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19 Avacado Street STREET

Islamorada, FL 33036
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$13,750,000 $57,970/Mo
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Bed 5

Bed

Bath 7

Bath

SqFt5,489

Sqft

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 architect 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 featu res 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.

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Detail Ic Property Details

Property Type : Residential - Single Family

Price : $13,750,000

AD Id : 87867312

MLS Id : 620590

Beds : 5

Living Area Size : 5,489

Year Built : 2019

County : Monroe

  • Map Map

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Feature Features

  • Bedroom Information

    Total Bedrooms: 5

    Bathroom Information

    Total Baths: 7 Full Baths: 5 Half Baths: 2

  • Interior Features

    Drapes/Blinds Incl,Built-in Cabinets,Quartz Countertops,Walk-in Closet(s),Smoke Alarms,Security System,Entrance Foyer,Pantry Appliances: Washer,Water Purification,Wine Cooler,Freezer,Disposal,Microwave,Oven,Refrigerator,Dishwasher,Dryer

  • Roofing Information

    Concrete Roof

    Flooring Information

    Tile,Wood

    Heating & Cooling

    Cooling: Central Air,Ceiling Fans(s) Heating: Central Water Front: Yes Bay Front,Open Water,Gulf Front Bay/Gulf View,Open Water View

    Window Information

    Window Treatments: Impact Rstnce Window,Impact Rstnce Doors

  • Building Information

    Year Built: 2019 Total Units: 0.00 Floor Location: 55125 Construction: Concrete Security System: Electric Gate,On Premises System Roof: Concrete Roof

  • Exterior Features

    Fruit Tree(s),Storage,Sandy Beach,Privacy Wall/Fence,Outdoor Shower,Lighting,Detached Guest Qtrs

    Pool Information

    In Ground,Decked,Concrete,Lap,Salt Water

  • Lot Information

    Lot SqFt: 55,125 Lot SqFt Source: Property Data Card LT 5 AND LT 19 ISLAMORADA PB1-48 UPPER MATECUMBE AND PT MARKED RES

  • Property Information

    SQ ft (Living Area): 5,489 View: Bay/Gulf View,Open Water View Subdivision: Misc Upper Matacumbe (82.0) Stories: 2 Stories

  • Listing Price Information

    List Price: $13,750,000

  • Tax Information

    Taxes: $35,594 Tax Year: 2025 Parcel Number: 00402330-000000 Tax Exemptions: None

  • Virtual Tour

    Virtual Tour (External Link)

  • Multi-Unit Information

    Pets Allowed: Pets Allowed

  • Homeowners Association Information

    Mandatory Home Owners Asc: No 1st Right of Refusal: No Association Fee: $0.00

  • Utility Information

    Solar Panels FKAA,Propane,Municipal Sewer
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
109 Columbus Dr, Islamorada, FL, 33036 $6,700,000 4 5 --
102 Anglers Way, Islamorada, FL, 33036 $1,150,000 2 3 1,376 1,376 SqFt
88351 Old Highway HIGHWAY, Islamorada, FL, 33036 $15,990,000 6 9 7,590 7,590 SqFt
87895 Old Highway HIGHWAY, Islamorada, FL, 33036 $24,995,000 5 8 9,011 9,011 SqFt
88110 Overseas Highway .., Islamorada, FL, 33036 $6,999,000 4 5 4,226 4,226 SqFt
88110 Overseas Highway, Islamorada, FL, 33036 $6,999,000 4 5 2,797 2,797 SqFt
87950 Overseas Highway .., Islamorada, FL, 33036 $3,800,000 5 3 2,464 2,464 SqFt
87445 Old Highway HIGHWAY, Islamorada, FL, 33036 $3,995,000 5 4 4,014 4,014 SqFt
87429 Old Highway HIGHWAY, Islamorada, FL, 33036 $18,999,000 6 8 6,692 6,692 SqFt
87429 Old Highway, Islamorada, FL, 33036 $18,999,000 6 6 6,054 6,054 SqFt

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ByOwner last updated this listing 07/11/2026 @ 06:01

MLS: 620590 LISTED BY: Lisa Swanson , The Agency Florida Keys 305-916-1105 SOURCE: Florida Keys MLS, Inc.

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