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Dave Portnoy Sets Florida Keys Record with $27.8M Waterfront Mansion Sale

Dave Portnoy, the founder of Barstool Sports, has made headlines with his recent purchase of a striking waterfront mansion in the Florida Keys. This property, located in the village of Islamorada, was acquired for $27.75 million, setting a new record for the area.

Details of the Florida Keys Mansion Sale

The waterfront mansion, which had an initial listing price of $31.2 million, signifies Portnoy’s expanding real estate portfolio. The deal not only reflects Portnoy’s investment strategy but also highlights the rising value of properties in the Florida Keys.

About Islamorada

Islamorada, known as the “Sport Fishing Capital of the World,” is situated about an hour south of Miami. This village encompasses four islands and spans approximately 18 linear miles with a total land area of around 3,900 acres. As of the 2023 Census, the population of Islamorada is approximately 7,107 residents.

  • Location: Florida Keys, near Miami
  • Population: Approximately 7,107 (2023 Census)
  • Area: Four islands, 18 linear miles, 3,900 acres

Portnoy’s Real Estate Ventures

Portnoy’s acquisition in the Florida Keys is the latest addition to his impressive real estate portfolio, valued at nearly $95 million. His investments span across multiple states, including New York, Massachusetts, and Florida.

Record Sales in Recent Years

Earlier in 2023, Portnoy also made headlines with the purchase of a Nantucket home for $42 million, which broke multiple records. This property lies on 1.2 acres in the Monomoy area, near the seashore of Nantucket Island.

In August 2023, Portnoy made headlines again when he repurchased Barstool Sports for just $1, after previously selling the company to PENN Entertainment for about $500 million. His financial insights and investments continue to attract attention.

Conclusion

With his recent record-breaking $27.75 million mansion sale in the Florida Keys, Dave Portnoy reinforces his status as a savvy entrepreneur and investor. His strategic real estate decisions reflect the dynamic market of luxury properties in desirable locations.

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