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$5,800,000
Upper Matecumbe Key Islamorada, FL 33036
MLS# 617408
3 beds | 3 baths | 3019 sqft
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Property 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.
Details
Maps
Contract Information
Listing Board: Florida Keys
As is Rght to Inspct: Yes
Species List: No
Current Price: $5,800,000
Listing Date: 2025-11-21
List Price: $5,800,000
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: January - 30 - 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.