ME, NH, & MA Real Estate Careers - Join Us | Portside Real Estate Group

Built different. built to take care of you.

Our support system is built to surround you from every angle — giving you the tools, resources, programs, and community you need to build a strong, thriving business while maintaining a healthy, balanced life. In 2026, we announced our partnership with Howard Hanna, giving us access to more resources and opportunities while preserving the local leadership, culture, and heart that make Portside who we are.

Business Planning + Coaching

We’ve got your back! In the past year, we offered 80+ learning opportunities , from CEUs and Broker Education to MarTech sessions, masterminds, mentor programs, and more. No matter where you are in your career, you'll find opportunities to build your confidence, strengthen your business, and learn alongside a community that's invested in your success.

Technology That Gives You Time Back

We believe technology should make your day easier, not more complicated. That’s why we’ve invested in tools that streamline your business, from Zillow Showcase, RealScout, and Spacio to Design STUDIO and more. So you can spend less time managing the details and more time doing what you do best: serving your clients and building lasting relationships.

Hanna Health + Wealth | Health Insurance & Financial Planning

Hanna Health & Wealth is a comprehensive agent benefits program to support agents and their families through access to various insurance plans (health, life, disability) and savings/retirement options, leveraging the company’s size for group rates and specialized resources to build agent security and success beyond just real estate sales.

Built On Connection

Some of the best ideas come from being in the room together. Our mastermind groups bring agents together to share what's working, learn from one another, and grow alongside a community that genuinely wants to see you succeed.

Giving Back Together

At Portside, real estate is about more than buying and selling homes. It's about creating stronger communities. We believe every home sold is an opportunity to make a lasting impact. That's the idea behind the Portside Foundation and our 1% Back program. Together, we have raised more than $1.5 million supporting nonprofits and community organizations creating meaningful change across Northern New England.

Community

Upcoming Events

21OCT

WEDNESDAY, OCTOBER 21, 2026 · 5:00 PM

Hops for Habitat

Join us for Hops for Habitat on Wednesday, October 21 from 5:00–7:30 PM. This year, we’re doubling the impact with two locations on one night, each benefiting a local Habitat for Humanity organization. Thank you to Absolute Title for co-hosting both locations this year!

Flight Deck Brewing | Brunswick, Maine
Benefiting Habitat for Humanity / 7 Rivers Maine

Black Rock Social Club | Portsmouth, New Hampshire
Benefiting Southeast New Hampshire Habitat for Humanity

Come raise a glass with us while supporting safe, affordable housing in our communities. We hope to see you there! Tickets are now available!

21OCT

thursDAY, january 21, 2027 · portland

summit

Portside Summit is an annual full-day conference for our agents, which earns them state credit hours. With leading local and national real estate experts, attendees experience a day packed with engaging discussions, networking opportunities, and valuable insights into the real estate industry, featuring an impressive lineup of dynamic speakers.

Portside Agents Sell
More Homes, Faster

Our agents outperform state and national averages again and again—powered by strong support, trusted relationships, and a team that always shows up for each other and their clients.

More annual sales than the average agent

Fastest Sales

Lowest days on market (of top 10 agencies)

1.5B

1% Back to local nonprofits

Hear What It’s Like
to Be a Portsider

I knew I wanted to find a brokerage where I felt truly aligned with the values and culture, while also having access to the tools and resources I needed to be successful. At Portside, I found both. It’s a place where agents are encouraged to grow, supported every step of the way, and given the resources to build a business they’re proud of

-Elise Grace

The Mentor Program gives new agents the opportunity to experience Portside’s culture from the very beginning. It’s like a farm system for a Major League Baseball team, where you’re surrounded by people who are invested in your development and cheering you on. What’s incredible is that those relationships continue long after the program ends. The Portside community is filled with people who are willing to share their knowledge, support your goals, and be part of your journey

-Brian Maiorino

I joined Portside Real Estate Group because of the incredible community they have built — not only within their agency, but throughout the entire state of Maine. Their collaborative culture and commitment to supporting both clients, their agents, and the communities they serve align closely with the values that are most important to me, both personally and professionally.

-Jordan Wielgoszinski

local leadership + support

Our Agent Relations Managers, brokers, and leadership team take the time to know you, understand your goals, and support you every step of the way. We also offer concierge services to help take care of the details behind the scenes, giving you more time to focus on your clients, your relationships, and growing your business.