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
...
(Read more)
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.
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.
