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$3,500,000
18 Days On Site

Overseas Highway
ISLAMORADA, FL 33036

For Sale|Land|Active
Subdivision:
Unplatted Upper Mate (82.0)
County:
Monroe
Call Now: 305-395-3300
Is this the listing for you? We can help make it yours.
305-395-3300
Overseas HighwayOverseas HighwayOverseas HighwayOverseas Highway
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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.

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Listing Snapshot
Price 
$3,500,000
Days On Site 
18 Days
Bedrooms 
N/A
Inside Area (SqFt) 
N/A
Total Baths 
N/A
Full Baths 
N/A
Partial Baths 
N/A
Lot Size 
N/A
Year Built 
N/A
MLS® Number 
621407
Status 
Active
Property Tax 
N/A
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
3 weeks agoListing updated with changes from the MLS®
3 weeks agoListing first seen on site
General Features
Zoning 
NR - Native Residential
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Exterior Features
Lot Features 
WoodedWaterfront
View 
Bay
Waterfront 
Yes
Waterview 
Bay
Community Features
MLS Area 
23 - Upper Matecumbe
Listing courtesy of Coastal Realty of the Florida Keys


Copyright © 2026 Key West Multiple Listing Service. The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (IDX) of the Key West Multiple Listing Service. Real estate listings held by brokerage firms other than Coastal Realty of the Florida Keysare marked with the IDX logo and detailed information about them includes the name of the listing brokers. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information has not been verified, is not guaranteed, and is subject to change.

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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