159 De Windt Rd, Winnetka, IL 60093
OFF MARKET

$2,800,500

Trulia Estimate
  • 4 Beds
  • 4 Baths
  • 4,054 sqft (on 0.80 acres)

159 De Windt Rd, Winnetka, IL 60093

Est. Refi. Payment $19,745/mo*
Refinance Your Home
Currently Off Market - Sold Dec 22, 1993 for $1,000,000

Home Value

Trulia Estimate
$2.8M
Since last month
Increased$82K (+3%)
Since last year
Increased$245K (+9.7%)
Since last sale
Increased$2M (+177.4%)
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 +38% in the last 10 years
MonthEstimated value
2026
September 2026$2.77M
August 2026$2.69M
July 2026$2.67M
June 2026$2.74M
May 2026$2.81M
April 2026$2.68M
March 2026$2.62M
February 2026$2.56M
January 2026$2.45M
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
180 Apple Tree Rd, Winnetka, IL
0.17
Single-Family Home
$2,350,000
01/09/26
5
3.5
4,800
1185 Hill Rd, Winnetka, IL
0.23
Single-Family Home
$2,175,000
06/24/26
4
6
4,269
303 Auburn Ave, Winnetka, IL
0.36
Single-Family Home
$1,400,000
05/04/26
4
3
3,737
312 Rosewood Ave, Winnetka, IL
0.25
Single-Family Home
$1,725,000
04/17/26
4
3.5
3,560
180 Westview Rd, Winnetka, IL
0.33
Single-Family Home
$1,795,000
09/16/26
3
2.5
4,356
270 Euclid Ave, Winnetka, IL
0.31
Single-Family Home
$1,384,000
04/08/26
4
3
2,898
52 Locust Rd, Winnetka, IL
0.45
Single-Family Home
$3,075,000
04/30/26
4
3.5
4,430
296 White Oak Ln, Winnetka, IL
0.29
Single-Family Home
$3,525,000
06/15/26
4
4.5
5,499
43 Indian Hill Rd, Winnetka, IL
0.44
Single-Family Home
$2,175,000
02/09/26
4
4.5
5,873
48 Indian Hill Rd, Winnetka, IL
0.47
Single-Family Home
$3,489,000
08/21/26
5
4.5
3,683

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
172 De Windt Rd, Winnetka, IL 60093
0.06
$3,032,600
4
3.5
5,233
Off Market
180 De Windt Rd, Winnetka, IL 60093
0.09
$3,980,500
5
3.5
5,735
Off Market
161 Apple Tree Rd, Winnetka, IL 60093
0.13
$3,875,100
5
6.5
7,289
Off Market
180 Apple Tree Rd, Winnetka, IL 60093
0.17
$2,350,000
5
3.5
4,800
Recently Sold
1088 Mount Pleasant Rd, Winnetka, IL 60093
0.17
$1,368,200
4
3.5
2,898
Off Market
1118 Mount Pleasant Rd, Winnetka, IL 60093
0.18
$3,689,500
5
4.5
5,445
Off Market
1128 Mount Pleasant Rd, Winnetka, IL 60093
0.19
$4,200,000
6
7.5
6,950
For Sale
269 Locust Rd, Winnetka, IL 60093
0.18
$2,108,600
5
4.5
-
Off Market
1098 Mount Pleasant Rd, Winnetka, IL 60093
0.19
$2,908,500
4
3.5
-
Off Market
1066 Mount Pleasant Rd, Winnetka, IL 60093
0.20
$3,505,800
6
5.5
-
Off Market
1185 Hill Rd, Winnetka, IL 60093
0.23
$2,175,000
4
6
4,269
Recently Sold
1020 Mount Pleasant Rd, Winnetka, IL 60093
0.21
$1,608,200
6
3.5
3,467
Off Market

Local Information

  • Map ViewExplore the area around 159 De Windt Rd.
  • Schools2 Elementary Schools2 Middle Schools2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1940
0.8 acre lot
4,054 sqft
$691/sqft
Garage

About this House

This single-family home is located at 159 De Windt Rd, Winnetka, IL. 159 De Windt Rd is in Winnetka, IL and in ZIP code 60093. This property has 4 bedrooms, 4 bathrooms and approximately 4,054 sqft of floor space. This property has a lot size of 0.80 acres and was built in 1940.
159 De Windt Rd, Winnetka, IL 60093 is a 4 bedroom, 4 bathroom, 4,054 sqft single-family home built in 1940. It last sold for $1,000,000 on Dec 22, 1993. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,800,500, with a rent estimate of $6,778/month.

Home Details for 159 De Windt Rd

Interior Features

Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 8
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: OtherExterior: Stone
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1940
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 0.80 acres

Price and Tax history

DateEventPrice
Dec 22, 1993
Source: N/A
Sold
$1,000,000

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 159 De Windt Rd

  • What is 159 De Windt Rd estimated to be worth?
    Trulia's estimated value for 159 De Windt Rd in Winnetka, IL is $2,800,500.
  • What is the price history for 159 De Windt Rd?
    159 De Windt Rd in Winnetka, IL last sold for $1,000,000 in December 1993.
  • 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.
  • How big is the lot at 159 De Windt Rd?
    The lot at 159 De Windt Rd in Winnetka, IL is about 0.80 acres (34,674 sq ft).
  • Does 159 De Windt Rd have a garage?
    Yes, 159 De Windt Rd in Winnetka, IL has a garage.

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