When you're a millionaire, you can afford to be a little eccentric and David Bromstad is eager to help these lucky winners get everything their hearts desire! First, he's taking a trip to the Cape to help a family find their main-road hideaway, then it's just a hop, skip and a jump up the coast to Scituate, Massachusetts, to help a woman find a cozy cottage. Next, David helps an Illinois couple find a place with plenty of storage for their Christmas decorations and finds a home with good chi for a Maine couple. Finally, David heads to New Jersey where a couple is on the hunt for a backyard wedding venue.

After their retirement got a lot warmer with a $1-million New York Scratcher win, a couple is following their best friends to Punta Gorda, Florida, where they hope to buy into a classy retirement village. Home-state boy David Bromstad is ready to rev up the golf buggy to find the newly minted millionaires their dream home!