South Boston (Southie) South Boston is a portrait of neighborhood pride. Its residents are famous for their love of and loyalty to their neighborhood. And it’s no wonder. Southie boasts miles of beaches and waterfront parks that culminate in Castle Island. This is a densely populated area, known for three decker’s and row houses as well as single-family homes. But in recent years new development has dotted the landscape with new triple decker’s and high rises with building amenities. This is now the ‘hot place’ to live for 20’ and 30’s with hip bars and restaurants.