Search for Property

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

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 ...

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
City
ISLAMORADA
Mile Marker
82
Marathon Neighborhood
N/A
Side
Bay/Gulf
Flood Zone
AE,AE,AE,VE
Alternate Key #
1494682
Parcel #
00402330-000000
Zoning
R1 - Residential Single Family
Deed Restrictions
Unknown
Legal
LT 5 AND LT 19 ISLAMORADA PB1-48 UPPER MATECUMBE AND PT MARKED RES OR175-130/31 OR225-78/79 OR459-320/22 OR549-344/45 OR
Taxes
35593.82
Tax Year
2025
Pub Sewer HkUp
Yes

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

Sold 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
Association Fee $
0

Dockage

Dock
Composite
Seawall
Rip Rap
Basin
Yes
Boat Lift
Yes

More Information

Building Style

Above Flood
Yes
Stories
2 Stories

Vehicle Storage

Car(s)
2
Covered Parking
Yes
Garage
Yes
Detached
Yes

Pool Info

Heated
Yes
In Ground
Yes
Salt Water
Yes
Concrete
Yes
Decked
Yes

Remarks & Misc

Remarks – Consumer
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.
Directions
Call for directions. Gated driveway.

Fee Includes

None
Yes

Tax Exemptions

Homestead
Yes

Appliances

Dishwasher
Yes
Disposal
Yes
Dryer
Yes
Freezer
Yes
Microwave
Yes
Oven
Yes
Range
Yes
Refrigerator
Yes
Washer
Yes
Wine Cooler
Yes

Pets

Pets Allowed
Yes

Cooling

Ceiling Fans(s)
Yes
Central Air
Yes
Ductless
Yes

Heating

Central
Yes
Ductless
Yes

Waterfront

Bay Front
Yes
Gulf Front
Yes
Open Water
Yes

Waterview

Bay/Gulf View
Yes
Open Water View
Yes

Interior Features

Built-in Cabinets
Yes
Security System
Yes
Smoke Alarms
Yes
Storage
Yes
Walk-in Closet(s)
Yes

Property Condition

New Construction
Yes

Specialty Rooms

Laundry Room
Yes
Workshop
Yes

Windows/Doors

Impact Rstnce Doors
Yes
Impact Rstnce Window
Yes

Security

Electric Gate
Yes

Construction

CBS
Yes
Concrete
Yes

Land Size

1 Less Than 2 Acres
Yes

Furnished

Negotiable
Yes

Terms

Cash
Yes
Conventional
Yes

Utilities

FKAA
Yes
Municipal Sewer
Yes
Propane
Yes
Septic Tank
Yes

Porch/Balcony

Deck
Yes
Open Porch/Balcony
Yes
Patio
Yes

Title

Title Ins - Buyer
Yes

Exterior Features

Detached Guest Qtrs
Yes
Fencing
Yes
Lighting
Yes
Outdoor Shower
Yes
Privacy Wall/Fence
Yes
Shed
Yes

Roof

Concrete Roof
Yes

GF-Utilities

Solar Panels
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.