Date
Details
Price
Change
Source
8/29/2025
Sold
$31,250,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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Property Description
Defining a league of its own, this is the chance of a lifetime to own the most iconic lakefront estate in IL. The "Windsor House" has been elevated to a new grandeur of living with a best in class collaboration lead by nationally recognized interior design, landscape architects & coastal engineering teams. Gloriously expanded to 2.3 acres with the purchase of 429 Sheridan transformed into a commercial level botanical garden with a Lannon stone custom fountain, manicured hedges & grassy lawn, heated motor court for 10 cars, & meticulously engineered nailess pergola overlooking the infinity pool area with panoramic lake views. The only home on the entire shoreline that is reminiscent of 5-star boutique level European hotel delivering a true vacation living experiences 365 days a year. This French inspired 22 room masterpiece by Mayo & Mayo now sits on 223 feet of private beachfront outfitted with the state-of-the-art double door boathouse & commercial level boardwalk, an edgeless pool /spa set, luxe hotel level changing rooms built into the bluff all on organic award-winning landscaped grounds by Mariani. Get ready to be swept away by the sheer magnificence of the magically revived Windsor House with rooms designed for the finest home entertainment, 7 beds, 9.4 baths, flawless restored details by the finest craftsman including 150 new storm windows, state of the art lighting & security systems and a 2-bedroom separate coachouse for additional living quarters. There is nothing even remotely comparable to this estate and centrally located in premier Winnetka location in the most beautiful neighborhood within walking distance to New Trier, Greeley Elementary, town and train. Let the myself unveil behind the wrought iron gated entrance with layers of purposeful landscaping hiding the beauty of this majestic home. Step inside and prepare to be blown away! A Website will be added shortly with Floor Plans & all Estate Details. House can be purchased furnished. Ask Jena for all details.
Full Property Details
Full Property Details for 419 Sheridan Rd
General
- Sold For: $31,250,000
- Taxes: $392,610 (2023)
- Status: Closed
- Type: Single Family
- Source: MRED
- MLS ID: 12134845
- Added to Site: 134 day(s) ago
Interior
- Interior Features: Vaulted Ceiling(s), Cathedral Ceiling(s), Built-in Features, Walk-In Closet(s), Bookcases, High Ceilings, Historic/Period Mlwk, Special Millwork
- Fireplace: Yes
- Fireplace(s): Family Room, Living Room, Master Bedroom, Basement, Other, Den/Library, Wood-Burning, Gas Starter
- Appliances: Double Oven, Microwave, Dishwasher, Refrigerator, High-End Refrigerator, Stainless Steel Appliance(s), Wine Refrigerator, Cooktop, Oven, Humidifier
- Flooring: Hardwood
Rooms
Bathrooms
- Total Bathrooms: 13
- Full Bathrooms: 9
- Half Bathrooms: 4
- Basement Baths: Yes
- Bathroom Features: Whirlpool, Separate Shower, Steam Shower, Double Sink
Bedrooms
- Total Bedrooms: 7
Additional Information
- Equipment: Security System, Intercom, Fire Sprinklers, Sump Pump, Lawn Sprinkler, Backup Sump Pump, Generator, Multiple Water Heaters, Security Cameras
Exterior
- Exterior Features: Hot Tub, Boat Slip, Outdoor Grill
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Total Spaces: 2
- Parking Features: Brick Driveway, Circular Driveway, Side Driveway, Heated Driveway, Garage Door Opener, Heated Garage, On Site, Garage Owned, Attached, Garage
- Parking On-Site: Yes
Location
- Area: Winnetka
- County: Cook
- Subdivision: East Winnetka
- Driving Directions: North on Sheridan Road to 419 between Cherry and Willow, house with gated entrance.
School Information
- School District: 36
- Midd School District: 36
- Elementary School: Greeley Elementary 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, Radiant Floor
Utilities
- Water: Lake Michigan, Public
Structural Information
- Architectural Style: French Provincial
- Construction: Stone
- Exterior Const.: Stone
- Basement Desc.: Finished, Full
- Foundation: Concrete Perimeter
- Roof: Slate
- Windows: Screens, Drapes
- Sub-Flooring: Hardwood
- Square Feet: 13,894
- Sq. Ft. Source: Assessor
- Year Built: 1928
- Built Before 1978: Yes
- Remodeled/Updated: 2002
Manufactured Home
- Model: FRENCH
Additional Structures
- Other Structures: Gazebo, Pergola, Pool House, RV/Boat Storage, Boat House
Lot Features
- Lot Size (Acres): 2.3
- Lot Size Range: 2.0 to 2.99 Acres
- Lot Dimensions: 273 x 435 x 236 x 441
- Fence: Yes
- Lot Features: Landscaped, Mature Trees
- Fencing (Description): Fenced
Water Features
- Water Front: Yes
- Water Front Desc.: Beach Access, Lake Front
- Water Front View: Back of Property
- Lake Front: Yes
Financial Considerations
- Parking Included: Yes
- Assessment Year: 1928
- Tax Amount: $392,610.9
- Tax Year: 2023
Disclosures and Reports
- Ownership: Fee Simple
- Property ID: 5212020040000
Listed and Sold by @properties Christie's International Real Estate
Listing agent
— 419 Sheridan Rd —
@properties Christie's International Real Estate
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 419 Sheridan Rd
School Districts:Winnetka School District 36, New Trier Township High School District 203
| Name | Grades | Distance |
|---|---|---|
Greeley Elementary School, Winnetka, IL 275 Fairview Avenue, Winnetka, IL 60093 | K-4 | 0.3 mi |
The Skokie School 520 Glendale Avenue, Winnetka, IL 60093 | 5-6 | 1.4 mi |
Carleton W Washburne School 515 Hibbard Road, Winnetka, IL 60093 | 7-8 | 1.6 mi |
New Trier Township H S Northfield 7 North Happ Road, Northfield, IL 60093 | 9- | 2.5 mi |
New Trier Township H S Winnetka 385 Winnetka Avenue, Winnetka, IL 60093 | 10-12 | 0.6 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 419 Sheridan Rd
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![[Address not provided], Glencoe, IL 60022 - Photo 1](https://m.cbhomes.com/p/155/12544238/A762137D6E824D9/s23cc.webp)
- Single Family
- Active
- Updated 4 days ago
- 5Beds
- 5Total Baths
- 4,500Sq. Ft.
![[Address not provided], Glencoe, IL 60022 - Photo 1](https://m1.cbhomes.com/p/155/12547541/DFe2bF37250D429/s23cc.webp)
- Single Family
- Active
- Updated 1 day ago
- 6Beds
- 6Total Baths
- 4,800Sq. Ft.
- Single Family
- Active
- Updated 1 day ago
- 5Beds
- 7Total Baths
- 6,800Sq. Ft.
- Single Family
- Active
- Updated 1 hour ago
- 3Beds
- 2Total Baths
- 1,833Sq. Ft.
Listed by Tim Shaker (847) 910-8566
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- Single Family
- Active
- Updated 3 days ago
- 5Beds
- 5Total Baths
- 5,318Sq. Ft.
![[Address not provided], Glenview, IL 60025 - Photo 1](https://m1.cbhomes.com/p/155/12545806/9741B0a1443444E/s23cc.webp)
![[Address not provided], Skokie, IL 60077 - Photo 1](https://m1.cbhomes.com/p/155/12530515/85f2428E841a423/s23cc.webp)
- Single Family
- Active
- Updated 3 days ago
- 4Beds
- 3Total Baths
- 2,791Sq. Ft.
Listed by Sheila Kula (847) 778-0282
419 Sheridan Road, Winnetka, IL 60093 (MLS# 12134845) is a Single Family property that was sold at $31,250,000 on August 29, 2025. Want to learn more about 419 Sheridan 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.