Coco Plum Real Estate, your Florida Keys Realtors
  • Home
  • Search
  • Keys
    1. Key Colony Beach
    2. Marathon
      1. Coco Plum Beach Homes & Condos
      2. Investment Properties in Marathon, FL
      3. Hawks Cay
      4. Indigo Reef
      5. BONEFISH TOWERS
  • Buy
    1. Featured Listings
    2. Mortgage Calculator
    3. Sold Listings
  • Sell
    1. Sell My Home
    2. Market Snapshot
  • Explore
    1. Marathon Overview
    2. Big Pine Key Overview
    3. Key Colony Overview
    4. Duck Key Overview
    5. Key West Overview
    6. Key Largo Overview
    7. Upper Matecumbe Key Islamorada Overview
    8. Summerland Key Overview
    9. Cudjoe Key Overview
  • Home Valuation
  • About
    1. About Us
    2. Contact Us
    3. Reviews
  • Blogs
  • MORE
    1. My Homes
    2. My Tours
    3. My Favorites
    4. My Searches
  • Sign In
  • Register
Filters Reset
Save Search (2)
Save your search to get Alerts
39 Properties

39 Properties Available In Upper Matecumbe Key Islamorada

  • Default
  • Price-High To Low
  • Price-Low To High
  • Newest Listings
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
FL >Upper Matecumbe Key Islamorada >
Market Insights
1101 Mastic ST, Upper Matecumbe Key Islamorada, FL 33036
3D
Open Sun 12PM-2PM

$ 6,999,000

8 Beds6 Baths3,649 SqFt

1101 Mastic ST, Upper Matecumbe Key Islamorada, FL 33036

Single Family Home

MLS# 619673

Listed by Tracey E. Petrusha LoKation Real Estate

79901 Overseas HWY 410, Upper Matecumbe Key Islamorada, FL 33036
1/24 24
New

$ 695,000

2 Beds2 Baths981 SqFt

79901 Overseas HWY 410, Upper Matecumbe Key Islamorada, FL 33036

Condo

MLS# 621648

Listed by Natalie Biondoletti Coastal Realty of the Florida Keys

82719 Old HWY, Upper Matecumbe Key Islamorada, FL 33036
1/62 62
New

$ 24,995,000

7 Beds11 Baths10,182 SqFt

82719 Old HWY, Upper Matecumbe Key Islamorada, FL 33036

Single Family Home

MLS# 621626

Listed by Pamela DiMartino Coldwell Banker Realty - Aventura

154 Carroll ST, Upper Matecumbe Key Islamorada, FL 33036
1/63 63
New

$ 2,699,000

4 Beds4 Baths3,315 SqFt

154 Carroll ST, Upper Matecumbe Key Islamorada, FL 33036

Single Family Home

MLS# 621562

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

79901 Overseas HWY APT 220, Upper Matecumbe Key Islamorada, FL 33036
1/17 17
Active

$ 2,700

1 Bed2 Baths827 SqFt

79901 Overseas HWY APT 220, Upper Matecumbe Key Islamorada, FL 33036

Other Rentals

MLS# 621541

Listed by Jamie Gunthner Real Estate Sales Force, Inc.

33 Pen Key Club Drive, Upper Matecumbe Key Islamorada, FL 33036
1/59 59
Active

$ 2,195,000

3 Beds4 Baths4,537 SqFt

33 Pen Key Club Drive, Upper Matecumbe Key Islamorada, FL 33036

Single Family Home

MLS# 621487

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

36 Park RD, Upper Matecumbe Key Islamorada, FL 33036
1/41 41
Active

$ 1,495,000

4 Beds3 Baths2,277 SqFt

36 Park RD, Upper Matecumbe Key Islamorada, FL 33036

Single Family Home

MLS# 621431

Listed by AJ Vetter Palm House Real Estate

80902 Old HWY, Upper Matecumbe Key Islamorada, FL 33036
1/60 60
Active

$ 2,950,000

4 Beds3 Baths3,550 SqFt

80902 Old HWY, Upper Matecumbe Key Islamorada, FL 33036

Single Family Home

MLS# 621398

Listed by Caroline Hendrix Coldwell Banker Schmitt Islamorada

81250 Overseas HWY 5, Upper Matecumbe Key Islamorada, FL 33036
1/67 67
Active

$ 2,290,000

4 Beds3 Baths2,464 SqFt

81250 Overseas HWY 5, Upper Matecumbe Key Islamorada, FL 33036

Single Family Home

MLS# 621329

Listed by AJ Vetter Palm House Real Estate

80939 Overseas HWY, Upper Matecumbe Key Islamorada, FL 33036
1/24 24
Active

$ 3,900,000

7 Beds7 Baths0.85 Acres Lot

80939 Overseas HWY, Upper Matecumbe Key Islamorada, FL 33036

Commercial

MLS# 621298

Listed by Daniel Sanchez Century 21 All Keys Inc (KW)

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

$ 4,750,000

4 Beds5 Baths2,574 SqFt

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

Single Family Home

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 34
Active

$ 2,485,000

3 Beds3 Baths2,072 SqFt

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

Single Family Home

MLS# 620704

Listed by Drew Moret Palm House Real Estate

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

$ 549,500

1 Bed1 Bath358 SqFt

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

Condo

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 43
Active

$ 549,500

1 Bed1 Bath358 SqFt

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

Condo

MLS# 620629

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

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

$ 649,000

1 Bed1 Bath550 SqFt

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

Condo

MLS# 620677

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

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

$ 13,750,000

5 Beds7 Baths5,489 SqFt

19 Avacado ST, Upper Matecumbe Key Islamorada, FL 33036

Single Family Home

MLS# 620590

Listed by Lisa Swanson The Agency Florida Keys

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

$ 1,199,000

3 Beds3 Baths2,022 SqFt

143 Hammock RD, Upper Matecumbe Key Islamorada, FL 33036

Single Family Home

MLS# 619848

Listed by Stephen Hachey Flat Fee MLS Realty

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

$ 715,000

1 Bed1 Bath550 SqFt

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

Condo

MLS# 619786

Listed by Kim Bagnell Thaler Ocean Sotheby's International Realty

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

$ 550,000

2 Beds2 Baths1,261 SqFt

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

Condo

MLS# 619711

Listed by Taylor Globus Palm House Real Estate

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

$ 4,000,000

4 Beds5 Baths2,574 SqFt

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

Single Family Home

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 82
Active

$ 4,000,000

4 Beds5 Baths2,574 SqFt

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

Single Family Home

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 82
Active

$ 3,800,000

4 Beds5 Baths2,574 SqFt

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

Single Family Home

MLS# 619187

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

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

$ 4,499,500

1 Bed1 Bath946 SqFt

150 List ST, Upper Matecumbe Key Islamorada, FL 33036

Single Family Home

MLS# 618918

Listed by Bonnie Ekblom Oliver Ocean Sotheby's International Realty

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

$ 15,950,000

6 Beds8 Baths6,680 SqFt

20 Avacado ST, Upper Matecumbe Key Islamorada, FL 33036

Single Family Home

MLS# 618816

Listed by Steven Koleno Beycome of Florida, LLC

  • 1
  • 2

explore listings in Upper Matecumbe Key Islamorada

  • Open House
  • Price Reduced
  • Virtual Tour
  • 3D Tour
default
Coco Plum Real Estate

Kelly Willey License ID: BK3084960

+1(305) 432-9754 mdreos@gmail.com

Derrick Johnson

+1(786) 546-6678 derrickinflorida@hotmail.com

11187 Overseas Hwy, Marathon, FL 33050, USA
  • Home
  • Buy
    1. Featured Listings
    2. Mortgage Calculator
    3. Sold Listings
  • Home Valuation
  • Search
  • Sell
    1. Sell My Home
    2. Market Snapshot
  • About
    1. About Us
    2. Contact Us
    3. Reviews
  • Keys
    1. Key Colony Beach
    2. Marathon
  • Explore
    1. Marathon Overview
    2. Big Pine Key Overview
    3. Key Colony Overview
    4. Duck Key Overview
    5. Key West Overview
    6. Key Largo Overview
    7. Upper Matecumbe Key Islamorada Overview
    8. Summerland Key Overview
    9. Cudjoe Key Overview
  • Blogs

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.
default
Coco Plum Real Estate

Kelly Willey License ID: BK3084960

+1(305) 432-9754 mdreos@gmail.com

Derrick Johnson

+1(786) 546-6678 derrickinflorida@hotmail.com

11187 Overseas Hwy, Marathon, FL 33050, USA
  • Home
  • Buy
    1. Featured Listings
    2. Mortgage Calculator
    3. Sold Listings
  • Home Valuation
  • Search
  • Sell
    1. Sell My Home
    2. Market Snapshot
  • About
    1. About Us
    2. Contact Us
    3. Reviews
  • Keys
    1. Key Colony Beach
    2. Marathon
  • Explore
    1. Marathon Overview
    2. Big Pine Key Overview
    3. Key Colony Overview
    4. Duck Key Overview
    5. Key West Overview
    6. Key Largo Overview
    7. Upper Matecumbe Key Islamorada Overview
    8. Summerland Key Overview
    9. Cudjoe Key Overview
  • Blogs

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.