Login

87445 Old Highway, Plantation Key, FL 33036

Plantation Key
Local realty services provided by:CENTURY 21 Circle
87445 Old Highway,Plantation Key, FL 33036
$3,995,000
Virtual Tour
  • 5 Beds
  • 4 Baths
  • 4,014 sq. ft.
  • Single family
  • Active
Listed by: cheri tindall, leslie leopold
Office: ocean sotheby's international realty
MLS#:620430
Source:FL_FKBOR

Price summary

  • Price:$3,995,000
  • Price per sq. ft.:$995.27

About this home

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...

Contact an agent

contact an agent

Yes, I would like more information. Please use and/or share my information with an independent agent affiliated with the CENTURY 21®  brand to contact me about my real estate needs. By clicking Send message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an independent agent affiliated with the CENTURY 21®  brand is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE® , Coldwell Banker® , Corcoran® , ERA® , Sotheby's International Realty® ). I acknowledge that I have read and agree to theTerms of useandPrivacy notice

Home facts

  • Year built:1999
  • Listing ID #:620430
  • Added:30 day(s) ago
  • Updated:July 27, 2026 at 02:57 PM

Rooms and interior

  • Bedrooms:5
  • Total bathrooms:4
  • Kitchen Description:Quartz Countertops
  • Living area:4,014 sq. ft.

Heating and cooling

  • Cooling:Ceiling Fans(s), Central Air
  • Heating:Central, Electric

Structure and exterior

  • Year built:1999
  • Building area:4,014 sq. ft.
  • Lot area:1.82 Acres
  • Construction Materials:Concrete
  • Exterior Features:Privacy Wall/Fence

Finances and disclosures

  • Price:$3,995,000
  • Price per sq. ft.:$995.27
  • Tax amount:$23,895

Features and amenities

  • Amenities:Drapes Included, Window Treatments

Parking

  • Parking description:Carport, Covered, Off Street

New listings near 87445 Old Highway