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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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$6,750,000
82900 Old Highway
Upper Matecumbe Key Islamorada, FL 33036
MLS# 607307



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Primary Over 7 Acres Appx Property Lines Natural Sandy Beachfront Upper Matecumbe Key Appx Property Lines Atlantic Views Heart of Islamorada Appx Property Lines Direct Oceanfront Appx Property Lines Over 700 ft of Waterfront Appx Property Lines One of the Largest Residential Parcels Appx Property Lines Building Right Assigned Appx Property Lines Sandy Beachfront Appx Property Lines Private Location Lush Native Landscaping Private Estate Location Appx Property Lines Build Your Home Here Appx Property Lines

Property Description
OCEANFRONT ACREAGE IN HEART OF ISLAMORADA! Discover a unique opportunity to own oceanfront acreage right in the heart of Islamorada, the jewel of the Florida Keys. This remarkable property encompasses over 7 acres of pristine upland, complemented by baybottom, and comes with a coveted building right, allowing you to create your dream estate. With an astonishing 700 feet of direct Atlantic beachfront, your oasis in paradise awaits. Nestled in the vibrant community of Upper Matecumbe Key, you have the canvas to craft your vision, with space for your main residence, a caretaker cottage, a detached guest house, a tennis court, and even a charming boardwalk leading to your very own private sandy beach. Not only does this piece of paradise offer unparalleled beauty and space, but it also boasts zoning that allows for weekly rental potential, making it a valuable investment. Seize the opportunity to make your waterfront dreams a reality in the Florida Keys. This is your chance to create a legacy estate that combines coastal luxury with the convenience of town living. Don't miss out on this once-in-a-lifetime opportunity!

Details
Maps
Documents
Contract Information
Listing Board: Florida Keys
Limited Representation: No
As is Rght to Inspct: Yes
Potential Short Sale: No
Bank Owned: No
Current Price: $6,750,000
Listing Date: 2023-11-06
List Price: $6,750,000
Location, Tax & Legal
City: ISLAMORADA
Mile Marker: 83
Marathon Neighborhood: N/A
Side: Ocean
Flood Zone: AE,AE,AE,VE,AE,VE,VE
Alternate Key #: 1496774
Add'l Parcel #1: 8 additional parcels
Parcel #: 00404520-000000
Zoning: NR - Native Residential
Deed Restrictions: No
Legal: THE PEACON-LEATHERMAN TR UPPER MATECUMBE KEY TR 2 OR552-198 OR825-2125/26 OR1477-1562 OR1477-1563 OR1684-2330/33 OR1989-
Taxes: 6714.94
Tax Year: 2022
Street #: 82900
Street Name: Old
Street Suffix: Highway
Key/Island: Upper Matecumbe Key Islamorada
State/Province: FL
Zip Code: 33036
County: Monroe
Subdivision: Peacon-Leatherman (83.0)
Area: 23 - Upper Matecumbe
General Property Description
Realtor.COM Type: Vacant Land
Waterfront: Yes
Control Depth: 2
Lot SqFt: 339102
Lot Sqft Source: Tax Records
Total Lots: 6
Survey Available: Yes
Remarks & Misc
Remarks – Consumer: OCEANFRONT ACREAGE IN HEART OF ISLAMORADA! Discover a unique opportunity to own oceanfront acreage right in the heart of Islamorada, the jewel of the Florida Keys. This remarkable property encompasses over 7 acres of pristine upland, complemented by baybottom, and comes with a coveted building right, allowing you to create your dream estate. With an astonishing 700 feet of direct Atlantic beachfront, your oasis in paradise awaits. Nestled in the vibrant community of Upper Matecumbe Key, you have the canvas to craft your vision, with space for your main residence, a caretaker cottage, a detached guest house, a tennis court, and even a charming boardwalk leading to your very own private sandy beach. Not only does this piece of paradise offer unparalleled beauty and space, but it also boasts zoning that allows for weekly rental potential, making it a valuable investment. Seize the opportunity to make your waterfront dreams a reality in the Florida Keys. This is your chance to create a legacy estate that combines coastal luxury with the convenience of town living. Don't miss out on this once-in-a-lifetime opportunity!
Directions: Turn onto Old Highway as you enter Upper Matecumbe Key. Look for signs on left/oceanside.
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
Oceanfront: 1
Open Water: 1
Waterview
Ocean View: 1
Open Water View: 1
Location/Site
Water Frontage: 1
Existing Utilities
None: 1
BuildingPermit
Other Permit: 1
Security
No Security: 1
Land Size
5 Less Than 10 Acres: 1
Terms
Buyer Obtain Finance: 1
No Seller Finance: 1
Title
Title Ins - Buyer: 1
Financial Status
Bank Owned: No
Potential Short Sale: No
Status Change Info
Status: Active
Property Features
Tax Exemptions: None
Waterfront: Oceanfront; Open Water
Dockage: None
Waterview: Ocean View; Open Water View
Existing Utilities: None
BuildingPermit: Other Permit
Security: No Security
Land Size: 5 Less Than 10 Acres
Terms: Buyer Obtain Finance; No Seller Finance
Title: Title Ins - Buyer
Listing Documents
View Document Proposed Building Site
View Document Proposed Main Floor Plans
View Document Proposed Ground Floor Plan
View Document Survey
View Document All Tax Parcels

Listing Office: Ocean Sotheby's International Realty

Last Updated: October - 30 - 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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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)