100 List Street, Upper Matecumbe Key Islamorada, FL 33036

$5,900,000
Property Type: Residential Bedrooms: 3 Baths: 3 Square Footage: 3,019 Lot Size (sq. ft.): 16,785 Status: Active
Current Price: $5,900,000 List Date: 11/21/2025 Last Modified: 11/21/2025

Description

Islamorada Bayfront Estate with Dockage & Open Bay Views... all in downtown Islamorada within walking distance of your favorite spots! Custom built by the current owner 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

Listing Board: Florida Keys As is Rght to Inspct: Yes Species List: No Current Price: $5,900,000 Listing Date: 2025-11-21 List Price: $5,900,000

Location, Tax & Legal

City: ISLAMORADA Off Shore Island: No Mile Marker: 82.5 Marathon Neighborhood: N/A Side: Bay/Gulf Flood Zone: AE,VE Alternate Key #: 1492043 Handicap Access: Yes Parcel #: 00399780-000000 Zoning: RE - Residential Estate Deed Restrictions: Unknown Legal: SQR 6 PT LOT 1 STRATTONS SUBD PB2-38 UPPER MATECUMBE G24-94 G35-254 G37-403 (see deed) Taxes: 12654.67 Tax Year: 2024 Pub Sewer HkUp: Yes 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 Waterfront: Yes Control Depth: 4 Lot Size: irregular Lot SqFt: 16785 Pool: Yes Lot Sqft Source: Tax Records Total Units: 1 Acres: 0.39 SqFt Source: Tax Records Rentals Allowed: Yes Min Rental Days: 7 Style: Single Family Year Built: 2014 Living Apx SqFt: 3019 Total Bedrooms: 3 Full Baths: 2 Half Baths: 1 Total Baths: 3

Remarks & Misc

Remarks – Consumer: Islamorada Bayfront Estate with Dockage & Open Bay Views... all in downtown Islamorada within walking distance of your favorite spots! Custom built by the current owner 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. Directions: Turn bayside on List Street (next to Mangrove Mike's restaurant). House straight ahead on Florida Bay.

Association Info

Mandatory Home Owners Asc: No 1st Right of Refusal: No Association Fee $: 0

Fee Includes

None: 1

Dockage

Dock Length: 100 Dock: Composite Boat Lift: 1

Tax Exemptions

Homestead: 1

Appliances

Dishwasher: 1 Dryer: 1 Microwave: 1 Oven: 1 Range: 1 Refrigerator: 1 Solar Hot Water: 1 Stainless Steel Appliance(s): 1 Washer: 1 Water Purification: 1

Pets

Pets Allowed: 1

Cooling

Ceiling Fans(s): 1 Central Air: 1

Heating

Electric: 1

Waterfront

Bay Front: 1 Gulf Front: 1 Open Water: 1

Waterview

Bay/Gulf View: 1 Open Water View: 1

Floor

Marble: 1 Tile: 1

Neighborhood Feature

Fire Hydrant: 1

Interior Features

Drapes/Blinds Incl: 1 Elevator: 1 Entrance Foyer: 1 Granite Counter Top: 1 Pantry: 1 Security System: 1 Smoke Alarms: 1 Storage: 1 Walk-in Closet(s): 1 Window Treatments: 1 Other: 1

Specialty Rooms

Laundry Room: 1 Utility Room: 1 Workshop: 1

Building Style

Above Flood: Yes Stories: 3 Stories

Windows/Doors

Double Hung Windows: 1 French Doors: 1 Glass Doors: 1 Impact Rstnce Doors: 1 Impact Rstnce Window: 1 Sash/Screen Window: 1 Sliding Glass Doors: 1

Vehicle Storage

Car(s): 3 Covered Parking: 1 Garage: 1 Guest Parking: 1 Open Parking: 1 Attached: 1 Auto Door Opener: 1 Off Street Parking: 1 Trailer Storage: 1

Security

Central Station Sys: 1 Electric Gate: 1 On Premises System: 1 Secured Building: 1

Construction

Concrete: 1 ICFs (Insulated Concrete Forms): 1

Land Size

1/4 - 1/2 Acre: 1

Furnished

Unfurnished: 1

Utilities

Cistern: 1 Elect Separate Meter: 1 FKAA: 1 Municipal Sewer: 1 Solar Power: 1 Water Separate Meter: 1

Porch/Balcony

Deck: 1 Open Porch/Balcony: 1 Patio: 1 Roof Top Deck: 1

Title

Title Ins - Buyer: 1

Exterior Features

Built-in Grill: 1 Fencing: 1 Fruit Tree(s): 1 Lighting: 1 Outdoor Kitchen: 1 Outdoor Shower: 1 Rain Gutters: 1 Sprinkler System: 1 Storage: 1

Pool Info

Salt Water: 1 Other: 2nd Floor Location Concrete: 1

Pre-Wired

Cable: 1 Other: Cat 6

Roof

Concrete Roof: 1

Accessibility Feat

Accessible Elevator Installed: 1 Other See Remarks: 1

Shutters

Accordion: 1

GF-Bldg Materials

Double Paned Windows: 1 Low Voc Paint/Adhsvs: 1

GF-Interior Features

Dual Flush: 1 LED Lighting: 1 Low Flow Toilets: 1 Programmable Thermst: 1 Solar Water Heater: 1

GF-Utilities

Cistern: 1 Net Metered: 1 Solar Panels: 1

Status Change Info

Status: Active

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: November - 21 - 2025
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