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88835 & 88845 Old Highway, Plantation Key, FL 33070

New Listing
$40,000,000
Property Type: Residential Bedrooms: 8 Baths: 11 Square Footage: 9,704 Lot Size (sq. ft.): 183,017 Status: Active
Current Price: $40,000,000 List Date: 5/08/2026 Last Modified: 5/08/2026

Overview

Description

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 stor ...

Listing Details MLS# 619826

Location, Tax & Legal

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
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

Contract Information

Listing Board
Florida Keys
As is Rght to Inspct
Yes

General Property Description

Realtor.COM Type
Residential - Single Family
Style
Single Family
Waterfront
Yes
Control Depth
8
Pool
Yes
Year Built
2022
Lot SqFt
183017
Lot Sqft Source
Property Data Card
Acres
2.05
Living Apx SqFt
9704
SqFt Source
Seller
Total Bedrooms
8
Full Baths
8
Half Baths
3
Total Baths
11
Rentals Allowed
Yes
Min Rental Days
7
Total Units
0

Association Info

Mandatory Home Owners Asc
No
1st Right of Refusal
No
Association Fee $
0

Dockage

Dock Length
90
Basin
Yes
Boat Lift
Yes
Boat Ramp
Yes
Boat Slip
Yes

More Information

Building Style

Above Flood
Unknown

Remarks & Misc

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.

Fee Includes

None
Yes

Tax Exemptions

None
Yes

Appliances

Dishwasher
Yes
Disposal
Yes
Dryer
Yes
Freezer
Yes
Microwave
Yes
More Appliances
Yes
Oven
Yes
Range
Yes
Refrigerator
Yes
Stainless Steel Appliance(s)
Yes
Washer
Yes
Wine Cooler
Yes

Pets

Pets Allowed
Yes

Cooling

Ceiling Fans(s)
Yes
Central Air
Yes

Waterfront

Oceanfront
Yes
Open Water
Yes

Waterview

Ocean View
Yes
Open Water View
Yes

Floor

Marble
Yes
Tile
Yes
Wood
Yes

Interior Features

Built-in Cabinets
Yes
Elevator
Yes
Entrance Foyer
Yes
Security System
Yes
Storage
Yes
Walk-in Closet(s)
Yes

Property Condition

New Construction
Yes

Specialty Rooms

Laundry Room
Yes
Utility Room
Yes
Workshop
Yes

Windows/Doors

Impact Rstnce Doors
Yes
Impact Rstnce Window
Yes
Sliding Glass Doors
Yes

Vehicle Storage

Carport
Yes
Covered Parking
Yes
Garage
Yes
Open Parking
Yes
Auto Door Opener
Yes
Off Street Parking
Yes
Trailer Storage
Yes

Construction

CBS
Yes
Concrete
Yes

Land Size

5 Less Than 10 Acres
Yes

Furnished

Negotiable
Yes

Utilities

Buyer to Verify
Yes
Cable Available
Yes
FKAA
Yes

Porch/Balcony

Open Porch/Balcony
Yes

Title

Title Ins - Buyer
Yes

Exterior Features

Built-in Grill
Yes
Hot Tub
Yes
Lighting
Yes
Outdoor Kitchen
Yes
Sandy Beach
Yes
Storage
Yes

Pool Info

Concrete
Yes

Pre-Wired

Cable
Yes
Surround Sound
Yes

Roof

Metal Roof
Yes

Property Features

Fee Includes: None Tax Exemptions: None 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 Furnished: Negotiable 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 Pool Info: Concrete Construction: CBS; Concrete Floor: Marble; Tile; Wood Roof: Metal Roof Pets: Pets Allowed Land Size: 5 Less Than 10 Acres Title: Title Ins - Buyer
Listing Office: Serhant Florida LLC - Coconut Grove
Last Updated: May - 08 - 2026
The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.