Land with Home for Sale in Upper Matecumbe Key, Florida
20 Avacado St, Upper Matecumbe Key, FL 33036
BAYSIDE, DEEP WATER, BREATHTAKING GULF VIEWSWelcome to one of Islamorada's premier rare bayside estate properties - a remarkable parcel that stretches from Overseas Highway all the way to the Bay. The home bestows privacy, unobstructed Gulf Views, and a deep-water basin for calm dockage cable of accommodating substantial vessels with immediate access to world class sportfishing waters.The residence includes 6 bedrooms, 7.5 bathrooms and was designed to blend coastal elegance with effortless waterfront living. In addition to the bedrooms, the main home provides a complete gym and office. A separate guest house includes a living room, full kitchen, laundry room, and two bedrooms with ensuite bathrooms. Located in the heart of Islamorada, the home is walkable to several restaurants.
Location
- Street address
- 20 Avacado St
- County
- Monroe County
- Community
- Misc Upper Matacumbe (82.0)
- Elevation
- 8 feet
Directions
From Miami, drive south on Overseas Highway. Turn right onto De Leon Ave (between Sandals and Tiny's Gas. Right onto Avacado Street. Go to dead end (white gate).
Property details
- Acreage
- 1.68 acres
- Zoning
- RE - Residential Estate
- MLS #
- FLKEYSMLS 618816
- Posted
Property taxes
- 2025
- $65,124
Parcels
- 00402340-000000
Legal description
LTS 6 AND 20 AND PT MARKED RESERVED ADJ TO LT 20 AND PT VACATED AVACADO STREET AND ORANGE STREET TOWNSITE OF ISLAMORADA
Details and features
Listing
- Type
- Residential
- Subtype
- Single Family Residence
Lot
- View
- Water
- Waterfront
- Waterfront
Structure
- Materials
- Concrete
Interior
- Rooms
- Bathroom x 5, Bedroom x 5
- Appliances
- Dishwasher, Dryer, Freezer, Garbage Disposer, Microwave, Refrigerator, Washer
Listing history
| Date | Event | Price | Change | Source |
|---|---|---|---|---|
| Feb 25, 2026 | New listing | $15,950,000 | — | FLKEYSMLS |
