$494,779Average Value$187Average Price per Sq Ft6Homes For Sale
Sleepy Hollow is a quiet community several miles from the Fox River
The Village of Sleepy Hollow, in the Fox River Valley, is about 45 miles northwest of downtown Chicago . Founded in 1958, the village was developed on the site of the Sleepy Hollow Farm. Though the name comes from "The Legend of Sleepy Hollow," an 1820 story by Washington Irving, the environment is far from scary. Rather, it evokes a secluded, somewhat rural feeling, perhaps with a hint of mystery. "It's an older community and just a nice, quiet place to live. I can't stress it enough that it's not cookie-cutter. You feel like you're in a special place when you are there," says Jane Boeckelmann, a real estate broker with Suburban Life Realty.
According to U.S. Census estimates, Sleepy Hollow's population is about 3,200. The river is a couple of miles to the east, bordering West Dundee .
The Sleepy Hollow Village Hall hosts bi-monthly board meetings that residents are invited to attend.
Sleepy Hollow is a secluded, rural community known for its unique name and architecture.
1/2
Roomy 20th-century homes, many large lots and some condos
Detached single-family homes make up the bulk of Sleepy Hollow's housing stock. Most homes were built from the 1950s to the '90s and include midcentury ranch-style homes, Colonial Revivals and contemporaries. "The houses are all three to four bedrooms, so it's ideal for families," Boeckelmann says. "There are beautiful architect-designed custom homes. Some are on bigger lots, but they aren't all the same size."
Prices typically range from about $360,000 to $630,000. Subdivisions include Saddle Club Estates, Sleepy Hollow Manor and Deer Creek. Condos, though limited in number, are typically in the 200,000s. Home sites closest to Jelkes Creek may be susceptible to flooding.
Some regal, large homes in Sleepy Hollow sit on parcels of about an acre.
Midcentury ranch-style homes tend to be on the more affordable side of Sleepy Hollow's housing options.
1/2
Schools graded B and higher in the Community Unit School District 300
The Community Unit School District 300 serves Sleepy Hollow. Students may attend Sleepy Hollow Elementary School, which earns an A-minus grade from Niche. Dundee Middle School receives a B-plus, and Dundee-Crown High School has a B. The high school has about 30 clubs or extracurricular groups, such as Scholastic Bowl, a chess club and an environmental club.
Sleepy Hollow Elementary School serves students in grades K-5.
Sleepy Hollow students attend Dundee Middle School for 6-8th grades.
Dundee-Crown High School has an overall B rating on Niche.
1/3
Parks, a bird sanctuary, Fox River recreation and Santa's Village
Sabatino Park includes a playground, picnic shelter and a baseball diamond. Lake Sharon is stocked with fish such as bluegills, bass and catfish. To the south, the Jelke Creek Bird Sanctuary has preserved habitats for wildlife, including birds like great blue herons and red-tailed hawks. The Fox River is a destination for outdoor recreation. "Kayaking is a big thing here, there's a lot of biking and hiking along the river," Boeckelmann says. West Dundee has a river walk, and, from East Dundee, the multiuse Fox River Trail is a scenic connector.
It's several miles to Santa's Village Amusement & Water Park in East Dundee . It's open most of the year; the water park portion is seasonal.
Kids will enjoy the playground area in Sabatino Park in Sleepy Hollow.
Fishing on the Fox River is a popular hobby for many Sleepy Hollow residents.
1/2
There's plenty to do in Sleepy Hollow, with community events all year
Many of the community's events are planned by the Sleepy Hollow Service Club and held at Sabatino Park. Halloween in the Hollow includes a chili contest and an appearance by the Headless Horseman. December's Holiday in the Hollow features a tree lighting and visits from Santa. In April, miniature cars made by residents take to the race track during the Sleepy Hollow Pine Car Derby. The July Fourth celebration includes a parade, a pie-eating contest and fireworks.
Some of the most significant area events include the December festival Dickens in Dundee, inspired by "A Christmas Carol," and West Dundee's Heritage Fest, a multiday September celebration with an art and craft fair, carnival games and a car show.
Sleepy Hollow families can enjoy the all-ages activities at Heritage Fest in West Dundee.
Families enjoy a stroll during the Heritage Fest Art and Craft Fair in West Dundee, near Sleepy Hollow.
1/2
Shopping and dining in West Dundee or along Randall Road
Sleepy Hollow has no downtown area, so people visit adjacent villages for retail and eating out. "They would absolutely go to West Dundee. There's a lot of good shopping there," Boeckelmann says. The West Dundee French Market is a Parisian-style outdoor market held seasonally. West Dundee also has a Jewel-Osco.
East of Sleepy Hollow, South Eighth Street has retail areas. Restaurants in Century Plaza include Maple & Hash for breakfast and lunch, Gilbert's Kitchen for Chinese cuisine and Dominick's Italian Ristorante. To the west, Randall Road offers a variety of options. "We call it the dining/shopping corridor of Randall Road. It takes you to other city centers. The Randall Road strip in Elgin is considered pretty good."
Sleepy Hollow residents can do all their grocery shopping at the local Jewel Osco.
Dominick's Italian Ristorante offers homestyle Italian cooking just east of Sleepy Hollow.
1/2
Winding roads, cul-de-sacs and an Illinois Pleasure Driveway
Sleepy Hollow doesn't have a gridded layout, and it lacks long through streets, so it's walkable in terms of limited traffic. However, sidewalks aren't standard. "There are lots of cul-de-sacs, winding roads and some rolling hills," Boeckelmann says. In 2000, the village employed an 1800s state law to designate the scenic Sleepy Hollow Road an Illinois Pleasure Driveway. This status allows the village to set restrictions on vehicles, speed limits and other factors, thereby preserving the picturesque road.
Most homes in Sleepy Hollow are off of long, curving roads.
Cul-de-sacs are common in Sleepy Hollow.
1/2
Commuting, access to highways and nearby medical facilities
According to CMAP's data snapshot, about 75% of people in Sleepy Hollow commute by car, whereas less than 10% carpool or use public transportation. The nearest Pace Bus stops are on the periphery of the village. There's access to state Routes 72 and 31 and Interstate 90, on the north, east and south, respectively. Medical facilities close by include the Advocate Outpatient Center in West Dundee and the Advocate Sherman Hospital in Elgin. It's about a 27-mile drive to Chicago O'Hare International Airport.
Sleepy Hollow residents can hop on a Pace bus at nearby stops to get around town.
The Advocate Sherman Hospital in Elgin is a short drive from Sleepy Hollow.
1/2
Written By
Robin Silberman
Photography Contributed By
GL Moses
Video By
Scott Wiggins
Interested in learning more about homes in this area?
Reach out to
Rafay Qamar,
an experienced agent in this area.
GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
On average, homes in Sleepy Hollow, IL sell after 26 days on the market compared to the national average of 53 days. The median sale price for homes in Sleepy Hollow, IL over the last 12 months is $476,000, down 1% from the median home sale price over the previous 12 months.
Welcome to Joy Ln! This wonderful home has been beautifully maintained, you'll drive up to a 1/2ac lot set mostly in towering oak trees. The living room opens up to a loft with a wood burning fireplace. The first floor also features a family room, dining room, kitchen, butlers pantry, bar area, 1/2 bath and bedroom/office. The second floor holds three bedrooms and two full baths. To complete
Welcome to your new home! This beautifully updated property features a stunning kitchen perfect for hosting holiday gatherings. Enjoy two cozy fireplaces and a spacious walkout family room ideal for relaxing and entertaining. With 5 bedrooms, including one on the lower level, you'll have plenty of room for family and guests. A bright Florida room, fresh interior paint, and thoughtful updates
Welcome to your dream home in beautiful Sleepy Hollow! This stunning custom brick residence combines timeless elegance with modern upgrades, all set on a serene half-acre wooded lot in one of the area's most sought-after neighborhoods. From the moment you arrive, the horseshoe driveway, manicured landscaping, and inviting front porch create incredible curb appeal and a true sense of arrival. This
Walk Score® measures the walkability of any address. Transit Score® measures access to public transit. Bike Score® measures the bikeability of any address. CAP Index provides objective, accurate, and consistent data to help measure, compare, and mitigate crime risks.
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. Our sources include: Accuweather, Public Records and Neustar. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
