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$2,439,000 Just Listed
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Property Description
Idyllic Cape Cod offering resort-like living with 4+ bedrooms and 5.2 baths, beautifully designed for both everyday living and exceptional entertaining. The home features a sought-after first-floor primary suite plus an additional bedroom with full ensuite bath in that wing of the home. An outstanding chef's kitchen with top-of-the-line appliances, generous workspace, and a spacious breakfast area which flows seamlessly to the living areas of the home sets the stage for this finely designed and renovated home. We--designed custom built-ins are located throughout the home. Gracious formal living room with fireplace and dining room provide classic elegance, while the inviting family room, also with fireplace, flows easily from the kitchen and opens to a charming four-season sunroom/gazebo, creating the perfect connection to the pool, hot tub and backyard. A full bath with shower is located in this area, adding convenience for the pool. An inviting first-floor library with fireplace offers an ideal work-from-home space or a second family room/den. Everyday functionality is unmatched with a large mudroom and double laundry room with two washers and two dryers and a large counter for folding/organizing. The second floor includes 2 spacious ensuite bedrooms, one with additional flexible space which is perfect for a play or study area. A large walk-in attic provides tremendous storage and practical expansion potential if desired. The lower level is designed for recreation and relaxation with a media/game room with fireplace, an exercise room with high ceiling, and a private, versatile office space which is ideal for homework, crafts, or a gift-wrapping station. A separate unfinished basement offers tremendous storage and is conveniently access via a staircase from the kitchen. A second laundry area is located here. Set on an exceptional 110 x 200 landscaped lot, the outdoor spaces are truly special-featuring a pool, hot tub, expansive entertaining patio, and abundant green space for play. A conveniently located pool shed offers storage for pool furniture during the winter and the attached, heated two-car garage is an appreciated feature. Sunny raised garden beds with southern exposures offer the perfect spot for flowers, vegetables, and herbs. Privately set amid lush mature landscaping yet just minutes from town, train, schools, and everything Winnetka offers, this home combines timeless architecture with the feel of a private retreat on beautiful Hill Road.
Full Property Details
Full Property Details for 1185 Hill Rd
General
- Price: $2,439,000
- Taxes: $31,704 (2024)
- Status: Active
- Type: Single Family
- Source: MRED
- MLS ID: 12580255
- Updated: 3/17/2026
- Added to Site: 3 day(s) ago
Rental Information
- Complex Features: Curbs, Sidewalks, Street Paved
Interior
- Basement: Partially
- Interior Features: Hot Tub, 1st-Floor Bedroom, In-Law Floorplan, 1st-Floor Bath
- Fireplace: Yes
- Number of Fireplaces: 4
- Fireplace(s): Family Room, Living Room, Basement, Other, Gas Log, Gas Starter
- Appliances: Double Oven, Microwave, Dishwasher, High-End Refrigerator, Bar Fridge, Washer, Dryer, Disposal
Rooms
Bathrooms
- Total Bathrooms: 7
- Full Bathrooms: 5
- Half Bathrooms: 2
- Basement Baths: Yes
- Bathroom Features: Whirlpool, Separate Shower, Double Sink, Bidet
Bedrooms
- Total Bedrooms: 4
Additional Information
- Equipment: Ceiling Fan(s), Sump Pump, Lawn Sprinkler
- Other Features: Flood Zone
Exterior
- Exterior Features: Hot Tub
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Total Spaces: 7
- Parking Features: Asphalt, Garage Door Opener, Heated Garage, Yes, Garage Owned, Attached, Off-Street, Owned, Garage
Location
- Area: Winnetka
- County: Cook
- Township: New Trier
- Driving Directions: Ridge south to Hill then west to 1185 Hill Rd (just west of Apple Tree Road)
School Information
- School District: 36
- Elem School District: 36
- Midd School District: 36
- High School District: 203
- Elementary School: Crow Island Elementary School
- Middle School: The Skokie School
- High School: New Trier Twp H.S. Northfield/Wi
- Private School: New Trier Twp H.S. Northfield/Wi
Community
- Assoc. Fees Include: None
Heating & Cooling
- Cooling Type: Central Air Conditioning
- Heating Type: Natural Gas, Electric, Forced Air
Utilities
- Sewer: Public Sewer
- Water: Lake Michigan
Structural Information
- Architectural Info: Cape Cod
- Architectural Style: Cape Cod
- Construction: Brick, Cedar
- Exterior Const.: Brick, Cedar
- Basement: Yes
- Basement Desc.: Partially Finished, Full, Walk-Out Access
- Roof: Asphalt
- Windows: Screens, Skylight(s)
- Square Feet: 4,269
- Sq. Ft. Source: Estimated
- Year Built: 1953
- Built Before 1978: Yes
Additional Structures
- Other Structures: Shed(s)
Lot Features
- Lot Size (Acres): 0.5051
- Lot Size Range: .50 to .99 Acre
- Lot Dimensions: 110 x 200
Financial Considerations
- Parking Included: Yes
- Assessment Year: 1953
- Tax Amount: $31,704.52
- Tax Year: 2024
- Pays Sewer: Public Sewer
Disclosures and Reports
- Ownership: Fee Simple
- Property ID: 5203170120000
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Schools
Schools serving 1185 Hill Rd
School Districts:New Trier Township High School District 203, Winnetka School District 36
| Name | Grades | Distance |
|---|---|---|
Crow Island Elementary School 1112 Willow Road, Winnetka, IL 60093 | K-4 | 0.4 mi |
Carleton W Washburne School 515 Hibbard Road, Winnetka, IL 60093 | 7-8 | 0.8 mi |
New Trier Township H S Northfield 7 North Happ Road, Northfield, IL 60093 | 9- | 0.9 mi |
New Trier Township H S Winnetka 385 Winnetka Avenue, Winnetka, IL 60093 | 10-12 | 1.5 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 1185 Hill Rd
Date
Details
Price
Change
Source
3/16/2026
Listed
$2,439,000
84.42%
MLS
7/07/2017
Sold
$1,322,500
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 1185 Hill Rd
Year
Property Taxes
Change
Tax Assessment
Change
2023
$30,474
6%
$137,414
—
2022
$28,647
37%
$137,414
59%
2021
$20,932
1%
$86,649
—
2020
$20,703
-11%
$86,649
-18%
2019
$23,198
-10%
$105,651
-2%
2018
$25,796
9%
$107,547
—
2017
$23,587
1%
$107,547
—
2016
$23,258
-5%
$107,547
5%
2015
$24,535
2%
$102,346
—
2014
$24,022
5%
$102,346
—
2013
$22,898
-2%
$102,346
-6%
2012
$23,367
—
$109,382
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 1185 Hill Rd
1185 Hill Road, Winnetka, IL 60093 (MLS# 12580255) is a Single Family property with 4 bedrooms, 5 full bathrooms and 2 partial bathrooms. 1185 Hill Road is currently listed for $2,439,000 and was received on March 16, 2026. Want to learn more about 1185 Hill Road? Do you have questions about finding other Single Family real estate for sale in Winnetka? You can browse all Winnetka real estate or contact a Coldwell Banker agent to request more information.

