Welcome to your dream home in beautiful Sleepy Hollow! This stunning custom brick residence combines timeless elegance with modern upgrades, all set on a serene half-acre wooded lot in one of the area's most sought-after neighborhoods. From the moment you arrive, the horseshoe driveway, manicured landscaping, and inviting front porch create incredible curb appeal and a true sense of arrival. This home has been meticulously maintained and thoughtfully updated: roof (2021), stainless-steel appliances (2024), water heater (2024), two furnaces and A/C units (2020 & 2021), water filter (2025), and remodeled bath (2021). With a three-car side-load garage, extra parking pad, and a large yard framed by mature trees, this property offers comfort, convenience, and beauty inside and out. Step inside and be wowed by the grand two-story foyer, dramatic archways, and sweeping staircase. Natural light pours through the floor-to-ceiling windows of the formal living and dining rooms, highlighting the elegant moldings and craftsmanship throughout. The gorgeous maple kitchen is a chef's delight, featuring brand-new stainless-steel appliances, endless cabinets, and an inviting eat-in area that flows seamlessly into the extra-large family room. Gather around the stunning stone fireplace or entertain at the built-in wet bar-this space was made for hosting and making memories. Three sets of sliding doors open to the large patio and gazebo. Upstairs, the primary suite is your private escape, complete with a walk-in closet, dual sinks, soaking tub, and separate shower. With six bedrooms and four-and-a-half baths, there's room for everyone, including a private in-law or guest suite with its own bath and rear staircase for added privacy. The finished basement offers even more living space with a play area, second kitchen, full bath, and abundant storage-ideal for entertaining, guests, or multi-generational living. Located close to parks, schools, shopping, dining, Metra, I-90, and the Randall Road corridor-with access to the desirable Pathways Program for flexible high-school choice-this exceptional home truly has it all: space, upgrades, and an unbeatable location.
Active
$579,900
842 Winmoor Dr, Sleepy Hollow, IL 60118
6beds
4,348sqft
Est.:
Single Family Residence
Built in 1977
0.47 Acres Lot
$559,800 Zestimate®
$133/sqft
$-- HOA
What's special
Stunning stone fireplaceManicured landscapingFinished basementPlay areaFour-and-a-half bathsDramatic archwaysPrimary suite
- 42 days |
- 889 |
- 48 |
Zillow last checked: 8 hours ago
Listing updated: November 06, 2025 at 04:57pm
Listing courtesy of:
Cynthia Kennedy 773-965-4003,
Baird & Warner
Source: MRED as distributed by MLS GRID,MLS#: 12506580
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Rooms
- Room types: Bedroom 5, Bedroom 6, Recreation Room, Kitchen, Utility Room-Lower Level, Storage
Primary bedroom
- Features: Flooring (Carpet), Bathroom (Full)
- Level: Second
- Area: 375 Square Feet
- Dimensions: 25X15
Bedroom 2
- Features: Flooring (Carpet)
- Level: Second
- Area: 176 Square Feet
- Dimensions: 16X11
Bedroom 3
- Features: Flooring (Carpet)
- Level: Second
- Area: 182 Square Feet
- Dimensions: 13X14
Bedroom 4
- Features: Flooring (Carpet)
- Level: Second
- Area: 182 Square Feet
- Dimensions: 14X13
Bedroom 5
- Features: Flooring (Carpet)
- Level: Second
- Area: 231 Square Feet
- Dimensions: 21X11
Bedroom 6
- Features: Flooring (Carpet)
- Level: Second
- Area: 336 Square Feet
- Dimensions: 21X16
Dining room
- Features: Flooring (Carpet), Window Treatments (Curtains/Drapes)
- Level: Main
- Area: 196 Square Feet
- Dimensions: 14X14
Family room
- Features: Flooring (Ceramic Tile)
- Level: Main
- Area: 450 Square Feet
- Dimensions: 30X15
Kitchen
- Features: Kitchen (Eating Area-Table Space, Island, Pantry-Closet), Flooring (Ceramic Tile)
- Level: Main
- Area: 273 Square Feet
- Dimensions: 21X13
Kitchen 2nd
- Level: Basement
- Area: 180 Square Feet
- Dimensions: 9X20
Laundry
- Features: Flooring (Ceramic Tile)
- Level: Main
- Area: 216 Square Feet
- Dimensions: 18X12
Living room
- Features: Flooring (Carpet), Window Treatments (Curtains/Drapes)
- Level: Main
- Area: 247 Square Feet
- Dimensions: 19X13
Recreation room
- Level: Basement
- Area: 576 Square Feet
- Dimensions: 18X32
Storage
- Level: Basement
- Area: 104 Square Feet
- Dimensions: 8X13
Other
- Level: Basement
- Area: 171 Square Feet
- Dimensions: 9X19
Heating
- Natural Gas, Forced Air, Sep Heating Systems - 2+, Zoned
Cooling
- Central Air, Zoned
Appliances
- Included: Range, Microwave, Dishwasher, Refrigerator, Disposal, Humidifier
Features
- Wet Bar, In-Law Floorplan
- Basement: Finished,Full
- Number of fireplaces: 1
- Fireplace features: Gas Log, Gas Starter, Family Room
Interior area
- Total structure area: 0
- Total interior livable area: 4,348 sqft
Property
Parking
- Total spaces: 9
- Parking features: Asphalt, Circular Driveway, Side Driveway, Garage Door Opener, Garage Owned, Attached, Driveway, Garage
- Attached garage spaces: 3
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: No Disability Access
Features
- Stories: 2
- Patio & porch: Deck, Patio, Screened
Lot
- Size: 0.47 Acres
- Dimensions: 145x190x164x137
- Features: Cul-De-Sac, Landscaped, Mature Trees
Details
- Additional structures: Gazebo
- Parcel number: 0328202022
- Special conditions: None
- Other equipment: Ceiling Fan(s), Fan-Whole House
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Brick
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1977
Details
- Builder model: CUSTOM
Utilities & green energy
- Electric: 200+ Amp Service
- Sewer: Septic Tank
- Water: Public
Community & HOA
Community
- Features: Park, Pool, Tennis Court(s), Street Paved
- Security: Security System, Carbon Monoxide Detector(s)
- Subdivision: Sleepy Hollow Manor
HOA
- Services included: None
Location
- Region: Sleepy Hollow
Financial & listing details
- Price per square foot: $133/sqft
- Tax assessed value: $515,424
- Annual tax amount: $11,759
- Date on market: 10/29/2025
- Ownership: Fee Simple
Estimated market value
$559,800
$532,000 - $588,000
$4,292/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 10/29/2025 | Listed for sale | $579,900$133/sqft |
Source:  MRED as distributed by MLS GRID #12506580 Report a problem | ||
| 10/29/2025 | Listing removed | $579,900$133/sqft |
Source: MRED as distributed by MLS GRID #12451791 Report a problem | ||
| 10/8/2025 | Price change | $579,900-0.9%$133/sqft |
Source: MRED as distributed by MLS GRID #12451791 Report a problem | ||
| 9/12/2025 | Price change | $585,000-1.7%$135/sqft |
Source: MRED as distributed by MLS GRID #12451791 Report a problem | ||
| 8/22/2025 | Listed for sale | $595,000+91.9%$137/sqft |
Source: MRED as distributed by MLS GRID #12451791 Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $12,291 +4.5% | $171,808 +11.1% |
| 2023 | $11,759 -9.6% | $154,587 -6.1% |
| 2022 | $13,004 +3.1% | $164,572 +5.9% |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$4,046/mo
Principal & interest
$2823
Property taxes
$1020
Home insurance
$203
Climate risks
Neighborhood: 60118
Nearby schools
GreatSchools rating
- 7/10Sleepy Hollow Elementary SchoolGrades: K-5Distance: 0.4 mi
- NAOak Ridge SchoolGrades: 6-12Distance: 1.9 mi
- 6/10Dundee Middle SchoolGrades: 6-8Distance: 2.2 mi
Schools provided by the listing agent
- Elementary: Sleepy Hollow Elementary School
- Middle: Dundee Middle School
- High: Dundee-Crown High School
- District: 300
Source: MRED as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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