Single-family home for sale

$3,799,999

77340 Overseas HighwayIslamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 928 Sq ft
  • 34,409 Lot sq ft
  • 1963 Built

About this home

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.

Details

MLS #
B26001957
Property type
Single-family home
Status
Active
Days on market
220
Neighborhood
MATECUMBE OCEAN BAY SEC 2
County
Monroe County
Property taxes
$17,789 (2025)
Waterfront
Yes
Private pool
Yes
View
Bay, Direct Ocean, Pool, Water, Bay View
Cooling
Central Air, Wall/Window Unit(s)
Interior features
Entrance Foyer, Other
Exterior features
Barbeque, Exterior Lights, Open Balcony, Other, Outdoor Shower
Appliances
Microwave, Electric Range, Refrigerator

Location

Estimated payment

$20,697/mo with 20% down at 6.5% for 30 years, including taxes, before insurance.

Adjust in the mortgage calculator

Listing courtesy of Coldwell Banker Schmitt Real E · Elizabeth Jolin. Listing last updated October 19, 2026 6:52 AM.

REALTOR® and MLS logo

The multiple listing information is provided by the MIAMI Association of REALTORS® from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 MIAMI Association of REALTORS®. All rights reserved. The information provided is for consumers' personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Data last updated October 29, 2026 5:33 PM.

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