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Upper Matecumbe Key Real Estate

A healthy annual crop of pineapples made Upper Matecumbe Key the largest producer of the fruit in the United States in the early 1900s. Upper Matecumbe Key was one of the first of the Upper Keys to be permanently settled and was the original settlement site of Islamorada. Today, the island welcomes visitors and is an ideal place for fishing and water sports. Visitors frequent Upper Matecumbe vacation rentals while staying in the Upper Florida Keys. The island is located between Mile Markers 79 and 83.5.

Upper Matecumbe Key - Properties for Sale

79901 Overseas Highway Unit #104, Islamorada image
79901 Overseas Highway Unit #104, Islamorada $420,000

Welcome to the Palms of Islamorada, a gem among communities, and your ideal gateway to the heart of paradise in the Florida Keys!Consider this incredible investment oppor...

  • 1 Beds
  • 1 Baths
  • 606680 MLS
84961 Old Highway Unit #26, Islamorada image
84961 Old Highway Unit #26, Islamorada $739,000

Multimillion Dollar views, endless sunrises and sunsets will have you drooling over this location! Offered furnished, just pack your fishing gear, flip flops, tooth brus...

  • 3 Beds
  • 1 Baths
  • 606618 MLS
80639 Old Highway Unit #201, Islamorada image
80639 Old Highway Unit #201, Islamorada $3,500,000

Maison Residences #201, a 4 bedroom, 4.5 bathroom residence featuring the PRIME convenience of being located downstairs & pool front. Residence 201 sets itself apart fro...

  • 4 Beds
  • 5 Baths
  • 606541 MLS
80639 Old Highway Unit #204, Islamorada image
80639 Old Highway Unit #204, Islamorada $420,000

PRICING IS 1/10TH OWNERSHIP SHARE. ***SELLER FINANCING AVAILABLE*** CO-OWNERSHIP OPPORTUNITY: Own 1/10 of the residence for $420,000. Own / use the residence for a fract...

  • 4 Beds
  • 5 Baths
  • 606509 MLS
84745 Old Highway Unit #10, Islamorada image
84745 Old Highway Unit #10, Islamorada $1,650,000

NOW COMPLETE!!! Introducing the highly anticipated Peaceful Palms development, comprised of 15 high-end, new construction, ocean front units. Unit #10 is an end unit with...

  • 3 Beds
  • 3 Baths
  • 606453 MLS
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Ocean Sotheby's International Realty

10055 Overseas Highway Marathon, FL 33050

Marathon Office: 305-735-4095


  • Key Largo
  • Islamorada
  • Marathon
  • Big Pine
  • Key West
  • Waterfront
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