100 List Street
Upper Matecumbe Key Islamorada, FL 33036
Map
- 3 beds
- 2.5 baths
- 3,019 sqft
- ~1/2 acre lot
- $2,118 per sqft
- 2014 build
- – on site
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!
Last checked:
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Last updated Jun 13, 2025
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MLS# 615395 —
The Building
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Year Built:2014
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Construction:Concrete, ICFs (Insulated Concrete Forms)
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Style:Single Family
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Exterior Features:Built-in Grill, Storage, Sprinkler System, Outdoor Shower, Outdoor Kitchen, Lighting, Rain Gutters, Fruit Tree(s), Fencing
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Windows/Doors:Sash/Screen Window, Impact Rstnce Window, Impact Rstnce Doors, Sliding Glass Doors, Glass Doors, French Doors, Double Hung Windows
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Roof:Concrete Roof
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Shutters:Accordion
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Porch/Balcony:Open Porch/Balcony, Deck, Patio, Roof Top Deck
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Accessibility Features:Accessible Elevator Installed, Other See Remarks
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Security:Electric Gate, Central Station Sys, On Premises System, Secured Building
Interior
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Specialty Rooms:Laundry Room, Workshop, Utility Room
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Furnished:Unfurnished
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Interior Features:Drapes/Blinds Incl, Window Treatments, Granite Counter Top, Other, Walk-in Closet(s), Storage, Smoke Alarms, Security System, Elevator, Entrance Foyer, Pantry
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Floor:Tile, Marble
Location
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Directions:Turn on List Street and drive to the Bay. Gate straight ahead.
The Property
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Parcel #:00399780-000000
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Total Lots:1.00
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Lot SqFt:16785.00
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Lot Dimensions:irregular
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Acres:0.39
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Land Size:1/4 - 1/2 Acre
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Waterfront:Bay Front, Open Water, Gulf Front
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Zoning:RE - Residential Estate
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Waterfront:Yes
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Waterview:Bay/Gulf View, Open Water View
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Flood Zone:AE,VE
Listing Agent
- Contact info:
- Agent phone:
- (305) 393-1770
- Office phone:
- (305) 664-4470
Taxes
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Tax Year:2024
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Taxes:12654.67
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Tax Exemptions:Homestead
Beds
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Total Bedrooms:3
Baths
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Total Baths:3.00
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Full Baths:2
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Half Baths:1
The Listing
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UnBranded Virtual Tour:https://youtu.be/YELriVtiCTM?si=GRYNJqRvc7hJfhPi
Heating & Cooling
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Heating:Electric
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Cooling:Central Air, Ceiling Fans(s)
Utilities
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Utilities:FKAA, Solar Power, Water Separate Meter, Elect Separate Meter, Municipal Sewer, Cistern
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Pre-Wired:Cable
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Pre-Wired: Other:Cat 6
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Pub Sewer HkUp:Yes
Appliances
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Appliances:Washer, Water Purification, Stainless Steel Appliance(s), Solar Hot Water, Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer
The Community
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Subdivision:Strattons (82.5)
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Neighborhood Features:Fire Hydrant
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Pool Info:Salt Water, Concrete
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Pool Info: Other:2nd Floor Location
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Dockage:Boat Lift
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Dockage: Dock:Composite
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Dockage: Dock Length:100
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Pets:Pets Allowed
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Fee Includes:None
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Association Info: Mandatory Home Owners Asc:No
Parking
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Vehicle Storage:Garage, Trailer Storage, Covered Parking, Off Street Parking, Guest Parking, Open Parking, Auto Door Opener, Attached
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Vehicle Storage: Car(s):3
Monthly cost estimate
Asking price
$6,395,000
| Expense | Monthly cost |
|---|---|
|
Mortgage
This calculator is intended for planning and education purposes only. It relies on assumptions and information provided by you regarding your goals, expectations and financial situation, and should not be used as your sole source of information. The output of the tool is not a loan offer or solicitation, nor is it financial or legal advice. |
$34,243
|
| Taxes | $1,054 |
| Insurance | $1,758 |
| Utilities | $174 See report |
| Total | $37,229/mo.* |
| *This is an estimate |
Walk Score®
Provided by WalkScore® Inc.
Walk Score is the most well-known measure of walkability for any address. It is based on the distance to a variety of nearby services and pedestrian friendliness. Walk Scores range from 0 (Car-Dependent) to 100 (Walker’s Paradise).
Bike Score®
Provided by WalkScore® Inc.
Bike Score evaluates a location's bikeability. It is calculated by measuring bike infrastructure, hills, destinations and road connectivity, and the number of bike commuters. Bike Scores range from 0 (Somewhat Bikeable) to 100 (Biker’s Paradise).
Soundscore™
Provided by HowLoud
Soundscore is an overall score that accounts for traffic, airport activity, and local sources. A Soundscore rating is a number between 50 (very loud) and 100 (very quiet).
Air Pollution Index
Provided by ClearlyEnergy
The air pollution index is calculated by county or urban area using the past three years data. The index ranks the county or urban area on a scale of 0 (best) - 100 (worst) across the United Sates.
Sale history
| Date | Event | Source | Price | % Change |
|---|---|---|---|---|
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6/11/25
Jun 11, 2025
|
Listed / Active | FLKMLS | $6,395,000 |
