NFL Legend Mike Ditka Sells Naples Florida Home for $1.2 Million
Hall of Fame coach and former Chicago Bears legend Mike Ditka has sold his custom-built Naples, Florida, home for $1.2 million to a Cleveland couple.
He and his wife, Diana, purchased the empty lot in Wilshire Lakes for $70,000 in 2002 to build a custom home that they lived in for more than 20 years before selling it.
Nestled in the prestigious Wilshire Lakes gated community, this 3,436-square-foot estate offers an expansive indoor-outdoor living experience designed for relaxation and entertaining.

Property Highlights
Price: $1.2 million
Location: Naples, FL
Size: 3,436 square feet
Bedrooms: 4
Bathrooms: 4
Notable Features: 14-foot boxed and tray ceilings, chef’s kitchen with KitchenAid appliances, screened lanai, tropical lake views, private pool and spa, oversized 3-car garage
Why Wilshire Lakes?
Shortly after retiring from coaching, Mike Ditka began building his home in the Wilshire Lakes community, which was originally meant as a seasonal retreat during his broadcasting career.
With deep ties to Southwest Florida, having once owned a restaurant in Naples, it’s no surprise he chose to establish a home base in the area.
Wilshire Lakes, known for its privacy, wooded landscapes, and scenic lakes, spans 245 acres and offers a peaceful setting ideal for a vacation home, which you can explore in the driving tour on YouTube from Ryan Ehmen.
Additionally, the neighborhood’s strong sense of community and natural beauty have long attracted families and retirees seeking a more relaxed lifestyle.
Tour The Football Legend’s Florida Home
In an Instagram post from Naples News, a tour of the home reveals exactly why Ditka chose this spot as his seasonal retreat, lakefront views and a sun-drenched screened lanai offer the kind of peace that’s hard to pass up.
While the 3,436-square-foot home could benefit from some modern interior updates, it still reflects a thoughtful blend of luxury and down-to-earth living that served his family well for many years.
Why Did Ditka Sell?
Mike Ditka’s decision to sell his Naples home for $1.2 million marks the end of a chapter in a place that once served as his warm-weather retreat.
Now 85, the Hall of Fame coach is navigating the realities of aging, with his wife sharing that he now requires daily caretakers and occasionally struggles with memory.
His health challenges, ranging from a minor stroke in 2012 to a heart attack on a Naples golf course in 2018, have made this transition a necessary and thoughtful one.
Following the sale, Ditka and his wife returned to Chicago, choosing to spend their later years in the city that has always felt most like home. It’s a fitting full-circle moment for a legend whose name remains synonymous with the Windy City.