20 Avacado St

Islamorada, FL 33036

$15,950,000

$2,388/ft²

6Beds

7Baths

6,680Sq ft

2005Year built

Single-family homeType

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.

Property details

Listing

MLS #: A11972240
Status: For sale
Listed on: Feb 25, 2026
Days on market: 166 days
Listing data updated: Apr 25, 2026

Interior

Beds: 6
Baths: 7
Living area: 6,680 ft²
Price per ft²: $2,388/ft²

Building & community

Type: Single-family home
Year built: 2005
County: Monroe

Lot & exterior

Lot size: 73,190 ft²

Days on market, price per ft² and the monthly HOA amount are calculated by this site from the MLS data shown; the association fee is normalized to a monthly figure.

True monthly cost

Mortgage (principal & interest): $80,652
Property taxes (est.): $14,621
Home insurance (est.): $600
Flood insurance (est.): —

Estimated total$95,873*/mo

* Some cost lines aren't available yet for this listing; the total shown is incomplete.

Based on 20% down, a 6.5% rate and a 30-year loan, plus this home's estimated Florida carrying costs. All figures are illustrative estimates — not quotes, not financial or insurance advice.

Sources: flood zone — FEMA National Flood Hazard Layer; mortgage, taxes and insurance figures — this site's own estimates; HOA / CDD — as reported for this listing.

What will this home really cost you?