Principal, Luxury Real Estate
Terrence Maitland Realtor
  • Phone: 508-395-5938
Boston, MA
Ten Post Office Square
Boston, MA 02109


Terry is annually one of LandVest’s top producers, and his performance regularly places him in the first rank of brokers in Greater Boston. He has achieved record-breaking sales in communities including Boston, Cambridge, Brookline, Belmont, Lincoln, Weston and Concord.  The Boston Globe featured him as a real estate “Power Broker,” and he was profiled in Broker Agent magazine.  His opinions and views on real estate and real estate markets regularly appear in the regional and national press.  During his 30-year career, Terry has achieved total sales of over $1 billion.

He is a Realtor and member of the Professional Standards Committee of the Greater Boston Real Estate Board, which arbitrates broker disputes.  He is a director of LandVest, Inc, and has served as Chairman of the employee-owned company.

A graduate of Holy Cross College (concentration in English), Terry also holds a Master's degree in Journalism from Boston University and certificates from Belgium’s Louvain University and Harvard University Extension where he studied Administration and Management.  He came to LandVest from the field of journalism and history.  He has written for publications such as The New York Times Book Review, Newsweek, The Boston Globe and Boston Magazine, and is the co-author of five volumes of history in the Time-Life Books series The Vietnam Experience.

A longtime volunteer for Habitat for Humanity, the Fuller Center for Housing and the Sierra Club, he has performed service trips in the United States and abroad.  He has also served for 20 years on the Conservation Commission in Acton, and currently acts as Chair.

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The work was made much more pleasant because Terry was such fun to work with… I respect his judgment and admire his professionalism.

— Co-operating Broker

We needed your expertise all the way to the finish line! Looking forward to doing more transactions with you, Nicole and your whole team of specialists.

— Trustee Client

It has been a pleasure working with you and getting to know you over the last couple of years. And what a wonderful conclusion!

— Buyer Client

Our family wants to thank you for the successful sale of our properties, which was made possible by the great work of you and everyone at LandVest. Thanks for your wise counsel in shepherding us through it all.

— Seller Client

You and Terry were outstanding to work with! I don’t think we could have gotten a deal done if not for the talents you and Terry possess. Hope to use you and refer you many times in the future.

— Home Buyer

A special thanks to you for all your hand-holding and reassurance during this process. We are very grateful to you both and look forward to getting this very nice deal closed. We certainly got our choice of realtors right.

— Seller Client

Terry and Nicole, Thanks for representing us so professionally under such difficult market conditions and certainly any sale in this environment is a victory. Let's hope the market improves and they get easier for you! All the best, and thanks for your help.

— Seller Client

Hello Terry & Nicole, I’d like to add my appreciation for all you have done to get us here. It was a long time and you were diligent about watching the house all along the way. It gave us peace of mind and, ultimately, a sale. Thank you very much. All the best for continued success!

— Seller Client

Hello Terry & Nicole, would like to add my most sincere thanks for your enormous patience, very sage advice, and tremendous service. If I can ever, in any way, act as a reference for you with anyone I would give you a solid endorsement with enthusiasm.

— Seller Client

Terry and Nicole, a simple thank you for your guidance and professionalism through this process over many months. You have assisted our family with expertise, honesty and humor- all very necessary to us! We could always count on your valuable counsel in 2 time zones. Many thanks for making this decision a smooth one. With much appreciation and thanks!

— Seller Client - Brookline

Our thanks again to you, David Rosen and Nicole for all of your help and persistence during what has certainly been a prolonged project.

— Seller Client

Terry and Nicole, Thank you for helping us sell our home and supporting us throughout the years it took to do that. You were both completely professional and a credit to LandVest. You were also very kind. We are grateful for your efforts and would gladly recommend your services to others.

— Seller Client

Terry and Nicole. Thank you so much. We're thrilled about the house - it was such a pleasure working with you both and we thought you did an incredible job. We really appreciated it. We look forward to keeping in touch!

— Buyer Client

You were amazing, making many trips to the house and continually coming up with new plans to lure buyers. We had no idea of some of the complexities involved in a project like ours. So many details, so many little (and big) things to do and so many different people involved. Thank you again for all you have done for us.

— Chestnut Hill Sellers