$2,899,900
6
beds
7
baths
3
half baths
5,004
square ft

500 Sunset Road
Winnetka, Illinois 60093

Pending / MLS #12739190 / Single Family / Winnetka
Listing information updated 8/26/2026 at 6:03am
Set on an extra-large 116 x 167 corner lot, this impressive East Winnetka stunner has it all perfectly positioned in one of the absolute best walk-to-everything locations. Updated for today with a crisp, clean design, this exceptional home offers over 6,000 square feet of finished living space across 4 full floors. Step inside the gracious foyer where soaring ceilings, abundant natural light, and a dramatic open staircase connecting all four levels immediately set the tone. Formal living and dining rooms flank the foyer with the living room anchored by a double-sided FP and opening to a sophisticated Hale Navy office that flows into the sun-filled sunroom. The heart of the home is the incredible kitchen/family room combo designed for effortless everyday living and entertaining. Expansive family room with FP flanked by two sets of French doors opening directly to the backyard and flows seamlessly into the newly redone white and gray Chef's kitchen. Separate breakfast area is ideal for casual dining, morning coffee or homework. Strong second-floor layout with 5 bedroom suites including the oversized primary retreat with its own private deck, separate sitting area, walk-in closets and a newly renovated white spa bath with dual vanity and steam shower. The treetop third floor adds another flexible living space perfect for a playroom, hangout or private home office. Fully finished LL is flooded with natural light and features a large recreation room, media room, bedroom, full bath, fully equipped exercise room and two staircases for easy access. Outside, enjoy an expansive and private backyard, welcoming front porch and rare three-car attached garage. And the location simply cannot be beat-steps to Greeley, New Trier, parks, beach, the train & town. Leave the car at home and enjoy everything that makes East Winnetka living so special, all just outside your front door.

Listing Office: @PROPERTIES

Listing Office Phone: 847.881.0200

Disclaimer: The data relating to real estate for sale on this website comes courtesy of Midwest Real Estate Data, LLC as distributed by MLS GRID. Real estate listings held by brokerage firms other than @properties are marked with the Broker Reciprocity thumbnail logo and detailed information about them includes the name of the listing brokers. Properties displayed may be listed or sold by various participants in the MLS. Based on information submitted to the MLS GRID as of 8/26/2026 at 6:03am. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some listings have been excluded from this website.


Not quite what you are looking for?

Similar listings for sale near 500 Sunset Road, Winnetka, IL 60093


Like the area?

More homes for sale near 500 Sunset Road, Winnetka, IL 60093


500 Sunset Road, Winnetka, IL 60093 is a single family home currently listed at $2,899,900. 500 Sunset Road features 6 Beds, 7 Baths, 3 Half Baths. This single family home has been listed on @properties Christie's International Real Estate since August 21st, 2026. Nearby schools include Greeley Elementary School, Carleton W Washburne School, and New Trier Twp H.s. Northfield/Wi. The nearest transit stops include Winnetka Metra Metra Union Pacific North line.