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75433 Overseas Highway HIGHWAY

Islamorada, FL 33036
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Bed 4

Bed

Bath 4

Bath

SqFt2,624

Sqft

Wake up to the sunrise over the Atlantic from this private oceanfront retreat offering two separate residences, a sandy beach, and direct access from Highway to Ocean. This unique property offers a 3BD/3BA main residence plus a separate 1BD/1BA guest house, ideal for extended family, visiting friends, private home, or income producing estate. Enjoy a sandy beach, pool, two beachside tiki huts, observation pier, concrete boat ramp and rock jetties for tide protection, creating the ultimate setting for entertaining and waterfront living. Extensive upgrades include impact windows and doors, metal roof, A/C, stucco, paint, appliances and more. With abundant parking for cars, boats, trailers, toys and guests, there is room for everyone. Just minutes by boat to Alligator Lighthouse and nearby Caloosa Marina for fuel, ice, boat storage and food. A rare opportunity to own a true oceanfront Keys compound with space, privacy and a stunning view!

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Detail Ic Property Details

Property Type : Residential - Single Family

Price : $3,999,000

AD Id : 91175713

MLS Id : 621270

Beds : 4

Living Area Size : 2,624

Tax Amount : 22730.60

Year Built : 1970

Garage : 1.00

County : Monroe

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Feature Features

  • Bedroom Information

    Total Bedrooms: 4 Laundry Room

    Bathroom Information

    Total Baths: 4 Full Baths: 4
  • Interior Features

    Tankless Hot Wtr Htr,LED Lighting Appliances: Washer,Stainless Steel Appliance(s),Wine Cooler,Freezer,Microwave,Oven,Refrigerator,Dishwasher,Dryer
  • Roofing Information

    Metal Roof,Concrete Roof

    Flooring Information

    Tile,Concrete

    Heating & Cooling

    Cooling: Central Air Water Front: Yes Oceanfront,Open Water Ocean View

    Window Information

    Window Treatments: Impact Rstnce Doors

  • Building Information

    Year Built: 1970 Total Floors: 1 Total Units: 2.00 Floor Location: 23250 Construction: Concrete,Stucco Security System: No Security Roof: Metal Roof,Concrete Roof
  • Exterior Features

    Chickee Hut,Sandy Beach,Fencing

    Pool Information

    In Ground,Concrete

  • Lot Information

    Lot Dimensions: 100 X 230 Lot SqFt: 23,250 Lot SqFt Source: Property Data Card Lt 74 & Adj Bay Btm Matecumbe Ocean Bch Sec A Lower Matecumbe Pb2-39 Or238-293(Ii Deed 21889) Or373-122 Or467-801 Or485-
  • Property Information

    SQ ft (Living Area): 2,624 View: Ocean View Subdivision: Mat Ocean Beach (75.0) Stories: 1 Story

  • Listing Price Information

    List Price: $3,999,000

  • Tax Information

    Taxes: $22,731 Tax Year: 2025 Parcel Number: 00398950000000 Tax Exemptions: None

  • Multi-Unit Information

    Pets Allowed: Pets Allowed
  • Homeowners Association Information

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

  • Utility Information

    FKAA
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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 1,050 Sqft
Residential, Islamorada, FL, 33036 $22,500,000 7 9 -- --
88351 Old Highway HIGHWAY, Islamorada, FL, 33036 $14,990,000 6 9 7,590 --
144 N Rolling Hill Road.., Islamorada, FL, 33036 $6,195,000 4 5 3,284 --
87895 Old Highway HIGHWAY, Islamorada, FL, 33036 $24,995,000 5 8 9,011 --
88110 Overseas Highway, Islamorada, FL, 33036 $6,999,000 4 5 2,797 31,500 Sqft
87950 Overseas Highway .., Islamorada, FL, 33036 $3,800,000 5 3 2,464 --
87429 Old Highway HIGHWAY, Islamorada, FL, 33036 $18,999,000 6 8 6,692 --
130 Palm Lane LANE, Islamorada, FL, 33036 $2,250,000 3 3 2,796 --
316 N Dr, Islamorada, FL, 33036 $2,400,000 3 4 -- --

ByOwner last updated this listing 09/13/2026 @ 15:39

MLS: 621270 LISTED BY: Kelsey Caputo - Frins , Berkshire Hathaway HomeServices Keys Real Estate - Islamorada 305-664-4444 SOURCE: Florida Keys MLS, Inc.

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