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247 Properties
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247 Sold Properties

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The average price in the selected areas has remained stable. Learn more
  • 81801 Overseas Highway #722, Upper Matecumbe Key Islamorada, FL 33036
    1 Bed1 Bath550 SqFt
    1/40 40
    $710,000 $710,000

    81801 Overseas Highway #722, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Coldwell Banker Schmitt Islamorada

  • 29 Flamingo Hammock Road, Upper Matecumbe Key Islamorada, FL 33036
    4 Beds3 Baths2,343 SqFt
    1/9 9
    $2,650,000 $2,650,000

    29 Flamingo Hammock Road, Upper Matecumbe Key Islamorada, FL 33036

    Listed by American Caribbean Real Estate, Christie's International Real Estate

  • 96 Madeira Road #7, Upper Matecumbe Key Islamorada, FL 33036
    1/2 2
    $260,000 $295,000 11.9%

    96 Madeira Road #7, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Century 21 Circle - Islamorada

  • 79901 Overseas Highway #514, Upper Matecumbe Key Islamorada, FL 33036
    2 Beds2 Baths981 SqFt
    1/20 20
    $690,000 $749,000 7.9%

    79901 Overseas Highway #514, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Coldwell Banker Schmitt Islamorada

  • 12 Flamingo Hammock Road, Upper Matecumbe Key Islamorada, FL 33036
    4 Beds5 Baths2,630 SqFt
    1/80 80
    $4,875,000 $5,000,000 2.5%

    12 Flamingo Hammock Road, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  • 207 & 209 E Carroll Street, Upper Matecumbe Key Islamorada, FL 33036
    8 Beds6 Baths4,931 SqFt
    1/126 126
    $7,500,000 $7,900,000 5.1%

    207 & 209 E Carroll Street, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Ocean Sotheby's International Realty

  • 80980 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036
    5 Beds6 Baths3,992 SqFt
    1/34 34
    $4,000,000 $4,950,000 19.2%

    80980 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Coastal Realty of the Florida Keys

  • 189 Avacado Street, Upper Matecumbe Key Islamorada, FL 33036
    3 Beds3 Baths1,200 SqFt
    1/3 3
    $4,800,000 $4,890,000 1.8%

    189 Avacado Street, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Outside Of MLS

  • 81801 Overseas Highway #612, Upper Matecumbe Key Islamorada, FL 33036
    1 Bed1 Bath550 SqFt
    1/5 5
    $735,000 $735,000

    81801 Overseas Highway #612, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Ocean Sotheby's International Realty

  • 171 Ocean Lane, Upper Matecumbe Key Islamorada, FL 33036
    4 Beds4 Baths3,330 SqFt
    1/84 84
    $3,450,000 $3,550,000 2.8%

    171 Ocean Lane, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Coldwell Banker Schmitt Islamorada

  • 79901 Overseas Highway #208, Upper Matecumbe Key Islamorada, FL 33036
    2 Beds2 Baths981 SqFt
    1/25 25
    $510,000 $565,000 9.7%

    79901 Overseas Highway #208, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Realty ONE Group Destination (ISL)

  • 144 S Hammock Road, Upper Matecumbe Key Islamorada, FL 33036
    4 Beds3 Baths2,548 SqFt
    1/33 33
    $925,000 $975,000 5.1%

    144 S Hammock Road, Upper Matecumbe Key Islamorada, FL 33036

    Listed by LoKation Real Estate

  • 114 Jerome Avenue, Upper Matecumbe Key Islamorada, FL 33036
    4 Beds3 Baths1,270 SqFt
    1/33 33
    $750,000 $950,000 21.1%

    114 Jerome Avenue, Upper Matecumbe Key Islamorada, FL 33036

    Listed by LoKation Real Estate

  • 83201 Old Highway #501, Upper Matecumbe Key Islamorada, FL 33036
    2 Beds2 Baths1,275 SqFt
    1/53 53
    $875,000 $875,000

    83201 Old Highway #501, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Coldwell Banker Schmitt Islamorada

  • 83201 Old Highway #212, Upper Matecumbe Key Islamorada, FL 33036
    2 Beds2 Baths1,275 SqFt
    1/47 47
    $850,000 $888,000 4.3%

    83201 Old Highway #212, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  • 80901 Old Highway, Upper Matecumbe Key Islamorada, FL 33036
    2 Beds2 Baths1,200 SqFt
    1/28 28
    $815,000 $865,000 5.8%

    80901 Old Highway, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Keys Realty Redefined LLC

  • 82751 Overseas Highway #B, Upper Matecumbe Key Islamorada, FL 33036
    1 Bath
    1/6 6
    $2,384 $2,384

    82751 Overseas Highway #B, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Century 21 Circle - Islamorada

  • 80900 Old Highway, Upper Matecumbe Key Islamorada, FL 33036
    3 Beds4 Baths1,491 SqFt
    1/56 56
    $2,950,000 $2,995,000 1.5%

    80900 Old Highway, Upper Matecumbe Key Islamorada, FL 33036

    Listed by American Caribbean Real Estate, Christie's International Real Estate

  • 80639 Old Highway #203, Upper Matecumbe Key Islamorada, FL 33036
    4 Beds5 Baths2,539 SqFt
    1/45 45
    $3,000,000 $3,250,000 7.7%

    80639 Old Highway #203, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Coldwell Banker Schmitt Islamorada

  • 80639 Old Highway #301, Upper Matecumbe Key Islamorada, FL 33036
    3 Beds2 Baths1,985 SqFt
    1/3 3
    $1,950,000 $1,950,000

    80639 Old Highway #301, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  • 80999 Old Highway, Upper Matecumbe Key Islamorada, FL 33036
    6 Beds8 Baths7,522 SqFt
    1/141 141
    $23,000,000 $23,000,000

    80999 Old Highway, Upper Matecumbe Key Islamorada, FL 33036

    Listed by American Caribbean Real Estate, Christie's International Real Estate

  • 79901 Overseas Highway #213, Upper Matecumbe Key Islamorada, FL 33036
    2 Beds2 Baths981 SqFt
    1/28 28
    $607,500 $675,000 10.0%

    79901 Overseas Highway #213, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Realty One Group Engage the Keys

  • 20 Avacado Street, Upper Matecumbe Key Islamorada, FL 33036
    6 Beds8 Baths6,680 SqFt
    1/61 61
    $8,825,000 $9,750,000 9.5%

    20 Avacado Street, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Coastal Realty of the Florida Keys

  • 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

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

Tom Rodriguez License ID: 493286

+1(305) 394-0688 tom@tomrodriguez.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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    • Buy
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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

Tom Rodriguez License ID: 493286

+1(305) 394-0688 tom@tomrodriguez.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. Our Team
      2. About Us
      3. Contact Us
      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.