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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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$5,750,000
Upper Matecumbe Key Islamorada, FL 33036
MLS# 611387
Status: Closed
2 baths  |  3995 sqft


Protected Bayfront
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Protected Bayfront Prime Redevelopment Location outline Gorgeous Bayfront Parcels 81908 & 81910 Overseas Hwy 30,415 sqft combinded Prime Downtown Islamorada Prime Downtown Islamorada MM 82 Prime Boating Area Private Boat Basin Dockage for up to 7 vessels Depth for additional 100' dock Mature Palms Jetty Point Concrete Seawall Cleared Site 10' wide easement to rear property Long Established Bar/ Restaurant 3,995 sqft Commercial Building Commercial Interior Commercial Interior Great Bar Seating Interior Bar Area Large Bar Area Center Stage Open Floor Plan Open Floor Plan Kitchen and Prep Area Kitchen and Prep Area Outdoor Walk-in Cooler Good Signage Amazing Sunsets

Property Description
Once in a lifetime investment in the heart of Islamorada. This exceptional property offers a wide range of potential uses as it includes two Village Center parcels stretching from Highway to Bay, currently featuring a spacious 3,995 sqft restaurant and bar with a coveted 5COP liquor license - no food quota. Village Center zoning allows for multiple use opportunities including, but not limited to, single family estate, multi family compound, luxury townhomes, vacation rentals, restaurants, marinas, wedding venue, general store with package sales, and much more. The property spans 30,415 sqft. Includes a Bayfront boat basin plus plans for an additional 100' dock to be constructed. The Village of Islamorada officially recognizes three waterfront market-rate dwelling units . The three waterfront Transferable Development Rights (TDRs) can be utilized onsite, transferred to another location, or sold to a receiver site. The Village Center Zoning would allow up to 8 market-rate dwelling units to be developed on site for a new luxury townhome community, with the transfer in of additional TDRs. Whether you're looking to rehab a local iconic business, start a new business, redevelop the entire site, or create a spectacular residential estate, this unicorn property is perfectly located. ***Buyer to verify ALL information to be accurate***

Details
Documents
Contract Information
Current Price: $5,750,000
Listing Date: 2024-09-07
Listing Board: Florida Keys
Leased Price Monthly: $5,750,000
Limited Representation: No
As is Rght to Inspct: Yes
For Sale/Lease: For Sale
Potential Short Sale: No
Bank Owned: No
Species List: No
Location, Tax & Legal
Key/Island: Upper Matecumbe Key Islamorada
State/Province: FL
Zip Code: 33036
Subdivision: Strattons (82.5)
County: Monroe
Area: 23 - Upper Matecumbe
General Property Description
Realtor.COM Type: Commercial
Style: Commercial
Lot Size: 100x 288
Lot SqFt: 30415
Waterfront: Yes
Control Depth: 4
Business Name: Woody's
Building SqFt: 3995
SqFt Source: Property Data Card
Living Apx SqFt: 3995
Year Built: 1963
Half Baths: 2
Total Baths: 2
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Dockage
Seawall: Concrete
Financial Status
Bank Owned: No
Potential Short Sale: No
Status Change Info
Under Contract Date: 2026-06-22
Leased Date: 2026-08-19
Leased Price Monthly: $5,750,000
Status: Closed
Property Features
Type: Bar; Restaurant
Waterfront: Bay Front; Open Water
Waterview: Bay/Gulf View
Dockage: Basin
Utilities: Buyer to Verify; FKAA; Municipal Sewer
Appliances: Refrigerator
Construction: CBS
Land Size: 1/2 - Less Than 1 AC
Fee Includes: Other
Listing Documents
View Document Village Center Zoning Code
View Document 81908 Overseas Hwy Survey
View Document 81910 Overseas Hwy Survey

Listing Office: Ocean Sotheby's International Realty

Last Updated: September - 21 - 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)