Stacy Cheshire

Stacy

Stacy Cheshire has called Virginia home for more than 14 years and, as a military spouse, understands firsthand the challenges and transitions that come with moving. These experiences make her uniquely qualified to guide buyers and sellers through the complexities of real estate with both expertise and empathy.

Stacy joined Keller Williams in 2017 and has since earned recognition as a Northern Virginia Association of Realtors Top Producer. She holds a BBA from the University of New Mexico and professional designations including Accredited Buyer’s Representative (ABR), Certified Negotiation Expert (CNE), and Military Relocation Professional (MRP).

Before real estate, Stacy built a dynamic career as an Account Manager with ConAgra, a Flight Attendant with Southwest Airlines, and a Continuing Education Instructor at Copper Mountain Community College—roles that honed her customer service, problem-solving, and communication skills.

Her philosophy is simple: clients come first. Stacy is committed to constant communication, ensuring her clients feel informed and supported at every stage of the buying or selling process. For her, success isn’t measured by awards but by the satisfaction and trust of her clients.

In the Words of our Clients

Success Stories

"We are thrilled with the outstanding customer service, savviness, and professionalism of Matt Leiva and his team during our recent home sale. Matt Leiva is the consummate real estate professional—smart, responsive, creative, savvy, and a highly effec
"had the pleasure of working with Jennifer Dennis on a recent transaction, and she was truly exceptional from start to finish. Jennifer is a highly professional and responsive agent who clearly cares deeply about her clients. She communicates promptly
"Jennifer Dennis is an incredible realtor and mentor! Her guidance, support, and genuine care for her clients are truly unmatched. I can’t recommend working with her and her team enough!"
"Jennifer Dennis is fantastic to work with. Very responsive and collaborative from start to end. Working with her was a delight! It’s agents like Jennifer that makes the real estate industry better. I’d gladly work with her anytime!"
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