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288 Properties
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288 Sold Properties

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The average price in the selected areas has remained stable. Learn more
  • 943 Flagship Drive, Summerland Key, FL 33042
    3 Beds2 Baths1,792 SqFt
    1/77 77
    $2,500,000 $2,599,000 3.8%

    943 Flagship Drive, Summerland Key, FL 33042

    Listed by Berkshire Hathaway HomeServices Knight & Gardner Realty

  • 441 Airport Drive #N, Summerland Key, FL 33042
    3 Beds2 Baths2,256 SqFt
    1/10 10
    $2,000,000 $2,300,000 13.0%

    441 Airport Drive #N, Summerland Key, FL 33042

    Listed by Homecoin.com

  • LOT 8 Little Knockemdown Key #AKA Parcel 23, Summerland Key, FL 33042
    4 Acres
    1/13 13
    $24,500 $24,500

    LOT 8 Little Knockemdown Key #AKA Parcel 23, Summerland Key, FL 33042

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

  • 1342 Ocean Drive, Summerland Key, FL 33042
    2 Beds2 Baths992 SqFt
    1/40 40
    $900,000 $999,000 9.9%

    1342 Ocean Drive, Summerland Key, FL 33042

    Listed by Coldwell Banker Schmitt Lower Keys (KW)

  • 23971 Henry Street, Summerland Key, FL 33042
    4 Beds4 Baths2,950 SqFt
    1/58 58
    $3,335,000 $3,399,000 1.9%

    23971 Henry Street, Summerland Key, FL 33042

    Listed by Coldwell Banker Schmitt Lower Keys (KW)

  • 220 E Caribbean Drive, Summerland Key, FL 33042
    5 Beds7 Baths4,981 SqFt
    1/107 107
    $5,300,000 $5,992,000 11.5%

    220 E Caribbean Drive, Summerland Key, FL 33042

    Listed by Island Real Estate Company Florida Keys

  • 1082 Bay Drive, Summerland Key, FL 33042
    4 Beds3 Baths1,440 SqFt
    1/35 35
    $1,499,900 $1,499,900

    1082 Bay Drive, Summerland Key, FL 33042

    Listed by Coldwell Banker Schmitt Lower Keys (KW)

  • 25093 Center Street, Summerland Key, FL 33042
    3 Beds2 Baths1,584 SqFt
    1/45 45
    $819,000 $839,000 2.4%

    25093 Center Street, Summerland Key, FL 33042

    Listed by Bascom Grooms Real Estate (KW)

  • 25022 Palm Lane, Summerland Key, FL 33042
    3 Beds2 Baths1,200 SqFt
    1/46 46
    $699,000 $699,000

    25022 Palm Lane, Summerland Key, FL 33042

    Listed by Engel & Volkers Marathon

  • 529 W Shore Drive, Summerland Key, FL 33042
    2 Beds2 Baths960 SqFt
    1/75 75
    $950,000 $1,100,000 13.6%

    529 W Shore Drive, Summerland Key, FL 33042

    Listed by Ocean Sotheby's International Realty

  • 24833 Park Drive, Summerland Key, FL 33042
    2 Beds2 Baths1,166 SqFt
    1/33 33
    $799,000 $799,000

    24833 Park Drive, Summerland Key, FL 33042

    Listed by Coldwell Banker Schmitt Lower Keys (KW)

  • 25161 Center Street, Summerland Key, FL 33042
    1 Bed2 Baths1,024 SqFt
    1/39 39
    $650,000 $675,000 3.7%

    25161 Center Street, Summerland Key, FL 33042

    Listed by Coldwell Banker Schmitt Lower Keys (KW)

  • 474 E Caribbean Drive, Summerland Key, FL 33042
    3 Beds2 Baths1,664 SqFt
    1/39 39
    $1,725,000 $1,999,000 13.7%

    474 E Caribbean Drive, Summerland Key, FL 33042

    Listed by Coldwell Banker Schmitt Lower Keys (KW)

  • 1050 Gulf Drive, Summerland Key, FL 33042
    2 Beds2 Baths1,171 SqFt
    1/43 43
    $1,300,000 $1,350,000 3.7%

    1050 Gulf Drive, Summerland Key, FL 33042

    Listed by Brenda Donnelly Real Estate LLC

  • 1348 Ocean Drive, Summerland Key, FL 33042
    2 Beds3 Baths930 SqFt
    1/52 52
    $1,130,000 $1,175,000 3.8%

    1348 Ocean Drive, Summerland Key, FL 33042

    Listed by Chaney Homes

  • 168 S Airport Drive, Summerland Key, FL 33042
    3 Beds2 Baths1,413 SqFt
    1/28 28
    $853,500 $875,000 2.5%

    168 S Airport Drive, Summerland Key, FL 33042

    Listed by Coldwell Banker Schmitt RE Co. Lower Keys Office

  • 24950 Palm Lane, Summerland Key, FL 33042
    2 Beds2 Baths1,040 SqFt
    1/24 24
    $580,000 $599,000 3.2%

    24950 Palm Lane, Summerland Key, FL 33042

    Listed by Brenda Donnelly Real Estate LLC

  • 24794 Overseas Highway, Summerland Key, FL 33042
    1 Bath1,968 SqFt
    1/24 24
    $5,800 $6,000 3.3%

    24794 Overseas Highway, Summerland Key, FL 33042

    Listed by Keller Williams Realty Premier Properties

  • 1082 E Caribbean Drive, Summerland Key, FL 33042
    3 Beds3 Baths2,662 SqFt
    1/59 59
    $1,700,000 $2,400,000 29.2%

    1082 E Caribbean Drive, Summerland Key, FL 33042

    Listed by KeyIsle Realty

  • 910 E Shore Drive, Summerland Key, FL 33042
    3 Beds2 Baths1,872 SqFt
    1/46 46
    $745,000 $795,000 6.3%

    910 E Shore Drive, Summerland Key, FL 33042

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

  • 845 Gulf Drive, Summerland Key, FL 33042
    2 Beds2 Baths1,008 SqFt
    1/53 53
    $1,090,000 $1,275,000 14.5%

    845 Gulf Drive, Summerland Key, FL 33042

    Listed by Expert Realty LLC (HQ)

  • 980 E Caribbean Drive, Summerland Key, FL 33042
    3 Beds3 Baths2,202 SqFt
    1/32 32
    $1,500,000 $1,500,000

    980 E Caribbean Drive, Summerland Key, FL 33042

    Listed by Keller Williams Key West Compass Realty

  • 1141 Ocean Drive, Summerland Key, FL 33042
    5 Beds5 Baths3,421 SqFt
    1/62 62
    $5,040,000 $5,900,000 14.6%

    1141 Ocean Drive, Summerland Key, FL 33042

    Listed by Berkshire Hathaway HomeServices Knight & Gardner Realty

  • 1327 Hudgins Drive, Summerland Key, FL 33042
    2 Beds2 Baths957 SqFt
    1/38 38
    $1,185,000 $1,275,000 7.1%

    1327 Hudgins Drive, Summerland Key, FL 33042

    Listed by Coldwell Banker Schmitt Lower Keys (KW)

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

Ernesto Portuondo License ID: 3508924

+1(305) 336-8874 ernie@ernieportuondore.com

99900 Overseas Hwy, Key Largo, FL, 33037-2495, USA

 

305-664-4966

81800 Overseas Highway, Islamorada, Florida, 33036, USA

Sales@americancaribbean.com

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

Ernesto Portuondo License ID: 3508924

+1(305) 336-8874 ernie@ernieportuondore.com

99900 Overseas Hwy, Key Largo, FL, 33037-2495, 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 Ernie
      2. About Us
      3. Contact Ernie
      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.