Middletown's housing market is diverse, offering a range of options from charming single-family homes to convenient apartment complexes and spacious townhouses. The architectural styles vary, with a notable presence of colonial, ranch, and contemporary designs. Single-family homes are prevalent, making up a significant portion of the housing stock, while multifamily units provide alternatives for those seeking a more communal living experience. The area has seen various development phases, with many homes dating back to the mid-20th century, reflecting the town's growth and evolution over time.