Sq Ft
- Built 1994
Last Sold Summary
- $673/SF
- 19 Days On Market
Current Estimated Value $733,281

Last Listing Agent Casey Arnold eXp Realty LLC

27394 Saint Lucie Ln, Summerland Key, FL 33042
/47
$945,000 Sold Oct 03, 2025

29487 Ranger Ave, Big Pine Key, FL 33043
- 2 Beds
- 2 Baths
- 1,258 Sq Ft
- Built 1996
Last Sold Summary
- 3% Below List Price
- $751/SF
- 99 Days On Market
Current Estimated Value $1,016,878

Last Listing Agent Melissa Gibbins Expert Realty LLC (HQ)

29487 Ranger Ave, Big Pine Key, FL 33043
/49
$750,000 Sold Jul 24, 2025

25121 Center St, Summerland Key, FL 33042
- 2 Beds
- 2 Baths
- 960 Sq Ft
- Built 2008
Last Sold Summary
- 14% Below List Price
- $781/SF
- 72 Days On Market
Current Estimated Value $756,928

Last Listing Agent Gregory Sullivan BYOWNER.COM

25121 Center St, Summerland Key, FL 33042
/45
$710,000 Sold Feb 05, 2026

27163 Mariposa Rd, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,488 Sq Ft
- Built 2018
Last Sold Summary
- 10% Below List Price
- $477/SF
- 238 Days On Market
Current Estimated Value $754,896

Last Listing Agent Jessica Roden Ocean Sotheby's International Realty

27163 Mariposa Rd, Summerland Key, FL 33042
/100
$3,300,000 Sold Dec 01, 2025

815 E Shore Dr, Summerland Key, FL 33042
- 7 Beds
- 6 Baths
- 4,531 Sq Ft
- Built 1961
Last Sold Summary
- 26% Below List Price
- $728/SF
- 295 Days On Market
Current Estimated Value $3,422,002

Last Listing Agent Karen Williams-deCastro LPT Realty, LLC

815 E Shore Dr, Summerland Key, FL 33042
/32
$450,000 Sold Aug 20, 2025

701 Spanish Main Dr Unit 22, Cudjoe Key, FL 33042
- 2 Beds
- 2 Baths
- 814 Sq Ft
- Built 2016
Last Sold Summary
- 9% Below List Price
- $553/SF
- 283 Days On Market
Last Listing Agent Kelly Gardner Bluescape Real Estate

701 Spanish Main Dr Unit 22, Cudjoe Key, FL 33042
/30
$1,185,000 Sold Nov 17, 2025

478 Blackbeard Rd, Summerland Key, FL 33042
- 2 Beds
- 2 Baths
- 1,116 Sq Ft
- Built 1980
Last Sold Summary
- 3% Below List Price
- $1,062/SF
- 0 Days On Market
Current Estimated Value $1,155,761

Last Listing Agent Jenny Perry Preferred Properties (KW)

478 Blackbeard Rd, Summerland Key, FL 33042
/36
$330,000 Sold Apr 17, 2025

701 Spanish Main Dr Unit 28, Cudjoe Key, FL 33042
- 2 Beds
- 1 Bath
- 728 Sq Ft
- Built 1983
Last Sold Summary
- 8% Below List Price
- $453/SF
- 63 Days On Market
Last Listing Agent Frank Griffiths Lokation Real Estate

701 Spanish Main Dr Unit 28, Cudjoe Key, FL 33042
/29
$825,000 Sold Feb 27, 2026

17245 Jamaica Ln, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,248 Sq Ft
- Built 2000
Last Sold Summary
- 11% Below List Price
- $661/SF
- 104 Days On Market
Current Estimated Value $882,381

Last Listing Agent Team Kaufelt Truman & Co. (KW)

17245 Jamaica Ln, Summerland Key, FL 33042
/40
$1,300,000 Sold Feb 26, 2026

537 Heck Ave, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,422 Sq Ft
- Built 1997
Last Sold Summary
- $914/SF
- 29 Days On Market
Current Estimated Value $1,273,741

Last Listing Agent Michelle Howerton Brenda Donnelly Real Estate LLC

537 Heck Ave, Summerland Key, FL 33042
/45
$799,000 Sold Aug 29, 2025

17338 Dolphin St E, Summerland Key, FL 33042
- 2 Beds
- 2 Baths
- 1,875 Sq Ft
- Built 1963
Last Sold Summary
- 30% Below List Price
- $426/SF
- 171 Days On Market
Current Estimated Value $871,108

Last Listing Agent Alexa Morgan Buy The Keys

17338 Dolphin St E, Summerland Key, FL 33042
/9
$350,000 Sold Jun 12, 2025

31456 Ave F, Big Pine Key, FL 33043
- Land
Last Sold Summary
- 7% Below List Price
- 20 Days On Market
Current Estimated Value $366,028

Last Listing Agent Kirksten Irick Preferred Properties (KW)

31456 Ave F, Big Pine Key, FL 33043
/47
$1,075,000 Sold Jul 30, 2025

128 Le Grand Ln, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,120 Sq Ft
- Built 1999
Last Sold Summary
- 16% Below List Price
- $960/SF
- 189 Days On Market
Current Estimated Value $1,073,081

Last Listing Agent Alain Majeau Berkshire Hathaway HomeServices Knight & Gardner Realty

128 Le Grand Ln, Summerland Key, FL 33042
/22
$500,000 Sold Jun 30, 2025

31232 Ave d, Big Pine Key, FL 33043
- 3 Beds
- 1 Bath
- 988 Sq Ft
- Built 1958
Last Sold Summary
- 5% Below List Price
- $506/SF
- 41 Days On Market
Current Estimated Value $530,660

Last Listing Agent Rose Dell Keller Williams Key West Compass Realty

31232 Ave d, Big Pine Key, FL 33043
/34
$762,000 Sold Jan 22, 2026

726 Jamaica Ln, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,568 Sq Ft
- Built 1986
Last Sold Summary
- 15% Below List Price
- $486/SF
- 325 Days On Market
Current Estimated Value $875,933

Last Listing Agent Natallie Liz Expert Realty LLC (HQ)

726 Jamaica Ln, Summerland Key, FL 33042
/40
$1,115,000 Sold Sep 10, 2025

28552 Maracaibo Rd, Little Torch Key, FL 33042
- 2 Beds
- 2 Baths
- 988 Sq Ft
- Built 1989
Last Sold Summary
- 3% Below List Price
- $1,129/SF
- 8 Days On Market
Current Estimated Value $1,107,603

Last Listing Agent Teri Hiller Coldwell Banker Schmitt Real Estate Co.

28552 Maracaibo Rd, Little Torch Key, FL 33042
/8
$553,000 Sold Mar 06, 2026

3 W Cook, Cook Island Key, FL 33043
- 3 Beds
- 2 Baths
- 704 Sq Ft
- Built 1985
Last Sold Summary
- 8% Below List Price
- $786/SF
- 267 Days On Market
Last Listing Agent Stephen Hachey

3 W Cook, Cook Island Key, FL 33043
/36
$755,000 Sold Sep 22, 2025

1590 Gardenia Ln, Big Pine Key, FL 33043
- 3 Beds
- 2 Baths
- 1,200 Sq Ft
- Built 1977
Last Sold Summary
- 6% Below List Price
- $629/SF
- 104 Days On Market
Current Estimated Value $764,688

Last Listing Agent Sandra Tuttle Island Welcome Real Estate

1590 Gardenia Ln, Big Pine Key, FL 33043
/42
$775,000 Sold Oct 01, 2025

22988 Port Royal Ln, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,122 Sq Ft
- Built 1998
Last Sold Summary
- 6% Below List Price
- $691/SF
- 68 Days On Market
Current Estimated Value $777,696

Last Listing Agent Walter Ceballos, P.A. Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key

22988 Port Royal Ln, Summerland Key, FL 33042
/77
$2,500,000 Sold Jul 15, 2025

943 Flagship Dr, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,792 Sq Ft
- Built 2001
Last Sold Summary
- 7% Below List Price
- $1,395/SF
- 121 Days On Market
Current Estimated Value $2,518,270

Last Listing Agent Lisa Swanson The Agency Florida Keys

943 Flagship Dr, Summerland Key, FL 33042
/39
$650,000 Sold Apr 25, 2025

25161 Center St, Summerland Key, FL 33042
- 1 Bed
- 1.5 Baths
- 1,024 Sq Ft
- Built 1958
Last Sold Summary
- 4% Below List Price
- $635/SF
- 6 Days On Market
Current Estimated Value $618,240

Last Listing Agent Patti Nickless Coldwell Banker Schmitt Lower Keys (KW)

25161 Center St, Summerland Key, FL 33042
/2
$545,000 Sold May 22, 2025

30276 Watson Blvd, Big Pine Key, FL 33043
- 2 Beds
- 1 Bath
- 864 Sq Ft
- Built 1989
Last Sold Summary
- $631/SF
- 0 Days On Market
Current Estimated Value $563,191

Last Listing Agent Ally Kelley Ocean Sotheby's International Realty

30276 Watson Blvd, Big Pine Key, FL 33043
/41
$970,000 Sold May 27, 2025

366 Sawyer Dr, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,390 Sq Ft
- Built 1988
Last Sold Summary
- 19% Below List Price
- $698/SF
- 4 Days On Market
Current Estimated Value $995,547

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

366 Sawyer Dr, Summerland Key, FL 33042
/54
$1,035,000 Sold Apr 14, 2025

29013 Marigold Dr, Big Pine Key, FL 33043
- 2 Beds
- 2 Baths
- 1,614 Sq Ft
- Built 1969
Last Sold Summary
- 13% Below List Price
- $641/SF
- 45 Days On Market
Current Estimated Value $1,057,619

Last Listing Agent Sandra Tuttle Island Welcome Real Estate

29013 Marigold Dr, Big Pine Key, FL 33043
/3
$65,000 Sold Aug 04, 2025

0 Spanish Channel Dr, No Name Key, FL 33043
- Land
Last Sold Summary
- 86% Below List Price
- 54 Days On Market
Last Listing Agent Barbara Eads Barbara Eads Realty

0 Spanish Channel Dr, No Name Key, FL 33043
/58
$835,000 Sold May 28, 2025

23920 Overseas Hwy, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,242 Sq Ft
- Built 2022
Last Sold Summary
- 2% Below List Price
- $672/SF
- 60 Days On Market
Current Estimated Value $870,258

Last Listing Agent Aleida Ramirez United Realty Group Inc

23920 Overseas Hwy, Summerland Key, FL 33042
/35
$945,000 Sold May 15, 2025

17182 Starfish Ln W, Summerland Key, FL 33042
- 2 Beds
- 2 Baths
- 1,265 Sq Ft
- Built 1991
Last Sold Summary
- 3% Below List Price
- $747/SF
- 6 Days On Market
Current Estimated Value $978,570

Last Listing Agent Daniel Urban Expert Realty LLC (HQ)

17182 Starfish Ln W, Summerland Key, FL 33042
/2
$553,000 Sold Mar 06, 2026

3 W Cook, Cook Island Key, FL 33043
- 2 Beds
- 2 Baths
- 750 Sq Ft
- Built 1985
Last Sold Summary
- 8% Below List Price
- $737/SF
- 312 Days On Market
Current Estimated Value $534,333

Last Listing Agent Stephen Hachey FLAT FEE MLS REALTY

3 W Cook, Cook Island Key, FL 33043
/32
$825,000 Sold Apr 09, 2025

3715 Pine St, Big Pine Key, FL 33043
- 2 Beds
- 2 Baths
- 960 Sq Ft
- Built 1993
Last Sold Summary
- 8% Below List Price
- $859/SF
- 4 Days On Market
Current Estimated Value $849,325

Last Listing Agent Maggie Beall Lokation Real Estate

3715 Pine St, Big Pine Key, FL 33043
/35
$669,000 Sold Oct 24, 2025

28212 Gato Rd, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,077 Sq Ft
- Built 2000
Last Sold Summary
- 4% Below List Price
- $621/SF
- 80 Days On Market
Current Estimated Value $678,511

Last Listing Agent Donna Pezzi Keller Williams Key West Compass Realty

28212 Gato Rd, Summerland Key, FL 33042
/45
$1,910,000 Sold Feb 26, 2026

1659 Long Beach Dr, Big Pine Key, FL 33043
- 3 Beds
- 2 Baths
- 1,666 Sq Ft
- Built 1996
Last Sold Summary
- 4% Below List Price
- $1,146/SF
- 7 Days On Market
Current Estimated Value $2,096,539

Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

1659 Long Beach Dr, Big Pine Key, FL 33043
/41
$650,000 Sold Jul 01, 2025

22882 Buccaneer Ln, Summerland Key, FL 33042
- 2 Beds
- 2 Baths
- 1,120 Sq Ft
- Built 1984
Last Sold Summary
- 19% Below List Price
- $580/SF
- 81 Days On Market
Current Estimated Value $682,710

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

22882 Buccaneer Ln, Summerland Key, FL 33042

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