An extraordinary “boutique hotel” living experience, impeccably situated in the heart of Winnetka. Beyond a stately solid-iron gate adorned with gold medallion accents lies a private sanctuary just 18 miles from Chicago and less than half a mile from the sandy shores of Lake Michigan. Evoking the glamour and grandeur of a Roaring Twenties estate, this remarkable residence channels the elegance of The Great Gatsby era with five-star refinement at every turn. A dramatic foyer welcomes you with gleaming marble floors and a sweeping bridal staircase crowned by intricate wrought-iron railings, all illuminated by a stunning domed Art Deco skylight overhead. The main level unfolds with gracious formal rooms designed for both grand entertaining and effortless flow. An elegantly appointed dining room transitions seamlessly into a spectacular chef’s kitchen, where a striking black-and-white palette of stone and texture creates a timeless aesthetic. Top-tier appliances-including a side-by-side Sub-Zero glass-door refrigerator and freezer-complement a bespoke upholstered dining banquette, offering a restaurant-caliber culinary experience at home. Thoughtfully designed corridors and private retreats provide space for both gathering and solitude. A finely finished office of magazine-worthy distinction, a warm and inviting family room with an 80-inch television and custom lacquered walls, a first-floor laundry room, guest suite with full bath, and a fully equipped mudroom enhance everyday living. The heated four-car garage wing is a masterpiece in itself, featuring epoxy floors, custom cabinetry, and stone countertops-an exceptional showcase for the discerning automotive collector. Upstairs, an expansive second level hosts a primary suite truly fit for royalty. A serene sitting room with a fireplace precedes a breathtaking onyx bath with dual custom vanities and a commercial-grade steam shower complete with body sprays and a rain head. Bathed in natural light, the craftsmanship and stonework must be experienced to be fully appreciated. Four additional bedrooms, each with pristine white-stone en-suite baths, provide luxurious accommodations for family and guests. An exercise studio with a dedicated yoga retreat, adorned in palm-inspired wall coverings, offers a tranquil escape for wellness and balance. The fully finished lower level features a kitchenette, bath, wine room, and expansive entertainment spaces designed for comfort and leisure. Outdoors, enchanting terraces, sun-drenched patios, and winding pathways create a private oasis ideal for alfresco dining and elegant gatherings. Meticulously renovated with no expense spared and exquisitely furnished to celebrate its Art Deco heritage, this residence offers a rare opportunity that feels more akin to a world-class luxury hotel than a private home.
Property Details
Price:
$7,999,900
MLS #:
MRD12661112
Status:
Active
Beds:
6
Baths:
9
Type:
Single Family
Neighborhood:
winnetka
Listed Date:
Jun 8, 2026
Finished Sq Ft:
10,588
Year Built:
1929
See this Listing
Schools
School District:
203
Elementary School:
Crow Island Elementary School
Middle School:
Carleton W Washburne School
High School:
New Trier Twp H.S. Northfield/Wi
Interior
Appliances
Double Oven, Microwave, Dishwasher, High End Refrigerator, Bar Fridge, Freezer, Washer, Dryer, Disposal, Cooktop, Range Hood, Humidifier
Bathrooms
7 Full Bathrooms, 2 Half Bathrooms
Cooling
Central Air, Zoned
Fireplaces Total
6
Heating
Natural Gas, Forced Air, Sep Heating Systems – 2+, Indv Controls, Zoned
Interior Features
Sauna, Hot Tub, Wet Bar, In-Law Floorplan
Laundry Features
Gas Dryer Hookup, Sink
Exterior
Architectural Style
Art Deco, Neoclassical
Community Features
Street Lights, Street Paved
Construction Materials
Limestone
Exterior Features
Outdoor Grill
Garage Spaces
4
Lot Features
Irregular Lot, Landscaped
Other Structures
Gazebo
Parking Features
Brick Driveway, Other, Garage Door Opener, Heated Garage, Yes, Garage Owned, Attached, Driveway, Owned, Garage
Parking Spots
12
Parking Total
12
Patio And Porch Features
Patio
Roof
Other
Window Features
Skylight(s), Window Treatments
Financial
HOA Fee Frequency
Not Applicable
HOA Includes
None
Tax Year
2024
Taxes
$58,949
Map
Community
- Address919 HILL Road Winnetka IL
- CityWinnetka
- CountyCook
- Zip Code60093
Market Summary
Current real estate data for Single Family in Winnetka as of Jun 15, 2026
41
Single Family Listed
74
Avg DOM
546
Avg $ / SqFt
$3,147,146
Avg List Price
Property Summary
- 919 HILL Road Winnetka IL is a Single Family for sale in Winnetka, IL, 60093. It is listed for $7,999,900 and features 6 beds, 9 baths, and has approximately 10,588 square feet of living space, and was originally constructed in 1929. The current price per square foot is $756. The average price per square foot for Single Family listings in Winnetka is $546. The average listing price for Single Family in Winnetka is $3,147,146.
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Copyright 2026. All rights reserved.
919 HILL Road
Winnetka, IL


