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87445 Old Hwy
Contingent/Show
+28

$3,995,000

|Est. $23,970/mo

87445 Old Hwy, Plantation Key, FL 33036

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5beds
4baths
4,014sqft
1999year built
Contingent/ShowResidentialSingle Family ResidenceLot 79,279 sqftHOA None47 DOMMLS# 620430

Listed by: Cheri Tindall 305-664-7661, Ocean Sotheby's International Realty 305-712-8888

Source:Florida Keys MLS (FLKMLS)|MLS #620430

What's special

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.

Bedrooms5
Bathrooms4
Year built1999
Home typeSingle Family Residence
Property subtypeResidential
Living area4,014 sqft
Lot size79,279 sqft
RegionPlantation Key, FL
HOA feeNone
Price per square foot$995/sqft
MLS#620430

Preferred Brokerage Partner

Kinsfolk Realty

Kinsfolk Signature Realty

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Price history

DateEventPrice
8/29/2026Listed for sale$3,995,000$995/sqft

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