77340 Overseas Highway
Islamorada, FL 33036
2
Bed
2
Bath
928Sqft
34,409Sqft(Lot)
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
Map
Map
What's Nearby
Nearby Areas
Features
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Bedroom Information
Total beds: 2Bathroom Information
Total Baths: 2 Full Baths: 2Roofing Information
Fiberglass, FlatFlooring Information
Tile -
Interior Features
BedroomOnMainLevel, EntranceFoyer, EatInKitchen, MainLevelPrimary, SeparateShowerRoof: Fiberglass, FlatAppliances: ElectricRange, Microwave, RefrigeratorLaundry Features: LaundryCloset -
Heating & Cooling
Has Heating: Yes Heating: Electric Has Cooling: Yes Cooling: CentralAir, WallWindowUnits Water front: 1
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Building Information
Year Built: 1963Building Area Total: 1922Construction Materials: BlockStories: 2Frontage Length: 79.00Patio And Porch Features: Open, Patio, BalconyPool Features: OtherPrivate Pool: YesWater front Features: Bayfront,CanalAccess,CanalFront,Mangrove,NoFixedBridges,OceanAccessView: Bay, Ocean, Pool, Water -
Exterior Features
Exterior Features: Balcony, Barbecue, Lighting, OutdoorLivingArea, OutdoorShower, Other
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Lot Information
Lot Dimensions: 34409 Main Square Feet: 34409 Lot Size Acres: 0.79 Lot Description: OversizedLotProperty Information
Subdivision: MATECUMBE OCEAN BAY SEC 2 Source Property Type: Residential Postal Code Plus 4: 3900 Property SubType: Single Family Residence Direction Faces: West Levels: Two Property Age: 63
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Listing Price Information
Listing Price: $3999999Cash, Conventional, FHA, VaLoan
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Tax Information
Parcel Number: 00397200000000 Tax Year: 2025 Annual Tax: $17789.1 Tax Legal Desc: BK 5 LT 5 MATECUMBE OCEAN BAY SEC 2 PB2-98 LOWER MATECUMBE KEY
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Virtual Tour
Parking Information
Parking Total: 1 AttachedCarport, Boat, Covered, Carport, Driveway, Guest, RvAccessParking, UnpavedGarage Information
Pets Allowed: NoPetRestrictions, Yes
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School Information
Elementary School: Plantation Key Junior High School: Plantation Key Senior High School: Coral Shores -
Utility Information
CableAvailable -
Location Information
WaterSource: Public
How much is this property worth?
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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 07/23/2026 @ 13:59
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