Find the perfect real estate agent for veterans and active U.S. military members
We analyze top real estate agents in Chicago’s Streeterville neighborhood and across the country to find you the best veteran and military-friendly local agents, for free.
Compare the top 25 real estate agents in Streeterville
Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for May 2025. *
* Sales data is calculated based on transaction information available to Agent Pronto at the time of publishing and may not accurately reflect all transactions for a given agent.
The easiest way to find the best VA-specialist real estate agent.
Sell your home fast and for top dollar or find your dream home at the best possible price. Use our free service to find top agents you can trust.
- Tell us what you need.
- Answer a few quick questions about your real estate needs so we can begin our search.
- Match with the perfect agent.
- Our personalized matching system will connect you with a top-rated real estate agent with the local expertise and experience you need.
- Meet your agent.
- Review the details of your top agent recommendations and speak with them to learn exactly how they can make your real estate journey a success.
- Buy and sell with confidence.
- While real estate decisions are among the most important financial and personal decisions we make, you can rest easy knowing that you have a proven real estate professional on your side.
Home buyers and sellers love Agent Pronto.
Here’s what some of the 400,000+ home buyers and sellers have had to say about our service.
“James called me within the hour and was available to meet with me in just a few days. He put the listing up and it sold in 10 days. Very happy with the result!”
“Excellent! Very pleased with the process and the agent I chose to work with. It was expedient and simple, which worked perfectly for me as I'm located in another state away from the property I sold!!”
“Mike was by far the best agent I have ever worked with and I'm 73 and done this many times. Mike was very knowledgeable but never pushy. He is very gracious, well-organized, and was always punctual. He also was excellent after the sale and all his recommendations ended well. I would highly recommend Mike to anyone.”
“It's been great working with Bobbi - she is very responsive (never once missed a phone call or text), always on point but never pushy, be it her advice on pricing changes or negotiating an offer or following up on repairs. She arranged multiple open houses, brought in a steady stream of potential buyers, helped us a lot thru the whole process, made it easy for us even after we moved out of state and got our home sold just before the winter hit. Loved working with her and would definitely recommend her. ”
“Thank you, Agent Pronto, for recommending Karl. He was an amazing agent and just got the job done! I would recommend your service and Karl to any future home sellers or buyers!!!”
“It was great! We were put in touch with the best real estate agent around!”
“Dena was amazing! She helped us tremendously...She helped us with a new lender and made our dream come true, and not even Covid-19 stopped us! Forever grateful. ”
“Cheri Gibson was the best I have ever dealt with. She was professional at all times. She answered all our questions. She is very knowledgeable. I would highly recommend her to anyone looking to sell/buy. The house was listed and sold in one day.”
“House sold quickly and for a fair price. Very pleased! ”
“Great service, sold my home in just a few months!”
Streeterville real estate Market Report.
Information and statistics on the latest trends in the Streeterville real estate market, updated for May 2025. *
The typical home value in Streeterville is projected to be $457,380 for the month of May. April’s finalized data reported the typical value of a home in the neighborhood to be $448,250—up 15.08% over the previous 12 months. For comparison, city-level data pegged home values at $394,490 in Chicago for the most recent reporting period. That number is expected to float around $396,790 in May.
Streeterville had 330 new listings and 236 listings that went under contract in April, decreasing the area’s total available inventory to 279—down 5.42% from the previous month. Inventory is projected to have further decreased in May.
The median listing price for homes in Streeterville grew 1.46% from March to April, bringing the current median listing price to $485,000. Based on projected data for May, listing prices may continue to grow.
The number of days that homes have been on the market prior to going under contract rose year-over-year. In April 2025, the median time for a listed property to go pending was 63.5 days, compared to 33 days in April 2024. In recent months the median number of days from listed to pending appears to be increasing. That trend is predicted to have carried through to this May.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Learn more about what Streeterville has to offer.
Streeterville offers residents a vibrant blend of iconic skyline views, diverse dining options, and convenient access to cultural attractions, making it an exceptional neighborhood to live in.
Streeterville offers an urban lifestyle full of dazzling attractions, refined living, and a true sense of city vibrancy. Edge your days between sparkling Lake Michigan waterfront, cultural gems, and world-class shopping, all while living in a neighborhood prized for both convenience and excitement. Whether you’re unwinding along the sands of Ohio Street Beach, gazing at masterpieces inside the Museum of Contemporary Art, or sampling fine dining at one of the countless acclaimed restaurants that line Michigan Avenue, Streeterville delivers instant access to the best Chicago has to offer.
Families and professionals alike revel in the area’s bounty of educational options, including the revered Ogden International School of Chicago. Health and wellness are just steps away with the expansive Northwestern Memorial Hospital campus anchoring the neighborhood. For an evening stroll, Navy Pier offers year-round entertainment from fireworks to carousel rides, while Jane Addams Memorial Park breathes fresh air into urban life with sprawling green lawns and sweeping lake views.
Streeterville’s unique juxtaposition of architectural marvels, luxury high-rises, and historic sites invites both comfort and awe. It sits a stone’s throw from neighboring River North and the Gold Coast, forming an exciting patchwork of experiences. Whether you’re buying a modern condo with skyline views or selling a treasured residence, let Agent Pronto guide your journey, ensuring you connect with a real estate agent who deeply understands the enchanting tapestry that is Streeterville.
Within a few minutes, I was paired up with an awesome agent who really knew the local area and helped me find a great condo in a super tight market. It was daunting to think about how to find the right agent. Agent Pronto got me the right agent, pronto!
Take the guesswork out of finding an agent.
With over 2 million real estate agents across the U.S., it’s not easy deciding who to trust when buying or selling a home.
We’ve analyzed performance metrics, close rates, specialties, and client reviews of the top real estate agents in Streeterville to qualify the best agents for your specific needs.
We know that choosing the right real estate agent can be a stressful task. With Agent Pronto, it doesn’t have to be.
Data analysis with a human touch.
Agent Pronto works through troves of local and national housing data, client reviews, and agent performance metrics to find the top agents in Chicago. But we don’t stop there.
Our Agent Specialists will take into account any special requests you have when searching for your real estate agent recommendation.
Need a great agent who speaks fluent Spanish and is a luxury condo expert in your neighborhood? No problem!
Resources for buyers and sellers.
Tips and market insights to make your Chicago real estate journey a success.
Frequently Asked Questions
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There are more than 2 million real estate agents across the U.S., and you want to be sure the one you partner with is an experienced and trustworthy professional with strong local expertise. Working with a proven agent will help you sell your home faster and for more money, and help you find your dream home at the best possible price.
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Choosing a real estate agent to help you buy or sell property is one of the most important decisions you’ll make in your lifetime. You want to make sure your agent is an expert in your area, has a proven record helping people buy and sell similar homes to yours, and is well regarded by their previous clients. Let us know a few details about the property you are selling or the kind of home you want to buy, and Agent Pronto will match you with trusted real estate agents that have the experience you need. And before you interview an agent, check out our top five questions to ask a buyer’s agent and listing agent.
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We consider performance metrics, close rates, specialties, and client reviews to qualify the best full-time agents. We then take the information you provide about the home you are selling or the kind of home you want to buy, and analyze the top local agents with the right experience for your specific needs. For more than a decade, we've helped hundreds of thousands of home buyers and sellers find the right agent. Get started now and find the perfect real estate agent.
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No. Agent Pronto is a free service for home buyers and sellers and you are under no obligation to work with our recommended agents.
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