434 Willow Rd, Winnetka, IL 60093
OFF MARKET

434 Willow Rd
Winnetka, IL 60093

  • 5 Beds
  • 5 Baths
  • 4,589 sqft (on 0.35 acres)

$2,526,800

Trulia Estimate
as of Aug 7, 2026
Est. Refi. Payment $17,202/mo*
Refinance Your Home

$2,526,800

Trulia Estimate
as of Aug 7, 2026
Est. Refi. Payment $17,202/mo*
Refinance Your Home
5 Beds
5 Baths
4,589 sqft
(on 0.35 acres)

Local Information

  • Map ViewExplore the area around 434 Willow Rd.
  • Schools2 Elementary Schools2 Middle Schools2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1923
Lot Size
0.35 acres
Living Area
4,589 sqft
Price/Sqft
$551
Parking
Garage

About this House

FABULOUS LARGE LOT IN EAST WINNETKA - WALK TO LAKE & SCHOOLS CHARMING QUIET NEIGHBORHOOD. CALL FOR COMPARABLE SOLD PROPERTIES & OTHER INFORMATION - NEW TRIER HIGH SCHOOL.
434 Willow Rd, Winnetka, IL 60093 is a 5 bedroom, 5 bathroom, 4,589 sqft single-family home built in 1923. It last sold for $1,400,000 on Sep 15, 2008. It is currently off market. The Trulia Estimate is $2,526,800, with a rent estimate of $6,878/month.

Home Details for 434 Willow Rd

Interior Features

Heating & Cooling
Heating: OtherAir ConditioningCooling System: CentralHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 12
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: Stone
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1923
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 0.35 acres

Price History for 434 Willow Rd

DatePriceEventSource
09/15/2008$1,400,000Sold
MRED as distributed by MLS GRID #06676541
09/11/2003$1,520,000Sold
N/A
09/06/2001$1,165,000Sold
N/A

Market trends in Winnetka

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.93M
Sale-to-List Price
—
Price per sq ft
$511
Available listings
34
8MoM
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Property Tax and Assessment

Year2024
Tax$34,326
Assessment$1,456,480
Home facts updated by county records

Comparable Sales for 434 Willow Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
355 Myrtle St, Winnetka, IL
0.09
Single-Family Home
$1,925,000
10/23/25
5
4.5
4,544
334 Woodland Ave, Winnetka, IL
0.04
Single-Family Home
$3,005,000
04/23/26
5
4.5
3,748
335 Fairview Ave, Winnetka, IL
0.02
Single-Family Home
$1,995,000
01/13/26
4
4.5
3,288
314 Woodland Ave, Winnetka, IL
0.07
Single-Family Home
$1,995,000
01/30/26
4
4
3,700
321 Woodland Ave, Winnetka, IL
0.09
Single-Family Home
$2,600,000
09/18/25
6
5
4,698
484 Orchard Ln, Winnetka, IL
0.11
Single-Family Home
$2,095,000
06/25/26
5
4.5
3,296
373 Sunset Rd, Winnetka, IL
0.28
Single-Family Home
$1,380,000
06/26/26
5
3.5
3,465
386 Fairview Ave, Winnetka, IL
0.11
Single-Family Home
$2,030,000
01/29/26
4
3.5
5,284
556 Willow Rd, Winnetka, IL
0.22
Single-Family Home
$2,000,000
05/08/26
5
4.5
4,023
350 Elder Ln, Winnetka, IL
0.27
Single-Family Home
$2,100,350
08/08/25
5
4
5,675

Nearby homes

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Assigned Schools

These are the assigned schools for 434 Willow Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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

Apartments for Rent

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Explore by feature - Pet Friendly

25 pet-friendly rentals in Winnetka, IL

Explore by feature - Air Conditioning

12 rentals with air conditioning in Winnetka, IL

Explore by feature - Washer/dryer

21 rentals with a washer/dryer in Winnetka, IL

Homes for sale near 434 Willow Rd

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Off Market Homes Near 434 Willow Rd

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Frequently asked questions about 434 Willow Rd

  • What is 434 Willow Rd estimated to be worth?
    Trulia's estimated value for 434 Willow Rd in Winnetka, IL is $2,526,800.
  • What is the price history for 434 Willow Rd?
    434 Willow Rd in Winnetka, IL last sold for $1,400,000 in September 2008.
  • Is Winnetka a buyer's or seller's market?
    Winnetka is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Winnetka?
    The median sale price in Winnetka is $1.93M.
  • Does 434 Willow Rd have air conditioning?
    Yes, 434 Willow Rd in Winnetka, IL has air conditioning.
  • How big is the lot at 434 Willow Rd?
    The lot at 434 Willow Rd in Winnetka, IL is about 0.35 acres (15,246 sq ft).