Search for Property

100 List Street, Upper Matecumbe Key Islamorada, FL 33036

$5,400,000
Property Type: Residential Bedrooms: 3 Baths: 3 Square Footage: 3,019 Lot Size (sq. ft.): 16,785 Status: Contingent/Show
Current Price: $5,400,000 List Date: 11/21/2025 Last Modified: 4/08/2026

Overview

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 la ...

Listing Details MLS# 617408

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
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

Contract Information

Listing Board
Florida Keys
As is Rght to Inspct
Yes
Species List
No

General Property Description

Realtor.COM Type
Residential - Single Family
Style
Single Family
Waterfront
Yes
Control Depth
4
Pool
Yes
Year Built
2014
Total Units
Yes
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
Yes
Total Baths
3
Rentals Allowed
Yes
Min Rental Days
7

Status Change Info

Contingent
Contingent/Show

Association Info

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

Dockage

Dock Length
100
Dock
Composite
Boat Lift
Yes

More Information

Building Style

Above Flood
Yes
Stories
3 Stories

Vehicle Storage

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

Pre-Wired

Other
Cat 6
Cable
Yes

Pool Info

Other
2nd Floor Location
Salt Water
Yes
Concrete
Yes

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 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.

Fee Includes

None
Yes

Tax Exemptions

Homestead
Yes

Appliances

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

Pets

Pets Allowed
Yes

Cooling

Ceiling Fans(s)
Yes
Central Air
Yes

Heating

Electric
Yes

Waterfront

Bay Front
Yes
Gulf Front
Yes
Open Water
Yes

Waterview

Bay/Gulf View
Yes
Open Water View
Yes

Floor

Marble
Yes
Tile
Yes

Neighborhood Feature

Fire Hydrant
Yes

Interior Features

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

Specialty Rooms

Laundry Room
Yes
Utility Room
Yes
Workshop
Yes

Windows/Doors

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

Security

Central Station Sys
Yes
Electric Gate
Yes
On Premises System
Yes
Secured Building
Yes

Construction

Concrete
Yes
ICFs (Insulated Concrete Forms)
Yes

Land Size

1/4 - 1/2 Acre
Yes

Furnished

Unfurnished
Yes

Utilities

Cistern
Yes
Elect Separate Meter
Yes
FKAA
Yes
Municipal Sewer
Yes
Solar Power
Yes
Water Separate Meter
Yes

Porch/Balcony

Deck
Yes
Open Porch/Balcony
Yes
Patio
Yes
Roof Top Deck
Yes

Title

Title Ins - Buyer
Yes

Exterior Features

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

Roof

Concrete Roof
Yes

Accessibility Feat

Accessible Elevator Installed
Yes
Other See Remarks
Yes

Shutters

Accordion
Yes

GF-Bldg Materials

Double Paned Windows
Yes
Low Voc Paint/Adhsvs
Yes

GF-Interior Features

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

GF-Utilities

Cistern
Yes
Net Metered
Yes
Solar Panels
Yes

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: April - 08 - 2026
The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.