100 List Street, Upper Matecumbe Key Islamorada, FL 33036

$5,700,000
Property Type: Residential Bedrooms: 3 Baths: 3 Square Footage: 3,019 Lot Size (sq. ft.): 16,785 Status: Active
Current Price: $5,700,000 List Date: 11/21/2025 Last Modified: 2/23/2026

Description

Islamorada Bayfront Estate with Dockage & Open Bay Views... all in downtown Islamorada within walking distance of your favorite spots! Custom built in 2014, this concrete fortress is storm-resilient and also offers a host of sustainability features including a whole-house solar array. Situated on a peninsula with 250+ feet of crystal-clear open waterfront, the gated estate provides unparalleled privacy. 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.

More Information MLS# 617408

Contract Information

Current Price: $5,700,000 Listing Date: 2025-11-21 Listing Board: Florida Keys List Price: $5,700,000 As is Rght to Inspct: Yes Species List: No

Location Tax Legal

Street #: 100 Street Name: List Street Suffix: Street Key/Island: Upper Matecumbe Key Islamorada State/Province: FL Zip Code: 33036 County: Monroe Subdivision: Strattons (82.5) Area: 23 - Upper Matecumbe

General Property Description

Realtor.COM Type: Residential - Single Family Style: Single Family Waterfront: Yes Control Depth: 4 Pool: Yes Year Built: 2014 Total Units: 1 Lot Size: irregular Lot SqFt: 16785 Lot Sqft Source: Tax Records Acres: 0.39 Living Apx SqFt: 3019 SqFt Source: Tax Records Total Bedrooms: 3 Full Baths: 2 Half Baths: 1 Total Baths: 3 Rentals Allowed: Yes Min Rental Days: 7

Status Change Info

Status: Active

Association Info

Mandatory Home Owners Asc: No 1st Right of Refusal: No

Dockage

Dock Length: 100 Dock: Composite

Building Style

Above Flood: Yes Stories: 3 Stories

Vehicle Storage

Car(s): 3

Pre-Wired

Other: Cat 6

Pool Info

Other: 2nd Floor Location

Property Features

Fee Includes: None Tax Exemptions: Homestead Waterfront: Bay Front; Gulf Front; Open Water Waterview: Bay/Gulf View; Open Water View Dockage: Boat Lift Vehicle Storage: Garage; Attached; Auto Door Opener; Covered Parking; Guest Parking; Off Street Parking; Open Parking; Trailer Storage Furnished: Unfurnished Cooling: Ceiling Fans(s); Central Air Utilities: Cistern; Elect Separate Meter; FKAA; Municipal Sewer; Solar Power; Water Separate Meter Interior Features: Drapes/Blinds Incl; Elevator; Entrance Foyer; Granite Counter Top; Pantry; Security System; Smoke Alarms; Storage; Walk-in Closet(s); Window Treatments; Other Pre-Wired: Cable Specialty Rooms: Laundry Room; Utility Room; Workshop Appliances: Dishwasher; Dryer; Microwave; Oven; Range; Refrigerator; Solar Hot Water; Stainless Steel Appliance(s); Washer; Water Purification Exterior Features: Built-in Grill; Fencing; Fruit Tree(s); Lighting; Outdoor Kitchen; Outdoor Shower; Rain Gutters; Sprinkler System; Storage Accessibility Feat: Accessible Elevator Installed; Other See Remarks Pool Info: Salt Water; Concrete Construction: Concrete; ICFs (Insulated Concrete Forms) Shutters: Accordion Floor: Marble; Tile Roof: Concrete Roof Pets: Pets Allowed Neighborhood Feature: Fire Hydrant Security: Central Station Sys; Electric Gate; On Premises System; Secured Building Land Size: 1/4 - 1/2 Acre Title: Title Ins - Buyer GF-Bldg Materials: Double Paned Windows; Low Voc Paint/Adhsvs GF-Interior Features: Dual Flush; LED Lighting; Low Flow Toilets; Programmable Thermst; Solar Water Heater GF-Utilities: Cistern; Net Metered; Solar Panels
Listing Office: Coldwell Banker Schmitt Islamorada
Last Updated: February - 23 - 2026
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