559 Hillside Drive — Highland Park, IL 60035
Active
Highland Park, IL 60035

559 Hillside Drive

$925,000
4 beds · 4 baths · 4,426 sqft
Listed at $925,000 7 days on market $26,514/yr taxes
01About this home

Nestled in the highly sought-after Ravinia neighborhood, this spectacular and sun-drenched five-bedroom, 3.5-bath home offers an abundance of space and charm. The main level boasts beautiful hardwood flooring throughout, featuring a massive living room with vaulted ceilings and a cozy fireplace that serves as the perfect centerpiece for entertaining. Seamlessly connected to the living area is a conveniently located dining room, which flows into a generously sized eat-in kitchen and a welcoming family room, plus a gorgeously updated powder room. Upstairs, you will find four spacious bedrooms, while the finished lower level provides an additional bedroom and full bathroom-ideal for guests or an au pair, plus living space and an office. Outside, the bright, sunny backyard offers plenty of room to relax and play. Best of all, this prime location puts you within walking distance of the local train station, the iconic Ravinia Festival, and downtown Ravinia's vibrant farmer's market and food trucks.

02Inside the home
03By the numbers
$925,000
List price
4,426
Square feet
4
Bedrooms
3 full / 1 half
Bathrooms
1984
Year built
0.28 ac
Lot size
2
Garage spaces
$26,514
Annual taxes
Detached Single
Style
7
Days on market
04Features
Heating
Natural Gas
Cooling
Central Air
Parking
Garage OwnedAttachedGarage
Construction
BrickCedar
Sewer
Public Sewer
05Neighborhood
This home EElementary schoolMMiddle schoolHHigh school
E Elementary school
Ravinia Elementary School
Highland Park, IL
📍0.5 mi🚗1 min🚶12 min
M Middle school
Edgewood Middle School
Highland Park, IL
📍0.6 mi🚗2 min🚶14 min
H High school
Highland Park High School
Highland Park, IL
📍2.3 mi🚗6 min🚶55 min
  • Piero's Pizza 0.2 mi
  • Ravinia Brewing Company 0.2 mi
  • Abigails 0.3 mi
  • BMO Rooftop 0.6 mi
  • Dining Pavilion 0.7 mi
  • Freehling Room 0.7 mi
  • Thorntons 0.9 mi
  • Trader Joe's 1.0 mi
  • The Fresh Market 1.0 mi
  • Shell 1.0 mi
  • Kennedy Park 0.3 mi
  • Brown Park 0.3 mi
  • Carroll F. Snyder Park 0.3 mi
  • Jens Jensen Park 0.4 mi
  • May T. Watts Park 0.5 mi
  • Weil Tot Lot 0.6 mi
  • Garden View Café 1.0 mi
POI data via Mapbox · OpenStreetMap contributors
06History

Every event we have for this address, straight from the MLS.

Jun 3, 2026
Listed for saleThis listing
Kale Realty
$925,000
Sourced from MRED. Older events appear here as our history backfill completes.
07Ask Dwello

Real answers about this home — pricing, schools, what to ask, anything.

08See it for yourself

Stand in the kitchen.
See the light at 4pm.

Photos can only do so much. Pick a time — we'll meet you at the door.

Connect with Ewelina, Anna, or Nadeem — real people on our team, no call centers.
09Similar homes
Listed by Kale Realty · Aaron Greenberg
MLS data provided through MLS GRID · MRED MLS · MLS# MRD12663650
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