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Bruce Theobald

Bruce Theobald


2034 N Clark St
Phone: 312-286-7402
Fax: 773-289-0445



Bruce specializes in selling condominiums, townhouses, and apartment buildings in the Lincoln Park, Lakeview, and Gold Coast neighborhoods. He has worked with many first time buyers as well as investors. In addition to selling real estate, Bruce is also an active real estate investor. He owns numerous rental condominiums. 

Bruce received his law degree from The John Marshall Law School, in Chicago. He graduated from the University of Illinois in Champaign with a B.S. in Real Estate Finance. He is also a graduate of the Commercial Pilot Training Program at the University of Illinois’ Institute of Aviation. Bruce is originally from Evanston, Illinois. He has lived in Lincoln Park for the last 20 years. In his spare time, Bruce is an avid boater and can frequently be found on his boat in Chicago’s Diversey Harbor.

As an attorney, Mr Theobald is the author of a professional publication "Security Deposits and the Chicago Residential Landlord Tenant Ordinance" (2014).  Copies available on request.

Success Stories

Thanks for all Bruce - Laura and her husband had nothing but great things to say about you! Should I ever have another referral I'll be happy to send your way!  Thanks again.

      Kay P., a referring agent from Cheyenne Wyoming for a property located at 195 N Harbor Drive in Chicago.


Thank you for all of your hard work and efforts!  You have a hard job.  I appreciate your patience and attention to detail!

April continues:

Dear Bruce and Kent,

I need to send you both a huge Thank You, for all of your hard work, patience and diligence in selling my mother's downtown condo. You've both worked so hard- Kent, for all your trips back and forth and driving my mother to her destinations and helping her sort and pack thirty years worth of accumulation! Bruce, in keeping me informed of every step of the process and including me on all emails, and calming me down with your experience and knowledge! I so appreciate your attention to detail and inclusion, which is of utmost importance to me. Basically you both made the sale and transition such a seamless transition for us. I doubt we would have had such an easy and profitable experience with anyone else. Your patience, kindness, attention to detail, willingness to help and your generosity of time made it so much better for my mother to move. I honestly don't think I would have gotten her out of the condo at all without all your help! You've both shown us nothing but respect, even when you're both asked the same questions over and over. Again, thank you for all you've done for us. I can finally stop worrying about my almost ninety year old mother. She is finally in a safe environment and I have you both to thank!

I will be more than happy to recommend you to anyone looking to buy or sell. It was a great experience for us and would be for anyone else as well.



April B.

      April B. - Seller at 227 E Walton in Streeterville.


Thank you for a great seven years!

       Jenna B. - Tenant at 2020 Lincoln Park West.

Thank you for your excellent response, flawless work and expert advise.  Your assistance through this process is greatly appreciated!  You all are more than worthy of any referrals I can send you in the future.

     Bradley N. - Purchaser in the Fulton Market District, Chicago

We want to tell you again what a pleasure it has been leasing from you and living in this beautiful unit.  We will surely miss it.

     Kat & Brian P., Renters at 1960 Lincoln Park West (Lincoln Park Tower)

We needed to sell our place fast. Bruce and his team exceeded all of our expectations. Thanks to Bruce we were able to sell our place in the time frame we were hoping for and at the price we wanted.

    Michelle G. - Chicago

Very fast response times and professionalism. Bruce and his staff are extremely attentive and informative. They made the experience very positive.

    Andy F. - Chicago

Bruce was very responsive to my needs and inquiries. He was very flexible and willing to meet buyer prospects at any time or day.

    Nick M. - Chicago

Dear Karen,

Your real estate salesperson, Bruce Theobald, contributed greatly in ensuring an uncomplicated and enjoyable closing. In my many years of practicing law which encompasses thousands of real estate transactions, he stands out as one of the best real estate agents I have encountered. You would do a great service by referring friends, family and associates in the market of buying or selling a home to Bruce and his team.


    John F. - Attorney at Law - Chicago

You are a true professional!

    Andy W. - Chicago

You always provided me with information promptly and gave honest answers.

    Rich G. - Chicago

You have gone above and beyond in helping me look for a new home.

    Betsy W. - Chicago

Thanks a ton. You are the best. I have not met anyone else in your line of business who is using technology as much as you do.

    Naveen S. - Chicago

It was a pleasure meeting you. I appreciate your taking the time to meet with me and inspect the property. Your response time is phenomenal. Thanks for your for your time.

    Robyn N. - Chicago

Bruce explained the whole buying and selling process to me so I knew what to expect. He kept me informed and up to date on everything and always returned my calls promptly. Bruce gave me recommendations on who to call to get certain things done.

    Cathi C. - Chicago

Thanks again for your help in marketing. You have beyond the call of duty. We are blessed to have such a good friend as you.

    Diane F. - Wheeling

Bruce knew how to market my unit. He networked to sell my condo in 6 days. He knew the fair market value of my property, and his communication was good.

    Susan E. - Chicago

I just wanted to thank you once again for the great job you did for me yesterday. I greatly appreciated what you did to make the deal work out. I don’’t think you really know how much you helped me out. I’’ll continue to refer you as always, and I just wanted you to know that I consider you the utmost professional, as well as a great friend.

    Bob H. - Chicago

Bruce was wonderful. He was always available and returned calls promptly. I felt like you genuinely cared about the purchase of my home. He worked out all of the details for me and was by my side every step of the way. As a single girl buying my first home, I needed a lot of assistance. He was always calm and professional when I was freaking out and he took care of all the problems I encountered. I really appreciated him going above and beyond for me. I will recommend you to everyone I know!

    Sheri S. - Chicago

You identified my needs very quickly. You were available to show and schedule appointments flexibly. Very kind service.

    Alma T. - Chicago

I was very satisfied with all aspects of your work. You were very prompt in returning my phone calls. You did a great job with the color brochures on my condo. You set the stage for a smooth closing. I would recommend you to anyone. Thank you.

         Bob S. - Chicago

Thank you for being such a great landlord.  I will always refer you to anyone I know - you're that good.

        Jackie L. - Chicago

Bruce will get the job done! Fast, good advice, and listens to your needs. Very satsified.

     Mira B. - Chicago


Dear Bruce:
I want to thank you for taking care of our property in Chicago. I met our new tenant on the phone yesterday and she sounds like a wonderful person.
It is amazing the difference between professionals in Chicago and the realty estate professions in Florida.  I am grateful for all that you do.

Arletha J - (An investor who owns a rental condo in Chicago and lives in Florida).

We picked Bruce because of his experience in our building.  We were extremely pleased with the job that Bruce did for us.  He marketed the home extremely well.  Virtual tour, description of the property, fliers in the mail and posted in the laundry room.  All done very well, especially the virtual tour.  Great use of technology.  Consequently, we had a ton of showings, even in a very slow market.

Bruce is professional, has all the right answers, knows the business, is easy to work with, and is a really nice guy.  You will not regret choosing Bruce to sell your home.

Bob & Jasmina - Seller clients at 1960 Lincoln Park West

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Contact Information

Photo of Bruce Theobald, Managing Broker Real Estate
Bruce Theobald, Managing Broker
Lakefront Realty Group Inc.
2034 N Clark St
Chicago IL 60614

Bruce Theobald of Lakefront Realty Group, Inc., sells condos and townhomes in Lincoln Park, Old Town, Lakeview, Wrigleyville, DePaul, River North, Streeterville, the Gold Coast,  Sandburg Village,  the West Loop and the South Loop.  He represents first time buyers, investors, as well as home-sellers.