Active Open Saturday 07/25 2 PM-4 PM

77340 Overseas Highway HIGHWAY

Islamorada, FL 33036
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$3,999,999 $16,864/Mo
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Bed 2

Bed

Bath 2

Bath

SqFt928

Sqft

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 curr ently 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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Detail Ic Property Details

Property Type : Residential - Single Family

Price : $3,999,999

AD Id : 76121656

MLS Id : 619064

Beds : 2

Living Area Size : 928

Year Built : 1963

County : Monroe

Subdivision: West Dade Land

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  • 07/25 2 PM-4 PM
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Feature Features

  • Bedroom Information

    Total Bedrooms: 2 Laundry Room

    Bathroom Information

    Total Baths: 2 Full Baths: 2

  • Interior Features

    Appliances: Dryer,Microwave,Oven,Refrigerator,Dishwasher

  • Heating & Cooling

    Cooling: Central Air Water Front: Yes Open Water Canal View

  • Building Information

    Year Built: 1963 Total Units: 1.00 Floor Location: 34409 Construction: CBS

  • Pool Information

    In Ground,Decked

  • Lot Information

    Lot Dimensions: X Lot SqFt: 34,409 Lot SqFt Source: Tax Records BK 5 LT 5 MATECUMBE OCEAN BAY SEC 2 PB2-98 LOWER MATECUMBE KEY

  • Property Information

    SQ ft (Living Area): 928 View: Canal View Subdivision: Matecumbe Ocean Bay (75.0) Stories: 2 Stories

  • Listing Price Information

    List Price: $3,999,999

  • Tax Information

    Taxes: $17,789 Tax Year: 2025 Parcel Number: 00397200-000000 Tax Exemptions: None

  • Virtual Tour

    Virtual Tour (External Link)

  • Multi-Unit Information

    Pets Allowed: Pets Allowed

  • Homeowners Association Information

    Mandatory Home Owners Asc: No 1st Right of Refusal: No Association Fee: $0.00

  • Utility Information

    FKAA,Elect Separate Meter,Buyer to Verify,Municipal Sewer
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
102 Anglers Way, Islamorada, FL, 33036 $1,150,000 2 3 1,376 1,376 SqFt
88351 Old Highway HIGHWAY, Islamorada, FL, 33036 $15,990,000 6 9 7,590 7,590 SqFt
87895 Old Highway HIGHWAY, Islamorada, FL, 33036 $24,995,000 5 8 9,011 9,011 SqFt
88110 Overseas Highway, Islamorada, FL, 33036 $6,999,000 4 5 2,797 2,797 SqFt
87950 Overseas Highway .., Islamorada, FL, 33036 $3,800,000 5 3 2,464 2,464 SqFt
87445 Old Highway HIGHWAY, Islamorada, FL, 33036 $3,995,000 5 4 4,014 4,014 SqFt
87429 Old Highway HIGHWAY, Islamorada, FL, 33036 $18,999,000 6 8 6,692 6,692 SqFt
87429 Old Highway, Islamorada, FL, 33036 $18,999,000 6 6 6,054 6,054 SqFt
316 North Drive DRIVE, Islamorada, FL, 33036 $2,400,000 3 4 2,309 2,309 SqFt
316 N Dr, Islamorada, FL, 33036 $2,400,000 3 4 --

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ByOwner last updated this listing 07/25/2026 @ 19:40

MLS: 619064 LISTED BY: Elizabeth Jolin , Coldwell Banker Schmitt Islamorada 305-664-4470 SOURCE: Florida Keys MLS, Inc.

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