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  • 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
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

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

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

Location, Tax & Legal

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

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

Association Info

Mandatory Home Owners Asc: No 1st Right of Refusal: No Association Fee $: 0

Fee Includes

Cable: 1 Security: 1

Dockage

Dock Length: 100 Boat Ramp: 1 Boat Slip: 1 Dock Privileges: 1

Tax Exemptions

Homestead: 1

Appliances

Dishwasher: 1 Disposal: 1 Dryer: 1 Freezer: 1 Ice Machine: 1 Microwave: 1 Oven: 1 Range: 1 Refrigerator: 1 Stainless Steel Appliance(s): 1 Washer: 1 Wine Cooler: 1

Pets

Pets Allowed: 1

Cooling

Central Air: 1

Heating

Electric: 1 Fireplace(s): 1 Hot Water: 1

Waterfront

Oceanfront: 1

Waterview

Ocean View: 1 Open Water View: 1

Floor

Combo: 1 Concrete: 1 Marble: 1 Wood: 1

Neighborhood Feature

Beach: 1 Tennis Courts: 1

Interior Features

Bar: 1 Built-in Cabinets: 1 Cathedral Ceilings: 1 Drapes/Blinds Incl: 1 Elevator: 1 Entrance Foyer: 1 Fire Sprinkler: 1 Fireplace(s): 1 Granite Counter Top: 1 Intercom: 1 Pantry: 1 Security System: 1 Smoke Alarms: 1 Split Bedroom: 1 Storage: 1 Walk-in Closet(s): 1 Wet Bar: 1 Whirlpool Bath Tub: 1 Window Treatments: 1

Specialty Rooms

Gym: 1 Laundry Room: 1 Utility Room: 1

Building Style

Above Flood: Unknown Split Level: 1 Stories: 3 Stories

Windows/Doors

Aluminum Windows: 1 French Doors: 1 Glass Doors: 1 Impact Rstnce Doors: 1 Impact Rstnce Window: 1 Sash/Screen Window: 1 Sliding Glass Doors: 1

Vehicle Storage

Carport: 1 Garage: 1 Attached: 1 Detached: 1

Construction

CBS: 1 Combo Construction: 1 Concrete: 1

Land Size

1 Less Than 2 Acres: 1

Furnished

Furnished: 1

Terms

Cash: 1 Conventional: 1 Seller Finance Psble: 1

Utilities

Aerobic System: 1 Cable Available: 1 Elect Separate Meter: 1 Water Separate Meter: 1

Porch/Balcony

Deck: 1 Open Porch/Balcony: 1 Roof Top Deck: 1

Title

Negotiable: 1

Exterior Features

Bar: 1 Built-in Grill: 1 Hot Tub: 1 Lighting: 1 Outdoor Kitchen: 1 Outdoor Shower: 1 Privacy Wall/Fence: 1 Rain Gutters: 1 Sandy Beach: 1 Shed: 1 Storage: 1 Water Display: 1

Pool Info

In Ground: 1 Decked: 1

Pre-Wired

Cable: 1 Surround Sound: 1

Roof

Combo Roof: 1 Concrete Roof: 1

Financial Status

Standard Sale: Yes

Accessibility Feat

Accessible Doors: 1 Accessible Elevator Installed: 1 Accessible Full Bath: 1

Shutters

Roll Down Electric: 1

GF-Interior Features

CFL: 1 LED Lighting: 1 Programmable Thermst: 1 Tankless Hot Wtr Htr: 1

Green Certification

ENERGY STAR Home: 1

Status Change Info

Status: Active

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: 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.

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