Welcome to 89 Indian Hill Road, a beautifully renovated estate home along the historic Indian Hill Country Club. This property includes 5 bedrooms, 5.2 baths, and a rare, newer two-story guest house! This property presents a unique opportunity, combining the timeless elegance of classic Georgian architecture with sleek modern sophistication. Every detail of this home has been thoughtfully designed for exceptional comfort, convenience, and modern living. You are greeted by a semi-circular driveway made of beautiful bluestone pebbles. Step through the antique Enlightenment double entry doors into a spacious two-story foyer with beautiful hardwood floors, which you'll find throughout the main level. The large living room has been re-imagined as a cozy television room with a tray ceiling and beautiful gas log fireplace with custom limestone surround. The adjacent bar/library offers a refined retreat with custom cabinetry, a built-in bar, and another gas log fireplace perfect for entertaining. The sliding glass doors connect this space to the light-filled family room, with floor-to-ceiling Fleetwood windows and sliding glass doors, leading to the outdoor living area. The family room features a double-sided natural stone fireplace shared with the custom, state-of-the-art chef's kitchen, designed by Mick De Giulio. The kitchen is a culinary dream with custom cabinetry, open shelving, and a 9-foot leathered Iceberg quartzite island with seating for 4. Top-of-the-line appliances include Wolf double ovens, a 6-burner gas stove, steam oven, built-in Sub-Zero refrigerator, freezer, and 60-bottle wine fridge. Step into the elegant dining room, which offers floor-to-ceiling painted solid mahogany wainscoting, corner built-in cabinetry, and a custom-built buffet. The De Giulio-designed powder room features custom cabinetry, a quartz vanity, and Toto Neorest bidet toilet. The first level is complete with the large mudroom/laundry room, additional powder room, and a private office plus the attached 4-car garage featuring epoxy flooring, custom storage cabinetry, and organizational essentials. The perfectly scaled second floor features 4 bedrooms and 3 DeGiulio-designed bathrooms. Fall in love with the private primary suite, a sanctuary with a gas log fireplace and views overlooking the magnificent walnut trees in the rear yard. The spa-inspired ensuite bathroom includes a double quartzite vanity, oversized back-lit mirrors, a walk-in steam shower, and a separate water closet with a Toto Neorest bidet. Enjoy the large walk-in closet with custom built-ins and hardwood floors. Three additional light-filled bedrooms include one with an ensuite bathroom and two sharing a white Jack-and-Jill bathroom. The third floor is an exceptional and spacious retreat, offering versatile options with a bedroom, an ensuite bathroom, and a large, fully finished flex area. Don't miss the lower level of the house, which is fully finished and designed for family gatherings and entertainment. It features a spacious recreation room, a full bathroom with a steam shower, a mirrored exercise room, a temperature-controlled wine cellar, a separate playroom, and a large storage room with open shelving for easy organization. Adjacent to the main house is a rare two-story guest house with an elevator-lift, family room, kitchenette, bedroom with walk-in closet, and a bathroom with a glass step-in shower. This space offers privacy for guests or could serve as a private office. The property surrounding the home showcases its beauty in every season. The rear yard in an oasis featuring meticulously maintained gardens, a romantic pergola, and an expansive bluestone patio with a built-in Wolf grill, perfect for entertaining. Enjoy the luxurious swimming pool, hot tub, and total privacy provided by mature trees and hedges. This extraordinary estate offers luxury, comfort, and elegance in one of the most coveted neighborhoods in the Chicagoland area!
Closed
$4,495,000
89 Indian Hill Rd, Winnetka, IL 60093
5beds
--sqft
Single Family Residence
Built in 1975
0.72 Acres Lot
$4,254,000 Zestimate®
$--/sqft
$8,222 Estimated rent
What's special
Zillow last checked: 7 hours ago
Listing updated: March 30, 2025 at 01:21am
Listing courtesy of:
Frank Capitanini 847-446-9600,
Compass,
Trish Capitanini 847-652-2315,
Compass
Bought with:
Tamara Kasey
Compass
Source: MRED as distributed by MLS GRID,MLS#: 12266317

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 8
- Full bathrooms: 6
- 1/2 bathrooms: 2
Primary bedroom
- Features: Flooring (Hardwood), Window Treatments (Blinds, Curtains/Drapes), Bathroom (Full, Double Sink, Shower Only)
- Level: Second
- Area: 350 Square Feet
- Dimensions: 25X14
Bedroom 2
- Features: Flooring (Hardwood), Window Treatments (Blinds, Curtains/Drapes)
- Level: Second
- Area: 160 Square Feet
- Dimensions: 16X10
Bedroom 3
- Features: Flooring (Hardwood), Window Treatments (Blinds, Curtains/Drapes)
- Level: Second
- Area: 176 Square Feet
- Dimensions: 16X11
Bedroom 4
- Features: Flooring (Hardwood), Window Treatments (Blinds, Curtains/Drapes)
- Level: Second
- Area: 154 Square Feet
- Dimensions: 14X11
Bedroom 5
- Features: Flooring (Carpet), Window Treatments (Curtains/Drapes)
- Level: Third
- Area: 306 Square Feet
- Dimensions: 18X17
Dining room
- Features: Flooring (Hardwood), Window Treatments (Curtains/Drapes)
- Level: Main
- Area: 238 Square Feet
- Dimensions: 17X14
Family room
- Features: Flooring (Hardwood), Window Treatments (Curtains/Drapes)
- Level: Main
- Area: 476 Square Feet
- Dimensions: 28X17
Kitchen
- Features: Kitchen (Island, Pantry-Closet, Custom Cabinetry, Updated Kitchen), Flooring (Hardwood)
- Level: Main
- Area: 323 Square Feet
- Dimensions: 19X17
Laundry
- Features: Flooring (Hardwood)
Library
- Features: Flooring (Hardwood), Window Treatments (Curtains/Drapes)
- Level: Main
- Area: 247 Square Feet
- Dimensions: 19X13
Living room
- Features: Flooring (Hardwood)
- Level: Main
- Area: 416 Square Feet
- Dimensions: 26X16
Play room
- Features: Flooring (Carpet), Window Treatments (Curtains/Drapes)
- Level: Third
- Area: 252 Square Feet
- Dimensions: 18X14
Heating
- Natural Gas, Forced Air, Sep Heating Systems - 2+, Zoned
Cooling
- Central Air, Zoned
Appliances
- Included: Double Oven, Microwave, Dishwasher, Refrigerator, Freezer, Disposal, Stainless Steel Appliance(s), Wine Refrigerator, Range Hood, Gas Cooktop, Multiple Water Heaters
- Laundry: Sink, First Floor Laundry
Features
- Dry Bar, In-Law Floorplan, Built-in Features, Walk-In Closet(s), Bookcases, Open Floorplan, Separate Dining Room, Paneling
- Flooring: Hardwood, Heated Floors, Some Carpeting, Some Wood Floors
- Doors: Sliding Glass Door(s)
- Windows: Some Window Treatment, Drapes/Blinds, Storms/Screens, Blinds, Curtains/Drapes, Window Treatments
- Basement: Full
- Number of fireplaces: 4
- Fireplace features: Electric, Gas Log, Gas Starter, Family Room, Living Room, Master Bedroom, Den/Library, Kitchen
Interior area
- Total structure area: 0
Property
Parking
- Total spaces: 4
- Parking features: Garage - Attached, Open
- Attached garage spaces: 4
- Has uncovered spaces: Yes
- Details: Garage (Garage Door Opener(s), Transmitter(s)), Driveway (Gravel, Circular)
Accessibility
- Accessibility features: No Disability Access
Features
- Stories: 3
- Patio & porch: Patio
- Exterior features: Outdoor Grill
- Has private pool: Yes
- Pool features: In Ground
- Has spa: Yes
- Spa features: Outdoor Hot Tub, Indoor Hot Tub
Lot
- Size: 0.72 Acres
- Dimensions: 121X232X155X104X67X71X22
- Features: Irregular Lot, Landscaped, Mature Trees, Outdoor Lighting
Details
- Additional structures: Guest House, Pergola
- Parcel number: 05281060290000
- Special conditions: None
- Other equipment: Sump Pump, Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Georgian
- Property subtype: Single Family Residence
Materials
- Brick
- Foundation: Concrete Perimeter
- Roof: Shake
Condition
- New construction: No
- Year built: 1975
- Major remodel year: 2016
Utilities & green energy
- Electric: Circuit Breakers, 200+ Amp Service
- Sewer: Public Sewer
- Water: Lake Michigan
Community & neighborhood
Security
- Security features: Security System
Community
- Community features: Clubhouse, Tennis Court(s)
Location
- Region: Winnetka
HOA & financial
HOA
- Services included: None
Other
Other facts
- Listing terms: Conventional
- Ownership: Fee Simple
Services availability
Sell for more on Zillow
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$4,254,000
2% more+ $85,080
With Zillow Showcase(estimated)
$4,339,080