Scarlett Fernsby holds the world record for shortest relationships. Mostly thanks to overprotective parents and an interfering brother, every attempt at dating has been a disaster. When her whole family is out of town for six glorious months, she knows it's time to find love. What she didn't count on was Wade Hendrix. Her older brother's best friend. He's even worse than her brother. He's soon crashing every date of hers, and Scarlett's beginning to wonder if he's made it his life's mission to annoy her. Wade is a firefighter with a hero complex; she doesn't want to be his pity problem.

When billionaire Archer Gaines needs to escape his father's corrupt shadow and a related scandal, he purchases The Serendipity, a historic apartment building far from New York City. He believes in bottom lines and big business deals, definitely not in the local folklore surrounding the town of Serendipity Springs. So he's eager to move forward with plans to flip the building into luxury lofts. But The Serendipity doesn't particularly care what Archer believes, and the building has plans of its own.

Iris Ellington isn't looking for love. Not even a little bit. With a long list of failed relationships behind her, she's decided to reinvent herself as a person who doesn't fall head over heels on the first date. New town. New job. New Iris. But someone—or something—has other plans. When her neighbor's newspaper lands in front of her door, Iris has no choice but to return it. And when she does, she comes face to face with a ridiculously handsome but very grumpy chef who all but slams the door in her face.

Sophie Stewart knows a lot about plants. The rooftop garden she tends and beautifies is ample evidence of that. What she doesn't know is anything about love, not with her long track record of always picking the wrong guy. But then a mystery flower pops up in her garden—a flower that only blooms in the presence of true love. Never one to shy away from a little magic, Sophie convinces her best friend, Peter, to help her use the flower to find her soulmate.

Embarrassing breakups at work cost you promotions. Phoebe learned that the hard way. So when a patron's will names her as the director of a new museum in Serendipity Springs, she jumps at the chance to prove her professionalism. Her new plan: focus on work. Ignore distractions. Definitely ignore men. Easy peasy. But then the mailbox in Phoebe's quirky apartment building starts delivering a series of old love letters written between strangers… sixty years ago.