19 Avacado St, Upper Matecumbe Key, FL, USA ๐Ÿ‡บ๐Ÿ‡ธ – $13,750,000 – The Pinnacle List

19 Avacado St, Upper Matecumbe Key, FL, USA ๐Ÿ‡บ๐Ÿ‡ธ – $13,750,000

For Sale

$13,750 USD


  • 5Bed

  • 7Bath

  • 5,489 sqft510 sqm

  • 1.27 ac0.51 ha

  • 2019Built

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 ensuite bedrooms 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.

Gallery

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Property

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Directions

19 Avacado St, Upper Matecumbe Key, FL 33036

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Contact

Lisa Swanson
Managing Partner and Broker

The Agency Florida Keys
Key West, FL, USA
305-924-3777
lisa@lisaswanson.com
lisaswanson.com
Phone
Text
Lisa Swanson is the Broker Owner at The Agency in the Florida Keys, bringing over 20 years of experience in luxury real estate and an elite background in Private Banking. Recognized for her global perspective and local expertise, Lisa is a Certified International Property Specialist (CIPS) who serves a sophisticated clientele from around the world. Lisa's career began in high-level finance, where she developed a deep understanding of the needs of high-net-worth individuals. This experience, paired with her proven track record in the real estate industry, empowers her to offer a white-glove, concierge-style service that is both strategic and deeply personal. Clients benefit from her discretion, market intelligence, and commitment to flawless execution-from the first consultation to the final closing. Based in the stunning Florida Keys, Lisa covers the full stretch of the island chain-from the vibrant streets of Key West and the laid-back charm of the Lower Keys to the tranquil elegance of the Upper Keys. Whether marketing a multimillion-dollar oceanfront estate, securing a private historic property, or advising an international investor, Lisa consistently delivers insight-driven results with unmatched professionalism. With a keen focus on international clientele and luxury waterfront living, Lisa leverages The Agency's cutting-edge marketing platforms and expansive global network to connect buyers and sellers at every level. Her clients include U.S. mainlanders, foreign nationals, and longtime island residents who value her authenticity, responsiveness, and refined approach. A leader, mentor, and visionary, Lisa Swanson embodies the entrepreneurial spirit that defines The Agency. Her love for the Keys lifestyle, combined with her passion for helping others realize their real estate dreams, makes her the go-to expert in one of the world's most sought-after destinations.