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Sleepy Hollow Homes for Sale

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  • /31

    $539,900

    • 3 Beds
    • 3 Baths
    • 3,200 Sq Ft

    1149 Gail Ln, Sleepy Hollow, IL 60118

    Step inside this remarkable home, you truly need to experience it in person! Photos can't capture the warmth and elegance you'll feel the moment you walk through the door. One of the standout features is the indoor, heated pool designed for year round enjoyment. With its own furnace room and water heater, it's not only efficient but also more affordable to maintain than an outdoor pool. A private

    Sandra Alcantar GREAT HOMES REAL ESTATE, INC.

    1149 Gail Ln, Sleepy Hollow, IL 60118
  • /38

    $595,000 Open Sun 1PM - 3PM

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

    842 Winmoor Dr, Sleepy Hollow, IL 60118

    Check out this gorgeous, 6000 square foot custom brick home with lots of upgrades on a 1/2 acre wooded lot! The horseshoe driveway leads up to the gorgeously landscaped front porch. Featuring 6 bedrooms and 4.5 baths. As you enter the 2-story foyer you are welcomed by dramatic archways and a sweeping staircase. The formal living room & dining rooms have chair moldings & floor to ceiling windows.

    Cindy Kennedy Baird & Warner

    842 Winmoor Dr, Sleepy Hollow, IL 60118
  • /33

    $529,000

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

    215 Hilltop Ln, Sleepy Hollow, IL 60118

    Welcome to Saddle Club Estates in Sleepy Hollow-where comfort, space, and style come together in this beautifully maintained home! A covered front porch sets the tone, leading into a warm and inviting living room with gleaming hardwood floors that continue throughout the main and upper levels. The separate dining room offers the perfect setting for hosting, while the adjacent family room features

    Sarah Leonard Legacy Properties, A Sarah Leonard Company, LLC

    215 Hilltop Ln, Sleepy Hollow, IL 60118
  • /25

    $615,000

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

    936 Glen Oak Dr, Sleepy Hollow, IL 60118

    Escape to tranquility in this beautifully updated home. Enjoy the best of both worlds with a serene acre+ lot just minutes to the tollway, shopping & restaurants. Truly one of the better lots in Sleepy Hollow with exceptional space, privacy and natural beauty. From the moment you step inside, the open floor plan invites you into a bright & airy living space, anchored by a gorgeous chef's kitchen

    Anne Vodicka Charles Rutenberg Realty of IL

    936 Glen Oak Dr, Sleepy Hollow, IL 60118
  • /44

    $614,900

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

    603 Arlington Pkwy, Sleepy Hollow, IL 60118

    Stunning 5 bed, 3.5 bath home in sought-after Saddle Club Estates! This property features 2 MASTER SUITES ON THE 2ND LEVEL ~ 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 stall! It's amazing! The modern kitchen has

    Beth Manzella Baird & Warner

    603 Arlington Pkwy, Sleepy Hollow, IL 60118
  • /53

    $550,000 Open Sat 11:30AM - 1:30PM

    • 4 Beds
    • 3.5 Baths
    • 2,758 Sq Ft

    36W628 Oak Hill Dr, Dundee, IL 60118

    This stunning, custom-built brick-front home is perfectly situated amidst towering oaks, directly across from a serene nature preserve. A grand foyer welcomes you with porcelain tile flooring and a solid wood staircase with an elegant banister/railing. The formal living room boasts crown molding and a charming bay window, adding an air of sophistication. The gourmet kitchen is a chef's dream,

    Shannon Bremner Keller Williams Success Realty

    36W628 Oak Hill Dr, Dundee, IL 60118
  • /34

    $549,000

    • 5 Beds
    • 3.5 Baths
    • 5,554 Sq Ft

    36W275 Oak Hill Dr, Dundee, IL 60118

    Secluded Oasis - Custom Brick 5-Bedroom Home with Serene Nature Views and Premium Features Welcome to your private retreat in the woods! Nestled on a beautifully wooded lot, this stunning custom brick home offers the perfect balance of luxury, comfort, and nature. Boasting 5 spacious bedrooms and 3.5 bathrooms, this residence is designed for both relaxation and entertaining. Step inside to

    Jane Petrone Baird & Warner

    36W275 Oak Hill Dr, Dundee, IL 60118
  • /38

    $539,000 Open Sat 11AM - 1PM

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

    747 Jamestowne Ct, Sleepy Hollow, IL 60118

    WOW-Fall in love with this stunning, fully remodeled home nestled in a peaceful cul-de-sac! From the moment you arrive, you'll be captivated by its picture-perfect curb appeal, featuring a new roof and siding (2021) and beautifully maintained landscaping. Step inside to a bright, welcoming space anchored by an inviting fireplace-perfect for cozy evenings and relaxed living. This thoughtfully

    Vitalina Bench Keller Williams Infinity

    747 Jamestowne Ct, Sleepy Hollow, IL 60118
  • /36

    $425,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,630 Sq Ft

    36W650 Hickory Hollow Dr, Dundee, IL 60118

    Welcome to this charming 3-bedroom, 2-bath ranch home in the desirable Hickory Hollow subdivision, nestled on half an acre! Sun-filled living spaces with gleaming hardwood floors create a warm and inviting atmosphere throughout. Step inside to a spacious welcoming foyer that opens up to living room, followed by a dining room that flows seamlessly into the kitchen. The kitchen boasts abundant

    Valerie Rivelli RE/MAX Top Performers

    36W650 Hickory Hollow Dr, Dundee, IL 60118
  • /42

    $699,000

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

    37 River Ridge Dr, Sleepy Hollow, IL 60118

    Beautiful custom built 4 bed, 4.1 bath estate home on almost an acre in the desirable Bluffs of Sleepy Hollow. Well laid out main level with hardwood flooring and 9' ceilings on most of the main level including the open foyer, spacious living room, dining room, 2 story family room with floor to ceiling brick fireplace, huge eat in kitchen with solid surface counters, stainless appliances, ample

    Teresa Stultz Premier Living Properties

    37 River Ridge Dr, Sleepy Hollow, IL 60118
  • /32

    $489,000

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

    506 Stevens Ct, Sleepy Hollow, IL 60118

    Beautifully updated single-family home featuring 3 bedrooms, 3 bathrooms and 2 car garage. Spacious living room, flooded with natural light, large family room with fireplace and new built-in bookshelves. Kitchen is equipped with brand-new stainless-steel appliances and quartz countertops. Finished basement with new waterproof flooring. Additional upgrades include new light fixtures, new carpet,

    Diana Brown DCB Realty Inc

    506 Stevens Ct, Sleepy Hollow, IL 60118
  • /43

    $515,000

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

    616 Joy Ln Unit 15, Sleepy Hollow, IL 60118

    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

    Dina House Brokerocity Inc

    616 Joy Ln Unit 15, Sleepy Hollow, IL 60118
  • /47

    $485,000

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

    900 Holly Ct, Sleepy Hollow, IL 60118

    Don't miss out on this opportunity to experience all the benefits of an exceptional home in highly sought after Sleepy Hollow! This stately two story home situated on just under a 3/4 acre corner lot includes over 2600 sft of upper living space + an additional 1300 sft of lower level space! From the moment you enter the spacious foyer with formal living room to the left and formal dining room to

    Michael Simpson Baird & Warner Real Estate - Algonquin

    900 Holly Ct, Sleepy Hollow, IL 60118
  • /20

    $375,000

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

    1715 W Main St, Sleepy Hollow, IL 60118

    Welcome to this spacious 4-bedroom, 2.5-bath ranch home, perfectly situated on over half an acre in desirable Sleepy Hollow. This solid, all-brick, single-level residence has endless possibilities and offers comfortable and convenient living with timeless charm. Inside, you'll find a bright and open floor plan featuring a huge living room with a wall of windows that flood the space with natural

    Gina Brown Baird & Warner

    1715 W Main St, Sleepy Hollow, IL 60118
  • /4

    $105,000

    • Land

    215 Sharon Dr, Sleepy Hollow, IL 60118

    Little under 1 acre lot is located in village of Sleepy Hollow. Very convenient location, close to park, shopping mall and highway. Beautiful lot to build your perfect home! Don't miss this opportunity.

    Dan Habel Realty Connect Inc

    215 Sharon Dr, Sleepy Hollow, IL 60118
  • /17

    $699,000

    • Land
    • 5.00 Acres
    • $139,800 per Acre

    1601 Higgins Rd, Sleepy Hollow, IL 60118

    Seize the opportunity to develop in one of the most sought-after areas in Sleepy Hallow across from Jewel, next to Spring Hill Mall and Theater. Great visibility on Higgins Road and within minutes of I-90 and Route 31, ensuring high traffic exposure. Approximately 5 acres with 603 ft frontage on IL Rt 72. Property currently zoned B-2: zoning for commercial, retail, office, and/or medical use,

    Peter Twardowski Plus Real Estate Services, Inc.

    1601 Higgins Rd, Sleepy Hollow, IL 60118
  • /8

    $262,000

    • Land
    • 5 Acres
    • $49,715 per Acre

    5+ Frontenac Dr, West Dundee, IL 60118

    This is a combined parcel of 2. 1.56acres and 3.71 acres. Two separate lots totaling 5.27 acres. Lot 5 is buildable. Build a grand estate on this gorgeous 5 Acre + lot and enjoy the beauty of the outdoors with waterfront glory. All this and close to I90, Rte 31 and minutes from the Randall Rd corridor. Two pins 0333227001 and 0333227002 taxes are 001= $98.16 and 002 $1000.28 annually. OWNER

    Fran Dugo Your Choice Real Estate Serv

    5+ Frontenac Dr, West Dundee, IL 60118

Frequently Asked Questions Why Live in Sleepy Hollow

Is Sleepy Hollow a good place to live?
Sleepy Hollow is a good place to live. Sleepy Hollow is considered very car-dependent and somewhat bikeable. Sleepy Hollow has 2 parks for recreational activities. It has a median age of 46. The average household income is $135,478 which is above the national average. College graduates make up 42.7% of residents. A majority of residents in Sleepy Hollow are home owners, with 23.5% of residents renting and 76.5% of residents owning their home. A local real estate agent serving Sleepy Hollow can help you decide if this neighborhood is the right one for you. Learn more on our Sleepy Hollow neighborhood guide.
Is Sleepy Hollow, IL a safe neighborhood?
Sleepy Hollow, IL is safer than the average neighborhood in the United States. It received a crime score of 3 out of 10.
What are the best public schools in Sleepy Hollow?
The best public schools that serve Sleepy Hollow are:
What are the best private schools in Sleepy Hollow?
The best private schools that serve Sleepy Hollow are:
What are the most popular zip codes in Sleepy Hollow, Sleepy Hollow, IL?
The most popular zip codes in Sleepy Hollow, Sleepy Hollow, IL include 60118, 60123, 60110, 60136 and 60124.
What are the most popular neighborhoods near Sleepy Hollow, Sleepy Hollow, IL?
The most popular neighborhoods near Sleepy Hollow, Sleepy Hollow, IL are Century Oaks West, Century Oaks, Willow Lake Estates, Northeast Elgin and Grant Park.
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