Some of the best Charlottesville Real Estate Agents can be found at Gayle Harvey Real Estate. With years of experience and a genuine passion for the central Virginia area, our agents will go the extra mile for you whether you are buying or selling property in Charlottesville or the surrounding counties.
When it comes to buying or selling land, experience matters—and so does perspective. Jacob Gilley brings both. Raised in Central Virginia, Jacob has spent his entire life working the land, studying it, and helping others make the most of it. Today, as a real estate professional with Gayle Harvey Real Estate, he specializes in farms, recreational properties, and rural land—helping clients confidently navigate some of the most important decisions they’ll ever make.
What truly sets Jacob apart is that he lives this lifestyle every day.
As the owner of JG Land & Livestock, Jacob and his wife Jennifer, along with their four children, operate a working livestock farm focused on sustainable and profitable production. From grazing management to direct-to-consumer beef sales through their Heaven’s Hollow Farm brand, Jacob understands firsthand what makes a property productive, efficient, and valuable. In addition, Jacob and his family own and operate Stone Bridge Farm, a thoughtfully restored short term rental property located in Orange, Virginia along the Rapidan River. Purchased in March 2025, the home—originally built in 1882—was completely renovated while preserving its historic character and charm. Through this hands-on experience, Jacob has developed a keen eye for recognizing a property’s untapped potential and understanding how strategic improvements can significantly enhance both usability and value.A graduate of Virginia Tech with both bachelor’s and master’s degrees in agricultural disciplines, Jacob brings a rare blend of academic knowledge and hands-on experience. Before transitioning into real estate, Jacob spent more than six years with American Farmland Trust as a Senior Technical Livestock and Grazing Specialist. He worked directly with landowners across Virginia to implement conservation practices that improve soil health, water quality, wildlife habitat and overall farm profitability. During his time with American Farmland Trust, he became knowledgeable on conservation easements and conservation programming offered by local partners throughout the region. That same expertise now gives his real estate clients a distinct advantage.
Outside of work, Jacob is passionate about the outdoors and fully embraces the rural lifestyle he helps clients pursue. Whether hunting, fishing, hiking, or canoeing Virginia’s forests and rivers, he understands the recreational value of land just as deeply as its financial and agricultural potential.
As a military veteran, Jacob approaches every client relationship with integrity, discipline, and a results-driven mindset. He doesn’t just help you buy or sell land—he helps you understand it, improve it, and maximize its potential.
Jacob can be reached at: 540-219-5015
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Billy is the fourth generation in his family to be involved in land and cattle. He has spent the last 30 years crisscrossing Virginia selling working farms and large tracts of raw land. Whenever he is not absorbed in some farm sale you will find him on his own cattle farm in Madison County or out on horseback chasing fox hounds over the foothills of central Virginia.
Billy can be reached at: 434-987-3050
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Greg Love is a native of the Charlottesville area, and his real estate expertise is deep and varied. He has over 25 years of experience in representing buyers and sellers of land, farms, and homes throughout the Central Virginia area. Greg knows the properties in our area and he can generally tell you a story or the history about each one. His particular strengths include the patience and understanding to be able to listen to what his clients are saying and to genuinely care about connecting each client to the perfect property for them.… and he knows how to guide his clients to other area resources (appraisers, inspectors, lenders, surveyors and county officials) for complete knowledge of a property.
Greg graduated from Hampden-Sydney College where he played on the football team and was the captain of their successful lacrosse team. He still loves college sports of all kinds. His love of the outdoors has contributed to a lifelong goal of conquering his golf game…. which he claims is one of the hardest things he’s tried to do! Greg has applied the life lessons learned from team participation to bring a collaborative approach to his real estate clients as well. Greg is proud of his family and enjoys time with his two children and two grandchildren. You might see him out and about Charlottesville…. because he walks over 25 miles each week! He loves the beauty and diversity of a college town, and he takes advantage of the quaint locally-owned restaurants that are part of Charlottesville’s charm. Give Greg a call… he has a wealth of knowledge to share with you!
Greg can be reached at: 434-981-3988
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Broker/Owner. Born and raised in the Charlottesville area, Gayle has a deep appreciation for all that makes the central Virginia area so unique. Gayle graduated from Sweet Briar College with a degree in economics and returned home to manage the family farm for ten years. She later ventured to Michigan to work with a large apple operation as marketing director and to obtain a degree in Information Technology and her MBA.
Missing the Virginia lifestyle, Gayle returned to begin her real estate career in 2001. After working for a few years for several Charlottesville real estate firms, Gayle started her own company, Gayle Harvey Real Estate, Inc. Because of Gayle's love for all things related to agriculture and nature, Gayle specializes in farms, estates and large land tracts.
Gayle is a Certified Negotiations Expert(CNE), a graduate of the Realtors Institute (GRI), has the Conserv and e-Pro designations, and has been trained in historic real estate through the National Trust for Historic Preservation.
In order to better serve her clients, Gayle belongs to the following Multiple Listing Services: Charlottesville, BRIGHT (Northern Virginia), Richmond, and Lynchburg.
Outside of the real estate business, Gayle enjoys continuing her education and is almost always enrolled in a class or two. She has two dogs, a Yellow Lab and a MaltiPoo---quite the duo.
Gayle was recently featured in Land Magazine.
Call Gayle at 434-220-0256 or Email Gayle