• Share

88835/88845 Old Highway, Tavernier, Florida 33070

Active For Sale
$40,000,000
  • Beds 8
  • Baths 11
  • Sq Ft 9,704 Sqft
  • Visits: 3 in 74 days

Description

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.

Features

  • Heating System: Central
  • Cooling System: Central Air
  • Patio: Balcony, Open, Patio, Porch
  • Parking: Driveway, Garage, Circular Driveway, Attached, Covered, Paver Block

Appliances

  • Appliances: Dryer, Dishwasher, Electric Range, Microwave, Washer, Disposal

Address Map

  • Country: US
  • State: FL
  • County: Monroe
  • City: Tavernier
  • Subdivision: PEARL CITY
  • Zipcode: 33070
  • Street: Old
  • Street Number: 88835/88845
  • Street Suffix: Highway
  • Floor Number: 0
  • Longitude: W81° 26' 55''
  • Latitude: N24° 58' 27.6''
  • MLS Area: 5940 - Other Florida County

MLS Addon

  • Accessibility Features: Accessible Elevator Installed, Accessibility Features, Accessible Full Bath
  • Architectural Style: Contemporary
  • Association Amenities: Other
  • Association Fee: $0
  • Close Price: $0
  • Elementary School: Plantation Key
  • Exterior Features: Balcony, Barbecue, Outdoor Living Area, Built-in Barbecue
  • Flooring: Wood, Other
  • Garage Spaces: 3
  • High School: Coral Shores
  • Insurance Expense: $0
  • Interior Features: Bedroom on Main Level, Breakfast Area, Living/Dining Room, Other, Upper Level Primary, Closet Cabinetry, Entrance Foyer, Elevator, Walk-In Closet(s), Built-in Features, Dining Area, Separate/Formal Dining Room, Main Level Primary
  • Levels: Two
  • Lot Features: 5-10 Acres
  • Middle Or Junior School: Plantation Key
  • New Taxes Expense: $0
  • Spa Features: Heated
  • Stories: 2
  • Stories Total: 2
  • Tax Annual Amount: $81,311
  • Utilities: Cable Available
  • Zoning: SS

Location

Listing Updated: 2026-07-19 22:40:59

  • Property Type : Single Family
  • Property Sub Type : Single Family Residence
  • Listing Type : For Sale
  • Listing ID : A12015811
  • Price : $40,000,000
  • View : Ocean
  • Bedrooms : 8
  • Bathrooms : 11
  • Full Bathrooms : 8
  • Half Bathrooms : 3
  • Square Footage : 9,704 Sqft
  • Year Built : 2025
  • Lot Area : 7.16 Acre
  • Listing Status : Active
  • Days On Market : 74
Contact Agent
Required
Required
Required
By proceeding, you consent to receive calls and texts at the number you provided, including marketing by autodialer and prerecorded and artificial voice, and ettmail, about your inquiry and other home-related matters, but not as a condition of any purchase.

Similar Single Family