We analyze thousands of real estate agents in Chester and nationwide to find you proven local professionals, for free.
Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for June 2026. *
* 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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Information and statistics on the latest trends in the Chester real estate market. *
Mar 1, 2026 - May 31, 2026
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month supply and activity totals for the selected period.
Rolling three-month supply and activity totals for the selected period.
Rolling three-month supply and activity totals for the selected period.
Market gauge is calculated using active listings and pending sales from the most recently available reporting period (Mar 2026 - May 2026).
Year over year, Chester’s rolling three-month numbers show sizable shifts in pricing and pace. The typical home value measure is down sharply from last year, while the share of homes selling above list has fallen over 30 percent, signaling less intense bidding than before.
In the latest rolling three-month period through May 2026, the median list price is up modestly from a year ago, and new listings have edged slightly higher as well. At the same time, active listings are up over 20 percent year over year and months of supply has more than doubled to 4.3, giving buyers more options than they had previously.
Looking at how quickly homes move, median days on market have increased dramatically compared with last year, pointing to a slower pace of sales. With the average sale-to-list ratio down by more than 15 percent year over year, sellers are often accepting smaller premiums or price adjustments, and Agent Pronto can help both buyers and sellers find an agent who understands these conditions and can guide them through each step.
Chester offers residents a vibrant, close-knit community with easy access to parks, locally owned shops, and excellent schools, creating a welcoming, safe small-town lifestyle.
Chester offers a small-town atmosphere with practical access to major employment corridors via Routes 206 and 24, plus nearby connections to Morristown and Morris County. Its walkable historic downtown centers daily life around locally owned shops, cafes, and services that make errands and outings convenient.
Outdoor amenities are a standout. Residents enjoy extensive trail networks at Hacklebarney State Park and Black River County Park for hiking, fishing, and weekend picnics. Kids’ activities range from seasonal programs at Chester Area Pool & Recreation to youth sports on local fields. Everyday essentials are covered by nearby supermarkets, medical offices, and fitness centers, so you rarely need a long drive for basic needs.
Families appreciate strong local schools, including Chester School District for K–8 and regional high school options, along with accessible libraries such as the Chester Library. Dining includes casual spots in town, while broader options in Randolph and Mendham expand choices within a short drive.
Whether you are relocating from Morristown or moving across town, navigating Chester’s historic homes, newer subdivisions, and surrounding country properties can feel complex. A local real estate expert who knows traffic patterns, school boundaries, seasonal market trends, and zoning rules can simplify decisions and timing. Agent Pronto connects you with that right agent so both buyers and sellers can move forward with less stress and more confidence.
See why so many people rely on Agent Pronto to make their real estate journey a success.
“Dan was a great agent to work with. Helped us work through some issues with the property and insured that we were satisfied with the location prior to us signing the lease. Would strongly recommend Dan to anyone looking for a property in Ocean County.”
“Connie was very knowlegable on the market and knew right away what our home was worth. She called excatly what it would sell for. She kept us calm and awlays available to answer any of our questions or concerns. She was AMAZING to work with and got us over asking!!!! Highly recommed!!!!”
“Selling my condo felt overwhelming at first, but working with Tina Torres made the entire process smooth and successful from start to finish. Her professionalism, knowledge, communication and dedication were truly outstanding. Tina was always available to answer questions, kept me informed every step of the way and worked incredibly hard to make sure everything stayed on track. Thanks to her expertise, my condo sold quickly and the Closing process went smoothly. What stood out the most was how much Tina genuinely cared about me as a client, not just about making a sale. I always felt supported, respected and confident that I was in the best hands possible. I couldn't have asked for a better experience and would highly recommend Tina Torres to anyone buying or selling a home. She is truly one of the best realtors out there!!”
“Juia is the ultimate orifessional. She was extremely helpful in guiding me through the process of both buying my condo and selling my house. She was very patient with getting me the information I needed even though I may have forgotten or lost the information.”
“Brandy was fantastic every step of the way and stayed consistent throughout this entire process. Highly recommended for anyone in need of a realtor.”
“I bought my second house with Bryan, and I couldn’t be happier with the experience. He’s incredibly trustworthy, timely, and has an excellent attention to detail. His deep local knowledge made the process smooth and stress-free from start to finish. I highly recommend Bryan to anyone looking for a dependable and professional realtor!”
“Always kept me up to date in a timely manner!”
“Cathleen was helpful and responsive!”
“Martin's support and guidance made possible the sale of my property in very challenging circumstances. His professional demeanor was critical to land the closing.”
“Mrs. Beverley Gaudio was a very pleasant person with professionalism and ideas to work on the sale of my house. I strongly recommend her to anyone who needs to sell their property!”
“I highly recommend Sharif and Co. The whole team was professional and sold my home quickly and above asking price.”
“My agent was Lucy Phelan at Keller Williams, and I had a great experience working with both Lucy and her brother Richard. Both had provided me with their expert advice, they would take extra steps to educate you and walk you thru the home shopping process. They would work on my schedule, try their best to answer all my questions and would point me to the right direction when I was looking for the lender, inspector, lawyer, etc. As a home buyer in this "Bidding War" market, most of my offers were turned down; however, both Lucy and Rich have continuously provided me encouragement to keep trying and looking. I cannot remember how many houses we have looked together...and when I was not able to look at the houses in person, they would video call me to conduct a virtual home showing. In general, they are exceptionally good with people skill, nice/friendly people to talk with and they show care on other things then just home buying. I would like to work with them again in the future and would recommend them to any home buyer/seller.”
“Keith Bochner had the same vision as I did. He was there every step of the way and went far and above what was expected. Extremely knowledgeable in the field and guided me correctly all the way. Keith is a true professional. I highly recommend his services!”
“Maryanne Sawade was attentive to details and a pleasure to work with. I would not have contacted her if it wasn't for Agent Pronto.”
“John was excellent and made every effort to sell our property quickly without giving away the farm. His counsel was valuable, timely and on point. Fantastic experience.”
“Julia is simply excellent! She listened to my wish list and helped me find the perfect home! She was there every step of the way and very responsive to my questions and requests.. if you need a realtor, Julia is the one! Thank you!”
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 Chester. 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.
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.
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.
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 Chester Realtor® or real estate agent today.
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