Recently Sold Summerland Key, FL Homes

/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 $693,519

Last Listing Agent Diane Corliss Coldwell Banker Schmitt RE Co.

22882 Buccaneer Ln, Summerland Key, FL 33042
/42
$1,450,000 Sold Jun 23, 2025

17177 Bonita Ln W, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,425 Sq Ft
- Built 1978
Last Sold Summary
- 19% Below List Price
- $1,018/SF
- 362 Days On Market
Current Estimated Value $1,465,004

Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

17177 Bonita Ln W, Summerland Key, FL 33042
/52
$2,300,000 Sold Sep 12, 2025

23086 Snapper Ln, Summerland Key, FL 33042
- 4 Beds
- 3 Baths
- 2,586 Sq Ft
- Built 1985
Last Sold Summary
- 8% Below List Price
- $889/SF
- 147 Days On Market
Current Estimated Value $2,226,471

Last Listing Agent Greg MacLaren Internet Realty of the Florida Keys

23086 Snapper Ln, Summerland Key, FL 33042
/32
$455,000 Sold Feb 25, 2026

31129 Avenue G, Big Pine Key, FL 33043
- 3 Beds
- 3 Baths
- 844 Sq Ft
- Built 1994
Last Sold Summary
- $539/SF
- 52 Days On Market
Last Listing Agent Ted Stewart Truman & Co. (KW)

31129 Avenue G, Big Pine Key, FL 33043
/42
$630,000 Sold Jul 21, 2025

92 Frazier Ln, Summerland Key, FL 33042
- 2 Beds
- 3 Baths
- 768 Sq Ft
- Built 1980
Last Sold Summary
- 9% Below List Price
- $820/SF
- 43 Days On Market
Current Estimated Value $566,646

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

92 Frazier Ln, Summerland Key, FL 33042
/29
$1,400,000 Sold Apr 24, 2026

20841 8th Ave W, Cudjoe Key, FL 33042
- 3 Beds
- 2 Baths
- 1,872 Sq Ft
- Built 1994
Last Sold Summary
- 10% Below List Price
- $748/SF
- 82 Days On Market
Current Estimated Value $1,558,413

Last Listing Agent Collin Tingle Coldwell Banker Schmitt Lower Keys (KW)

20841 8th Ave W, Cudjoe Key, FL 33042
/16
$785,000 Sold Jul 25, 2025

27384 Barbuda Ln, Summerland Key, FL 33042
- 2 Beds
- 2 Baths
- 1,176 Sq Ft
- Built 1993
Last Sold Summary
- 17% Below List Price
- $668/SF
- 125 Days On Market
Current Estimated Value $816,941

Last Listing Agent Lisa Carter Florida Keys Realty, Inc.

27384 Barbuda Ln, Summerland Key, FL 33042
/14
$1,250,000 Sold Aug 11, 2025

365 Pirates Rd, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,400 Sq Ft
- Built 1976
Last Sold Summary
- 6% Below List Price
- $893/SF
- 47 Days On Market
Current Estimated Value $1,232,194

Last Listing Agent Christopher Tanaka Coldwell Banker Schmitt RE Co.

365 Pirates Rd, Summerland Key, FL 33042
/59
$900,000 Sold Oct 31, 2025

28550 Doubloon Rd, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 2,371 Sq Ft
- Built 1996
Last Sold Summary
- 18% Below List Price
- $380/SF
- 181 Days On Market
Current Estimated Value $992,381

Last Listing Agent Kelly Randin RE/MAX All Keys Real Estate

28550 Doubloon Rd, Summerland Key, FL 33042
/24
$710,000 Sold Dec 18, 2025

31120 Avenue J, Big Pine Key, FL 33043
- 2 Beds
- 1.5 Baths
- 864 Sq Ft
- Built 2022
Last Sold Summary
- 9% Below List Price
- $822/SF
- 83 Days On Market
Current Estimated Value $713,629

Last Listing Agent David Kaufmann Century 21 Circle

31120 Avenue J, Big Pine Key, FL 33043
/5
$328,000 Sold Mar 27, 2026

28292 Dorothy Ave, Summerland Key, FL 33042
- 2 Beds
- 2 Baths
- 830 Sq Ft
- Built 1975
Last Sold Summary
- $395/SF
- 4 Days On Market
Last Listing Agent Lauren Dunn Coldwell Banker Schmitt Islamorada

28292 Dorothy Ave, Summerland Key, FL 33042
/43
$950,000 Sold Jun 25, 2025

3881 Joyce Rd, Big Pine Key, FL 33043
- 3 Beds
- 3 Baths
- 1,428 Sq Ft
- Built 1988
Last Sold Summary
- 12% Below List Price
- $665/SF
- 69 Days On Market
Current Estimated Value $981,562

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

3881 Joyce Rd, Big Pine Key, FL 33043
/36
$700,000 Sold Jan 29, 2026

24830 Park Dr, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,188 Sq Ft
- Built 2015
Last Sold Summary
- 3% Below List Price
- $589/SF
- 7 Days On Market
Current Estimated Value $706,518

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

24830 Park Dr, Summerland Key, FL 33042
/72
$3,436,000 Sold May 16, 2025

5460 Dorn Rd, Summerland Key, FL 33042
- 3 Beds
- 3 Baths
- 2,134 Sq Ft
- Built 1996
Last Sold Summary
- 7% Below List Price
- $1,610/SF
- 30 Days On Market
Current Estimated Value $3,497,907

Last Listing Agent Sandra Tuttle Island Welcome Real Estate

5460 Dorn Rd, Summerland Key, FL 33042
/32
$1,282,100 Sold Nov 04, 2025

32857 Tortuga Ln, Big Pine Key, FL 33043
- 2 Beds
- 2 Baths
- 1,400 Sq Ft
- Built 1994
Last Sold Summary
- 8% Below List Price
- $916/SF
- 23 Days On Market
Current Estimated Value $1,301,439

Last Listing Agent Madeleine Lowe Expert Realty LLC (HQ)

32857 Tortuga Ln, Big Pine Key, FL 33043
/35
$560,000 Sold Aug 29, 2025

19616 Aztec St, Summerland Key, FL 33042
- 2 Beds
- 2 Baths
- 1,129 Sq Ft
- Built 1953
Last Sold Summary
- 20% Below List Price
- $496/SF
- 196 Days On Market
Current Estimated Value $575,808

Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

19616 Aztec St, Summerland Key, FL 33042
/2
$357,000 Sold Nov 07, 2025

31145 Hibiscus Dr, Big Pine Key, FL 33043
- Land
- 5,399 Sq Ft
- $2,879,800 per Acre
Last Sold Summary
- 11% Below List Price
- 222 Days On Market
Current Estimated Value $355,556

Last Listing Agent Cheryl Moses Action Keys Realty of the Lower FL Keys LLC

31145 Hibiscus Dr, Big Pine Key, FL 33043
/10
$2,000,000 Sold Jul 14, 2025

441 Airport Dr N, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 2,256 Sq Ft
- Built 2001
Last Sold Summary
- 13% Below List Price
- $887/SF
- 166 Days On Market
Current Estimated Value $2,049,978

Last Listing Agent Jonathan Minerick Homecoin.com

441 Airport Dr N, Summerland Key, FL 33042
/50
$1,599,000 Sold Jun 10, 2025

29655 Forrestal Ave, Big Pine Key, FL 33043
- 3 Beds
- 2 Baths
- 1,932 Sq Ft
- Built 1990
Last Sold Summary
- 6% Below List Price
- $828/SF
- 42 Days On Market
Current Estimated Value $1,621,142

Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

29655 Forrestal Ave, Big Pine Key, FL 33043
/54
$615,000 Sold Jul 11, 2025

701 Spanish Main Dr Unit 131, Cudjoe Key, FL 33042
- 2 Beds
- 2 Baths
- 864 Sq Ft
- Built 1999
Last Sold Summary
- 14% Below List Price
- $712/SF
- 194 Days On Market
Last Listing Agent Jan Fritz Coldwell Banker Schmitt RE Co.

701 Spanish Main Dr Unit 131, Cudjoe Key, FL 33042
/40
$635,000 Sold Aug 29, 2025

31148 Avenue C, Big Pine Key, FL 33043
- 3 Beds
- 2 Baths
- 1,272 Sq Ft
- Built 2003
Last Sold Summary
- 9% Below List Price
- $499/SF
- 212 Days On Market
Current Estimated Value $648,051

Last Listing Agent Sandra Rodriguez Lokation Real Estate

31148 Avenue C, Big Pine Key, FL 33043
/58
$1,164,000 Sold Dec 12, 2025

164 Tortuga Ln, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,400 Sq Ft
- Built 1990
Last Sold Summary
- 3% Below List Price
- $831/SF
- 27 Days On Market
Current Estimated Value $1,158,151

Last Listing Agent Michele Adams Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

164 Tortuga Ln, Summerland Key, FL 33042
/82
$1,265,000 Sold Apr 27, 2026

29653 Saratoga Ave, Big Pine Key, FL 33043
- 2 Beds
- 2 Baths
- 1,596 Sq Ft
- Built 1980
Last Sold Summary
- 2% Below List Price
- $793/SF
- 3 Days On Market
Current Estimated Value $1,317,600

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

29653 Saratoga Ave, Big Pine Key, FL 33043
/2
$570,000 Sold Jul 17, 2025

3767 Hibiscus St, Big Pine Key, FL 33043
- 2 Beds
- 2 Baths
- 960 Sq Ft
- Built 1986
Last Sold Summary
- 4% Below List Price
- $594/SF
- 6 Days On Market
Current Estimated Value $622,245

Last Listing Agent Ryan Call REALTY ZOOM

3767 Hibiscus St, Big Pine Key, FL 33043
/107
$5,300,000 Sold Jun 13, 2025

220 E Caribbean Dr, Summerland Key, FL 33042
- 5 Beds
- 7 Baths
- 4,981 Sq Ft
- Built 2025
Last Sold Summary
- 18% Below List Price
- $1,064/SF
- 165 Days On Market
Current Estimated Value $5,404,186

Last Listing Agent Stacy Shahan Island Real Estate Company Florida Keys

220 E Caribbean Dr, Summerland Key, FL 33042
/2
$1,650,000 Sold Sep 03, 2025

743 E Shore Dr, Summerland Key, FL 33042
- 2 Beds
- 2 Baths
- 1,747 Sq Ft
- Built 1991
Last Sold Summary
- 6% Below List Price
- $944/SF
- 1 Day On Market
Current Estimated Value $1,725,385

Last Listing Agent Scott Brisson Keyisle Realty

743 E Shore Dr, Summerland Key, FL 33042
/4
$700,000 Sold Apr 23, 2026

20963 7th Ave W, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,556 Sq Ft
- Built 1985
Last Sold Summary
- 3% Below List Price
- $450/SF
Current Estimated Value $1,215,061

Last Listing Agent Wyelda Bierman Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

20963 7th Ave W, Summerland Key, FL 33042
/49
$995,000 Sold Dec 23, 2025

29462 Geraldine St, Big Pine Key, FL 33043
- 3 Beds
- 3 Baths
- 2,240 Sq Ft
- Built 1991
Last Sold Summary
- 9% Below List Price
- $444/SF
- 65 Days On Market
Current Estimated Value $1,010,151

Last Listing Agent Sandra Tuttle Island Welcome Real Estate

29462 Geraldine St, Big Pine Key, FL 33043
/2
$49,000 Sold Jun 06, 2025

7 Lot, Lower Keys, FL 33042
- Land
- 8,276 Sq Ft
- $257,895 per Acre
Last Sold Summary
- 12% Below List Price
- 168 Days On Market
Last Listing Agent Pamela Stangler MMLS Assoc.-Inactive Member

7 Lot, Lower Keys, 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 $528,131

Last Listing Agent Derrick Johnson Coco Plum Real Estate

31124 Avenue E, Big Pine Key, FL 33043
/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 $1,164,112

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 $1,338,175

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 $744,866

Last Listing Agent Ian Calderwood Bluescape Real Estate- Venture

28009 Gulf Blvd, Big Pine Key, FL 33043
/2
$52,000 Sold Jun 30, 2025

State Road 4a _ Rogo Dedication Lot, Little Torch Key, FL 33042
- Land
- 11,960 Sq Ft
- $189,391 per Acre
Last Sold Summary
- 31% Below List Price
- 218 Days On Market
Last Listing Agent Sandra Dolowy Keyisle Realty

State Road 4a _ Rogo Dedication Lot, Little Torch Key, FL 33042
/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
/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 $1,657,924

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 $967,779

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 $247,464

Last Listing Agent Kelly Gardner Bluescape Real Estate

701 Spanish Main Dr Unit 621, Cudjoe Key, FL 33042
/29
$390,000 Sold May 28, 2025

28131 Helen Ave, Little Torch Key, FL 33042
- 2 Beds
- 1 Bath
- 856 Sq Ft
- Built 1972
Last Sold Summary
- 8% Below List Price
- $456/SF
- 91 Days On Market
Last Listing Agent Patti Nickless Coldwell Banker Schmitt Lower Keys (KW)

28131 Helen Ave, Little Torch 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 $1,283,605

Last Listing Agent Greg MacLaren Internet Realty of the Florida Keys

1185 Hakluyt Ln, Summerland Key, FL 33042

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