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.
Closed
$31,250,000
419 Sheridan Rd, Winnetka, IL 60093
7beds
13,894sqft
Single Family Residence
Built in 1928
2.3 Acres Lot
$-- Zestimate®
$2,249/sqft
$10,014 Estimated rent
Home value
Not available
Estimated sales range
Not available
$10,014/mo
Zestimate® history
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Zillow last checked: 7 hours ago
Listing updated: September 15, 2025 at 09:20am
Listing courtesy of:
Jena Radnay 312-925-9899,
@properties Christie's International Real Estate
Bought with:
Jena Radnay
@properties Christie's International Real Estate
Source: MRED as distributed by MLS GRID,MLS#: 12134845
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 7
- Bathrooms: 13
- Full bathrooms: 9
- 1/2 bathrooms: 4
Primary bedroom
- Features: Flooring (Hardwood), Window Treatments (Blinds, Curtains/Drapes), Bathroom (Full)
- Level: Second
- Area: 391 Square Feet
- Dimensions: 23X17
Bedroom 2
- Features: Flooring (Hardwood), Window Treatments (Blinds)
- Level: Second
- Area: 342 Square Feet
- Dimensions: 19X18
Bedroom 3
- Features: Flooring (Hardwood), Window Treatments (Blinds)
- Level: Second
- Area: 255 Square Feet
- Dimensions: 17X15
Bedroom 4
- Features: Flooring (Hardwood), Window Treatments (Blinds)
- Level: Second
- Area: 192 Square Feet
- Dimensions: 12X16
Bedroom 5
- Features: Flooring (Hardwood)
- Level: Second
- Area: 240 Square Feet
- Dimensions: 15X16
Bedroom 6
- Features: Flooring (Hardwood)
- Level: Third
- Area: 238 Square Feet
- Dimensions: 14X17
Other
- Features: Flooring (Hardwood)
- Level: Third
- Area: 210 Square Feet
- Dimensions: 14X15
Bar entertainment
- Features: Flooring (Other)
- Level: Main
- Area: 30 Square Feet
- Dimensions: 3X10
Breakfast room
- Features: Flooring (Hardwood), Window Treatments (Screens)
- Level: Main
- Area: 195 Square Feet
- Dimensions: 13X15
Dining room
- Features: Flooring (Hardwood), Window Treatments (Display Window(s))
- Level: Main
- Area: 276 Square Feet
- Dimensions: 23X12
Exercise room
- Features: Flooring (Other)
- Level: Basement
- Area: 525 Square Feet
- Dimensions: 21X25
Family room
- Features: Flooring (Hardwood)
- Level: Main
- Area: 638 Square Feet
- Dimensions: 29X22
Foyer
- Features: Flooring (Marble)
- Level: Main
- Area: 288 Square Feet
- Dimensions: 16X18
Kitchen
- Features: Kitchen (Island, Pantry-Butler, Pantry-Closet, Breakfast Room, Custom Cabinetry, Updated Kitchen), Flooring (Hardwood), Window Treatments (Curtains/Drapes)
- Level: Main
- Area: 255 Square Feet
- Dimensions: 17X15
Laundry
- Features: Flooring (Other)
- Level: Basement
- Area: 375 Square Feet
- Dimensions: 25X15
Library
- Features: Flooring (Hardwood), Window Treatments (Display Window(s))
- Level: Second
- Area: 156 Square Feet
- Dimensions: 12X13
Living room
- Features: Flooring (Hardwood), Window Treatments (Bay Window(s), Curtains/Drapes)
- Level: Main
- Area: 561 Square Feet
- Dimensions: 33X17
Play room
- Features: Flooring (Hardwood)
- Level: Third
- Area: 812 Square Feet
- Dimensions: 29X28
Heating
- Natural Gas, Forced Air, Radiant Floor
Cooling
- Central Air
Appliances
- Included: Double Oven, Microwave, Dishwasher, Refrigerator, High End Refrigerator, Stainless Steel Appliance(s), Wine Refrigerator, Cooktop, Oven, Humidifier, Multiple Water Heaters
- Laundry: Gas Dryer Hookup, Electric Dryer Hookup, In Unit, Laundry Chute, Multiple Locations, Sink
Features
- Vaulted Ceiling(s), Cathedral Ceiling(s), Built-in Features, Walk-In Closet(s), Bookcases, High Ceilings, Historic/Period Mlwk, Special Millwork
- Flooring: Hardwood
- Windows: Screens, Drapes
- Basement: Finished,Full
- Attic: Finished
- Number of fireplaces: 7
- Fireplace features: Wood Burning, Gas Starter, Family Room, Living Room, Master Bedroom, Basement, Other, Den/Library
Interior area
- Total structure area: 0
- Total interior livable area: 13,894 sqft
Property
Parking
- Total spaces: 2
- Parking features: Brick Driveway, Circular Driveway, Side Driveway, Heated Driveway, Garage Door Opener, Heated Garage, On Site, Garage Owned, Attached, Garage
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: No Disability Access
Features
- Stories: 3
- Patio & porch: Patio
- Exterior features: Boat Slip, Outdoor Grill
- Pool features: In Ground
- Has spa: Yes
- Spa features: Outdoor Hot Tub
- Fencing: Fenced
- Has view: Yes
- View description: Water, Back of Property
- Water view: Water,Back of Property
- Waterfront features: Beach Access, Lake Front
Lot
- Size: 2.30 Acres
- Dimensions: 273X435X236X441
- Features: Landscaped, Mature Trees
Details
- Additional structures: Gazebo, Pergola, Pool House, RV/Boat Storage, Boat House
- Additional parcels included: 05212020030000
- Parcel number: 05212020040000
- Special conditions: None
- Other equipment: Intercom, Sump Pump, Sprinkler-Lawn, Backup Sump Pump;, Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: French Provincial
- Property subtype: Single Family Residence
Materials
- Stone
- Foundation: Concrete Perimeter
- Roof: Slate
Condition
- New construction: No
- Year built: 1928
- Major remodel year: 2002
Details
- Builder model: FRENCH
Utilities & green energy
- Electric: Circuit Breakers, Fuses, 200+ Amp Service
- Sewer: Public Sewer
- Water: Lake Michigan, Public
Community & neighborhood
Security
- Security features: Security System, Fire Sprinkler System, Closed Circuit Camera(s)
Community
- Community features: Pool, Water Rights, Gated, Street Lights
Location
- Region: Winnetka
- Subdivision: East Winnetka
HOA & financial
HOA
- Services included: None
Other
Other facts
- Has irrigation water rights: Yes
- Listing terms: Conventional
- Ownership: Fee Simple
Price history
| Date | Event | Price |
|---|---|---|
| 8/29/2025 | Sold | $31,250,000$2,249/sqft |
Source:  MRED as distributed by MLS GRID #12134845 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2021 | $240,425 +1.6% | $929,740 |
| 2020 | $236,654 -10.7% | $929,740 -18.4% |
| 2019 | $265,040 -3.3% | $1,140,000 -0.5% |
Find assessor info on the county website
Neighborhood: 60093
Nearby schools
GreatSchools rating
- 5/10Greeley Elementary SchoolGrades: K-4Distance: 0.3 mi
- 5/10Carleton W Washburne SchoolGrades: 7-8Distance: 1.6 mi
- 10/10New Trier Township High School WinnetkaGrades: 10-12Distance: 0.6 mi
Schools provided by the listing agent
- Elementary: Greeley Elementary School
- High: New Trier Twp H.S. Northfield/Wi
- District: 36
Source: MRED as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
- Illinois
- Cook County
- Winnetka
- 60093
- 419 Sheridan Rd