Pineapple Street by Jenny Jackson

Darley, the eldest daughter in the well-connected, old money Stockton family, followed her heart, trading her job and her inheritance for motherhood but giving up far too much in the process; Sasha, a middle-class New England girl, has married into the Brooklyn Heights family, and finds herself cast as the arriviste outsider; and Georgiana, the baby of the family, has fallen in love with someone she can’t have and must decide what kind of person she wants to be.

Shot through with the indulgent pleasures of life among New York’s one-percenters, Pineapple Street is an addictive, escapist novel that sparkles with wit. Full of recognizable, lovable—if fallible—characters, it’s about the peculiar unknowability of someone else’s family, the miles between the haves and have-nots, and the insanity of first love—all wrapped in a deliciously funny, sharply observed debut of family, love, and class.
 
- Goodreads Summary