Situated bayfront on an expansive 1.27-acre parcel, this

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Home For Sale

19 Avacado Street

Upper Matecumbe Key, Florida 33036

Monroe County

Waterfront: Yes

Water View: Yes

Community: Misc Upper Matacumbe (82)

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$12,950,000 5 br, 7.0 bath 5489 sq. ft. 1.270 acres

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.

Interior:
  • Bedrooms: 5
  • Baths: 7.0
  • Sq Ft: 5489
  • Year Built: 2017
  • Utilities: 
  • Fireplaces: 
  • Stories: 2
  • Heat/AC: 
  • Garage: Covered, Garage
Exterior:
  • Lot Size: 1.270 acre
  • Lot Dimensions: 
  • Waterfront: Yes
  • View Types: Water
  • Yard: 
  • Siding: Concrete
  • Roof: Concrete
  • Property Taxes: $35,594
  • MLS #: 618003
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Contact Information:
Beach Home For Sale in Upper Matecumbe Key, Florida
Listing Agent: Leslie Leopold, Ocean Sotheby's International Realty, 305-942-0215, 305-712-8888 Listing Site, Listing Status: Active
Copyright © 2025 Florida Keys Board of REALTORS®. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Ad Number: 7101613
Viewed 21 times.
Updated: Jan 08, 2026

This property is a Home located at 19 Avacado Street, Upper Matecumbe Key, Florida 33036, and is currently For Sale at $12,950,000. This Home has 5 bedrooms, 7.0 baths, 5489 sq ft.