Zachary Chapline isn't just in real estate; he's on a mission to turn housing dreams into realities. Driven by a deep-seated desire to connect with people and empower their property journeys, he embarked on this path in 2006, armed with his license and a heart full of passion.

Instead of following the well-trodden path, Zachary carved his own unique route. Round Room, nestled in Coolidge Corner, isn't just an agency; it's a manifestation of his values. This intimate space allows him to truly connect with a select group of clients, offering them the personalized attention and dedication they deserve.

But Zachary's reach extends beyond his own desk. He fosters a team of skilled agents, ensuring they share his commitment to exceeding client expectations. His expertise guides a group of investors as well, helping them manage their properties and expand their portfolios, all while mentoring them along the way.

Zachary's story isn't about past jobs; it's about his present purpose. He's a trusted advisor, a passionate leader, and a true partner in the life-changing moments that revolve around real estate.

After 15 years of experience in the industry, he opened Round Room, a full service Real Estate agency in Coolidge Corner with his partners Tommy Alexander and Michael Chen. Round Room's small boutique space allows Zach to focus on a smaller pool of clients to give them the time and attention they deserve. Zach splits his time between mentoring a team of agents and working with a group of investors to manage their properties and expand their portfolios.

TOMMY ALEXANDER, FOUNDING PARTNER/HEAD OF SALES AND DEVELOPMENT

Tommy Alexander is a seasoned real estate professional, having navigated Boston's dynamic market since 2011. With a decade of experience under his belt, he possesses a comprehensive understanding of sales, rentals, property management, and development.

His tenure in Boston's intricate market landscape has honed Tommy's ability to tailor bespoke solutions for each client's real estate needs. Grounded in a commitment to service, he leverages his profound market insights to guide clients toward their goals with unwavering confidence.

Recognizing the significance of client relationships, Tommy prioritizes understanding their visions and concerns. This approach fosters trust and enables him to provide personalized advice that aligns seamlessly with their criteria.

Tommy's proficiency extends beyond traditional real estate roles; his expertise in property development and project management elevates him as a valuable resource for investors. From identifying lucrative opportunities to overseeing every aspect of project execution, he remains dedicated from inception to fruition, ensuring clients maximize their investments.

MICHAEL CHEN, FOUNDING PARTNER/ HEAD OF PROPERTY MANAGEMENT

Michael has been a real estate professional in Boston since 2011. With his dedication to personal service and go-getter approach, Michael fell in love with the aspect of helping people find the perfect rental or forever home, and quickly built a reputation as a trusted advisor and source of information among an ever growing network of landlords and investors. Michael’s attention to detail and clients' needs led him to an organic transition into property management, as owners within his large network took note of his organizational and problem solving skills. Michael’s ability to communicate with tenants and treat properties that he looks after as if they were his own gives owners the peace of mind and confidence that their property is in the best hands. His complete understanding of the Boston market assures owners the best possible return on their investment

Alain Dor

Sales and Leasing Specialist

JEAN LACET

Sales and Leasing Specialist

STEVE SMILAK

Sales and Leasing Specialist

JOSHUA KELLERMAN

Sales and Leasing Specialist

GABRIEL CARUSO

Sales and Leasing Specialist

what our clients say

BN Cleaning
BN Cleaning
2024-03-08
They are the best!
Alex Concepcion
Alex Concepcion
2024-01-04
Have had a great experience working with Round Room to manage my property. Tommy and Zach are spectacular at what they do, and I’m looking forward to working with them going forward!
Alan Edward
Alan Edward
2023-10-30
A distinguished boutique agency located in a highly competitive market place; Room Round maintains a level of excellence that you seldom experience in the Boston area. Experienced agents like Tommy know exactly what to do, explaining the whole process and paying attention to your needs. It’s so refreshing to work with professionals who really care about their clients. Five stars!
Tracy Lahey
Tracy Lahey
2023-09-15
My housing group was connected with Lauren Santilli from Round Room when we toured a newly renovated property under her purview. She became our point of contact handling the entire process through executing a lease between us and property management. We can't say enough about Lauren - she was responsive, transparent about considerations and next steps, and knowledgeable about the nuances to our situation. We recommend Lauren and the Round Room team!
Madison Miller
Madison Miller
2023-08-14
Jacob Rosen was incredible in helping my roommates and I find an apartment! He was very patient and supportive of our process, checking in with us regularly and providing us with lots of information about each property and the different Boston neighborhoods. We would definitely work with him again!
Ignacio Mesina
Ignacio Mesina
2023-06-06
I was looking to get a long term lease and I stumbled upon Jacobs profile. Among all the brokers I talked to, he definitely was the most attentive and professional of all. He possesses an extensive list of properties and is eager to provide options for different instances. Search no more!
Christian Gomez
Christian Gomez
2023-03-25
My partner and I have been searching for an apartment in the Boston area for a little over a month with no luck with other agencies. However, Gabriel was amazing at understanding what we were looking for and going above and beyond to find us an apartment within our budget that met our needs. Very happy to say that we've signed on an apartment and Gabriel was a pivotal part in our eventual success. All around, it was a 10/10 experience and would definitely recommend Gabriel at the Round Room to anyone.
Kyle Marsan
Kyle Marsan
2023-01-30
We had a GREAT experience with Lauren in buying our first house! We were definitely overwhelmed going into the process but Lauren was able to patiently work with us. She went above and beyond to get us a good deal and went to bat for us on a number of occassions during the process. She did an amazing job listening to our needs and setting us up with a private appointment to lock down our dream house!