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We analyze thousands of real estate agents in Sleepy Hollow and nationwide to find you proven local professionals, for free.

Sleepy Hollow, IL real estate

Compare top Sleepy Hollow real estate agents.

Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for August 2026. *


* 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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Sleepy Hollow real estate Market Report.

Information and statistics on the latest trends in the Sleepy Hollow real estate market. *

Latest Rolling 3-Month Snapshot

May 1, 2026 - Jul 31, 2026

Median sale price
$490K
+4.8% from Q2 '26
Median list price
$510K
+8.6% from Q2 '26
Active listings
27
+13% from Q2 '26
Homes sold
18
No change from Q2 '26
New pendings
19
+12% from Q2 '26
New listings
14
No change from Q2 '26

Quarterly Pricing Trends for Sleepy Hollow

Rolling three-month data ending on quarter boundaries when available.

Quarterly Pricing Trends for Sleepy Hollow Q3 '21 Q3 '22 Q3 '23 Q3 '24 Q3 '25 Q2 '26 Median sale price in Jul 2021 - Sep 2021: $375K Median sale price in Oct 2021 - Dec 2021: $345K Median sale price in Jan 2022 - Mar 2022: $407K Median sale price in Apr 2022 - Jun 2022: $400K Median sale price in Jul 2022 - Sep 2022: $417K Median sale price in Oct 2022 - Dec 2022: $419K Median sale price in Jan 2023 - Mar 2023: $433K Median sale price in Apr 2023 - Jun 2023: $444K Median sale price in Jul 2023 - Sep 2023: $445K Median sale price in Oct 2023 - Dec 2023: $370K Median sale price in Jan 2024 - Mar 2024: $575K Median sale price in Apr 2024 - Jun 2024: $482K Median sale price in Jul 2024 - Sep 2024: $495K Median sale price in Oct 2024 - Dec 2024: $480K Median sale price in Jan 2025 - Mar 2025: $420K Median sale price in Apr 2025 - Jun 2025: $476K Median sale price in Jul 2025 - Sep 2025: $540K Median sale price in Oct 2025 - Dec 2025: $515K Median sale price in Jan 2026 - Mar 2026: $470K Median sale price in Apr 2026 - Jun 2026: $468K Median list price in Jul 2021 - Sep 2021: $360K Median list price in Oct 2021 - Dec 2021: $370K Median list price in Jan 2022 - Mar 2022: $417K Median list price in Apr 2022 - Jun 2022: $400K Median list price in Jul 2022 - Sep 2022: $422K Median list price in Oct 2022 - Dec 2022: $400K Median list price in Jan 2023 - Mar 2023: $450K Median list price in Apr 2023 - Jun 2023: $440K Median list price in Jul 2023 - Sep 2023: $450K Median list price in Oct 2023 - Dec 2023: $225K Median list price in Jan 2024 - Mar 2024: $483K Median list price in Apr 2024 - Jun 2024: $475K Median list price in Jul 2024 - Sep 2024: $500K Median list price in Oct 2024 - Dec 2024: $449K Median list price in Jan 2025 - Mar 2025: $490K Median list price in Apr 2025 - Jun 2025: $550K Median list price in Jul 2025 - Sep 2025: $520K Median list price in Oct 2025 - Dec 2025: $400K Median list price in Jan 2026 - Mar 2026: $440K Median list price in Apr 2026 - Jun 2026: $470K Jul 2021 - Sep 2021 Median sale price $375K Median list price $360K Oct 2021 - Dec 2021 Median sale price $345K Median list price $370K Jan 2022 - Mar 2022 Median sale price $407K Median list price $417K Apr 2022 - Jun 2022 Median sale price $400K Median list price $400K Jul 2022 - Sep 2022 Median sale price $417K Median list price $422K Oct 2022 - Dec 2022 Median sale price $419K Median list price $400K Jan 2023 - Mar 2023 Median sale price $433K Median list price $450K Apr 2023 - Jun 2023 Median sale price $444K Median list price $440K Jul 2023 - Sep 2023 Median sale price $445K Median list price $450K Oct 2023 - Dec 2023 Median sale price $370K Median list price $225K Jan 2024 - Mar 2024 Median sale price $575K Median list price $483K Apr 2024 - Jun 2024 Median sale price $482K Median list price $475K Jul 2024 - Sep 2024 Median sale price $495K Median list price $500K Oct 2024 - Dec 2024 Median sale price $480K Median list price $449K Jan 2025 - Mar 2025 Median sale price $420K Median list price $490K Apr 2025 - Jun 2025 Median sale price $476K Median list price $550K Jul 2025 - Sep 2025 Median sale price $540K Median list price $520K Oct 2025 - Dec 2025 Median sale price $515K Median list price $400K Jan 2026 - Mar 2026 Median sale price $470K Median list price $440K Apr 2026 - Jun 2026 Median sale price $468K Median list price $470K
Median sale price
Median list price
* Data provided by Redfin, a national real estate brokerage.
14
Seller’s Market
Seller’s Market
Buyer’s Market
0
25
50
75
100

Market gauge is calculated using active listings and pending sales from the most recently available reporting period (May 2026 - Jul 2026).

Inventory in Sleepy Hollow is tight in this rolling three-month snapshot. Months of supply is down sharply year over year, falling more than three-quarters to about 1.4 months, which signals limited options for buyers. Even with lean supply, active listings have inched up slightly from a year ago, while homes sold have climbed more than 30 percent, showing that available properties are still getting absorbed.

Contract activity has picked up noticeably. Pending sales are up nearly 60 percent compared with a year earlier, indicating stronger buyer engagement even as new listings have slipped by more than 10 percent over the same period.

Prices are adjusting from last year’s levels. The typical home value over the latest rolling three months is down a few percent year over year, and the median list price is also lower than a year ago despite a recent month-to-month bump. Homes are still finding buyers reasonably quickly, with median days on market in the low 50s, and nearly half of recent sales closed above list price with sale-to-list ratios hovering just over 100 percent. With conditions favoring sellers yet still offering negotiation points for buyers, Agent Pronto can connect both buyers and sellers with a local Sleepy Hollow agent who understands these shifting trends.



Learn more about what Sleepy Hollow has to offer.

Sleepy Hollow offers residents a welcoming, close-knit community with safe neighborhoods, strong schools, abundant parks, and convenient access to shops and commuting options.

Sleepy Hollow offers a quieter, wooded lifestyle than nearby Elgin, with winding streets, larger lots, and a strong sense of local identity. Many homes back up to mature trees or ponds, giving the village a retreat-like feel while still providing quick access to Dundee shopping, dining, and commuter routes.

Outdoor life is central here. Residents enjoy walking and cycling along the Fox River Trail and community events at Sabatino Park and Lake Sharon. Families are drawn to the village’s primarily residential character and access to District 300 schools, including nearby Dundee-Crown High School. Local libraries such as the Fox River Valley Public Library District in adjacent Carpentersville broaden cultural and educational options.

The housing stock ranges from mid-century ranches to custom two-story homes, with inventory that can shift quickly depending on interest from buyers leaving more congested suburbs like Schaumburg. Sellers benefit when they understand timing around school calendars and seasonal demand. Buyers need to be ready for well-kept homes to move fast, especially those near parks or with larger yards.

Whether you are preparing to list your Sleepy Hollow home or hoping to secure the right property before competition intensifies, Agent Pronto can connect you with a local real estate professional who understands this community and can guide both buyers and sellers through each step.

Find your Sleepy Hollow real estate agent today →


Trusted by over 500,000 buyers and sellers.

See why so many people rely on Agent Pronto to make their real estate journey a success.

“Paula was fantastic! She was knowledgeable, very responsive, and was able to walk me through the process step-by-step as a first-time seller. Would highly recommend to anyone and everyone!”

Luke Turck · Chicago, IL

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Berkshire Hathaway Starck Real Estate
“It was a pleasure to work with Robert, he paid a lot of attention to our expectations and preferences, and he is strong in negotiating.”

Anna Tishchenko · Crystal Lake, IL

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Keller Williams Platinum Partners
“Best realtor! Has helped us with two properties and always easy to work with and super prompt with communication. Will be using him for future properties!”

Zoya · Bolingbrook, IL

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Ryan Saoudi Realtor / Schaumburg / Chicagoland / Exp Realty
“Would use Lizette again, very easy to work with & very professional. Would recommend here 100% to Friends.”

Bill Zabresky · Wheeling, IL

Photo of Lizette Andrews Delgado
REALTY OF AMERICA
“John Campobasso was great to work with in selling our unit. He was professional, knowledgeable, and guided us through every step of the process. We really appreciated how upfront and straightforward he was. He always gave us honest feedback and clear expectations. He made the whole experience feel smooth and much less stressful than we anticipated. We’re so glad we worked with him and would definitely recommend his services to anyone looking to buy or sell.”

Kathy Liwag · Chicago, IL

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Keller Williams Thrive Realty
“Thank you Tina it was a pleasure working with you”

Jason Eaves · Lake in the Hills, IL

Photo of Tina Grzeca
Century 21 New Heritage
“I highly recommend William for Buying or Selling a home. He has helped many members of our family and is trusted like a friend.”

Victor · Barrington, IL

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Real 1 Realty
“Agent Pronto helped up find a good agent in Larry. He was a pleasure to work with and helped us through a challenging sale.”

Dennis S. · Arlington Heights, IL

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The Jason Mitchell Group Jason Mitchell Real Estate IL
“My agent Sergio was incredible and a great help to me through this process. I would recommend him to anyone!!!”

Kathleen S. · Carol Stream, IL

Photo of Sergio Eguiarte
Baird & Warner
“Larry is by far the most AMAZING Realtor. He was always very responsive to my calls, texts, request, etc. We built up such a great relationship through this crazy process, that even after we closed on our new home, he reached out to check on us. He is always looking to get the best deal for his clients. He is like family now to us and will always have his own seat next to the firepit in our backyard. I would DEFINETLY recommend Larry to anyone and everyone looking to buy or sell. AMAZING.. Can't say enough Great things about Larry.”

Kathleen and Joe · Wheaton, IL

Photo of Larry Lazar
Charles Rutenberg Realty Charles Rutenberg
“Christine helped us find and purchase our dream home. She advocated for us from beginning to end. Knowing someone had our back made the experience really pleasant for us.”

Attanasio’s · Barrington, IL

Photo of The Ruby Group
Baird & Warner
“The agent, Sarah Leonard, was the most efficient and helpful realtor we've ever had represent us. I highly recommend her team to anyone in the area. Thank you for the excellent referral.”

Pamela & Bill F. · Streamwood, IL

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Legacy Properties, A Sarah Leonard Company
“We had a good experience. The contacted a realtor for us and she was amazing.”

Lacey G. · Huntley, IL

Photo of Mary Opfer
RE/MAX Suburban

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 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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