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-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.
| MLS # | 618920 |
|---|---|
| Listing Type | For Sale |
| Sub-Type | Resale |
| Status | Active |
| Days On Site | 173 |
| Listing Provided By | Ocean Sotheby's International Realty | Bonnie Ekblom Oliver |
| Zoning | RE - Residential Estate |
|---|---|
| Acreage | 0.78 |
| Water Front | Yes |
| Property View | Open Water View, Bay |
| Property | 5995 |
|---|
| State | FL |
|---|---|
| County | Monroe |
| City | ISLAMORADA |
| Zip Code | 33036 |
| Area | 23 Upper Matecumbe |
| Community Name | Strattons (82.5) |
| Listing VS Median (in Strattons (82.5)) | |
Price: $4,499,500 low | high Med: $717,000 On site: 173 low | high Med: 249 | |
| State | FL |
|---|---|
| County | Monroe |
| City | ISLAMORADA |
| Zip Code | 33036 |
| Area | 23 Upper Matecumbe |
| Community Name | Strattons (82.5) |
| Listing VS Median (in Strattons (82.5)) | |
Price: $4,499,500 low | high Med: $717,000 On site: 173 low | high Med: 249 | |
![]() | $4,499,500150 List StreetIslamorada, FL 33036 |