About Jailynd Gray

Jailynd Gray smiling in a black suit and white shirt.

Agent Details

Meet Jailynd

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]

Featured Listings

For Sale
For Lease

Work With Us

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. 

Receive New Listings

Interested in buying a home? Sign up to receive updates on new listings in your area, and to be connected with an agent committed to providing you with a unique, personal and elevated home-buying experience. 

Follow Me on Instagram