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246 Properties
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246 Sold Properties

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The average price in the selected areas has remained stable. Learn more
  • 81801 Overseas Highway #745 & 744, Upper Matecumbe Key Islamorada, FL 33036
    2 Beds2 Baths908 SqFt
    1/65 65
    $615,000 $675,000 8.9%

    81801 Overseas Highway #745 & 744, Upper Matecumbe Key Islamorada, FL 33036

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

  • 318 Matecumbe Avenue, Upper Matecumbe Key Islamorada, FL 33036
    8 Beds9 Baths4,745 SqFt
    1/3 3
    $1,750,000 $1,750,000

    318 Matecumbe Avenue, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  • 213 Palm Avenue, Upper Matecumbe Key Islamorada, FL 33036
    4 Beds2 Baths1,191 SqFt
    1/31 31
    $695,000 $750,000 7.3%

    213 Palm Avenue, Upper Matecumbe Key Islamorada, FL 33036

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

  • 81212 Old Highway, Upper Matecumbe Key Islamorada, FL 33036
    2 Beds3 Baths728 SqFt
    1/21 21
    $725,000 $797,000 9.0%

    81212 Old Highway, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Coldwell Banker Schmitt Islamorada

  • 82705 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036
    2 Beds5 Baths1.01 Acres Lot
    1/61 61
    $5,875,000 $6,500,000 9.6%

    82705 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036

    Listed by RE/MAX All Keys Real Estate

  • 81300 Old Highway, Upper Matecumbe Key Islamorada, FL 33036
    4 Beds3 Baths3,138 SqFt
    1/68 68
    $6,000,000 $6,500,000 7.7%

    81300 Old Highway, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Ocean Sotheby's International Realty

  • 32 Park Road, Upper Matecumbe Key Islamorada, FL 33036
    3 Beds2 Baths1,224 SqFt
    1/48 48
    $1,200,000 $1,200,000

    32 Park Road, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Ocean Sotheby's International Realty

  • 107 Carroll Street, Upper Matecumbe Key Islamorada, FL 33036
    4 Beds3 Baths1,459 SqFt
    1/31 31
    $1,000,000 $1,100,000 9.1%

    107 Carroll Street, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Coldwell Banker Schmitt Islamorada

  • 209 Matecumbe Avenue, Upper Matecumbe Key Islamorada, FL 33036
    2 Beds2 Baths1,556 SqFt
    1/57 57
    $1,500,000 $1,550,000 3.2%

    209 Matecumbe Avenue, Upper Matecumbe Key Islamorada, FL 33036

    Listed by LoKation Real Estate

  • 33 Flamingo Hammock Road, Upper Matecumbe Key Islamorada, FL 33036
    0.28 Acres
    1/17 17
    $650,000 $850,000 23.5%

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

    Listed by Coldwell Banker Realty

  • 81801 Overseas Highway #612, Upper Matecumbe Key Islamorada, FL 33036
    1 Bed1 Bath550 SqFt
    1/15 15
    $675,000 $735,000 8.2%

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

    Listed by Ocean Sotheby's International Realty

  • 96 Madeira Road #4, Upper Matecumbe Key Islamorada, FL 33036
    1/8 8
    $260,000 $275,000 5.5%

    96 Madeira Road #4, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  • 80459 Old Highway, Upper Matecumbe Key Islamorada, FL 33036
    5 Beds4 Baths2,358 SqFt
    1/50 50
    $3,900,000 $3,999,000 2.5%

    80459 Old Highway, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Coldwell Banker Schmitt Islamorada

  • 125 N Hammock Road, Upper Matecumbe Key Islamorada, FL 33036
    3 Beds2 Baths1,518 SqFt
    1/52 52
    $1,100,000 $1,100,000

    125 N Hammock Road, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Ocean Sotheby's International Realty

  • 105 Palo De Oro Drive, Upper Matecumbe Key Islamorada, FL 33036
    5 Beds3 Baths2,640 SqFt
    1/61 61
    $3,215,000 $3,500,000 8.1%

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

    Listed by Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  • 81801 Overseas Highway #208, Upper Matecumbe Key Islamorada, FL 33036
    1 Bed1 Bath840 SqFt
    1/21 21
    $840,000 $899,000 6.6%

    81801 Overseas Highway #208, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  • 79901 Overseas Highway #101, Upper Matecumbe Key Islamorada, FL 33036
    1 Bed1 Bath409 SqFt
    1/20 20
    $350,000 $399,500 12.4%

    79901 Overseas Highway #101, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Realty ONE Group Destination (ISL)

  • 80450 Overseas Highway #107, Upper Matecumbe Key Islamorada, FL 33036
    5 Beds3 Baths3,264 SqFt
    1/46 46
    $715,000 $765,000 6.5%

    80450 Overseas Highway #107, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  • 82681 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036
    8,750 SqFt
    1/12 12
    $2,083 $2,080 0.1%

    82681 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036

    Listed by RE/MAX All Keys Real Estate

  • 96 Madeira Road #26, Upper Matecumbe Key Islamorada, FL 33036
    1/12 12
    $270,000 $265,000 1.9%

    96 Madeira Road #26, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  • 80908 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036
    4 Beds5 Baths5,244 SqFt
    1/105 105
    $3,560,000 $2,950,000 20.7%

    80908 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Ocean Sotheby's International Realty

  • 81200 Overseas Highway #5, 6, Upper Matecumbe Key Islamorada, FL 33036
    2 Beds2 Baths1,232 SqFt
    1/44 44
    $925,000 $999,000 7.4%

    81200 Overseas Highway #5, 6, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Ocean Sotheby's International Realty

  • 18 Flamingo Hammock Road, Upper Matecumbe Key Islamorada, FL 33036
    3 Beds2 Baths1,774 SqFt
    1/44 44
    $1,600,000 $1,649,000 3.0%

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

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

  • 80639 Old Highway #308, Upper Matecumbe Key Islamorada, FL 33036
    3 Beds3 Baths2,251 SqFt
    1/23 23
    $1,200,000 $1,500,000 20.0%

    80639 Old Highway #308, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Ocean Sotheby's International Realty

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

Brooke Vega License ID: 3561273

+1(305) 394-5759 brooke@brookevega.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. Our Team
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acre logo whtie side
American Caribbean Christie's International Real Estate

Brooke Vega License ID: 3561273

+1(305) 394-5759 brooke@brookevega.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. 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.