
Land with Home for Sale in Tavernier, Florida
88835/88845 Old Hwy, Tavernier, FL 33070
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.
Location
- Street address
- 88835/88845 Old Hwy
- County
- Monroe County
- Community
- Pearl City
Property details
- Acreage
- 7.16 acres
- Zoning
- SS
- MLS #
- MAOR A12015811
- Posted
Property taxes
- 2025
- $81,311
Parcels
- 00415240-000000
Legal description
LT 2 PEARL CITY PLANTATION KEY PB2-134 G43-412 G75-103 OR455-470 OR710-894 OR762-729 OR793-1145 OR831-2031 OR921-314 OR978-346 OR1038-451 OR
Resources
Details and features
Listing
- Type
- Residential
- Subtype
- Single Family Residence
Lot
- View
- Ocean
- Waterfront
- Ocean Access, Ocean Front, Waterfront
Exterior
- Parking
- Covered, Driveway, Garage
- Outdoor Spaces
- Patio, Porch
- Features
- Balcony, Outdoor Grill, Security/High Impact Doors
Structure
- Condition
- New Construction
- Style
- Contemporary
- Water
- Public
- Heating
- Central
- Cooling
- Central Air
- Materials
- Block, Brick
- Roof
- Metal
Interior
- Rooms
- Bathroom x 5, Bedroom x 5
- Flooring
- Hardwood, Wood
- Appliances
- Dishwasher, Dryer, Garbage Disposer, Microwave, Range, Washer
- Accessibility
- Accessible Elevator Installed
- Features
- Bedroom On Main Level, Breakfast Area, Built-In Features, Closet Cabinetry, Dining Area, Elevator, Entrance Foyer, First Floor Entry, Living/Dining Room, Main Level Primary, Second Floor Entry, Separate/Formal Dining Room, Upper Level Primary, Walk-In Closet(s), Workshop
Listing history
| Date | Event | Price | Change | Source |
|---|---|---|---|---|
| May 12, 2026 | New listing | $40,000,000 | — | MAOR |






























