Recently Sold Summerland Key, FL Homes

/18
$738,000 Sold Mar 28, 2025

27438 Haiti Ln, Summerland Key, FL 33042
- 2 Beds
- 2 Baths
- 816 Sq Ft
- Built 1987
Last Sold Summary
- 8% Below List Price
- $904/SF
- 146 Days On Market
Current Estimated Value $741,502

Last Listing Agent Caroline Bauer Key West Sales, LLC

27438 Haiti Ln, Summerland Key, FL 33042
/27
$837,000 Sold Jul 11, 2025

27417 Cayman Ln, Summerland Key, FL 33042
- 2 Beds
- 1 Bath
- 1,085 Sq Ft
- Built 1975
Last Sold Summary
- 14% Below List Price
- $771/SF
- 274 Days On Market
Current Estimated Value $846,677

Last Listing Agent Karen Quist Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key

27417 Cayman Ln, Summerland Key, FL 33042
/60
$950,000 Sold Oct 17, 2025

76 W Shore Dr, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,028 Sq Ft
- Built 2001
Last Sold Summary
- 13% Below List Price
- $924/SF
- 369 Days On Market
Current Estimated Value $933,092

Last Listing Agent Cardenas & Krug Team Coastal Collection Real Estate Inc.

76 W Shore Dr, Summerland Key, FL 33042
/56
$1,725,000 Sold Jul 11, 2025

17159 Amberjack Ln, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,660 Sq Ft
- Built 1989
Last Sold Summary
- 14% Below List Price
- $1,039/SF
- 258 Days On Market
Current Estimated Value $1,721,652

Last Listing Agent Lisa Swanson The Agency Florida Keys

17159 Amberjack Ln, Summerland Key, FL 33042
/45
$1,550,000 Sold Jan 30, 2026

28538 John Silver Rd, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,248 Sq Ft
- Built 1981
Last Sold Summary
- 3% Below List Price
- $1,242/SF
- 164 Days On Market
Current Estimated Value $1,506,334

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

28538 John Silver Rd, Summerland Key, FL 33042
/45
$630,000 Sold Dec 08, 2025

22970 Sharp Ln, Summerland Key, FL 33042
- 1 Bed
- 1 Bath
- 576 Sq Ft
- Built 1985
Last Sold Summary
- 10% Below List Price
- $1,094/SF
- 4 Days On Market
Current Estimated Value $655,141

Last Listing Agent Nick Boumerhi Meyer and Boumerhi Realty LLC

22970 Sharp Ln, Summerland Key, FL 33042
/35
$1,499,900 Sold May 27, 2025

1082 Bay Dr, Summerland Key, FL 33042
- 4 Beds
- 2.5 Baths
- 1,440 Sq Ft
- Built 1980
Last Sold Summary
- 25% Below List Price
- $1,042/SF
- 602 Days On Market
Current Estimated Value $1,850,819

Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

1082 Bay Dr, Summerland Key, FL 33042
/60
$930,000 Sold Jan 23, 2026

27405 Guadaloupe Ln, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,288 Sq Ft
- Built 2008
Last Sold Summary
- 2% Below List Price
- $722/SF
- 51 Days On Market
Current Estimated Value $926,957

Last Listing Agent Mark Gable Engel & Volkers Marathon

27405 Guadaloupe Ln, Summerland Key, FL 33042
/2
$510,000 Sold Sep 08, 2025

Unlisted Address
- 3 Beds
- 2 Baths
- 972 Sq Ft
- Built 1989
Last Sold Summary
- $525/SF
Current Estimated Value $509,227

Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

Unlisted Address
/73
$2,925,000 Sold Jun 10, 2025

17018 Wahoo Ln, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,472 Sq Ft
- Built 1991
Last Sold Summary
- 25% Below List Price
- $1,987/SF
- 122 Days On Market
Current Estimated Value $2,917,381

Last Listing Agent Coby Taylor Taylor & Assoc. RE, Inc.

17018 Wahoo Ln, Summerland Key, FL 33042
/8
$906,300 Sold Apr 30, 2025

0000 Dorn Rd, Big Torch Key, FL 33042
- Land
- 35.5 Acres
- $25,530 per Acre
Last Sold Summary
- 43% Below List Price
- 103 Days On Market
Last Listing Agent Lindsay Ryan EXP Realty LLC

0000 Dorn Rd, Big Torch Key, FL 33042
/16
$1,400,000 Sold Mar 16, 2026

570 Blackbeard Rd, Summerland Key, FL 33042
- 3 Beds
- 3 Baths
- 1,500 Sq Ft
- Built 2026
Last Sold Summary
- 3% Below List Price
- $933/SF
- 14 Days On Market
Current Estimated Value $277,898

Last Listing Agent Nick Boumerhi Meyer and Boumerhi Realty LLC

570 Blackbeard Rd, Summerland Key, FL 33042
/45
$780,000 Sold Jul 18, 2025

29025 Geranium Dr, Big Pine Key, FL 33043
- 2 Beds
- 2 Baths
- 912 Sq Ft
- Built 1981
Last Sold Summary
- 6% Below List Price
- $855/SF
- 44 Days On Market
Current Estimated Value $807,092

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

29025 Geranium Dr, Big Pine Key, FL 33043
/49
$650,000 Sold Aug 20, 2025

27317 Cayman Ln, Summerland Key, FL 33042
- 2 Beds
- 1.5 Baths
- 1,029 Sq Ft
- Built 2012
Last Sold Summary
- 28% Below List Price
- $632/SF
- 262 Days On Market
Current Estimated Value $678,277

Last Listing Agent Diana Fiddes Coldwell Banker Schmitt Key Largo

27317 Cayman Ln, Summerland Key, FL 33042
/59
$860,300 Sold May 02, 2025

701 Spanish Main Dr Unit 198, Cudjoe Key, FL 33042
- 2 Beds
- 2 Baths
- 864 Sq Ft
- Built 2000
Last Sold Summary
- 9% Below List Price
- $996/SF
- 76 Days On Market
Last Listing Agent Kelly Gardner Bluescape Real Estate

701 Spanish Main Dr Unit 198, Cudjoe Key, FL 33042
/5
$725,000 Sold Jul 30, 2025

19462 Canal Dr, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,394 Sq Ft
- Built 1990
Last Sold Summary
- 6% Below List Price
- $520/SF
- 3 Days On Market
Current Estimated Value $722,530

Last Listing Agent Jacqui Norman Berkshire Hathaway HomeServices Knight & Gardner Realty

19462 Canal Dr, Summerland Key, FL 33042
/2
$55,000 Sold Oct 22, 2025

Lot 2 Rainbow Beach, Big Torch Key, FL 33042
- Land
Last Sold Summary
- 4% Below List Price
- 2 Days On Market
Last Listing Agent Pamela Stangler Expert Realty LLC

Lot 2 Rainbow Beach, Big Torch Key, FL 33042
/46
$1,390,000 Sold Aug 26, 2025

229 Caribbean Dr E, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,152 Sq Ft
- Built 1985
Last Sold Summary
- 1% Below List Price
- $1,207/SF
- 30 Days On Market
Current Estimated Value $1,387,796

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

229 Caribbean Dr E, Summerland Key, FL 33042
/29
$740,000 Sold Oct 31, 2025

27138 Dolphin Rd, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,320 Sq Ft
- Built 2022
Last Sold Summary
- 14% Below List Price
- $561/SF
- 181 Days On Market
Current Estimated Value $734,951

Last Listing Agent Karen Haack Coldwell Banker Schmitt RE Co.

27138 Dolphin Rd, Summerland Key, FL 33042
/47
$1,100,000 Sold Jun 27, 2025

21014 7th Ave, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,361 Sq Ft
- Built 1988
Last Sold Summary
- 19% Below List Price
- $808/SF
- 102 Days On Market
Current Estimated Value $1,101,593

Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

21014 7th Ave, Summerland Key, FL 33042
/7
$4,275,000 Sold Mar 04, 2026

231 E Shore Dr Unit 7, Summerland Key, FL 33042
- 5 Beds
- 5.5 Baths
- 3,119 Sq Ft
- Built 2025
Last Sold Summary
- 1% Below List Price
- $1,371/SF
- 114 Days On Market
Last Listing Agent Stephanie Marinucci Serhant Florida LLC - Delray Beach Office

231 E Shore Dr Unit 7, Summerland Key, FL 33042
/32
$700,000 Sold May 14, 2025

226 Newfound Blvd, Big Pine Key, FL 33043
- 2 Beds
- 2 Baths
- 960 Sq Ft
- Built 1990
Last Sold Summary
- 3% Below List Price
- $729/SF
- 17 Days On Market
Current Estimated Value $723,248

Last Listing Agent Madeleine Lowe Expert Realty LLC (HQ)

226 Newfound Blvd, Big Pine Key, FL 33043
/36
$1,120,000 Sold Mar 24, 2026

2148 Bahia Shores Rd, Big Pine Key, FL 33043
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
- Built 1988
Last Sold Summary
- 5% Below List Price
- $933/SF
- 1 Day On Market
Current Estimated Value $1,108,096

Last Listing Agent Anne Press Lokation Real Estate

2148 Bahia Shores Rd, Big Pine Key, FL 33043
/24
$485,000 Sold May 23, 2025

1923 Narcissus Ave, Big Pine Key, FL 33043
- 2 Beds
- 1.5 Baths
- 1,506 Sq Ft
- Built 1974
Last Sold Summary
- 22% Below List Price
- $322/SF
- 74 Days On Market
Current Estimated Value $549,535

Last Listing Agent Christopher Tanaka Coldwell Banker Schmitt RE Co.

1923 Narcissus Ave, Big Pine Key, FL 33043
/55
$5,003,500 Sold Jan 05, 2026

1151 Ocean Dr, Summerland Key, FL 33042
- 5 Beds
- 6 Baths
- 3,952 Sq Ft
- Built 2007
Last Sold Summary
- 28% Below List Price
- $1,266/SF
- 47 Days On Market
Current Estimated Value $5,347,317

Last Listing Agent Lisa Swanson The Agency Florida Keys

1151 Ocean Dr, Summerland Key, FL 33042
/34
$600,000 Sold Sep 22, 2025

19557 Mayan St, Summerland Key, FL 33042
- 2 Beds
- 2 Baths
- 989 Sq Ft
- Built 1958
Last Sold Summary
- 5% Below List Price
- $607/SF
- 186 Days On Market
Current Estimated Value $602,254

Last Listing Agent Lola McKee eXp Realty LLC

19557 Mayan St, Summerland Key, FL 33042
/2
$48,000 Sold Mar 13, 2026

0 Bk 2 Lt 24 Windward Beach Estate Unit 615586, Little Torch Key, FL 33042
- Land
Last Sold Summary
- 26% Below List Price
- 250 Days On Market
Current Estimated Value $123,500

Last Listing Agent Donna Pezzi Keller Williams Key West Compass Realty

0 Bk 2 Lt 24 Windward Beach Estate Unit 615586, Little Torch Key, FL 33042
/64
$815,422 Sold Nov 06, 2025

554 W Shore Dr, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,407 Sq Ft
- Built 1963
Last Sold Summary
- 9% Below List Price
- $580/SF
- 34 Days On Market
Current Estimated Value $841,155

Last Listing Agent Jimmy Lane Island Life Realty Experts

554 W Shore Dr, Summerland Key, FL 33042
/75
$950,000 Sold Apr 30, 2025

529 W Shore Dr, Summerland Key, FL 33042
- 2 Beds
- 2 Baths
- 960 Sq Ft
- Built 1991
Last Sold Summary
- 21% Below List Price
- $990/SF
- 75 Days On Market
Current Estimated Value $947,361

Last Listing Agent Everett Smith Ocean Sotheby's International Realty

529 W Shore Dr, Summerland Key, FL 33042
/71
$3,150,000 Sold Aug 28, 2025

225 Colson Dr, Summerland Key, FL 33042
- 6 Beds
- 7 Baths
- 4,976 Sq Ft
- Built 2010
Last Sold Summary
- 10% Below List Price
- $633/SF
- 118 Days On Market
Current Estimated Value $3,279,245

Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

225 Colson Dr, Summerland Key, FL 33042
/32
$1,830,000 Sold Apr 02, 2025

17023 Allamanda Dr W, Summerland Key, FL 33042
- 2 Beds
- 2 Baths
- 1,104 Sq Ft
- Built 1979
Last Sold Summary
- 8% Below List Price
- $1,658/SF
- 77 Days On Market
Current Estimated Value $1,798,461

Last Listing Agent Lisa Swanson The Agency Florida Keys

17023 Allamanda Dr W, Summerland Key, FL 33042
/43
$1,150,000 Sold Sep 22, 2025

1032 Caribbean Dr E, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,380 Sq Ft
- Built 1990
Last Sold Summary
- 18% Below List Price
- $833/SF
- 175 Days On Market
Current Estimated Value $1,146,564

Last Listing Agent Donna Pezzi Keller Williams Key West Compass Realty

1032 Caribbean Dr E, Summerland Key, FL 33042
/37
$705,000 Sold Aug 21, 2025

27312 Anguila Ln, Summerland Key, FL 33042
- 2 Beds
- 2 Baths
- 1,148 Sq Ft
- Built 1989
Last Sold Summary
- 15% Below List Price
- $614/SF
- 127 Days On Market
Current Estimated Value $734,143

Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

27312 Anguila Ln, Summerland Key, FL 33042
/39
$912,250 Sold Apr 03, 2025

22879 Blackbeard Ln, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,344 Sq Ft
- Built 2002
Last Sold Summary
- 8% Below List Price
- $679/SF
- 43 Days On Market
Current Estimated Value $926,022

Last Listing Agent Sandra Tuttle Island Welcome Real Estate

22879 Blackbeard Ln, Summerland Key, FL 33042
/31
$725,000 Sold Jan 05, 2026

27235 Mariposa Rd, Summerland Key, FL 33042
- 3 Beds
- 2 Baths
- 1,364 Sq Ft
- Built 2017
Last Sold Summary
- 4% Below List Price
- $532/SF
- 127 Days On Market
Current Estimated Value $729,906

Last Listing Agent Brent Bishop Internet Realty of the Florida Keys

27235 Mariposa Rd, Summerland Key, FL 33042
/43
$1,025,000 Sold Feb 11, 2026

29039 Cedar Dr, Big Pine Key, FL 33043
- 2 Beds
- 1 Bath
- 1,056 Sq Ft
- Built 1976
Last Sold Summary
- 6% Below List Price
- $971/SF
- 42 Days On Market
Current Estimated Value $1,060,042

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

29039 Cedar Dr, Big Pine Key, FL 33043
/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 $808,874

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 $3,640,662

Last Listing Agent Lisa Swanson The Agency Florida Keys

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

Showing Results 1 - 40, Page 1 of 9

Florida Monroe County Summerland Key

Frequently Asked Questions

What is the average home price in Summerland Key, FL?

Homes for sale in Summerland Key, FL have an average home price of $1,695,396.

What is the average time to sell a house in Summerland Key, FL?

The houses for sale in Summerland Key, FL spend an average of 120 days on the market.

What is the number of active homes for sale in Summerland Key, FL?

There are 67 active homes for sale in Summerland Key, FL.

How many homes have sold over the last 12 months in Summerland Key, FL?

109 homes have sold in Summerland Key, FL over the last 12 months.

Home Trends in Summerland Key, FL

On average, homes in Summerland Key, FL sell after 120 days on the market compared to the national average of 55 days. The median sale price for homes in Summerland Key, FL over the last 12 months is $1,116,000, down 5% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$1,116,000

Median Single Family Sale Price

$1,167,000

Median Townhouse Sale Price

$1,750,000

Average Price Per Sq Ft

$903

Number of Homes for Sale

Last 12 months Home Sales

109

Months of Supply

7.40

Median List Price

$1,299,500

Median Change From 1st List Price

10%

Median Home Sale Price YoY Change

-5%

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Summerland Key Types of Homes for Sale

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