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88835 & 88845 Old Highway, Plantation Key, FL - photo 1

$40,000,000

88835 & 88845 Old Highway

Plantation Key, FL 33070

Estimated payment $240,000/month

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8Beds
11Baths
9,704Sq Ft
$4122Price/Sq Ft

Preferred partner

Kinsfolk Realty

Kinsfolk Signature Realty

Powered by Hometrino

(813) 602-0498

Highlights

No HOA
Built in 2022
89,297 sqft Lot

About This Home

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.

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Facts & features

Bedrooms & bathrooms

  • •Bedrooms:8
  • •Bathrooms:11
  • •Full bathrooms:0

Heating

  • •Has Heating:Yes

Interior area

  • •Total structure area:9,704 sqft
  • •Total interior livable area:9,704 sqft

Parking

  • •Parking features:N/A
  • •Garage spaces:0
  • •Has attached garage:No

Lot

  • •Size:89,297 sqft

Details

  • •Parcel number:N/A

Type & style

  • •Home type:Single Family Residence
  • •Property subtype:Residential

Materials

  • • N/A

Condition

  • •Year built:2022

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Price history

DateEventPrice
10/13/2026Listed for sale$40,000,000$4122/sqft

Listing Agent

Courtney Conley

Serhant Florida LLC - Coconut Grove

Brokerage Phone: 646-480-7665

Source: Florida Keys MLS · MLS #619826

Data Powered by Home Junction, Inc.

Nearby

Schools

UPPER KEYS ACADEMIC CONNECTIONS FOR EXCELLENCE

High · 0.2 mi

PLANTATION KEY SCHOOL

Elementary · 0.9 mi

FLORIDA KEYS COMMUNITY COLLEGE - UPPER KEYS CENTER

1.1 mi

Supermarkets

Mini-mart!

0.6 mi

Payfair Supermarket

1.3 mi

Publix

1.8 mi

Dining

Enrico's Pizza Islamorada

0.1 mi

Gardenia's Bistro

0.3 mi

cho cho

0.6 mi

Parks

Founder's Park

1.8 mi

Beaches

North Beach

12.1 mi

South Beach

12.3 mi

Cannon Beach

13.4 mi

Nearby amenity locations include data © OpenStreetMap contributors.