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$40,000,000
New Listing

88835/88845 Old Hwy
Tavernier, FL 33070

For Sale|Single Family Residence|Active
8
Beds
11
Total Baths
8
Full Baths
3
Partial Baths
9,704
SqFt
$4,122
/SqFt
2025
Built
Subdivision:
PEARL CITY
County:
Monroe
Call Now: 305-390-2737
Is this the listing for you? We can help make it yours.
305-390-2737
88835/88845 Old Hwy88835/88845 Old Hwy88835/88845 Old Hwy88835/88845 Old Hwy
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Monthly Payment (Est.)

$182,496
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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.

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Listing Snapshot
Price 
$40,000,000
Days On Site 
0 Days
Bedrooms 
8
Inside Area (SqFt) 
9,704 sqft
Total Baths 
11
Full Baths 
8
Partial Baths 
3
Lot Size 
4.2015 Acres
Year Built 
2025
MLS® Number 
A12015811
Status 
Active
Property Tax 
$81,311
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
4 hours agoListing first seen on site
8 hours agoListing updated with changes from the MLS®
General Features
Attached Garage 
Yes
Direction Faces 
West
Garage 
Yes
Garage Spaces 
3
Levels 
Two
Number Of Stories 
2
Parking 
AttachedCircular DrivewayCoveredDrivewayGarageOtherPaver Block
Pets 
Dogs OKYes
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Total 
18115
Style 
ContemporaryModernDetachedTwoStory
Utilities 
Cable Available
Water Source 
Public
Zoning 
SS
Interior Features
Appliances 
DryerDishwasherElectric RangeDisposalMicrowaveOtherWasher
Cooling 
Central Air
Flooring 
HardwoodOtherWood
Heating 
Central
Interior 
Built-in FeaturesEntrance FoyerWalk-In Closet(s)ElevatorMaster Downstairs
Spa 
Yes
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Exterior Features
Construction Details 
BrickBlock
Exterior 
BalconyOutdoor Grill
Frontage 
480
Lot Features 
Waterfront
Other Structures 
Guest House
Patio And Porch 
PatioPorch
Pool Features 
Infinity
Roof 
MetalOther
Spa 
Yes
Spa Features 
Heated
View 
Ocean
Waterfront 
Yes
Waterfront Features 
Ocean AccessOcean Front
Waterview 
Ocean
Community Features
Accessibility Features 
Accessible EntranceAccessible Elevator Installed
Community Features 
Other
Financing Terms Available 
CashConventional
MLS Area 
98 Florida Keys
Listing courtesy of Serhant

The data relating to real estate for sale on this web site comes in part from the Miami Association of Realtors, Realtor Association of Greater Ft. Lauderdale, and the South Broward Board of Realtors. Information is deemed reliable but not guaranteed. Copyright © 2026, Miami Association of Realtors, Realtor Association of Greater Ft. Lauderdale, and the South Broward Board of Realtors. All rights reserved. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The use of search facilities of data on the site, other than a consumer looking to purchase real estate, is prohibited.

Neighborhood & Commute
Source: Walkscore
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