19 Avacado Street, Upper Matecumbe Key Islamorada, FL

$13,750,000

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5

Beds

7

Baths

5,489

Square feet

1.27

Acres

About 19 Avacado Street

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 hidden walk-in pantry. Upstairs is a spacious family/media or fitness room that leads onto a large deck with exquisite views of Florida Bay. Separate laundry/storage room. Fully integrated Loxone Smart Home system controls lighting, security, audio, and six independent HVAC climate zones. Outdoor amenities include an elevated heated and chilled 50FT saltwater lap pool, expansive entertaining terraces, mature tropical fruit trees & landscaping, an air conditioned garden shed, architectural landscape lighting, and a gated entrance ensuring exceptional privacy. The protected boat basin features a composite dock, 12,000 lb boat lift, with immediate access to world-class fishing & diving. At the front is an oversized air-conditioned garage with EV charging & a half bath. A covered carport is adjacent to the main house. A rare opportunity to acquire one of Islamorada's premier contemporary bayfront estates, combining exceptional architecture, outstanding construction and spectacular sunsets.

Features of 19 Avacado Street

MLS® # 620590
Price $13,750,000
Bedrooms 5
Bathrooms 7.00
Full Baths 5
Half Baths 2
Square Footage 5,489
Acres 1.27
Year Built 2019
Type Residential
Sub-Type Single Family Residence
Status Active

Community Information

Address 19 Avacado Street
Area 23 - Upper Matecumbe
Subdivision Misc Upper Matacumbe (82.0)
City Upper Matecumbe Key Islamorada
County Monroe
State FL
Zip Code 33036

Amenities

Utilities FKAA, Municipal Sewer, Propane
Parking Garage, Detached, Covered Parking
View Bay/Gulf View, Open Water View
Is Waterfront Yes
Waterfront Bay Front, Gulf Front, Open Water
Has Pool Yes
Pool In Ground, Salt Water, Lap, Concrete, Decked

Interior

Interior Features Drapes/Blinds Incl, Pantry, Entrance Foyer, Built-in Cabinets, Security System, Smoke Alarms, Walk-in Closet(s), Quartz Countertops
Appliances Washer, Dryer, Dishwasher, Refrigerator, Oven, Microwave, Disposal, Freezer, Wine Cooler, Water Purification
Heating Central
Cooling Central Air, Ceiling Fans(s)
Fireplace No
Has Basement No

Exterior

Exterior Features Fruit Tree(s), Detached Guest Qtrs, Lighting, Outdoor Shower, Privacy Wall/Fence, Sandy Beach, Storage
Lot Description 1 Less Than 2 Acres
Windows Impact Rstnce Window, Impact Rstnce Doors
Roof Concrete Roof
Construction Concrete

Additional Information

Date Listed July 10th, 2026
Days on Market 3
Zoning R1 - Residential Single Family
Short Sale No
RE / Bank Owned No

Listing Details

AgentLisa Swanson
OfficeThe Agency Florida Keys

Listing Map

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