19 Avacado Street, Upper Matecumbe Key Islamorada, FL 33036

$12,000,000
Property Type: Residential Bedrooms: 5 Baths: 7 Square Footage: 5,489 Lot Size (sq. ft.): 55,125 Status: Closed
Current Price: $12,000,000 List Date: 1/08/2026 Last Modified: 2/13/2026

Description

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.

More Information MLS# 618003

Contract Information

Current Price: $12,000,000 Listing Date: 2026-01-08 Listing Board: Florida Keys Sold Price: $12,000,000 As is Rght to Inspct: Yes Species List: No

Location Tax Legal

Street #: 19 Street Name: Avacado Street Suffix: Street Key/Island: Upper Matecumbe Key Islamorada State/Province: FL Zip Code: 33036 County: Monroe Subdivision: Misc Upper Matacumbe (82.0) Area: 23 - Upper Matecumbe

General Property Description

Realtor.COM Type: Residential - Single Family Style: Single Family Waterfront: Yes Control Depth: 3 Pool: Yes Year Built: 2017 Lot SqFt: 55125 Lot Sqft Source: Property Data Card Acres: 1.27 Living Apx SqFt: 5489 SqFt Source: Property Data Card Total Bedrooms: 5 Full Baths: 5 Half Baths: 2 Total Baths: 7 Rentals Allowed: With Restrictions Min Rental Days: 28

Status Change Info

Sold Date: 2026-02-13 Sold Price: $12,000,000 Sold Comments: partially furnished Status: Closed

Association Info

Mandatory Home Owners Asc: No Voluntary Home Owners Asc: No 1st Right of Refusal: No

Dockage

Dock: Composite Seawall: Rip Rap

Building Style

Above Flood: Yes Stories: 2 Stories

Vehicle Storage

Car(s): 2

Pool Info

Heated: Yes

Property Features

Fee Includes: None Tax Exemptions: Homestead Waterfront: Bay Front; Gulf Front; Open Water Waterview: Bay/Gulf View; Open Water View Dockage: Basin; Boat Lift Property Condition: New Construction Vehicle Storage: Garage; Detached; Covered Parking Furnished: Negotiable Cooling: Ceiling Fans(s); Central Air; Ductless Heating: Central; Ductless Utilities: FKAA; Municipal Sewer; Propane; Septic Tank Interior Features: Built-in Cabinets; Security System; Smoke Alarms; Storage; Walk-in Closet(s) Specialty Rooms: Laundry Room; Workshop Appliances: Dishwasher; Disposal; Dryer; Freezer; Microwave; Oven; Range; Refrigerator; Washer; Wine Cooler Exterior Features: Detached Guest Qtrs; Fencing; Lighting; Outdoor Shower; Privacy Wall/Fence; Shed Pool Info: In Ground; Salt Water; Concrete; Decked Construction: CBS; Concrete Roof: Concrete Roof Pets: Pets Allowed Security: Electric Gate Land Size: 1 Less Than 2 Acres Terms: Cash; Conventional Title: Title Ins - Buyer GF-Utilities: Solar Panels
Listing Office: Ocean Sotheby's International Realty
Last Updated: February - 13 - 2026
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