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$2,945,000
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Property Description
Nestled in the vibrant heart of Winnetka, 1004 Oak Street is a 2015-built, Nantucket-style masterpiece that redefines luxury living. Perfectly positioned just steps from the train, charming downtown, acclaimed restaurants, serene parks, and top-rated schools, this custom home on an oversized corner lot seamlessly blends timeless elegance with everyday functionality. The exterior stuns with classic cedar shake siding, premium windows, lush landscaping, and a fully fenced yard. The private backyard retreat is ideal for year-round entertaining, featuring a built-in outdoor kitchen, custom firepit, secondary fireplace, outdoor TV, multiple bluestone patios, and beautifully designed green space. Inside, refined craftsmanship abounds-10-foot ceilings, rich hardwood floors, detailed custom millwork, and integrated speaker systems set a sophisticated tone throughout the main level. The open-concept floor plan includes a gracious living room and formal dining room, ideal for elegant entertaining. A handsome office with custom built-ins provides a quiet workspace, while a spacious mudroom adds everyday convenience. Anchored by a fireplace, the inviting family room flows effortlessly into the chef's kitchen, which features soft-close cabinetry, an oversized island, dual Sub-Zero refrigerator and freezer, Wolf double oven, built-in microwave, and a sun-drenched breakfast room. Upstairs, the second and third floors offer four spacious bedrooms, each with en suite bathrooms and custom closets. The luxurious primary suite includes dual walk-in closets, a private balcony, and a spa-inspired marble bathroom with soaking tub, oversized shower, dual vanities, and marble countertops. A full second-floor laundry room completes the upper level. The finished lower level elevates the home's entertaining appeal, featuring a sleek bar, wine room, large recreation space, fitness room, fifth bedroom, full bath, and abundant storage. With classic design, generous living space, and a premier in-town location, 1004 Oak Street is a rare sanctuary in one of the North Shore's most coveted communities.
Full Property Details
Full Property Details for 1004 Oak St
General
- Sold For: $2,945,000
- Taxes: $47,071 (2023)
- Status: Closed
- Type: Single Family
- Source: MRED
- MLS ID: 12499553
- Added to Site: 86 day(s) ago
Interior
- Interior Features: Built-in Features, Bookcases, High Ceilings, Open Floorplan, Special Millwork, Quartz Counters
- Fireplace: Yes
- Fireplace(s): Family Room, Living Room
- Appliances: Range, Microwave, Dishwasher, High-End Refrigerator, Washer, Dryer, Disposal
- Flooring: Hardwood
Rooms
Bathrooms
- Total Bathrooms: 6
- Full Bathrooms: 5
- Half Bathrooms: 1
- Basement Baths: Yes
- Bathroom Features: Separate Shower, Double Sink, Soaking Tub
Bedrooms
- Total Bedrooms: 5
- Bedrooms(Blw Grade): 1
Additional Information
- Other Features: School Bus Service, Commuter Bus, Commuter Train
Parking
- Garage: Yes
- Garage Spaces: 2
- Total Spaces: 2
- Parking Features: Yes, Garage Owned, Detached, Garage
Location
- Area: Winnetka
- County: Cook
- Driving Directions: Corner of Oak and Locust
School Information
- School District: 36
- Midd School District: 36
- Elementary School: Crow Island Elementary School
- Middle School: Carleton W Washburne 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, Forced Air
Utilities
- Water: Public
Structural Information
- Construction: Cedar, Stone
- Exterior Const.: Cedar, Stone
- Basement Desc.: Finished, Full
- Sub-Flooring: Hardwood
- Square Feet: 5,500
- Sq. Ft. Source: Estimated
- Year Built: 2015
Lot Features
- Lot Size (Acres): 0.2438
- Lot Size Range: Less than .25 Acre
- Lot Dimensions: 60 x 177.5
Financial Considerations
- Parking Included: Yes
- Assessment Year: 2015
- Tax Amount: $47,071
- Tax Year: 2023
Disclosures and Reports
- Ownership: Fee Simple
- Property ID: 5201140100000
Listed by @properties Christie's International Real Estate
Sold by Compass
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Schools
Schools serving 1004 Oak St
School Districts:Winnetka School District 36, New Trier Township High School District 203
| Name | Grades | Distance |
|---|---|---|
The Skokie School 520 Glendale Avenue, Winnetka, IL 60093 | 5-6 | 0.3 mi |
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 | 0.5 mi |
New Trier Township H S Northfield 7 North Happ Road, Northfield, IL 60093 | 9- | 1.5 mi |
New Trier Township H S Winnetka 385 Winnetka Avenue, Winnetka, IL 60093 | 10-12 | 1.4 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 1004 Oak St
Date
Details
Price
Change
Source
11/14/2025
Sold
$2,945,000
17.85%
MLS
10/21/2025
Listed
$2,499,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
1004 Oak Street, Winnetka, IL 60093 (MLS# 12499553) is a Single Family property that was sold at $2,945,000 on November 14, 2025. Want to learn more about 1004 Oak Street? 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.

