20 Avacado Street, Upper Matecumbe Key Islamorada, FL 33036

About this home

BAYSIDE, DEEP WATER, BREATHTAKING GULF VIEWS Welcome 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. Agents Welcome

Property details

Property Type

Single Family Residence

Year Built

2005

Lot Size

73,190 sq ft

Annual Taxes

$65,124/yr

Subdivision

Misc Upper Matacumbe (82.0)

Days on Market

216

Listed

February 25, 2026

MLS #

618816

Location