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
Price:
$40,000,000
MLS #:
A12015811
Status:
Active
Beds:
8
Baths:
9.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
PEARL CITY
Neighborhood:
pearlcity
Listed Date:
May 8, 2026
Finished Sq Ft:
9,704
Total Sq Ft:
18,115
Year Built:
2025
See this Listing
Schools
Interior
Appliances
Dishwasher, Disposal, Dryer, Microwave, Other Equipment/Appliances, Electric Range, Washer
Bathrooms
8 Full Bathrooms, 3 Half Bathrooms
Cooling
Central Air
Flooring
Other, Wood
Heating
Central
Interior Features
First Floor Entry, Second Floor Entry, Built-in Features, Closet Cabinetry, Elevator, Entrance Foyer, Other, Walk-In Closet(s), Family Room, Florida Room, Workshop
Exterior
Accessibility Features
Accessible Elevator Installed, Other Bath Modificat
Architectural Style
Detached, Two Story, Modern/Contemporary
Attached Garage YN
1
Community Features
Other Subdivision – See Remarks
Construction Materials
Concrete Block Construction, Concrete Block With Brick
Covered Spaces
3
Direction Faces
West
Exterior Features
Built-In Grill, Open Balcony
Garage Spaces
3
Lot Features
5 To Less Than 10 Acre Lot
New Construction YN
1
Open Parking YN
1
Other Structures
Guest House
Parking Features
Circular Driveway, Covered, Driveway, Other, Paver Block
Patio And Porch Features
Open Balcony, Open Porch, Patio
Roof
Metal Roof, Other
View
Ocean, Direct Ocean
Waterfront Features
Ocean Access, Ocean Front
Window Features
Clear Impact Glass, Complete Impact Glass, High Impact Windows, Impact Glass
Financial
Tax Year
2025
Taxes
$81,311
Map
Community
- Address88835/88845 Old Hwy Tavernier FL
- SubdivisionPEARL CITY
- CityTavernier
- CountyMonroe County
- Zip Code33070
Subdivisions in Tavernier
Market Summary
Current real estate data for Single Family in Tavernier as of May 12, 2026
17
Single Family Listed
81
Avg DOM
1,986
Avg $ / SqFt
$6,354,641
Avg List Price
Property Summary
- Located in the PEARL CITY subdivision, 88835/88845 Old Hwy Tavernier FL is a Single Family for sale in Tavernier, FL, 33070. It is listed for $40,000,000 and features 8 beds, 10 baths, and has approximately 9,704 square feet of living space, and was originally constructed in 2025. The current price per square foot is $4,122. The average price per square foot for Single Family listings in Tavernier is $1,986. The average listing price for Single Family in Tavernier is $6,354,641. To schedule a showing of MLS#a12015811 at 88835/88845 Old Hwy in Tavernier, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
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