1. Agent Pronto
  2. Illinois
  3. Sleepy Hollow

Find the perfect real estate agent in Sleepy Hollow, IL

We analyze top real estate agents in Sleepy Hollow and across the country to find you the most proven local agents, for free.

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Sleepy Hollow, IL real estate

Compare the top 25 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 June 2025. *

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.
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Our personalized matching system will connect you with a top-rated real estate agent with the local expertise and experience you need.
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Home buyers and sellers love Agent Pronto.

Here’s what some of the 400,000+ home buyers and sellers have had to say about our service.

“Dena was amazing! She helped us tremendously...She helped us with a new lender and made our dream come true, and not even Covid-19 stopped us! Forever grateful. ”
5 stars
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Nancy O.
Aurora, IL
“It was great! We were put in touch with the best real estate agent around!”
5 stars
AS
Adrienne S.
Aurora, IL
“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.”
5 stars
SE
Sharon E.
Aurora, IL
“Excellent! Very pleased with the process and the agent I chose to work with. It was expedient and simple, which worked perfectly for me as I'm located in another state away from the property I sold!!”
5 stars
CC
Carson C.
Chicago, IL
“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. ”
5 stars
PD
Priya D.
Champaign, IL
“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!!!”
5 stars
CR
Charmaine R.
Rockford, IL
“Agent Pronto was quick to connect me to Mike Frank, a gem to work with. The sale transaction went very smoothly. Mike Frank was patient, conscientious, and responsive. All in all, it was a very pleasant experience working with him.”
5 stars
ST
Shirley T.
Chicago, IL
“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.”
5 stars
RP
Rich P.
Chicago, IL
“Through your site, I found the best agent EVER. Kim R. was OUTSTANDING! I couldn't have asked for a better agent. She is well known in the area and has resources that made the process easy. She is the BEST!”
5 stars
ET
Erica T.
Belleville, IL
“The agents you put me in contact with were exceptional. Dara Dickinson, the agent we signed with, was outstanding—sold our condo within 10 days. We highly recommend her to anyone looking for an agent in this area.”
5 stars
TA
Thomas A.
Rockton, IL

Sleepy Hollow real estate Market Report.

Information and statistics on the latest trends in the Sleepy Hollow real estate market, updated for June 2025. *

The typical home value in Sleepy Hollow is projected to be $486,250 for the month of May. April’s finalized data reported the typical value of a home in the city to be $465,000—down 3.13% over the previous 12 months. For comparison, county-level data pegged home values at $365,000 in Kane County for the most recent reporting period. That number is expected to float around $367,500 in May.

Sleepy Hollow had 6 new listings and 4 listings that went under contract in April, increasing the area’s total available inventory to 9—up 12.5% from the previous month. Inventory is projected to have further increased in May.

Of those 9 active listings, 11.11% reduced their price in the month of April. The median listing price for homes in Sleepy Hollow grew 12.99% from March to April, bringing the current median listing price to $587,450. Based on projected data for May, listing prices may continue to grow.

The number of days that homes have been on the market prior to going under contract fell year-over-year. In April 2025, the median time for a listed property to go pending was 199 days, compared to 352 days in April 2024. In recent months the median number of days from listed to pending appears to be decreasing. That trend is predicted to have carried through to this May.

Sleepy Hollow, IL real estate
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Seller’s Market
Seller’s Market
Buyer’s Market
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75
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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.

* Data provided by Redfin, a national real estate brokerage.

Learn more about what Sleepy Hollow has to offer.

Sleepy Hollow offers residents a charming blend of small-town tranquility and vibrant community events that enhance quality of life.

Sleepy Hollow invites you to experience a serene, close-knit lifestyle just moments from the heart of the Chicago metropolitan area. Winding streets lined with mature trees and distinctive homes lend this village a storybook atmosphere, yet all the conveniences of West Dundee and Elgin are only minutes away. Families appreciate the exceptional learning opportunities within Community Unit School District 300, whose schools—like Dundee Middle School and Dundee-Crown High School—are celebrated for strong academics and passionate teachers.

The community offers outdoor enthusiasts a wealth of options, from scenic walks at Sleepy Hollow Park to peaceful afternoons at the neighborhood’s own pool, operated by the Sleepy Hollow Service Club. Just a quick drive away, the Fox River Trail unfolds miles of biking and hiking along the water’s edge. Seasonal events, including a beloved Father’s Day fishing derby and the spirited Halloween festivities, foster friendships and build cherished memories.

Nearby, shops and dining in Carpentersville and the historic charm of Spring Hill Mall round out local conveniences. Sleepy Hollow’s blend of quiet, natural beauty and easy access to every necessity makes it a rewarding choice for those seeking a inviting place to call home. Whether you’re hoping to settle in or sell your property, Agent Pronto can expertly match you with a trusted real estate agent to guide you every step of the way.

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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!

Sarah W.

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 Sleepy Hollow. 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!


Frequently Asked Questions

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.