19 Avacado Street, Upper Matecumbe Key Islamorada, FL 33036 (MLS# 620590)

19 Avacado Street, Upper Matecumbe Key Islamorada, FL 33036

$13,750,000

Virtual Tour

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Property Type: Residential Bedrooms: 5 Baths: 7 Square Footage: 5,489 Lot Size (sq. ft.): 55,125 Status: Active

Current Price: $13,750,000 List Date: 7/10/2026 Last Modified: 7/13/2026

Overview

Description

Situated on one of Islamorada's premier and most sought-after bayfront streets, in the heart of Islamorada, this custom-designed poured concrete waterfront estate by renowned architects Charles Vincent George occupies 1.27 private acres with panoramic open-water views, spectacular year-round sunsets, protected boat basin, solar panels and a rare sandy beach area. Designed to maximize its exceptional setting, the residence offers seamless indoor-outdoor living with floor-to-ceiling impact-rated glass, expansive covered terraces, and walls of retractable sliders that frame breathtaking bay views from every room. A dramatic floating staircase, 12-foot interior doors, engineered hardwood flooring, and superb designer finishes define the home's clean contemporary design. The main residence features 4 bedrooms all ensuite, and 1 half bath. It is complemented by a detached 1-bedroom, 1-bath guest house. The kitchen features quartz countertops, premium Miele and Thermador appliances, and a hid ... (Read more)

Listing Details MLS# 620590

Location, Tax & Legal

Street #: 19
Street Name: Avacado
Street Suffix: Street
Key/Island: Upper Matecumbe Key Islamorada
State/Province: FL
Zip Code: 33036
County: Monroe
Subdivision: Misc Upper Matacumbe (82.0)
Area: 23 - Upper Matecumbe

Contract Information

Listing Board: Key West Association

General Property Description

Realtor.COM Type: Residential - Single Family
Style: Single Family
Waterfront: Yes
Control Depth: 3
Pool: Yes
Year Built: 2019
Lot SqFt: 55125
Lot Sqft Source: Property Data Card
Acres: 1.27
Living Apx SqFt: 5489
SqFt Source: Property Data Card
Total Bedrooms: 5
Full Baths: 5
Half Baths: 2
Total Baths: 7
Rentals Allowed: With Restrictions
Min Rental Days: 28

Association Info

Mandatory Home Owners Asc: No
1st Right of Refusal: No

Dockage

Dock: Composite
Seawall: Rip Rap

More Information

Building Style

Above Flood: Yes
# Stories: 2 Stories

Vehicle Storage

Car(s): 4+

Pre-Wired

Other: Loxone Smart System

Property Features

Fee Includes: None Tax Exemptions: None Waterfront: Bay Front; Gulf Front; Open Water Waterview: Bay/Gulf View; Open Water View Dockage: Basin; Boat Lift Property Condition: New Construction Vehicle Storage: Garage; Detached; Covered Parking Furnished: Negotiable Cooling: Ceiling Fans(s); Central Air Heating: Central Utilities: FKAA; Municipal Sewer; Propane Interior Features: Built-in Cabinets; Drapes/Blinds Incl; Entrance Foyer; Pantry; Quartz Countertops; Security System; Smoke Alarms; Walk-in Closet(s) Pre-Wired: Surround Sound Appliances: Dishwasher; Disposal; Dryer; Freezer; Microwave; Oven; Refrigerator; Washer; Water Purification; Wine Cooler Exterior Features: Detached Guest Qtrs; Fruit Tree(s); Lighting; Outdoor Shower; Privacy Wall/Fence; Sandy Beach; Storage Pool Info: In Ground; Salt Water; Lap; Concrete; Decked Construction: Concrete Floor: Tile; Wood Roof: Concrete Roof Pets: Pets Allowed Security: Electric Gate; On Premises System Land Size: 1 Less Than 2 Acres Title: Title Ins - Buyer GF-Utilities: Solar Panels

Listing Office: The Agency Florida Keys

Last Updated: July - 13 - 2026

The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.