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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
  • 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

  • 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

  • 84 Johnston Avenue #1, Upper Matecumbe Key Islamorada, FL 33036
    3 Beds4 Baths1,680 SqFt
    1/48 48
    $1,635,500 $1,750,000 6.5%

    84 Johnston Avenue #1, Upper Matecumbe Key Islamorada, FL 33036

    Listed by EXP Realty, LLC

  • 79901 Overseas Highway #404, Upper Matecumbe Key Islamorada, FL 33036
    2 Beds2 Baths981 SqFt
    1/35 35
    $590,000 $599,900 1.7%

    79901 Overseas Highway #404, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Realty One Group Engage the Keys

  • 96 Madeira Road #28, Upper Matecumbe Key Islamorada, FL 33036
    1/6 6
    $260,000 $254,500 2.2%

    96 Madeira Road #28, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  • 83250 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036
    4 Baths15,972 SqFt
    1/19 19
    $3,995,000 $3,995,000

    83250 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Coldwell Banker Schmitt Real Estate Co.

  • 153 List Street, Upper Matecumbe Key Islamorada, FL 33036
    1 Bed1 Bath525 SqFt
    1/7 7
    $585,000 $599,000 2.3%

    153 List Street, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Coastal Realty of the Florida Keys

  • 79901 Overseas Highway #416, Upper Matecumbe Key Islamorada, FL 33036
    3 Beds2 Baths1,484 SqFt
    1/21 21
    $1,200,000 $1,300,000 7.7%

    79901 Overseas Highway #416, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Realty One Group Engage the Keys

  • 80925 Overseas Highway #2, Upper Matecumbe Key Islamorada, FL 33036
    2,500 SqFt
    1/3 3
    $4,500 $5,625 20.0%

    80925 Overseas Highway #2, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  • 81801 Overseas Highway #631, Upper Matecumbe Key Islamorada, FL 33036
    1 Bed1 Bath358 SqFt
    1/38 38
    $505,000 $575,000 12.2%

    81801 Overseas Highway #631, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  • 82779 Old Highway, Upper Matecumbe Key Islamorada, FL 33036
    2 Baths1,600 SqFt
    1/4 4
    $72,000,000 $72,000,000

    82779 Old Highway, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Ocean Sotheby's International Realty

  • 85998 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036
    1 Bath900 SqFt
    1/16 16
    $72,000 $3,000 2300.0%

    85998 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036

    Listed by RE/MAX All Keys Real Estate

  • 28 Pen Key Drive, Upper Matecumbe Key Islamorada, FL 33036
    4 Beds4 Baths3,044 SqFt
    1/76 76
    $3,800,000 $4,195,000 9.4%

    28 Pen Key Drive, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Coldwell Banker Schmitt Islamorada

  • 217 Atlantic Street, Upper Matecumbe Key Islamorada, FL 33036
    4 Beds3 Baths2,323 SqFt
    1/30 30
    $1,125,000 $1,300,000 13.5%

    217 Atlantic Street, Upper Matecumbe Key Islamorada, FL 33036

    Listed by Coldwell Banker Schmitt Islamorada

  • 80450 Overseas Highway #101, Upper Matecumbe Key Islamorada, FL 33036
    2 Beds3 Baths1,232 SqFt
    1/38 38
    $589,000 $589,000

    80450 Overseas Highway #101, 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

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
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      2. Instant Home Valuation
      Market Snapshot

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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.
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.