Lisa Drapkin

Lisa Drapkin

Managing Director


Women of Fire Award Winner - Banker & Tradesman (2018)
Social Media




Listing Agent, Buyer's Agent, Relocation, Landlord, Staging


MBA, Babson College, 1988, concentration in Marketing

BSBA, Georgetown University, marketing, 1985

Graduate, Noble & Greenough School, Dedham, MA, 1981


Cambridge Housing Assistance Fund, volunteer fundraiser

Community Servings, volunteer fundraiser

Massachusetts Small Claims Court, former volunteer mediator

Client Testimonials

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"You cannot do better than this team. Thoughtful, responsive, good sense of humor for the tough times, tough when you need it. Lisa (and her colleague Dana) recommended improvements that were necessary, but didn't overdo it, and, as a result we ended up selling over asking in a matter of days.

"My wife Jenn and I worked with Lisa Drapkin and Dana Shaefer (Compass) and we highly recommend their work as seller agents. Both of them provided excellent service and made us feel comfortable at every step of the way."

"Lisa is the consummate professional and the very best at what she does! Lisa and her team have helped me buy and sell multiple properties and there's no one better!"

"We actually met Lisa 6 years ago when she was the selling broker for the Condo we purchased. When we decided to sell, we knew from that experience that she and her team were who we wanted to represent us when we sold. We actually closed on our condo TODAY. This was the first time we've actually  sold a property, so we were newbies in that sense. Lisa and her team handled everything easily and effortlessly - even when the inevitable curve balls came at us throughout the process. Lisa and her team very clearly know their business, and they made the process for us as the sellers less stressful and manageable. If you choose them to represent you, just know that when issues come up - they will be handled efficiently and professionally - and that ultimately, you are in capable hands."

"Lisa helped my wife and I sell our condo in Cambridge, MA. It was our first time selling a home so we were unfamiliar with the details and I had a ton of questions. Lisa was very knowledgable on all aspects of the process and went out of her way to ensure that we were comfortable throughout."

"Lisa and Dana are a first-rate team who handled my condo sale, from soup to nuts, in the middle of Covid. They knew how much staging needed to be done and arranged it, had first-rate and responsible workmen for minor repairs, arranged professional photos and the advance marketing. They were on top of all details, always knew what the next step should be, and kept things moving briskly. Most importantly, they were very savvy about setting a sale price and negotiating among competing offers. We got higher than asking, in the middle of a very uncertain real estate market. They are strategists, can-do-it gals, and counselors, but tough when needed. What more can you ask for?"

"In these difficult times of Covid 19, we were very lucky to have Lisa Drapkin and Dana Schaefer team. They helped us on every step of our quite complicated transaction, starting with condo conversion, repairs (including emergencies), staging, navigating and reviewing complex condo documents, negotiating with lawyers and potential buyers, and more. All the people they recommended were top notch like Lisa and Dana themselves. We were not inexperienced, it was our fifth real estate transaction. But for the first time, we realized how indispensable real estate brokers could be. Thank you, Lisa and Dana."

About Lisa
Lisa is the Co-Founder of Denman Drapkin Group and its Co-Team Leader. She has a passion for excellence and likes to remind us that we are the Varsity team. There is no detail too small to follow-up on, and no situation that she doesn't have a solution for, or at least a resource to pursue. There is nothing she likes better than a challenging problem or a complex negotiation. 'Strategy' and 'tactics' are two of her favorite words.

As one of the top agents in this market area, Lisa's name has been 'all over town' since she started in 1995. Some of the words people use to describe her are dependable, unflappable, strategic and resourceful. She helps her Sellers get their properties ready for the market, making suggestions that will maximize their return, and balance the time and resources that Sellers have available. She is a big picture thinker and is a huge fan of staging.

After 24 years at another local firm, Lisa was invited in 2018 to become a Managing Director at the Compass office in Harvard Square. She is a member of the Greater Boston Real Estate Board, a certified GREEN Realtor, and a Trained Mediator.

One of her proudest accomplishments was being awarded Banker & Tradesman's Women of Fire award. Lisa has a well-deserved reputation for her knowledge of real estate and is renowned for her high energy level and enthusiasm.

In her spare time, Lisa is a real estate Investor, a small-time real estate Developer, a Board Member for Just-A-Start, a member of the Federal Club of the Human Rights Campaign, a top Pie Seller for Community Servings, a member of Arlington Street Church and most recently, a member of the Board of Advisors for Resonant Energy. Lisa lives in the Riverside neighborhood of Cambridge with her wife, Debbie, and their Goldendoodle named Harper.