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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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$3,999,999
77340 Overseas Highway
Lower Matecumbe, FL 33036
MLS# 619064
2 beds  |  2 baths  |  928 sqft


Spectacular Parcel
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Spectacular Parcel Instant Bay and Ocean Access 2 Bed, 2 Bath Home on Site Welcoming Porch Open Sky Views 35' View from Rooftop 42' View to Florida Bay Modern Interior Rent While you Build Ready for Rental or Gracious Living Tidy Kitchen Downstairs Downstairs Living Space Deep Water Canal with Lift and T-Dock Lower Matecumbe Location Covered Parking Pool Home Outdoor Living Spacious Backyard Multi Use Seawall Deep Water Basin Seawall and T-Dock Stunning Location Rooftop Ocean Views upon Rebuild

Property Description
Estate Opportunity Spanning 34,409 SF, this exceptional parcel offers a scale uncommon in Islamorada, providing the foundation for a spectacular Florida Keys residential estate. The exceptional lot size allows a discerning buyer to imagine the best. The site easily accommodates the vision of an estate property with pool, tennis or pickleball court, expansive outdoor living, caretaker's cottage, and generous waterfront dockage--all while maintaining privacy rarely achieved in the Keys. Positioned on a deep basin, the property provides protected dockage while being only seconds from Florida Bay and minutes under the bridge to the Atlantic Ocean, placing world-class backcountry and offshore fishing within immediate reach. An existing legal nonconforming home with a waterfront swimming pool currently sits on the property and may be used as a residence or rental while architectural plans and permits are finalized, offering flexibility during the planning process. For buyers who understand the value of land in the Florida Keys, this offering represents something increasingly difficult to find: the opportunity to create a custom waterfront estate tailored entirely to your vision, rather than inheriting someone else's. A remarkable parcel for a remarkable build.

Details
Maps
Contract Information
Current Price: $3,999,999
Listing Date: 2026-03-13
Listing Board: Florida Keys
Monthly Rent: $3,999,999
As is Rght to Inspct: Yes
Species List: Yes
Location, Tax & Legal
Street #: 77340
Street Name: Overseas
Street Suffix: Highway
Key/Island: Lower Matecumbe
State/Province: FL
Zip Code: 33036
County: Monroe
Subdivision: Matecumbe Ocean Bay (75.0)
Area: 22 - Lower Matecumbe
General Property Description
Realtor.COM Type: Residential - Single Family
Style: Single Family
Waterfront: Yes
Control Depth: 5
Pool: Yes
Year Built: 1963
Total Units: 1
Lot Size: X
Lot SqFt: 34409
Lot Sqft Source: Tax Records
Acres: 0.79
Living Apx SqFt: 928
SqFt Source: Tax Records
Total Bedrooms: 2
Full Baths: 2
Total Baths: 2
Rentals Allowed: With Restrictions
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Dockage
Seawall: Other
Building Style
Above Flood: No
# Stories: 2 Stories
Status Change Info
Status: Active
Property Features
Fee Includes: Other
Tax Exemptions: None
Waterfront: Open Water
Waterview: Canal View
Property Condition: Updated/Remodeled
Vehicle Storage: Open Parking
Furnished: Negotiable
Cooling: Central Air
Utilities: Buyer to Verify; Elect Separate Meter; FKAA; Municipal Sewer
Specialty Rooms: Laundry Room
Appliances: Dishwasher; Dryer; Microwave; Oven; Refrigerator
Pool Info: In Ground; Decked
Construction: CBS
Pets: Pets Allowed
Land Size: 1/2 - Less Than 1 AC

Listing Office: Coldwell Banker Schmitt Islamorada

Last Updated: June - 01 - 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)