Single-family home for sale

$40,000,000

88835/88845 Old HwyTavernier, FL 33070

  • 8 Beds
  • 9.5 Baths
  • 9,704 Sq ft
  • 311,889 Lot sq ft
  • 2025 Built

About this home

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.

Details

MLS #
A12015811
Property type
Single-family home
Status
Active
Days on market
29
Neighborhood
PEARL CITY
County
Monroe County
Property taxes
$81,311 (2025)
Waterfront
Yes
Private pool
No
View
Ocean, Direct Ocean
Garage spaces
3
Cooling
Central Air
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 features
Built-In Grill, Open Balcony
Appliances
Dishwasher, Disposal, Dryer, Microwave, Other Equipment/Appliances, Electric Range, Washer

Location

Estimated payment

$209,038/mo with 20% down at 6.5% for 30 years, including taxes, before insurance.

Adjust in the mortgage calculator

Listing courtesy of Serhant · Angel Nicolas. Listing last updated May 15, 2026 4:20 PM.

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The multiple listing information is provided by the MIAMI Association of REALTORS® from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 MIAMI Association of REALTORS®. All rights reserved. The information provided is for consumers' personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Data last updated October 29, 2026 1:58 AM.

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