359

Recently Sold Summerland Key, FL Homes

Section Image
  • /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 $878,121

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

    27417 Cayman Ln, Summerland Key, FL 33042
  • /50

    $1,632,000

    Sold Apr 30, 2026

    29678 Constitution Ave, Big Pine Key, FL 33043

    • 3 Beds
    • 2.5 Baths
    • 2,172 Sq Ft
    • Built 1972

    Last Sold Summary

    • 5% Below List Price
    • $751/SF
    • 62 Days On Market

    Current Estimated Value $1,632,142

    Last Listing Agent Callie Harris Brenda Donnelly Real Estate LLC

    29678 Constitution Ave, Big Pine Key, FL 33043
  • /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 $945,746

    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 $1,733,649

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

    17159 Amberjack Ln, Summerland Key, FL 33042
  • /33

    $910,000

    Sold Apr 13, 2026

    151 Cutthroat Dr, Summerland Key, FL 33042

    • 2 Beds
    • 2.5 Baths
    • 1,140 Sq Ft
    • Built 1975

    Last Sold Summary

    • 4% Below List Price
    • $798/SF
    • 46 Days On Market

    Current Estimated Value $915,727

    Last Listing Agent Heather Bennett Florida Keys Real Estate Co. (KW)

    151 Cutthroat Dr, 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 $1,521,588

    Last Listing Agent Diane Corliss Coldwell Banker Schmitt RE Co.

    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 $664,476

    Last Listing Agent Nick Boumerhi Meyer and Boumerhi Realty LLC

    22970 Sharp Ln, Summerland Key, FL 33042
  • /88

    $732,000

    Sold Apr 21, 2026

    40 Munson Ave, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,056 Sq Ft
    • Built 1998

    Last Sold Summary

    • 2% Below List Price
    • $693/SF
    • 128 Days On Market

    Current Estimated Value $739,364

    Last Listing Agent Lindsay Ryan EXP Realty LLC

    40 Munson Ave, Summerland Key, FL 33042
  • /37

    $268,000

    Sold Apr 27, 2026

    701 Spanish Main Dr Unit 146, Cudjoe Key, FL 33042

    • Land
    • 2,178 Sq Ft
    • $5,360,000 per Acre

    Last Sold Summary

    • 3% Below List Price
    • 52 Days On Market

    Current Estimated Value $285,512

    Last Listing Agent Kim Babenzien Expert Realty LLC (HQ)

    701 Spanish Main Dr Unit 146, Cudjoe 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 $938,861

    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 $513,172

    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 $3,040,513

    Last Listing Agent Coby Taylor Expert Realty LLC (HQ)

    17018 Wahoo Ln, Summerland Key, FL 33042
  • /58

    $572,000

    Sold May 27, 2026

    175 E Cahill Ct, Big Pine Key, FL 33043

    • 2 Beds
    • 2 Baths
    • 1,008 Sq Ft
    • Built 1991

    Last Sold Summary

    • 5% Below List Price
    • $567/SF
    • 40 Days On Market

    Current Estimated Value $596,391

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

    175 E Cahill Ct, Big Pine Key, FL 33043
  • /38

    $790,000

    Sold May 22, 2026

    30471 Coconut Hwy, Big Pine Key, FL 33043

    • 3 Beds
    • 2 Baths
    • 1,513 Sq Ft
    • Built 1959

    Last Sold Summary

    • 14% Below List Price
    • $522/SF
    • 319 Days On Market

    Current Estimated Value $804,027

    Last Listing Agent Richard Haskins Buy The Keys

    30471 Coconut Hwy, Big Pine Key, FL 33043
  • /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 $1,397,000

    Last Listing Agent Nick Boumerhi Meyer and Boumerhi Realty LLC

    570 Blackbeard Rd, Summerland Key, FL 33042
  • /61

    $592,000

    Sold May 29, 2026

    29951 Pine Channel Rd, Big Pine Key, FL 33043

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

    Last Sold Summary

    • 9% Below List Price
    • $649/SF
    • 80 Days On Market

    Current Estimated Value $594,770

    Last Listing Agent Lindsay Ryan EXP Realty LLC

    29951 Pine Channel Rd, Big Pine Key, FL 33043
  • /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 $793,747

    Last Listing Agent Diane Corliss Coldwell Banker Schmitt RE Co.

    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 $709,465

    Last Listing Agent Diana Fiddes Coldwell Banker Schmitt Key Largo

    27317 Cayman Ln, Summerland 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 $748,620

    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
    • 5,000 Sq Ft
    • $479,160 per Acre

    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
  • /49

    $280,000

    Sold Jun 03, 2026

    701 Spanish Main Dr Unit 21, Cudjoe Key, FL 33042

    • 1 Bed
    • 1 Bath
    • 690 Sq Ft
    • Built 1976

    Last Sold Summary

    • $406/SF
    • 98 Days On Market

    Last Listing Agent Kim Babenzien Expert Realty LLC (HQ)

    701 Spanish Main Dr Unit 21, Cudjoe 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 $1,397,387

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

    229 Caribbean Dr E, Summerland Key, FL 33042
  • /68

    $2,250,000

    Sold Apr 03, 2026

    24266 Caribbean Dr W, Summerland Key, FL 33042

    • 4 Beds
    • 3 Baths
    • 2,055 Sq Ft
    • Built 1981

    Last Sold Summary

    • 2% Below List Price
    • $1,095/SF
    • 14 Days On Market

    Current Estimated Value $2,231,985

    Last Listing Agent Donna Pezzi Keller Williams Key West Compass Realty

    24266 Caribbean Dr W, 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 $759,458

    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 $1,146,300

    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
  • /41

    $775,000

    Sold May 01, 2026

    22939 Privateer Dr, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,288 Sq Ft
    • Built 1988

    Last Sold Summary

    • $602/SF
    • 3 Days On Market

    Current Estimated Value $769,267

    Last Listing Agent Michelle Howerton Brenda Donnelly Real Estate LLC

    22939 Privateer Dr, Summerland Key, FL 33042
  • /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 $1,133,687

    Last Listing Agent Anne Press Lokation Real Estate

    2148 Bahia Shores Rd, 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 $5,708,488

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

    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 $643,990

    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 $999,000

    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 $898,311

    Last Listing Agent Jimmy Lane Island Life Realty Experts

    554 W Shore Dr, Summerland Key, FL 33042
  • /71

    $3,150,000

    Sold Aug 28, 2025

    225 Colson Dr, Summerland Key, FL 33042

    • 6 Beds
    • 6.5 Baths
    • 4,976 Sq Ft
    • Built 2010

    Last Sold Summary

    • 10% Below List Price
    • $633/SF
    • 118 Days On Market

    Current Estimated Value $3,360,263

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    225 Colson Dr, Summerland Key, FL 33042
  • /20

    $207,000

    Sold Apr 09, 2026

    701 Spanish Main Dr Unit 658, Cudjoe Key, FL 33042

    • Land
    • 1,742 Sq Ft
    • $5,175,000 per Acre

    Last Sold Summary

    • 10% Below List Price
    • 375 Days On Market

    Current Estimated Value $247,743

    Last Listing Agent Ian Calderwood Bluescape Real Estate- Venture

    701 Spanish Main Dr Unit 658, Cudjoe Key, FL 33042
  • /24

    $50,000

    Sold May 07, 2026

    13 Yuca Ln, Torch Key, FL 33042

    • Land
    • 5,000 Sq Ft
    • $435,540 per Acre

    Last Sold Summary

    • 24 Days On Market

    Last Listing Agent Regine Mercier The Keyes Company

    13 Yuca Ln, Torch 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 $1,187,553

    Last Listing Agent Donna Pezzi Keller Williams Key West Compass Realty

    1032 Caribbean Dr E, Summerland Key, FL 33042
  • /24

    $310,000

    Sold Apr 16, 2026

    701 Spanish Main Dr Unit 181, Cudjoe Key, FL 33042

    • Land
    • 2,178 Sq Ft
    • $6,200,000 per Acre

    Last Sold Summary

    • 19% Below List Price
    • 118 Days On Market

    Current Estimated Value $317,747

    Last Listing Agent Carmen Brake Waterfront Keys Realty Inc.

    701 Spanish Main Dr Unit 181, Cudjoe 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 $758,576

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    27312 Anguila 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 $745,281

    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 $1,006,478

    Last Listing Agent Patti Nickless Coldwell Banker Schmitt RE Co.

    29039 Cedar Dr, Big Pine Key, FL 33043

Showing Results 1 - 40, Page 1 of 9

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 $1,672,983.
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 114 days on the market.
What is the number of active homes for sale in Summerland Key, FL?
There are 54 active homes for sale in Summerland Key, FL.
How many homes have sold over the last 12 months in Summerland Key, FL?
110 homes have sold in Summerland Key, FL over the last 12 months.

Home Prices in Summerland Key, FL

Home Price Trends

Median Sale Price
$1,100,000
Median Single Family Sale Price
$1,150,000
Median Townhouse Sale Price
$1,750,000
Median 2 Bedroom Sale Price
$897,000
Median 1 Bedroom Sale Price
$690,000
Average Price Per Sq Ft
$896
Number of Homes for Sale
54
Last 12 months Home Sales
110
Months of Supply
5.90
Median List Price
$1,290,000
Median Change From 1st List Price
9%
Median Home Sale Price YoY Change
-2%
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