Close Menu
Florida Real Estate Wire – Real Estate NewsFlorida Real Estate Wire – Real Estate News
  • Florida Real Estate Market
  • Florida News by Region
    • Miami Dade Florida
    • Broward County Florida
    • Palm County Florida
    • Hillsborough County Florida
  • Rent In Florida
  • Investment Realty
  • Luxury Real Estate
  • Real Estate
What's Hot

Florida Investor Expands St. Paul Footprint With Acquisition of Two Downtown Office Towers

September 14, 2026

Miami’s Five Most Coveted Gated-Community Streets, Ranked by Luxury and Potential

September 14, 2026

Miami’s Five Most Coveted Gated-Community Streets—and What They Cost

September 14, 2026
Facebook X (Twitter) Instagram
Florida Real Estate Wire – Real Estate NewsFlorida Real Estate Wire – Real Estate News
Subscribe
  • Florida Real Estate Market

    Miami’s Five Most Coveted Gated-Community Streets—and What They Cost

    September 14, 2026

    Maison d’Or Sets a New Benchmark With $39.7 Million West Palm Beach Penthouse

    September 14, 2026

    Hillsborough’s priciest home sale reaches $1.49 million as nine deals top $6.5 million

    September 14, 2026

    Nick Rojo, South Florida Housing Developer, Dies at 44

    September 13, 2026

    Melbourne’s Jasmine Cove Apartments Sell for $5.4 Million as Multifamily Interest Continues

    September 13, 2026
  • Florida News by Region
    1. Miami Dade Florida
    2. Broward County Florida
    3. Palm County Florida
    4. Hillsborough County Florida
    5. View All

    Miami’s Five Most Coveted Gated-Community Streets—and What They Cost

    September 14, 2026

    Miami’s Five Most Coveted Gated-Community Streets, Ranked by Luxury and Potential

    September 14, 2026

    Inter Miami CF and Pura Vida Renew Partnership With Limited-Edition “Miami Vice” Smoothie

    September 13, 2026

    The Triangle breaks ground, bringing 112 workforce homes to Miami’s Health District

    September 13, 2026

    Pompano Beach apartment community changes hands in $73 million Broward deal

    September 14, 2026

    Nick Rojo, South Florida Housing Developer, Dies at 44

    September 13, 2026

    Goldman Sachs, Kerra Make $227.5 Million Bet on Broward Apartments

    September 12, 2026

    Charles Cohen Revives South Florida Ambitions With $350M Dania Beach Office Project

    September 12, 2026

    Maison d’Or Sets a New Benchmark With $39.7 Million West Palm Beach Penthouse

    September 14, 2026

    West Palm Beach Dealership Seeks Rezoning for Potential Major Redevelopment

    September 13, 2026

    Related Ross Acquires Boca Raton’s Former IBM Campus With Ares Financing

    September 11, 2026

    Briskel Pointe launches in East Boca Raton with 20 luxury townhomes

    September 11, 2026

    Hillsborough’s priciest home sale reaches $1.49 million as nine deals top $6.5 million

    September 14, 2026

    Colterra Capital Sells Trinity Village Center Near Tampa for $23 Million

    September 12, 2026

    Edge at 1702 Sells for $70 Million as South Tampa Apartment Values Reset

    September 11, 2026

    Ashleigh McGlothlin Listed as Panama City Realtor in Florida Realtors Record

    September 9, 2026

    Florida Investor Expands St. Paul Footprint With Acquisition of Two Downtown Office Towers

    September 14, 2026

    Miami’s Five Most Coveted Gated-Community Streets—and What They Cost

    September 14, 2026

    Miami’s Five Most Coveted Gated-Community Streets, Ranked by Luxury and Potential

    September 14, 2026

    Florida Home Sales Extend Winning Streak to 11 Straight Months

    September 14, 2026
  • Rent In Florida

    17-Story Vacation Rental Tower Proposed Near SeaWorld on International Drive

    September 13, 2026

    2900 Terrace Tops Out in Edgewater, Setting the Stage for 2027 Rental Delivery

    September 12, 2026

    The Triangle breaks ground with 112 workforce apartments in Miami’s Health District

    September 12, 2026

    Atlas Invest closes $1.19 million bridge loan for occupied Florida multifamily property

    September 10, 2026

    Greystar Eyes Sunrise Shopping Center Site for 270-Unit Apartment Community

    September 10, 2026
  • Investment Realty

    Florida Investor Expands St. Paul Footprint With Acquisition of Two Downtown Office Towers

    September 14, 2026

    Cuadra Capital Expands Retail Portfolio With 250,000-Square-Foot Acquisition

    September 14, 2026

    Hudson Pacific Wins More Time on $1.1 Billion Hollywood Media Portfolio Loan

    September 14, 2026

    Morgan Stanley Expands Florida Seniors Housing Footprint With 300-Unit Acquisition

    September 13, 2026

    Florida Investor Takes Control of Key Downtown St. Paul Office Properties

    September 13, 2026
  • Luxury Real Estate

    Miami’s Five Most Coveted Gated-Community Streets—and What They Cost

    September 14, 2026

    Miami’s Five Most Coveted Gated-Community Streets, Ranked by Luxury and Potential

    September 14, 2026

    Maison d’Or Sets a New Benchmark With $39.7 Million West Palm Beach Penthouse

    September 14, 2026

    Nick Rojo, South Florida Housing Developer, Dies at 44

    September 13, 2026

    Golden Beach mansion leads Miami-Dade’s $79.8 million luxury contract week

    September 13, 2026
  • Real Estate

    Florida Investor Expands St. Paul Footprint With Acquisition of Two Downtown Office Towers

    September 14, 2026

    Miami’s Five Most Coveted Gated-Community Streets—and What They Cost

    September 14, 2026

    Miami’s Five Most Coveted Gated-Community Streets, Ranked by Luxury and Potential

    September 14, 2026

    Cuadra Capital Expands Retail Portfolio With 250,000-Square-Foot Acquisition

    September 14, 2026

    Florida Home Sales Extend Winning Streak to 11 Straight Months

    September 14, 2026
Florida Real Estate Wire – Real Estate NewsFlorida Real Estate Wire – Real Estate News
Broward County Florida

Barstool Sports Founder Dave Portnoy Shatters Records with Lavish Florida Keys Estate Purchase

November 2, 2025
Dave Portnoy's Florida Keys estate purchase
Share
Facebook Twitter LinkedIn Pinterest Email

Barstool Sports founder Dave Portnoy has reportedly acquired a sprawling estate in the Florida Keys, setting a new benchmark for residential real estate in the exclusive region. The purchase marks a significant investment for the media personality, known for his outspoken style and entrepreneurial ventures.

Key Takeaways

  • Dave Portnoy, the founder of Barstool Sports, has purchased a record-breaking compound in the Florida Keys.
  • The estate is situated on a private island, offering unparalleled exclusivity and luxury.
  • The transaction sets a new high for residential sales in the Florida Keys.

A Record-Breaking Acquisition

Dave Portnoy, the dynamic force behind the popular sports and pop culture website Barstool Sports, has made headlines once again, this time for his real estate dealings. He has reportedly purchased a magnificent compound located in the Florida Keys, a chain of tropical islands known for their pristine beaches and luxurious waterfront properties. This acquisition is not just any property purchase; it has set a new record for the most expensive residential sale in the history of the Florida Keys.

The estate, which spans an impressive 2.2 acres, is situated on its own private island, offering an extraordinary level of seclusion and privacy. The compound itself is a marvel of design and luxury, featuring a main residence and several guest houses, providing ample space for both living and entertaining. The property boasts extensive amenities, including multiple swimming pools, a private dock, and breathtaking panoramic views of the turquoise waters that surround it.

Unparalleled Luxury and Exclusivity

Sources familiar with the transaction indicate that the property was listed for $20 million, though the final sale price has not been officially disclosed. The compound’s unique location on a private island underscores the exclusivity and high-end nature of the deal. This purchase solidifies Portnoy’s status as a significant player in the luxury real estate market, particularly in sought-after coastal destinations.

The Florida Keys have long been a desirable location for the wealthy and famous, attracting those who seek a tropical paradise combined with a relaxed yet sophisticated lifestyle. Portnoy’s acquisition of this record-breaking estate is a testament to the enduring appeal of the region and its capacity to command top dollar for exceptional properties.

[link-whisper-related-posts]

Related Posts

Florida Investor Expands St. Paul Footprint With Acquisition of Two Downtown Office Towers

September 14, 2026

Miami’s Five Most Coveted Gated-Community Streets—and What They Cost

September 14, 2026

Miami’s Five Most Coveted Gated-Community Streets, Ranked by Luxury and Potential

September 14, 2026

Cuadra Capital Expands Retail Portfolio With 250,000-Square-Foot Acquisition

September 14, 2026
Florida Real Estate Newsletter

Headlines delivered weekly


Top Picks

Florida Investor Expands St. Paul Footprint With Acquisition of Two Downtown Office Towers

September 14, 2026

Houzeo Enhances Home Buying Experience with New ‘Collections’ Feature in Florida

September 1, 2025

Orion Real Estate Group Sells Jupiter Shopping Center for $52.8 Million

September 1, 2025

Real Estate Visionary Rodolfo A. Rios Unveils Essential Guide for Developers in Miami

September 1, 2025
Latest Posts

Florida Investor Expands St. Paul Footprint With Acquisition of Two Downtown Office Towers

September 14, 2026

Miami’s Five Most Coveted Gated-Community Streets, Ranked by Luxury and Potential

September 14, 2026

Miami’s Five Most Coveted Gated-Community Streets—and What They Cost

September 14, 2026
© 2026 Florida Real Estate Wire. All Rights Reserved.
  • About Us
  • Contact Us
  • Privacy Policy
  • Terms and Conditions
  • Disclaimer

Type above and press Enter to search. Press Esc to cancel.