Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 (MLS# 621407)

Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036

$3,500,000
Property Type: Vacant Land Lot Size (sq. ft.): 229,479 Status: Active
Current Price: $3,500,000 List Date: 9/25/2026 Last Modified: 9/25/2026

Overview

Description

A rare opportunity to own an expansive bayfront parcel at Mile Marker 81 on Upper Matecumbe Key, offered for sale for the first time since its acquisition in 1937. Located in the heart of Islamorada, this remarkable property encompasses approximately 5.26 total deeded acres, including approximately 2.84 acres of upland, with more than 250 feet of frontage on Florida Bay. The substantial acreage and natural setting offer exceptional privacy and seclusion, while still being close to the restaurants, marinas, shops, galleries, and world-class boating and fishing that define the Islamorada lifestyle. With its coveted Upper Matecumbe Key location, expansive bayfront, and rare parcel size, this is an extraordinary opportunity to create a private waterfront estate in the Florida Keys. Zoned Native Residential (NR), allowing single-family residential use subject to applicable Village requirements. Allowable clearing, building area, and development potential are subject to applicable Village of ...

Listing Details MLS# 621407

Location, Tax & Legal

Street Name
Overseas
Street Suffix
Highway
Key/Island
Upper Matecumbe Key Islamorada
State/Province
FL
Zip Code
33036
County
Monroe
Subdivision
Unplatted Upper Mate (82.0)
Area
23 - Upper Matecumbe

Contract Information

Listing Board
Florida Keys
ROGO Exempt
No
Limited Representation
No
Potential Short Sale
No
Bank Owned
No

General Property Description

Realtor.COM Type
Vacant Land
Waterfront
Yes
Lot SqFt
229478.5
Lot Sqft Source
Property Data Card
Survey Available
Yes
Vegetation Survey
No

Miscellaneous Info

Mobile Home Lot
No

Financial Status

Bank Owned
No
Potential Short Sale
No

More Information

Property Features

Tax Exemptions: None Waterfront: Bay Front Dockage: None Waterview: Bay View; Open Water View Existing Utilities: None BuildingPermit: No Permit Land Size: 5 Less Than 10 Acres
Listing Office: Coastal Realty of the Florida Keys
Last Updated: September - 25 - 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.
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