150 List Street, Upper Matecumbe Key Islamorada, FL 33036
$4,900,000
Property Type:
Residential
Bedrooms:
1
Baths:
1
Square Footage:
946
Lot Size (sq. ft.):
34,000
Status:
Active
Current Price:
$4,900,000
List Date:
3/04/2026
Last Modified:
3/04/2026
Listing Details MLS# 618918
Location, Tax & Legal
- Street #
- 150
- 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
- Mile Marker
- 82.5
- Marathon Neighborhood
- N/A
- Side
- Bay/Gulf
- Flood Zone
- AE,VE,AE,AE
- Alternate Key #
- 1492078
- Parcel #
- 00399820-000000
- Zoning
- RE - Residential Estate
- Deed Restrictions
- No
- Legal
- SQR 6 PT LOT 2 AND ADJ BB AND PT LOT 1 STRATTONS SUBD PB 2-38 UPPER MATECUMBE G24-94 G35-254 G37-403 G37-519 OR366-8(II
- Taxes
- 5995.43
- Tax Year
- 2025
- Pub Sewer HkUp
- Yes
Contract Information
- Listing Board
- Florida Keys
- Species List
- No
General Property Description
- Realtor.COM Type
- Residential - Single Family
- Style
- Single Family
- Waterfront
- Yes
- Control Depth
- 5
- Pool
- No
- Year Built
- 1950
- Lot SqFt
- 34000
- Lot Sqft Source
- Property Data Card
- Living Apx SqFt
- 946
- SqFt Source
- Property Data Card
- Total Bedrooms
- Yes
- Full Baths
- Yes
- Total Baths
- Yes
- Rentals Allowed
- With Restrictions
- Total Units
- 0
Association Info
- Mandatory Home Owners Asc
- No
- 1st Right of Refusal
- No
- Association Fee $
- 0
Dockage
- Dock Length
- 65
- Dock
- Wood
- Dock Permit
- Applied For
More Information
Building Style
- Above Flood
- No
- Ground Level
- Yes
Remarks & Misc
- Remarks – Consumer
- Discover an extraordinary opportunity to own 34,000 square feet of prime bayfront real estate in one of Islamorada's most coveted and private enclaves. Boasting 100+ feet of pristine bay frontage, this exceptional property captures open water views, serene sunsets, and the essence of the Florida Keys lifestyle. Tucked within the property is a charming ground level 1950s cottage offering one bedroom and one bathroom - ideal as a weekend escape, guest retreat, or comfortable interim residence while you bring your custom waterfront vision to life. For boating enthusiasts, the estate offers dockage with direct bay access, placing world-class fishing, sandbars, and crystal-clear waters just moments away. A permit has been submitted to repair and expand the existing dock and add two boat lifts (20,000 lb and 16,000 lb), significantly enhancing the property's boating capabilities and long-term value. Surrounded by multimillion-dollar estate home sales, this offering represents a rare chance to secure a premier bayfront parcel in one of Islamorada's most sought-after locations. With the existing estate slated for demolition and redevelopment, the conceptual renderings unveil a spectacular 4,872-square-foot custom residence offering five bedrooms, five and a half bathrooms, a three-car garage, and a resort style pool - all thoughtfully designed to capture water views from every vantage point. This vision blends refined indoor living with outdoor elegance, creating a seamless waterfront sanctuary. Whether you envision a private coastal retreat or an entertainer's paradise, this remarkable bayfront estate offers endless possibilities in an unparalleled setting.
- Directions
- From US1, turn bayside at MM 82.2 onto List St. Property on right, take gravel driveway. Sign on property.
Fee Includes
- None
- Yes
Tax Exemptions
- None
- Yes
Appliances
- Dishwasher
- Yes
- Microwave
- Yes
- Range
- Yes
- Refrigerator
- Yes
Pets
- Pets Allowed
- Yes
Cooling
- Ceiling Fans(s)
- Yes
- Ductless
- Yes
- Wall/Window Unit(s)
- Yes
Heating
- Ductless
- Yes
- Electric
- Yes
Waterfront
- Bay Front
- Yes
- Gulf Front
- Yes
- Open Water
- Yes
Waterview
- Bay/Gulf View
- Yes
- Open Water View
- Yes
Floor
- Tile
- Yes
- Wood
- Yes
Interior Features
- Granite Counter Top
- Yes
Windows/Doors
- Impact Rstnce Doors
- Yes
- Impact Rstnce Window
- Yes
Vehicle Storage
- Open Parking
- Yes
Construction
- CBS
- Yes
Land Size
- 1/2 - Less Than 1 AC
- Yes
Furnished
- Unfurnished
- Yes
Utilities
- Elect Separate Meter
- Yes
- FKAA
- Yes
- Municipal Sewer
- Yes
Porch/Balcony
- Screened Patio
- Yes
Title
- Title Ins - Buyer
- Yes
Roof
- Concrete Roof
- Yes
Property Features
Fee Includes:
None
Tax Exemptions:
None
Waterfront:
Bay Front; Gulf Front; Open Water
Waterview:
Bay/Gulf View; Open Water View
Building Style:
Ground Level
Vehicle Storage:
Open Parking
Furnished:
Unfurnished
Cooling:
Ceiling Fans(s); Ductless; Wall/Window Unit(s)
Heating:
Ductless; Electric
Utilities:
Elect Separate Meter; FKAA; Municipal Sewer
Interior Features:
Granite Counter Top
Appliances:
Dishwasher; Microwave; Range; Refrigerator
Construction:
CBS
Floor:
Tile; Wood
Roof:
Concrete Roof
Pets:
Pets Allowed
Land Size:
1/2 - Less Than 1 AC
Title:
Title Ins - Buyer
Listing Office:
Ocean Sotheby's International Realty
Last Updated: March - 04 - 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.