When a Minnesota born woman won $200,000, she knew that she wanted to go back home! Her and her sister are pooling their money to buy a forever home in St. Paul, and David couldn't be happier to help in the search while checking in with his own family.

As the beneficiaries of their brother's estate, a pair of siblings want to pay tribute to their desert-loving brother and buy a dream home in Palm Springs, California. David is tasked to find the perfect place, and it needs to include a mountain view.

A North Carolina local received the best present ever by winning a million dollars just before his 27th birthday. Now, David steps in to help him discover some beautiful homes south of Raleigh, along with great shopping and design tips to help him decide.

A couple with a $2 million budget is ready to find their dream home, but she's a city mouse and her husband prefers the country. Unable to reach a decision, they've asked David for help finding a house with a lot of space for him, and some bling for her.

A couple caring for elderly parents couldn't afford a home for themselves until fate stepped in and he won a million dollars on a scratcher. Now, David searches for a well-appointed condo with a huge kitchen so she can cook her famous Italian Bolognese!

A couple decides to sell their inherited farmland in Iowa and buy a cabin in Minnesota for family and friends to gather and celebrate holidays. And for David, it's a chance to return to his childhood home to help them find the perfect lakeside property!

With a lottery win in her pocket and a baby just around the corner, a woman is ready to move back home to Shelburne, Nova Scotia, Canada. Affordable oceanfront properties are on David's list, and he's on call to help her find the cutest dream home ever!

A couple were married in Hawaii 18 years ago, and after winning $5 million on a scratcher, they're moving to the Big Island. With a huge budget, David searches for incredible properties with ocean views, and takes in the Big Kona energy along the way.