Find the perfect real estate agent in Chester Gap, VA

We analyze top real estate agents in Chester Gap and across the country to find you the most proven local agents, for free.

Chester Gap, VA real estate

Compare the top real estate agents in Chester Gap

Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for August 2025. *

* Sales data is calculated based on transaction information available to Agent Pronto at the time of publishing and may not accurately reflect all transactions for a given agent.

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Home buyers and sellers love Agent Pronto.

We’ve helped over 500,000 home buyers and sellers find their ideal real estate agent.

“Kim Chamberlain was very helpful in our home buying search. She was quick to respond to any questions we had and took the time to understand our home buying needs. For anyone looking to buy a home in the Northern Virginia area, you want an experienced realtor and Kim will exceed expectations.”

Ken · Alexandria, VA

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eXp Realty
“She is very personable and professional. She guided me through a very tough decision. I appreciated her commitment to help me reach my goal.”

Taryn Weaver · Bealeton, VA

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1Simple Realty
“Outstanding and professional service.”

Jermaine · Fredericksburg, VA

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Century 21 New Millenium
“Marc is a consummate professional. He also CARES about people and that is something missing in a lot of business relationships these days. He is attentive to the smallest of details and his knowledge helped guide us through the process of buying and selling our homes.”

Kathleen Graeve · Fairfax, VA

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Century 21 New Millennium
“Kat is the person every seller wants on his/her team as a seller's agent - as was our case. But I wouldn't hesitate to have her as a buyer's agent either based on the clear planning and strategies. Thank you again, Kat.”

Rey and Linda · Winchester, VA

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Century 21 Redwood Realty
“Emilie was amazing to work with. She went above and beyond to make sure we got the perfect home.”

Missy B. · Ruther Glen, VA

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Blue and Gray Realty LLC
“We are so glad we worked with Agent Pronto and were referred to our realtor, Josh Brown. It was a great experience. Mr. Brown provided us with professional level service and we ended up selling quickly and above asking price!”

Theresa S. · Woodstock, VA

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Funkhouser Real Estate Group
“We could not have made a better selection of Broker for us! The purchase was so easy you would not have even thought you were buying a house! Brandon is extremely knowledgeable and very comfortable to be around. Brandon’s hard work and dedication helped us achieve a purchase multiple people told us wasn’t possible! Truly like buying from your best pal.”

Logan · VA

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Weichert Realtors Blue Ribbon
“Chad Kimble patiently showed us many properties over several months. Chad was constructive with his comments and suggestions, in addition to having a great personality. The chemistry clicked between us. Thank you, Chad! ”

Wayne S. · Woodstock, VA

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Funkhouser Real Estate Group
“You were prompt and friendly. Nancy Shiley is the best home agent we have ever encountered. She is amazing. Went out of her way many times to find us just the right home. She is a gem.”

Nancy K. · Winchester, VA

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Long & Foster Real Estate Long and Foster Real Estate

Learn more about what Chester Gap has to offer.

Chester Gap offers residents a charming blend of scenic natural beauty and close-knit community living, making it a wonderful place to experience peaceful, outdoor-oriented lifestyles.

Chester Gap, VA real estate

Chester Gap offers a peaceful escape, perched on the edge of the Blue Ridge Mountains. Residents and newcomers alike are treated to sweeping vistas across the Shenandoah Valley and direct access to world-class hiking on the Appalachian Trail right at their doorstep. Adventure calls from the nearby Shenandoah National Park, where waterfalls, panoramic overlooks, and colorful wildflowers invite exploration throughout all four seasons.

Education is a cornerstone of the community, with students attending Rappahannock County Public Schools—a district celebrated for its small class sizes and dedicated faculty. Neighboring Front Royal provides additional amenities, including shopping, dining, and cultural events, while the excitement of Warren County is a short drive away for those seeking broader community involvement.

Chester Gap’s unique location affords a rare blend of tranquility and convenience. Residents enjoy harvests from nearby orchards, vibrant local farmers markets, and easy access to renowned destinations such as Skyline Caverns, ensuring every weekend brings a new adventure. The commitment to community and the slower pace of life attract those seeking a haven without losing touch with opportunity or connectivity.

If you are considering making Chester Gap your home, or are preparing to sell a property in this picturesque enclave, Agent Pronto can connect you with experienced real estate professionals who understand the area’s distinct character and promise a seamless, personalized experience every step of the way.

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Within a few minutes, I was paired up with an awesome agent who really knew the local area and helped me find a great condo in a super tight market. It was daunting to think about how to find the right agent. Agent Pronto got me the right agent, pronto!

Sarah W.

Take the guesswork out of finding an agent.

With over 2 million real estate agents across the U.S., it’s not easy deciding who to trust when buying or selling a home.

We’ve analyzed performance metrics, close rates, specialties, and client reviews of the top real estate agents in Chester Gap to qualify the best agents for your specific needs.

We know that choosing the right real estate agent can be a stressful task. With Agent Pronto, it doesn’t have to be.

Data analysis with a human touch.

Agent Pronto works through troves of local and national housing data, client reviews, and agent performance metrics to find the top agents in Chester Gap. But we don’t stop there.

Our Agent Specialists will take into account any special requests you have when searching for your real estate agent recommendation.

Need a great agent who speaks fluent Spanish and is a luxury condo expert in your neighborhood? No problem!


Frequently Asked Questions

There are more than 2 million real estate agents across the U.S., and you want to be sure the one you partner with is an experienced and trustworthy professional with strong local expertise. Working with a proven agent will help you sell your home faster and for more money, and help you find your dream home at the best possible price.