88835/88845 Old Highway, Tavernier, FL

$40,000,000

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8

Beds

11

Baths

9,704

Square feet

7.16

Acres

About 88835/88845 Old Highway

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.

Single Family home for sale in Tavernier, FL at 88835/88845 Old Highway. This 8 bedroom Single Family home is priced at $4,122/sqft

Features of 88835/88845 Old Highway

MLS® # A12015811
Price $40,000,000
Bedrooms 8
Bathrooms 11.00
Full Baths 8
Half Baths 3
Square Footage 9,704
Acres 7.16
Year Built 2025
Type Single Family
Sub-Type Single Family Homes
Style Contemporary
Status Active

Community Information: Tavernier

Address 88835/88845 Old Highway
Area 5940 - Other Florida County
Subdivision PEARL CITY
City Tavernier
County Monroe
State FL
Zip Code 33070

Amenities of 88835/88845 Old Highway

Amenities Other
Utilities Cable Available
Parking Circular Driveway, Covered, Driveway, Paver Block, Garage, Attached Garage, Attached
# of Garages 3
View Direct Ocean, Ocean
Is Waterfront Yes
Waterfront Ocean Access,Other,Ocean Front
Has Pool Yes

Interior of 88835/88845 Old Highway

Interior Features Built-in Features, Entrance Foyer, Elevator, Other, Walk-In Closet(s), Closet Cabinetry
Appliances Dryer, Disposal, Dishwasher, Electric Range, Microwave, Other, Washer
Heating Central
Cooling Central Air
Fireplace No
# of Stories 2
Stories Two

Exterior of 88835/88845 Old Highway

Exterior Features Built-in Barbecue, Balcony
Roof Metal, Other
Construction Block, Concrete Block - No Stucco

School Information

Elementary Plantation Key
Middle Plantation Key
High Coral Shores

Additional Information On 88835/88845 Old Highway

Listing Courtesy of Serhant
Date Listed May 8th, 2026
Zoning SS
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeSerhant

Listing Map

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