$12,000,000
19 Avacado Street
Upper Matecumbe Key Islamorada, FL 33036
MLS# 618003
Status: Closed
5 beds  |  7 baths  |  5489 sqft

 | 

19 Avacado St
  1 / 98  
19 Avacado St Gated driveway entrance Mature landscaping Front entrance Front entrance Kitchen with open bay views Kitchen Kitchen Quartz countertops Dining Dining Kitchen Dining Living room opens to pool deck Living room Living Study Living Covered outdoor terrace Covered outdoor terrace Pool at twilight Pool with heater and chiller Pool, deck Outdoor shower Basin Bayviews forever Turf lawn Lawn and garden seating Garden seating with bay views Sandy beach area Dockage Primary suite opens to pool deck, bayviews Primary suite Primary bath Primary bath with balcony Primary bath, soaking tub Downstairs hallway Downstairs hallway Stairwell Upstairs landing Guest bedroom 1, bayview balcony Guest bedroom 1 Guest bath Guest bedroom 2, bayview balcony Guest bath Upstairs balcony bayveiw Upstairs balcony Upstairs balcony 19 Avacado St Guest bedroom 3 Guest bedroom 3 Guest bath Upstairs den Upstairs den, game room Upstairs outdoor deck Mudroom entrance, laundry Walkway to guest house Front garden area to guest house Guest house porch Guest house living room, with "murphy" bunks Guest house living room Guest house porch Guest house bedroom Guest house bedroom Guest house bath Patio to pool Garden 19 Avacado St Garden steps to shed Front lawn, garden Shed Garden Double garage/workshop Back lawn with beach area Back lawn Boat basin with lift Basin Lawn and basin Back lawn, pool deck Pool deck at twilight Sunset seating Dock and lawn at twilight, composite decking Golden hour Basin entrance 19 Avacado St Golden hour Golden hour Gorgeous view Carport Side mudroom entrance Carport, garden Driveway toward garage 19 Avacado St 19 Avacado St Lush foliage for privacy Solar panels Sunset over Upper Matecumbe Key Upper Matecumbe Key

Property 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.

Details
Maps
Contract Information
Listing Board: Florida Keys
As is Rght to Inspct: Yes
Species List: No
Current Price: $12,000,000
Listing Date: 2026-01-08
Sold Price: $12,000,000
Location, Tax & Legal
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
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
Waterfront: Yes
Control Depth: 3
Lot SqFt: 55125
Pool: Yes
Lot Sqft Source: Property Data Card
Acres: 1.27
SqFt Source: Property Data Card
Rentals Allowed: With Restrictions
Min Rental Days: 28
Style: Single Family
Year Built: 2017
Living Apx SqFt: 5489
Total Bedrooms: 5
Full Baths: 5
Half Baths: 2
Total Baths: 7
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.
Status Change Info
Sold Comments: partially furnished
Sold Date: 2026-02-13
Sold Price: $12,000,000
Status: Closed
Association Info
Mandatory Home Owners Asc: No
Voluntary Home Owners Asc: No
1st Right of Refusal: No
Association Fee $: 0
Fee Includes
None: 1
Dockage
Dock: Composite
Basin: 1
Boat Lift: 1
Seawall: Rip Rap
Tax Exemptions
Homestead: 1
Appliances
Dishwasher: 1
Disposal: 1
Dryer: 1
Freezer: 1
Microwave: 1
Oven: 1
Range: 1
Refrigerator: 1
Washer: 1
Wine Cooler: 1
Pets
Pets Allowed: 1
Cooling
Ceiling Fans(s): 1
Central Air: 1
Ductless: 1
Heating
Central: 1
Ductless: 1
Waterfront
Bay Front: 1
Gulf Front: 1
Open Water: 1
Waterview
Bay/Gulf View: 1
Open Water View: 1
Interior Features
Built-in Cabinets: 1
Security System: 1
Smoke Alarms: 1
Storage: 1
Walk-in Closet(s): 1
Property Condition
New Construction: 1
Specialty Rooms
Laundry Room: 1
Workshop: 1
Building Style
Above Flood: Yes
Stories: 2 Stories
Windows/Doors
Impact Rstnce Doors: 1
Impact Rstnce Window: 1
Vehicle Storage
Car(s): 2
Covered Parking: 1
Garage: 1
Detached: 1
Security
Electric Gate: 1
Construction
CBS: 1
Concrete: 1
Land Size
1 Less Than 2 Acres: 1
Furnished
Negotiable: 1
Terms
Cash: 1
Conventional: 1
Utilities
FKAA: 1
Municipal Sewer: 1
Propane: 1
Septic Tank: 1
Porch/Balcony
Deck: 1
Open Porch/Balcony: 1
Patio: 1
Title
Title Ins - Buyer: 1
Exterior Features
Detached Guest Qtrs: 1
Fencing: 1
Lighting: 1
Outdoor Shower: 1
Privacy Wall/Fence: 1
Shed: 1
Pool Info
In Ground: 1
Salt Water: 1
Heated: Yes
Concrete: 1
Decked: 1
Roof
Concrete Roof: 1
GF-Utilities
Solar Panels: 1
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.