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77340 Overseas Highway
Islamorada, FL, 33036
Active$3,999,999
77340 Overseas Highway
Islamorada, FL, 33036
Active$3,999,999
2
Bedrooms
2
Bathrooms
928 sqft
Living Area
1963
Year Built
34,409
Lot Size (sqft)
129
Days on Market
Dock Score™
DockOnly54
FairWhat shaped this score
✓Dock with boat lift
✓Bridge-free to bay
✓Fits boats up to ~74ft (est.)
·Waterfront
Est. waterfront~79 ft
DockOnly.com rating, not provided by the MLS or listing broker.
Dock & Water AccessMLS
Open Water Shore Power
AI Aerial Imagery Detection
Dock DetectedBoat Lift DetectedSeawall Detected
Detected by AI from open-source aerial mapping imagery and may not reflect current conditions. This information was not provided by the MLS or listing broker. Always verify dock infrastructure with the listing agent.
Navigation RouteDockOnly
Data sources: SFWMD AHED waterway polygons · FHWA National Bridge Inventory 2024 · Not provided by the MLS or listing broker.
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.
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Location
Islamorada, FL, 33036
No price history available for this property.
Displayed by Blue Mar Real Estate Group Inc., Licensed Florida Real Estate Broker (DBPR CQ1018554) · [email protected]
Listing courtesy of Coldwell Banker Schmitt Islamorada via Florida Keys MLS
Last checked: July 21, 2026
Listing updated: June 5, 2026
© 2026 Florida Keys Board of REALTORS®, Inc. All rights reserved. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange (IDX) program of the Florida Keys Board of REALTORS®. Information is deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change, or withdrawal.
IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Dock Score™
DockOnly54
FairWhat shaped this score
✓Dock with boat lift
✓Bridge-free to bay
✓Fits boats up to ~74ft (est.)
·Waterfront
Est. waterfront~79 ft
DockOnly.com rating, not provided by the MLS or listing broker.
Nearest Bridge Clearances
Florida Keys, critical for tall/large vessels
No bridge data available for this location.
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Mortgage Calculator
Estimate your monthly payment for this waterfront property
20%
$800,000 down
%
Principal & Interest$20,755/mo
Property Tax (est. ~1.2%, varies by county)$4,000/mo
Home Insurance (est.)$250/mo
Total Monthly Payment$25,005
Loan Amount: $3,199,999Rate: 6.75%
Get Pre-QualifiedEstimated payments only. Actual rates and terms may vary.
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Navigation note: Navigation routes show the shortest mapped path to open water. A vessel taller than the binding bridge clearance may still reach open water via a longer alternate route that we don't currently map. Verify navigability with a local captain or surveyor before relying on it.