Jon Gerstein

Jon Gerstein

312.961.2129      Contact Me
Contact Me


Overall 5 star rating out of 39 reviews

"Jon is one of the best realtors I have worked with. He is very knowledgeable, creative and efficient. When we were looking for a property in Chicago, not only did he provide information, but also helped us understand the pros and cons from the financial point of view. He tried very hard to bring both parties together even when it seemed impossible. One thing I really appreciated is Jon’s communication skill. He always got the points quickly and precisely. Through email and phone, he kept contact with us all the time. Working with Jon is a pleasure."

"John was very helpful in explaining the buying process as well as helping connect us with all of the necessary parties throughout the purchase, such as mortgage companies and inspectors etc. If/When we sell or buy a new home we would ask for his services."

"Over the past 5 years, we've worked with Jon Gerstein on the purchase, rental, and sale of our Chicago River-North unit. He's a true professional and clearly an expert at what he does. He's also amazingly responsive, even off hours. Very impressed and would highly recommend him."

"Jon is the best! He is professional, personable, thorough, and an excellent advocate. It was such a pleasure to work with him. We love our new home! Thank you Jon!"

"Outstanding analysis of the market, both from a price and presentation perspective, which allowed us to have multiple bids and a closing sale price almost 10% above asking."

"Jon truly cares about finding a "right" property for his clients. He did not rush us and was always very patient, honest, thorough, and knowledgeable. We highly recommend Jon!"

"Jon is a very caring and professional broker. He is extemely knowledgable and makes decisions and recommendations based on what is best for his clients. Jon helped us through every step of both the sale of one condo and the purchase of another within a very tight timeline. Highly recommend!"

"Jon is great! We used his service both ways, when we purchased and sold the place. We already lived abroad when we sold the place, everything worked well and smooth. Jon always updated us immediately about each step."

"I was completely clueless as a first time homebuyer. Jon guided me through a competitive market, sensing when I needed input and when I didn't. He went above and beyond to help me make the right offer and see it though. I am extremely happy with my purchase and would highly recommend Jon to anyone in the market, especially first timers."

"Excellent -went above and beyond to help us sell our home. Let us know how to make our home more appealing to buyers and even maintenance as we were not living in the home. Also kept us updated as to showings and feedback. Would recommend."

"We are so appreciative and thankful to have Jon as our real estate broker. He helped us purchase our first condo in the city about 5 years ago and there was no doubt in our minds who to turn to when it came time to upgrade to a single family home in the city this year. We always felt like we were Jon's top priority and he truly was a partner to us during our home buying process, always willing to be a sounding board for ideas and more than willing to listen to our frustrations and fears. At the end of the day, we trust Jon and his judgment and we will continue to refer him to anyone who asks who to use as a real estate broker. Thank you Jon!!!!"

"Jon was a great agent - hi marketing and listing strategy sold our house faster than we could have hoped for and for a good price. Highly recommended!"

"Jon made this closing happen. This was a very challenging sell from the get go and I even warned Jon to run from it when he first contacted me, but he not only convinced me he knew how to make this happen, he assembled the best short sale team out there, was accessible at all times and never gave up and got it done. I am so relieved and thrilled with how great he was to work with. Cannot say enough.
I would recommend Jon highly and hope to one day utilize his talents again."

"Jon is awesome. He went above and beyond to help me get a property I wanted, did not pressure me- just helped make it happen when I found something. He made sure things moved along at a reasonable pace, and that I was protected throughout. Despite the stress of buying property, I felt in control throughout the process and was able to actually enjoy it!"

"Jon was very thorough and patient with us through our first home purchase as well as followed through to make all aspects of the process as easy as possible.
Thanks Jon!"

"When my wife and I decided it was time to sell our condo, we reached out to Jon. He had success in our area selling condos that were similar to ours. We also received great feedback from those that worked with Jon in the past. Our experience exceeded expectations. Jon is excellent at his job. He is knowledgeable about what needs to get done in order to sell your property, but he is also patient in working with your ability to get those things done. He is excellent at staying in communication with you throughout the whole process. We are very happy to have worked with Jon. His humor, hard work, and attitude were the perfect fit for us. Thanks Jon!"

"Top-notch! Would like very, very much to use Jon's professional services in any future real estate deals."

"Jon was great! He made it very easy to find our condo. He was very professional and always available whenever we had questions. I would highly recommend Jon to our family and friends. It was a pleasure working with Jon."

"Thank you, Jon, for going through this journey with us and making it successful! It's been amazing to work with you and get to know you! Your professionalism, expertise and friendship have made the home buying process much more enjoyable and we know that we can trust you to represent our interests 100%!"

"Jon has been great to work with, both when i bought my condo and then again years later when i had to sell it. I think he gave good advice and helped make the buying and selling processes go smoothly."

"Jon was absolutely awesome to work with! He worked extremely hard for us and made what could have been a stressfull experience.... a truly wonderful one! Thanks Jon!"

"As first time home buyers we had no idea what we were getting into. Jon walked us the process and provided personalized service and support every step of the way. He was always ahead of the game and swiftly took on tasks with ease, efficiency and total professionalism. Jon was always available when we needed him, highly knowledgable aboyt the process and always offered expert advice. He treated us like family and made our home buying experience fun, exciting and stress free. I would highly recommend Jon and the services of @Properties."

"Jon is fantastic! He was with me through the process from start to finish. He is extremely knowledgeable and professional. It was clear that he had my family's best interests at heart."

"Jon is great, he was attentive, great follow up, sold a distressed property in 2 days for 10K more than we asked for. I love bidding wars! Will use him again"

"Jon was incredible! I was referred to him from a close friend who worked with Jon to buy her condo in Chicago. We are relocating from Manhattan, so I had a short window of time to get to know the city and find a new home for my family. Jon spoke with me to provide a helpful and descriptive narrative about living, buying and renting in the Chicago market, and even shared comparisons with NYC. He's so informed, clearly cares about his clients, and provided exceptional guidance to me throughout the process. We found our new home in one trip and we will absolutely use Jon for our future home-buying needs in Chicago."

"Jon and the team at @Properties did an amazing job with my condo sale. From staging, pictures and preparation for listing, all the way through the closing. It was a pleasure to work with the @Properties team and would do it again in the future."

"When we first started working with Jon, we were quickly impressed by his work ethic and the fact that he actually seemed to care about finding us a condo that we'd love...not just making a sale. We were not even living in Chicago at the time we purchased our condo from Jon, and because of our previously negative experiences with brokers we were very anxious about the whole process, but Jon's relaxed, confident demeanor quickly put us at ease. There were several days we saw 10-12 condos and Jon's ability to schedule all of these showings was quite impressive. Several things separate Jon from previous brokers we have worked with including his ability to thoroughly research a property and clearly present the information he has gathered. His approach is organized and comprehensive, but he manages to do this without the pressure one often feels from salespeople. Jon's passion for his job is also a breath of fresh air, especially at a time when many brokers are burned out and frustrated, often seemingly just going through the motions.Jon walked us through every step of the process in buying our River North Condo, and did it in a way that made us feel both comfortable and confident that we were getting a great deal. We are now happily sitting in our beautiful condo looking East toward Trump Tower...appreciative of Jon for all his hard work...Thanks Jon!"

"I was thinking about selling my condo and I noticed an @properties for-sale sign in my neighborhood with Jon's name on it, and I decided to see if we would be a good fit. After spending five minutes with him I knew I would be in good hands, and my intuition proved more than correct. From the day I listed my place with Jon to the day of closing (which was a shorter period of time than I ever could have hoped for), he was accessible, forthright, knowledgeable, and friendly. I truly felt that he had my best interests in mind the whole time, and trusting his judgment completely took a huge weight off my shoulders. I can't stop singing his praises to anyone who will listen! I will never use anyone else and without hesitation will be advising friends, family, and coworkers to do the same."

"We stumbled across Jon when first beginning our condo search. From the beginning, he was very friendly, professional, and patient. As this would be our first home, we had a lot to learn and Jon was there every step of the way to answer our questions and to provide us with all the important information regarding purchasing in the city of Chicago. What we liked most about working with Jon was his honesty. We felt we could trust him throughout the whole searching and buying process. On one occasion, he steered us clear of what would have been a horrible purchase, on account of the bad construction of the property and in another instance, Jon advised us not to put in a higher bid on a property that was not worth what the sellers were asking. Had he not advised us against going higher, we would not have ended up in our dream, first home! Jon was great when it came time to put an offer on what would become our first home. He did the research, gave us a rough estimate of what he thought the home was worth, and we eventually settled with the buyer on a price that we were extremely pleased with. We could not have purchased the condo we did without Jon, his negotiating skills, and his hard work. He is a real asset, especially for a first time home buyer. We gladly recommend him and although we are planning on staying put for a while, we will be sure to keep his number handy in case our needs change."

"Jon was wonderful to work with on our real estate purchase. He was very professional, did a lot of research and analysis to help put together a good bid (which isn't so easy in this market) and stayed with us throughout the entire transaction. He is very professional, patient, an excellent communicator and has a strong attention to detail. Even my real estate attorney remarked that he was the best agent she's ever worked with and what a pleasant surprise it was to see an agent stay involved throughout the entire process. I highly recommend Jon and will definitely work with him again."

"So I walked into this bar and met... my future real estate agent?Yup, that's how I met Jon, and it resulted in an amazing income property that he helped me and my boyfriend purchase every step of the way.Jon is super knowledgeable, patient and just a great overall guy. We never felt we were being "sold" or rushed or anything. He was so honest and helpful. I can't say enough great things about him. If you need to buy or sell a house...Jon's your man!"

"Jon is one of the best realtors I have worked with. He is very knowledgeable, creative and efficient. When we were looking for a property in Chicago, not only did he provide information, but also helped us understand the pros and cons from the financial point of view. He tried very hard to bring both parties together even when it seemed impossible. One thing I really appreciated is Jon's communication skill. He always got the points quickly and precisely. Through email and phone, he kept contact with us all the time. Working with Jon is a pleasure."

"I cannot even begin to express my gratitude to Jon for selling my place (at a PROFIT) in such a tough real estate market. When a downstairs neighbor of mine approached him about wanting to sell her unit at a dramatically lower price than mine, Jon handled the situation with integrity and care. He did not go for the quick cash, but stuck by ME and my place until it sold. Two months later, my neighbor's place went on the market for well below my initial asking price. I am so grateful to have had such a respectable, and concerned realtor representing me in such a precarious market. If you are looking for a great realtor in Chicago... Jon is your man!"

"Jon was excellent, could not have asked for more. My wife and I tend to be very picky and Jon understood that; had extreme patience the entire time. Jon not only made himself very available to show us what we asked to see, he also screened our selections if he knew ahead of time it was not something that met the specifications that we provided him. This was our first purchase, not only did he recommend a great mortgage broker, he ensured that we were comfortable along the way providing explanations to all of our questions. If Jon didn't know the answer to our questions, he found a resource who did! Not only did Jon find us a great condo in Lakeview, that met our exact specifications, he also remained in contact after our purchase to ensure we were pleased with our purchase. Jon also delivered dinner to us our first night while we were moving in, once again demonstrating his care towards his clients. Jon is first class throughout the entire process, I would highly recommend him to anybody in need of an agent. I will gladly use Jon again when it comes time to selling/buying our next home."

"I have worked with Jon a number of times over the last few years and have never once been disappointed. Jon is a phenomenal broker who not only understands the real estate market but understands his clients' needs . Jon is a relentless worker who is never satisfied until the deal is closed and unlike most brokers, Jon doesn't disappear once the contract is signed. Some have referred to Jon as 'The Michael Jordan of Realtors'. I understand why."

"Jon was my agent recently when I was looking for a small multi-unit building. I was a first time buyer so I really needed guidance on all steps of the process, including early decisions on the type of building, which neighborhoods to consider, financing, inspection, contracts, etc. Jon really came through on all fronts and I greatly appreciated his patience, organization and insights. He found me a great property and was there to ensure that everything went smoothly through closing. I highly recommend Jon and plan to use him for any future real estate transactions."

"Jon is the best.As a first time homebuyer, he not only helped me understand every part of the home buying process, but also helped me figure out exactly what I was looking for in a home. Honest, friendly and experienced - he helped me take every step in stride. Before setting out on the adventure of a first home purchase, I didn't think I would be able to make it happen, but with Jon's expertise and professionalism, it was actually an exciting learning opportunity.More than anything, I think it's important to have not only a professional, but also a personal report with your real estate agent - after all, you're going to be spending a lot of time and some stressful moments with them. For me, Jon has the perfect blend of expertise and sense of humor that made the process that much easier.He comes highly recommended."

"Jon was extremely helpful and professional in every aspect from start to finish on the sale of my house. I would highly recommend him to anybody considering selling their home."

"We needed to sell for the highest possible price we could get in the shortest amount of time. Jon sold our condo in Lincoln Square in 8 days at 97 percent of the full list price. In today's market, that is quite a feat. Jon is thorough, patient, and he is a tough negotiator. He helped us navigate through hefty obstacles with ease. He understands the market and stood firmly on our behalf through the whole process. Not only is Jon a very talented Realtor, but he is also a very kind and compassionate person and I'm honored to know him."

"With Jon's help, I bought a condo in Old Town this past spring. As a first-time homebuyer, I really didn't know what key issues to look for in a condo or how to navigate the process of buying a home. Jon was very patient and worked with me at every step. He was good at providing education and debriefing after viewing properties. With his help, I was able to get a great place and take advantage of the tax credit. I would highly recommend Jon, especially if you are unfamiliar with the process or just need someone to provide guidance throughout the process."

"As a first time buyer I was not very familiar with the process and somewhat skeptical of working with an agent. I initially approached Jon and met with him to view a number of properties. I also met with several other agents to get a feel for the process and to find someone that I felt comfortable working with. Jon's attention to detail, professionalism, and real estate expertise put me at ease. Jon is very organized and does not try to pressure his clients. I endorse Jon without reservation."

"I neither knew Jon, nor had I any introduction to him - I chose him as my agent at random, and solely based on Yelp reviews. HE WAS OUTSTANDING! From my very first call to him he treated me, and my relatively small condominium sale, with tremendous care and concern. He also connected me with a fabulous lawyer who coordinated the legal aspects of the transaction, for an incredibly reasonable fee.I couldn't be more pleased!"

"We were outbid initially, but when it was available again, Jon was very quick in letting us know and pro-actively worked with us to resubmit the offer to secure the property. Jon was very efficient in communicating the status of the offer and the closing process. We believe that without Jon's assistance throughout the process, we would not have the opportunity to purchase this property and we would not be able to close within few business days to the satisfaction of both the buyer and the seller."

"Thanks to Jon, I am a first time homeowner! Despite all the horror stories and discouragement from family and friends, Jon stood by and supported my decision to go after a short-sale condo unit. The sale did not go through without obstacles as it took exactly a year for final approval, but it was due to his advisement and encouragement that I waited for so long. Not only that, he recommended a fantastic lawyer and lender company, in which I was able to have my loan approved and ready to close in a week! Jon is a very knowledgeable, honest and patient person as well as a fantastic communicator (he responds to emails almost instantaneously). Overall, Jon is an awesome realtor and I definitely recommend him to anyone seeking to own a home! You cant go wrong with his guidance and expertise!"

"I could not be more happy with my decision to sell my condo through Jon Gerstein with @properties. Jon was on the same page with the market every step of the way. When we first began conversations about selling in a less than great sellers-market, he gave me both the pros and cons of selling. He did not just tell me what I wanted to hear to get me to list. It was clear I was working with an expert in real estate...not a sales person. The confidence he brought to the table was very comforting as someone who needed to sell my condo quickly, and from out of town. He handled each step of preparation for me, and once it went on the market it sold in three days with multiple offers on the table. Jon also walked me through each step of the closing and helped me arrange to close from over 300 miles away. I can't say enough great things about my experience with Jon. I highly recommend him as a broker."

"Jon was extremely thorough, responsive, considerate and direct every step of the way. I do not believe I waited an hour for a response on any inquires I had. He negotiated to provide me with what I needed and maintained warm and personable every step of the way. I cannot say enough good about him. He went out of the way to make my life easier. I'd recommend him to anyone."

"Jon was wonderful to work with. He is very knowledgeable about the area and comparable price points. As a first time home-buyer, he was very patient and helpful in pointing out factors for me to consider throughout the process. I would highly recommend Jon!"

"As first time home buyers/homeowners, we were extremely nervous and uninformed when it came to the entire purchasing process. Right from the start, Jon Gerstein was a wonderful fit for us, metaphorically holding our hands the whole way. His knowledge and experience made everything much less stressful, and we felt taken care of from starting the search all the way until closing. He answered all our questions, even the most ignorant and banal, without condescension. During our first meeting where Jon took the time to get a thorough understanding of our wants, wishes, and desires in order to create an accurate profile, he mentioned something that stuck with usIf he didnt find what we were looking for within ten showings, he wasnt doing his job. We were a bit skeptical of this statement, and there were times when we felt discouraged and thought wed never find a place, but in the end he delivered on his promise."

"Jon is fabulous! We used Jon for both the purchase and sale of our condo and recommend him to everyone we know looking to buy or sell! His attention to detail and customer service are outstanding, I really can't say enough good things about Jon. His reputation speaks for itself!!"

"Jon is nice and great to work with. My wife and I moved from Switzerland to the US and were not used to the home buying process. Jon walked us through all necessary steps and helped us to find the right bank, lawyer, inspections etc."

"Jon Gerstein was outstanding in all aspects of my real estate transaction. He focused on my goals and was very efficient and effective throughout the entire process. He also provided a great deal of guidance and advice regarding becoming a landlord in the city of Chicago. One noteworthy aspect, in particular, was his responsiveness. Regardless of when I would call or email him, he always got back to me quickly and with relevant information. For example, I emailed him on a Sunday night, and he replied within 10 minutes. I emailed him very late night a couple of times, and he replied that same night. While unexpected, this responsiveness was very beneficial to me throughout the entire transaction."

"We were referred to Jon by friends who had worked with him, and now we will refer friends to him as well! He really helped us craft the right search (the software used was amazing), understood what we were looking for and didn't try to push us toward properties we didn't want. His advice and guidance throughout the offer to closing stage was also very helpful, and we felt really prepared. He was also quick to respond to emails and phone calls."

"Jon was great to work with. Patient, honest and forthcoming. I put 100% trust in Jon, and he was always reliable with great feedback. I look forward to working with Jon again in the future."

"Jon Gerstein provided me with excellent advice and professionalism during my home buying process. He reassured me that a perfect property at the price I wanted was attainable and my final home purchase showed that."