“Kim has been wonderful with our family and helped sell our home quickly. The process went smoothly and would recommend her to anyone in need. Thank you so much for all you have done for us.”
Wirtz Real Estate Group, Inc.
- 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 November 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.
“She was very helpful especially to a first time home buyer. Whatever questions I had about the property she would answer it or get the answer from the listing agent. Was always on time for showings. Would definitely recommend her especially for first time buyers”
Realty of America, LLC
“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.”
Realty of America
“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!”
Century 21 Realty Associates
“Juan helped us immensely in buying our first home and answered every question we had. Would 100% recommend.”
E-Professionals Realty, LLC
“Antonio was always available for questions and always prompt in his replies. An ecellent experience.”
606 Brokers
“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.”
Berkshire Hathaway American Heritage
“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.”
Century 21 Circle
“I have said enough Sharie Jackson is the best I have ever encountered and worked wit. Me and my family are very please with the her from beginning to end. Thanks again Sharie. Monty Plenty & Family”
eXp Realty, LLC
“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.”
Charles Rutenberg Realty Charles Rutenberg
“Ramon Gomez was very kind and patient. He made himself available at all times throughout the process, making communication a breeze.”
Christine & Ramon Corp
Sleepy Hollow real estate Market Report.
Information and statistics on the latest trends in the Sleepy Hollow real estate market, updated for November 2025. *
Sleepy Hollow had 2 new listings and 1 listings that went under contract in September, decreasing the area’s total available inventory to 2—down 0.0% from the previous month. Inventory is projected to have further decreased in October.
The median listing price for homes in Sleepy Hollow grew 67.25% from August to September, bringing the current median listing price to $480,000. Based on projected data for October, listing prices may continue to grow.
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Seller’s Market
Seller’s Market
Buyer’s Market
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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 welcoming, walkable community with green spaces, convenient local shops and services, and family-friendly amenities that foster a strong, close-knit neighborhood feel.
Sleepy Hollow is a quiet pocket on the city’s southwest side where winding residential streets, mature trees, and mid-century homes create a calm, close-knit rhythm. Steps from Beverly and Morgan Park, it offers the best of neighborhood living with quick access to wider Chicago energy. Residents value the extra elbow room—generous yards, alley-access garages, and a front-porch culture that makes block parties and holiday displays feel like community traditions.
Daily life here is easygoing yet well connected. Local playgrounds, ballfields, and fitness programs run by the Chicago Park District keep weekends active. Commuters appreciate the convenience of the Metra Rock Island service from nearby Beverly/Morgan Park stations for a swift ride to the Loop, while the Chicago Transit Authority links the neighborhood to the rest of the city by bus and rail.
Families are drawn by strong education options through Chicago Public Schools, including neighborhood schools, magnets, and selective-enrollment programs. After-school enrichment and story times at the Chicago Public Library add to the family-friendly rhythm, and locally owned cafés and casual eateries anchor everyday conveniences along nearby commercial corridors.
If you’re looking for a serene residential base with solid schools, reliable transit, and a genuine neighborhood feel, Sleepy Hollow delivers the right balance of calm and city access. Whether you’re buying or selling, Agent Pronto can connect you with a local expert who understands Sleepy Hollow block by block.
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 covering the housing market in and around Sleepy Hollow. 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 Sleepy Hollow Realtor® or real estate agent today.
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