About This Home

This land at 150 List Street in Upper Matecumbe Key Islamorada, FL is listed for $4,499,500 (0.78 acres).

Key Features

  • 0.78 acre lot
  • Waterfront

Amenities

WaterfrontView
Listing Description

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 ISSUED 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 offerin

g 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.

Location

150 List Street

Upper Matecumbe Key Islamorada, FL 33036

Strattons (82.5)

Property Details

Views

Water

Questions & Answers

This 0-bedroom, 0-bathroom land at 150 List Street is listed at $4,499,500. The estimated monthly payment is $24,064 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance.

Key features include: 0.78 acre lot, Waterfront.

This property is listed by Bonnie Ekblom Oliver.

BO

Bonnie Ekblom Oliver

License 3186690

Agent at Ocean Sotheby's International Realty

Listed by Ocean Sotheby's International Realty · Broker phone: 3057128888 · View on Broker Site · Broker website

MLS# 618920· Source: Florida Keys Board of REALTORS®· 242 days on PropertySimple

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.

150 List Street, Upper Matecumbe Key Islamorada, FL 33036

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