Date
Details
Price
Change
Source
2/16/2026
Listed
$50,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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Property Description
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 fireplace precedes a breathtaking onyx bath with dual custom vanities and a commercial-grade steam shower complete with body sprays and 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 rental opportunity-an experience more akin to a world-class luxury hotel than a private home.
Full Property Details
Full Property Details for 919 Hill Rd
General
- Rent: $50,000
- Status: Active
- Type: Rental
- Source: MRED
- MLS ID: 12274691
- Updated: 2/16/2026
- Added to Site: 4 day(s) ago
Rental Information
- Approvals: Credit Report
- Lease Includes: Parking, Security, Security System, Lawn Care, Snow Removal
- Date Available: 3/1/2026
Interior
- Basement: Finished, F
- Interior Features: Sauna, Hot Tub, Wet Bar, In-Law Floorplan, 1st-Floor Bath, Storage, Bookcases, Historic/Period Mlwk, Special Millwork, Granite Counters, Separate Dining Room
- Fireplace: Yes
- Number of Fireplaces: 6
- Fireplace(s): Family Room, Living Room, Master Bedroom, Basement, Other, Wood-Burning, Attached Fireplace Doors/Screen
- Appliances: Double Oven, Microwave, Dishwasher, High-End Refrigerator, Bar Fridge, Freezer, Washer, Dryer, Disposal, Cooktop, Range Hood, Humidifier
- Furnishings: Yes
Rooms
Bathrooms
- Total Bathrooms: 9
- Full Bathrooms: 7
- Half Bathrooms: 2
- Basement Baths: Yes
- Bathroom Features: Whirlpool, Separate Shower, Steam Shower, Double Sink, Bidet, Full Body Spray Shower, Soaking Tub
Bedrooms
- Total Bedrooms: 6
Additional Information
- Shared Amenities: Fencing, Patio, Privacy Fence, Security
- Equipment: Cable TV, Security System, Intercom, Sump Pump, Lawn Sprinkler, Air Purifier
- Other Features: School Bus Service, Commuter Bus, Commuter Train
Exterior
- Exterior Features: Outdoor Grill
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 4
- Total Spaces: 4
- Parking Features: Brick Driveway, Garage Door Opener, Heated Garage, Garage, Yes, Garage Owned, Attached
Location
- Area: Winnetka
- County: Cook
- Township: New Trier
- Driving Directions: CORNER OF HILL ROAD AND MEADOW LANE: EAST OF LOCUST AND WEST OF CHESTNUT.
School Information
- School District: 36
- Elem School District: 36
- Midd School District: 36
- High School District: 203
- Elementary School: Crow Island Elementary School
- Middle School: Carleton W Washburne School
- High School: New Trier Twp H.S. Northfield/Wi
- Private School: New Trier Twp H.S. Northfield/Wi
Community
- Pets Allowed: Yes
- Pets: Additional Pet Rent, Cats OK, Deposit Required, Dogs
- Pet Restrictions: Additional Pet Rent, Cats OK, Deposit Required, Dogs OK, Number Limit, Size Limit, / 100lbs.
Heating & Cooling
- Cooling Type: Central Air Conditioning, Zoned
- Heating Type: Natural Gas, Forced Air, Sep Heating Systems - 2+, Individual Controls, Zoned
Utilities
- Sewer: Storm Sewer, Overhead Sewers
- Water: Lake Michigan
Structural Information
- Construction: Limestone
- Exterior Const.: Limestone
- Basement: Yes
- Basement Desc.: Finished, Full
- Foundation: Concrete Perimeter
- Roof: Other
- Windows: Skylight(s)
- Square Feet: 8,000
- Sq. Ft. Source: Estimated
- Year Built: 1927
- Built Before 1978: Yes
- Remodeled/Updated: 2020
Unit Information
- Units in Building: 1
Additional Structures
- Other Structures: Gazebo, Pergola, Garage(s)
Lot Features
- Lot Dimensions: 170 x 305 x 189 x 145 x 19 x 160
- Lot Features: Irregular Lot, Landscaped
Animals
- Animals Allowed: Additional Pet Rent, Cats OK, Deposit Required, Dogs
Financial Considerations
- Lease Price: $50,000
- Parking Included: Yes
- Security Deposit: $80,000
- Assessment Year: 1927
- Pays Sewer: Storm Sewer, Overhead Sewers
Listed by @properties Christie's International Real Estate
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Schools
Schools serving 919 Hill Rd
School Districts:Winnetka School District 36, New Trier Township High School District 203
| Name | Grades | Distance |
|---|---|---|
Crow Island Elementary School 1112 Willow Road, Winnetka, IL 60093 | K-4 | 0.6 mi |
Carleton W Washburne School 515 Hibbard Road, Winnetka, IL 60093 | 7-8 | 1 mi |
New Trier Township H S Northfield 7 North Happ Road, Northfield, IL 60093 | 9- | 1.4 mi |
New Trier Township H S Winnetka 385 Winnetka Avenue, Winnetka, IL 60093 | 10-12 | 1 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price History for 919 Hill Rd
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- Rental
- Active
- Updated 11 hours ago
- 3Beds
- 3Total Baths
- 1,515Sq. Ft.
- Rental
- Active
- Updated 3 days ago
- 4Beds
- 2Total Baths
- 3,000Sq. Ft.
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- Condo
- Active
- Updated 15 hours ago
- 3Beds
- 2Total Baths
- 1,698Sq. Ft.
919 Hill Road, Winnetka, IL 60093 (MLS# 12274691) is a Rental property with 6 bedrooms, 7 full bathrooms and 2 partial bathrooms. 919 Hill Road is currently listed for rent at $50,000 and was received on February 16, 2026. Want to learn more about 919 Hill Road? Do you have questions about finding other real estate for sale or rent in Winnetka? You can browse all Winnetka rentals or contact a Coldwell Banker agent to request more information.