19 Avacado Street, Upper Matecumbe Key Islamorada, FL 33036 (MLS# 618003)

19 Avacado Street, Upper Matecumbe Key Islamorada, FL 33036

$12,000,000

Virtual Tour

https://bcove.video/3NAmOaW

Primary suite opens to pool deck, bayviews

Guest house living room, with "murphy" bunks

Dock and lawn at twilight, composite decking

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

Overview

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 coun ... (Read more) 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.

Listing Details MLS# 618003

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

Contract Information

Listing Board: Florida Keys
As is Rght to Inspct: Yes
Species List: No

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

Under Contract Date: 2026-02-03
Leased Date: 2026-02-13
Sold Comments: partially furnished

Association Info

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

Dockage

Dock: Composite
Seawall: Rip Rap

More Information

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.