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248 Properties
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248 Sold Properties

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The average price in the selected areas has remained stable. Learn more
  • 79901 Overseas Highway #417, Upper Matecumbe Key Islamorada, FL 33036
    1 Bed2 Baths827 SqFt
    1/51 51
    $500,000 $529,000 5.5%

    79901 Overseas Highway #417, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Century 21 Circle

  • 80450 Overseas Highway #105, Upper Matecumbe Key Islamorada, FL 33036
    2 Beds3 Baths1,232 SqFt
    1/38 38
    $578,000 $595,000 2.9%

    80450 Overseas Highway #105, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Coldwell Banker Schmitt Islamorada

  • 80639 Old Highway #403, Upper Matecumbe Key Islamorada, FL 33036
    3 Beds4 Baths2,440 SqFt
    1/37 37
    $3,000,000 $3,399,000 11.7%

    80639 Old Highway #403, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Coldwell Banker Schmitt Islamorada

  • 83201 Old Highway #517, Upper Matecumbe Key Islamorada, FL 33036
    2 Beds2 Baths1,275 SqFt
    1/33 33
    $835,000 $885,000 5.6%

    83201 Old Highway #517, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Island Equity Real Estate

  • 79901 Overseas Highway #316, Upper Matecumbe Key Islamorada, FL 33036
    3 Beds2 Baths1,484 SqFt
    1/25 25
    $1,300,000 $1,200,000 8.3%

    79901 Overseas Highway #316, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Coldwell Banker Schmitt Islamorada

  • 80639 Old Highway #305, Upper Matecumbe Key Islamorada, FL 33036
    3 Beds3 Baths2,251 SqFt
    1/34 34
    $1,550,000 $1,600,000 3.1%

    80639 Old Highway #305, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Coldwell Banker Schmitt Islamorada

  • 82899 Old Highway, Upper Matecumbe Key Islamorada, FL 33036
    2 Beds2 Baths1,132 SqFt
    1/3 3
    $640,000 $670,000 4.5%

    82899 Old Highway, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Keys Gate Realty, Inc.

  • 80441 Old Highway, Upper Matecumbe Key Islamorada, FL 33036
    1 Bed1 Bath848 SqFt
    1/33 33
    $2,250,000 $2,450,000 8.2%

    80441 Old Highway, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Coldwell Banker Schmitt Islamorada

  • 80450 Overseas Highway #104, Upper Matecumbe Key Islamorada, FL 33036
    2 Beds3 Baths1,303 SqFt
    1/63 63
    $560,000 $575,000 2.6%

    80450 Overseas Highway #104, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Coastal Realty of the Florida Keys

  • 83201 Old Highway #515, Upper Matecumbe Key Islamorada, FL 33036
    2 Beds2 Baths1,275 SqFt
    1/62 62
    $950,000 $1,100,000 13.6%

    83201 Old Highway #515, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Coldwell Banker Schmitt Islamorada

  • 82748 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036
    6,549 SqFt
    1/36 36
    $1,099,000 $13,098 8290.6%

    82748 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036

    Listed by RE/MAX All Keys Real Estate

  • 109 Beach Road, Upper Matecumbe Key Islamorada, FL 33036
    3 Beds2 Baths1,205 SqFt
    1/30 30
    $920,000 $950,000 3.2%

    109 Beach Road, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Ocean Sotheby's International Realty

  • 313 Jerome Avenue, Upper Matecumbe Key Islamorada, FL 33036
    3 Beds4 Baths1,808 SqFt
    1/54 54
    $1,600,000 $1,725,000 7.2%

    313 Jerome Avenue, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Century 21 Circle - Islamorada

  • Upper Matecumbe Key Islamorada, FL 33036
    2 Beds2 Baths750 SqFt
    1/26 26
    $120,000 $130,000 7.7%

    Upper Matecumbe Key Islamorada, FL 33036

    Listed by Better Homes and Gardens Real Estate Destinations

  • 81801 Overseas Highway #734, Upper Matecumbe Key Islamorada, FL 33036
    1 Bed1 Bath550 SqFt
    1/24 24
    $575,000 $485,000 18.6%

    81801 Overseas Highway #734, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  • 81801 Overseas Highway #732, Upper Matecumbe Key Islamorada, FL 33036
    1 Bed1 Bath358 SqFt
    1/16 16
    $445,000 $465,000 4.3%

    81801 Overseas Highway #732, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Coldwell Banker Schmitt Islamorada

  • 81900 Overseas Highway #Suite 1, Upper Matecumbe Key Islamorada, FL 33036
    1,450 SqFt
    1/17 17
    $155,000 $162,000 4.3%

    81900 Overseas Highway #Suite 1, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Ocean Sotheby's International Realty

  • 36 Pen Key, Upper Matecumbe Key Islamorada, FL 33036
    5 Beds4 Baths3,609 SqFt
    1/33 33
    $2,700,000 $2,995,000 9.8%

    36 Pen Key, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Coastal Realty of the Florida Keys

  • 83201 Old Highway #512, Upper Matecumbe Key Islamorada, FL 33036
    2 Beds2 Baths1,275 SqFt
    1/40 40
    $981,000 $997,500 1.7%

    83201 Old Highway #512, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Ocean Sotheby's International Realty

  • 81801 Overseas Highway #735, Upper Matecumbe Key Islamorada, FL 33036
    1 Bed1 Bath358 SqFt
    1/15 15
    $465,000 $469,000 0.9%

    81801 Overseas Highway #735, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  • 79901 Overseas Highway #104, Upper Matecumbe Key Islamorada, FL 33036
    1 Bed1 Bath409 SqFt
    1/23 23
    $350,000 $350,000

    79901 Overseas Highway #104, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Realty One Group Engage the Keys

  • 80925 Overseas Highway #12 Lower, Upper Matecumbe Key Islamorada, FL 33036
    1.31 Acres Lot
    1/8 8
    $24,000 $1,000 2300.0%

    80925 Overseas Highway #12 Lower, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  • 156 Palo De Oro Drive, Upper Matecumbe Key Islamorada, FL 33036
    4 Beds4 Baths2,280 SqFt
    1/47 47
    $2,450,000 $2,599,000 5.7%

    156 Palo De Oro Drive, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  • 144 Madeira Road, Upper Matecumbe Key Islamorada, FL 33036
    5 Beds5 Baths5,659 SqFt
    1/4 4
    $9,250,000 $9,250,000

    144 Madeira Road, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Coastal Realty of the Florida Keys

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

Terry Canto License ID: 626852

+1(305) 394-3037 terry@terrycanto.com

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

 

305-664-4966

81800 Overseas Highway, Islamorada, Florida, 33036, USA

Sales@americancaribbean.com

    • Home
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    • Buy
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      1. Meet Terry
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acre logo whtie side
American Caribbean Christie's International Real Estate

Terry Canto License ID: 626852

+1(305) 394-3037 terry@terrycanto.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 Terry
      2. About Us
      3. Contact Terry
      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.