556 Willow Rd, Winnetka, IL 60093
Property image
Property image
SOLD
MAY 8, 2026

$2,040,000

Trulia Estimate
  • 5 Beds
  • 4.5 Baths
  • 4,023 sqft

556 Willow Rd, Winnetka, IL 60093

Est. Refi. Payment $14,404/mo*
Refinance Your Home
Currently Off Market - Sold May 8, 2026 for $2,000,000 (7% above list price)

Home Value

Trulia Estimate
$2.04M
Since last month
Increased$9K (+0.5%)
Since last year
Increased$256K (+14.4%)
Since last sale
Increased$41K (+2.1%)
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 +55% in the last 10 years
MonthEstimated value
2026
September 2026$2.04M
August 2026$2.03M
July 2026$2.03M
June 2026$2.02M
May 2026$2.01M
April 2026$2M
March 2026$1.91M
February 2026$1.83M
January 2026$1.83M
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
386 Fairview Ave, Winnetka, IL
0.16
Single-Family Home
$2,030,000
01/29/26
4
3.5
5,284
355 Myrtle St, Winnetka, IL
0.13
Single-Family Home
$1,925,000
10/23/25
5
4.5
4,544
335 Fairview Ave, Winnetka, IL
0.21
Single-Family Home
$1,995,000
01/13/26
4
4.5
3,288
314 Woodland Ave, Winnetka, IL
0.25
Single-Family Home
$1,995,000
01/30/26
4
4
3,700
305 Poplar St, Winnetka, IL
0.10
Single-Family Home
$1,500,000
01/15/26
3
2.5
3,128
567 Oak St, Winnetka, IL
0.29
Single-Family Home
$2,825,000
09/11/26
5
4
4,212
334 Woodland Ave, Winnetka, IL
0.24
Single-Family Home
$3,005,000
04/23/26
5
4.5
3,748

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
0.02
$3,510,000
6
6.5
6,689
Recently Sold
557 Orchard Ln, Winnetka, IL 60093
0.03
$1,100,600
2
2
1,337
Off Market
502 Willow Rd, Winnetka, IL 60093
0.10
$3,386,100
6
6.5
3,768
Off Market
495 Willow Rd, Winnetka, IL 60093
0.12
$2,565,500
6
4.5
6,000
Off Market
331 Walnut St, Winnetka, IL 60093
0.05
$1,473,700
6
3
2,979
Off Market
525 Ash St, Winnetka, IL 60093
0.14
$4,995,000
5
7
4,450
Recently Sold
355 Myrtle St, Winnetka, IL 60093
0.13
$2,473,100
5
4.5
4,544
Off Market
340 Walnut St, Winnetka, IL 60093
0.07
$1,069,800
3
2
1,594
Off Market
600 Ash St, Winnetka, IL 60093
0.11
$2,718,300
6
4
-
Off Market
577 Ash St, Winnetka, IL 60093
0.13
$2,834,200
5
4.5
4,916
Off Market
607 Willow Rd, Winnetka, IL 60093
0.10
$2,303,500
5
5.5
4,620
Off Market

Local Information

  • Map ViewExplore the area around 556 Willow Rd.
  • Schools2 Elementary Schools2 Middle Schools2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2005
4,023 sqft
$497/sqft
Garage

About this House

Enjoy easy North Shore living in this beautifully maintained East Winnetka home, where you'll catch glimpses of Lake Michigan right from your driveway. Built in 2005, this newer construction home offers a rare combination of quality craftsmanship, thoughtful updates, and a layout that truly works for everyday living. The updated kitchen is the heart of the home, featuring new quartz countertops, a classic subway tile backsplash, a new hood, custom cabinetry, high-end appliances (SubZero, Bosch, Thermador), and a generous island with space to gather. It opens seamlessly to the family room with fireplace-perfect for both daily routines and relaxed entertaining. Upstairs, the second level includes a spacious primary suite along with two additional bedrooms and a full bath. The third floor adds a fourth bedroom and full bath, offering great flexibility for guests, a home office, or additional living space. The bright and expansive lower level is designed for comfort and versatility, with generous recreation space, a second family room with built-ins and fireplace, a fifth bedroom, full bath, and laundry. Additional highlights include California Closets throughout, custom window treatments and plantation shutters, and beautiful built-ins. Outside, enjoy a brick paver driveway and patio along with a fully fenced backyard. Set on a quiet street just moments to Greeley Elementary, New Trier High School, beaches, town, the Green Bay Trail, parks, and Metra-this is a home that offers both convenience and an exceptional North Shore lifestyle.
556 Willow Rd, Winnetka, IL 60093 is a 5 bedroom, 5 bathroom, 4,023 sqft single-family home built in 2005. It last sold for $2,000,000 on May 8, 2026 (7% above the $1,869,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,040,000, with a rent estimate of $6,885/month.
Last check for updates: about 12 hours ago
Listed by Katie Moor, (847) 446-9600
Compass
Bought with: Mary Grant, @properties Christie's International Real Estate
Source: MRED as distributed by MLS GRID, MLS#12581158

Home Details for 556 Willow Rd

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Finished,Egress Window,Concrete,Rec/Family Area,Storage Space,FullNumber of Rooms: 11Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Dining Room, Eating Area, Family Room, Kitchen, Laundry, Living Room, Office, Recreation Room
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 4023 Square Feet
Appliances & Utilities
Appliances: Double Oven, Range, Microwave, Dishwasher, Refrigerator, High End Refrigerator, Freezer, Washer, Dryer, Disposal, Stainless Steel Appliance(s), Oven, Range Hood, Gas Cooktop, HumidifierDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Natural GasHas CoolingAir Conditioning: Central Air,ZonedHas HeatingHeating Fuel: Natural Gas
Fireplace & Spa
Number of Fireplaces: 3Fireplace: Gas Log, Gas Starter, Family Room, Master Bedroom, BasementHas a FireplaceNo Spa
Gas & Electric
Electric: 200+ Amp Service
Windows, Doors, Floors & Walls
Window: Screens, Skylight(s), DrapesFlooring: Hardwood
Levels, Entrance, & Accessibility
Stories: 3Accessibility: No Disability AccessFloors: Hardwood
View
No View

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: PatioFencing: FencedOther Structures: Garage(s)Foundation: Concrete Perimeter
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Has a GarageNo Attached GarageHas Open ParkingParking Spaces: 2Parking: Brick Driveway,Garage Door Opener,Yes,Garage Owned,Detached,Garage
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 2005
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Tudor
Building
Construction Materials: Brick, Stucco, StoneNot a New Construction
Property Information
Parcel Number: 05213030030000

Price & Status

Price
List Price: $1,869,000Price Per Sqft: $497/sqft
Status Change & Dates
Off Market Date: Thu Apr 16 2026Possession Timing: Close Of Escrow

Location

Direction & Address
City: Winnetka
School Information
Elementary School: Greeley Elementary SchoolElementary School District: 36Jr High / Middle School: The Skokie SchoolJr High / Middle School District: 36High School: New Trier Twp H.S. Northfield/WiHigh School District: 203

Community

Community Features: Park, Tennis Court(s), Lake, Curbs, Sidewalks, Street Lights, Street Paved

HOA

HOA Fee Includes: None

Lot Information

Lot Area: 6599.34 sqft

Listing Info

Special Conditions: None

Offer

Listing Terms: Conventional

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: 12581158Activation Date: Thu Apr 16 2026

Additional Information

ParkTennis Court(s)LakeCurbsSidewalksStreet LightsStreet PavedMRD SHARE WITH CLIENTS: YesSource Internet Entire Listing DisplayMRD IDX Comments Reviews: YesMRD Listing On IDX Display: YesMRD AVM On IDX Display: YesMRD Address On VOW Display: YesMRD Price History On IDX Display: YesMRD Market Time On IDX Display: YesSource Internet Address DisplayMRD REMARKSINTERNET: YesMRD Remarks On VOW Display: Yes

Price and Tax history

DateEventPrice
May 8, 2026
Source: MRED as distributed by MLS GRID #12581158
Sold
$2,000,000
May 5, 2026
Source: MRED as distributed by MLS GRID #12581158
Pending
$1,869,000
Apr 17, 2026
Source: MRED as distributed by MLS GRID #12581158
Contingent
$1,869,000
Apr 16, 2026
Source: MRED as distributed by MLS GRID #12581158
Listed For Sale
$1,869,000
Jun 14, 2023
Source: MRED as distributed by MLS GRID #11748799
Sold
$1,562,921

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

Based on information submitted to the MLS GRID as of 2026. 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. Click here for more information

Frequently asked questions about 556 Willow Rd

  • What is 556 Willow Rd estimated to be worth?
    Trulia's estimated value for 556 Willow Rd in Winnetka, IL is $2,040,000.
  • What is the price history for 556 Willow Rd?
    556 Willow Rd in Winnetka, IL last sold for $2,000,000 in May 2026.
  • 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 556 Willow Rd have air conditioning?
    Yes, 556 Willow Rd in Winnetka, IL has air conditioning.
  • Does 556 Willow Rd have laundry facilities?
    Yes, 556 Willow Rd in Winnetka, IL has in-unit laundry.

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Off Market Homes Near 556 Willow Rd

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