82719 Old Highway, Upper Matecumbe Key Islamorada, FL 33036 (MLS# 621626)

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: 10/13/2026 Last Modified: 10/13/2026

Overview

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 an acre 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 cust ...

Listing Details MLS# 621626

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

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
50
Pool
Yes
Year Built
1995
Lot SqFt
37462
Acres
1.83
Living Apx SqFt
10182
SqFt Source
Builder/Architect
Total Bedrooms
7
Full Baths
10
Half Baths
Yes
Total Baths
11
Rentals Allowed
Yes

Association Info

Mandatory Home Owners Asc
No
1st Right of Refusal
No

Dockage

Dock Length
100

More Information

Building Style

Above Flood
Unknown
# Stories
3 Stories

Financial Status

Standard Sale
Yes

Property Features

Fee Includes: None Tax Exemptions: Homestead Waterfront: Oceanfront; Open Water Waterview: Ocean View; Open Water View Dockage: Boat Ramp; Boat Slip; Dock Privileges Property Condition: New Construction; Updated/Remodeled Building Style: Split Level Vehicle Storage: Garage; Attached Furnished: Furnished; Negotiable Cooling: Central Air Heating: Central; 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; Other 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 Pets: Pets Allowed Neighborhood Feature: Beach Security: Electric Gate Land Size: 1/2 - Less Than 1 AC Terms: Cash; Conventional; Seller Finance Psble; Other Specify Title: Negotiable GF-Interior Features: CFL; LED Lighting; Programmable Thermst Green Certification: ENERGY STAR Home

Room Information

Room Name Level
Bedroom 4 Second
Family Room Main
Listing Office: Coldwell Banker Realty - Aventura
Last Updated: October - 13 - 2026
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