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Detached Single · Winnetka, IL
$7,999,900
6 beds · 8 baths · 10,588 sqft
919 HILL Road, Winnetka, IL, 60093
A brick-and-mortar place to make your own — room to make it home.
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What’s special

Central air4-car garage1.25-acre lotIn-unit laundry
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.
— the listing agent’s description

The home

6 beds
8 baths
10,588 sqft
Built in 1929
1.25-acre lot
4-car garage
Detached Single
Art Deco,Neoclassical

What it’ll cost

$756 / sqft
$58,949 taxes / yr
No HOA
7 days on dwello

Estimated monthly payment

$49,781/mo
Principal & interest$42,536
Property taxes$4,912
Homeowners insurance$2,333
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Tour this home

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WED
Jun 3
THU
Jun 4
FRI
Jun 5
SAT
Jun 6
11:00 am
Schedule a tour
7 days on dwello
Price history
Listed for sale
Jun 9, 2026
$7,999,900
Property taxes
2025
Annual tax bill (MLS)
$58,949/yr
Assessed value
2026
County assessor
$372,187~$3,721,870 mkt
2025
$372,187~$3,721,870 mkt
2024
$244,472~$2,444,720 mkt
2023
$322,158~$3,221,580 mkt
2022
$322,158~$3,221,580 mkt
2021
$164,276~$1,642,760 mkt
2020
$164,275~$1,642,750 mkt
2019
$180,522~$1,805,220 mkt
Assessed value from the Cook County Assessor (open records). Estimated market ≈ assessed × 10 for residential; not an appraisal — verify with the assessor.

Features

Central AirZonedNatural GasForced AirSep Heating Systems - 2+Indv ControlsLimestoneStorm SewerOverhead Sewers

Schools

Elementary — Crow Island Elementary School
Middle — Carleton W Washburne School
High — New Trier Twp H.S. Northfield/Wi
Assigned schools per the listing — always verify enrollment + boundaries with the district.
Neighborhood
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Nearby places via OpenStreetMap — approximate; verify what matters to you. Map © Mapbox © OpenStreetMap.
MLS listing dataMRED
Listed by Jena Radnay · @properties Christie's International Real Estate
Listing last updated Jun 14, 2026 · data refreshed from the MLS Jun 17, 2026, 6:29 PM CT
Based on information submitted to the MLS GRID as of Jun 17, 2026, 6:29 PM CT. Listing data © MRED LLC, distributed by MLS GRID — deemed reliable but not guaranteed; independently verify. Anything shown below this point is not MLS listing data.
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