58

Recently Sold Sleepy Hollow, IL Homes

Section Image
  • /24

    $385,000

    Sold Dec 29, 2025

    506 Stevens Ct, Sleepy Hollow, IL 60118

    • 3 Beds
    • 3 Baths
    • 2,123 Sq Ft

    Last Sold Summary

    • 14% Below List Price
    • $181/SF
    • 25 Days On Market

    Current Estimated Value $421,492

    Last Listing Agent Diana Brown DCB Realty Inc

    506 Stevens Ct, Sleepy Hollow, IL 60118
  • /2

    $540,000

    Sold Aug 27, 2025

    231 Deer Ln, Sleepy Hollow, IL 60118

    • 5 Beds
    • 3.5 Baths
    • 3,314 Sq Ft
    • Built 1993

    Last Sold Summary

    • 7% Below List Price
    • $163/SF
    • 20 Days On Market

    Current Estimated Value $589,993

    Last Listing Agent Anetta Dabrowski HomeSmart Connect LLC

    231 Deer Ln, Sleepy Hollow, IL 60118
  • /37

    $465,000

    Sold May 19, 2026

    900 Glen Oak Dr, Sleepy Hollow, IL 60118

    • 4 Beds
    • 2.5 Baths
    • 4,004 Sq Ft
    • Built 1980

    Last Sold Summary

    • $116/SF
    • 0 Days On Market

    Current Estimated Value $474,031

    Last Listing Agent Kimberley Lauten Keller Williams Success Realty

    900 Glen Oak Dr, Sleepy Hollow, IL 60118
  • /2

    $845,000

    Sold Sep 02, 2025

    67 Katrina Ln, Sleepy Hollow, IL 60118

    • 3 Beds
    • 3.5 Baths
    • 3,095 Sq Ft
    • Built 2000

    Last Sold Summary

    • 1% Below List Price
    • $273/SF
    • 48 Days On Market

    Current Estimated Value $860,556

    Last Listing Agent Sharon Gidley RE/MAX Suburban

    67 Katrina Ln, Sleepy Hollow, IL 60118
  • /2

    $720,000

    Sold Jul 27, 2026

    214 Red Bud Cir, Sleepy Hollow, IL 60118

    • 5 Beds
    • 3.5 Baths
    • 5,362 Sq Ft
    • Built 1991

    Last Sold Summary

    • 3% Above List Price
    • $134/SF
    • 5 Days On Market

    Current Estimated Value $694,668

    Last Listing Agent Gina Clifford Berkshire Hathaway HomeServices Starck Real Estate

    214 Red Bud Cir, Sleepy Hollow, IL 60118
  • /64

    $600,000

    Sold Sep 25, 2025

    214 Darien Ct, Sleepy Hollow, IL 60118

    • 5 Beds
    • 3.5 Baths
    • 4,289 Sq Ft
    • Built 1989

    Last Sold Summary

    • 2% Below List Price
    • $140/SF
    • 26 Days On Market

    Current Estimated Value $633,622

    Last Listing Agent Lisa Sweeney HomeSmart Connect LLC

    214 Darien Ct, Sleepy Hollow, IL 60118
  • /20

    $335,000

    Sold Mar 14, 2026

    1715 W Main St, Sleepy Hollow, IL 60118

    • 4 Beds
    • 2.5 Baths
    • 2,398 Sq Ft
    • Built 1952

    Last Sold Summary

    • 14% Below List Price
    • $140/SF
    • 241 Days On Market

    Current Estimated Value $367,425

    Last Listing Agent Gina Brown Baird & Warner

    1715 W Main St, Sleepy Hollow, IL 60118
  • /2

    $350,000

    Sold Nov 24, 2025

    Unlisted Address

    • 4 Beds
    • 2 Baths
    • 2,200 Sq Ft
    • Built 1967

    Last Sold Summary

    • 4% Above List Price
    • $159/SF
    • 7 Days On Market

    Current Estimated Value $393,047

    Last Listing Agent Joan Couris Keller Williams Thrive

    Unlisted Address
  • /19

    $400,000

    Sold Nov 07, 2025

    522 Joy Ln, Sleepy Hollow, IL 60118

    • 4 Beds
    • 2.5 Baths
    • 2,238 Sq Ft
    • Built 1987

    Last Sold Summary

    • $179/SF
    • 2 Days On Market

    Current Estimated Value $426,855

    Last Listing Agent Grant Montgomery Coldwell Banker Realty

    522 Joy Ln, Sleepy Hollow, IL 60118
  • /23

    $440,000

    Sold Jun 12, 2026

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

    • 4 Beds
    • 2.5 Baths
    • 2,004 Sq Ft
    • Built 1966

    Last Sold Summary

    • 2% Below List Price
    • $220/SF
    • 35 Days On Market

    Current Estimated Value $442,968

    Last Listing Agent Dawn Hinkle Keller Williams Success Realty

    1214 Jill Peak Dr Unit 13, Sleepy Hollow, IL 60118
  • /12

    $294,000

    Sold Apr 02, 2026

    1811 W Main St, Sleepy Hollow, IL 60118

    • 3 Beds
    • 1 Bath

    Last Sold Summary

    • 3% Above List Price
    • 14 Days On Market

    Current Estimated Value $293,224

    Last Listing Agent Gary Bohn Keller Williams ONEChicago

    1811 W Main St, Sleepy Hollow, IL 60118
  • /2

    $60,000

    Sold Jul 22, 2026

    1042 Chateau Bluff Ln, West Dundee, IL 60118

    • Land
    • 11,761 Sq Ft
    • $222,222 per Acre

    Last Sold Summary

    • 14% Below List Price
    • 766 Days On Market

    Current Estimated Value $102,948

    Last Listing Agent Ruben Acevedo Global Ruben's Team Realty

    1042 Chateau Bluff Ln, West Dundee, IL 60118
  • /18

    $210,000

    Sold Jan 30, 2026

    104 Thorobred Ln, Sleepy Hollow, IL 60118

    • 3 Beds
    • 2 Baths
    • 1,605 Sq Ft
    • Built 1960

    Last Sold Summary

    • 32% Below List Price
    • $131/SF
    • 14 Days On Market

    Current Estimated Value $239,128

    Last Listing Agent Tom Hodge @properties Christie's International Real Estate

    104 Thorobred Ln, Sleepy Hollow, IL 60118
  • /15

    $438,201

    Sold Jun 01, 2026

    701 Deer Ln, Sleepy Hollow, IL 60118

    • 3 Beds
    • 2 Baths
    • 1,688 Sq Ft
    • Built 1971

    Last Sold Summary

    • 10% Above List Price
    • $260/SF
    • 15 Days On Market

    Current Estimated Value $418,741

    Last Listing Agent Misael Chacon Beycome Brokerage Realty LLC

    701 Deer Ln, Sleepy Hollow, IL 60118
  • /39

    $535,000

    Sold Jun 12, 2026

    1126 Crane Dr, Sleepy Hollow, IL 60118

    • 4 Beds
    • 2.5 Baths
    • 2,340 Sq Ft
    • Built 1974

    Last Sold Summary

    • 7% Above List Price
    • $229/SF
    • 4 Days On Market

    Current Estimated Value $517,187

    Last Listing Agent Christine Cutro Coldwell Banker Realty

    1126 Crane Dr, Sleepy Hollow, IL 60118
  • /50

    $470,000

    Sold May 08, 2026

    412 Rainbow Dr, Sleepy Hollow, IL 60118

    • 3 Beds
    • 2 Baths
    • 2,166 Sq Ft
    • Built 2002

    Last Sold Summary

    • $217/SF
    • 8 Days On Market

    Current Estimated Value $471,120

    Last Listing Agent Samer Abunaser United Realty Partners LTD

    412 Rainbow Dr, Sleepy Hollow, IL 60118
  • /31

    $280,000

    Sold Apr 28, 2026

    934 Surrey Ln Unit 2, Sleepy Hollow, IL 60118

    • 2 Beds
    • 1.5 Baths
    • 1,136 Sq Ft
    • Built 1990

    Last Sold Summary

    • 6% Above List Price
    • $246/SF
    • 4 Days On Market

    Last Listing Agent Niki Metropoulos RE/MAX At Home

    934 Surrey Ln Unit 2, Sleepy Hollow, IL 60118
  • /29

    $595,000

    Sold Jun 26, 2026

    904 Glen Oak Dr, Sleepy Hollow, IL 60118

    • 4 Beds
    • 2.5 Baths
    • 2,910 Sq Ft
    • Built 1987

    Last Sold Summary

    • 3% Below List Price
    • $204/SF
    • 20 Days On Market

    Current Estimated Value $607,349

    Last Listing Agent Anne Vodicka Charles Rutenberg Realty of IL

    904 Glen Oak Dr, Sleepy Hollow, IL 60118
  • /42

    $660,000

    Sold Oct 31, 2025

    37 River Ridge Dr, Sleepy Hollow, IL 60118

    • 4 Beds
    • 4.5 Baths
    • 4,034 Sq Ft
    • Built 1996

    Last Sold Summary

    • 6% Below List Price
    • $164/SF
    • 24 Days On Market

    Current Estimated Value $719,861

    Last Listing Agent Teresa Stultz Premier Living Properties

    37 River Ridge Dr, Sleepy Hollow, IL 60118
  • /22

    $185,000

    Sold Apr 24, 2026

    Unlisted Address

    • 2 Beds
    • 1.5 Baths
    • Built 1990

    Last Sold Summary

    • 7 Days On Market

    Current Estimated Value $194,223

    Last Listing Agent Frank Rusin Four Seasons Realty, Inc.

    Unlisted Address
  • /53

    $635,000

    Sold Jul 30, 2026

    924 Glen Oak Dr, Sleepy Hollow, IL 60118

    • 5 Beds
    • 3.5 Baths
    • 5,183 Sq Ft
    • Built 1986

    Last Sold Summary

    • 9% Below List Price
    • $123/SF
    • 42 Days On Market

    Current Estimated Value $695,615

    Last Listing Agent Matt Silver Corcoran Urban Real Estate

    924 Glen Oak Dr, Sleepy Hollow, IL 60118
  • /35

    $523,500

    Sold Dec 16, 2025

    1007 Beau Brummel Dr, Sleepy Hollow, IL 60118

    • 3 Beds
    • 3 Baths
    • Built 1961

    Last Sold Summary

    • 7% Above List Price
    • 3 Days On Market

    Current Estimated Value $527,024

    Last Listing Agent Becky VanderVeen Realty Executives Premier Illinois

    1007 Beau Brummel Dr, Sleepy Hollow, IL 60118
  • /54

    $725,000

    Sold Dec 01, 2025

    212 Jamestowne Rd, Sleepy Hollow, IL 60118

    • 5 Beds
    • 3.5 Baths
    • 4,700 Sq Ft
    • Built 1998

    Last Sold Summary

    • $154/SF
    • 1 Day On Market

    Current Estimated Value $752,812

    Last Listing Agent Hilda Jones Baird & Warner Real Estate - Algonquin

    212 Jamestowne Rd, Sleepy Hollow, IL 60118
  • /23

    $425,000

    Sold Jun 03, 2026

    1213 Jill Peak Dr, Sleepy Hollow, IL 60118

    • 4 Beds
    • 2 Baths
    • 2,672 Sq Ft
    • Built 1974

    Last Sold Summary

    • 3% Below List Price
    • $159/SF
    • 27 Days On Market

    Current Estimated Value $431,241

    Last Listing Agent Nayibe Garces Prello Realty

    1213 Jill Peak Dr, Sleepy Hollow, IL 60118
  • /20

    $450,000

    Sold Oct 30, 2025

    1214 Carol Crest Dr, Sleepy Hollow, IL 60118

    • 4 Beds
    • 2.5 Baths
    • 2,234 Sq Ft
    • Built 1977

    Last Sold Summary

    • $201/SF
    • 1 Day On Market

    Current Estimated Value $473,100

    Last Listing Agent Caren Miller Coldwell Banker Realty

    1214 Carol Crest Dr, Sleepy Hollow, IL 60118
  • /61

    $420,000

    Sold May 08, 2026

    915 Willow Ln, Sleepy Hollow, IL 60118

    • 3 Beds
    • 2 Baths
    • 1,808 Sq Ft
    • Built 1975

    Last Sold Summary

    • 3% Below List Price
    • $232/SF
    • 6 Days On Market

    Current Estimated Value $421,613

    Last Listing Agent Amy Foote Compass

    915 Willow Ln, Sleepy Hollow, IL 60118
  • /41

    $400,000

    Sold Mar 20, 2026

    1040 Beau Brummel Ct, Sleepy Hollow, IL 60118

    • 3 Beds
    • 3 Baths
    • 3,376 Sq Ft
    • Built 1977

    Last Sold Summary

    • 11% Below List Price
    • $118/SF
    • 6 Days On Market

    Current Estimated Value $422,974

    Last Listing Agent Amy Foote Compass

    1040 Beau Brummel Ct, Sleepy Hollow, IL 60118
  • /52

    $559,000

    Sold Feb 27, 2026

    842 Winmoor Dr, Sleepy Hollow, IL 60118

    • 6 Beds
    • 4.5 Baths
    • 4,348 Sq Ft
    • Built 1977

    Last Sold Summary

    • 2% Below List Price
    • $129/SF
    • 2 Days On Market

    Current Estimated Value $574,734

    Last Listing Agent Cindy Kennedy Baird & Warner

    842 Winmoor Dr, Sleepy Hollow, IL 60118
  • /27

    $470,000

    Sold Jan 09, 2026

    505 Joy Ln Unit 14, Sleepy Hollow, IL 60118

    • 5 Beds
    • 2.5 Baths
    • 2,938 Sq Ft
    • Built 1957

    Last Sold Summary

    • 2% Below List Price
    • $160/SF
    • 6 Days On Market

    Current Estimated Value $504,216

    Last Listing Agent Amna Abid Suburban Life Realty, Ltd.

    505 Joy Ln Unit 14, Sleepy Hollow, IL 60118
  • /33

    $529,000

    Sold Oct 08, 2025

    215 Hilltop Ln, Sleepy Hollow, IL 60118

    • 4 Beds
    • 2.5 Baths
    • 2,352 Sq Ft
    • Built 1988

    Last Sold Summary

    • $225/SF
    • 15 Days On Market

    Current Estimated Value $553,643

    Last Listing Agent Sarah Leonard Legacy Properties, A Sarah Leonard Company, LLC

    215 Hilltop Ln, Sleepy Hollow, IL 60118
  • /34

    $485,000

    Sold Jul 01, 2026

    841 Hemlock Dr, Sleepy Hollow, IL 60118

    • 4 Beds
    • 2.5 Baths
    • 2,346 Sq Ft
    • Built 1989

    Last Sold Summary

    • 8% Above List Price
    • $207/SF
    • 4 Days On Market

    Current Estimated Value $453,737

    Last Listing Agent Kelly West Century 21 New Heritage - Hampshire

    841 Hemlock Dr, Sleepy Hollow, IL 60118
  • /18

    $343,000

    Sold Feb 26, 2026

    103 Rainbow Dr, Sleepy Hollow, IL 60118

    • 2 Beds
    • 2 Baths
    • 1,553 Sq Ft
    • Built 1959

    Last Sold Summary

    • 2% Below List Price
    • $221/SF
    • 42 Days On Market

    Current Estimated Value $352,746

    Last Listing Agent Bob Wisdom RE/MAX Horizon

    103 Rainbow Dr, Sleepy Hollow, IL 60118
  • /8

    $640,000

    Sold Jun 25, 2026

    731 Jamestowne Rd, Sleepy Hollow, IL 60118

    • 4 Beds
    • 2.5 Baths
    • 3,482 Sq Ft
    • Built 1989

    Last Sold Summary

    • 2% Below List Price
    • $184/SF
    • 5 Days On Market

    Current Estimated Value $650,789

    Last Listing Agent Maureen Ulbert Charles Rutenberg Realty of IL

    731 Jamestowne Rd, Sleepy Hollow, IL 60118
  • /38

    $520,000

    Sold May 29, 2026

    307 Churchill Ct, Sleepy Hollow, IL 60118

    • 5 Beds
    • 2.5 Baths
    • 3,183 Sq Ft
    • Built 1987

    Last Sold Summary

    • 3% Below List Price
    • $163/SF
    • 4 Days On Market

    Current Estimated Value $536,964

    Last Listing Agent Amy Foote Compass

    307 Churchill Ct, Sleepy Hollow, IL 60118
  • /38

    $450,000

    Sold Aug 29, 2025

    1836 Maple Ln, Sleepy Hollow, IL 60118

    • 3 Beds
    • 2 Baths
    • 1,858 Sq Ft
    • Built 1961

    Last Sold Summary

    • 10% Above List Price
    • $242/SF
    • 2 Days On Market

    Current Estimated Value $471,620

    Last Listing Agent Vicki Genz Realty ONE Group Karmma

    1836 Maple Ln, Sleepy Hollow, IL 60118
  • /25

    $560,000

    Sold Mar 31, 2026

    936 Glen Oak Dr, Sleepy Hollow, IL 60118

    • 4 Beds
    • 2.5 Baths
    • 2,237 Sq Ft
    • Built 1980

    Last Sold Summary

    • 9% Below List Price
    • $250/SF
    • 153 Days On Market

    Current Estimated Value $556,665

    Last Listing Agent Anne Vodicka Charles Rutenberg Realty of IL

    936 Glen Oak Dr, Sleepy Hollow, IL 60118
  • /47

    $475,000

    Sold Oct 27, 2025

    900 Holly Ct, Sleepy Hollow, IL 60118

    • 4 Beds
    • 2.5 Baths
    • 2,610 Sq Ft
    • Built 1978

    Last Sold Summary

    • 5% Below List Price
    • $182/SF
    • 67 Days On Market

    Last Listing Agent Michael Simpson Baird & Warner Real Estate - Algonquin

    900 Holly Ct, Sleepy Hollow, IL 60118
  • /34

    $425,000

    Sold Jul 15, 2026

    1056 Van Tassel Rd, Sleepy Hollow, IL 60118

    • 4 Beds
    • 2 Baths
    • 2,426 Sq Ft
    • Built 1960

    Last Sold Summary

    • $175/SF
    • 53 Days On Market

    Current Estimated Value $396,808

    Last Listing Agent Dee Gamble Berkshire Hathaway HomeServices Starck Real Estate

    1056 Van Tassel Rd, Sleepy Hollow, IL 60118
  • /35

    $380,000

    Sold Jun 12, 2026

    849 Hemlock Dr, Sleepy Hollow, IL 60118

    • 3 Beds
    • 2 Baths
    • 1,696 Sq Ft
    • Built 1968

    Last Sold Summary

    • $224/SF
    • 5 Days On Market

    Current Estimated Value $380,391

    Last Listing Agent Jee Ramangkoun Executive Realty Group LLC

    849 Hemlock Dr, Sleepy Hollow, IL 60118
  • /26

    $627,900

    Sold Apr 02, 2026

    747 Jamestowne Ct, Sleepy Hollow, IL 60118

    • 4 Beds
    • 2.5 Baths
    • 2,835 Sq Ft
    • Built 1990

    Last Sold Summary

    • $221/SF
    • 12 Days On Market

    Current Estimated Value $621,684

    Last Listing Agent Anna Pikula Landmark Realtors

    747 Jamestowne Ct, Sleepy Hollow, IL 60118

Showing Results 1 - 40, Page 1 of 2

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 $498,760.
What is the average time to sell a house in Sleepy Hollow, IL?
The houses for sale in Sleepy Hollow, IL spend an average of 23 days on the market.
What is the number of active homes for sale in Sleepy Hollow, IL?
There are 4 active homes for sale in Sleepy Hollow, IL.
How many homes have sold over the last 12 months in Sleepy Hollow, IL?
44 homes have sold in Sleepy Hollow, IL over the last 12 months.

Home Price Trends

Median Sale Price
$480,000
Median Single Family Sale Price
$475,000
Median 2 Bedroom Sale Price
$280,000
Average Price Per Sq Ft
$187
Number of Homes for Sale
4
Last 12 months Home Sales
44
Months of Supply
1.10
Median List Price
$474,450
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
3%
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