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Sleepy Hollow, IL Homes for Sale

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  • /69

    $750,000

    • 5 Beds
    • 3.5 Baths
    • 5,183 Sq Ft

    924 Glen Oak Dr, Sleepy Hollow, IL 60118

    Step into a home that quietly solves the problems most others can't-space, storage, privacy, and peace of mind-while delivering the kind of setting and craftsmanship that's simply unforgettable. Set on 1.19 acres across two parcels in desirable Sleepy Hollow, this 5,183 sqft. custom home backs to a tranquil bird sanctuary and Jelke Creek, offering a rare blend of nature, privacy, and scenic

    Matt Silver Corcoran Urban Real Estate

    924 Glen Oak Dr, Sleepy Hollow, IL 60118
  • /23

    $447,000

    • 4 Beds
    • 2.5 Baths
    • 2,004 Sq Ft

    1214 Jill Peak Dr Unit 13, Sleepy Hollow, IL 60118

    Seller will give credit towards rate buydown! RARE HALF ACRE retreat in sought-after Sleepy Hollow!! Enjoy privacy, mature trees, and a serene forest-like backyard steps from your door. Step inside to a bright, sun-filled living area featuring HARDWOOD FLOORS, crown molding, and peaceful views of the trees and wildlife outside. The layout is designed for both everyday living and entertaining,

    Dawn Hinkle Keller Williams Success Realty

    1214 Jill Peak Dr Unit 13, Sleepy Hollow, IL 60118
  • /2

    $69,500

    • Land
    • 11,761 Sq Ft
    • $257,407 per Acre

    1042 Chateau Bluff Ln, West Dundee, IL 60118

    ***LOCATION. LOCATION, ONE OF FEW LEFT VACANT LOT. BUILT YOUR DREAM HOME IDEAL WEST DUNDEE LOCATION***

    Ruben Acevedo Global Ruben's Team Realty

    1042 Chateau Bluff Ln, West Dundee, IL 60118
  • /46

    $614,900

    • 5 Beds
    • 3.5 Baths
    • 2,940 Sq Ft

    603 Arlington Pkwy, Sleepy Hollow, IL 60118

    Welcome home to this fabulous 5 bed, 3.5 bath home in sought-after Saddle Club Estates! This property features 2 MASTER SUITES ~ what a rare find!! The recent home addition features a new Master Suite w/luxurious master bath & walk-in closet, the original master bedroom has a sitting room, double closets, and private bath, and then there's the extra garage space. The modern kitchen has granite

    Beth Manzella Baird & Warner

    603 Arlington Pkwy, Sleepy Hollow, IL 60118
  • /3

    $130,000

    • Land
    • 31,363 Sq Ft
    • $180,556 per Acre

    36 River Ridge Dr, Sleepy Hollow, IL 60118

    Build Your Dream Home in The Bluffs at 36 River Ridge! Welcome to one of the most sought-after lots in the prestigious Bluffs subdivision! This beautiful, nearly 3/4-acre homesite offers a rare opportunity to build your custom dream home in an established, tranquil community. Gently rolling terrain and mature trees provide privacy and a picturesque backdrop. Enjoy peaceful neighborhood living

    Tatiana Haffey @properties Christie's International Real Estate

    36 River Ridge Dr, Sleepy Hollow, IL 60118
  • /53

    $535,000

    • 4 Beds
    • 3.5 Baths
    • 2,598 Sq Ft

    802 Autumn Hill, West Dundee, IL 60118

    Beautifully updated 4 bed, 3.5 bath home with an open floor plan and abundant natural light throughout. The kitchen features granite countertops, ample cabinetry, and stainless steel appliances (2022), flowing seamlessly into the family room and sunroom-perfect for everyday living and entertaining. Hardwood floors run throughout the first and second levels. Spacious primary suite includes a

    Nelsi Ayala Nelsi Ayala

    802 Autumn Hill, West Dundee, IL 60118

Why Live in Sleepy Hollow

Sleepy Hollow, located in the Fox River Valley about 45 miles northwest of downtown Chicago, Illinois, is a small community with a population of approximately 3,200. Established in 1958 on the site of the former Sleepy Hollow Farm, the village offers a secluded, somewhat rural atmosphere. Housing in Sleepy Hollow primarily consists of detached single-family homes built between the 1950s and 1990s, featuring midcentury ranch-style, Colonial Revival, and contemporary designs. The community is served by the Community Unit School District 300, with highly rated schools such as Sleepy Hollow Elementary School and Dundee Middle School. Local attractions include Sabatino Park, Lake Sharon, and the Jelke Creek Bird Sanctuary, which provide ample opportunities for outdoor activities like fishing, hiking, and bird watching. The nearby Fox River is popular for kayaking and biking, while Santa's Village Amusement & Water Park in East Dundee offers seasonal entertainment. Sleepy Hollow hosts various community events throughout the year, including Halloween in the Hollow, the Sleepy Hollow Pine Car Derby, and a Fourth of July celebration. For shopping and dining, residents often visit neighboring West Dundee or the retail areas along Randall Road. The village's winding roads and cul-de-sacs contribute to its charm, although sidewalks are not standard. Commuting is primarily by car, with access to state Routes 72 and 31 and Interstate 90. Nearby medical facilities include the Advocate Outpatient Center in West Dundee and Advocate Sherman Hospital in Elgin.

Frequently Asked Questions

What is the average home price in Sleepy Hollow, IL?
Homes for sale in Sleepy Hollow, IL have an average home price of $499,659.
How many homes have sold over the last 12 months in Sleepy Hollow, IL?
39 homes have sold in Sleepy Hollow, IL over the last 12 months.
What are the most popular zip codes in Sleepy Hollow, IL?
The most popular zip codes in Sleepy Hollow, IL include 60118, 60110, 60136, 60102 and 60123.
How much do you need to make to afford a house in Sleepy Hollow?
The median home price in Sleepy Hollow is $494,950. If you put a 20% down payment of $99,000 and had a 30-year fixed mortgage with an interest rate of 6.23%, your estimated principal and interest payment would be $2,430 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $104K a year to afford the median home price in Sleepy Hollow. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Sleepy Hollow, IL?
Sleepy Hollow, IL has highly rated public and private schools. Some of the best schools in Sleepy Hollow based on Niche Grades are Immanuel Lutheran School, The Einstein Academy and Hampshire High School. Browse all the schools in Sleepy Hollow, IL to learn more.

Home Trends in Sleepy Hollow, IL

Housing Trends

Median Sale Price
$507,500
Median Single Family Sale Price
$511,250
Median 2 Bedroom Sale Price
$260,000
Average Price Per Sq Ft
$186
Number of Homes for Sale
3
Last 12 months Home Sales
39
Months of Supply
0.90
Median List Price
$494,950
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
9%
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