Beginner’s Guide to Investing in Multi-Unit Properties in Boston

If you’ve been thinking about diving into real estate investing, there’s no better place to start than with a multi-unit property here in Greater Boston. From the city’s iconic triple-deckers to smaller apartment buildings in surrounding towns, multi-units can be one of the smartest ways to build long-term wealth, steady rental income, and even create a place for yourself to call home.

I know this firsthand. Back in 2009, I purchased my very first investment property—a three-family in Medford. At the time, I was new to the process, learning the ins and outs of financing, tenant management, and property upkeep. That first purchase was a turning point for me. Not only did it give me the experience of managing tenants and collecting rent, it also showed me how real estate can become a foundation for financial growth. Fast forward to today, I still own and manage multiple properties, and that same three-family continues to be an anchor in my portfolio.

What Are Multi-Unit Properties?

Multi-unit properties are homes with more than one separate living space—think duplexes, triplexes, or small apartment complexes. In Boston, the triple-decker is king: three stacked apartments under one roof. They’re an investor’s favorite because they allow you to generate multiple rent checks each month and provide a cushion if one unit happens to be vacant.

Why Invest in Boston Multi-Units?

Boston’s rental market has always been one of the strongest in the country. With top-tier universities, a booming biotech and healthcare sector, and diverse, thriving neighborhoods, the demand for rentals never stops. Properties near public transportation, hospitals, and schools not only stay in demand but also tend to appreciate steadily over time.

Why Multi-Units Are Perfect for Beginners

• Steady Cash Flow: Rent from multiple tenants provides reliable monthly income.

• Reduced Risk: One vacancy won’t derail your investment.

• House Hacking: Many new investors live in one unit while renting the others. This strategy can offset your mortgage and even help with financing options.

Things to Keep in Mind

• Upfront Costs: Properties in Boston and the surrounding cities like Medford, Everett, and Malden can be competitive, with higher purchase prices and multiple offers.

• Tenant & City Regulations: Boston has strict rental and permitting rules. Staying informed (or working with a knowledgeable local expert) is key.

• Property Management: More tenants mean more maintenance. Decide early if you’ll manage the property yourself or hire help.

How to Get Started

1. Get Pre-Approved: Multi-families often require larger down payments, so know your numbers before shopping.

2. Research Neighborhoods: Areas near schools, hospitals, and transit hubs typically have stronger rental demand.

3. Work with a Local Expert: Partner with someone who knows Boston’s multi-family market inside and out.

4. Plan Long-Term: Think beyond cash flow. Appreciation, tenant turnover, and property upkeep are part of the big picture.

Local Tips from My Experience

• Look for buildings with separate utilities for each unit—it saves time and headaches.

• Always stay current on tenant rights and rental laws in Massachusetts. They directly affect your returns.

• House hacking (living in one unit while renting the others) was how many investors, myself included, started.

Final Thoughts

When I bought my first three-family in Medford in 2009, I had no idea how much that decision would shape my future. Over the years, I’ve learned the value of smart investing, good tenant relationships, and the importance of being prepared for both the rewards and challenges that come with owning multi-unit properties.

If you’re considering investing in Boston multi-families, you don’t have to go at it alone. As both a local Realtor and a landlord with over 15 years of experience, I’m here to share my knowledge and help you make your first (or next) investment a successful one.

Ready to explore your options? Let’s connect and talk about how you can start building wealth through Boston’s multi-unit market.