77340 Overseas HighwayIslamorada, FL 33036MLS Number B26001957

  • Price: $3,999,999
  • Est. Mortgage of $/month
  • 108 Days on Market
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Federal 30-year interest rate: 6.49% last updated on Jun 25, 2026
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77340 Overseas Highway Islamorada FL 3303677340 Overseas Highway Islamorada FL 3303677340 Overseas Highway Islamorada FL 3303677340 Overseas Highway Islamorada FL 3303677340 Overseas Highway Islamorada FL 3303677340 Overseas Highway Islamorada FL 3303677340 Overseas Highway Islamorada FL 3303677340 Overseas Highway Islamorada FL 3303677340 Overseas Highway Islamorada FL 3303677340 Overseas Highway Islamorada FL 3303677340 Overseas Highway Islamorada FL 3303677340 Overseas Highway Islamorada FL 3303677340 Overseas Highway Islamorada FL 3303677340 Overseas Highway Islamorada FL 3303677340 Overseas Highway Islamorada FL 3303677340 Overseas Highway Islamorada FL 3303677340 Overseas Highway Islamorada FL 3303677340 Overseas Highway Islamorada FL 3303677340 Overseas Highway Islamorada FL 3303677340 Overseas Highway Islamorada FL 3303677340 Overseas Highway Islamorada FL 3303677340 Overseas Highway Islamorada FL 3303677340 Overseas Highway Islamorada FL 3303677340 Overseas Highway Islamorada FL 3303677340 Overseas Highway Islamorada FL 3303677340 Overseas Highway Islamorada FL 33036
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  • 2Bedrooms
  • 0.79Acreage
  • 2Bathrooms
  • 1963Year Built
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.
Listing by Coldwell Banker Schmitt RE Co

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Ocean Estate Properties
Office: 561-504-9226
500 NE Spanish River Boulevard
Suite 104
Boca Raton, FL 33431

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Tax Information

  • Tax Legal Description BK 5 LT 5 MATECUMBE OCEAN BAY SEC 2 PB2-98 LOWER MATECUMBE KEY
  • Tax Year 2025
  • Taxes$17,789

Basic Information

  • List Price$3,999,999
  • MLS NumberB26001957
  • Modification Date06/23/2026
  • Property SubTypeSingle Family Residence
  • Property TypeResidential
  • StatusACT
  • Virtual TourView Tour

Interior

  • Flooring Tile
  • Furnished Partially

Utilities

  • Electric 100 Amp Service
  • Heat SystemElectric
  • Heating YN Yes
  • Utilities Cable Available
  • Waste Water DisposalPublic Sewer

Water Body

  • Water AccessPublic
  • Water FeaturesBayfront, Canal Access, Canal Front, Mangrove, No Fixed Bridges, Ocean Access
  • WaterfrontYes

Legal

  • Parcel Number 00397200000000
  • Universal Parcel Id urn:reso:upi:2.0:US:12087:00397200000000

School Information

  • Elementary SchoolPlantation Key
  • High SchoolCoral Shores
  • Junior HighPlantation Key

Rooms

  • Bathroom2
  • Bedrooms2
  • Full Bath2
  • Laundry Features Laundry Closet
  • Main Level Bathrooms 1
  • Main Level Bedrooms 1

Building

  • Building ConstructionBlock
  • Entry Level 1
  • Stories2
  • Structure Type House
  • Year Built1963

Property Information

  • Acreage0.79
  • Frontage Length Remarks 79
  • Frontage Type Waterfront
  • Lot Features Oversized Lot
  • Lot Size Dimensions 34409
  • Occupant Type Vacant
  • Patio And Porch Features Open, Patio, Balcony
  • Property Condition Updated/Remodeled
  • Property Sub Type Additional Single Family Residence
  • Property View DescriptionBay, Ocean, Pool, Water
  • Square Feet928
  • View YN Yes

Parking

  • Carport Spaces 1
  • Carport YN Yes
  • Parking Features
    • Attached Carport
    • Boat
    • Carport
    • Covered
    • Driveway
    • Guest
    • RV Access/Parking
    • Unpaved
  • Parking Total 1

Location

  • Address77340 Overseas Highway
  • AreaOther Florida County
  • Building Number77340
  • CountyMonroe
  • StateFL
  • StreetOverseas Highway
  • SubdivisionMatecumbe Ocean Bay Sec 2
  • TownIslamorada
  • Zip33036

Exterior

  • Exterior Features
    • Balcony
    • Barbecue
    • Lighting
    • Other
    • Outdoor Living Area
    • Outdoor Shower
  • Fencing Partial
  • RoofFiberglass, Flat

Amenities

  • Appliances IncludedElectric Range, Microwave, Refrigerator
  • Cooling Central Air, Wall/Window Unit(s)
  • Cooling YN Yes
  • Other AmenitiesPool, Tennis, Waterfront, Water View
  • PetsNo Pet Restrictions, Yes
  • Pool Features Other
  • Pool Private YN Yes

Other

  • Date Listed03/14/2026
  • Possession Close Of Escrow, Negotiable
  • Special Listing Conditions Standard, Listed As-Is

Based on information submitted to BeachesMLS as of June 30, 2026 12:32 AM UTC . All data is deemed reliable but is not guaranteed accurate by the MLS. All information should be independently reviewed and verified for accuracy. IDX information is provided exclusively 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.

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