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 October 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. *
Jul 1, 2026 - Sep 30, 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 (Jul 2026 - Sep 2026).
Year-over-year, Chester’s rolling three-month home values have moved higher, with the typical home value up more than 14 percent compared with last September. At the same time, the median list price is down nearly 9 percent, suggesting sellers may be pricing more strategically even as underlying values trend upward.
Looking at activity over this recent three-month window, homes sold are up roughly 78 percent from a year ago, while new listings have jumped about 77 percent. Despite that pickup, inventory is still tight with only 9 active listings and months of supply down more than 15 percent year over year to about 1.4 months, reinforcing the strong seller’s market reading.
Competition shows up clearly in the pricing and speed metrics, as about 57 percent of recent sales closed above list and the average sale-to-list ratio has climbed to roughly 106.5 percent. With a median of 23 days on market and roughly a third of homes going off the market within two weeks, both buyers and sellers can benefit from Agent Pronto’s help connecting with an agent who understands how to navigate these conditions effectively.
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.
“On top of every detail. Julia was professional in every way and a delight to work with. She made sure every detail throughout the process was taken care of in a timely manner. She saved us money by discovering an expense that we should not have to pay. We’ve bought and sold many homes over the years and Julia was one of the best we’ve ever worked with.”
“The Erin’s Team could not have provided a better real estate experience. Ray first helped me find a home in 2013, when I wasn’t sure I could afford it and many people advised against buying. It turned out to be one of the best decisions I could have made. In 2023, the team helped me find excellent tenants, allowing me to rent out the property profitably. When I decided to relocate out of state in 2026, they made the selling process seamless from start to finish. Their pricing strategy was spot-on, generating multiple offers within just a few days. I ultimately sold the home for nearly 20% over asking price and almost three times my original purchase price. Throughout the years, Ray and the entire Erin’s Team have consistently demonstrated exceptional professionalism, market knowledge, and sound guidance. Their commitment to their clients is truly unmatched. Thank you, Ray and the Erin’s Team, for more than a decade of outstanding service and an A+ experience. I couldn’t recommend them more highly!”
“If you want to buy or sell real estate in New Jersey, Anna is the only one you should work with. No other agent compares to her. The way she works, conducts business, and communicates with people, along with her deep knowledge of all the details—it's truly exceptional. I’ve worked with her before, and while I was extremely satisfied then, this time she exceeded all expectations and I am simply so happy to have found such an agent. Other agents just couldn't handle it—with them, you only waste time and feel no support at all. Anna, on the other hand, is always available and on top of everything. Her professionalism and dedication are unmatched. I couldn't be happier!”
“If you’re looking to buy or sell then you have come to the right place. Tracey is phenomenal. From looking at our place and helping us decide on the right listing price in a complex market environment all the way to closing and then helping us find our next home. There’s truly no one better. Tracey is incredibly knowledgeable, has a vast network of qualified and prompt connections (inspectors, general contractors, mortgage lenders, you name it), and is truly in your corner. There was no question too big or small. She took the time to understand us and advocate for us making this an easy stress-free process because we knew we could trust her. She goes above and beyond and will go out of her way to make herself available for calls, to be on-site, and to get you into any property that could be a match. What speaks louder than what we could share is the way other realtors react when they know you’re working with Tracey. Her name is not just known - it is respected. Realtors know working with Tracey means a smooth transaction is coming. She advocates hard for her clients, but is fair, easy to work with and gets deals done. All that we could ask for - and what makes her such a respected professional in the field. We cannot thank Tracey enough and would recommend her to anyone.”
“We had such a great experience working with Pat to find our home in New Jersey! Since we were moving from out of state, we relied heavily on Pat to tour homes for us, and he was incredibly responsive, reliable, and thorough throughout the entire process. He always took the time to send us detailed videos and walk through each home as if we were there ourselves, which made the out-of-state home-buying process so much easier. Pat went above and beyond to make sure we found the right home for our family, and we truly appreciated how easy he was to work with from start to finish. We couldn’t be happier with our experience and would highly recommend Pat to anyone looking to buy a home!”
“Heather recently helped me complete a home purchase and she was truly amazing from start to finish! I came to her after not having much success previously. I had seen 20+ homes before and could not get anywhere. I saw one home with her and she managed to get the deal closed within a month! She is extremely responsive and will go the extra mile every time for her clients! I felt that she had my best interest in mind and was very knowledgeable throughout the entire process. She takes her time with every interaction and every negotiation and truly wants to see you succeed in this journey. She is there for you every step of the way and I could not be more thankful for her endless support throughout this journey. She is so kind, thoughtful, and just an altogether amazing person filled with so much joy and excitement. It is clear to see she loves what she does. If you are in the home buying journey and have been struggling or want to find a home especially in this current market, I highly recommend reaching out to Heather. She will get it done no matter the circumstance! The best part is she doesn’t disappear right after the closing like other realtors. She is there for you even after to help you get adjusted to your new home and be a resource for you as you embark upon this new journey. That itself is rare and just proves her dedication and commitment to providing superior service and instilling trust to her clients! Truly exceptional realtor and so thankful we crossed paths!”
“We are truly so grateful for Caryn and everything she did to help our family find a rental home. This was not an easy search for us. We faced quite a few challenges along the way, and there were moments when we honestly wondered if we were going to find a place in time. But Caryn never gave up on us. She worked so hard and was incredibly persistent in helping us find a home. She was constantly communicating, following up, searching for options, and doing everything she could to help. What touched us the most was that she continued to be there for us even after hours and even while she was out of state cheering on and supporting her own children during their competitions. She still made time for us and kept working on our behalf. That kind of dedication meant more to us than she probably realizes. Caryn never made us feel like we were just another rental client. She genuinely cared about our family and understood how important it was for us to find a place we could call home. She was patient with us, reassuring when things didn’t work out, and kept encouraging us to keep going when the search became overwhelming. After everything we went through, finally finding our rental home was such a huge relief. We are so thankful Caryn was there with us through the entire process. She truly went above and beyond, and we will always remember how hard she worked for our family. Caryn, thank you from the bottom of our hearts. Your kindness, patience, persistence, and dedication made such a difference during a very stressful time in our lives. We are so grateful we found you and had you in our corner. And when the time comes for us to purchase our own home, you will absolutely be the first person we call. We would be honored to have you help us with that next chapter too. If you’re looking for a realtor who will genuinely care about helping you find a place to call home, we highly recommend Caryn. She truly goes above and beyond.”
“From the beginning of our home search through closing, Ryan was incredibly knowledgeable, patient, honest, and easy to work with. One of the things we appreciated most was how straightforward he was with us throughout the entire process. When it came time to make an offer, Ryan was always honest about how competitive he thought it was and never pressured us to go beyond what made sense. He would even tell us when we were getting to a point where he personally would walk away. That honesty extended to the homes themselves. He wasn’t afraid to point out concerns about the quality or condition of a house, and he was equally candid about different neighborhoods and locations. Ryan was also extremely patient with us. We never felt rushed into making a decision, and it always felt like his priority was helping us find the right home rather than simply getting a deal done. He’s very easy to talk to, which made what can be a stressful process feel much more comfortable. Having grown up in the area, Ryan also has a tremendous amount of knowledge about the county and surrounding towns. That local perspective was invaluable, especially when we were considering different neighborhoods and trying to figure out where we ultimately wanted to be. We’re extremely happy with the home we ended up with and very grateful to Ryan for helping us get there. We would absolutely recommend him to anyone looking to buy a home in the area.”
“We truly couldn’t have asked for a better realtor than Jonathan. From day one, he went above and beyond to make the entire home-buying process as smooth and stress-free as possible. We had less than a month to find our home, which could have made an already stressful process incredibly overwhelming. Jonathan never once made us feel pressured or rushed. Instead, he was incredibly dedicated, efficient, patient, and responsive every step of the way. He was available around the clock, answered every question we had, and somehow always managed to keep everything moving. What stood out most was how genuinely invested Jonathan was in helping us find the right home. He advocated for us, paid attention to every detail, and made us feel like we were his only clients. Even when things became complicated or stressful, he remained calm, knowledgeable, and completely in our corner. Thanks to Jonathan, we were able to find our home and get through the entire process in an incredibly short timeframe. We are so grateful for his hard work, dedication, and constant communication throughout the process. 5 stars doesn’t even feel like enough. We would recommend Jonathan to absolutely anyone looking to buy or sell a home!”
“Raphaela always does an outstanding job with her showings. The way she explains very necessary detail & comforts you in the way she proves you’ll be okay when purchasing & making such permanent purchases. Keep up the good work !!!”
“Kevin was very helpful throughout what can commonly be a very stressful process. He was extremely responsive and always told it how it is. You can tell he really does want the best for his clients. I wouldn’t hesitate working with him again in the future.”
“Jayson Frank deserves every star you could possibly give in a review. My wife and I had the pleasure of working with Jay throughout our home-buying process, and we could not say enough good things about him. From start to finish, he was professional, detail-oriented, responsive, knowledgeable, and, perhaps most importantly, honest and sincere. Buying a home can be an emotional process, but Jay was never afraid to give me his honest opinion when I needed to hear it, but he always did so in a level-headed, fair, and respectful way. He never tried to make decisions for us, steer us toward an outcome, or pressure us into anything we weren’t comfortable with. Instead, he gave us the facts, shared his perspective, and allowed us to make the decisions that were right for us. That honesty and integrity were incredibly valuable throughout the process. Jay’s attention to detail was exceptional. He did his due diligence at every step and consistently picked up on things that could easily have been overlooked, including details that other professionals involved in the transaction missed. He was always prepared, responsive, and willing to dig deeper to make sure we understood exactly what we were getting into. He was also humble, personable, and incredibly easy to work with. Jay was confident in what he knew, honest when something fell outside his expertise, and knew when it was best to bring in the right professional. He helped connect us with an excellent attorney and broker, both of whom were stand-up professionals and did a fantastic job. Most of all, Jay made what could have been a stressful process an enjoyable one. He handled everything from start to finish. Whenever we needed him, he was there. He didn’t simply help us purchase a house. He helped us navigate the entire experience with confidence and ultimately helped us find our dream home. Jay is the kind of person you want in your corner during a major life decision. He is knowledgeable without being arrogant, confident without being pushy, honest without being judgmental, and always focused on doing what is best for his clients. He is a sincere, authentic person, and that comes through in everything he does. My wife and I are incredibly grateful to have had Jay in our corner, and we would recommend him to anyone looking to buy or sell a home without hesitation. He is an exceptional real estate agent and, just as importantly, a really good person.”
“Amazing realtor!! Jacky helped us find our dreamed house in Hopatcong, NJ!! She is a kind, sweet and responsible person. She always went beyond to ensure that our request and desires were met. Jacky responds quickly to messages and calls and is always there when needed. She is also a great mediator between the different parties during the home purchase process due to her excellent communication skills. Picking her was the best decision, my family and I are beyond grateful for everything she did for us . Words are not enough.”
“Brandon helped us purchase a property in Boonton. He made our offer more competitive, then guided us through a complicated transaction that included inspection concerns, appraisal repairs, an open permit and last-minute lender issues. He was honest, responsive and patient, and worked closely with everyone involved to keep the transaction moving. We successfully closed on time under a firm deadline. We would highly recommend Brandon to anyone looking to buy or sell in the Morris County area.”
“Connie helped me find and buy a home when I relocated to Bridgewater, NJ. She really understood my wants and needs. She didn't just send autogenerated emails every day like many other realtors. Connie actively searched for homes for me and my kids. She was there every step of the way and even checked in after closing. I felt comfortable with Connie and knew I was in good hands.”
“As first-time homebuyers, we really appreciated Dave’s expertise in purchasing our dream home in Morris County. We could rely on him to provide quick and detailed responses to all our questions. He also has a great team of quality contacts that helped us throughout the process that we could count on. Plus, the buyer commission rebate was a nice bonus! We would definitely recommend Dave!”
“Kelly Holmquist is extremely knowledgeable and has the expertise you want in a Realtor. She provided outstanding guidance, communication, and professionalism throughout the entire process of selling our home. We highly recommend Kelly to anyone looking for a dedicated and experienced real estate professional.”
“Nicole and Adam Haslett are truly incredible as a realtor team duo!! Nicole started our house buying journey back in September and we just closed on our house last week, end of May. Needless to say, for those 8 months, Nicole was fully along for the ride with us, never faltering, taking the time to understand exactly what we wanted in our next house, where we wanted to be, and what price we felt comfortable with. It's amazing to think she was doing the same process with multiple clients considering how invested she was with us. Every offer we put in was well thought out and executed. When our offer wasn't accepted, we went back to the drawing table and we ready for our next opportunity. Nicole is available at the drop of a dime for a phone conversation to talk strategy, while also listening and hearing our thoughts/concerns. She works tirelessly to get in offers that are strong, quick, and competitive. What impressed us specifically was her "go-getter" attitude to always reach out to agents, check in, follow up, as well as her prime knowledge of the Morris county market. She has strong connections with other tremendous and knowledgeable individuals in the real estate field that helped us with this process. Not to mention, she TRULY wants the best for her clients!! We feel this combination truly was what helped us to not only buy our dream home, but sell our house 60k over asking that we had built equity in the past 6 years. I would recommend Nicole and Adam to ANYONE who has any thoughts about buying or selling their next home... They made what is a truly daunting process SO much more reassuring and doable....you won't regret it, and you'll be so happy you did!!! Thank you for everything!!”
“Overall experience was quite good. Nick was very professional throughout the process. I was out of town for much of the time and Nick took charge of dealing with contractors and inspectors.”
“Alicia is an excellent realtor to work with. She was very responsive and kept my family updated every step of the way. She was always very professional yet she would make you feel you were talking to a friend. I recommend her 100%!”
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.
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