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282 Properties
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282 Sold Properties

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The average price in the selected areas has remained stable. Learn more
  • 25095 5Th Street, Summerland Key, FL 33042
    2 Beds1 Bath832 SqFt
    1/24 24
    $519,000 $549,000 5.5%

    25095 5Th Street, Summerland Key, FL 33042

    Listed by Keller Williams Key West Compass Realty

  • 1163 E Caribbean Drive, Summerland Key, FL 33042
    2 Beds2 Baths1,260 SqFt
    1/49 49
    $1,700,000 $1,800,000 5.6%

    1163 E Caribbean Drive, Summerland Key, FL 33042

    Listed by Coldwell Banker Schmitt Real Estate Co. (KW)

  • 1021 E Caribbean Drive, Summerland Key, FL 33042
    2 Beds1 Bath864 SqFt
    1/30 30
    $950,000 $999,999 5.0%

    1021 E Caribbean Drive, Summerland Key, FL 33042

    Listed by Coldwell Banker Schmitt RE Co. Lower Keys Office

  • 23940 Overseas Highway, Summerland Key, FL 33042
    3 Beds2 Baths1,232 SqFt
    1/21 21
    $601,000 $615,000 2.3%

    23940 Overseas Highway, Summerland Key, FL 33042

    Listed by EXP Realty LLC

  • 148 E Caribbean Drive, Summerland Key, FL 33042
    3 Beds3 Baths2,187 SqFt
    1/48 48
    $2,150,000 $2,349,000 8.5%

    148 E Caribbean Drive, Summerland Key, FL 33042

    Listed by Coldwell Banker Schmitt Lower Keys (KW)

  • 1380 Hudgins Drive, Summerland Key, FL 33042
    2 Beds2 Baths1,040 SqFt
    1/31 31
    $1,100,000 $1,199,000 8.3%

    1380 Hudgins Drive, Summerland Key, FL 33042

    Listed by Coldwell Banker Schmitt Lower Keys (KW)

  • 938 Gulf Drive, Summerland Key, FL 33042
    4 Beds2 Baths2,502 SqFt
    1/67 67
    $1,543,250 $1,679,000 8.1%

    938 Gulf Drive, Summerland Key, FL 33042

    Listed by Berkshire Hathaway HomeServices Knight & Gardner Realty

  • 24347 W Caribbean Drive, Summerland Key, FL 33042
    3 Beds2 Baths1,232 SqFt
    1/41 41
    $1,150,000 $1,250,000 8.0%

    24347 W Caribbean Drive, Summerland Key, FL 33042

    Listed by Keller Williams Key West Compass Realty

  • 92 John Street, Summerland Key, FL 33042
    3 Beds2 Baths1,120 SqFt
    1/24 24
    $427,125 $427,125

    92 John Street, Summerland Key, FL 33042

    Listed by Keller Williams Key West Compass Realty

  • 37 N Lake Drive, Summerland Key, FL 33042
    3 Beds2 Baths1,074 SqFt
    1/30 30
    $880,000 $899,000 2.1%

    37 N Lake Drive, Summerland Key, FL 33042

    Listed by Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

  • 25378 2Nd Street, Summerland Key, FL 33042
    2 Beds2 Baths1,286 SqFt
    1/24 24
    $1,150,000 $1,300,000 11.5%

    25378 2Nd Street, Summerland Key, FL 33042

    Listed by Coldwell Banker Schmitt RE Co. Lower Keys Office

  • 1145 Lagoon Drive, Summerland Key, FL 33042
    2 Beds2 Baths1,378 SqFt
    1/64 64
    $1,800,000 $1,800,000

    1145 Lagoon Drive, Summerland Key, FL 33042

    Listed by Keller Williams Key West Compass Realty

  • 287 N Airport Drive, Summerland Key, FL 33042
    4 Beds2 Baths1,260 SqFt
    1/27 27
    $600,000 $625,000 4.0%

    287 N Airport Drive, Summerland Key, FL 33042

    Listed by Brightwild Real Estate

  • 1141 Ocean Drive, Summerland Key, FL 33042
    5 Beds5 Baths3,411 SqFt
    1/51 51
    $3,995,000 $4,500,000 11.2%

    1141 Ocean Drive, Summerland Key, FL 33042

    Listed by Coldwell Banker Schmitt Real Estate Co. (KW)

  • 1419 Hudgins Drive, Summerland Key, FL 33042
    5 Beds4 Baths3,000 SqFt
    1/92 92
    $2,300,000 $2,699,000 14.8%

    1419 Hudgins Drive, Summerland Key, FL 33042

    Listed by Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  • 943 Flagship Drive, Summerland Key, FL 33042
    3 Beds3 Baths1,792 SqFt
    1/3 3
    $2,300,000 $2,300,000

    943 Flagship Drive, Summerland Key, FL 33042

    Listed by Berkshire Hathaway HomeServices Knight & Gardner Realty

  • 25073 Center Street, Summerland Key, FL 33042
    2 Beds3 Baths864 SqFt
    1/37 37
    $550,000 $550,000

    25073 Center Street, Summerland Key, FL 33042

    Listed by Island Life Realty Experts

  • 1049 Gulf Drive, Summerland Key, FL 33042
    2 Beds2 Baths1,184 SqFt
    1/33 33
    $995,000 $969,000 2.7%

    1049 Gulf Drive, Summerland Key, FL 33042

    Listed by Keller Williams Key West Compass Realty

  • 24253 Overseas Highway, Summerland Key, FL 33042
    1 Bed1 Bath594 SqFt
    1/16 16
    $500,000 $525,000 4.8%

    24253 Overseas Highway, Summerland Key, FL 33042

    Listed by EXIT Right Realty

  • 555 E Caribbean Drive, Summerland Key, FL 33042
    3 Beds3 Baths1,376 SqFt
    1/34 34
    $1,100,000 $1,189,000 7.5%

    555 E Caribbean Drive, Summerland Key, FL 33042

    Listed by Island Welcome Real Estate

  • 1153 E Caribbean Drive, Summerland Key, FL 33042
    2 Beds2 Baths912 SqFt
    1/38 38
    $1,150,000 $1,150,000

    1153 E Caribbean Drive, Summerland Key, FL 33042

    Listed by Keller Williams Key West Compass Realty

  • L3 P1 Little Knock-Em-Down Key, Summerland Key, FL 33042
    4.45 Acres
    1/9 9
    $82,000 $75,000 9.3%

    L3 P1 Little Knock-Em-Down Key, Summerland Key, FL 33042

    Listed by Coldwell Banker Schmitt RE Co. Lower Keys Office

  • 950 Bay Drive, Summerland Key, FL 33042
    3 Beds4 Baths2,467 SqFt
    1/66 66
    $1,400,000 $1,449,000 3.4%

    950 Bay Drive, Summerland Key, FL 33042

    Listed by At Home in Key West, Inc.

  • 414 E Caribbean Drive, Summerland Key, FL 33042
    4 Beds4 Baths2,766 SqFt
    1/77 77
    $3,350,000 $3,495,000 4.1%

    414 E Caribbean Drive, Summerland Key, FL 33042

    Listed by Berkshire Hathaway HomeServices Knight & Gardner Realty

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acre logo whtie side
American Caribbean Christie's International Real Estate

Rhonda Simonds-Brewer License ID: 487721

+1(305) 393-0513 rhonda@rhondalbrewer.com

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

 

305-664-4966

81800 Overseas Highway, Islamorada, Florida, 33036, USA

Sales@americancaribbean.com

    • Home
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      1. Meet Rhonda
      2. About ACRE
      3. Contact Rhonda
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Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

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acre logo whtie side
American Caribbean Christie's International Real Estate

Rhonda Simonds-Brewer License ID: 487721

+1(305) 393-0513 rhonda@rhondalbrewer.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 Rhonda
      2. About ACRE
      3. Contact Rhonda
      4. Reviews
    • Sell
      1. Sell My Home
      2. Instant Home Valuation
      Market Snapshot

Get My App

Powered by Lofty Inc. Copyright 2025. 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.