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City: Upper Matecumbe Key Islamorada, FL
Listing Status: Active
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36 Properties Available In Upper Matecumbe Key Islamorada

36 Properties Available In Upper Matecumbe Key Islamorada

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FL >Upper Matecumbe Key Islamorada >
Market Insights
81801 Old HWY 754, Upper Matecumbe Key Islamorada, FL 33036
1/47
Active

$649,000

1 Bed1 Bath550 SqFt

81801 Old HWY 754, Upper Matecumbe Key Islamorada, FL 33036

MLS# 620677

Listed by KELLY K SHAW PA American Caribbean Real Estate, Christie's International Real Estate

81486 Overseas HWY, Upper Matecumbe Key Islamorada, FL 33036
1/26
Active

$22,500,000

7 Beds9 Baths8,878 SqFt

81486 Overseas HWY, Upper Matecumbe Key Islamorada, FL 33036

MLS# 618525

Listed by KELLY K SHAW PA American Caribbean Real Estate, Christie's International Real Estate

82779 Old HWY 1, Upper Matecumbe Key Islamorada, FL 33036
1/80
Active

$4,750,000

4 Beds5 Baths2,574 SqFt

82779 Old HWY 1, Upper Matecumbe Key Islamorada, FL 33036

MLS# 620933

Listed by Sabrina Wampler & Sarah Ewald Ocean Sotheby's International Realty

81250 Overseas HWY 2, Upper Matecumbe Key Islamorada, FL 33036
1/34
Active

$2,485,000

3 Beds3 Baths2,072 SqFt

81250 Overseas HWY 2, Upper Matecumbe Key Islamorada, FL 33036

MLS# 620704

Listed by Drew Moret Palm House Real Estate

81801 Overseas HWY 715, Upper Matecumbe Key Islamorada, FL 33036
1/34
Active

$549,500

1 Bed1 Bath358 SqFt

81801 Overseas HWY 715, Upper Matecumbe Key Islamorada, FL 33036

MLS# 620633

Listed by Lisa Frins P.A. Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

81801 Overseas HWY 716, Upper Matecumbe Key Islamorada, FL 33036
1/43
Active

$549,500

1 Bed1 Bath358 SqFt

81801 Overseas HWY 716, Upper Matecumbe Key Islamorada, FL 33036

MLS# 620629

Listed by Lisa Frins P.A. Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

19 Avacado ST, Upper Matecumbe Key Islamorada, FL 33036
1/139
Active
3D

$13,750,000

5 Beds7 Baths5,489 SqFt

19 Avacado ST, Upper Matecumbe Key Islamorada, FL 33036

MLS# 620590

Listed by Lisa Swanson The Agency Florida Keys

155 Palo De Oro DR, Upper Matecumbe Key Islamorada, FL 33036
1/55
Active

$4,500,000

3 Beds5 Baths5,559 SqFt

155 Palo De Oro DR, Upper Matecumbe Key Islamorada, FL 33036

MLS# 620441

Listed by Kelly Randin RE/MAX All Keys Real Estate

143 Hammock RD, Upper Matecumbe Key Islamorada, FL 33036
1/33
Active

$1,199,000

3 Beds3 Baths2,022 SqFt

143 Hammock RD, Upper Matecumbe Key Islamorada, FL 33036

MLS# 619848

Listed by Stephen Hachey Flat Fee MLS Realty

81801 Overseas HWY 637, Upper Matecumbe Key Islamorada, FL 33036
1/31
Active

$715,000

1 Bed1 Bath550 SqFt

81801 Overseas HWY 637, Upper Matecumbe Key Islamorada, FL 33036

MLS# 619786

Listed by Kim Bagnell Thaler Ocean Sotheby's International Realty

80450 Overseas HWY 204, Upper Matecumbe Key Islamorada, FL 33036
1/38
Active

$550,000

2 Beds2 Baths1,261 SqFt

80450 Overseas HWY 204, Upper Matecumbe Key Islamorada, FL 33036

MLS# 619711

Listed by Taylor Globus Palm House Real Estate

1101 Mastic ST, Upper Matecumbe Key Islamorada, FL 33036
1/132
Active
3D

$6,999,000

8 Beds6 Baths3,649 SqFt

1101 Mastic ST, Upper Matecumbe Key Islamorada, FL 33036

MLS# 619673

Listed by Tracey E. Petrusha Venture Realty Group

81801 Overseas HWY # 729, Upper Matecumbe Key Islamorada, FL 33036
1/63
Active

$699,000

1 Bed1 Bath550 SqFt

81801 Overseas HWY # 729, Upper Matecumbe Key Islamorada, FL 33036

MLS# 619668

Listed by Diana Lynn Fiddes Coldwell Banker Schmitt Key Largo

33 Pen Key, Upper Matecumbe Key Islamorada, FL 33036
1/60
Active

$2,195,000

3 Beds4 Baths4,537 SqFt

33 Pen Key, Upper Matecumbe Key Islamorada, FL 33036

MLS# 619577

Listed by Eric M. Rizzo Ocean Sotheby's International Realty

81801 Overseas HWY 727, Upper Matecumbe Key Islamorada, FL 33036
1/23
Active

$585,000

1 Bed1 Bath358 SqFt

81801 Overseas HWY 727, Upper Matecumbe Key Islamorada, FL 33036

MLS# 619365

Listed by Jan Keller Coldwell Banker Schmitt Islamorada

82779 Old HWY 7, Upper Matecumbe Key Islamorada, FL 33036
1/84
Active

$4,000,000

4 Beds5 Baths2,574 SqFt

82779 Old HWY 7, Upper Matecumbe Key Islamorada, FL 33036

MLS# 619185

Listed by Sabrina Wampler & Sarah Ewald Ocean Sotheby's International Realty

82779 Old HWY 8, Upper Matecumbe Key Islamorada, FL 33036
1/82
Active

$4,000,000

4 Beds5 Baths2,574 SqFt

82779 Old HWY 8, Upper Matecumbe Key Islamorada, FL 33036

MLS# 619186

Listed by Sabrina Wampler & Sarah Ewald Ocean Sotheby's International Realty

82779 Old HWY 15, Upper Matecumbe Key Islamorada, FL 33036
1/82
Active

$3,800,000

4 Beds5 Baths2,574 SqFt

82779 Old HWY 15, Upper Matecumbe Key Islamorada, FL 33036

MLS# 619187

Listed by Sabrina Wampler & Sarah Ewald Ocean Sotheby's International Realty

150 List ST, Upper Matecumbe Key Islamorada, FL 33036
1/30
Active

$4,499,500

1 Bed1 Bath946 SqFt

150 List ST, Upper Matecumbe Key Islamorada, FL 33036

MLS# 618918

Listed by Bonnie Ekblom Oliver Ocean Sotheby's International Realty

20 Avacado ST, Upper Matecumbe Key Islamorada, FL 33036
1/44
Active

$15,950,000

6 Beds8 Baths6,680 SqFt

20 Avacado ST, Upper Matecumbe Key Islamorada, FL 33036

MLS# 618816

Listed by Steven Koleno Beycome of Florida, LLC

80450 Overseas HWY APT 106, Upper Matecumbe Key Islamorada, FL 33036
1/35
Active

$550,000

2 Beds3 Baths1,303 SqFt

80450 Overseas HWY APT 106, Upper Matecumbe Key Islamorada, FL 33036

MLS# 618784

Listed by The Lindback Team Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

105 Palm AVE, Upper Matecumbe Key Islamorada, FL 33036
1/22
Active

$4,600,000

1 Bed4 Baths9,225 Sqft Lot

105 Palm AVE, Upper Matecumbe Key Islamorada, FL 33036

MLS# 618814

Listed by Judy Rossignol Paradise Florida Keys Real Estate, a Luxury Brand

79775 Overseas HWY, Upper Matecumbe Key Islamorada, FL 33036
1/100
Active

$29,500,000

6 Beds6 Baths3,104 SqFt

79775 Overseas HWY, Upper Matecumbe Key Islamorada, FL 33036

MLS# 618152

Listed by Pierre Marc Bellion Ocean Sotheby's International Realty

81906 Overseas HWY 2, Upper Matecumbe Key Islamorada, FL 33036
1/53
Active

$2,495,000

3 Beds4 Baths1,829 SqFt

81906 Overseas HWY 2, Upper Matecumbe Key Islamorada, FL 33036

MLS# 617838

Listed by Pierre Marc Bellion Ocean Sotheby's International Realty

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

American Caribbean Real Estate

+1(305) 451-4078 marketing@americancaribbean.com

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

 

305-664-4966

81800 Overseas Highway, Islamorada, Florida, 33036, USA

Sales@americancaribbean.com

    • Home
      Neighborhoods
      1. Key Largo Overview
      2. Plantation Key Overview
      3. Upper Matecumbe Key Islamorada Overview
      4. Lower Matecumbe Overview
      5. Marathon Overview
      6. Key West Overview
      Market Snapshot
    • Buy
      1. Featured Listings
      2. All Listings
      Global Partners
      1. Christie's International Real Estate
      2. Who's Who in Luxury Real Estate
    • Sell
      1. Sell My Home
      2. Instant Home Valuation
      About
      1. Our Team
      2. About Us
      3. Contact Us
      4. Reviews

Get My App

Powered by Lofty Inc. Copyright 2026. 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.
acre logo whtie side
American Caribbean Christie's International Real Estate

American Caribbean Real Estate

+1(305) 451-4078 marketing@americancaribbean.com

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

 

305-664-4966

81800 Overseas Highway, Islamorada, Florida, 33036, USA

Sales@americancaribbean.com

    • Home
      Neighborhoods
      1. Key Largo Overview
      2. Plantation Key Overview
      3. Upper Matecumbe Key Islamorada Overview
      4. Lower Matecumbe Overview
      5. Marathon Overview
      6. Key West Overview
      Market Snapshot
    • Buy
      1. Featured Listings
      2. All Listings
      Global Partners
      1. Christie's International Real Estate
      2. Who's Who in Luxury Real Estate
    • Sell
      1. Sell My Home
      2. Instant Home Valuation
      About
      1. Our Team
      2. About Us
      3. Contact Us
      4. Reviews

Get My App

Powered by Lofty Inc. Copyright 2026. 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.