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Land with Home for Sale in Plantation Key, Florida

87445 Old Hwy, Plantation Key, FL 33036

$3,995,000
1.82 acres
Active sale
Est $22,403/mo

Discover a rare opportunity to own an exceptional oceanfront estate in the heart of Islamorada that seamlessly combines luxury living with an established, successful vacation rental history. Situated on 1.82 private acres with approximately 225 feet of ocean frontage, this Residential Estate-zoned property is currently licensed for legal 7-day vacation rentals, making it one of the limited number of properties within the Village of Islamorada offering this highly sought-after privilege. With a documented history as a successful income-producing vacation rental, this property offers the opportunity to enjoy an extraordinary Florida Keys lifestyle while rental income may help offset the costs of ownership. A gated entrance welcomes you through a majestic Royal Palm-lined circular driveway to an impressive, covered portico. Inside, a dramatic foyer and elegant wrought-iron staircase set the tone for a home featuring five spacious bedrooms, four beautifully appointed bathrooms, and breathtaking ocean views throughout. Enjoy spectacular sunrises from the observation pier or relax year-round in the heated and chilled saltwater pool. The home is beautifully appointed with quartz countertops, premium appliances, impact-resistant windows, and exceptional craftsmanship throughout. Whether you're seeking a luxurious private residence or a proven income-producing property to help offset costs, this ideal combination of both is a remarkable Islamorada estate that offers an exceptional blend of privacy, oceanfront beauty, and one of the most desirable licensed weekly vacation rental opportunities in the Florida Keys.

4,014
Sq feet
5
Beds
4
Full baths
1999
Built

Location

Street address
87445 Old Hwy
Zip code
33036
Community
Plant Beach (87.5)
Elevation
2 feet
Coordinates
24.9661, -80.5603

Directions

Mile Marker 87 oceanside on Old Hwy

Property details

Acreage
1.82 acres79,279 sq ft
Zoning
RE - Residential Estate
MLS #
FLKEYSMLS 620430
Posted

Property taxes

2025
$23,896

Parcels

  • 00415170000000

Legal description

Details and features

Listing

Type
Residential
Subtype
Single Family Residence

Lot

View
Ocean, Water
Waterfront
Ocean Front

Exterior

Fencing
Privacy
Pool
Patio, Porch
Features
Privacy Wall/Fence

Structure

Heating
Central, Electric
Cooling
Central Air
Materials
CBS, Concrete
Roof
Metal

Interior

Rooms
Bathroom x 4, Bedroom x 5
Flooring
Tile
Appliances
Dishwasher, Dryer, Microwave, More Appliances, Oven, Refrigerator, Stainless Steel Appliance(s), Washer
Features
Quartz Countertops

Listing history

DateEventPriceChangeSource
Jan 23, 2026New listing$3,995,000FLKEYSMLS
Dec 6, 2025Listing removed$4,495,000Listing agent
Sept 10, 2025New listing$4,495,000FLKEYSMLS
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This 1.82-acre property is located at 87445 Old Hwy in Plantation Key, FL 33036. The property is available for sale, priced at $3,995,000. It has a 4,014 square foot 5-bedroom, 4-bath house built in 1999.

Listed by Ocean Sotheby's International Realty, (305) 712-8888

Checked 2 hours agoUpdated Source

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