88835 & 88845 Old Highway
Plantation Key, FL 33070
MLS# 619826
8 beds | 11 baths | 9704 sqft
Property DescriptionA 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.
Listing Board: Florida Keys
As is Rght to Inspct: Yes
Current Price: $40,000,000
Listing Date: 2026-05-08
City: Tavernier
Mile Marker: 89
Marathon Neighborhood: N/A
Side: Ocean
Flood Zone: AE,AE,VE,VE,AE,0.2 P
Alternate Key #: 1511498
Parcel #: 00415240-000000
Zoning: RE - Residential Estate
Deed Restrictions: Unknown
Legal: LT 2 PEARL CITY PLANTATION KEY PB2-134 G43-412 G75-103 OR455-470 OR710-894 OR762-729 OR793-1145 OR831-2031 OR921-314 OR9
Taxes: 28698
Tax Year: 2025
Pub Sewer HkUp: Yes
Street #: 88835
Street Name: & 88845 Old
Street Suffix: Highway
Key/Island: Plantation Key
State/Province: FL
Zip Code: 33070
County: Monroe
Subdivision: Pearl City (89.0)
Area: 25 - Plantation Key
Realtor.COM Type: Residential - Single Family
Waterfront: Yes
Control Depth: 8
Lot Size: X
Lot SqFt: 183017
Pool: Yes
Lot Sqft Source: Property Data Card
Total Units: 0
Acres: 2.05
SqFt Source: Seller
Rentals Allowed: Yes
Min Rental Days: 7
Style: Single Family
Year Built: 2022
Living Apx SqFt: 9704
Total Bedrooms: 8
Full Baths: 8
Half Baths: 3
Remarks – Consumer: 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.
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Microwave: 1
More Appliances: 1
Refrigerator: 1
Stainless Steel Appliance(s): 1
Ceiling Fans(s): 1
Central Air: 1
Oceanfront: 1
Open Water: 1
Ocean View: 1
Open Water View: 1
Built-in Cabinets: 1
Elevator: 1
Entrance Foyer: 1
Security System: 1
Storage: 1
Walk-in Closet(s): 1
Laundry Room: 1
Utility Room: 1
Impact Rstnce Doors: 1
Impact Rstnce Window: 1
Carport: 1
Covered Parking: 1
Auto Door Opener: 1
Off Street Parking: 1
Buyer to Verify: 1
Cable Available: 1
Built-in Grill: 1
Hot Tub: 1
Lighting: 1
Outdoor Kitchen: 1
Cable: 1
Surround Sound: 1
Waterfront: Oceanfront; Open Water
Waterview: Ocean View; Open Water View
Dockage: Basin; Boat Lift; Boat Ramp; Boat Slip
Property Condition: New Construction
Vehicle Storage: Garage; Carport; Auto Door Opener; Covered Parking; Off Street Parking; Open Parking; Trailer Storage
Cooling: Ceiling Fans(s); Central Air
Utilities: Buyer to Verify; Cable Available; FKAA
Interior Features: Built-in Cabinets; Elevator; Entrance Foyer; Security System; Storage; Walk-in Closet(s)
Pre-Wired: Cable; Surround Sound
Specialty Rooms: Laundry Room; Utility Room; Workshop
Appliances: Dishwasher; Disposal; Dryer; Freezer; Microwave; More Appliances; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer; Wine Cooler
Exterior Features: Built-in Grill; Hot Tub; Lighting; Outdoor Kitchen; Sandy Beach; Storage
Construction: CBS; Concrete
Floor: Marble; Tile; Wood
Land Size: 5 Less Than 10 Acres
Listing Office: Serhant Florida LLC - Coconut Grove
Last Updated: May - 08 - 2026
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