Jake Gregory

I thrive in high-stakes environments—which is exactly why I love real estate. Buying, selling, upsizing, downsizing, building, or navigating major life changes like divorce or relocation can be some of the most stressful moments in a person’s life. My mission is to truly understand your goals, create a clear, personalized strategy, and help you make confident, well-informed decisions from start to finish.

I was raised in the western part of Virginia and played multiple sports growing up, eventually earning the opportunity to play at a collegiate level. That experience taught me how to lead under pressure, push through adversity, and show up for those who rely on me—traits that still define the way I serve my clients today.

Before entering real estate, I held leadership roles at a Fortune 100 company and earned licenses in both insurance and mortgage lending. That background gives me a rare level of insight into the strategic and financial side of real estate. I understand how lending works, what agents and underwriters look for, and how to structure deals to avoid costly mistakes and position offers in the best light possible—skills that help protect my seller clients from accepting a bad offer costing them time and money as well as giving an edge to home buyers when making offers on their first or next home.

Today, I’m proud to be aligned with LPT Realty, where I have access to powerful, client-focused tools that directly benefit the buyers and sellers I serve. For sellers, that means modern marketing assets that help your home stand out and reach broader audiences—including 14% of buyers other agents don’t have access to which can translate to more interest, and more offers. For buyers, it means real-time property alerts, financial planning support, and the resources to help you write strong offers with confidence.

Why I may be the right agent for you:

• I bring drive, determination, and deep knowledge of both real estate, strategy, and lending knowledge to every transaction.
• I equip my clients with powerful tools to stand out in any market—whether you’re selling your home or trying to buy your next one.
• I believe a successful transaction is more than a closing—it should be meaningful, strategic, and as stress-free as possible.

If you're looking for a results-driven agent who brings clarity to the process and genuinely cares about your success, I’d love the opportunity to serve you.