“Kim was a pleasure to work with. Great experience with Kim all the way around.”
- Agent Pronto
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Compare top Grand Crossing real estate agents.
Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for November 2026.*
*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.
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Grand Crossing real estate Market Report.
Information and statistics on the latest trends in the Grand Crossing real estate market. *
Latest Rolling 3-Month Snapshot
Jul 1, 2026 - Sep 30, 2026
Quarterly Pricing Trends for Grand Crossing
Rolling three-month data ending on quarter boundaries when available.
Quarterly Pricing Trends for Grand Crossing
Rolling three-month data ending on quarter boundaries when available.
Quarterly Pricing Trends for Grand Crossing
Rolling three-month data ending on quarter boundaries when available.
Quarterly Inventory and Sales Activity for Grand Crossing
Rolling three-month supply and activity totals for the selected period.
Quarterly Inventory and Sales Activity for Grand Crossing
Rolling three-month supply and activity totals for the selected period.
Quarterly Inventory and Sales Activity for Grand Crossing
Rolling three-month supply and activity totals for the selected period.
Market gauge is calculated using active listings and pending sales from the most recently available reporting period (Jul 2026 - Sep 2026).
Homes in Grand Crossing are moving more quickly than a year ago, with the rolling three-month median days on market dropping sharply from 117 days last September to 51 days now. This faster pace suggests buyers are making decisions sooner even as the overall environment shifts. At the same time, the share of homes going off the market in two weeks is nearly 28 percent, indicating that well-priced and well-presented listings can still attract prompt offers.
Prices have climbed notably on this rolling three-month view. The typical home value is up about 49 percent year over year, while the median list price has risen a more modest 16 percent. A growing share of homes is achieving stronger outcomes, with nearly 39 percent selling above list price and the average sale-to-list ratio nearing 99 percent.
Supply conditions tell a different story, with months of supply more than doubling over the past year to about 11 months, far above the roughly three months seen across Chicago overall. Active listings are up about 29 percent year over year, and new listings have jumped more than 50 percent, giving buyers a wider range of options. Even with more inventory, homes sold in the past three months increased about 31 percent from last year, showing solid demand. In this nuanced setting of faster sales, rising prices, and abundant supply, Agent Pronto can connect both buyers and sellers with an agent who understands Grand Crossing’s dynamics.
Learn more about what Grand Crossing has to offer.
Grand Crossing offers residents a welcoming, transit-accessible community with historic charm, diverse local amenities, ample green space, and real opportunities for connection and growth.
Grand Crossing tends to suit buyers who value neighborhood stability, classic architecture, and access to the rest of Chicago without downtown prices. Longtime residents appreciate the strong sense of community, while first-time buyers often come for the roomy brick bungalows, greystones, and multifamily homes that can support both living and investment goals.
The neighborhood offers easy transit via the Metra Electric District line and several CTA routes, which makes commuting to Chicago and the Loop manageable. Nearby Jackson Park provides trails, lagoons, and lakefront access, and families often tap into programs at the Grand Crossing Park fieldhouse. Local schools, including Chicago Vocational High School, draw students from across the South Side.
For homeowners considering a sale, Grand Crossing’s mix of single-family and 2 to 4 unit buildings means pricing strategy can vary block by block. Proximity to adjacent communities like South Shore, Woodlawn, and Chatham often influences buyer demand, especially as investment and redevelopment spread along key corridors.
Because streets can shift from primarily owner-occupied homes to investor-focused properties within just a few blocks, it is important to work with an agent who understands micro-market trends, local amenities, and transit access. Agent Pronto connects both buyers and sellers with a real estate professional who truly knows Grand Crossing at the neighborhood level.
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“In today’s world, when reviewing a product and/or business, Artificial Intelligence tends to be used to get it done in a fast and efficient manner. That would be an absolute disservice to Miriam’s work product and personality. She is genuine. She is responsive. She is intelligent. She is kind. My favorite aspect of Miriam’s work is her past experience working at a property management company. She understands how a building is run, the importance of the building’s budget, and other minor details you would never even think of. She is simply the best, and you should definitely give her the opportunity to help you find your new home!”
“Laura is hard working, dedicated, and responsive. She understood the challenges of a cash-only sale and made things happen that would have been dropped by less motivated realtors. As my listing agent she closed a sale on a property that was very difficult to sell at a sales price that other realtors balked at. She earned every penny of her commission. Hire her! You won’t regret it.”
“I highly recommend Jason as a realtor! He was professional, honest, trustworthy, and truly made the process of selling my home feel smooth and stress-free. He was always responsive, knowledgeable, and had my best interests in mind throughout the entire process. I felt confident knowing I was in good hands. Thank you, Jason, for your hard work and professionalism!”
“Selling our condo was a much smoother experience than I expected, and I truly have Larry to thank for that. From the very beginning, he was knowledgeable, responsive, and incredibly professional. Night or Day, weekday or weekend Larry answered the phone and communicated actively any information about the process to us. A true professional. He guided us through every step of the process, answered all of my questions, and always made us feel confident in the decisions we were making. What impressed me most was his negotiation skills. Larry advocated for our best interests every step of the way and worked hard to secure the best possible outcome. We always felt like he had our back and never settled for less than what our home was worth. If you’re looking for an agent who is honest, strategic, communicative, and genuinely invested in their clients, we can’t recommend Larry Lazar highly enough. Selling a home can be stressful, but he made the entire process seamless. We would absolutely work with him again and recommend him to anyone buying or selling a home.”
“Cannot emphasize enough how helpful Brad was during this whole process. We had literally zero idea about what we were doing and he helped in so many ways.”
“We drug him all over the city looking for the perfect home. Marc was with us every step of the way. He gave us solid advice and knew exactly what we were looking for. He made himself available morning, noon, and night for all of our questions.”
“Working with Henry and the Heart of Chicago Homes team was an incredible experience from start to finish. Throughout the entire process, I always felt supported, informed, and confident knowing he and the team had our best interests in mind. We were searching in one of the most competitive markets, and the townhome we fell in love with ended up receiving multiple offers. Although our offer wasn’t accepted initially, Henry stayed persistent and maintained consistent communication with the listing agent. Thanks to his dedication and follow-up, he was able to position us next in line and ultimately help us secure our dream home when the first deal fell through. Even though we originally had the second-best offer, his hard work, relationships, and determination made all the difference. We couldn’t be more grateful and would highly recommend Henry and his team to anyone looking to buy or sell a home!”
“Walker was very responsive and would reply at most times of day quickly which was helpful as I work strange hours. Very knowledgeable. Thanks so much’”
“We cannot thank Mike and his team enough for their hard work. They are the definition of professional and were always one step ahead, keeping us informed every step of the way. They made what can usually be a stressful process feel incredibly easy and made the entire process seamless. They truly get things done. Highly recommend!”
“I chose Helen because I knew I could count on her knowledge of the market as well as the neighborhoods of Chicago. She was incredibly knowledgeable throughout the entire process and always made me feel confident in her ability to address any questions or concerns I had. In fact, any question, concern, or issue that came up was addressed immediately. She was unbelievably responsive throughout the entire process. Purchasing a home can feel stressful and overwhelming at times, but Helen’s level of communication and follow through made all the difference. This is actually my second time using Helen as a realtor. A few years ago, she also sold a condo for me, and the confidence I had in her skills then was exactly why I contacted her again when I was looking for a new home. I would highly recommend Helen to anyone looking to purchase or sell a home!”
“Our house could be considered high end property in the neighborhood. Cinny worked hard to get it under the contract in a week and sold our house a little over a month. We are happy about the result. During the process, there were ups and downs which made us nervious. Cinny listened to our concerns and gave us professional advice.”
“Jakeshia Thomas provided a great service. She helped us navigate a concurrent closing deal involving multiple real estate transactions, She repeated us, the buyers. She went above and beyond, making our real estate experience smooth and stress-free. Her level of professionalism and patience when working with first-time is unmatched. I can’t say enough positive things about her.”
“Would use Lizette again, very easy to work with & very professional. Would recommend here 100% to Friends.”
“Reggie was amazing and so supportive through the whole process. He always took the time to explain anything that was confusing to me as a first time home buyer and he helped me find everyone else I needed to help me with the home buying process like a loan processor and attorney and everything. Highly recommend him to anyone and everyone!”
“Eicka did an outstanding job with selling my hope. She was knowledgeable and she provided a speedy process. Her communication and negotiation skills were amazing. She is also incredibly personable-making communication easy. She also shares a great deal of appreciation to her clients. I highly recommend her support and expertise in the business of realty. Whether you are a buyer, seller, or need guidance-she will be an asset to your journey.”
“Kat was simply amazing! I was a first time buyer with a lot of gaps in my knowledge and she was super about answering my questions, responding to my last minute “wait what about..” moments and just educating me about what the expect. She is someone who clearly gets a lot out of helping folks find their perfect place and was always the first to ask the tough questions that I didn’t think to/know you could ask!”
“Juan helped us immensely in buying our first home and answered every question we had. Would 100% recommend.”
“Thalia is an amazing realtor! 10/10! 5 stars! As a first time home buyer, I did not know what to expect or what the process of buying a home was. Thalia was amazing when she sat down with me and walked me through each and every step. She is extremely knowledgeable, and always available. I really appreciated her efficiency; Thalia works at the buyers pace, and when she says something will get done…..it gets done. She was always available to answer any and all of my questions….at anytime of the day! I am so happy Thalia was my realtor, and if I ever need to buy or sell a property, I will be calling Thalia back.”
“Vergis did a great job helping us sell our home. We were very happy with the results of his hard work and would highly recommend his services! We thought his professionalism and attention to detail was very important to the process of selling our property.”
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 covering the housing market in and around Grand Crossing. 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. Find your Grand Crossing Realtor® or real estate agent today.
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