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For Sale

19 Avacado Street

19 Avacado Street, Upper Matecumbe Key Islamorada, FL 33036

$12,950,000
Situated bayfront on an expansive 1.27-acre parcel, this striking contemporary residence commands breathtaking open-water views from every room. Built in 2017, the home stands sentinel over the bay, defined by clean modern lines, walls of glass, and seamless indoor-outdoor living. Floor-to-ceiling impact-resistant sliders frame ever-changing water vistas, while retractable blinds and soaring 12-foot interior doors enhance light, scale, and flow throughout. Designed by Charles Vincent George and built by Zee Hopman, the residence blends cutting-edge design with warmth and livability. Cool modern architecture is thoughtfully grounded by earthy tones and softened with cozy farmhouse-style furnishings and curated antiques, creating a welcoming contrast that feels both sophisticated and inviting.The main home offers 4 bdr and 4.5 baths, complemented by a separate 1-bdr, 1-bath guest house, ideal for extended family or guests. The heart of the home is a chef's kitchen featuring quartz countertops, premium Miele and Thermador appliances, a walk-in pantry, and engineered hardwood flooring throughout. Additional highlights include a laundry room, family/exercise room, and a Loxone Smart Home system with two HVAC systems and six climate zones for effortless comfort and efficiency. Outdoors, the property is a private tropical retreat. An elevated, heated, chilled saltwater pool is surrounded by an expansive patio perfect for entertaining, while lush landscaping, gated entry, and ambient night lighting create a serene, resort-like atmosphere. Boaters will appreciate the protected boat basin, composite dock, and 12,000 lb. boat lift, offering direct access to open water. Additional amenities including solar panels, climate-controlled garden shed, carport, and an oversized air-conditioned garage with electric vehicle charging and motorhome hookup. This is a rare offering--an architecturally significant bayfront home that marries modern innovation, exceptional waterfront living.

5
beds

6
baths

5,489 Sq.Ft. LIVING AREA

1.27 Acres lot

Leslie Leopold

Leslie Leopold

Cheri Tindall

Cheri Tindall

Features & Amenities

Interior

  • total bedrooms5
  • Total bathrooms6
  • full bathrooms5
  • half bathroom1
  • APPLIANCES Washer, Wine Cooler, Freezer, Disposal, Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer
  • other interior Features Built-in Cabinets, Walk-in Closet(s), Storage, Smoke Alarms, Security System, Laundry Room, Workshop, Impact Rstnce Window, Impact Rstnce Doors

Area & Lot

  • Status For Sale
  • Living Area5,489 Sq.Ft.
  • Total Area5,489 Sq.Ft.
  • Lot Area1.27 Acres
  • MLS® ID618003
  • TypeResidential
  • YEAR BUILT2017
  • NeighborhoodIslamorada
  • Water FrontageBay Front, Open Water, Gulf Front
  • View DescriptionBay/Gulf View, Open Water View

Exterior

  • STORIES2
  • utilitiesFKAA, Propane, Municipal Sewer, Septic Tank
  • PoolIn Ground, Decked, Concrete, Salt Water
  • roofConcrete Roof
  • parkingGarage, Covered Parking, Detached
  • HEAT TYPECentral, Ductless
  • AIR CONDITIONINGCentral Air, Ductless, Ceiling Fans(s)
  • HOA AmenitiesNone
  • security FeaturesElectric Gate
  • other exterior FeaturesFencing, Shed, Privacy Wall/Fence, Outdoor Shower, Lighting, Detached Guest Qtrs

Financial

  • Sales Price$12,950,000
  • Real Estate Tax $35,594/yr
  • Zoning R1 - Residential Single Family
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Schedule a Showing

We would love to show you this beautiful property. Please select your preferred date and time below. An agent will be in touch shortly to confirm your appointment.

Thank you for your interest in 19 Avacado Street, Upper Matecumbe Key Islamorada, FL 33036. We are reviewing your request and will be in touch shortly!
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OCEAN SIR

License # : CQ1039964

Phone

305.712.8888

Email

marketing@oceansir.com

Address

81888 Overseas Highway Islamorada FL 33036 10055 Overseas Highway Marathon FL 33050 1075 Duval Street Suite 15C Key West FL 33040

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