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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
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.
