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 just sold our house through Matt and has team in July 2026. From the beginning, we knew that Matt truly wanted us to be satisfied with our arrangement, which meant a lot to us. Matt has developed an exceptional team of real estate professionals
"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 a first-rate real estate agent—smart, responsive, creative, savvy, and a highly effective nego
"Matt and his team did an outstanding job throughout the entire process of selling our home. They helped us coordinate every aspect of the sale from the initial consultation through closing. Everyone was highly professional and a pleasure to work with
"Everything Matt and his team did was beyond expectation and we could not be happier with their support in the sale of our home of 20 years. From our first meeting with Matt, we admired his honesty regarding pricing, knowledge of the market, and willi
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