Real Estate Agents in Chicago, IL
9 best Real Estate Agents in Chicago, IL that specialize in real estate investments. Updated March 23, 2025. See agent reviews, ratings, and investment specialties.
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Commercial
Residential
Andrew Dorazio has transacted the following strategies: fix and flip, buy and hold, BRRR, STR, MTR, LTR, house-hacking, and 1031 tax exchange. He is a former Army officer and long-time real estate broker, investor, and property manager in the Chicagoland area with over a decade of experience. He is a high touch broker known for his extensive knowledge of real estate investing and loves being on the ground with his clients to help them buy, sell or rent their homes. Andrew is passionate about ... view more -
Commercial
Residential
I am an investor-friendly agent specializing in buy & holds, fix & flips, BRRRR's, house-hack's, 1031 exchanges, MTR's & STR's. If you came across from my appearance on the BiggerPockets Podcast, it is great to meet you: https://www.biggerpockets.com/blog/real-estate-817 Whether you are a seasoned real estate investor or someone looking for a mentor to buy your very first investment property, I can help you find that property you are looking to buy. My wife and I have been investing in prop... view more -
Residential
Commercial
My name is Mike Wade and I am a local Chicago Real Estate Broker at Jameson Sotheby's International Realty. The past few years I have seen my clients move more and more toward Multi-unit as well as larger commercial properties and I have moved my focus and expertise to assist them in their Real Estate and Investments needs. I am here to assist any and all Investors in any way I can and looking to expand my Residential and Commercial network. I have found it's all about providing value to each... view more -
Residential
I am a licensed Real Estate Broker/Realtor, Landlord, Property Manager and investor in the state of Illinois. I specialize in Multi Family (2-4 units), House Hacking, First time homebuyers and Investors. I work on the westside and southside of Chicago. view more -
Residential
*Currently only working with Pre-Approved or Cash Buyers* Christine started her real estate journey at Chicago-based tech startup, Avail.co (acquired by realtor.com), leading Operations to support over 300,000 landlords and 600,000 tenants nationwide. Christine is excited to leverage her entrepreneurial spirit and customer success focus toward helping home sellers, home buyers and real estate investors reach their dreams. For real estate investors, she uses her network and understanding of th... view more -
Residential
Commercial
Investment strategy advisors specializing in BRRRR, house hacking, buy-and-hold & STR. Our goal is always to work with clients on the roadmap of where they want to go and identify the best assets to get them there. We have developed strategic relationships with lenders and vendors to ensure we have all the resources needed to be a "one-stop-shop" for your investment journey. We pride ourselves on market knowledge, streamlined workflows, and emotional care during one of life’s most signifi... view more -
Residential
Commercial
We’re not just REALTORS—we’re investors, general contractors, inspectors, and property managers who live and breathe real estate investing. Our team actively uses BRRRR, STR, LTR, and flipping strategies, making us the perfect fit for BiggerPockets investors looking to scale their portfolio in Chicagoland. We understand that cash flow and instant equity are key to your success. With our renovation expertise, we identify hidden opportunities and potential pitfalls that most realtors miss. P... view more -
Residential
As Seen on HGTV and Barstool Sports: https://linktr.ee/homesofchicago Extensive experience with short-term rentals (STR), mid-term rentals (MTR), long-term rentals (LTR), BRRRR, fix & flip, buy & hold, house hacking, and 1031 exchanges, I’m here to help you navigate your investment goals. Whether you're managing multi-family complexes or seeking insights on local property types, my expertise ensures tailored advice for every investor. A dynamic, energetic, and goal-oriented licensed real ... view more -
Residential
Commercial
Essex 312 is Chicago’s first multi-family brokerage company focusing exclusively on servicing investors in the 3-to-12-unit market. Essex 312 brokers are highly trained, exceptionally focused, and extremely motivated. Whether you are a seasoned investor or brand new to the multi-family world, our team can provide the tailored service and market insights needed to help you achieve your real estate goals. view more
How to Find Investment Properties in Chicago, IL
For real estate investors, finding the right REALTOR® or real estate agent is crucial for successful investments in Chicago, IL—whether you're looking at residential or commercial properties in the Chicago area. Working with real estate agents in Chicago will give you an understanding of market trends for the surrounding areas when buying or selling properties.
Identifying the right investment property to generate rental income requires time, energy, and patience. While real estate agents can assist in this search, it's essential to choose the right one who is familiar with the specific areas of Chicago, IL. Not all agents have a strong understanding of investment properties, so it's essential to find investor-friendly ones to ensure you achieve your desired profits.
What Is an Investor-Friendly Real Estate Agent?
Not all real estate agents know the features investors need when purchasing rental properties. Some real estate agents work primarily with buyers looking for a primary residence. These buyers have many different needs than real estate investors. Primary residence real estate agents focus on features primary homebuyers need for their family versus considering after-repair value, the local rental market, or renovation costs. An investor-friendly agent understands the business side of purchasing rental properties and will help investors find properties that not only meet their budget but also help them achieve their investment goals.
You need a real estate agent with the pulse on everything real estate-related, including off-market properties, rental income, demand, renovation, the local market, and overall costs.
Finding a good rental property requires a lot of help from many professionals to make it work. It takes a village to invest in real estate.
Testimonials
"It was great and easy. I received emails and calls from two of the agents almost immediately"
"The agent seemed to be very knowledgeable and thorough"
"Found two great and professional agents very quickly. Literally no complaints and way better than googling it"
"I received communication almost right away regarding my inquiry"
"The easy way to connect and find the people of interest"
"I found a few agents from several options available, thank you!"
"It was great and easy. I received emails and calls from two of the agents almost immediately"
"Very simple. Contacted 2 different agents, got quick responses. I think I chose a great agent, my property is listed for sale. I'm happy so far!"
"Quick response. Willingness to connect and search for target homes."