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150 List Street, Upper Matecumbe Key Islamorada, FL 33036

$4,499,500
Property Type: Vacant Land Lot Size (sq. ft.): 34,000 Status: Active
Current Price: $4,499,500 List Date: 3/04/2026 Last Modified: 8/17/2026

Overview

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-foo ...

Listing Details MLS# 618920

Location, Tax & Legal

Street #
150
Street Name
List
Street Suffix
Street
Key/Island
Upper Matecumbe Key Islamorada
State/Province
FL
Zip Code
33036
County
Monroe
Subdivision
Strattons (82.5)
Area
23 - Upper Matecumbe

Contract Information

Listing Board
Florida Keys
Limited Representation
No
Potential Short Sale
No
Bank Owned
No
Species List
No

General Property Description

Realtor.COM Type
Vacant Land
Waterfront
Yes
Control Depth
5
Lot SqFt
34000
Lot Sqft Source
Property Data Card
Survey Available
Yes
Wtr Mn Inquiry File
No

Miscellaneous Info

Mobile Home Lot
No

Dockage

Dock
Wood
Dock Length
65
Dock Permit
Applied For

More Information

Financial Status

Bank Owned
No
Potential Short Sale
No

Property Features

Tax Exemptions: None Waterfront: Bay Front; Gulf Front; Open Water Waterview: Bay View; Open Water View Existing Utilities: Electric on Site; Other Utilities; Sewer; Water Meter Land Size: 1/2 - Less Than 1 AC Terms: Buyer Obtain Finance Title: Title Ins - Buyer
Listing Office: Ocean Sotheby's International Realty
Last Updated: August - 17 - 2026
The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.