88835 & 88845 Old Highway, Plantation Key, FL

$40,000,000

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8

Beds

11

Baths

9,704

Square feet

2.05

Acres

About 88835 & 88845 Old Highway

A rare dual-offering on coveted Millionaire's Row in Tavernier, this extraordinary oceanfront compound spans over multiple acres across two parcels-delivering an unmatched combination of scale, privacy, and future development flexibility in the Florida Keys. At 88845, a newly constructed 8,200SF estate sets a new standard for modern coastal luxury. Thoughtfully designed for both grand entertaining and private retreat, the residence offers 5 bedrooms, 6 full baths & 2 half baths, complemented by a dedicated office, control room, mudroom, and expansive 3-car garage with climate-controlled workshop. Interior finishes are curated at the highest level, including white diamond marble, teak wood flooring, custom millwork & a vapor fireplace, while a full-home sound system, elevator & advanced mechanical infrastructure provide seamless functionality. The chef's kitchen is equipped with top-tier Wolf, SubZero, & Cove appliances, dual dishwashers, farmhouse sinks, refrigerated drawers, wine storage & custom mahogany countertops-designed to accommodate both everyday living and large-scale entertaining. Outdoor living is equally impressive, anchored by a 120-foot resort-style pool with integrated spa, heating & chilling systems, & full smart control. A fully equipped summer kitchen, cabana bath, & multiple covered terraces create a true waterfront lifestyle experience. With 480 feet of water frontage, the protected basin offers exceptional boating capabilities, including 90 feet of dockage & room to expand, a 20,000lb lift, boat ramp & deep-water access. The adjacent parcel at 88835 provides over 3 acres of additional opportunity featuring a renovated 3-bedroom residence completed in 2022, with a transferable TDR allowing for the development of a substantially larger primary home. The property also includes a buildable lot & natural hammock buffer for added privacy. Together, these two properties present a generational opportunity to own a one of a kind waterfront compound.

Features of 88835 & 88845 Old Highway

MLS® # 619826
Price $40,000,000
Bedrooms 8
Bathrooms 11.00
Full Baths 8
Half Baths 3
Square Footage 9,704
Acres 2.05
Year Built 2022
Type Residential
Sub-Type Single Family Residence
Status Active

Community Information

Address 88835 & 88845 Old Highway
Area 25 - Plantation Key
Subdivision Pearl City (89.0)
City Plantation Key
County Monroe
State FL
Zip Code 33070

Amenities

Utilities FKAA, Buyer to Verify, Cable Available
Parking Garage, Carport, Auto Door Opener, Open Parking, Off Street Parking, Trailer Storage, Covered Parking
View Ocean View, Open Water View
Is Waterfront Yes
Waterfront Oceanfront, Open Water
Has Pool Yes
Pool Concrete

Interior

Interior Features Entrance Foyer, Built-in Cabinets, Elevator, Security System, Storage, Walk-in Closet(s)
Appliances More Appliances, Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Disposal, Freezer, Wine Cooler, Stainless Steel Appliance(s)
Cooling Central Air, Ceiling Fans(s)
Fireplace No
Has Basement No

Exterior

Exterior Features Built-in Grill, Hot Tub, Lighting, Outdoor Kitchen, Sandy Beach, Storage
Lot Description 5 Less Than 10 Acres
Windows Sliding Glass Doors, Impact Rstnce Window, Impact Rstnce Doors
Roof Metal Roof
Construction CBS, Concrete

Additional Information

Date Listed May 8th, 2026
Zoning RE - Residential Estate
Short Sale No
RE / Bank Owned No

Listing Details

AgentCourtney Conley
OfficeSerhant Florida LLC - Coconut Grove

Listing Map

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