429 Sunset Rd, Winnetka, IL 60093
OFF MARKET

$2,187,100

Trulia Estimate
  • 5 Beds
  • 3.5 Baths
  • 2,634 sqft

429 Sunset Rd, Winnetka, IL 60093

Est. Refi. Payment $15,437/mo*
Refinance Your Home
Currently Off Market - Sold Aug 19, 2016 for $1,400,000

Home Value

Trulia Estimate
$2.19M
Since last month
Decreased$3K (-0.2%)
Since last year
Increased$207K (+10.5%)
Since last sale
Increased$787K (+56.2%)
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 +58% in the last 10 years
MonthEstimated value
2026
September 2026$2.19M
August 2026$2.19M
July 2026$2.17M
June 2026$2.24M
May 2026$2.2M
April 2026$2.19M
March 2026$2.13M
February 2026$2.05M
January 2026$2.01M
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
373 Sunset Rd, Winnetka, IL
0.11
Single-Family Home
$1,380,000
06/26/26
5
3.5
3,465
174 Woodland Ave, Winnetka, IL
0.09
Single-Family Home
$1,515,000
05/01/26
3
2.5
3,248
478 Sunset Rd, Winnetka, IL
0.10
Single-Family Home
$1,750,000
07/29/26
4
3.5
3,364
480 Orchard Ln, Winnetka, IL
0.19
Single-Family Home
$1,715,000
01/26/26
3
2.5
2,695
158 Woodland Ave, Winnetka, IL
0.13
Single-Family Home
$910,000
12/17/25
3
3
2,200
484 Orchard Ln, Winnetka, IL
0.20
Single-Family Home
$2,095,000
06/25/26
5
4.5
3,296
567 Hill Ter, Winnetka, IL
0.28
Single-Family Home
$1,795,000
04/03/26
4
3.5
3,662
305 Poplar St, Winnetka, IL
0.25
Single-Family Home
$1,500,000
01/15/26
3
2.5
3,128
314 Woodland Ave, Winnetka, IL
0.18
Single-Family Home
$1,995,000
01/30/26
4
4
3,700
335 Fairview Ave, Winnetka, IL
0.23
Single-Family Home
$1,995,000
01/13/26
4
4.5
3,288

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
434 Elder Ln, Winnetka, IL 60093
0.04
$1,500,300
4
4.5
-
Off Market
217 Woodland Ave, Winnetka, IL 60093
0.04
$1,863,500
6
3.5
4,287
Off Market
404 Elder Ln, Winnetka, IL 60093
0.05
$1,931,400
5
3.5
-
Off Market
471 Sunset Rd, Winnetka, IL 60093
0.08
$3,286,300
5
5.5
4,853
Off Market
Address Not Disclosed, Winnetka, IL 60093
0.08
$1,589,647
4
3
-
Recently Sold
174 Woodland Ave, Winnetka, IL 60093
0.09
$1,515,000
3
2.5
3,248
Recently Sold
395 Elder Ln, Winnetka, IL 60093
0.10
$2,183,500
6
4
3,755
Off Market
478 Sunset Rd, Winnetka, IL 60093
0.10
$1,750,000
4
3.5
3,364
Recently Sold
373 Sunset Rd, Winnetka, IL 60093
0.11
$1,380,000
5
3.5
3,465
Recently Sold
402 Hawthorn Ln, Winnetka, IL 60093
0.12
$1,432,800
4
1.5
2,534
Off Market
460 Hawthorn Ln, Winnetka, IL 60093
0.13
$854,000
4
2.5
1,950
Off Market
390 Hawthorn Ln, Winnetka, IL 60093
0.13
$2,568,400
5
5.5
5,300
Off Market

Local Information

  • Map ViewExplore the area around 429 Sunset Rd.
  • Schools2 Elementary Schools2 Middle Schools2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1922
2,634 sqft
$830/sqft
Garage

About this House

Lovely and pristine New England Dutch Colonial renovated and expanded to perfection on desirable East Winnetka street. Walk to schools, beach, train and parks. Beautifully appointed formal living and dining rooms. High end finishes thru-out, chef's kitchen with breakfast bar and eat-in area. Spacious family room with fireplace, custom built-ins and window seating. French doors open to gorgeous pergola on front and back of home. Private master suite with fireplace, two walk-in closets, dressing area with built-in custom cabinetry and large lux bath with heated floors. Fabulous lower level boasts recreation room, office area, laundry room and private au pair or guest suite complete with full bath, kitchenette and more. Oversized bluestone patio and lovely private professionally landscaped backyard. Extra large heated 2 1/2 car garage. Meticulously maintained and truly a gem.
429 Sunset Rd, Winnetka, IL 60093 is a 5 bedroom, 4 bathroom, 2,634 sqft single-family home built in 1922. It last sold for $1,400,000 on Aug 19, 2016. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,187,100, with a rent estimate of $5,711/month.

Home Details for 429 Sunset Rd

Interior Features

Interior Details
BasementNumber of Rooms: 9
Levels, Entrance, & Accessibility
Stories: 2
Appliances & Utilities
Dishwasher
Heating & Cooling
Air ConditioningCooling System: Central
Fireplace & Spa
Fireplace

Exterior Features

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

Property Information

Year Built
Year Built: 1922
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 9500 sqft

Price and Tax history

DateEventPrice
Aug 19, 2016
Source: MRED as distributed by MLS GRID #09158367
Sold
$1,400,000
Mar 23, 2016
Source: Agent Provided
Pending
$1,475,000
Mar 8, 2016
Source: Agent Provided
Listed For Sale
$1,475,000
May 5, 2010
Source: Agent Provided
ListingRemoved
$1,549,000
Mar 14, 2010
Source: Agent Provided
Listed For Sale
$1,549,000

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 429 Sunset Rd

  • What is 429 Sunset Rd estimated to be worth?
    Trulia's estimated value for 429 Sunset Rd in Winnetka, IL is $2,187,100.
  • What is the price history for 429 Sunset Rd?
    429 Sunset Rd in Winnetka, IL last sold for $1,400,000 in August 2016.
  • 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 429 Sunset Rd have air conditioning?
    Yes, 429 Sunset Rd in Winnetka, IL has air conditioning.
  • How big is the lot at 429 Sunset Rd?
    The lot at 429 Sunset Rd in Winnetka, IL is about 0.22 acres (9,500 sq ft).

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