A rare dual-parcel offering on prestigious Millionaire’s Row in Tavernier, 88835 and 88845 Old Highway present an extraordinary opportunity to own one of the Upper Keys’ most expansive and versatile oceanfront compounds. Spanning multiple acres with 480 feet of waterfrontage, the property combines exceptional privacy, premier boating access, and remarkable future development potential. At 88845 Old Highway, a newly constructed 8,200 SF modern estate showcases 5 bedrooms, 6 full baths, 2 half baths, designer finishes, smart-home technology, a resort-style 120-foot pool, and a protected basin with dockage, boat lift, and deep-water access. Complementing the main estate, the adjacent parcel at 88835 Old Highway encompasses over 3 additional acres and introduces a rare layer of flexibility and long-term value. The property includes a renovated 3-bedroom residence completed in 2022, a transferable TDR allowing for the future construction of a substantially larger primary residence, an additional buildable lot, and a lush natural hammock buffer that enhances privacy and exclusivity. Together, this exceptional compound delivers an unmatched blend of luxury living, investment potential, and future flexibility in one of the Florida Keys’ most coveted waterfront settings.
| MLS # | A12015811 |
|---|---|
| Listing Type | For Sale |
| Style | House |
| Sub-Type | Resale |
| Status | Active |
| Year | 2025 |
| Days On Site | 120 |
| Listing Provided By | Serhant | Angel Nicolas |
| Bed(s) | 8 |
|---|---|
| Bath(s) | 11 Total |
| SQ Feet | 9,704 |
| Garage | 3 |
| Pool | Yes |
| Story(s) | 2 |
| Zoning | SS |
| Acreage | 311889.00 |
| Water Front | Yes |
| Property View | Yes |
| Lot Features | Five To Ten Acres |
|---|
| Garage Yes / No | Yes |
|---|---|
| Parking Features | Attached, Circular Driveway, Covered, Driveway, Garage, Other, Paver Block |
| Tax Annual Amount | 81311 |
|---|
| Community Features | Other, See Remarks |
|---|
| State | FL |
|---|---|
| County | Monroe |
| City | Tavernier |
| Zip Code | 33070 |
| Area | 98 Florida Keys |
| Subarea | Other Geographic Area (Out Of Area Only) |
| Community Name | PEARL CITY |
| Listing VS Median (in PEARL CITY) | |
Price: $40,000,000 low | high Med: $15,000,000 sqft: 9,704 low | high Med: 1,504 $ / sqft: $4,122 low | high Med: $9,973 On site: 120 low | high Med: 120 | |
| State | FL |
|---|---|
| County | Monroe |
| City | Tavernier |
| Zip Code | 33070 |
| Area | 98 Florida Keys |
| Subarea | Other Geographic Area (Out Of Area Only) |
| Community Name | PEARL CITY |
| Listing VS Median (in PEARL CITY) | |
Price: $40,000,000 low | high Med: $15,000,000 sqft: 9,704 low | high Med: 1,504 $ / sqft: $4,122 low | high Med: $9,973 On site: 120 low | high Med: 120 | |
![]() | $27,000,00088845 Old HwyTavernier, FL 33070 |