Recently Sold Sleepy Hollow, IL Homes

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  /40

  $434,900 Sold Jun 26, 2025

  • 1,950 Sq Ft
  • $223/SF
  • 4 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1966

  1752 Hillcrest Park, Sleepy Hollow, IL 60118

  Nestled in the picturesque village of Sleepy Hollow, this home offers a perfect blend of classic charm and modern updates. Located on a quiet cul-de-sac, it provides an extra layer of privacy and a peaceful setting rarely found. With three spacious bedrooms, 2.5 bathrooms, and nearly 2,000 sq ft of living space, this home strikes the ideal balance between cozy and expansive. The living room

  Esther Zamudio Zamudio Realty Group

  1752 Hillcrest Park, Sleepy Hollow, IL 60118
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  /47

  $601,000 Sold Jun 03, 2025

  • 2,400 Sq Ft
  • $250/SF
  • 6 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1987

  720 Pimlico Pkwy, Sleepy Hollow, IL 60118

  THIS IS 720 PIMLICO PARKWAY!! STUNNING 4 Bedroom 2.1 Bath Residence on Expansive Picturesque Lot in Sleepy Hollow....a charming Kane County community rich in exciting folklore! Beloved and impeccably cared for by its owners for the last 33 years, this remarkable home showcases unparalleled craftsmanship and design, offering a perfect retreat for today's discerning homeowner. Offering a perfect

  Eric Logan Realty Executives Premier Illinois

  720 Pimlico Pkwy, Sleepy Hollow, IL 60118
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  /45

  $560,000 Sold May 23, 2025

  • 4,500 Sq Ft
  • $124/SF
  • 4 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1964

  856 Winmoor Dr, Sleepy Hollow, IL 60118

  Welcome to this stunning- all brick hillside ranch nestled on nearly 2 acres, one of the largest lots in the desirable Sleepy Hollow community. Over 4500 sq feet of living space, right by Sleepy Hollow pool and Sabatino park! This well maintained house features 4 spacious bedrooms and 3 full bathrooms, offering plenty room for family and guests. Beautiful kitchen - SS Appliances, new counter

  Sabina Wunderlich Keller Williams Success Realty

  856 Winmoor Dr, Sleepy Hollow, IL 60118
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  /27

  $370,000 Sold May 15, 2025

  • 2,008 Sq Ft
  • $184/SF
  • 49 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1962

  831 Winmoor Dr, Sleepy Hollow, IL 60118

  NEW VINYL PLANK FLOORING JUST COMPLETED IN FAMILY ROOM, KITCHEN, DINING ROOM AND HALLWAYS AS WELL AS A $25,000 PRICE CUT; ALSO THE WALLPAPER HAS BEEN REMOVED FROM THE HALL BATH AND PAINTED.- different from the photos. This charming ranch home on a half-acre lot in Sleepy Hollow, backing to serene trees, offers a rare opportunity for privacy and tranquility. The backyard features a koi pond and a

  Karen Ringquist Coldwell Banker Realty

  831 Winmoor Dr, Sleepy Hollow, IL 60118
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  /34

  $519,900 Sold May 09, 2025

  • 2,346 Sq Ft
  • $222/SF
  • 4 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1989

  927 Acorn Dr, Sleepy Hollow, IL 60118

  Beautifully Updated Home with UPGRADES GALORE!! Kitchen was completely redone with QUARTZ countertops, OVERSIZED QUARTZ ISLAND, 42-inch cabinets, Marble backsplash, and SS Frigidaire Professional Appliances!! All bathrooms have been remodeled! Both full baths have quartz vanities and new cabinetry, new tile in showers & on floors done in 2020. Master bath FEATURES HEATED FLOORS & Whirlpool tub

  Jennifer Morawski Ventures Property Management

  927 Acorn Dr, Sleepy Hollow, IL 60118
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  /25

  $476,000 Sold May 02, 2025

  • 2,835 Sq Ft
  • $168/SF
  • 2 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1989

  226 Deer Ln, Sleepy Hollow, IL 60118

  A Perfect opportunity to get into this sought after neighborhood in Sleepy Hollow with TOP schools, meandering streets, mature trees and oversized home sites. This stately brick faced home boasts 2850 Sq. Ft. and sets back on a very useable .75 acre home site with a private mature tree lined back yard. You will love the VERY generous kitchen, abundant cabinets, and the ample counter space and

  Cathy Oberbroeckling Baird & Warner

  226 Deer Ln, Sleepy Hollow, IL 60118
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  /23

  $507,500 Sold May 01, 2025

  • 1,788 Sq Ft
  • $284/SF
  • 7 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1960

  834 Winmoor Dr, Sleepy Hollow, IL 60118

  Welcome to this stunning and fully updated Sleepy Hollow ranch, designed with an inviting open-concept layout and beautiful hardwood flooring throughout the entire first floor. The bright and modern white kitchen is a chef's dream, featuring granite countertops, new stainless-steel appliances, a farmhouse sink, under-cabinet lighting, and all-new fixtures. Fresh paint throughout complements the

  Tracy McBreen @properties Christie's International Real Estate

  834 Winmoor Dr, Sleepy Hollow, IL 60118
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  /25

  $467,000 Sold Apr 10, 2025

  • 2,974 Sq Ft
  • $157/SF
  • 88 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1955

  1711 W Main St, Sleepy Hollow, IL 60118

  Multiple offers received! Highest and best offers due by Monday 3/3 by 3:00pm. ABSOLUTELY STUNNING & METICULOUSLY KEPT ON 3/4 ACRE! Former ranch...No expense spared with additions! Huge formal dining room added! Complete 2nd story added featuring full bath with whirlpool and a huge loft (2nd family room), 3 1/2 baths, open staircase with oak rails, 2 beautiful fireplaces, impressive entry/foyer

  Michael Pandocchi Smart Home Realty

  1711 W Main St, Sleepy Hollow, IL 60118
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  /2

  $115,000 Sold Apr 09, 2025

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

  • 181 Days On Market

  36 River Ridge Dr, Sleepy Hollow, IL 60118

  Build your dream home on this stunning lot in "The Bluffs of Sleepy Hollow." This stunning neighborhood features luxury homes on large lots. With a minimum build of 2,000 Sq. Ft. for single story or 2,800 Sq. Ft. for 2-story, you can enjoy your own sanctuary, while having convenient access to highway transportation to work, entertainment, or shopping. With its combination of size (almost 3/4 an

  Jessica Tumpane RE/MAX Plaza

  36 River Ridge Dr, Sleepy Hollow, IL 60118
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  /31

  $462,000 Sold Apr 03, 2025

  • 3,052 Sq Ft
  • $151/SF
  • 81 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1977

  400 Jaclay Ct, Sleepy Hollow, IL 60118

  Secluded paradise tucked back at the end of the cul-de-sac, high on the hill, sitting on a sprawling 2 acre lot! HUGE family home offers opportunity to make it yours. Needs TLC and updating in some areas, but priced to reflect that! Enjoy the scenic views from the brick paver patio. Extended driveway, partial brick-front exterior & covered front porch compliment the curb appeal. Totally

  Hilda Jones Baird & Warner Real Estate - Algonquin

  400 Jaclay Ct, Sleepy Hollow, IL 60118
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  /38

  $415,000 Sold Mar 28, 2025

  • 2,500 Sq Ft
  • $166/SF
  • 6 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1966

  1850 Winmoor Ct, Sleepy Hollow, IL 60118

  Tucked away in a peaceful cul-de-sac in Sleepy Hollow, this impressive home welcomes you with a circular driveway leading to a charming covered front porch. Double doors open into a ceramic-tiled foyer, setting the stage for a home filled with character and thoughtful design. To your right, the bright eat-in kitchen boasts bay windows, a double wall oven, all Stainless steel appliances, and a

  Sarah Leonard Legacy Properties, A Sarah Leonard Company, LLC

  1850 Winmoor Ct, Sleepy Hollow, IL 60118
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  /15

  $430,000 Sold Mar 14, 2025

  • 2,334 Sq Ft
  • $184/SF
  • 81 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1967

  540 Stevens Ct, Sleepy Hollow, IL 60118

  Welcome to this spacious home nestled on a peaceful cul-de-sac in the charming village of Sleepy Hollow. Follow the tree-lined, winding roads to this spacious 4-bedroom, plus office, 3-bath home offering 2,334 sq ft of tranquil living space, plus an additional 900 sq ft in the finished basement, also featuring 9 ft. ceiling. The beautiful foyer showcasing slate floors welcomes you into a spacious

  Leticia Tassone Compass

  540 Stevens Ct, Sleepy Hollow, IL 60118
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  /24

  $405,000 Sold Mar 04, 2025

  • 1,858 Sq Ft
  • $218/SF
  • 46 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1961

  1836 Maple Ln, Sleepy Hollow, IL 60118

  Welcome to this meticulously maintained 3-bedroom, 2-bathroom home nestled in a quiet cul-de-sac. This home has been thoughtfully updated and cared for, offering modern amenities and timeless appeal. Step into the sunlit great room, where cherry-finished hardwood flooring and a large picture window with custom blinds set a warm and inviting tone. The updated kitchen is a chef's dream, featuring

  Steve Rollins Compass

  1836 Maple Ln, Sleepy Hollow, IL 60118
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  /24

  $370,000 Sold Feb 07, 2025

  • 2,410 Sq Ft
  • $154/SF
  • 10 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1971

  851 Hemlock Dr, Sleepy Hollow, IL 60118

  Here is a beautifully updated raised ranch on close to a half acre! Home feels like a retreat with the updates done. Beautiful hardwood floors upstairs with a deck that walks out from the dining area. Large master bedroom has a walk in closet and a balcony. The lower level has a nice family room with a gas fireplace and a pool table for entertaining. Family room goes out to the large mud room

  Randal Marshall Keller Williams Premiere Properties

  851 Hemlock Dr, Sleepy Hollow, IL 60118
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  /51

  $630,000 Sold Jan 16, 2025

  • 4,238 Sq Ft
  • $149/SF
  • 101 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1999

  66 Katrina Ln, Sleepy Hollow, IL 60118

  Beautiful brick Georgian in The Bluffs with over 4100 square feet of custom elegance situated on a large private lot overlooking Jelkes Creek Bird Sanctuary. Featuring 4 bedrooms, 4.5 bathrooms, family room, office, Conservatory, dining room, updated kitchen, living room, mudroom, large 2 story foyer, finished English basement, massive storage room and laundry room with gorgeous millwork, crown

  Cindy Kennedy Baird & Warner

  66 Katrina Ln, Sleepy Hollow, IL 60118
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  /17

  $420,000 Sold Jan 13, 2025

  • 2,669 Sq Ft
  • $157/SF
  • 25 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1988

  1287 Acorn Ct, Sleepy Hollow, IL 60118

  Welcome to this exceptional home nestled on a cul de sac in a highly coveted neighborhood! From the moment you arrive, you'll be captivated by its remarkable curb appeal and meticulously maintained landscaping, setting the stage for what lies inside. Step into the expansive, open layout home, offering 4 bedrooms and 2 1/2 baths along with a huge basement that promises endless possibilities. The

  Gina Brown Baird & Warner

  1287 Acorn Ct, Sleepy Hollow, IL 60118
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  /34

  $588,500 Sold Jan 07, 2025

  • 4,336 Sq Ft
  • $136/SF
  • 36 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1974

  1112 Crane Dr, Sleepy Hollow, IL 60118

  STUNNING CUSTOM BUILT, CONTEMPORTY 2 STORY ~ 4610 SQFT~ VERY PRIVATE ~ SURROUNDED BY MATURE TREES AND GORGEOUS LANDSCAPING ON JUST OVER 1/2 ACRE ~ HOME FEATURES WALLS OF WINDOWS BRINGING THE OUTSIDE IN ~ 3 BEDS, 3.5 BATHS ~ HUGE ENTERTAINING AREA W/WET BAR, DECK ACCESS & FIREPLACE ~ FINISHED BSMT WITH OPEN REC ROOM ~ 3.5 CAR GARAGE ~ COULD EASILY ADD 4TH BED ON 2ND FLR!

  Lisa Rossow CENTURY 21 New Heritage

  1112 Crane Dr, Sleepy Hollow, IL 60118
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  /58

  $420,000 Sold Jan 03, 2025

  • 123 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1958

  103 Sharon Dr, Sleepy Hollow, IL 60118

  *** OUTSTANDING SLEEPY HOLLOW LOCATION, WITH A MATCHING COMPLETELY REMODELED HOME, INCLUDING: NEW WINDOWS AND DOORS THROUGHOUT. COMPLETELY REMODELED KITCHEN, NEW CABINETS, GRANITE COUNTERTOPS, CEILING LIGHTS, AND REMODELED BATHROOMS. NEW APPLIANCES, NEWER ROOF. REDONE DRIVEWAY. TOTAL OF 5 BEDROOMS AND 2.5 BATHS OF TOTAL LUXURY. DON'T MISS THIS ONE **

  Ruben Acevedo Global Ruben's Team Realty

  103 Sharon Dr, Sleepy Hollow, IL 60118
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  /13

  $255,000 Sold Dec 16, 2024

  • 1,200 Sq Ft
  • $212/SF
  • 4 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1990

  1200 Locust Dr Unit 1, Sleepy Hollow, IL 60118

  Welcome home to this 3 bedroom end unit! Perfectly set on a large corner, this 2-story townhouse offer you a full-finished basement, spacious living room with new carpet, cozy fireplace, sliders to patio overlooking nicely landscaped area and windows surrounding the first floor on all three sides. You get a lot of natural light! Plus a 3 car-deep driveway, attached garage and extra storage area.

  Li Shao Altogether Realty Corporation

  1200 Locust Dr Unit 1, Sleepy Hollow, IL 60118
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  /35

  $487,000 Sold Dec 06, 2024

  • 2,600 Sq Ft
  • $187/SF
  • 14 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1988

  508 Belmont Pkwy, Sleepy Hollow, IL 60118

  Welcome to 508 Belmont Parkway, located in sought-after Saddle Club Estates in the pastoral community of Sleepy Hollow. This modern and professionally remodeled home offers 4 bedrooms,2.5 baths and an amazing locale that gives you an idyllic setting while still close to 90, Metra and O'Hare! ***** Upon arrival, you'll be greeted by an impressive front porch, setting the tone for the exceptional

  Amy Foote Compass

  508 Belmont Pkwy, Sleepy Hollow, IL 60118
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  /30

  $480,000 Sold Nov 27, 2024

  • 2,865 Sq Ft
  • $168/SF
  • 6 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1990

  238 Jamestowne Ct, Sleepy Hollow, IL 60118

  Absolutely amazing 4 bedroom 3.1 bath home located in the desirable Deer Creek subdivision of Sleepy Hollow. Attached heated 3 car garage with extra room for storage and epoxied floors. Great modern large open flowing floor plan, with lots of natural light. Hardwood Floors throughout the main floor. Vaulted ceilings, skylights, and fresh neutral paint. Additional, interior features include

  Alex Gemignani HomeSmart Connect LLC

  238 Jamestowne Ct, Sleepy Hollow, IL 60118
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  /45

  $495,000 Sold Nov 22, 2024

  • 3,531 Sq Ft
  • $140/SF
  • 4 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1987

  211 Hilltop Ln, Sleepy Hollow, IL 60118

  Prime location! Don't miss this stunning 4-bedroom, 2.5-bath Georgian-style home, tucked away on a private, secluded lot in Sleepy Hollow. The home boasts a fully finished basement, a cozy fireplace, a large deck and a newer roof. It also features a 2.5-car garage and sits on a generous 0.725-acre lot. Recent upgrades include all new AC, furnace, water heater, fresh paint, and a new carpet. The

  Peter Dubiel HomeSmart Connect LLC

  211 Hilltop Ln, Sleepy Hollow, IL 60118
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  /22

  $449,900 Sold Nov 15, 2024

  • 3,479 Sq Ft
  • $129/SF
  • 3 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1987

  901 Surrey Ln, Sleepy Hollow, IL 60118

  Beautiful Home on HUGE Corner Lot!! Premium Location! This well-maintained home features beautiful hardwood flooring on entire first floor!! HUGE master bedroom with 3 Walk-in-Closets!! Dual sinks with whirlpool tub & separate shower! NEW FURNACE in 08/22 & 50 Gal HOT WATER HEATER in 12/23!! Brick Fireplace in Family room. Huge deck off back! Tons of storage & full partially finished basement!

  Jennifer Morawski Ventures Property Management

  901 Surrey Ln, Sleepy Hollow, IL 60118
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  /17

  $385,000 Sold Nov 13, 2024

  • 5,352 Sq Ft
  • $72/SF
  • 32 Days On Market

  • 5 Beds
  • 4.5 Baths

  1022 Beau Brummel Dr, Sleepy Hollow, IL 60118

  This is it! Your chance to envision a gorgeous mid-century modern brick hillside ranch, atop a hill with long driveway and attached oversized 2 car heated garage and massive workshop. Featuring 2 master suites, 2 laundry rooms and a theater room with projector screen, this home has so much potential. It is to be noted that this home is in need of repairs and renovations, and it is being

  Arbiona Tafic Baird & Warner

  1022 Beau Brummel Dr, Sleepy Hollow, IL 60118
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  /34

  $409,000 Sold Nov 13, 2024

  • 2,108 Sq Ft
  • $194/SF
  • 129 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1966

  830 Winmoor Dr, Sleepy Hollow, IL 60118

  830 Winmoor holds great historical value to the Sleepy Hollow as it was designed and built by a renowned architect from Toledo, Ohio. The "Avon" is a 4 bedroom 3 bathroom home nestled perfectly below the enchanting Sleepy Hollow Manor trees. The front yard features a U-shaped driveway surrounded by foliage, patio directly off the front of the home perfect for sipping coffee on those warm summer

  Steve Rollins Compass

  830 Winmoor Dr, Sleepy Hollow, IL 60118
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  /27

  $479,900 Sold Nov 01, 2024

  • 2,645 Sq Ft
  • $181/SF
  • 60 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1987

  414 Arabian Pkwy, Sleepy Hollow, IL 60118

  Welcome to 414 Arabian Pkwy. This property is located within the highly sought after community of the Saddle Club. The home features numerous upgrades including Marvin windows with Hunter Douglas window treatments, Kohler bathroom fixtures , Therma Tru front entryway as well as the large finished basement and professionally landscaped yard. The kitchen offers cherry cabinetry with granite

  Joseph Theys Keller Williams Realty Ptnr,LL

  414 Arabian Pkwy, Sleepy Hollow, IL 60118
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  /41

  $510,000 Sold Oct 24, 2024

  • 2,270 Sq Ft
  • $225/SF
  • 55 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1988

  701 Surrey Ln, Sleepy Hollow, IL 60118

  Smartly designed 4-bedroom, 2.5-bathroom home, boasting 2270 square feet of living space. Nestled on a corner lot, this home offers a tranquil setting, backing to the scenic Jelke Creek Bird Sanctuary, providing serene views and direct access to nature trails. Upon entry, you'll be greeted by a recently painted interior, exuding a clean and contemporary ambiance. The main floor features new

  Robert Lindemann Compass

  701 Surrey Ln, Sleepy Hollow, IL 60118
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  /28

  $357,500 Sold Oct 17, 2024

  • 1,932 Sq Ft
  • $185/SF
  • 62 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1959

  222 Sharon Dr, Sleepy Hollow, IL 60118

  Seller wishes to sell and close in October! Sprawling 3 bedroom ranch on .59 acre lot with a great open floor plan. The welcoming kitchen has a sitting area, and a wine refrigerator! Enjoy the wood burning fireplace while watching television in the 26 x 15 living room. Or, entertain guests in your large dining room, just past the curved staircase that leads to the finished basement with laundry

  Vickie Foster Willow Real Estate, Inc

  222 Sharon Dr, Sleepy Hollow, IL 60118
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  /21

  $375,000 Sold Oct 11, 2024

  • 1,705 Sq Ft
  • $220/SF
  • 2 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1967

  1714 Myrna Ct, Sleepy Hollow, IL 60118

  Beautiful custom ranch on cul-de-sac in picturesque sleepy hollow! Great alternative to townhouse living- everything on one level and in MOVE IN condition too! 1/2 acre on city sewer and water! Serene setting - surrounded by mature trees! Enter into the Spacious living room with custom built-in wall shelving and huge picture window overlooking front yard. Cozy flex/dining room or sitting area

  Tamara O'Connor Premier Living Properties

  1714 Myrna Ct, Sleepy Hollow, IL 60118
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  /48

  $550,000 Sold Oct 10, 2024

  • 3,209 Sq Ft
  • $171/SF
  • 18 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1959

  233 Sharon Dr, Sleepy Hollow, IL 60118

  EXTRAORDINARY MID-CENTURY RANCH in enchanting Sleepy Hollow! Over $320K in improvements & updates in 2023 & 2024 including gorgeous kitchen addition, primary bath renovation and expansive patio w/firepit!!! Tranquil living space inside & out is SO comfortable for daily life & ideal for entertaining family & friends! Kitchen addition includes: new hardwood floors, soft close J&K cabinetry & dual

  Brian Knott RE/MAX Horizon

  233 Sharon Dr, Sleepy Hollow, IL 60118
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  /47

  $535,000 Sold Oct 04, 2024

  • 3,697 Sq Ft
  • $145/SF
  • 5 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2004

  1026 Beau Brummel Dr, Sleepy Hollow, IL 60118

  Striking 3,700 sq/ft custom 4 bed, 3.1 bath home with finished English basement. 9' ceilings and hw flooring throughout the main level. Open concept kitchen with 42" cabinetry, massive island, granite counters, wi pantry and ss appliances that flows into the spacious DR and cozy FR with wb fireplace and sliders to a huge outdoor entertaining area. Immense living room with vaulted ceilings.

  Joan Couris Keller Williams Thrive

  1026 Beau Brummel Dr, Sleepy Hollow, IL 60118
• 

  /2

  $605,000 Sold Sep 27, 2024

  • 3,802 Sq Ft
  • $159/SF
  • 9 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1990

  221 Darien Ln, Sleepy Hollow, IL 60118

  Welcome Home to 221 Darien, located within the coveted Deer Creek of Sleepy Hollow. As you step through the front door, take in the grand 2 story foyer that opens into a vaulted Living Room with Gas Fireplace and beautiful French Doors that lead you into the Formal Dining room with 3-piece crown molding. Next is the Updated Kitchen with granite countertops, custom backsplash, stainless steel

  Barb & Aimee Berkshire Hathaway HomeServices Chicago

  221 Darien Ln, Sleepy Hollow, IL 60118
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  /27

  $366,000 Sold Aug 30, 2024

  • 2,766 Sq Ft
  • $132/SF
  • 26 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1977

  1048 Van Tassel Rd, Sleepy Hollow, IL 60118

  Beautiful and well maintained home! Nestled in quiet Sleepy Hollow, yet not far from the convenience of Randall Road. Eat-in kitchen featuring a double oven and an island. Separate formal dining room. Relax in the family room by the fireplace, creating a cozy ambiance perfect for gatherings. The living room has a 2nd fireplace! Convenient first-floor laundry. Upstairs you'll find 3 bedrooms and

  Sarah Leonard Legacy Properties, A Sarah Leonard Company, LLC

  1048 Van Tassel Rd, Sleepy Hollow, IL 60118
• 

  

  /30

  $449,500 Sold Aug 16, 2024

  • 2,501 Sq Ft
  • $180/SF
  • 12 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1967

  708 Hillcrest Dr, Sleepy Hollow, IL 60118

  Move right into this completely updated 4-bedroom,2.5-bath Brick sprawling Ranch, situated on over a half-acre in highly sought after Sleepy Hollow Manor! This home features an open floor plan, beautifully updated kitchen, New Roof, HVAC, and Water Heater! The spacious living room showcases a stone fireplace and a large picture window that allows for tons of natural lighting. Formal dining room

  Tim Lydon RE/MAX Plaza

  708 Hillcrest Dr, Sleepy Hollow, IL 60118
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  /28

  $540,000 Sold Aug 09, 2024

  • 3,200 Sq Ft
  • $169/SF
  • 27 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1987

  204 Hilltop Ln, Sleepy Hollow, IL 60118

  Welcome to this extraordinary four-bedroom, four-bathroom residence nestled in the highly sought-after and rarely available neighborhood of Sleepy Hollow. As you step inside, you'll be greeted by a grand and spacious entryway that sets the stage for the luxurious living that awaits you. The first and second-floor living rooms offer ample space for relaxation and entertainment, while the separate

  Daryl Molden Kale Realty

  204 Hilltop Ln, Sleepy Hollow, IL 60118
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  /25

  $500,000 Sold Jul 29, 2024

  • Land

  • 7 Days On Market

  555 Willow Ln, Sleepy Hollow, IL 60118

  Nestled in a wonderful location that promises both visibility and accessibility, this rare gem of over 1-acre land is now on the market, offering an exceptional investment opportunity. The property currently houses a car wash business, however, the true value lies in the land itself, presenting a multitude of development possibilities for the discerning investor.

  Kelley Schmidt Berkshire Hathaway HomeServices Starck Real Estate

  555 Willow Ln, Sleepy Hollow, IL 60118
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  /47

  $610,000 Sold Jul 15, 2024

  • 4,024 Sq Ft
  • $152/SF
  • 5 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1992

  725 Jamestowne Rd, Sleepy Hollow, IL 60118

  **MULTIPLE OFFERS RECEIVED. Best and final due by Sunday, June 23rd at 6pm ** Welcome to 725 Jamestowne Rd, Sleepy Hollow, IL! This stunning single-family home in sought-after Deer Creek boasts 4 bedrooms, 3.5 bathrooms, and a total of 12 rooms, offering a spacious and luxurious living experience and an outdoor oasis ready for summer. With 4024 square feet of living space, this house is a true

  Amy Foote Compass

  725 Jamestowne Rd, Sleepy Hollow, IL 60118
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  /44

  $423,500 Sold Jul 15, 2024

  • 2,012 Sq Ft
  • $210/SF
  • 2 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1968

  538 Stevens Ct, Sleepy Hollow, IL 60118

  MULTIPLE OFFERS RECEIVED. HIGHEST AND BEST DUE BY MONDAY JUNE 3 AT NOON. **This charming ranch home, tucked away in the quaint village of Sleepy Hollow offers a perfect blend of tranquility and modern comfort. The gardens and brick paver walkway add to the charming curb appeal. Step through the foyer and into a warm embrace of hospitality, where a bar closet awaits to greet you. Relax and unwind

  Diane Tanke Berkshire Hathaway HomeServices Starck Real Estate

  538 Stevens Ct, Sleepy Hollow, IL 60118
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  /2

  $260,000 Sold Jun 03, 2025

  • 1,136 Sq Ft
  • $229/SF
  • 4 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1990

  932 Surrey Ln Unit 2, Sleepy Hollow, IL 60118

  Situated in unincorporated Sleepy Hollow, this sunny and private corner unit is within walking distance to the Jelke Creek Bird Sanctuary, West Dundee's River Walk, bike path, and farmers market. Freshly painted and thoughtfully upgraded with crown molding, hardwood floors, and oak cabinetry, it offers two spacious bedrooms, 1.5 baths, a cozy fireplace, and a large basement with ample storage.

  Ruta Baran @properties Christie's International Real Estate

  932 Surrey Ln Unit 2, Sleepy Hollow, IL 60118
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  $495,000 Sold Jun 30, 2025

  • 2,598 Sq Ft
  • $191/SF
  • 7 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1997

  1207 Angle Tarn, West Dundee, IL 60118

  Stunning, Move-In Ready Home in Sought-After Fairhills of Canterfield! This beautifully updated 4-5 bedroom, 2.5-bath home offers nearly 4,000 sq ft of thoughtfully designed living space-perfect for today's lifestyle. The heart of the home is the bright, stylish kitchen featuring white cabinetry, quartz countertops, and stainless appliances. It flows seamlessly into the family room, where a gas

  Teresa Stultz Premier Living Properties

  1207 Angle Tarn, West Dundee, IL 60118

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