373 Sunset Rd, Winnetka, IL 60093
Property image
Property image
SOLD
JUN 26, 2026

373 Sunset Rd
Winnetka, IL 60093

  • 5 Beds
  • 3.5 Baths
  • 3,465 sqft

$1,380,000

Last Sold: Jun 26, 2026
4% below list $1.44M
$398/sqft
Est. Refi. Payment $9,459/mo*
Refinance Your Home

$1,380,000

Last Sold: Jun 26, 2026
4% below list $1.44M
$398/sqft
Est. Refi. Payment $9,459/mo*
Refinance Your Home
5 Beds
3.5 Baths
3,465 sqft

Local Information

  • Map ViewExplore the area around 373 Sunset Rd.
  • Schools2 Elementary Schools2 Middle Schools2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1924
Living Area
3,465 sqft
Price/Sqft
$398/sqft
Parking
1 Car Garage

About this House

Welcome to 373 Sunset Road, an spacious 5-bedroom, 3.1-bath brick and frame home in sought-after East Winnetka. Ideally located near Greeley Elementary, New Trier High School, the Indian Hill Metra, and just moments from Lake Michigan beaches, this home offers a wonderful blend of classic architecture and exceptional space. The gracious floor plan features a welcoming foyer, office/music room, formal dining room, and a large family room with fireplace and sliding doors to the patio and backyard. The galley-style kitchen opens to a light-filled breakfast room (currently used as a sitting room) overlooking the expansive yard (50 x 192) and in-ground pool. The second level includes a spacious primary suite with walk-in closet and large bath, along with three additional bedrooms a hall bath and a home office. The third floor offers flexible living with a sitting /office area and fifth bedroom space, and full bath-ideal for guests, work, or recreation. The unfinished lower level provides excellent storage in two storage rooms and future potential. Set on a lush, deep lot, the property features a large patio, pool, and sweeping green space-perfect for outdoor living and entertaining. A rare opportunity in one of Winnetka's most desirable locations.
373 Sunset Rd, Winnetka, IL 60093 is a 5 bedroom, 4 bathroom, 3,465 sqft single-family home built in 1924. It last sold for $1,380,000 on Jun 26, 2026 (4% below the $1,439,000 asking price). More recently, it was listed as a rental in June 2017 with an asking price of $4,700 per month. That rental listing was removed on July 5, 2017. It is currently off market. The Trulia Estimate is $1,385,100, with a rent estimate of $6,282/month.

Home Details for 373 Sunset Rd

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Unfinished,PartialNumber of Rooms: 11Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Bonus Room, Breakfast Room, Dining Room, Family Room, Foyer, Kitchen, Laundry, Living Room, Office
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3465 Square Feet
Appliances & Utilities
Appliances: Range, Dishwasher, Refrigerator, Washer, Dryer, Gas Water HeaterDishwasherDryerRefrigeratorWasher
Heating & Cooling
Heating: Natural Gas,Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Natural Gas
Fireplace & Spa
Number of Fireplaces: 2Fireplace: Wood Burning, Family Room, Master BedroomHas a FireplaceNo Spa
Windows, Doors, Floors & Walls
Flooring: Hardwood
Levels, Entrance, & Accessibility
Stories: 3Accessibility: No Disability AccessFloors: Hardwood
View
No View

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: PatioFencing: Fenced
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1Has a GarageHas an Attached GarageParking Spaces: 1Parking: Yes,Garage Owned,Attached,Garage
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1924
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Brick, CedarNot a New Construction
Property Information
Parcel Number: 05214100180000

Price & Status

Price
List Price: $1,439,000Price Per Sqft: $398/sqft
Status Change & Dates
Off Market Date: Fri Apr 17 2026Possession Timing: Negotiable

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

Agent Information

Buyer Agent
Buyer Company Name: Captivate Real Estate Group

Community

Community Features: Sidewalks, Street Lights, Street Paved

HOA

HOA Fee Includes: None

Lot Information

Lot Area: 9583.2 sqft

Listing Info

Special Conditions: None

Offer

Listing Terms: Conventional

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: 12610110Attic: UnfinishedActivation Date: Mon Apr 06 2026

Additional Information

SidewalksStreet 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
Last check for updates: about 8 hours ago
Listed by Joanne Hudson, (847) 446-9600
Compass
Laura McCain
Compass
Bought with: Daniel Spitz, (773) 718-4136, eXp Realty
Source: MRED as distributed by MLS GRID, MLS#12610110

Price History for 373 Sunset Rd

DatePriceEventSource
06/26/2026$1,380,000Sold
MRED as distributed by MLS GRID #12610110
06/17/2026$1,439,000PendingMRED as distributed by MLS GRID #12610110
05/20/2026$1,439,000ListingRemovedMRED as distributed by MLS GRID #12610110
04/18/2026$1,439,000ContingentMRED as distributed by MLS GRID #12610110
04/15/2026$1,439,000Listed For SaleMRED as distributed by MLS GRID #12610110
07/05/2017$4,700ListingRemovedAgent Provided
06/07/2017$4,700Listed For RentAgent Provided
04/08/2014$4,400Sold
N/A
03/03/2014$949,000Listed For SaleAgent Provided
01/23/2012$929,000ListingRemovedAgent Provided
08/02/2011$929,000Listed For SaleAgent Provided

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$24,291
Assessment$1,007,380
Home facts updated by county records

Comparable Sales for 373 Sunset Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
318 Sunset Rd, Winnetka, IL
0.11
Single-Family Home
$1,797,000
08/12/25
4
3.5
3,165
174 Woodland Ave, Winnetka, IL
0.14
Single-Family Home
$1,515,000
05/01/26
3
2.5
3,248
478 Sunset Rd, Winnetka, IL
0.20
Single-Family Home
$1,750,000
07/29/26
4
3.5
3,364
350 Elder Ln, Winnetka, IL
0.05
Single-Family Home
$2,100,350
08/08/25
5
4
5,675
314 Woodland Ave, Winnetka, IL
0.21
Single-Family Home
$1,995,000
01/30/26
4
4
3,700
335 Fairview Ave, Winnetka, IL
0.27
Single-Family Home
$1,995,000
01/13/26
4
4.5
3,288
91 Abbottsford Rd, Winnetka, IL
0.25
Single-Family Home
$2,009,100
05/15/26
5
4.5
5,231
567 Hill Ter, Winnetka, IL
0.38
Single-Family Home
$1,795,000
04/03/26
4
3.5
3,662

Nearby homes

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Assigned Schools

These are the assigned schools for 373 Sunset Rd.
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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

  • 71 % Say they plan to stay for at least 5 years

  • 71 % Say it's walkable to grocery stores

  • 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
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  • Coveyandclay
    "family friendly and perfect for children! parks are wonderful and schools are best in country. park district facilities are top notch"
    0
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  • 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
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  • 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
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  • mtoyama60
    "Wonderful neighborhood close to lake and town and highly rated schools. Family community. Quiet residential street. Great investment."
    0
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  • Patty E.
    "I want to move here ,whith my kids."
    0
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Apartments for Rent

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Explore by feature - Pet Friendly

31 pet-friendly rentals in Winnetka, IL

Explore by feature - Air Conditioning

12 rentals with air conditioning in Winnetka, IL

Explore by feature - Washer/dryer

26 rentals with a washer/dryer in Winnetka, IL

Homes for sale near 373 Sunset Rd

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Off Market Homes Near 373 Sunset Rd

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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