Testimonials

Don't just take Jack's word for it

Lauren & Mike

Jack is an exceptional partner in finding a home. He listens closely to your interests and pairs that information with his expertise to customize your search. Jack arrives prepared and informed for showings, follows up promptly, and takes the time to answer every question. He is hyper-responsive and dedicated to the process. He makes it fun and balances the multiple layers of home-buying for you, so it never feels too overwhelming. Trusting Jack's recommendations is easy because it's clear he is well-educated in the space and he does not pressure your decisions. For example, we found a home we liked a lot but the bidding process against multiple offers would have put us in a spot of over-paying. Similarly, we put in an offer on another property and the seller wouldn't budge from a high asking price. In both situations and throughout the process, he kindly advised us to continue looki…

Jack is an exceptional partner in finding a home. He listens closely to your interests and pairs that information with his expertise to customize your search. Jack arrives prepared and informed for showings, follows up promptly, and takes the time to answer every question. He is hyper-responsive and dedicated to the process. He makes it fun and balances the multiple layers of home-buying for you, so it never feels too overwhelming. Trusting Jack's recommendations is easy because it's clear he is well-educated in the space and he does not pressure your decisions. For example, we found a home we liked a lot but the bidding process against multiple offers would have put us in a spot of over-paying. Similarly, we put in an offer on another property and the seller wouldn't budge from a high asking price. In both situations and throughout the process, he kindly advised us to continue looking into other options. Jack keeps logic at the forefront - This approach is critical because buying a home can quickly turn emotional and expensive without proper guidance. He wants his clients to pay fair value, he does the research to ensure you are in line with the market, and he clearly communicates with you every step of the way. Jack is level-headed and persistent. We found a place we love well within our preferred timeline for moving. His network and knack for relationships are key reasons we were able to purchase our dream home. He is strategic, driven and accommodating. And more than anything, he makes the experience enjoyable! We had such a great time working with Jack, and we are so happy in our new home.

Chris H.

I had the pleasure to experience Jack's expertise from both the seller's and buyer's side. From the buyer's perspective, I had very tight parameters. Jack was patient using those parameters and made sure that I saw all types of homes, from complete remodels to recently updated townhomes. We found the perfect place that fits most of my requirements. He helped me negotiate in a fair yet beneficial manner. His professionalism and relationship with the other agent helped the negotiations run smoothly. From the seller's perspective, I cannot express enough how helpful Jack was throughout the process. From scheduling the removal of unnecessary furniture, to staging, to marketing, and to pricing my home, he was nothing short of amazing. His market knowledge is spot on. His relationships with other agents and his extensive research of comps allows him to price his listings accurately, thus sel…

I had the pleasure to experience Jack's expertise from both the seller's and buyer's side. From the buyer's perspective, I had very tight parameters. Jack was patient using those parameters and made sure that I saw all types of homes, from complete remodels to recently updated townhomes. We found the perfect place that fits most of my requirements. He helped me negotiate in a fair yet beneficial manner. His professionalism and relationship with the other agent helped the negotiations run smoothly. From the seller's perspective, I cannot express enough how helpful Jack was throughout the process. From scheduling the removal of unnecessary furniture, to staging, to marketing, and to pricing my home, he was nothing short of amazing. His market knowledge is spot on. His relationships with other agents and his extensive research of comps allows him to price his listings accurately, thus selling my home in a timely fashion. He will do what the client wants, but trust him, he knows what is best! Additionally, the team of people that Jack has around him is superlative. He has a first class contact every step of the way. He recommended an attorney, a donation place to donate household goods, an electrician, an inspector, a mover, and so many more. Not having to research all of those trades when moving is a tremendous help. Finally, Jack's positive attitude encouraging me to wait for the right place and not to get discouraged, helped me end up in the perfect home for me! I highly recommend Jack as a buyer or seller's agent. His passion and knowledge of the residential real estate market and his interpersonal and negotiating skills are exceptional.

Alexis & Ryan S.

Working with Jack and his team was truly a blessing! We could go on all day about how seamless Jack made this process feel for us. He set us up for success in every way possible. We went from "just looking around" to finding a home we loved AND finding a great renter for our previous spot. None of this would have been possible without Jack. His guidance, expertise, diligence, honesty, hard work, and patience throughout the whole process was unmatched and so appreciated. He figured out what we wanted and went above and beyond to deliver it! Jack is not only amazing at what he does, but is the best person & now, close friend. As his clients, it was very clear that our happiness was his top priority. If you want a home buying experience where you truly feel cared about and that someone has your back, Jack is your guy!

Lisanne M.

Jack helped us find the perfect home. Having never lived in the Chicago area, Jack was patient and took the time to help us explore different neighborhoods, as well as types of home (high rise, loft, condo etc). We really had no idea where or what we were looking for. Jack never rushed us and it was clear that he was in it for the long haul, no matter how long we took. He listened to our feedback developed an action plan (many of them)! Jack's knowledge of the market place and him taking the time to understand what we were looking for, enabled us ultimately find the perfect location and home. I always felt that Jack had our back and was looking out for our best interest. He was honest and thoughtful when working with us and guided us into making a reasonable offer, while at the same time doing an excellent job helping us set expectations for ourselves which made the negotiation proce…

Jack helped us find the perfect home. Having never lived in the Chicago area, Jack was patient and took the time to help us explore different neighborhoods, as well as types of home (high rise, loft, condo etc). We really had no idea where or what we were looking for. Jack never rushed us and it was clear that he was in it for the long haul, no matter how long we took. He listened to our feedback developed an action plan (many of them)! Jack's knowledge of the market place and him taking the time to understand what we were looking for, enabled us ultimately find the perfect location and home. I always felt that Jack had our back and was looking out for our best interest. He was honest and thoughtful when working with us and guided us into making a reasonable offer, while at the same time doing an excellent job helping us set expectations for ourselves which made the negotiation process more efficient and less emotional. I can honestly say that this has been my best home buying experience. I was blown away by Jack's professionalism, knowledge, honesty and work ethic. Jack's experience and white glove treatment is unique and sets him apart. I highly recommend him! Thank you Jack!

Kirsten & Dave C.

From the start of our selling process, Jack listened to and understood our needs. He quickly showed his expertise of the market, likely buyer pool, and how to best position our home in a competitive field. He effectively demonstrated correct pricing strategy based on relevant comparable sales and listings data. Jack’s marketing efforts were unmatched - from the initial light staging of our home to the impressive “lifestyle” video portraying not only our home, but the Hinsdale lifestyle. We knew this was a critical component with out-of-town buyers and restrictions due to COVID-19. Jack’s detailed approach was spot on. The key to a successful broker is their ability to keep the owners committed to the plan. Jack gave us comfort to believe in his process and always stay the course. Jack provided a calm and steady execution of his marketing initiatives and seamlessly adjusted for any guide…

From the start of our selling process, Jack listened to and understood our needs. He quickly showed his expertise of the market, likely buyer pool, and how to best position our home in a competitive field. He effectively demonstrated correct pricing strategy based on relevant comparable sales and listings data. Jack’s marketing efforts were unmatched - from the initial light staging of our home to the impressive “lifestyle” video portraying not only our home, but the Hinsdale lifestyle. We knew this was a critical component with out-of-town buyers and restrictions due to COVID-19. Jack’s detailed approach was spot on. The key to a successful broker is their ability to keep the owners committed to the plan. Jack gave us comfort to believe in his process and always stay the course. Jack provided a calm and steady execution of his marketing initiatives and seamlessly adjusted for any guidelines that were in place due to a global pandemic. Jack was early to recognize the strong buyer demand coming from the city, and his relationships with city brokers were critical in creating demand for our suburban home. Jack created a sense of urgency on the buying side, which drove up contract pricing and terms. He listened to all parties and was quick to understand the key deal points on each side. This truly allowed him to bring together a win-win transaction. Jack continued to efficiently manage all parties - buyers, sellers, attorneys, appraisal, lenders - to make sure the contract process never slowed. Jack has drive, insights and capabilities well beyond his age. He never stops working until your home sale closes - and beyond. He has a true understanding of the suburban market and how to highlight a home within it to maximize price and overall experience. Without reservation, we highly recommend Jack!

Karen & Tim F.

Jack is an amazing real estate agent and person. He was at every showing and was actually selling our house. He was never negative even though we were selling in the midst of COVID. We now consider him a friend and highly recommend this talented man!

Pam & David K.

Jack Brennan was MORE than outstanding in the listing and sale of our home in Hinsdale. We have a connection with many realtors in our area and so when it came to selling our home we were conflicted in which way to turn. After a casual conversation with close friends of ours who had recently used Courtney and Jack, we were suddenly convinced we need to try them (even though they were not one of the many brokers we knew). We were blown away! Courtney and Jack could not have been more accommodating, more knowledgeable, or more helpful with the 100's of details that go into listing and successfully selling a home. They knew, anticipated, and then conveyed to us what each step of the process would entail. They were prepared with the names and resources of people and companies we would need to successfully get through each step. In many cases they had even prepaid the cost (out of their own b…

Jack Brennan was MORE than outstanding in the listing and sale of our home in Hinsdale. We have a connection with many realtors in our area and so when it came to selling our home we were conflicted in which way to turn. After a casual conversation with close friends of ours who had recently used Courtney and Jack, we were suddenly convinced we need to try them (even though they were not one of the many brokers we knew). We were blown away! Courtney and Jack could not have been more accommodating, more knowledgeable, or more helpful with the 100's of details that go into listing and successfully selling a home. They knew, anticipated, and then conveyed to us what each step of the process would entail. They were prepared with the names and resources of people and companies we would need to successfully get through each step. In many cases they had even prepaid the cost (out of their own budget) of many services so we didn't have to think about it or get bogged down in the details. This happened so many times we were moved to tears as the stress of the move loomed over us. Their care for us was way beyond anything I anticipated. In the end, we discovered that their promise to do anything required to help us and to keep the process moving forward, was true. Whether it was physically moving boxes for us, vacuuming rooms, sweeping decks, or any number of other "menial" tasks you wouldn't expect an agent to stoop to, they were always their ready to lend a hand. I cannot recommend Courtney and Jack, and the entire staff and ownership at County Line Properties, any higher, or with more enthusiasm. Courtney and Jack proved to me there are agents who do go way beyond the norm of their industry to make sure their clients are served with the highest regard. Thank you Courtney and Jack for all you did, and for all you continue to do for your local clients.

Jack R.

Jack was extremely professional and determined while searching for places to live for us. We had very limited time before we needed to find a home before our first day of work. Although there were few options available due to the timing and area we wanted to live, Jack quickly used his resources to pull together a strong list of possible choices. He helped us narrow them down based on price, location, safety, and neighboring amenities. It was great working with Jack. He’s a great communicator - everything was transparent throughout the process. I recommend giving him a call if you’re looking for a home.

Molly M.

Jack was amazing throughout our real estate search. He really cared about finding the right place and made us feel like a part of the family. I trusted him throughout the process. Jack was extremely responsive (emails/texts/calls) and the real estate tours were very well thought out. It was clear that he has a good understanding of the market (touring and negotiating) which gave me so much comfort. Jack took the time to understand exactly what we were looking for, even picking up on little nuances, which helped us land in the perfect place! I can't thank Jack and his team enough. I can't imagine working with a better agent!

Connor J.

Jack was very diligent and specific when identifying our initial wants and needs in our home search. As we began looking at homes, it became clear how much time Jack had devoted to our search, as almost every place we visited had all of our needs and most of our wants. The entire Brennan Group was always very prompt and efficient in getting back to me (this was my first search for a rental home and I had a lot of questions). Jack was easy to be honest with and spoke as a friend rather than an agent. Highly recommend using Jack and the Brennan Group

Dylan R.

Jack was the perfect fit for my housing search. He was extremely professional and answered every question I had with confidence. I would highly recommend him to anyone looking for a real estate professional. He treats every client like family - I would trust him to baby-sit my kids. I will be contacting him next time I am in the market for a new place. Thanks Jack and the entire Brennan Group!

Katarina S.

Jack is awesome! We love positive people. If you are looking for an agent that is knowledgeable, passionate and reliable, choose Jack and his team! He was helpful answering any and all questions. He was always available to meet up with us to show us a possible home. I will be recommending him to friends and family in the future. Thank you again for helping us find our forever home!

Alex G.

Jack was very helpful in finding an apartment for me and my roommates. He knows the Chicago area very well and was always quick to respond with any questions and concerns we had. He helped us secure a spot in a great spot in Lincoln Park for below market value. I plan on going back to him when it's time for me to find a new place to live.

Kerri C.

Jack was amazing to work with. He listened to all my wants and needs when looking for a new home. Both buying and selling went seamlessly and was able to close on the same day without a hitch. Everyone and everything Jack recommended exceeded my expectations!

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Focused on his commitment to clients, Jack Brennan is redefining real estate from the city to the suburbs. Celebrating nearly $20 million in 2022 closed sales, Jack is setting its sights on a record 2023. Ready to make your next move — Jack is your place to start.