Sleepy Hollow, IL, Real Estate

Sleepy Hollow, Illinois, is a charming village in Kane County, just 38 miles northwest of Chicago, with a population of 3,214 as of the 2020 census. Nestled between West Dundee and Elgin, this serene suburb is known for its rolling, wooded landscapes and lack of a traditional grid-like street pattern, a design choice by developer Floyd T. Falese in the 1950s to preserve the area’s rural charm. Originally part of Sleepy Hollow Farm, the village was thoughtfully planned with meandering roads and custom-built homes, retaining natural contours and trees while incorporating lakes like Paula, Sharon, and Ichabod. Sleepy Hollow offers a tight-knit community atmosphere, featuring parks, trails, and annual events like the Fourth of July Festival and Halloween in the Hollow, which celebrate its unique history and connection to Washington Irving’s “The Legend of Sleepy Hollow.” Despite its quiet, suburban feel, the village is conveniently located near major routes like Illinois Route 72 and Randall Road, providing easy access to urban amenities.

Sleepy Hollow currently has 8 single family homes for sale with an average list price of $465,475, 1 townhouse for sale with a list price of $185,000, and 2 lots for sale with an average list price of $419,500. The average annual property tax for Sleepy Hollow is $8,534.52.

Schools

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Absorption Report

Using the absorption rate, we can determine how long it's taking for homes to sell and which price points are selling the fastest in Sleepy Hollow, i.e. what's hot and what's not.

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Recent Sales

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Subdivisions

Subdivisions Median Price
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Deer Creek

Deer Creek is a single-family home community in Sleepy Hollow, Illinois, built between 1969 and 2002. It currently has no homes for sale. The homes range in size from 2,787 ft2 to 4,290 ft2. The average annual property tax for Deer Creek is $9,936.19. It is located in Kane County. Deer Creek is a custom single family home neighborhood built in the mid 1990's. Deer Creek is located in Sleepy Hollow, Illinois on Joy east of Randall Road. ... Read more
Median Price: $570,000
Saddle Club Estates

Saddle Club Estates

Saddle Club Estates is a single-family home community in Sleepy Hollow, Illinois, built between 1986 and 1988 by Pulte Homes. It currently has no homes for sale. The homes range in size from 1,891 ft2 to 3,531 ft2. The average annual property tax for Saddle Club Estates is $9,085.13. It is located in Kane County. Saddle Club Estates is a single family home neighborhood built in the late 1980's by Pulte Homes. Saddle Club Estates is located in Sleepy Hollow, Illinois on Randall Road and Saddle Club. ... Read more
Median Price: $512,000
Sleepy Hollow Manor

Sleepy Hollow Manor

Sleepy Hollow Manor is a single-family home community in Sleepy Hollow, Illinois, built between 1955 and 2023. It currently has 3 single family homes for sale with an average list price of $461,633.33 and 1 townhouse for sale with a list price of $185,000. The HOA fees range from $395 to $395 per month. The average annual property tax for Sleepy Hollow Manor is $7,715.88. It is located in Kane County. Sleepy Hollow Manor is a single family home neighborhood built in the mid 1960s. Sleepy Hollow Manor is located in Sleepy Hollow, Illinois on Locust and Hill Crest. ... Read more
Median Price: $449,750
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Surrey Ridge

Surrey Ridge is a single-family home and townhouse community in Sleepy Hollow, Illinois, built between 1987 and 1990. It currently has 1 single family home for sale with a list price of $560,000. The homes range in size from 1,166 ft2 to 3,512 ft2. The HOA fees range from $327 to $327 per month. The average annual property tax for Surrey Ridge is $7,690.51. It is located in Kane County. Surrey Ridge is a townhouse and single family home subdivision built from the late 1980s to early 1990s. Surrey Ridge is located in Sleepy Hollow, Illinois west of 8th Street and south of Route 72. ... Read more
Median Price: $514,950
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The Bluffs

The Bluffs is a single-family home community in Sleepy Hollow, Illinois, built between 1996 and 2002. It currently has no homes for sale. The homes range in size from 3,095 ft2 to 4,238 ft2. The HOA fees range from $13 to $21 per month. The average annual property tax for The Bluffs is $13,752.92. It is located in Kane County. The Bluffs is a subdivision of single family homes built in the early 1990s. The Bluffs is located in Sleepy Hollow, Illinois west of 8th Street and north of Boncosky Road. ... Read more
Median Price: $660,000

Subdivisions

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Market Trends

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Nearby Parks

Sabatino Park

Willow Lane and Winmoor Drive
Baseball Diamonds Playground Soccer Fields

Sleepy Hollow Pool & Park

Winmoor Drive & Glen Oak Drive
Basketball Courts Field Parking Playground Swimming Pool Tennis Courts Volleyball Courts

Nearby Parks

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Real Estate News

New Foreclosures & Short Sales in Sleepy Hollow: January 5th to January 11th

New Foreclosures & Short Sales in Sleepy Hollow: January 5th to January 11th - January 12, 2026

Sleepy Hollow had only 1 new foreclosure and/or short sale during the week of Monday, January 5 to Sunday, January 11, and it was a townhouse for sale with a ... continue reading
New Homes For Sale This Week in Sleepy Hollow: January 2nd to January 8th

New Homes For Sale This Week in Sleepy Hollow: January 2nd to January 8th - January 9, 2026

Sleepy Hollow had 2 new homes for sale during the week of Friday, January 2 to Thursday, January 8, including including 1 single family home for sale with a list ... continue reading
New Homes with Master Bedrooms on the 1st Floor in Sleepy Hollow: December 20th to December 26th

New Homes with Master Bedrooms on the 1st Floor in Sleepy Hollow: December 20th to December 26th - December 27, 2025

Sleepy Hollow had only 1 new home for sale with a master bedroom on the first floor during the month of Saturday, December 20 to Friday, December 26, and ... continue reading
New Homes For Sale This Week in Sleepy Hollow: December 19th to December 25th

New Homes For Sale This Week in Sleepy Hollow: December 19th to December 25th - December 26, 2025

Sleepy Hollow had only 1 new home for sale during the week of Friday, December 19 to Thursday, December 25, including and it was a single family home for sale ... continue reading
Homes Just Sold in Sleepy Hollow: December 16th to December 22nd

Homes Just Sold in Sleepy Hollow: December 16th to December 22nd - December 23, 2025

Sleepy Hollow had 2 sales during the week of Tuesday, December 16 to Monday, December 22, including including 2 single family homes for sale with an average list price of ... continue reading
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Real Estate News

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