Ariana Grande
Grande is one of the younger successes on this list who seems to have always been well-off. Having been born to business-owning parents, Grande grew up in a rather luxurious house in Boca Raton, Florida that was not only modern and spacious, but also had a swimming pool.
But there is certainly an upgrade here as, since her rise to stardom, Grande bought a modern mansion in the Hollywood Hills for nearly 14 million dollars (reportedly) with a swimming pool, a fitness studio, a wine cellar for 300 bottles of wine, and a panoramic view of Los Angeles.