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Chicago's Premier Real Estate Team

With deep local expertise and an unwavering commitment to personalized service, we offer a white-glove real estate experience as distinctive as the clients we serve. Specializing in Chicago's historic and vintage properties, our collaborative, tailored approach—paired with unmatched market insight—delivers exceptional results for buyers and sellers alike. We invite you to experience a higher standard of real estate. Let’s get started.

Our Listings

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4748 N Beacon Street Chicago IL 60640
$1,375,0004748 N Beacon Street Chicago IL 60640
$1,375,000
4748 N Beacon Street Chicago IL 60640
4 BEDS
3.5 BATHS
View Details
Coming Soon
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3837 N Alta Vista Terrace Chicago IL 60613
$1,049,0003837 N Alta Vista Terrace Chicago IL 60613
$1,049,000
3837 N Alta Vista Terrace Chicago IL 60613
4 BEDS
2.5 BATHS
View Details
Coming Soon
View Details

Meet Alex

A second-generation broker with a career spanning over two decades, Alex has been immersed in the industry from an early age, developing an exceptional understanding of market nuances and client care. Alex has been a driving force in the Chicago real estate market, specializing in the sale of historic single-family homes, co-ops, and luxury condos. Alex and his team consistently rank as top producers in Chicago's northside, especially in the Uptown, Lakeview, Lincoln Square and Edgewater neighborhoods. His boutique team employs a collaborative approach coupled with innovative marketing strategies, earning him recognition as a trusted advisor to the most discerning sellers and buyers. Beyond his professional achievements, Alex is actively invested in his community, serving on boards and committees dedicated to Chicago’s historic preservation and community development.

Metropolitan Expertise

What Our Clients Say

"Selling a condo with Alex made us appreciate just what an excellent realtor can do for you. When our family needed to market our parents’ condo—their home for nearly 30 years—we interviewed half a dozen realtors and chose Alex. He seemed attuned to the market, respectful of our wishes, and honest about what we could expect. He was knowledgeable about the building, and our likely buyers. We soon learned how wise a choice we’d made. We made a few cosmetic repairs, some modernizing alterations, and did a deep cleaning. Alex did the rest, drawing multiple offers within days of the elegantly photographed listing, and shepherding us through the sales process, even when our chosen buyer grew difficult. At every phase, from negotiation to closing, Alex offered great advice based on his experience of both the market, and human nature. He never pushed us, but he worked wonders with the buyers’ realtor, and helped us to an excellent outcome. I have other properties in Chicago, and when the time comes to sell or buy, I won’t have to interview anyone. Alex will be my choice."

Turi A – Seller

"We’re so grateful for the A-team that is Alex and Kevin! Alex was with us every step of the way, showing up consistently even when inventory was low and we were getting a little discouraged, keeping us grounded, and being honest about what would actually align with our long-term priorities. We ended up taking something off the market thanks entirely to Alex’s deep network and ability to move mountains :) Kevin was the glue that held everything together. From start to finish, he kept every detail on track and made the logistics feel totally manageable. Their vendor list and support for all the moving parts—from inspection to close—was excellent. We always felt like someone had our back to execute a fast closing. It is hard to imagine getting our dream condo in Bucktown without these two. Total pros, and most importantly, just good, kind people."

Ashley & Olavo D – Buyers

"We had an outstanding experience working with Alex Wolking and his team on our relocation to Chicago! From start to finish, Alex was professional, responsive, and incredibly knowledgeable about the Chicago market. He took the time to understand exactly what we were looking for and guided us through every step of the process with patience and expertise. What impressed us most was his exceptional negotiation skills—Alex secured us a fantastic deal that exceeded our expectations, making our move to Chicago not only smooth but also a great value. His insight into neighborhoods, attention to detail, and commitment to advocating for his clients truly set him apart. We couldn’t be happier with our new home and the experience of working with Alex. If you’re looking for someone who is dedicated, trustworthy, and will fight to get you the best possible outcome, we highly recommend him!"

Jonny & Candy S – Buyers

"Alex and Kevin are THE BEST! I purchased and sold my condo in River North through them, and both experiences were exceptional. They made sure we found the perfect condo, giving us plenty of options and making sure we knew all (good AND bad) about it. The sale of our condo was completed in the shortest time as well (under 2 weeks) and at an over-asking price. If you're looking for an honest and knowledgeable team, look no further."

Dominik & Sally K – Sellers & Buyers

"Alex and Kevin are truly the dream team. They helped us buy our first home and helped guide us through everything. From the beginning, Alex took his time and taught us everything we needed to know about buying a property. He walked us through a detailed pamphlet with example timelines and budget outlines, which was so helpful as first time home buyers. He was timely in all his responses, extremely knowledgeable about everything real estate and Chicago and never pushed us into doing anything we didn’t feel comfortable with. We are so grateful for him.Kevin is nothing short of amazing either. He is always responsive and quick to find answers to every question. He always keeps you in the loop of what is happening and is very professional. We are lucky to have had his assistance. We highly recommend using Alex and Kevin for all your Chicago Real Estate needs and will be excited to use them in the future."

Lauren R & Shane B – Buyers

"Alex is Best! As an agent, he knows his market, how to effectively and efficiently sell a home, he is always honest with you, and he has a great sense of humor. When Alex made a suggestion we pondered it and then agreed, and we received a better outcome. He facilitated the closure with experience and effectiveness. He made the process easy and with wit. His partner Kevin handled all the details needed for the sale process. He guided us through a forest of paperwork with clear and understandable instructions. He was always available to answer questions and give help. We really appreciated them--They Were Terrific!"

Ed & Barbara K – Sellers

"Our condo sale with Keller Williams ONEChicago was as good an experience as we could have chosen! Realtor Alex Wolking and Kevin Brannon were amazingly attentive to every detail, from the very beginning, having researched the facts to decide on pricing. We felt they were walking with us through the whole process, and it all went as stress-free as we could have wished. This pair gets our top rating!"

Joy H – Seller

"Alex and Kevin were fantastic to work with, helping us find a home that was a great fit for us in a short time frame. We appreciated Alex’s experience and relationships within the Chicago market, and his guidance on property value was spot on in competitive situations. He allowed us to move fast but never pushed us to make a decision until we were 100% comfortable with it. Kevin is incredibly organized and moved us efficiently and effortlessly through the closing process. Together, they make a great team who is always ready to answer even the smallest and seemingly simplest of questions. We could not recommend them enough!"

Kevin & Madeline D – Buyers

"Alex and Kevin are the best! Alex was an invaluable advisor as we prepared to sell our home. He met with us early in the process and helped us make sensible and cost saving decisions about prepping our home. He has a hands-on and creative approach to marketing which helped our home sell fast once we listed. Kevin is an organizational genius and kept us all moving along through all the paperwork. Highly recommend!"

Peg & David C – Sellers

"Alex sold our Bucktown condo on the private network in just 3 days—with 13 showings and 4 offers to choose from, we sold at $35k above the list price! We've worked with Alex on 4 transactions now, and the customer service is always above and beyond, no matter the price point. Kevin is prompt with his communication and takes everything off your hands for a stress-free process, so all you need to do is wait for your check on closing day. If you're debating who to entrust with what is likely your biggest asset, look no further than Alex Wolking and Kevin Brannon!"

Lexi & Jon S – Sellers

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Posted 19 weeks ago

by Alex Wolking - Keller Williams ONEChicago

Coming Soon: 2621 N. Wilton Avenue Unit 1 – $899,900

Posted 21 weeks ago

by Alex Wolking - Keller Williams ONEChicago

We believe every home has a unique story and deserves a personalized marketing approach. "I like ...

Posted 25 weeks ago

by Alex Wolking - Keller Williams ONEChicago

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