82719 Old Highway, Upper Matecumbe Key Islamorada, FL 33036

$24,995,000
Property Type: Residential Bedrooms: 7 Baths: 11 Square Footage: 10,182 Lot Size (sq. ft.): 37,462 Status: Active
Current Price: $24,995,000 List Date: 3/31/2026 Last Modified: 4/16/2026

Description

Experience unparalleled oceanfront living at the Chateau on the Ocean, a turnkey private estate set within an exclusive enclave in Islamorada. Here elevated coastal living reflects the sophistication of what has been referred to as the Hamptons of Miami. From the moment you arrive, a striking sense of privacy, scale, and intention is evident, with architecture and surroundings that feel truly unforgettable. Completely reimagined and newly constructed in 2023, this residence showcases exceptional modern design, engineering, and craftsmanship. Set on just under 2 acres of pristine coastline, the property offers 19,784 SF of total living and entertaining space, including 10,182 SF under air. Inside, soaring ceilings and walls of glass create a seamless indoor-outdoor connection, filling the interiors with natural light and highlighting refined, couture-level finishes. Amenities include a fitness center, indoor basketball and pickleball court, a Baccarat-inspired grand ballroom, and a custom Glamour Suite. Outdoors, a mosaic pool and spa overlook the Atlantic Ocean, complemented by alfresco dining, a firepit lounge, and multiple terraces with sweeping coastal views. A 300 inch outdoor LED theater and rooftop terrace elevate the experience. A 100ft private dock provides direct ocean access. Approved plans include 6 additional suites, including 2 oceanfront residences, allowing expansion into a multi-structure compound. A rare legacy estate defined by privacy, scale, and presence

More Information MLS# 619281

Contract Information

Current Price: $24,995,000 Listing Date: 2026-03-31 Listing Board: Florida Keys List Price: $24,995,000 As is Rght to Inspct: Yes

Location Tax Legal

Street #: 82719 Street Name: Old Street Suffix: Highway Key/Island: Upper Matecumbe Key Islamorada State/Province: FL Zip Code: 33036 County: Monroe Subdivision: Strattons (82.5) Area: 23 - Upper Matecumbe

General Property Description

Realtor.COM Type: Residential - Single Family Style: Single Family Waterfront: Yes Control Depth: 50 Pool: Yes Year Built: 1995 Lot Size: X Lot SqFt: 37462 Acres: 1.83 Living Apx SqFt: 10182 SqFt Source: Tax Records Total Bedrooms: 7 Full Baths: 10 Half Baths: 1 Total Baths: 11 Rentals Allowed: Yes

Status Change Info

Status: Active

Association Info

Mandatory Home Owners Asc: No 1st Right of Refusal: No

Dockage

Dock Length: 100

Building Style

Above Flood: Unknown Stories: 3 Stories

Financial Status

Standard Sale: Yes

Property Features

Fee Includes: Cable; Security Tax Exemptions: Homestead Waterfront: Oceanfront Waterview: Ocean View; Open Water View Dockage: Boat Ramp; Boat Slip; Dock Privileges Building Style: Split Level Vehicle Storage: Garage; Carport; Attached; Detached Furnished: Furnished Cooling: Central Air Heating: Fireplace(s); Hot Water Utilities: Aerobic System; Cable Available; Elect Separate Meter; Water Separate Meter Interior Features: Bar; Built-in Cabinets; Cathedral Ceilings; Drapes/Blinds Incl; Elevator; Entrance Foyer; Fire Sprinkler; Fireplace(s); Granite Counter Top; Intercom; Pantry; Security System; Smoke Alarms; Split Bedroom; Storage; Walk-in Closet(s); Wet Bar; Whirlpool Bath Tub; Window Treatments Pre-Wired: Cable; Surround Sound Specialty Rooms: Gym; Laundry Room; Utility Room Appliances: Dishwasher; Disposal; Dryer; Freezer; Ice Machine; Microwave; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer; Wine Cooler Exterior Features: Bar; Built-in Grill; Hot Tub; Lighting; Outdoor Kitchen; Outdoor Shower; Privacy Wall/Fence; Rain Gutters; Sandy Beach; Shed; Storage; Water Display Accessibility Feat: Accessible Doors; Accessible Elevator Installed; Accessible Full Bath Pool Info: In Ground; Decked Construction: CBS; Combo Construction; Concrete Shutters: Roll Down Electric Floor: Combo; Concrete; Marble; Wood Roof: Combo Roof; Concrete Roof Pets: Pets Allowed Neighborhood Feature: Beach; Tennis Courts Land Size: 1 Less Than 2 Acres Terms: Cash; Conventional; Seller Finance Psble Title: Negotiable GF-Interior Features: CFL; LED Lighting; Programmable Thermst; Tankless Hot Wtr Htr Green Certification: ENERGY STAR Home

Room Information

Bedroom 4 Level: Second Bedroom 3 Level: Second
Listing Office: Coldwell Banker Realty - Aventura
Last Updated: April - 16 - 2026
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