American Caribbean Real Estate
  • Home
  • Buy
    1. Featured Listings
    2. All Listings
  • Sell
    1. Sell My Home
    2. Instant Home Valuation
  • Global Partners
    1. Christie's International Real Estate
    2. Who's Who in Luxury Real Estate
  • About
    1. Meet Trent
    2. About Us
    3. Contact Trent
    4. Reviews
  • Market Snapshot
  • Register
  • Sign In
Price
  • Any
  • $ 100,000
  • $ 150,000
  • $ 200,000
  • $ 400,000
  • $ 800,000
  • Any
  • $ 200,000
  • $ 300,000
  • $ 400,000
  • $ 600,000
  • $ 1,000,000
    Beds Tap two numbers to select a range
    Any
    1
    2
    3
    4
    5+
    Baths Tap two numbers to select a range
    Any
    1
    2
    3
    4
    5+
  • List
  • Mixed
  • Map
City: Summerland Key, FL
Listing Status: Active
Map
32 Properties Available In Summerland Key

32 Properties Available In Summerland Key

  • Default
  • Price-High To Low
  • Price-Low To High
  • Newest Listings
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
FL >Summerland Key >
Market Insights
Image
Address
Price
Beds
Baths
Area
Status
MLS®

23950 Overseas HWY, Summerland Key, FL 33042

MLS# 620578 Listed by Walters Luxury Group Gloria, Rachel and Michaela Walters Ocean Sotheby's International Realty

$2,999,000

5
4
3,886 SqFt
Active
MLS# 620578

414 Caribbean DR, Summerland Key, FL 33042

MLS# 620024 Listed by Lisa Swanson The Agency Florida Keys

$3,495,000

4
4
2,766 SqFt
Active
MLS# 620024

24923 Park DR, Summerland Key, FL 33042

MLS# 621091 Listed by Stacy L Shahan Island Real Estate Company Florida Keys

$950,000

2
1
902 SqFt
Active
MLS# 621091

27 Lake DR, Summerland Key, FL 33042

MLS# 620897 Listed by Colbert A Taylor Taylor & Assoc. RE, Inc.

$889,900

3
1
1,638 SqFt
Active
MLS# 620897

24171 Overseas HWY, Summerland Key, FL 33042

MLS# 620841 Listed by Chuck Mack EXIT Realty Paradise

$1,600,000

--
3
1,998 SqFt
Active
MLS# 620841

486 Airport DR, Summerland Key, FL 33042

MLS# 620934 Listed by Rose M Dell Keller Williams Key West Compass Realty

$1,300,000

2
2
1,240 SqFt
Active
MLS# 620934

25361 1st ST, Summerland Key, FL 33042

MLS# 620742 Listed by Tommy Mack Coastal Collection Real Estate Inc.

$3,500,000

3
3
2,535 SqFt
Active
MLS# 620742

24740 Park DR, Summerland Key, FL 33042

MLS# 620563 Listed by Diane Corliss Coldwell Banker Schmitt Real Estate Co

$649,000

2
2
960 SqFt
Active
MLS# 620563

361 Avenue D, Summerland Key, FL 33042

MLS# 620532 Listed by Stacy L Shahan Island Real Estate Company Florida Keys

$3,100,000

2
3
1,819 SqFt
Active
MLS# 620532

23940 Overseas HWY, Summerland Key, FL 33042

MLS# 620512 Listed by Stacy L Shahan Island Real Estate Company Florida Keys

$899,000

3
2
1,242 SqFt
Active
MLS# 620512

96 John ST, Summerland Key, FL 33042

MLS# 620439 Listed by Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

$535,000

3
2
1,120 SqFt
Active
MLS# 620439

0 Howell Key, Summerland Key, FL 33042

MLS# 620413 Listed by Lisa H Ferringo Coldwell Banker Schmitt Real Estate Co

$16,900,000

5
4
3,352 SqFt
Active
MLS# 620413

466 Shore DR, Summerland Key, FL 33042

MLS# 620321 Listed by Donna Pezzi Keller Williams Key West Compass Realty

$1,250,000

2
2
1,364 SqFt
Active
MLS# 620321

706 Caribbean DR, Summerland Key, FL 33042

MLS# 620281 Listed by Donna Pezzi Keller Williams Key West Compass Realty

$1,185,000

3
2
1,188 SqFt
Active
MLS# 620281

848 Caribbean DR, Summerland Key, FL 33042

MLS# 620177 Listed by Jonathan Minerick Homecoin.com

$2,246,000

3
2
2,016 SqFt
Active
MLS# 620177

637 Caribbean DR, Summerland Key, FL 33042

MLS# 619455 Listed by Donna Pezzi Keller Williams Key West Compass Realty

$1,200,000

2
2
1,040 SqFt
Active
MLS# 619455

667 Caribbean DR, Summerland Key, FL 33042

MLS# 619318 Listed by Donna Pezzi Keller Williams Key West Compass Realty

$1,100,000

2
2
1,095 SqFt
Active
MLS# 619318

937 Gulf DR, Summerland Key, FL 33042

MLS# 619294 Listed by Sandra Tuttle Island Welcome Real Estate

$2,220,000

3
2
1,900 SqFt
Active
MLS# 619294

24348 Caribbean DR, Summerland Key, FL 33042

MLS# 619204 Listed by Caroline Bauer Key West Sales, LLC

$3,295,000

3
3
2,870 SqFt
Active
MLS# 619204

24347 Caribbean DR, Summerland Key, FL 33042

MLS# 617789 Listed by Shirley Carey Berkshire Hathaway HomeServices Knight & Gardner Realty

$1,199,000

3
2
1,232 SqFt
Active
MLS# 617789

360 Shore DR, Summerland Key, FL 33042

MLS# 617776 Listed by Brenda Ann Thomas Island Welcome Real Estate

$749,500

3
1
1,562 SqFt
Active
MLS# 617776

24840 Park DR, Summerland Key, FL 33042

MLS# 617590 Listed by Thomas Murphy LAER Realty

$950,000

3
2
1,565 SqFt
Active
MLS# 617590

231 Shore Drive 6, Summerland Key, FL 33042

MLS# 616705 Listed by Stephanie Marie Muzzillo Serhant Florida LLC - Delray Beach Office

$4,400,000

5
6
3,119 SqFt
Active
MLS# 616705

24840 Park DR, Summerland Key, FL 33042

MLS# 616685 Listed by Thomas Murphy LAER Realty

$4,500

3
2
1,565 SqFt
Active
MLS# 616685
  • 1
  • 2

explore listings in Summerland Key

  • Open House
  • Price Reduced
  • Virtual Tour
  • 3D Tour
acre logo whtie side
American Caribbean Christie's International Real Estate

Trent M.P. Shaw License ID: 3265326

+1(305) 664-7344 keyzconch@yahoo.com

81800 Overseas Hwy, Islamorada, FL 33036-3606, USA

 

305-664-4966

81800 Overseas Highway, Islamorada, Florida, 33036, USA

Sales@americancaribbean.com

    • Home
      Global Partners
      1. Christie's International Real Estate
      2. Who's Who in Luxury Real Estate
    • Buy
      1. Featured Listings
      2. All Listings
      About
      1. Meet Trent
      2. About Us
      3. Contact Trent
      4. Reviews
    • Sell
      1. Sell My Home
      2. Instant Home Valuation
      Market Snapshot

Get My App

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.
acre logo whtie side
American Caribbean Christie's International Real Estate

Trent M.P. Shaw License ID: 3265326

+1(305) 664-7344 keyzconch@yahoo.com

81800 Overseas Hwy, Islamorada, FL 33036-3606, USA

 

305-664-4966

81800 Overseas Highway, Islamorada, Florida, 33036, USA

Sales@americancaribbean.com

    • Home
      Global Partners
      1. Christie's International Real Estate
      2. Who's Who in Luxury Real Estate
    • Buy
      1. Featured Listings
      2. All Listings
      About
      1. Meet Trent
      2. About Us
      3. Contact Trent
      4. Reviews
    • Sell
      1. Sell My Home
      2. Instant Home Valuation
      Market Snapshot

Get My App

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.