We analyze top real estate agents in Chicago’s Gladstone Park 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. I shared with her that I had to sell my family members home and that I had 0 experience with realty or selling a home. She made everything so easy. The sale happened within days and I had no issues. She was there to help in a stressful time for me. I highly recommend.”
“Shawn came highly recommend and did not disappoint. He has been on the ball and on my side from begining to end. His local knowledge was invaluable as a buyer moving from out of state and his follow through with vetted vendors for after the purchase smoothed the transition. Shawn Jones is a man of his word and goes above and beyond.”
“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.”
“Cinny helped us sell and buy a condo at the same time and the whole experience was so smooth. From helping us list our place, going to showings with us, and answering all our concerns, I don’t know how she did it all but she was there for us. We were able to do both the selling and buying within 3 months which still amazes me how quick and easy she made this process. She was proactive in finding places and booking showings that work around our schedule. And what I really love is how well she understood what my partner and I were looking for in a home. We ended up buying the place she had suggested for us. Originally this place was not on our radar but she highly recommended us to check it out and we’re so glad we did. We’re so happy with new home and this could not have been done without Cinny!”
“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”
“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!”
“Exceptional professional and person. Meldina was so kind and supportive through the entire process of buying my first commercial purchase.”
“Antonio was always available for questions and always prompt in his replies. An ecellent experience.”
“Steve is amazing! This sale was not easy, the contracted buyers were difficult but Steve negotiated for us, put us first, advocated for us, and he always presented all information. He is an agent who cares deeply about his clients and he is always working for the client not his wallet. I would refer and recommend Steve to anyone! He's absolutely amazing!”
“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.”
“The referral of Mike Frank was the best decision we made! Mike Frank is detailed, thorough, responsive and a joy to work with. He went above and beyond to deliver us the kind of customer service we could only have hoped and imagined. Results and not excuses! Thank you for this referral!”
“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 Gladstone Park real estate market, updated for September 2025. *
The typical home value in Gladstone Park is projected to be $502,500 for the month of September. August’s finalized data reported the typical value of a home in the neighborhood to be $490,000—down 16.24% 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 $385,000 in September.
Gladstone Park had 9 new listings and 10 listings that went under contract in August, decreasing the area’s total available inventory to 5—down 0.0% from the previous month. Inventory is projected to have further decreased in September.
The median listing price for homes in Gladstone Park fell 18.99% from July to August, bringing the current median listing price to $445,500. Based on projected data for September, 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 August 2025, the median time for a listed property to go pending was 69.5 days, compared to 78 days in August 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 September.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Gladstone Park offers residents a welcoming community with convenient access to parks, local shops, and family-friendly amenities.
Gladstone Park hums with an easygoing, residential rhythm on the far Northwest Side of Chicago, where tidy block after block of classic bungalows and two-flats meet a lively Milwaukee Avenue corridor. Weekends bring coffee runs, neighborhood diners, and iconic spots like retro drive-ins, while everyday errands stay simple thanks to independent grocers and long-standing local businesses. Commuters appreciate swift connections: Metra’s Union Pacific Northwest Line stops at the Gladstone Park station, and the CTA Blue Line links up nearby at the Jefferson Park Transit Center. You’re also minutes from the Kennedy Expressway, with easy access to Jefferson Park, Norwood Park, and Portage Park.
Families often cite schools as a key draw. Neighborhood options like Hitch and Beaubien are well-regarded for their community feel, and graduates feed into Taft High School, known for rigorous academics, expanding programs, and a slate of arts and athletics. Green space is a standout perk, too: tree-lined streets are complemented by nearby Caldwell Woods and the North Branch Trail for biking, birding, and picnics. Summer brings block parties and the popular Throwback Music Fest, while year-round, residents lean on a strong civic network and a tradition of looking out for neighbors.
Whether you’re weighing a first-time purchase or planning a strategic sale, Agent Pronto can connect you with a top local real estate pro who understands Gladstone Park’s housing, schools, and lifestyle from the inside out.
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!
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 Gladstone Park 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.
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.
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Tips and market insights to make your Chicago real estate journey a success.
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 Gladstone Park. 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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