Recently Sold Sleepy Hollow, IL Homes

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  /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 $397,536

  Last Listing Agent Diana Brown DCB Realty Inc

  506 Stevens Ct, Sleepy Hollow, IL 60118
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  /31

  $462,000 Sold Apr 03, 2025

  400 Jaclay Ct, Sleepy Hollow, IL 60118

  • 5 Beds
  • 4 Baths
  • 3,052 Sq Ft
  • Built 1977

  Last Sold Summary

  • 8% Below List Price
  • $151/SF
  • 81 Days On Market

  Current Estimated Value $498,629

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

  400 Jaclay Ct, Sleepy Hollow, IL 60118
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  /36

  $505,000 Sold Jul 29, 2025

  850 Willow Ln, Sleepy Hollow, IL 60118

  • 4 Beds
  • 3.5 Baths
  • 2,821 Sq Ft
  • Built 2001

  Last Sold Summary

  • 2% Below List Price
  • $179/SF
  • 7 Days On Market

  Current Estimated Value $518,886

  Last Listing Agent Ellen Nissen Berkshire Hathaway HomeServices Starck Real Estate

  850 Willow Ln, Sleepy Hollow, IL 60118
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  /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 $548,697

  Last Listing Agent Anetta Dabrowski HomeSmart Connect LLC

  231 Deer Ln, Sleepy Hollow, IL 60118
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  /27

  $370,000 Sold May 15, 2025

  831 Winmoor Dr, Sleepy Hollow, IL 60118

  • 4 Beds
  • 3 Baths
  • 2,008 Sq Ft
  • Built 1962

  Last Sold Summary

  • 3% Above List Price
  • $184/SF
  • 49 Days On Market

  Current Estimated Value $374,033

  Last Listing Agent Karen Ringquist Coldwell Banker Realty

  831 Winmoor Dr, Sleepy Hollow, IL 60118
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  /2

  $115,000 Sold Apr 09, 2025

  36 River Ridge Dr, Sleepy Hollow, IL 60118

  • Land
  • 0.72 Acre
  • $159,722 per Acre

  Last Sold Summary

  • 8% Below List Price
  • 181 Days On Market

  Current Estimated Value $130,067

  Last Listing Agent Jessica Tumpane RE/MAX Plaza

  36 River Ridge Dr, Sleepy Hollow, IL 60118
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  /76

  $585,000 Sold Jul 23, 2025

  2010 Sleepy Hollow Rd, Sleepy Hollow, IL 60118

  • 4 Beds
  • 2.5 Baths
  • 3,800 Sq Ft
  • Built 1958

  Last Sold Summary

  • 2% Below List Price
  • $154/SF
  • 5 Days On Market

  Current Estimated Value $558,206

  Last Listing Agent Amy Foote Compass

  2010 Sleepy Hollow Rd, Sleepy Hollow, IL 60118
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  /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 $814,376

  Last Listing Agent Sharon Gidley RE/MAX Suburban

  67 Katrina Ln, Sleepy Hollow, IL 60118
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  /34

  $519,900 Sold May 09, 2025

  927 Acorn Dr, Sleepy Hollow, IL 60118

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

  Last Sold Summary

  • $222/SF
  • 4 Days On Market

  Current Estimated Value $509,467

  Last Listing Agent Jennifer Morawski Ventures Property Management

  927 Acorn Dr, Sleepy Hollow, IL 60118
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  /40

  $434,900 Sold Jun 26, 2025

  1752 Hillcrest Park, Sleepy Hollow, IL 60118

  • 3 Beds
  • 2.5 Baths
  • 1,950 Sq Ft
  • Built 1966

  Last Sold Summary

  • $223/SF
  • 4 Days On Market

  Current Estimated Value $426,367

  Last Listing Agent Esther Zamudio Zamudio Realty Group

  1752 Hillcrest Park, Sleepy Hollow, IL 60118
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  /43

  $532,000 Sold Jul 24, 2025

  1291 Acorn Ct, Sleepy Hollow, IL 60118

  • 4 Beds
  • 3.5 Baths
  • 2,800 Sq Ft
  • Built 1989

  Last Sold Summary

  • 3% Below List Price
  • $190/SF
  • 5 Days On Market

  Current Estimated Value $529,863

  Last Listing Agent Jerome Kopacz HomeSmart Connect LLC

  1291 Acorn Ct, Sleepy Hollow, IL 60118
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  /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 $598,348

  Last Listing Agent Lisa Sweeney HomeSmart Connect LLC

  214 Darien Ct, Sleepy Hollow, IL 60118
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  /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 $386,909

  Last Listing Agent Gina Brown Baird & Warner

  1715 W Main St, Sleepy Hollow, IL 60118
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  /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 $353,352

  Last Listing Agent Joan Couris Keller Williams Thrive

  Unlisted Address
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  /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 $404,541

  Last Listing Agent Grant Montgomery Coldwell Banker Realty

  522 Joy Ln, Sleepy Hollow, IL 60118
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  /25

  $476,000 Sold May 02, 2025

  226 Deer Ln, Sleepy Hollow, IL 60118

  • 4 Beds
  • 2.5 Baths
  • 2,835 Sq Ft
  • Built 1989

  Last Sold Summary

  • 8% Above List Price
  • $168/SF
  • 2 Days On Market

  Current Estimated Value $486,604

  Last Listing Agent Cathy Oberbroeckling Baird & Warner

  226 Deer Ln, Sleepy Hollow, IL 60118
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  /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 $320,571

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

  104 Thorobred Ln, Sleepy Hollow, IL 60118
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  /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 $666,391

  Last Listing Agent Teresa Stultz Premier Living Properties

  37 River Ridge Dr, Sleepy Hollow, IL 60118
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  /23

  $507,500 Sold May 01, 2025

  834 Winmoor Dr, Sleepy Hollow, IL 60118

  • 4 Beds
  • 2.5 Baths
  • 1,788 Sq Ft
  • Built 1960

  Last Sold Summary

  • 4% Above List Price
  • $284/SF
  • 7 Days On Market

  Current Estimated Value $496,126

  Last Listing Agent Tracy McBreen @properties Christie's International Real Estate

  834 Winmoor Dr, Sleepy Hollow, IL 60118
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  /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 $503,590

  Last Listing Agent Becky VanderVeen Realty Executives Premier Illinois

  1007 Beau Brummel Dr, Sleepy Hollow, IL 60118
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  /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 $710,228

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

  212 Jamestowne Rd, Sleepy Hollow, IL 60118
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  /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 $448,882

  Last Listing Agent Caren Miller Coldwell Banker Realty

  1214 Carol Crest Dr, Sleepy Hollow, IL 60118
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  /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 $571,702

  Last Listing Agent Cindy Kennedy Baird & Warner

  842 Winmoor Dr, Sleepy Hollow, IL 60118
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  /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 $474,767

  Last Listing Agent Amna Abid Suburban Life Realty, Ltd.

  505 Joy Ln Unit 14, Sleepy Hollow, IL 60118
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  /25

  $467,000 Sold Apr 10, 2025

  1711 W Main St, Sleepy Hollow, IL 60118

  • 5 Beds
  • 3.5 Baths
  • 2,974 Sq Ft
  • Built 1955

  Last Sold Summary

  • 3% Below List Price
  • $157/SF
  • 88 Days On Market

  Current Estimated Value $480,342

  Last Listing Agent Michael Pandocchi Smart Home Realty

  1711 W Main St, Sleepy Hollow, IL 60118
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  /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 $521,373

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

  215 Hilltop Ln, Sleepy Hollow, IL 60118
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  /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 $348,613

  Last Listing Agent Bob Wisdom RE/MAX Horizon

  103 Rainbow Dr, Sleepy Hollow, IL 60118
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  /33

  $405,000 Sold Jul 24, 2025

  847 Hemlock Dr, Sleepy Hollow, IL 60118

  • 3 Beds
  • 2 Baths
  • 2,070 Sq Ft
  • Built 1964

  Last Sold Summary

  • 1% Above List Price
  • $196/SF
  • 23 Days On Market

  Current Estimated Value $393,310

  Last Listing Agent Christopher Tierney Keller Williams Experience

  847 Hemlock Dr, Sleepy Hollow, IL 60118
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  /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 $433,853

  Last Listing Agent Vicki Genz Realty ONE Group Karmma

  1836 Maple Ln, Sleepy Hollow, IL 60118
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  /45

  $560,000 Sold May 23, 2025

  856 Winmoor Dr, Sleepy Hollow, IL 60118

  • 3 Beds
  • 3 Baths
  • 4,500 Sq Ft
  • Built 1964

  Last Sold Summary

  • $124/SF
  • 4 Days On Market

  Current Estimated Value $549,340

  Last Listing Agent Sabina Wunderlich Keller Williams Success Realty

  856 Winmoor Dr, Sleepy Hollow, IL 60118
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  /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

  Current Estimated Value $472,575

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

  900 Holly Ct, Sleepy Hollow, IL 60118
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  /5

  $550,000 Sold Jul 14, 2025

  532 Stevens Ct, Sleepy Hollow, IL 60118

  • 5 Beds
  • 3.5 Baths
  • 3,142 Sq Ft
  • Built 1988

  Last Sold Summary

  • $175/SF
  • 0 Days On Market

  Current Estimated Value $540,854

  Last Listing Agent Brian Knott RE/MAX Horizon

  532 Stevens Ct, Sleepy Hollow, IL 60118
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  /47

  $601,000 Sold Jun 03, 2025

  720 Pimlico Pkwy, Sleepy Hollow, IL 60118

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft
  • Built 1987

  Last Sold Summary

  • 4% Above List Price
  • $250/SF
  • 6 Days On Market

  Current Estimated Value $589,740

  Last Listing Agent Eric Logan Realty Executives Premier Illinois

  720 Pimlico Pkwy, Sleepy Hollow, IL 60118
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  /42

  $600,000 Sold Oct 09, 2025

  1022 Beau Brummel Dr, Sleepy Hollow, IL 60118

  • 5 Beds
  • 4 Baths
  • 5,352 Sq Ft

  Last Sold Summary

  • 8% Below List Price
  • $112/SF
  • 26 Days On Market

  Current Estimated Value $594,823

  Last Listing Agent Angie Corcione Fulton Grace Realty

  1022 Beau Brummel Dr, Sleepy Hollow, IL 60118
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  /2

  $260,000 Sold Jun 03, 2025

  932 Surrey Ln Unit 2, Sleepy Hollow, IL 60118

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

  Last Sold Summary

  • 2% Above List Price
  • $229/SF
  • 4 Days On Market

  Current Estimated Value $265,638

  Last Listing Agent Ruta Baran @properties Christie's International Real Estate

  932 Surrey Ln Unit 2, Sleepy Hollow, IL 60118
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  /34

  $570,000 Sold Mar 03, 2026

  716 Surrey Ln, Sleepy Hollow, IL 60118

  • 5 Beds
  • 3.5 Baths
  • 3,512 Sq Ft
  • Built 1987

  Last Sold Summary

  • 2% Above List Price
  • $162/SF
  • 2 Days On Market

  Current Estimated Value $556,454

  Last Listing Agent Kathryn Festen Compass

  716 Surrey Ln, Sleepy Hollow, IL 60118
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  $515,000 Sold Nov 05, 2025

  937 Willow Ln, Sleepy Hollow, IL 60118

  • 4 Beds
  • 3 Baths
  • 2,535 Sq Ft
  • Built 1962

  Last Sold Summary

  • 6% Above List Price
  • $203/SF
  • 3 Days On Market

  Current Estimated Value $495,538

  Last Listing Agent Amy Foote Compass

  937 Willow Ln, Sleepy Hollow, IL 60118
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  /32

  $525,000 Sold Aug 05, 2025

  802 Autumn Hill, West Dundee, IL 60118

  • 4 Beds
  • 3.5 Baths
  • 2,598 Sq Ft
  • Built 1999

  Last Sold Summary

  • 6% Above List Price
  • $202/SF
  • 4 Days On Market

  Current Estimated Value $518,747

  Last Listing Agent Hillary Schiller Baird & Warner

  802 Autumn Hill, West Dundee, IL 60118
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  /33

  $495,000 Sold Jun 30, 2025

  1207 Angle Tarn, West Dundee, IL 60118

  • 4 Beds
  • 2.5 Baths
  • 2,598 Sq Ft
  • Built 1997

  Last Sold Summary

  • 1% Above List Price
  • $191/SF
  • 7 Days On Market

  Current Estimated Value $494,812

  Last Listing Agent Teresa Stultz Premier Living Properties

  1207 Angle Tarn, West Dundee, IL 60118
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  /20

  $399,990 Sold Feb 27, 2026

  802 Lindsay Ln, West Dundee, IL 60118

  • 3 Beds
  • 2 Baths
  • 1,840 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $217/SF
  • 26 Days On Market

  Lennar Hickory Glen

  802 Lindsay Ln, West Dundee, IL 60118

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