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.
Equipment:
- Dryer
- Disposal
- Dishwasher
- Electric Range
- Microwave
- Other
- Washer
Interior Features:
- Built-in Features
- Entrance Foyer
- Elevator
- Other
- Walk-In Closet(s)
- Closet Cabinetry
Exterior Features:
- Built-in Barbecue
- Balcony
- Porch - Open
- Patio
- Porch
Boat Access:
- Ocean Access
- Other
- Ocean Front
View:
- Direct Ocean
- Ocean
Amenities:
- Other
Financial Information:
- Taxes: $81,311.00
- Tax Year: 2025
School Information:
- Elementary School: Plantation Key
- Middle School: Plantation Key
- Junior High: Plantation Key
- High School: Coral Shores
Additional Information:
- Building Description: Contemporary
- MLS Area: 5940 - Other Florida County
- Total Square Footage: 18,115
- Total Rooms: 4
- Total Floors: 2
- Water: Public
- Construction: Block, Concrete Block - No Stucco
- Date Listed: 2026-05-08 00:00:00
- Pool: Y
- Private Spa: Y
- Parking: Circular Driveway, Covered, Driveway, Paver Block, Garage, Attached Garage, Attached
- Garage Description: N
- Garage Spaces: 3
- Attached Garage: N
- Flooring: Other, Wood
- Roof: Metal, Other
- Heating: Central
- Cooling: Central Air
- Fireplace: N
- 55+ Community: N
- Pets: Yes, Dogs Ok
- Restrictions: See Remarks
- Sewer: Public Sewer
- Parcel ID: 00415240000000
- Amenities: Other
Waterfront Description:
- Ocean Access
- Other
- Ocean Front
Listing Courtesy Of: Serhant
angel@thenicolasgroup.com
angel@thenicolasgroup.com