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Residential Land for Sale in Upper Matecumbe Key, Florida

150 List St, Upper Matecumbe Key, FL 33036

$4,900,000
Active
ago
Est $33,532/mo

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.

Location

Street address
150 List St
Community
Strattons (82.5)
Elevation
26 feet
Coordinates
24.9246, -80.6295

Directions

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

Property details

Zoning
RE - Residential Estate
MLS #
FLKEYSMLS 618920
Posted

Property taxes

2025
$5,995

Parcels

  • 00399820000000

Legal description

Resources

Details and features

Listing

Type
Land

Lot

View
Water
Waterfront
Waterfront

Listing history

DateEventPriceChangeSource
Mar 4, 2026New listing$4,900,000FLKEYSMLS
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This property is located at 150 List St in Upper Matecumbe Key, FL 33036. The property is available for sale for $4,900,000.

Checked 1 hour ago — Updated

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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.

Bonnie Ekblom Oliver
Ocean Sotheby's International Realty
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