A young couple with differing lifestyle ideas look to buy their first home together on Maui. She wants something in popular Kihei just steps from the beach, but he prefers the solitude of the mountains surrounded by lush acreage.

A couple looks to buy a larger place, but differ on how big and how much to spend in Raleigh, North Carolina. He wants something grand and expensive to show all his hard work, but she's more frugal and prefers a practical home for raising their young son.

A young professional is tired of spending money on rent and has her sights set on a historic walk-up condo in Chicago. She's bringing her analytical ex-boyfriend on the search, and he thinks she should consider a newer, high-rise condo.

After years of hard work and residency, an ER doctor searches for her first home in Chicago. She's prioritizing practical concerns like price and size, but her friend is along to make sure that she also considers the look of the place.

A single woman leaves behind her big city life in Brooklyn for the affordability of Knoxville, Tennessee. She's dreaming of a vintage home with character, but her level-headed sister is along to keep her from looking past the real concerns of an old home.

A father and son search for a waterfront vacation home that their extended family can enjoy in the Florida Keys. Everyone is chipping in to buy the place, so the pressure's on to find a house big enough for the whole group in an already tight market.

A bachelor is looking to break a cycle of generational poverty within his family and purchase his first home in Philadelphia. With money on his mind, he's hoping to find a place with a basement to rent out so he can supplement his income.

A young couple looks to buy their first home together after relocating for work to Illinois. He's looking for a newer ranch-style house with a big yard, but she's hoping for an older Craftsman with unique details.

A former military couple looks to finally settle down after years of moving around for their service in Lancaster, Pennsylvania. She's in love with history and character, but that doesn't always suit his fixation on clean lines and efficient layouts.

Young newlyweds and cat parents look to get a dog, start a family and buy their first home in Seattle. He's looking for a sleek and updated midcentury modern, but she prefers a place that's vintage and quirky where she can express herself.

A couple wants to trade apartment living for a home of their own and a sense of permanence in Fargo, North Dakota. They're looking for more space, but bigger homes come with big price tags, so they may be forced to make some compromises.

A successful reality TV star and businesswoman is going through a divorce and becoming an empty nester in Atlanta. She's used to living in luxury, but at this stage of her life, her friends think it's time for her to downsize.