Share this with your friends
+16302814115
HomeSmart Realty
419 Sheridan Road, Winnetka, Illinois 60093
- $31,250,000
- 7
- BD
- 9
- Full Baths
- 4
- Half Baths
- 13,894
- SqFt
- Sold Price
- $31,250,000
- List Price
- $35,000,000
- Closing Date
- Aug 29, 2025
- MLS#
- 12134845
- Status
- CLOSED
- Type
- Single Family Residential
- Subtype
- Residential
- Bedrooms
- 7
- Bathrooms
- 13
- Living Area
- 13,894
- County
- Cook
- City
- Winnetka
- Style
- French Provincial
- Neighborhood
- Winnetka
- Days On Market
- 145
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.
Additional Information
- School District
- 203
- Elementary School
- Greeley Elementary School
- High School
- New Trier Twp H.S. Northfield/Wi
- Subdivision
- East Winnetka
- Corporate Limits
- Winnetka
- Tax Year
- 2023
- Tax Exemptions
- Homeowner
- Tax Amount
- $392,610
- Year Built
- 1928
- Exterior Property Features
- Hot Tub, Boat Slip, Outdoor Grill
- Exposure
- North, South, East, West, Lake/Water
- Lot Dimensions
- 273X435X236X441
- Lot Size Range
- 2.0-2.99 Acres
- Waterfront
- Yes
- Garage Spaces
- 2
- Parking Spaces
- 2
- Parking Details
- Brick Driveway, Circular Driveway, Side Driveway, Heated Driveway, Garage Door Opener, Heated Garage, On Site, Garage Owned, Attached, Garage
- Air Conditioning
- Central Air
- Heating
- Natural Gas, Forced Air, Radiant Floor
- Sewer
- Public Sewer
- Interior Property Features
- Vaulted Ceiling(s), Cathedral Ceiling(s), Built-in Features, Walk-In Closet(s), Bookcases, High Ceilings, Historic/Period Mlwk, Special Millwork
- Interior Fireplaces
- 7
- Full Baths
- 9
- Half Baths
- 4
- Basement
- Yes
How much is your home worth?
...get instant property value now!
Mortgage Calculator
Listings courtesy of Midwest Real Estate Data as distributed by MLS Grid
Selling Office: @properties Christie's International Real Estate.
The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Copyright 2026 MRED LLC. All rights reserved.
Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.
The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.
The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.