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$3,500,000
Upper Matecumbe Key Islamorada, FL 33036
MLS# 621407
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Property 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 Islamorada regulations. Buyer to independently verify all development potential with the Village of Islamorada.
Details
Maps
Contract Information
Listing Board: Florida Keys
ROGO Exempt: No
Limited Representation: No
Potential Short Sale: No
Bank Owned: No
Current Price: $3,500,000
Listing Date: 2026-09-25
List Price: $3,500,000
Location, Tax & Legal
City: ISLAMORADA
Mile Marker: 82
Marathon Neighborhood: N/A
Side: Bay/Gulf
Alternate Key #: 9105566
Parcel #: 00095920-000200
Zoning: NR - Native Residential
Deed Restrictions: Unknown
Taxes: 0
Tax Year: 2026
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
General Property Description
Realtor.COM Type: Vacant Land
Waterfront: Yes
Control Depth: 0
Lot SqFt: 229478.5
Lot Sqft Source: Property Data Card
Survey Available: Yes
Vegetation Survey: No
Remarks & Misc
Remarks – Consumer: 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 Islamorada regulations. Buyer to independently verify all development potential with the Village of Islamorada.
Assoc/Misc Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Miscellaneous Info
Mobile Home Lot: No
Dockage
None: 1
Tax Exemptions
None: 1
Waterfront
Bay Front: 1
Waterview
Bay View: 1
Open Water View: 1
Location/Site
Highway Frontage: 1
Mangrove: 1
Water Frontage: 1
Wooded Lot: 1
Existing Utilities
None: 1
BuildingPermit
No Permit: 1
Land Size
5 Less Than 10 Acres: 1
Financial Status
Bank Owned: No
Potential Short Sale: No
Status Change Info
Status: Active
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.