
Residential Land for Sale in Upper Matecumbe Key, Florida
150 List St, Upper Matecumbe Key, FL 33036
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
- County
- Monroe County
- Community
- Strattons (82.5)
- Elevation
- 26 feet
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
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
Resources
Details and features
Listing
- Type
- Land
Lot
- View
- Water
- Waterfront
- Waterfront
Listing history
| Date | Event | Price | Change | Source |
|---|---|---|---|---|
| Mar 4, 2026 | New listing | $4,900,000 | — | FLKEYSMLS |





























