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Anchor Line Realty

Anchor Line Realty specializes in buyer brokerage, real estate sales listings, and long term property management in Key West & the Florida Keys.

Call: (305) 766-6835

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$3,900,000
74900 Overseas Highway
Lower Matecumbe, FL 33036
MLS# 620460



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Property Description
A truly once in a generation opportunity to build your dream estate in the heart of Islamorada's coveted Lower Matecumbe. This exceptional vacant homesite is one of the few remaining parcels of its size available in all of Islamorada, offering an incredibly rare combination of breathtaking ocean views and expansive wide canal views. Encompassing over 32,000 square feet, this extraordinary property provides the perfect canvas for a custom waterfront residence designed to capture spectacular sunrises, refreshing ocean breezes, and the unmatched beauty of the Florida Keys. Its unique setting offers the best of both worlds--open water vistas in the front and a wide canal in the rear, creating an unparalleled lifestyle for boating enthusiasts and those seeking privacy, space, and unforgettable scenery. Opportunities to acquire a property of this caliber have become increasingly scarce in Islamorada, where large vacant parcels are exceptionally limited. Whether you're envisioning a private family compound or a legacy waterfront estate, this one-of-a-kind offering represents a chance to create something truly extraordinary in one of the Florida Keys' most desirable destinations.

Details
Maps
Contract Information
Current Price: $3,900,000
Listing Date: 2026-06-30
Listing Board: Florida Keys
Monthly Rent: $3,900,000
Limited Representation: No
Potential Short Sale: No
Bank Owned: No
Location, Tax & Legal
Street #: 74900
Street Name: Overseas
Street Suffix: Highway
Key/Island: Lower Matecumbe
State/Province: FL
Zip Code: 33036
County: Monroe
Subdivision: Mat Sandy Bch (75.0)
Area: 22 - Lower Matecumbe
General Property Description
Realtor.COM Type: Vacant Land
Waterfront: Yes
Control Depth: 5
Lot Dimensions: X
Lot SqFt: 32450
Miscellaneous Info
Mobile Home Lot: No
Financial Status
Bank Owned: No
Potential Short Sale: No
Status Change Info
Status: Active
Property Features
Tax Exemptions: None
Waterfront: Canal Front; Open Water
Dockage: None
Waterview: Canal View; Ocean View; Open Water View
BuildingPermit: Expired Permit; Other Permit
Land Size: 1/2 - Less Than 1 AC

Listing Office: Pine River Realty, LLC

Last Updated: July - 28 - 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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David Austin, Owner/Broker
Anchor Line Realty, LLC
820 Ashe Street
Key West, FL 33040
www.anchorlinerealty.com
[email protected]
305.766.6835
Member, National Association of Realtors (NAR)
Member, Florida Association of Realtors (FAR)
Member, Key West Association of Realtors (KWAR)