Jailynd Gray, REALTOR® | Paul Wesley Real Estate | Staunton & Waynesboro, Virginia
Jailynd Gray is a REALTOR® with Paul Wesley Real Estate who helps first-time homebuyers, move-up buyers, and investors buy and sell homes in Staunton, Waynesboro, Fishersville, and throughout Augusta County and the Shenandoah Valley.
Jailynd got into real estate because he enjoys helping people, and because he saw how overwhelming buying a home can feel, especially the first time. His approach is simple: clear guidance, consistent communication, and support from the first showing to the closing table. Clients know where things stand at every step, and they never have to chase him for an answer.
Who Jailynd helps most
First-time homebuyers in Staunton, Waynesboro, and Augusta County, including buyers using FHA, VA, USDA, and Virginia down-payment assistance programs
Buyers of single-family homes and townhomes at entry-level and move-up price points
Real estate investors looking for rental properties in the Shenandoah Valley
New construction buyers comparing builders and communities in Augusta County
Home sellers who want honest pricing advice and a smooth, well-communicated sale
Areas served: Staunton, Waynesboro, Fishersville, Stuarts Draft, Verona, Churchville, Crimora, and all of Augusta County, Virginia, with service across the greater Shenandoah Valley.
Why clients choose Jailynd
Clear communication. Plain-English explanations of every step, from pre-approval to closing.
Client-first approach. Advice based on what’s right for the buyer or seller, not on closing a deal fast.
Strong work ethic. Responsive, prepared, and persistent when a deal gets complicated.
Local focus. He works where he lives and knows the neighborhoods, price points, and pace of the Staunton–Waynesboro market.
Brokerage: Paul Wesley Real Estate, a growing Virginia brokerage serving Washington, D.C., Northern Virginia, and Central Virginia
Licensed in: Virginia · Licensed since: 2026
Phone: 540-255-3522 · Email: [email protected]
We’re looking for agents who believe that real estate is about people, and that guiding them through major life moments is a privilege. Come join a team that is bringing real estate back to its roots and putting the customer experience front and center by working with integrity, character and trust.
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