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Our Team

Featured Agents

Brian Armstrong



Brian Armstrong, Co-founder and Principal Broker of KW Vermont, Brian has been in the real estate business close to 20 years. As co-founder and former Team Leader of Vermont’s first and only Keller Williams Realty office, KW Vermont, Brian helped assemble a team of close to 75 agents in less than four years. KW Vermont Properties now consistently ranks as one of the top companies in Vermont both for volume and units closed. Prior to co-founding Vermont’s first Keller Williams Realty, Brian led a 10 office REALOGY franchise where he hired over two-thirds of the company’s agents and half their top producers. Under Brian’s leadership, the company consistently ranked among the top three real estate companies within in the state and the top three in the entire central New England Region for Century 21. Brian launched his real estate career as a mortgage loan officer, closing just under 200 loans in his record year. When Brian left mortgage loan origination, it took his fellow loan officers over two months to surpass his volume. In addition to his role as Principal Broker of KW Vermont and with the Lora Wilson team, Brian and his wife of fifteen plus years own and manage over $2 million of rental properties, consisting of 23 rental units in the greater Burlington, VT area.

Cole Elwood



Growing up in northern Vermont and working for my families construction business were two major factors that led me to a career in Real Estate. Surrounding myself with talented professionals has ensured a high standard of success and customer service.

Karen Medsker


License Number: 627811

I have been a high school teacher, a college professor, and have owned and managed a consulting business. My husband Larry and I have bought, decorated, and lived in 30 homes in seven states, including a mobile home, several condominiums, an historic row house, several new builds, old classics, rustic contemporaries, and a few cooperative apartments at the iconic Watergate complex in Washington, DC. I love searching for houses and helping clients choose their perfect home--and the next one! I understand the needs of folks relocating, upsizing, downsizing, or just having fun with real estate.

Robbie Plunkett


Robbie's natural affinity for helping people and passion for the state of Vermont are the main driving factors that brought him into the real estate industry. Having worked in the hospitality industry for over 10 years while volunteering and working in the music industry on the side, Robbie honed his client service skills. Being a native Vermonter, as has been the past 7 generations of his family, he is a great resource for everything VT! Robbie enjoys spending time and enjoying all VT has to offer with his wife and 2 children. Whether you're buying or selling, know you can count on him to put in the work to make your transition as seamless as possible.

Jimmy Tye



Operations & Administrative

Jeremy Elwood

Foreclosure / Listing Assistant


Christine Elwood

Director of Operations / Fulfillment


Strong Will Real Estate at KW Vermont
Cole Elwood
68 Randall St
South Burlington, VT 05403

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