closed salesFlorida KeysFlorida Keys Real Estatenew listings October 13, 2025

Monday Morning Market Update

Good morning, everyone!

First, I want to take a moment to thank my readers for their patience during my short break last week. I’ve been recovering from surgery and am happy to be back with your weekly look at what’s happening in the Florida Keys real estate market.

This week’s update comes in two parts — new listings and recent sales — so let’s dive right in.

🏡 New Listings

There were 65 new listings added to the MLS this past week, with prices ranging from $319,000 to $3,500,000.
It’s worth noting that a few of these “new” listings are actually properties that were re-entered into the MLS to appear fresh — a common tactic in our market.

Among the standout new entries is a rare listing on coveted Cook’s Island, a true Keys gem for those who crave privacy and waterfront tranquility.

Click here to see the new listings

💰 Recent Sales

On the sales side, we saw 24 closings last week. The highlight? An absolutely stunning oceanfront estate purchased by Barstool Sports founder Dave Portnoy for a record-setting $27,750,000.
This sale is not only headline-worthy but also a strong indicator of continued demand for ultra-luxury properties throughout the Keys.

Click here to see the recent sales

📊 Wrapping It Up

Overall, inventory remains active, with a healthy mix of new and luxury listings making waves across the islands. Whether you’re buying, selling, or just keeping an eye on market trends, the Florida Keys continue to offer some of the most desirable real estate in the country.