150 List Street, Upper Matecumbe Key Islamorada, FL 33036 (MLS# 618918)

150 List Street, Upper Matecumbe Key Islamorada, FL 33036

$4,499,500

Virtual Tour

https://bcove.video/3ML6hRM

RENDERING for 4,872 SF Bayfront Residence

Two lifts are proposed (16,000 lb and 20,000 lb)

Bayfront with Close Proximity to the Atlantic Ocean

Plans to repair/expand dock and install two lifts submitted

Property Type: Residential Bedrooms: 1 Baths: 1 Square Footage: 946 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 as a weekend escape, guest retreat, or 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. Surrounded by multimillion-dollar estate home sales, this offering represents a rare chance to s ... (Read more)

Listing Details MLS# 618918

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
Species List: No

General Property Description

Realtor.COM Type: Residential - Single Family
Style: Single Family
Waterfront: Yes
Control Depth: 5
Pool: No
Year Built: 1950
Lot SqFt: 34000
Lot Sqft Source: Property Data Card
Living Apx SqFt: 946
SqFt Source: Property Data Card
Total Bedrooms: Yes
Full Baths: Yes
Total Baths: Yes
Rentals Allowed: With Restrictions

Association Info

Mandatory Home Owners Asc: No
1st Right of Refusal: No

Dockage

Dock Length: 65
Dock: Wood
Dock Permit: Applied For

More Information

Building Style

Above Flood: No

Property Features

Fee Includes: None Tax Exemptions: None Waterfront: Bay Front; Gulf Front; Open Water Waterview: Bay/Gulf View; Open Water View Building Style: Ground Level Vehicle Storage: Open Parking Furnished: Unfurnished Cooling: Ceiling Fans(s); Ductless; Wall/Window Unit(s) Heating: Ductless; Electric Utilities: Elect Separate Meter; FKAA; Municipal Sewer Interior Features: Granite Counter Top Appliances: Dishwasher; Microwave; Range; Refrigerator Construction: CBS Floor: Tile; Wood Roof: Concrete Roof Pets: Pets Allowed Land Size: 1/2 - Less Than 1 AC 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.