
Land with Home for Sale in Upper Matecumbe Key, Florida
82719 Old Hwy, Upper Matecumbe Key, FL 33036
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
Location
- Street address
- 82719 Old Hwy
- County
- Monroe County
- Community
- Strattons (82.5)
- Elevation
- 1 feet
Property details
- Acreage
- 1.83 acres
- Zoning
- R1 - Residential Single Family
- MLS #
- FLKEYSMLS 619281
- Posted
Property taxes
- 2025
- $54,966
Parcels
- 00401300000000
Legal description
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-
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
| Date | Event | Price | Change | Source |
|---|---|---|---|---|
| Apr 16, 2026 | New listing | $24,995,000 | — | FLKEYSMLS |



















































