Upper Matecumbe

        Considered the business hub of Islamorada, Upper Matecumbe sits between Whale Harbor Channel and Channel 2 Bridge. Upper Matecumbe stretches from Mile Marker 84 to Mile Marker 80 comprised of numerous businesses and a large residential presence. Upper Matecumbe has so many things to offer within a short distance. Many residents prefer to walk or bicycle around the island to reach their destinations. 

59 Properties Found. Page 1 of 10

An Extremely Rare And Stunning Private Island, ...

Photo of Listing #585835

$17,000,000 Active

  • 5 Beds
  • 4 Baths
  • 15.84 Acres
  • 3,104 ft²

Residential

79775 Overseas Highway, Islamorada, FL

MLS® #585835

An Extremely Rare And Stunning Private Island, Accessible By Car, Terra's Key Is A Gated Caribbean Island Located At Mile Marker 79.7 In Islamorada. Jutting Into The Blue-green Waters Of The Atlantic Ocean, Terra's Key Features A 2,000'+- Driveway Enablin...

Coldwell Banker Schmitt Islamorada

Bunny Key, A Premiere Historic Islamorada Ocean...

REDUCED 1% Photo of Listing #579361

$7,900,000 Active

  • 8 Beds
  • 5.1 Baths
  • 1.81 Acres
  • 4,744 ft²

Residential

200 Atlantic Street, Islamorada, FL

MLS® #579361

Bunny Key, A Premiere Historic Islamorada Oceanfront Plantation. It Has Been Over Two Decades Since This Property Has Been Available. Known By Its Provenance That Starts As The Labranche Fishing Camp In 1937, Where It Is Said The Owner And Author Penned Ma...

American Caribbean Real Estate - Islamorada

Price Includes (1) Tri Plex And (1) Sfr As Well...

Photo of Listing #569334

$3,899,000 Contingent/Show

  • 3 Beds
  • 1 Baths

Commercial

109 Carroll Street 9, Islamorada, FL

MLS® #569334

Price Includes (1) Tri Plex And (1) Sfr As Well As 3 Transient Rights; This Site Offers Several Opportunities For The Investor, Looking To Have 3 Legal Short Term Rentals On A Very Private Parcel. The Tri Plex & Sfr Fully Rented;may Be Purchased Separately ...

Ocean Sotheby's International Realty

One Of A Kind 4.33 Acre Estate On Upper Matecum...

REDUCED 6% Photo of Listing #584600

$3,650,000 Active

  • 3 Beds
  • 3.1 Baths
  • 2.9 Acres
  • 2,044 ft²

Residential

80531 Old Highway, Islamorada, FL

MLS® #584600

One Of A Kind 4.33 Acre Estate On Upper Matecumbe Key. As You Enter The Gate, You Follow The Classic Brick Driveway To One Of Islamorada's Most Private Settings. The Main House Offers Open Beam Ceilings, Tile Floors, And Ocean Views, Giving You Beautiful S...

Ocean Sotheby's International Realty

You'll Recognize This Offering Of Prime Develop...

Photo of Listing #586105

$3,200,000 Active

Commercial

79786 Overseas Highway, Islamorada, FL

MLS® #586105

You'll Recognize This Offering Of Prime Developable Commercial Real Estate As The Ultimate Location To Watch The Sun Go Down! Valuable Commercial Development Rights, Leases And Permits Are Current And Available To The Right Developer Who Recognizes The Grea...

Coldwell Banker Schmitt Islamorada

You'll Recognize This Offering Of Prime Develop...

Photo of Listing #585880

$3,200,000 Active

  • 52,708 ft²

Vacant Land

79786 Overseas Highway, Islamorada, FL

MLS® #585880

You'll Recognize This Offering Of Prime Developable Commercial Real Estate As The Ultimate Location To Watch The Sun Go Down! Valuable Development Rights, Leases And Permits Are Current And Available To The Right Developer Who Recognizes The Great Potential...

Coldwell Banker Schmitt Islamorada

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