Charlestown is one of Boston’s most historic and desirable neighborhoods, offering cobblestone streets, waterfront parks, and a mix of historic rowhouses and luxury condos. In this Charlestown MA 5-Year Housing Forecast, we’ll explore current market dynamics and look ahead to 2029 to see how the neighborhood is expected to perform for buyers, sellers, and investors.

The Charlestown MA real estate market remains one of the strongest in Greater Boston, combining historic charm, prime location, and steady appreciation. Whether buying, selling, or investing, timing and preparation are key in this competitive market. I’m Amanda George, Realtor and co-founder of George Group Boston, and together with my husband Gerard, we’ve built our reputation on helping clients succeed in markets like Charlestown.

Welcome to the Charlestown MA Neighborhood Guide, your insider look at one of Boston’s oldest and most historic neighborhoods. Charlestown combines waterfront living, cobblestone streets, and a rich Revolutionary history with the modern appeal of luxury condos and vibrant community spaces.