377 Sunset Rd, Winnetka, IL 60093
Property image
Property image
OFF MARKET

$2,304,100

Trulia Estimate
  • 5 Beds
  • 4.5 Baths
  • 5,200 sqft

377 Sunset Rd, Winnetka, IL 60093

Est. Refi. Payment $16,259/mo*
Refinance Your Home
Currently Off Market - Sold Jun 12, 2019 for $1,425,000

Home Value

Trulia Estimate
$2.3M
Since last month
Increased$5K (+0.2%)
Since last year
Increased$178K (+8.4%)
Since last sale
Increased$879K (+61.7%)
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 +56% in the last 10 years
MonthEstimated value
2026
September 2026$2.3M
August 2026$2.3M
July 2026$2.3M
June 2026$2.37M
May 2026$2.36M
April 2026$2.33M
March 2026$2.25M
February 2026$2.19M
January 2026$2.14M
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
0.01
Single-Family Home
$1,380,000
06/26/26
5
3.5
3,465
91 Abbottsford Rd, Winnetka, IL
0.25
Single-Family Home
$2,009,100
05/15/26
5
4.5
5,231
153 Bertling Ln, Winnetka, IL
0.18
Single-Family Home
$2,750,000
04/22/26
5
4.5
6,150
314 Woodland Ave, Winnetka, IL
0.20
Single-Family Home
$1,995,000
01/30/26
4
4
3,700
478 Sunset Rd, Winnetka, IL
0.20
Single-Family Home
$1,750,000
07/29/26
4
3.5
3,364
165 Fuller Ln, Winnetka, IL
0.24
Single-Family Home
$2,450,000
05/08/26
5
5.5
4,994
484 Orchard Ln, Winnetka, IL
0.26
Single-Family Home
$2,095,000
06/25/26
5
4.5
3,296
174 Woodland Ave, Winnetka, IL
0.13
Single-Family Home
$1,515,000
05/01/26
3
2.5
3,248
643 Abbotsford Rd, Kenilworth, IL
0.37
Single-Family Home
$2,692,148
12/16/25
5
4.5
5,088
386 Fairview Ave, Winnetka, IL
0.38
Single-Family Home
$2,030,000
01/29/26
4
3.5
5,284

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
373 Sunset Rd, Winnetka, IL 60093
0.01
$1,380,000
5
3.5
3,465
Recently Sold
354 Elder Ln, Winnetka, IL 60093
0.05
$2,578,400
6
4.5
5,577
Off Market
350 Elder Ln, Winnetka, IL 60093
0.06
$2,227,500
5
4
5,675
Off Market
217 Woodland Ave, Winnetka, IL 60093
0.06
$1,863,500
6
3.5
4,287
Off Market
404 Elder Ln, Winnetka, IL 60093
0.07
$1,931,400
5
3.5
-
Off Market
395 Elder Ln, Winnetka, IL 60093
0.09
$2,183,500
6
4
3,755
Off Market
332 Elder Ln, Winnetka, IL 60093
0.10
$2,873,200
7
5
6,102
Off Market
384 Hawthorn Ln, Winnetka, IL 60093
0.12
$2,510,300
5
6
3,434
Off Market
390 Hawthorn Ln, Winnetka, IL 60093
0.12
$2,568,400
5
5.5
5,300
Off Market
434 Elder Ln, Winnetka, IL 60093
0.12
$1,500,300
4
4.5
-
Off Market
402 Hawthorn Ln, Winnetka, IL 60093
0.13
$1,432,800
4
1.5
2,534
Off Market
318 Sunset Rd, Winnetka, IL 60093
0.12
$1,904,600
4
3.5
3,165
Off Market

Local Information

  • Map ViewExplore the area around 377 Sunset Rd.
  • Schools2 Elementary Schools2 Middle Schools2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2004
5,200 sqft
$443/sqft
Garage

About this House

Step into this dreamy, custom built home and you will feel like you have been transported to the sunny California coast...This exquisitely designed home exudes serene, beachy vibes with elements of urban sophistication and perhaps even a dash of mid-century modern woven in. Clean, contemporary, transitional and open, it is truly the epitome of casual elegance and lives beautifully on all 4 levels of its phenomenal, sun filled living space. The gorgeous, step down Kitchen with island and table area features a spectacular wall of floor to ceiling windows and doors overlooking the gorgeous back yard. The spacious Master BR suite with vaulted ceiling and spa like Master BA rivals the best of SoCal boutique hotels. Exceptional decor, finishes and craftsmanship. Truly turnkey. The absolute best location! Hear the waves lap against the shores of Lake Michigan. Steps to Greeley, New Trier, Elder Beach, dog beach, Indian Hill Park and Metra. Truly a one of a kind and very special. FABULOUS!
377 Sunset Rd, Winnetka, IL 60093 is a 5 bedroom, 5 bathroom, 5,200 sqft single-family home built in 2004. It last sold for $1,425,000 on Jun 12, 2019. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,304,100, with a rent estimate of $7,730/month.

Home Details for 377 Sunset Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 11Types of Rooms: Walk In Closet, Dining Room
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Carpet, Hardwood, Slate
Security
Security System

Exterior Features

Exterior Home Features
Roof: Asphalt, OtherExterior: WoodPatio
Parking & Garage
GarageParking: Garage Detached

Property Information

Year Built
Year Built: 2004
Property Type / Style
Property Type: Single Family HomeArchitecture: split level

Community

Units in Building: 1

Lot Information

Lot Area: 9500 sqft

Price and Tax history

DateEventPrice
Jun 12, 2019
Source: MRED as distributed by MLS GRID #10279494
Sold
$1,425,000
Apr 12, 2019
Source: Agent Provided
Pending
$1,495,000
Mar 15, 2019
Source: Agent Provided
PriceChange
$1,495,000
Price decreased by 3%
Feb 22, 2019
Source: Agent Provided
Listed For Sale
$1,545,000
May 19, 2014
Source: MRED as distributed by MLS GRID #08561716
Sold
$1,400,000

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 377 Sunset Rd

  • What is 377 Sunset Rd estimated to be worth?
    Trulia's estimated value for 377 Sunset Rd in Winnetka, IL is $2,304,100.
  • What is the price history for 377 Sunset Rd?
    377 Sunset Rd in Winnetka, IL last sold for $1,425,000 in June 2019.
  • 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 377 Sunset Rd have air conditioning?
    Yes, 377 Sunset Rd in Winnetka, IL has air conditioning.
  • Does 377 Sunset Rd have laundry facilities?
    Yes, 377 Sunset Rd in Winnetka, IL has in-unit laundry.

Explore by feature - Pet Friendly

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