About Olivia Tennison
Olivia Tennison is a dedicated real estate professional serving buyers, sellers, and renters across Chicago’s many distinct neighborhoods. With a deep knowledge of the city’s real estate landscape, Olivia brings a nuanced understanding of what makes each community unique — helping her clients find not just a property, but the right place to call home.
Olivia’s results speak for themselves. In her very first year, she earned recognition as a top producer, and has since closed over 240 transactions in just under three years—a testament to the trust her clients place in her and the tireless commitment she brings to every deal. Whether you’re a first-time buyer navigating the market, a seller looking to maximize your return, or a renter searching for the perfect fit, Olivia’s experience and track record ensure you’re in capable hands.
Outside of work, Olivia shares her home with her fiancé, Zach, and her two cats, Bennett and Tucker, who keep her company on work-from-home days. She brings the same warmth and care from her personal life to every client relationship, approaching each one with patience, attentiveness, and a genuine investment in your success.
First Chicago Apartment
My first Chicago apartment was in Streeterville at Axis Apartments and Lofts. I remember being so excited to live in my first high-rise building. Three high-rises later and I’m still loving it!
Favorite Thing About Chicago
My favorite thing about Chicago is its unique ability to provide a big city feel while still maintaining the warmth and friendliness of the Midwest. I also need to give an honorable mention to the architecture, but I feel like that goes without saying.
Quote to Live By
Never let the fear of striking out keep you from playing the game.
Luxury Living Reviews
Tristen Heimann helped me find my apartment in downtown Chicago. He was great to work with and really knew his stuff. He made finding the right place for me a low-stress, efficient, and exciting process. My favorite part about having Tristen help me was that he asked the right questions, knew what I wanted early on in the process, and showed me a diversity of places in the low and high price range so that I could make an informed decision. I recommend that anyone looking to find a great place in Chicago work with Tristen and Luxury Living. It turned out quite well for me.
I had never lived in Chicago before and was about a month into looking for an apartment when I came across Sam. He was so responsive, straight-forward and knowledgeable that I agreed to see a few places with him and within a week had found the perfect place. He was the most well organized, punctual and reliable people I’ve worked with and he was on top of the process to and through my lease signing. Will absolutely look to work with him if/when I’m ever in the market for real estate again.
I feel so fortunate I connected with Angel. From day 1, she was kind, knowledgeable and professional. She helped me put a list of properties in River North and scheduled all the showings. I’m moving to Chicago from another state so I had to fly for the weekend to see the apartments. Angel made the whole experience so easy: she picked me up at my hotel (which she kindly recommended), took me to all the showings which only took a few hours and by the end of the day I picked my place, applied and got approved within 48 hours. Wow! Highly recommend especially if you are new to the city and need help finding your new home. Thanks so much, Angel!
Ashleigh at Luxury Living Chicago was amazing to work with! I have never used a broker before to find an apartment and was always a little skeptical. I will say from now on I will never not use someone. She listened to all of my concerns and made sure that I asked all of the right questions to make sure I got exactly what I wanted. I am so thrilled that she helped me find the most amazing apartment. I am so happy in my new spot and I credit that happiness to her! She made the process incredibly easy and she was always so on top of new deals that were happening in the area. When I decided which building I wanted to go with she made sure that I was getting the best deal possible. I would recommend her to anyone who is looking for a spot in the city.
Looking for an apartment? Madeline Sears is your girl. From day one, Madeline’s poise and professionalism placated all of my fears about moving out of state. She provided well-researched leads and walked me through the nuances of each property and neighborhood I was looking it. When I met Madeline to see apartments in person, she kept a detailed diary of each one (the size, rent, pet deposits, etc.), so that I could focus on evaluating the space. She’s followed up to congratulate me and inform me that my lease went through, as well as make sure I’m taken care of. Truly a great experience. I’ve already recommended her to a coworker who is looking to move to Chicago. Highly recommend!
I spoke with Tristen at Luxury Living Chicago and he was able to be very communicative and helpful with my search for an apartment in Chicago. Coming from out of state, it can be overwhelming without the assistance of someone to lend a hand — but Tristen was able to work with my schedule, set appointments and provide me with a list of apartments to review prior to setting a date for touring. On the date of touring, he was very responsive with the last minute schedule change I had to make, and able to provide such great insights according to what I needed for an apartment. He made the whole apartment hunt an easy process, and I greatly appreciate it! I look forward to being a part of the Chicago community in the coming months and would recommend Tristen to anyone who’s looking for a place in the city of Chicago.
I’ve always done my apartment search on my own so this was a new experience for me. If you’re in a similar situation, then this review is for you! I was first contacted by Tristen, who took notes of what I was looking for and put together a list of options for me to look at shortly after. Tristen was very attentive, patient and helpful. It was awesome to work with him. On Thursday, I flew in for a day trip to go see the my top apartment choices that Tristen lined up. We started with a wildcard he added to our tour day and it was a gorgeous building. By the afternoon, I found the home that I’ll be living at for the next two years. It was an amazing experience and I’m very grateful for Tristen’s dedication to help me find a new home.
