“Kim is the best! She made this process so easy, answered all my questions along the way and always checking in with me.”

We analyze top real estate agents in Chicago’s Galewood neighborhood and across the country to find you the most proven local agents, for free.
Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for September 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.
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“Kim is the best! She made this process so easy, answered all my questions along the way and always checking in with me.”
“Miguel was amazing 10/10 definitely recommend! He is very knowledgeable and super attentive, he really made this first time home buying process very smooth and the best of all is that he was very understanding.”
“Brittany was the best agent anyone can ask for always very informative and guided me threw all the steps as a first time home buyer I can not say enough about how amazing/professional she was as a first time home buyer i would recommend her to anyone who really wants someone to be in your corner on getting the perfect house that best suits your interest i found a home perfect for my family and it was all thanks to Brittany absolutely amazing 10/10”
“Nancy Silwa is an experienced realtor who knows her profession. She knows, and in fact lives in the area, where I was selling my house. This was a bonus as she really had a handle on the market. She walked with me every step of the way so that I understood the process. I was selling a home I had lived in for 43 years. Nancy understood the emotional impact of this decision and gently helped me stay focused on the task at hand: sell the house. She found the perfect buyers. A young couple who will make my house their home. Knowing this made selling my home a little easier. I would and indeed have recommended Nancy to others. She is simply THE BEST!”
“I can’t recommend Emir highly enough! From start to finish, he was professional, knowledgeable, and incredibly responsive. He truly had my best interests at heart and made the entire buying process smooth and stress-free. His attention to detail and dedication went above and beyond. If you’re looking for someone who knows the market and actually cares about their clients, Emir is the one!”
“Antonio was always available for questions and always prompt in his replies. An ecellent experience.”
“I had an amazing experience working with Erick when purchasing my new home. From the very beginning, he took the time to understand exactly what I was looking for and offered valuable insights into the housing market. Erick was incredibly knowledgeable, patient, and responsive, answering all my questions and guiding me through every step of the process. The process of finding the perfect home can be overwhelming, but Erick made it seamless. He was always available to schedule viewings at my convenience, and when we found the right place, he worked tirelessly to ensure my offer was competitive and that all the paperwork was handled efficiently. Thanks to Erick, I now own a home that I absolutely love. I highly recommend him to anyone looking for a dedicated and professional real estate agent.”
“Marc was a crucial part of our home buying process and we are grateful we chose him. He was there every single step of the way from start to finish and went above our expections in many ways. He is great in his craft and we would use him again without a doubt.”
“Working with James was a terrific experience. He is most knowledgeable and realistic when evaluating real estate. He always kept me informed and had timely calls regarding our next decisions. I recommend him most highly.”
“Linda DeMarco did a great job she’s kind and helpful”
“Larry was more than a Real Estate Agent. He was more like a Family Friend. I am truly blessed and grateful to have worked with him. My home is everything I imagined it would be.”
“Ramon Gomez was very kind and patient. He made himself available at all times throughout the process, making communication a breeze.”
“Jo Ceglarek was recommended to us by a friend who lives in Jefferson Park. Our hope was to stay in the area but select a real estate agent with extensive knowledge of the area and public schools as we have a 2.5 year old. Her guidance and expertise were invaluable and made the process so smooth. Jo was quick and responsive to our needs and worked around our crazy work schedules. She made this whole process much more enjoyable. Thank you! Jo was wonderful to work with and patient when we had to bring our little one to a couple showings!”
Information and statistics on the latest trends in the Galewood real estate market, updated for September 2025. *
The typical home value in Galewood is projected to be $378,750 for the month of August. July’s finalized data reported the typical value of a home in the neighborhood to be $350,000—down 2.1% over the previous 12 months. For comparison, city-level data pegged home values at $385,000 in Chicago for the most recent reporting period. That number is expected to float around $376,750 in August.
Galewood had 25 new listings and 24 listings that went under contract in July, decreasing the area’s total available inventory to 12—down 29.41% from the previous month. Inventory is projected to have further decreased in August.
The median listing price for homes in Galewood fell 0.0% from June to July, bringing the current median listing price to $339,000. Based on projected data for August, listing prices may continue to fall.
The number of days that homes have been on the market prior to going under contract fell year-over-year. In July 2025, the median time for a listed property to go pending was 40 days, compared to 45 days in July 2024. In recent months the median number of days from listed to pending appears to be steady. That trend is predicted to have carried through to this August.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Galewood offers residents a strong sense of community, easy access to parks and transit, and a balanced mix of housing, local shops, and amenities that foster a welcoming, family-friendly atmosphere.
Galewood is a west-side pocket that blends city convenience with a calm, residential rhythm. Tucked within Austin along the border with Oak Park, it’s known for sturdy brick bungalows, gracious lots, and leafy streets that invite evening strolls. Commuters appreciate the Metra Milwaukee District–West line at the Galewood Station, putting downtown within easy reach, while North and Harlem avenues make quick work of daily errands and weekend plans.
Outdoor time is a local hallmark. Families gather for sports, camps, and playdates at Rutherford Sayre Park, and the nearby, Jens Jensen–designed Columbus Park offers a lagoon, trails, and a historic golf course. The neighborhood is also served by the Galewood-Mont Clare Branch of Chicago Public Library, a go-to for story time, study space, and community events.
Schools are a strong draw. Neighborhood favorite Sayre Language Academy anchors elementary learning with a world-language focus, and nearby Steinmetz College Prep offers a wide array of AP courses, arts, and athletics. With classic homes, a friendly pace, and straightforward transit, Galewood delivers the space and value many buyers seek—without losing connection to the best of the city.
Whether you’re buying or selling, Agent Pronto can connect you with a trusted local real estate expert to guide your next step with confidence.
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 Galewood. 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.
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.
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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