“William was very helpful. If we had any questions he always answered within 15 to 30 minutes. Always a pleasure dealing with him. I would always recommend him to someone who may be looking for an agent.”
Iron Valley Real Estate
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*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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Chesapeake real estate Market Report.
Information and statistics on the latest trends in the Chesapeake real estate market. *
Latest Rolling 3-Month Snapshot
Jul 1, 2026 - Sep 30, 2026
Median sale price
$430K
-0%
from Q2 '26
Median list price
$416K
-7.6%
from Q2 '26
Active listings
1,863
-4%
from Q2 '26
Homes sold
1,027
-8.5%
from Q2 '26
New pendings
971
-22%
from Q2 '26
New listings
1,160
-16%
from Q2 '26
Quarterly Pricing Trends for Chesapeake
Rolling three-month data ending on quarter boundaries when available.
Median sale price
Median list price
Quarterly Pricing Trends for Chesapeake
Rolling three-month data ending on quarter boundaries when available.
Median sale price
Median list price
Quarterly Pricing Trends for Chesapeake
Rolling three-month data ending on quarter boundaries when available.
Median sale price
Median list price
Quarterly Inventory and Sales Activity for Chesapeake
Rolling three-month supply and activity totals for the selected period.
Active listings
Homes sold
New pendings
New listings
Quarterly Inventory and Sales Activity for Chesapeake
Rolling three-month supply and activity totals for the selected period.
Active listings
Homes sold
New pendings
New listings
Quarterly Inventory and Sales Activity for Chesapeake
Rolling three-month supply and activity totals for the selected period.
Active listings
Homes sold
New pendings
New listings
19
Seller’s Market
Seller’s Market
Buyer’s Market
0
20
40
60
80
100
0
25
50
75
100
Market gauge is calculated using active listings and pending sales from the most recently available reporting period (Jul 2026 - Sep 2026).
Chesapeake is currently tilted toward sellers, with the market gauge indicating a seller’s market. Inventory is still relatively limited at about 2.4 months of supply in this rolling three-month view. Homes typically go under contract in about 32 days, showing that well-priced properties continue to find buyers.
Over the past year, prices have inched up, with the typical home value rising roughly 3 percent compared with the same period last year. At the same time, median list prices are slightly lower year over year, suggesting sellers are pricing more cautiously to attract interest. Buyer activity has cooled somewhat, as pending sales are down more than 10 percent from a year ago, and the share of homes selling above list price has slipped to about one-third of sales.
Listing activity has held relatively steady, with new listings edging up compared with this time last year while active inventory is slightly lower. Fewer homes are selling than a year ago, and months of supply have increased from around 2.1 to 2.4, pointing to conditions that are slowly becoming more balanced even though sellers still hold an advantage. With an average sale-to-list ratio near 100 percent, both sides need realistic expectations on pricing and negotiations, and Agent Pronto can connect buyers and sellers with an agent who understands these Chesapeake trends.
Learn more about what Chesapeake has to offer.
Chesapeake offers residents a welcoming, family-friendly community with abundant parks and outdoor spaces, a thriving mix of neighborhoods and local businesses, and convenient access to regional amenities.
Chesapeake stands apart from nearby Norfolk and Virginia Beach with its blend of rural landscapes, waterways, and growing suburban neighborhoods. You get larger homesites and peaceful streets along with access to major employers, shopping, and coastal recreation.
Life here often revolves around the outdoors. Families launch kayaks along the Intracoastal Waterway, walk the trails at Great Dismal Swamp National Wildlife Refuge, or relax at Oak Grove Lake Park. Youth sports and city events at Chesapeake City Park give the area a tight community feel that long‑time residents value.
Neighborhoods range from established communities near Greenbrier and Western Branch to newer developments closer to Hickory. Top rated schools such as Grassfield High School and a strong parks and recreation system keep Chesapeake popular with buyers planning for the long term.
Because inventory can shift quickly and some areas see multiple offers, timing and preparation are critical whether you are moving across town or in from Norfolk. The right local agent can help you price strategically, prepare a competitive offer, or coordinate a smooth sale so you can move confidently to your next chapter. Agent Pronto connects Chesapeake buyers and sellers with agents who know the market and are ready to help you act at the right moment.
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“Jasmine was AMAZING!! Attentive, well informed, and VERY PROFESSIONAL! Best Customer Service Support I’ve experienced in ages! The rest of team as well went above and beyond to help get me my new home. Every question was answered quickly and accurately. They made sure there were no unexpected surprises. All deadlines were explained and met. EXCELLENT AND JOB WELL DONE!!!”
Iron Valley Real Estate Hampton Roads
“Ashley and Dawn were amazing working with us, they helped us negotiate on our home and made sure to handle everything. They answered all of our questions no matter big or small it may have seemed”
Momentum Real Estate
“Kristina Price was so helpful, kind, was willing to explain anything I had questions about and supportive for my first home buying experience. She was also willing to back me up and give me honest and constructive information on the homes i was looking to buy. I would highly suggest her for anyone buying a home!”
EXP Realty
“Joel was absolutely exceptional in the process of selling our property. He was friendly, communicative, and very knowledgeable of the market and the area we were listing. We had a horrific experience with our previous realtor, ultimately resulting in the house being on the market for 4 months with no offers. Joel suggested small improvements/things to boost curb appeal, connecting us with professional stagers and photographers. And, after listing were under contract in only 2 weeks. Even during the pending sale time we still had regular communication with Joel on updates, and he was able to connect us seamlessly to professionals we needed for updates/picra items. We cannot recommend him enough!!!”
A Better Way Realty Inc.
“Erika was extremely knowledgeable of the process and areas that we went to For the purchase of the house. She would do regular check ins and see how I was doing with the process.”
The Hogan Group
“Hope and the CapCenter team are THE BEST in Hampton Roads! I will never work with anyone else. Hope made my first home buying experience in 2023 as smooth and seamless as possible. I purchased sight unseen (which is terrifying), but Hope's knowledge of the area and guidance helped me find the cutest townhouse in a great location. This year we purchased our second property and Hope was nothing short of amazing. She fights for her clients, always puts them first and answers any and all questions. If we ever have to leave Hampton Roads, I'm going to need Hope to get licensed wherever we move because I can't imagine buying a home without her.”
CapCenter
“Jordan was phenomenal is working with me and my timeline. He worked around what my family needed and kept me up to date about the whole home buying process. His knowledge of the local area really helped when finding a home in the school districts that I wanted.”
VA Realty Professionals
“Sara Andrews Hart is a professional realestate agent who deeply cares about her clients and works tirelessly on their behalf. Communication is an exceptionally strong suit as realestate transactions are multifaceted and can be complicated. She navigates challenges that arise and has a plethora of resources to handle them; therefore, allievating much stress for home sellers. She is highly recommended.”
The Real Estate Group
“We sold our condo for a good price in a slow market. Our realtor, David, kept the deal alive when it didn't seem like it was going to come together. The buyers wanted to close in 3 weeks and required a mortgage, so a tight schedule, but he played a major role in making it happen, knowing what needed to be done and following up constantly with all involved. He is knowledgeable, enthusiastic, responsive and a pleasure to work with. I did not know David before he helped us to list our condo, but I would be happy to choose him again.”
Long & Foster Real Estate Long and Foster
“I just closed on my house today. Tracy has been patient with the whole process with me through some bumps in the road. In the whole process she has kept in touch till I was ready and when I was she jumped into action always had my best interest first. I will always appreciate that and always will use her again if I ever want to sell or buy!!! She is the best there is!!!!”
1ST CLASS REAL ESTATE FLAGSHIP
“Professional and easy to work with”
OWN Real Estate, LLC
“I’ve purchased two properties with Mike and both experiences were extremely smooth. Even after going through the homebuying process once, there’s still a lot to remember, but he made everything simple and stress-free. The first time I worked with him, I felt like all I needed to do was follow the process, he handled everything with professionalism and clarity. That’s why I felt confident choosing him again for my second home purchase. I ask a lot of questions because I’m still learning about homes, materials, and maintenance, and he always took the time to explain things thoroughly. His knowledge and ability to break things down in a way I could understand really helped me feel more confident in my decisions. During home tours, he gave honest, constructive feedback without ever trying to sway me. He supported my decision-making while helping me stay grounded and avoid emotional choices. His communication was excellent, and he kept me updated throughout the entire process. I also appreciated his guidance when reviewing counteroffers, he explained everything clearly and made sure I understood my options. Toward the end of my second purchase, I worked with Anastasia as well, and she was great. Overall, both experiences were smooth, organized, and completely stress-free. I would definitely work with him again for future purchases.”
NAS Real Estate Professionals
“Wonderful experience from start to finish! He was always responsive, helpful, and made the entire home-buying process so much easier. I truly felt like he had my best interest in mind. I would absolutely recommend him to anyone buying or selling a home!”
eXp Realty The Realty Group Coastal Virginia
“Samantha was absolutely amazing from start to finish! She communicated well, was always available, and did a great job coordinating showings around my schedule. She made me feel like I was her only client and was always looking out for my best interest. She negotiated very well and is extremely knowledgeable about the market. I highly recommend her to anyone looking for a realtor who truly cares about her clients!”
Iron Valley Real Estate Norfolk
“Jessica did an OUTSTANDING job with selling our house. She made it her mission to sell our house fast and she did just that. Her level of expertise on every topic in the real estate field is remarkable! She was involved greatly at every level, had great communication with us on the process, and negotiates like her life depends on it. There are not enough words to express how truly thankful I am for her. She really made a lasting impact on my family. I definitely recommend!!!”
Iron Valley Real Estate
“Ronnie went above and beyond. He exceeded all expectations. While working with us, Ronnie became our friend, not just our realtor. He connects with people on a personal level and truly cares for his clients. From now on, whenever we need a realtor, we are calling Ronnie.”
ERA Real Estate Era woody hogg
“We had a wonderful experience working with Dariya! She was professional, kind, patient, and always ready to help. She answered all our questions, guided us through the entire process, and made everything much easier and less stressful. We truly appreciate her work and support and would highly recommend her to anyone looking for a great realtor!”
LPT Realty
“Kara is great! She has sold 2 properties for me. From beginning to end she keeps you updated during the whole process. She goes above and beyond to help you by getting contractors to fulfill any inspection problems to negotiating a reasonable sale price. She has also helped me in purchasing a home. Either way, I trust Kara's knowledge and expertise in any real estate transaction and always making the effort to find the answers. Thank you Kara for all of your help.”
Sotheby's International Realty Atlantic
“Debbie has great local knowledge and can recommend great people for services for your home. She has a great personality and we enjoyed spending time with her. She is definitely on your side with negotiations and contracts. She knows her stuff!! Highly recommend.”
DM
The Real Estate Group
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 Chesapeake. 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 Chesapeake Realtor® or real estate agent today.
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