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150 List Street, Upper Matecumbe Key Islamorada, FL 33036

$4,900,000
Property Type: Vacant Land Lot Size (sq. ft.): 34,000 Status: Active
Current Price: $4,900,000 List Date: 3/04/2026 Last Modified: 3/04/2026

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 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- ...

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
City
ISLAMORADA
Mile Marker
82.5
Marathon Neighborhood
N/A
Side
Bay/Gulf
Flood Zone
AE,VE,AE,AE
Alternate Key #
1492078
Parcel #
00399820000000
Zoning
RE - Residential Estate
Deed Restrictions
No
Legal
Sqr 6 Pt Lot 2 And Adj Bb And Pt Lot 1 Strattons Subd Pb 2-38 Upper Matecumbe G24-94 G35-254 G37-403 G37-519 Or366-8(Ii
Taxes
5995.43
Tax Year
2025

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
Total Lots
0

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

Remarks & Misc

Remarks – Consumer
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.
Directions
From US1, turn bayside at MM 82.2 onto List St. Property on right, take gravel driveway. Sign on property.

Assoc/Misc Info

Mandatory Home Owners Asc
No
1st Right of Refusal
No
Association Fee $
0

Tax Exemptions

None
Yes

Waterfront

Bay Front
Yes
Gulf Front
Yes
Open Water
Yes

Waterview

Bay View
Yes
Open Water View
Yes

Location/Site

Cleared Site
Yes
Water Frontage
Yes

Existing Utilities

Electric on Site
Yes
Other Utilities
Yes
Sewer
Yes
Water Meter
Yes

Land Size

1/2 - Less Than 1 AC
Yes

Terms

Buyer Obtain Finance
Yes

Title

Title Ins - Buyer
Yes

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: March - 04 - 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.