About Us

Founded in the late 1990’s in response to the real estate needs of friends and family, Winnemac Properties has evolved into a thriving company with a proven track record in leasing, management, development and brokerage services for residential multi-family and commercial properties. With a focus on the northeast side of Chicago, we specialize in apartments that are in good condition, clean and available at a fair price.

Our staff, which includes several members of the Chicago Association of Realtors, is dedicated to providing our tenants, property owners and investors with the best service possible. With over 30 years of experience in residential, commercial and condominium property management, leasing, real estate sales and investment, we bring a professional and personal approach to ensure strong and rewarding relationships for everyone in the Winnemac Properties family.

What Our Tenants Say

“Compared to all my prior apartment searches in Chicago, this experience was surprisingly easy with no stress. Drew was understanding, exceptionally responsive, and honest… In the end, the process was wrapped up days before I anticipated with nothing left but signing the lease. Drew’s professionalism and experience were a huge advantage – I’d recommend him to anyone looking for a new place in Chicago.”

– Yelp Reviewer

“During our quest to find a nice and spacious apartment for our family on a tight budget, I was pleasantly surprised and relieved to come across Andrew Conn. He was understanding of our needs and was able to find a solution that was welcomed by both myself and the potential landlord to help make a property that was over my budget but that I loved, my own.”

– Yelp Reviewer

“My wife and I lived in the building at Glenwood and Winnemac a few years ago. The apartment itself was HUGE and very reasonably priced for the area. We never had any issues with the maintenance staff. They would show up when scheduled and always took care of any issues we had. I’ve lived in a few apartments since leaving this one and wished I would have stayed for longer! I would highly recommend Winnemac Properties if you are looking for your next apartment.”

– Yelp Reviewer

Our Approach

We take pride in our reputation for reliability, ethical business practices and a hands-on, no-nonsense, results-oriented approach to the business. As long-term investors, we ensure that every one of our properties is carefully maintained and updated – we don’t take any shortcuts.

We also understand that part of helping to foster strong communities includes finding tenants who are responsible and respectful of their neighbors, and we do everything we can to make sure each tenant feels as though theirs is our only property. As a member of the Rogers Park Builders Group, Winnemac Properties whole-heartedly subscribes to their mission to “encourage and support responsible residential and commercial property investment, development and ownership.”