81900 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036
$2,950,000
Property Type:
Commercial Sale
Baths:
3
Square Footage:
5,232
Lot Size (sq. ft.):
15,000
Status:
Active
Current Price:
$2,950,000
List Date:
10/31/2025
Last Modified:
12/09/2025
Description
Prime Downtown Islamorada commercial property featuring 5,232 SF of retail space across four bays on a 15,000 SF large corner lot with excellent US-1 frontage.
More than 50 years of continuous retail use makes this a well-known and highly visible location with both strong drive-by exposure and pedestrian access.
Village Center zoning allows for future expansion or mixed-use possibilities, including second-story development or workforce housing (subject to approvals).
Two long-term tenants are currently in place and would like to remain, offering stable income for the next owner. The third and fourth bays are currently vacant and available for immediate use or lease — an ideal opportunity to secure new tenants or owner occupy before the holiday season.
This is a rare opportunity to acquire a stable income-producing asset with long-term upside in one of the most supply-constrained markets in the Florida Keys.
More Information MLS# 617101
Contract Information
Listing Board: Florida Keys
Limited Representation: No
As is Rght to Inspct: Yes
Potential Short Sale: No
Bank Owned: No
Species List: Yes
Current Price: $2,950,000
Listing Date: 2025-10-31
List Price: $2,950,000
Location, Tax & Legal
City: ISLAMORADA
Off Shore Island: No
Mile Marker: 82.5
Marathon Neighborhood: N/A
Side: Bay/Gulf
Flood Zone: 0.2 PCT ANNUAL CHANC
Alternate Key #: 1491659
Parcel #: 00399260-000100
Zoning: VC - Village Center
Legal: STRATTONS SUBD PB2-38 UPPER MATECUMBE SE'LY 150' OF LOT 1 SQR 3 G24-94 G36-507 OR552-947 OR983-102 OR1383-2098/99 OR1419
Taxes: 9756.31
Tax Year: 2024
Street #: 81900
Street Name: Overseas
Street Suffix: Highway
Key/Island: Upper Matecumbe Key Islamorada
State/Province: FL
Zip Code: 33036
Subdivision: Strattons (82.5)
County: Monroe
Area: 23 - Upper Matecumbe
General Property Description
Realtor.COM Type: Commercial
Waterfront: No
Control Depth: 0
Lot Size: 100 x 150
Lot SqFt: 15000
Total Units: 3
# Parking Spaces: 15
# Stories: 1
SqFt Source: Tax Records
Total # Buildings: 1
Building SqFt: 5232
Style: Commercial
Living Apx SqFt: 5232
Year Built: 1975
Full Baths: 3
Total Baths: 3
Remarks & Misc
Remarks – Consumer: Prime Downtown Islamorada commercial property featuring 5,232 SF of retail space across four bays on a 15,000 SF large corner lot with excellent US-1 frontage.
More than 50 years of continuous retail use makes this a well-known and highly visible location with both strong drive-by exposure and pedestrian access.
Village Center zoning allows for future expansion or mixed-use possibilities, including second-story development or workforce housing (subject to approvals).
Two long-term tenants are currently in place and would like to remain, offering stable income for the next owner. The third and fourth bays are currently vacant and available for immediate use or lease — an ideal opportunity to secure new tenants or owner occupy before the holiday season.
This is a rare opportunity to acquire a stable income-producing asset with long-term upside in one of the most supply-constrained markets in the Florida Keys.
Deed Restrictions
No: 1
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Type
Office Buildings: 1
Retail: 1
Other Services: 1
Fee Includes
Building Insurance: 1
Common Area Mnt: 1
Water: 1
Dockage
None: 1
Appliances
No Appliances: 1
Cooling
Central Air: 1
Waterfront
None: 1
Waterview
No Waterview: 1
Floor
Concrete: 1
Windows/Doors
Impact Rstnce Window: 1
Vehicle Storage
Common Parking: 1
Construction
CBS: 1
Land Size
1/2 - Less Than 1 AC: 1
Utilities
FKAA: 1
Separate Meters: 1
Miscellaneous
High Traffc Location: 1
Highway Frontage: 1
Financial Status
Bank Owned: No
Potential Short Sale: No
Status Change Info
Status: Active
Property Features
Deed Restrictions: No
Type: Office Buildings; Retail; Other Services
Waterfront: None
Waterview: No Waterview
Dockage: None
Vehicle Storage: Common Parking
Cooling: Central Air
Utilities: FKAA; Separate Meters
Appliances: No Appliances
Miscellaneous: High Traffc Location; Highway Frontage
Construction: CBS
Floor: Concrete
Land Size: 1/2 - Less Than 1 AC
Fee Includes: Building Insurance; Common Area Mnt; Water
Listing Office:
Coldwell Banker Schmitt Islamorada
Last Updated: December - 09 - 2025
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.

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