9. Weston, Massachusetts

Next up, we switch coasts to Weston, Massachusetts, where the average house listed at $1,229,000. Weston is probably the most affluent and expensive suburb of Boston, drawing the city’s social elite, who can afford to buy a house costing upwards of a cool $1 million and beyond. The town also has a rich history, having been a hotbed of architectural significance during the booms after both world wars.