Client Login
About This Property
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 Features
County
Monroe County
Section
Area
18115
Subdivision
PEARL CITY
Interior
First Floor Entry, Second Floor Entry, Built-in Features, Closet Cabinetry, Elevator, Entrance Foyer, Other, Walk-In Closet(s), Family Room, Florida Room, Workshop
Cooling
Central Air
Bedrooms
8
Floors
Other, Wood
Full Baths
8
Appliances
Dishwasher, Disposal, Dryer, Microwave, Other Equipment/Appliances, Electric Range, Washer
Heating
Central
Style
Detached, Two Story, Modern/Contemporary
Garage Spaces
3
Construction/Exterior
Concrete Block Construction, Concrete Block With Brick
Patio / Deck Description
Open Balcony, Open Porch, Patio
Exterior
Built-In Grill, Open Balcony
Has a Pool
1
Possession
Funding
Lot Size in Acres
Water
Municipal Water
Sewer
Public Sewer
Lot Size in Sq. Ft.
311889
Has Waterfront
Yes
Parking Description
Circular Driveway, Covered, Driveway, Other, Paver Block
View
Ocean, Direct Ocean
Has Garage
Yes
Roof/Attic
Metal Roof, Other
Senior Community
No
Other Utilities
Property Type
Residential
Pets
Dogs OK
Property SubType 2
Single Family Residence
Tax Year
2025
Year Built
2025
Tax Amount
$81311
APN
NA
Square Feet Source
NA
Map
Similar Listings
No similar listings found.