Columbus & Over Group

Advisor Profiles

Jamie Gaines

Real Estate Advisor


Jamie landed in Boston in 2017 and joined COG in 2019. Since then she’s participated in over $100 million in sales and leasing transactions throughout the city. She specializes in the core downtown neighborhoods of Boston but also has experience throughout Greater Boston’s suburbs. Her in-depth knowledge of the housing inventory, combined with an understanding of the culture in each unique sub-neighborhood, has solidified her as a rising star in the industry and one of the top 1.5 percent of agents in Massachusetts. 

In 2020 and 2021, Jamie spearheaded efforts to sell out a 9 unit condo development in East Boston and a 28 unit condo offering in Watertown. Each building set record breaking pricing in its respective neighborhood. Her ability to connect with clients, vendors and brokers alike makes her an invaluable advocate for buyers and sellers. She also has a dynamic rental business helping tenants and landlords make the perfect match with each other.

So, whether guiding first-time homebuyers through the intricacies of the market or assisting seasoned sellers in maximizing their property’s value, Jamie’s dedication to her clients is unwavering and her genuine passion for real estate reinforces clients’ decision to trust her and her extended COG team.

Jamie grew up in the Lake Sunapee region of New Hampshire. She attended Proctor Academy and later graduated from Gettysburg College. She now lives in the 8 Streets neighborhood of the South End where she’s a fixture at haunts like Kava, Franklin Cafe, Delux, and Barry’s Bootcamp. Jamie prides herself on an ability to form lasting relationships with each and every client. Moreover, she loves being a go-to resource for all things Boston and is constantly engaging with the broader community to learn new things about the city. Need to uncover the newest restaurant, boutique or pop up market? Just ask! In 2020 and 2023 she completed the Boston Marathon. Outside of Boston, Jamie enjoys traveling to new destinations and skiing new terrain!

Jeff Hamilton

Founder and Managing Principal


Joe Castro

Real Estate Advisor


Emma Kaloupek

Real Estate Advisor


Lisa Ha

Real Estate Advisor


Jonathan Russell

Real Estate Advisor


Kerry D’Ambroise

Real Estate Advisor

978 821 2187

Katie Garger

Real Estate Advisor

‭+1 (518) 956-1821‬

Alice Markson

Real Estate Advisor


Is COG Right For You?

Interested in joining the COG team? At Columbus & Over, we value our agents just as much as we value our customers. Tell us why you would make a good addition to our team.