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100 List Street, Upper Matecumbe Key Islamorada, FL 33036

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For Sale

$6,395,000

3 beds • 2 baths • 1 half baths • 3,019 sqft

Estimated Payment

$      /mo. †

APR for 30 years

Change Loan Terms

  • Single Family Detached
    Property type

  • $2,118.25
    Price per square foot

  • 11-20 Years Old
    Age

Explore this Property

Seeking privacy, luxury AND convenience? This custom bayfront estate built by the current owner in 2014 offers it all! Situated on a peninsula with 250+ feet of crystal-clear open water frontage, this one-of-a-kind Keys home is located in the heart of Islamorada within walking distance of all your favorite local dining spots. As you enter the gated estate, you are welcomed home by unparalleled privacy and seclusion. This open water home has no neighbors looking through side yards and of course, no neighbors across a canal. Designed to offer the ultimate combination of location, deep-water dockage, storm resiliency and open water views, this luxurious home also boasts marble floors throughout and a gorgeous ''floating'' staircase. Begin your day by stepping out of your bedroom to your private bayfront terrace and into a stunning second floor Infinity Edge pool, complete with a heater/chiller. In the evening, experience the brilliance of Islamorada's sunsets from every room, the rooftop or outdoor lanais, which provide a grand total of almost 6,000 sf of combined indoor and outdoor living space. Floor-to-ceiling sliding glass doors disappear into pockets, bringing the indoors out and the outdoors in. Just one step outside the main kitchen is a full outdoor kitchen and bayside dining, al fresco. For stargazing, venture up to the rooftop deck for a breathtaking front row seat. Ready to get on the water? Your boats will comfortably berth on the 100' deep water dock with two lifts and are kept safe by built-in storm protection. Other functional luxuries include an elevator, an enormous three-car 2,200 sf garage with workshop/storage, camera/security system and mature landscaping with fruit trees. A fourth bedroom with bath can be easily added without modifying the structure at a reasonable cost. With all living space above flood and built to withstand sustained 200 mph winds, this concrete home has accordion shutters over impact for ultimate storm resiliency. Call today!
MLS# 615395

Courtesy Of Coldwell Banker Schmitt Islamorada

(305) 664-4470

Property Features

  • Age
    11-20 Years Old
  • Amenities
    Sprinkler System, Ceiling Fan, Security System, Disabled Access, Security System, Elevator, Water Front
  • Appliances
    Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer, Water - Purifier
  • Architecture Style
    Other
  • Cooling System
    Ceiling Fan(s)
  • Exterior Type
    Concrete
  • Floor Covering
    Marble, Tile
  • Lot Size
    0.39 Acres
  • View Type
    Water

Map and Directions

Directions to 100 List Street, Upper Matecumbe Key Islamorada, FL 33036

Home seller CENTURY 21 Circle

Get to know the neighborhood. A local affiliated CENTURY 21 office will help you set up tours, give advice, and negotiate with sellers.

CENTURY 21 Circle

(305) 664-4637
Learn More About Us

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Monthly Payment Breakdown

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Copyright © 2025 Florida Keys Board of REALTORS®. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified. Information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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This information is provided for general informational purposes only and should not be relied on in making any home-buying decisions. School information does not guarantee enrollment. Contact a local real estate professional or the school district(s) for current information on schools. This information is not intended for use in determining a person's eligibility to attend a school or to use or benefit from other city, town or local services.

† Based on a 30-year fixed rate of 3.38% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Interest rates are also subject to credit and property approval based on secondary market guidelines. The rates shown are based on average rates for our best qualified customers. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.