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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
Sq Ft: 9,704
($4,122 per
sqft)
Bedrooms: 8
Bathrooms: 8
Partial Baths: 3
City: Tavernier
County: Monroe
Type: Single Family
Development: Pearl City
Acres: 7.1600
Virtual Tour/Floorplan:
View
Year Built: 2025
Listing Number: A12015811
Status Code: A-Active
Taxes: $81,311.00
Tax Year: 2025
Garage:
3
Pets Allowed: Yes, Dogs OK
Interior Features:
Built-in Features
Entrance Foyer
Elevator
Other
Walk-In Closet(s)
Closet Cabinetry
Amenities:
Other
Financial Information:
Taxes: $81,311.00
Tax Year: 2025
Exterior Features:
Built-in Barbecue
Balcony
Porch - Open
Patio
Porch
Equipment:
Dryer
Disposal
Dishwasher
Electric Range
Microwave
Other
Washer
View:
Direct Ocean
Ocean
Waterfront Description:
Ocean Access
Other
Ocean Front
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 Spaces: 3
Flooring: Other, Wood
Roof: Metal, Other
Heating: Central
Cooling: Central Air
Pets: Yes, Dogs Ok
Restrictions: See Remarks
Sewer: Public Sewer
Parcel ID: 00415240000000
Amenities: Other
The Real Estate information provided by Frenchman’s Reserve and Club Properties, Inc. on our website and or our mobile application is for general information purposes only. All information is provided in good faith however we make no representation or warranty of any kind, express or implied regarding the accuracy, adequacy, validity, reliability, availability, or completeness of any information on the Site. The MLS data is coming from the local board of REALTORS, BROWARD, PALM BEACHES & ST. LUCIE REALTORS.
ATTENTION REALTORS! If you want your Frenchmans Reserve listings to be showcased on this site, they must be in the BROWARD, PALM BEACHES & ST. LUCIE REALTORS Association.
Map of 88835/88845 Old Hwy, Tavernier, FL 33070
Listing Courtesy Of: Serhant
angel@thenicolasgroup.com