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Current MLS Property Details

77340 Overseas Highway, Islamorada, FL 33036

Islamorada, FL, 33036
77340 Overseas Highway, Islamorada, FL 33036

About This Property

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. The 2/2 pool home is updated and ready for refined living.

Property Details

Property Type Single Family Residence
Subdivision MATECUMBE OCEAN BAY SEC 2
Development MATECUMBE OCEAN BAY SEC 2
County Monroe
Waterfront Yes
Private Pool Yes
Original List Price $3,999,999
MLS ID B26001957
Updated Aug 12, 2026
Quick Payment Estimate

What might this home cost each month?

Starting rate: 6.66% 30 year fixed national average · updated Aug. 27, 2026
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%
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$ /mo
Estimated principal & interest $0/mo
P&I + HOA / condo $0/mo
Taxes, insurance, flood coverage and PMI are not included here. Rate is editable and is not a lender quote.
Listing Office: Coldwell Banker Schmitt RE Co • 305-743-5181
Listing Agent: Elizabeth Jolin • 305-393-0994
MLS ID: B26001957
Property information is displayed from the site's BeachesMLS IDX data feed. Information is subject to change and should be independently verified.
Wiley Lulfs
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