Discover an extraordinary opportunity to own 34,000 square feet

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Lot For Sale

150 List Street

Upper Matecumbe Key, Florida 33036

Monroe County

Waterfront: Yes

Water View: Yes

Community: Strattons (825)

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$4,900,000 0.000 acres

Discover an extraordinary opportunity to own 34,000 square feet of prime bayfront real estate in one of Islamorada's most coveted and private enclaves. Boasting 100+ feet of pristine bay frontage, this exceptional property captures open water views, serene sunsets, and the essence of the Florida Keys lifestyle. Tucked within the property is a charming ground level 1950s cottage offering one bedroom and one bathroom - ideal for a comfortable interim residence while you bring your custom waterfront vision to life. For boating enthusiasts, the estate offers dockage with direct bay access, placing world-class fishing, sandbars, and crystal-clear waters just moments away. A permit has been submitted to repair and expand the existing dock and add two boat lifts (20,000 lb and 16,000 lb), significantly enhancing the property's boating capabilities and long-term value. With the existing estate slated for demolition and redevelopment, the conceptual renderings unveil a spectacular 4,872-square-foot custom residence offering five bedrooms, five and a half bathrooms, a three-car garage, and a resort style pool - all thoughtfully designed to capture water views from every vantage point. This remarkable bayfront estate offers endless possibilities in an unparalleled setting.

  • Lot Size: 0.000 acre
  • Lot Dimensions: 
  • Waterfront: Yes
  • View Types: Water
  • Property Taxes: $5,995
  • MLS #: 618920
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Contact Information:
Beach Lot For Sale in Upper Matecumbe Key, Florida
Listing Agent: Bonnie Ekblom Oliver, Ocean Sotheby's International Realty, 305-394-1569, 305-712-8888 Listing Site, Listing Status: Active
Copyright © 2026 Florida Keys Board of REALTORS®. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Ad Number: 7353599
Viewed 26 times.
Updated: Mar 04, 2026

This property is a Lot located at 150 List Street, Upper Matecumbe Key, Florida 33036, and is currently For Sale at $4,900,000.