“Boris was fantastic from start to finish of my purchase. He offered consistent and realistic advice, helped me narrow down my area and other criteria and, crucially, was there when I needed guidance and support at a critical stage of negotiations. Without Boris's experience and tenacity I would have felt completely at sea. I would absolutely recommend Boris to anyone considering a sale or purchase in the area; his expertise is second to none.”
- Agent Pronto
- Virginia
- Chesapeake
- Greenbrier
The best way to find top real estate agents in Greenbrier, Chesapeake, VA
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Compare top Greenbrier real estate agents.
Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for November 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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“We had a wonderful experience working with Gurdeep as our buyer’s agent. She was patient, thoughtful, and never pushed us to make quick decisions. Since we were relocating from out of state with two small children, Gurdeep went above and beyond — researching and previewing homes for us, keeping us organized, and making the process as smooth as possible. She was absolutely great to work with and was always available. She is incredibly detail-oriented and caught things we would have easily missed. Gurdeep managed the paperwork, timelines, and communication with all parties flawlessly, and she remained calm and supportive even when we felt stressed. Even after closing, she has continued to check in and help us settle in. Gurdeep truly cares about her clients and was always a few steps ahead in anticipating our needs. We highly recommend her to anyone looking for a dedicated, caring, and professional realtor. You will never go wrong with her.”
“Kim is hands down the best realtor I have worked with. She is patient, kind, honest and detail orientated. She is an excellent negotiator and treats her clients like family. I highly recommend Kim Chamberlain to ANYONE who is either buying a new home or selling an existing home. She is the BEST!”
“I can't speak HIGHLY enough of our experience with Judy. From the moment we spoke, I knew I wanted her as my realtor. She came out to my house the next day and performed a methodical inspection and made recommendations on what we needed to do to prepare the house to sell. She answered our questions and concerns, providing objective data on how many homes they sell, how long their homes typically stay on the market and provided info of comps in the area. It wasn't about just sales with Judy, she was there to serve us and meet (and met) every need! She proved that time and time again by responding QUICKLY to all correspondence. She had quality professional contractors that came out and did outstanding work with painting, carpet, landscaping and much more. I would HIGHLY recommend Judy to everyone I know! Her professionalism, knowledge, kindness, honesty and hard work ethic are greatly respected and appreciated. She was not just a Realtor, she became a friend! Continued Success!!”
“James served as our buyer's agent and he has a wealth of knowledge and expertise about the areas in which were looking in the Richmond suburbs and we weren't at all familiar with these areas so it was inordinately helpful. He's amazingly responsive and very forthright. He's also an excellent negotiator. He will work hard for you. I highly recommend James Strum.”
“Our realtor Jessica Estrada is top-notch - she goes above and beyond in everything she does. She showed up numerous times to help our property be ready to sell and did whatever it took. Our house sold within two months due to her ads and persistence. Because of her, our house closed on time. She is knowledgeable, experienced, professional, and teaches others in her group. We are so thankful for Jessica.”
“I couldn't imagine working with anyone other than Lindsay. She understood the market, listened to our needs, and provided unwavering support—even while out of town on a pre-planned trip. Always available and responsive, Lindsay answered every question and handled a challenging buying agent with calm expertise, helping us achieve a successful sale in under two weeks. Above all, she made the experience feel personal and genuine, as if I were working with a trusted friend rather than just an agent. Lindsay’s true passion for her clients is what sets her apart. I highly recommend Lindsay Summa to anyone looking to buy or sell; her professionalism and heartfelt approach made all the difference for me and my family.”
“Debra is one of the best people I have ever meet. She did everything and did it better than i would have ever thought it could be done.”
“Amy was a God-sent for us! At a time when the market was extremely unpredictable and slow, Amy from the beginning to end went above and beyond to keep us abreast of our options and strategies to keep us in the best position to sell. Amy's people approach and awareness of the need for constant and effective communication is a lost art today. Not only would we use Amy again, but would recommend her as our first choice to anyone looking to but or sell their home.”
“Kris was wonderful. Professional and knowledgeable yet friendly and accessible. Loved our experience with her! Highly recommend!”
“Corey is a great listener and extremely responsive. His confidence in the process gave me confidence in the process. I would recommend him to anyone looking to sell a home and prefers a realtor with great industry experience.”
“Mrs Cox was professional and very knowledgeable, able to answer my questions and make me feel at ease She was able to make all decisions run like clockwork She was absolutely amazing and I would highly recommend her She understands if you happen to get flustered and makes everything run smoothly All ican say is she is wonderful and knows her job well”
“Jurgen is great! He's transparent, always available, and consistently fight for what's best for you. Can't think of a better combination of qualities when it comes to buying/selling a home!”
“Debbie Martin is such a wonderful person. Very knowledgeable in her field. She has such a strong community of friends that she can reach out to for advice for repairs. I would strongly recommend her to anyone who is looking to purchase a home.”
“Carla was referred to us from a neighborhood friend and we could not have been more IMPRESSED with her! We had other choices in selecting an agent but none had the same level of professionalism, market knowledge & attention to detail as Carla. She was strategic in her marketing and price position which resulting in mutiple offers & no contingencies in a summer market that had definitely slowed. We sold above the asking price in 4 days! She is Our forever realtor and we will definitely be referring her to others! Thank you Carla for a job well done! You are the BEST!”
“Tad Reynolds was great to work with when purchasing my home. He made the whole process quick and easy. Would highly recommend!”
“Sara is the best agent we've worked with across 3 states. She has worked with us and our friends over numerous properties. Very knowledgeable, exceptional networking to make deals happen. Exhibits professionalism every step of the way. If we move back to VB, she'll be the first one we call.”
“She is very personable and professional. She guided me through a very tough decision. I appreciated her commitment to help me reach my goal.”
“Kim is so great to work with. She takes the time to get to know you and listen to what you're looking for. She's really helpful in providing recommendations and strategies for buying or selling. She's also just a warm and encouraging person who clearly cares about her clients!”
“This is our second time working with Tanya Cunningham and she continues to be incredible in all aspects of real estate transactions. She went above & beyond several times throughout our sale process to make it as easy on us as possible. I want to be like Tanya when I grow up. Would highly recommend to anyone in need.”
Greenbrier real estate Market Report.
Information and statistics on the latest trends in the Greenbrier real estate market, updated for November 2025. *
The typical home value in Greenbrier is projected to be $414,750 for the month of October. September’s finalized data reported the typical value of a home in the neighborhood to be $415,000—down 13.0% over the previous 12 months. For comparison, city-level data pegged home values at $410,500 in Chesapeake for the most recent reporting period. That number is expected to float around $403,930 in October.
Greenbrier had 155 new listings and 162 listings that went under contract in September, decreasing the area’s total available inventory to 79—down 15.05% from the previous month. Inventory is projected to have further decreased in October.
The median listing price for homes in Greenbrier fell 1.24% from August to September, bringing the current median listing price to $404,900. Based on projected data for October, listing prices may continue to fall.
The number of days that homes have been on the market prior to going under contract has been fairly steady year-over-year. In September 2025, the median time for a listed property to go pending was 33 days, compared to 33 days in September 2024. In recent months the median number of days from listed to pending appears to be steady. That trend is predicted to have carried through to this October.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Learn more about what Greenbrier has to offer.
Greenbrier offers residents a welcoming, family-friendly community with convenient amenities, well-maintained parks, good schools, and a strong sense of neighborly connection that makes daily life both comfortable and engaging.
Greenbrier blends everyday convenience with a polished, suburban feel at the core of Chesapeake. Minutes from I‑64 and I‑464, residents can zip to job centers in Norfolk or the oceanfront energy of Virginia Beach while keeping a peaceful home base. The area’s business district hums with offices, medical services, and dining, and shoppers make easy work of errands at Greenbrier Mall and the surrounding retail hubs.
Weekends are well spent close to home. Families spread out at Chesapeake City Park for concerts and festivals, joggers loop the water at Oak Grove Lake Park, and golfers fine‑tune their short game at the private Greenbrier Country Club. For meetings, expos, and celebrations, the nearby Chesapeake Conference Center anchors a steady calendar of events that keeps the community connected.
Schools are a strong point. Served by Chesapeake Public Schools, the area includes Greenbrier Primary, Greenbrier Intermediate, and Greenbrier Middle, with respected high school options and the Tidewater Community College Chesapeake Campus a short drive away. Streets of established neighborhoods, new-build enclaves, and nearby pockets like Great Bridge offer a range of home styles—from townhomes with low maintenance to single-family residences with roomy yards.
Whether you’re zeroing in on commute times, school proximity, or a lively shopping-and-dining scene, Greenbrier delivers a balanced lifestyle. If you’re ready to buy or sell here, Agent Pronto can quickly match you with a top local real estate professional to guide every step.
Frequently Asked Questions
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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 covering the housing market in and around Greenbrier. 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.
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Choosing a real estate agent to help you buy or sell property is one of the most important decisions you’ll make in your lifetime. You want to make sure your agent is an expert in your area, has a proven record helping people buy and sell similar homes to yours, and is well regarded by their previous clients. Let us know a few details about the property you are selling or the kind of home you want to buy, and Agent Pronto will match you with trusted real estate agents that have the experience you need. And before you interview an agent, check out our top five questions to ask a buyer’s agent and listing agent.
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We consider performance metrics, close rates, specialties, and client reviews to qualify the best full-time agents. We then take the information you provide about the home you are selling or the kind of home you want to buy, and analyze the top local agents with the right experience for your specific needs. For more than a decade, we've helped hundreds of thousands of home buyers and sellers find the right agent. Get started now and find the perfect real estate agent.
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No. Agent Pronto is a free service for home buyers and sellers and you are under no obligation to work with our recommended agents. Find your Greenbrier Realtor® or real estate agent today.
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