Jenn McDonald

Jenn McDonald

Vice President | Denman Drapkin Group

Social Media


$401K - $2.21M


International Diamond Society


Buyer's Agent, Listing Agent


San Francisco State University, Certificate in Integrated Marketing, San Francisco, CA.

New York University, Certificate in Hotel Management, New York, NY.

Smith College, A.B., Northampton, MA.

Harvard University, Koobi Fora Field School of Paleoanthropology, Nairobi, Kenya.
About Jenn
A bona fide force in the real estate community, Jenn McDonald has always had a flair for creative solutions. Imbued with a deep appreciation for finding your fit within a community, she’s lived in a multitude of locales from New York to Portland, Wyoming to San Francisco. After graduating Smith College, she garnered an impressive skillset as a litigation paralegal, international hotel manager, and senior level software product marketing manager. Developing a sixth sense for client needs and a penchant for innovative marketing campaigns, Jenn pivoted into real estate in 2016, putting her multi-faceted skillset to work in a brand-new capacity.

To Jenn, buying and selling real estate is more than staging and square footage. It’s building a foundation for the lifestyle of your dreams and creating a space that will enrich the lives of those who inhabit it. Jenn knows what an honor it is to help clients navigate this monumental life transition, which is why she works tirelessly to understand precisely what a client prioritizes to deliver exactly what they’re after.

Clients and contemporaries alike will tell you that Jenn’s singular focus is providing people the best service, the most informed counsel, and most responsive representation to meet your real estate goals. Equal parts dependable and diligent, it’s no wonder that she’s closed over $45M in career sales. A high-touch Realtor who excels at smooth transactions, she possesses a natural equanimity that gives her a leg up at the negotiation table.

Based in Medford, Jenn has a deep connection to her local community and adores walks to Medford Square, hiking in the Fells, and seasonal farmer’s market. When she’s not busy crafting strategic marketing campaigns and sniffing out off-market listings, you’ll find her tending her garden, swimming at Wright’s Pond, or strolling along the Mystic River with her beloved dogs.

Client Testimonials

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"Wonderful experience working with Jenn! Home purchase was done entirely from another city and Jenn was incredibly helpful, thorough, knowledgeable, gave very sound and reliable advice and just made for a smooth and seamless experience. She really helped easy the concern of making a purchase from afar and often went above and beyond to help get the job done - not to mention additional asks outside of the job! She is a true and trustworthy professional and exceptional to work with -- would do it again in a heartbeat."

"I highly recommend Jennifer McDonald to everyone who wants to buy a condo. It was my first time to buy a condo. She was great at explaining every step clearly, and helped me to buy a beautiful place, for much less than the top bidder. After the deal was signed, she went above and beyond to help through some very tricky situations. She is passionate about her job and also a fun person to work with."

"Jenn helped my wife and I purchase our first home, and we had an unbelievably positive experience while working with her -- we'd probably be living with my in-law's right now, if it weren't for her.

After we got 2 months notice to move out of our old rental apartment, Jenn helped us to navigate the competitive real estate market in Cambridge, MA. Her experience regularly shone through during the process, which made the whole thing much less stressful than it would've otherwise been. Not only did we end up with the condo of our dreams, but we got it done within our preferred timeline, at what feels like a very reasonable price, all things considered.

Jenn was responsive and forthright, yet very friendly. She showed us a range of places that matched our list of 'must haves', while simultaneously helping us to refine that list in a more informed manner.

We'll definitely be calling Jenn the next time we're ready to enter the market!
"- Joel B.

"Jenn was great. We were first time buyers and she made the process easy to understand. She was super responsive and from our first conversation to an accepted offer took a month (which, even in the Boston real estate market, is fast!). In addition to her skill, she's also a delightful person, and was a complete pleasure to work with. I recommend her without reservation." - Adam G.

"Jenn is a gem. She is wonderful to work with, very timely, responsive, and well informed. She is also part of a great team of real estate agents, and they work together very well to provide a robust array of support. I would work with Jenn again in a heartbeat (although she found us our dream home, so I'm hoping not to move anytime soon!) Work with her!"

"Jennifer MacDonald ( and Lisa Drapkin’s team ) was our realtor for our apartment in Cambridge Mass. , which sold within a month at a price above asking . She and her team were knowledgeable about the area and needs , did their due diligence with the market assessment , efficient, professional, always responded in a timely manner and as importantly extremely personable to work with . My husband and I recommend her highly. "

Jenn McDonald’s Listings

Listed By Compass
9 Ferguson Street

Lawrence, MA 01843

3 BD
1 BA
1,408 SF