Hometrino is now on iOS & Android — download the app for the best experience.

App StoreGoogle Play
20 Avacado St, Upper Matecumbe Key Islamorada, FL - photo 1
Active
20 Avacado St, Upper Matecumbe Key Islamorada, FL - photo 2
20 Avacado St, Upper Matecumbe Key Islamorada, FL - photo 3
20 Avacado St, Upper Matecumbe Key Islamorada, FL - photo 4
20 Avacado St, Upper Matecumbe Key Islamorada, FL - photo 5
+39

$15,950,000

6 beds8 baths6,680 sqft|618816 MLS#

20 Avacado St, Upper Matecumbe Key Islamorada, FL 33036

Est.$95,700/moGet pre-qualified

Single Family Residence

Residential

Built in

2005

Lot size

73,180 sqft

Price/sqft

$2388

HOA

None

Listed by: Steven Koleno 804-656-5007, Beycome of Florida, LLC 804-656-5007

Source:Florida Keys MLS (FLKMLS)|MLS #618816

Get price drop alert on this property the moment it happen

Preferred Brokerage Partner

Kinsfolk Realty

Kinsfolk Signature Realty

What's special

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. Agents Welcome

Map

Loading map...

Curious what you can afford?

Get pre-qualified with us in as little as 5 minutes.

Pre-Qualify

Tour with a local agent

Hometrino partner agents close 60% more deals than other real estate agents.

Facts & features

Bedrooms & bathrooms

  • Bedrooms:6
  • Bathrooms:8
  • Full bathrooms:0

Heating

  • Has Heating:Yes

Interior area

  • Total structure area:6,680 sqft
  • Total interior livable area:6,680 sqft

Parking

  • Parking features:N/A
  • Garage spaces:0
  • Has attached garage:No

Lot

  • Size:73,180 sqft

Details

  • Parcel number:N/A

Type & style

  • Home type:Single Family Residence
  • Property subtype:Residential

Materials

  • • N/A

Condition

  • Year built:2005

Contact agent

Price history

DateEventPrice
9/15/2026Listed for sale$15,950,000$2388/sqft

Data Powered by Home Junction, Inc.