Selling a home between Thanksgiving and the New Year might sound counterintuitive, but for the right seller, it can actually be a strategic advantage. If you’ve been wondering how to sell your home during the holidays, the truth is this: fewer listings, motivated buyers, and the right marketing plan can work in your favor. Here’s how to approach a holiday sale thoughtfully—without sacrificing price, presentation, or peace of mind.

Jamaica Plain, with its lush parks, diverse homes, and Orange Line access, is one of Boston’s most vibrant markets. In this Jamaica Plain MA 5-Year Housing Forecast & Market Insights, we’ll explore why the neighborhood continues to attract urban buyers, investors, and families—and where the market is headed from 2025 through 2029.

If you’re wondering why homes don’t sell in Boston, the reason is almost always rooted in one (or several) of these five areas. The good news? None of them are permanent, and every single one can be fixed with the right repositioning, marketing, and execution.

Boston’s real estate market offers a wealth of opportunities for those willing to do their homework and invest wisely. Whether you are interested in multifamily units, commercial spaces, or single-family homes, understanding the local market, economic drivers, and regulatory environment is essential. By leveraging these insights, you can make confident decisions and build a profitable real estate portfolio in one of America’s most dynamic cities.