With a portal you are able to:
- Save your searches
- Get updates on listings
- Track listings
- Add notes and messages
- Personalize your dashboard
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
The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.
