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. 

66 Properties Found. Page 1 of 11

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

Picroc Ali, Also Known As The Historic Russell ...

REDUCED 7% Photo of Listing #579804

$6,975,000 Active

  • 5 Beds
  • 5.1 Baths
  • 7.69 Acres
  • 4,503 ft²

Residential

83080 Overseas Highway, Islamorada, FL

MLS® #579804

Picroc Ali, Also Known As The Historic Russell Estate, Boasts 7.69 Luscious Acres Of Some Of The Most Beautiful Land The Florida Keys Has To Offer. Situated On The Florida Bay, This Lovely Estate Offers 600' Of Private Canal Frontage With Protected Dockage...

American Caribbean Real Estate - Islamorada

Open Bayfront Estate In The Very Heart Of Downt...

Photo of Listing #582614

$4,750,000 Active

  • 4 Beds
  • 4.1 Baths
  • 1.68 Acres
  • 3,389 ft²

Residential

128 Madeira Road, Islamorada, FL

MLS® #582614

Open Bayfront Estate In The Very Heart Of Downtown Islamorada With Dockage, Separate Guest House And A Bayfront Pool! ''the Winston'' Is Currently Featured By Awe Tv On Episode 8 Of ''selling Private Islands'' For Its Amazing Location And Endless Views. En...

Coldwell Banker Schmitt Islamorada

Spectacular Private 4.33 Acre Estate On Upper M...

REDUCED 6% Photo of Listing #574406

$3,999,000 Active

  • 3 Beds
  • 3.1 Baths
  • 4.33 Acres
  • 2,748 ft²

Residential

80531 Old H Highway, Islamorada, FL

MLS® #574406

Spectacular Private 4.33 Acre Estate On Upper Matecumbe Key. The Setting Offers Spectacular Sunrises, And Ocean Vistas That Feature Sunset Colors Reflecting Off Alligator Lighthouse. The Views Bring Mother Nature To Your Door Step. Launch Your Kayak And Sea...

Moorings Realty, Inc

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 ...

Moorings Realty, Inc

Ted Williams Estate. This Iconic Estate Has A P...

REDUCED 10% Photo of Listing #573944

$3,800,000 Active

  • 4 Beds
  • 4 Baths
  • 1.38 Acres
  • 3,193 ft²

Residential

140 Madeira Road, Islamorada, FL

MLS® #573944

Ted Williams Estate. This Iconic Estate Has A Place In Islamorada History And Is Where Old Florida Charm Meets Contemporary Living. This Estate Has It All, A Fascinating History, Privacy, Panoramic Bay Views, Protected Dockage, Extensive Tropical Landscapin...

Ocean Sotheby's International Realty

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