Winnetka, IL 60093,419 Sheridan Road
Listed by Jena Radnay • @properties Christie's International Real Estate
Bought with Jena Radnay • @properties Christie's International Real Estate

$31,250,000

$35,000,000

10.7%
Est.Price: ?

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Est. payment /mo

7 Beds

11 Baths

13,894 SqFt


SOLD DATE : 08/29/2025

Key Details

Sold Price $31,250,000

Property Type Single Family Home

Sub Type Detached Single

Listing Status Sold

Purchase Type For Sale

Square Footage 13,894 sqft

Price per Sqft $2,249

Subdivision East Winnetka

MLS Listing ID 12134845

Sold Date 08/29/25

Style French Provincial

Bedrooms 7

Full Baths 9

Half Baths 4

Year Built 1928

Annual Tax Amount $392,610

Tax Year 2023

Lot Size 2.300 Acres

Lot Dimensions 273X435X236X441

Property Sub-Type Detached Single

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.

Location

State IL

County Cook

Community Pool, Water Rights, Gated, Street Lights

Rooms

Basement Finished, Full

Interior

Interior Features Vaulted Ceiling(s), Cathedral Ceiling(s), Built-in Features, Walk-In Closet(s), Bookcases, High Ceilings, Historic/Period Mlwk, Special Millwork

Heating Natural Gas, Forced Air, Radiant Floor

Cooling Central Air

Flooring Hardwood

Fireplaces Number 7

Fireplaces Type Wood Burning, Gas Starter

Fireplace Y

Appliance Double Oven, Microwave, Dishwasher, Refrigerator, High End Refrigerator, Stainless Steel Appliance(s), Wine Refrigerator, Cooktop, Oven, Humidifier

Laundry Gas Dryer Hookup, Electric Dryer Hookup, In Unit, Laundry Chute, Multiple Locations, Sink

Exterior

Exterior Feature Hot Tub, Boat Slip, Outdoor Grill

Garage Spaces 2.0

View Y/N true

Roof Type Slate

Building

Lot Description Landscaped, Mature Trees

Story 3 Stories, Coach House

Foundation Concrete Perimeter

Sewer Public Sewer

Water Lake Michigan, Public

Structure Type Stone

New Construction false

Schools

Elementary Schools Greeley Elementary School

High Schools New Trier Twp H.S. Northfield/Wi

School District 36, 36, 203

Others

HOA Fee Include None

Ownership Fee Simple

Special Listing Condition None

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