- Agent Pronto
- Illinois
- Chicago
- Sleepy Hollow
Find the perfect real estate agent in Sleepy Hollow, Chicago, IL
We analyze top real estate agents in Chicago’s Sleepy Hollow neighborhood and across the country to find you the most proven local agents, for free.
Compare the top real estate agents in Sleepy Hollow
Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for July 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 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.
We’ve helped over 500,000 home buyers and sellers find their ideal real estate agent. Here’s what some of them have had to say about our service.
“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.”
“Steve rocks! He was on top of things and kept me informed as issues arose. He pulled me off the ledge a few times and he was surprised that I called to thank him after the closing. He's a keeper.”
“Mike Frank provided excellent service and was a pleasure to work with.”
“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.”
“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.”
“It was great! We were put in touch with the best real estate agent around!”
“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!!!”
“Dena was absolutely incredible. I could not be happier.”
“I enjoyed working with David. He was always friendly and answered any questions that I asked. David was very knowledgeable and patient. He helped make the sale quick and easy. Would recommend him to anyone needing his service. I am thankful that we had him.”
“I really enjoyed working with Lauren. She was on top of everything ❤️. I will refer her all friends and family. THANK YOU LAUREN!!”
Sleepy Hollow real estate Market Report.
Information and statistics on the latest trends in the Sleepy Hollow real estate market, updated for July 2025. *
Sleepy Hollow had 3 new listings and 2 listings that went under contract in May, increasing the area’s total available inventory to 3—up 50.0% from the previous month. Inventory is projected to have further increased in June.
The median listing price for homes in Sleepy Hollow fell 10.4% from April to May, bringing the current median listing price to $374,000. Based on projected data for June, listing prices may continue to fall.
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 Sleepy Hollow has to offer.
Sleepy Hollow offers residents a charming blend of peaceful surroundings, community-oriented events, and easy access to the vibrant urban amenities of Chicago.
Sleepy Hollow welcomes residents and potential newcomers with a warm sense of tranquility amid the bustle of Chicago. This distinctive neighborhood is renowned for its lush tree-lined streets and winding roads, offering peaceful morning strolls and scenic bike rides unlike any other area of the city. Families and individuals alike delight in the thoughtful mix of classic Midwestern homes and spacious yards, making it a sought-after destination for those seeking both beauty and a sense of belonging.
Top-rated schools such as Sleepy Hollow Elementary offer excellent educational opportunities for younger residents, while older students thrive at Dundee-Crown High School. Neighbors gather at the picturesque Sleepy Hollow Park, where walking trails, playgrounds, and vibrant community events create a space for connection, play, and outdoor activity year-round.
Dining options in nearby Elgin and shopping in Kane County are just minutes away, blending convenience with the serene character of Sleepy Hollow. For those wishing to venture beyond, quick access to main highways makes commuting to Bartlett or Hoffman Estates effortless, yet the neighborhood’s thoughtful design ensures that the peaceful atmosphere remains undisturbed.
Choosing Sleepy Hollow means embracing a lifestyle where community spirit thrives and natural beauty is always within reach. Whether buying or selling, let Agent Pronto connect you with top real estate professionals who know the area and can make your transition seamless and rewarding.
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 Sleepy Hollow 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.