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.
Property Details
- Interior
- First Floor Entry, Second Floor Entry, Built-in Features, Closet Cabinetry, Elevator, Entrance Foyer, Other, Walk-In Closet(s),
- Cooling
- 1
- Heating
- Central
- Cooling Features
- Central Air
- Bedrooms
- 8
- Bathrooms
- 9.5
- Full Baths
- 8
- Half Baths
- 3
- View
- Ocean,Direct Ocean
- Lot Features
- 5 To Less Than 10 Acre Lot
- Lot Description
- 5 To Less Than 10 Acre Lot
- Exterior Features
- Built-In Grill, Open Balcony
- Exterior Materials
- Built-In Grill, Open Balcony
- Acres
- 7.16
- Square Feet
- 9704
- Lot Size (sqft)
- 311889.0
- Parking Features
- Circular Driveway, Covered, Driveway, Other, Paver Block
- Parking
- 1
- Parking Type
- Driveway
- Parking Garage Spaces
- 3
- Property Type
- Purchase
- Style
- Detached, Two Story, Modern/Contemporary
- Year Built
- 2025
- Roof
- Metal Roof, Other
- Sewer Information
- Public Sewer
- Utility Source
- Municipal Water
- Appliances
- Dishwasher, Disposal, Dryer, Microwave, Other Equipment/Appliances, Electric Range, Washer
- Subdivision
- PEARL CITY
- Community Features
- Other Subdivision - See Remarks
- County
- Monroe County
- Region
- Tavernier
- Zoning
- SS
- Original List Price
- $40,000,000
- Taxes Annual
- $81,311
Location
Legal
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Provided By
Listed by Angel Nicolas (#3371634)
Listing Office: Serhant (#SHTF01)
