82719 Old Highway, Upper Matecumbe Key Islamorada, FL 33036 (MLS# 619281)

82719 Old Highway, Upper Matecumbe Key Islamorada, FL 33036

New Listing

$24,995,000

WhatsApp Image 2024-07-28 at 07.43.38_70

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: 3/31/2026

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 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 cust ... (Read more)

Listing Details MLS# 619281

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
City: ISLAMORADA
Off Shore Island: No
Mile Marker: 82.5
Marathon Neighborhood: N/A
Side: Ocean
Alternate Key #: 1493643
Parcel #: 00401300000000
Zoning: R1 - Residential Single Family
Deed Restrictions: No
Legal: Strattons Subd Pb 2-38 Upper Matecumbe Pt Lot 9 Bk 12 And Adj Bay Btm And Pt Tr 34 The Russell Est Pb2-14/15 G24-94 G26-
Taxes: 54965.67
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: 50
Pool: Yes
Year Built: 1995
Lot SqFt: 37462
Acres: 1.83
Living Apx SqFt: 10182
SqFt Source: Tax Records
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
Association Fee $: 0

Dockage

Dock Length: 100
Boat Ramp: Yes
Boat Slip: Yes
Dock Privileges: Yes

More Information

Building Style

Above Flood: Unknown
Stories: 3 Stories
Split Level: Yes

Financial Status

Standard Sale: Yes

Remarks & Misc

Remarks – Consumer: 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

Fee Includes

Cable: Yes
Security: Yes

Tax Exemptions

Homestead: Yes

Appliances

Dishwasher: Yes
Disposal: Yes
Dryer: Yes
Freezer: Yes
Ice Machine: Yes
Microwave: Yes
Oven: Yes
Range: Yes
Refrigerator: Yes
Stainless Steel Appliance(s): Yes
Washer: Yes
Wine Cooler: Yes

Pets

Pets Allowed: Yes

Cooling

Central Air: Yes

Heating

Electric: Yes
Fireplace(s): Yes
Hot Water: Yes

Waterfront

Oceanfront: Yes

Waterview

Ocean View: Yes
Open Water View: Yes

Floor

Combo: Yes
Concrete: Yes
Marble: Yes
Wood: Yes

Neighborhood Feature

Beach: Yes
Tennis Courts: Yes

Interior Features

Bar: Yes
Built-in Cabinets: Yes
Cathedral Ceilings: Yes
Drapes/Blinds Incl: Yes
Elevator: Yes
Entrance Foyer: Yes
Fire Sprinkler: Yes
Fireplace(s): Yes
Granite Counter Top: Yes
Intercom: Yes
Pantry: Yes
Security System: Yes
Smoke Alarms: Yes
Split Bedroom: Yes
Storage: Yes
Walk-in Closet(s): Yes
Wet Bar: Yes
Whirlpool Bath Tub: Yes
Window Treatments: Yes

Specialty Rooms

Gym: Yes
Laundry Room: Yes
Utility Room: Yes

Windows/Doors

Aluminum Windows: Yes
French Doors: Yes
Glass Doors: Yes
Impact Rstnce Doors: Yes
Impact Rstnce Window: Yes
Sash/Screen Window: Yes
Sliding Glass Doors: Yes

Vehicle Storage

Carport: Yes
Garage: Yes
Attached: Yes
Detached: Yes

Construction

CBS: Yes
Combo Construction: Yes
Concrete: Yes

Land Size

1 Less Than 2 Acres: Yes

Furnished

Furnished: Yes

Terms

Cash: Yes
Conventional: Yes
Seller Finance Psble: Yes

Utilities

Aerobic System: Yes
Cable Available: Yes
Elect Separate Meter: Yes
Water Separate Meter: Yes

Porch/Balcony

Deck: Yes
Open Porch/Balcony: Yes
Roof Top Deck: Yes

Title

Negotiable: Yes

Exterior Features

Bar: Yes
Built-in Grill: Yes
Hot Tub: Yes
Lighting: Yes
Outdoor Kitchen: Yes
Outdoor Shower: Yes
Privacy Wall/Fence: Yes
Rain Gutters: Yes
Sandy Beach: Yes
Shed: Yes
Storage: Yes
Water Display: Yes

Pool Info

In Ground: Yes
Decked: Yes

Pre-Wired

Cable: Yes
Surround Sound: Yes

Roof

Combo Roof: Yes
Concrete Roof: Yes

Accessibility Feat

Accessible Doors: Yes
Accessible Elevator Installed: Yes
Accessible Full Bath: Yes

Shutters

Roll Down Electric: Yes

GF-Interior Features

CFL: Yes
LED Lighting: Yes
Programmable Thermst: Yes
Tankless Hot Wtr Htr: Yes

Green Certification

ENERGY STAR Home: 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

Room Name	Level
Bedroom 4	Second
Bedroom 3	Second

Listing Office: Chateau International Properties

Last Updated: March - 31 - 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.