558 Willow Rd, Winnetka, IL 60093
Property image
Property image
OFF MARKET

$1,907,700

Trulia Estimate
  • 4 Beds
  • 4 Baths
  • 3,800 sqft

558 Willow Rd, Winnetka, IL 60093

Est. Refi. Payment $13,475/mo*
Refinance Your Home
Currently Off Market - Sold Mar 13, 2020 for $1,080,000

Home Value

Trulia Estimate
$1.91M
Since last month
Decreased$30K (-1.6%)
Since last year
Increased$227K (+13.5%)
Since last sale
Increased$828K (+76.6%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +25% in the last 10 years
MonthEstimated value
2026
September 2026$1.91M
August 2026$1.94M
July 2026$1.9M
June 2026$1.93M
May 2026$1.91M
April 2026$1.89M
March 2026$1.88M
February 2026$1.77M
January 2026$1.74M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
556 Willow Rd, Winnetka, IL
0.01
Single-Family Home
$2,000,000
05/08/26
5
4.5
4,023
607 Orchard Ln, Winnetka, IL
0.09
Single-Family Home
$1,300,000
04/14/26
3
3
1,982
386 Fairview Ave, Winnetka, IL
0.16
Single-Family Home
$2,030,000
01/29/26
4
3.5
5,284
305 Poplar St, Winnetka, IL
0.10
Single-Family Home
$1,500,000
01/15/26
3
2.5
3,128
325 Ridge Ave, Winnetka, IL
0.31
Single-Family Home
$1,425,000
11/07/25
5
3.5
3,822
567 Hill Ter, Winnetka, IL
0.37
Single-Family Home
$1,795,000
04/03/26
4
3.5
3,662
484 Orchard Ln, Winnetka, IL
0.16
Single-Family Home
$2,095,000
06/25/26
5
4.5
3,296
335 Fairview Ave, Winnetka, IL
0.22
Single-Family Home
$1,995,000
01/13/26
4
4.5
3,288
314 Woodland Ave, Winnetka, IL
0.26
Single-Family Home
$1,995,000
01/30/26
4
4
3,700
500 Sheridan Rd, Winnetka, IL
0.29
Single-Family Home
$1,950,000
03/30/26
4
3.5
5,482

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
566 Willow Rd, Winnetka, IL 60093
0.01
$3,510,000
6
6.5
6,689
Recently Sold
556 Willow Rd, Winnetka, IL 60093
0.01
$2,000,000
5
4.5
4,023
Recently Sold
331 Walnut St, Winnetka, IL 60093
0.05
$1,468,600
6
3
2,979
Off Market
340 Walnut St, Winnetka, IL 60093
0.06
$1,069,800
3
2
1,594
Off Market
607 Willow Rd, Winnetka, IL 60093
0.10
$2,285,700
5
5.5
4,620
Off Market
557 Orchard Ln, Winnetka, IL 60093
0.03
$1,106,600
2
2
1,337
Off Market
600 Ash St, Winnetka, IL 60093
0.10
$2,718,300
6
4
-
Off Market
604 Willow Rd, Winnetka, IL 60093
0.08
$3,033,300
6
6.5
3,500
Off Market
607 Orchard Ln, Winnetka, IL 60093
0.09
$1,300,000
3
3
1,982
Recently Sold
577 Ash St, Winnetka, IL 60093
0.13
$2,834,200
5
4.5
4,916
Off Market
574 Orchard Ln, Winnetka, IL 60093
0.08
$1,000,000
3
2.5
-
Recently Sold
429 Walnut St, Winnetka, IL 60093
0.16
$2,203,900
4
3.5
3,200
Off Market

Local Information

  • Map ViewExplore the area around 558 Willow Rd.
  • Schools2 Elementary Schools2 Middle Schools2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1989
3,800 sqft
$502/sqft
Garage

About this House

Spacious East Winnetka 4-bedroom + office home newly refinished and ready to move right in. This open floor plan combines sleek clean lines of contemporary design with the cozy farmhouse aesthetic to create a unique fresh style. Inviting and bright all new kitchen with white cabinets/ chef's appliances/ quartz countertops opens up to the family room with 20-foot ceilings, fireplace and modern sliding glass doors that lead you to the deck and large fenced in back yard. All bedrooms on second level with full laundry room. Tons of closets that are professionally designed and installed. Lower level is not finished, offers great storage for the home. Mud room and attached 2 car garage makes this your perfect home. Just a few blocks from the Lake, Greeley Elementary School, New Trier High School, the train and the park. A+location! Taxes are being appealed.
558 Willow Rd, Winnetka, IL 60093 is a 4 bedroom, 4 bathroom, 3,800 sqft single-family home built in 1989. It last sold for $1,080,000 on Mar 13, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,907,700, with a rent estimate of $6,580/month.

Home Details for 558 Willow Rd

Interior Features

Interior Details
BasementNumber of Rooms: 8Types of Rooms: Walk In Closet, Dining Room
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Tile, Hardwood

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: Wood
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1989
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Community

Units in Building: 1

Lot Information

Lot Area: 8829 sqft

Price and Tax history

DateEventPrice
Mar 13, 2020
Source: MRED as distributed by MLS GRID #10627218
Sold
$1,080,000
Feb 25, 2020
Source: Agent Provided
Pending
$1,149,000
Feb 4, 2020
Source: Agent Provided
PriceChange
$1,149,000
Price decreased by 4%
Jan 2, 2020
Source: Agent Provided
PriceChange
$1,199,000
Price decreased by 2%
Dec 23, 2019
Source: Agent Provided
PendingToActive
$1,225,000

Market trends in Winnetka

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
25
5MoM

Around this home

What Locals Say about Winnetka

At least 78 Trulia users voted on each feature.

  • 94 % Say people would walk alone at night

  • 90 % Say it's dog friendly

  • 88 % Say kids play outside

  • 88 % Say there's holiday spirit

  • 87 % Say there are sidewalks

  • 82 % Say yards are well-kept

  • 81 % Say it's walkable to restaurants

  • 80 % Say parking is easy

  • 78 % Say there's wildlife

  • 76 % Say it's quiet

  • 74 % Say car is needed

  • 72 % Say there are community events

  • 72 % Say it's walkable to grocery stores

  • 71 % Say they plan to stay for at least 5 years

  • 70 % Say neighbors are friendly

  • 66 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • DRD
    "Great schools and public works. Incredible beaches. Great fire and police systems. Amazing playing fields for kids’ sports. "
    0
    Flag
  • allisonbowersbrown
    "Park district, block parties, parades, fireworks. Neighborhood get together, school and church events. "
    0
    Flag
  • Jillian D.
    "I take the metra and walk to work. It’s easy and about as fast in the train to Chicago as it is in a car. Going west without a car is not as doable though. "
    1
    Flag
  • Acparacchini
    "Great dog beach, easy walk to town with coffee shops, restaurants, etc and bring the dog! 4th of July parade and everyone brings their dogs "
    0
    Flag
  • Phil L. .
    "Great parks, families and restaurants. Easy walk to restaurants , train, and interesting stores. Lots of people out walking, running or on bikes. "
    0
    Flag
  • Jillian D.
    "I take the train and walk. There are usually window seats available on the Metra when I leave winnetka at 7:21. "
    1
    Flag
  • Jillian D.
    "There are lots of green parks for doggos to play at! There’s also lil fountains where you can get water for people and dogs in the summer. "
    2
    Flag
  • Sarahvaile687
    "Winnetka music festival, summer music in the park...there are plenty of events hosted by the community."
    1
    Flag
  • Winnetka mom
    "I’ve lived here for 14 years and Winnetka is the most warm, welcoming neighborhood I’ve ever lived in!"
    1
    Flag
  • Benjamin J. D.
    "They would like it. It’s a great community with tons of parks. Move here! You won’t regret it. It’s like living in a Rockwell painting."
    1
    Flag
  • Mklein
    "Lived here for 22 years. Raised our family here. Would do it again given the chance. Great mix of people from different backgrounds and heritage. Only downfall is politically backwards and cannot get anything done in the village that’s required to stay current with infrastructure or lifestyle. "
    5
    Flag
  • Sbardoni29
    "Wonderful place to live. Gorgeous homes and great apartment living above shops and restaurants. So close to the lake and Metra runs right through city to downtown. "
    0
    Flag
  • Coveyandclay
    "family friendly and perfect for children! parks are wonderful and schools are best in country. park district facilities are top notch"
    0
    Flag
  • Coveyandclay
    "great parks and lots of kids playing there all the time. very family friendly. many kids events put on by park district also."
    0
    Flag
  • Erin K. C.
    "Very dog friendly. There is a great private dog beach that is well maintained with a dog wash and passholder only gate. All dogs are required to be well behaved and up to date on all shots. "
    0
    Flag
  • Acparacchini
    "Lived in Winnetka essentially since I was 9! Great place to raise a family. Beautiful homes, great town, great beaches, excellent schools, easy transportation to the city! "
    2
    Flag
  • Gabriel
    "Safe, quiet and architecturally nice. A great place to live and raise a family. Great schools and close to the lake. "
    0
    Flag
  • mtoyama60
    "Wonderful neighborhood close to lake and town and highly rated schools. Family community. Quiet residential street. Great investment."
    0
    Flag
  • Patty E.
    "I want to move here ,whith my kids."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 558 Willow Rd

  • What is 558 Willow Rd estimated to be worth?
    Trulia's estimated value for 558 Willow Rd in Winnetka, IL is $1,907,700.
  • What is the price history for 558 Willow Rd?
    558 Willow Rd in Winnetka, IL last sold for $1,080,000 in March 2020.
  • Is Winnetka a buyer's or seller's market?
    Winnetka is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Winnetka?
    Residents describe Winnetka, IL as dog-friendly, pedestrian-friendly, and well-kept. See recently sold homes in Winnetka, IL.
  • Does 558 Willow Rd have air conditioning?
    Yes, 558 Willow Rd in Winnetka, IL has air conditioning.
  • Does 558 Willow Rd have laundry facilities?
    Yes, 558 Willow Rd in Winnetka, IL has in-unit laundry.

Explore by feature - Pet Friendly

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