Hometrino is now on iOS & Android — download the app for the best experience.

App StoreGoogle Play
19 Avacado St, Upper Matecumbe Key Islamorada, FL - photo 1
Active
19 Avacado St, Upper Matecumbe Key Islamorada, FL - photo 2
19 Avacado St, Upper Matecumbe Key Islamorada, FL - photo 3
19 Avacado St, Upper Matecumbe Key Islamorada, FL - photo 4
19 Avacado St, Upper Matecumbe Key Islamorada, FL - photo 5
+140

$13,750,000

5 beds7 baths5,489 sqft|620590 MLS#

19 Avacado St, Upper Matecumbe Key Islamorada, FL 33036

Est.$82,500/moGet pre-qualified

Single Family Residence

Residential

Built in

2019

Lot size

55,321 sqft

Price/sqft

$2505

HOA

None

Listed by: Lisa Swanson 305-924-3777, The Agency Florida Keys 305-916-1105

Source:Florida Keys MLS (FLKMLS)|MLS #620590

Get price drop alert on this property the moment it happen

Preferred Brokerage Partner

Kinsfolk Realty

Kinsfolk Signature Realty

What's special

Situated on one of Islamorada's premier and most sought-after bayfront streets, in the heart of Islamorada, this custom-designed poured concrete waterfront estate by renowned architects Charles Vincent George occupies 1.27 private acres with panoramic open-water views, spectacular year-round sunsets, protected boat basin, solar panels and a rare sandy beach area. Designed to maximize its exceptional setting, the residence offers seamless indoor-outdoor living with floor-to-ceiling impact-rated glass, expansive covered terraces, and walls of retractable sliders that frame breathtaking bay views from every room. A dramatic floating staircase, 12-foot interior doors, engineered hardwood flooring, and superb designer finishes define the home's clean contemporary design. The main residence features 4 bedrooms all ensuite, and 1 half bath. It is complemented by a detached 1-bedroom, 1-bath guest house. The kitchen features quartz countertops, premium Miele and Thermador appliances, and a hidden walk-in pantry. Upstairs is a spacious family/media or fitness room that leads onto a large deck with exquisite views of Florida Bay. Separate laundry/storage room. Fully integrated Loxone Smart Home system controls lighting, security, audio, and six independent HVAC climate zones. Outdoor amenities include an elevated heated and chilled 50FT saltwater lap pool, expansive entertaining terraces, mature tropical fruit trees & landscaping, an air conditioned garden shed, architectural landscape lighting, and a gated entrance ensuring exceptional privacy. The protected boat basin features a composite dock, 12,000 lb boat lift, with immediate access to world-class fishing & diving. At the front is an oversized air-conditioned garage with EV charging & a half bath. A covered carport is adjacent to the main house. A rare opportunity to acquire one of Islamorada's premier contemporary bayfront estates, combining exceptional architecture, outstanding construction and spectacular sunsets.

Map

Loading map...

Curious what you can afford?

Get pre-qualified with us in as little as 5 minutes.

Pre-Qualify

Tour with a local agent

Hometrino partner agents close 60% more deals than other real estate agents.

Facts & features

Bedrooms & bathrooms

  • Bedrooms:5
  • Bathrooms:7
  • Full bathrooms:0

Heating

  • Has Heating:Yes

Interior area

  • Total structure area:5,489 sqft
  • Total interior livable area:5,489 sqft

Parking

  • Parking features:N/A
  • Garage spaces:0
  • Has attached garage:No

Lot

  • Size:55,321 sqft

Details

  • Parcel number:N/A

Type & style

  • Home type:Single Family Residence
  • Property subtype:Residential

Materials

  • • N/A

Condition

  • Year built:2019

Contact agent

Price history

DateEventPrice
9/15/2026Listed for sale$13,750,000$2505/sqft

Data Powered by Home Junction, Inc.