$40,000,000
 $214,729 est/mo Sourced by Back At You

88835/88845 Old Hwy,Tavernier, FL 33070

Tavernier, FL 33070

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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.

Details

MLS #A12015811
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
StatusActive
Year2025
Days On Site120
Listing Provided BySerhant | Angel Nicolas

Features

Bed(s)8
Bath(s) 11 Total
SQ Feet9,704
Garage3
PoolYes
Story(s)2
ZoningSS
Acreage311889.00
Water FrontYes
Property ViewYes

Exterior

Lot FeaturesFive To Ten Acres

Parking

Garage Yes / NoYes
Parking FeaturesAttached, Circular Driveway, Covered, Driveway, Garage, Other, Paver Block

Taxes

Tax Annual Amount81311

Location

Community FeaturesOther, See Remarks

Area Information

StateFL
CountyMonroe
CityTavernier
Zip Code33070
Area98 Florida Keys
SubareaOther Geographic Area (Out Of Area Only)
Community NamePEARL CITY
Listing VS Median (in PEARL CITY)
Price:
$40,000,000
low | high
Med:
$15,000,000
100% of Average
sqft:
9,704
low | high
Med:
1,504
100% of Average
$ / sqft:
$4,122
low | high
Med:
$9,973
91.954787234042% of Average
On site:
120
low | high
Med:
120
100% of Average
Sourced by Back At You

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Learn More About This Property

StateFL
CountyMonroe
CityTavernier
Zip Code33070
Area98 Florida Keys
SubareaOther Geographic Area (Out Of Area Only)
Community NamePEARL CITY
Listing VS Median (in PEARL CITY)
Price:
$40,000,000
low | high
Med:
$15,000,000
100% of Average
sqft:
9,704
low | high
Med:
1,504
100% of Average
$ / sqft:
$4,122
low | high
Med:
$9,973
91.954787234042% of Average
On site:
120
low | high
Med:
120
100% of Average
Sourced by Back At You
Nearby Listings (Within 1/4 mile)
Price: $30M - $50M
sqft: 7,000 - 12,000
Nearby Listings Property ImageNearby Listings Details
88845 Old Hwy Property Photo 1
$27,000,000
88845 Old Hwy
Tavernier, FL 33070
Listing Updated: August 18, 2026 at 4:32:31 AM PDT
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