Skip to main contentSkip to navigation
1 / 52

Land with Home for Sale in Upper Matecumbe Key, Florida

82719 Old Hwy, Upper Matecumbe Key, FL 33036

$24,995,000
1.83 acres
Active sale
ago
Est $124,467/mo

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

10,182
Sq feet
7
Beds
10
Full baths
1
1/2 bath
1995
Built

Location

Street address
82719 Old Hwy
Community
Strattons (82.5)
Elevation
1 feet
Coordinates
24.9264, -80.6231

Property details

Acreage
1.83 acres
Zoning
R1 - Residential Single Family
MLS #
FLKEYSMLS 619281
Posted

Property taxes

2025
$54,966

Parcels

  • 00401300000000

Legal description

Details and features

Listing

Type
Residential
Subtype
Single Family Residence

Lot

View
Ocean, Water
Waterfront
Oceanfront, Waterfront

Exterior

Parking
Carport, Garage
Fencing
Fenced, Privacy
Hot Tub
Yes
Structures
Outdoor Kitchen, Packing Shed, Shed(s), Storage
Features
Bar, Built-In Grill, Hot Tub, Lighting, Outdoor Shower, Privacy Wall/Fence, Rain Gutters, Sandy Beach, Shed, Water Display

Structure

Stories
3
Materials
Concrete

Interior

Rooms
Bathroom x 5, Bedroom x 5
Flooring
Marble, Wood
Appliances
Dishwasher, Dryer, Freezer, Garbage Disposer, Microwave, Range, Refrigerator, Washer
Security
Security System
Accessibility
Accessible Elevator Installed
Features
Built-In Cabinets, Cathedral Ceilings, Drapes/Blinds Incl, Elevator, Entrance Foyer, Fire Sprinkler, Fireplace(s), Granite Counter Top, Intercom, Pantry, Smoke Alarms, Split Bedroom, Walk-In Closet(s), Wet Bar, Whirlpool Bath Tub, Window Treatments

Listing history

DateEventPriceChangeSource
Apr 16, 2026New listing$24,995,000FLKEYSMLS
Subscribe to listing updates

Payment calculator

This 1.83-acre property is located at 82719 Old Hwy in Upper Matecumbe Key, FL 33036. The property is available for sale for $24,995,000. It has a 10,182 sq ft 7 bedroom, 10 bath house built in 1995.

Checked 1 hour ago — Updated

Report listing issue

Copyright © 2026 Florida Keys Board of REALTORS®. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Contact listing agent Rules
By submitting, I agree to the terms of use and to be contacted by real estate professionals. Message and data rates may apply.
Contact