1028 Cherry St, Winnetka, IL 60093
Property image
Property image
OFF MARKET

1028 Cherry St
Winnetka, IL 60093

  • 4 Beds
  • 3.5 Baths
  • 2,711 sqft

$1,755,900

Trulia Estimate
as of Jul 12, 2026
Est. Refi. Payment $11,857/mo*
Refinance Your Home

$1,755,900

Trulia Estimate
as of Jul 12, 2026
Est. Refi. Payment $11,857/mo*
Refinance Your Home
4 Beds
3.5 Baths
2,711 sqft

Local Information

  • Map ViewExplore the area around 1028 Cherry St.
  • Schools2 Elementary Schools2 Middle Schools2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Description

Lovely traditional home in the heart of Winnetka with many 2022 and 2023 updates in keeping with it's vintage charm. 1st level with cozy living room that opens to stunning family room with French doors to outdoor Pergola and lush backyard with multiple entertainment areas. Enjoy the spacious updated eat-in kitchen and 2nd level Primary Suite and 3 additional bedrooms. Enjoy the newly finished basement with laundry room, office, bath and finished play area. Home has 3 zoned HVAC and 2 car detached heated garage. Close proximity to town, Crow Island School, Winnetka Ice Arena, tennis/paddle and Golf Course. $1,375
1028 Cherry St, Winnetka, IL 60093 is a 4 bedroom, 4 bathroom, 2,711 sqft single-family home built in 1925. It last sold for $1,400,000 on Mar 15, 2024 (2% above the $1,375,000 asking price). It is currently off market. The Trulia Estimate is $1,755,900, with a rent estimate of $5,899/month.

Home Highlights

Parking
Garage
Outdoor
Patio, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 1028 Cherry St

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Cellar,DaylightNumber of Rooms: 9Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Deck, Dining Room, Family Room, Foyer, Kitchen, Laundry, Living Room, Office
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2711 Square Feet
Appliances & Utilities
Appliances: Double Oven, Range, Microwave, Dishwasher, High End Refrigerator, Washer, Dryer, Disposal, Stainless Steel Appliance(s)DishwasherDisposalDryerLaundry: Gas Dryer HookupMicrowaveWasher
Heating & Cooling
Heating: Natural Gas,Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Natural Gas
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Gas Starter, Living RoomHas a FireplaceNo Spa
Windows, Doors, Floors & Walls
Flooring: Hardwood
Levels, Entrance, & Accessibility
Stories: 2Accessibility: No Disability AccessFloors: Hardwood
View
No View

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Deck, Patio
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Has a GarageNo Attached GarageParking Spaces: 4Parking: Heated Garage,On Site,Garage Owned,Detached,Owned,Garage
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1925Year Renovated: 2021
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Wood SidingNot a New Construction
Property Information
Parcel Number: 05201180050000

Price & Status

Price
List Price: $1,375,000
Status Change & Dates
Off Market Date: Fri Jan 26 2024Possession Timing: Close Of Escrow

Location

Direction & Address
City: Winnetka
School Information
Elementary School: Crow Island Elementary SchoolElementary School District: 36Jr High / Middle School: Carleton W Washburne SchoolJr High / Middle School District: 36High School: New Trier Twp H.S. Northfield/WiHigh School District: 203

Community

Community Features: Park, Tennis Court(s), Curbs, Sidewalks, Street Lights, Street Paved

HOA

HOA Fee Includes: None

Lot Information

Lot Area: 8850 sqft

Listing Info

Special Conditions: List Broker Must Accompany

Offer

Listing Terms: Cash

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: 11699456Activation Date: Sat Jan 27 2024

Additional Information

ParkTennis Court(s)CurbsSidewalksStreet LightsStreet PavedSource Internet Automated Valuation DisplaySource Internet Consumer CommentMRD SHARE WITH CLIENTS: YesSource Internet Entire Listing DisplayMRD REMARKSINTERNET: YesSource Internet Address Display
Last check for updates: about 11 hours ago
Listed by Katie Traines, (847) 881-0200
@properties Christie's International Real Estate
Bought with: Bonnie Tripton, (773) 896-5628, @properties Christie's International Real Estate
Source: MRED as distributed by MLS GRID, MLS#11699456

Price History for 1028 Cherry St

DatePriceEventSource
03/15/2024$1,400,000Sold
MRED as distributed by MLS GRID #11699456

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
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2024
Tax
Assessment$834,430
Home facts updated by county records

Comparable Sales for 1028 Cherry St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1101 Oak St, Winnetka, IL
0.19
Single-Family Home
$1,375,000
07/31/25
4
2.5
2,170
972 Elm St, Winnetka, IL
0.20
Single-Family Home
$1,350,000
06/24/26
5
3.5
2,800
1092 Ash St, Winnetka, IL
0.14
Single-Family Home
$1,875,000
04/24/26
4
3
3,622
916 Oak St, Winnetka, IL
0.23
Single-Family Home
$1,515,000
04/30/26
4
2.5
2,116
1082 Ash St, Winnetka, IL
0.13
Single-Family Home
$2,100,000
06/08/26
4
3.5
3,932
1166 Cherry St, Winnetka, IL
0.25
Single-Family Home
$1,400,000
07/21/25
4
3.5
3,611
312 Rosewood Ave, Winnetka, IL
0.26
Single-Family Home
$1,725,000
04/17/26
4
3.5
3,560
1105 Elm St, Winnetka, IL
0.25
Single-Family Home
$1,340,000
06/24/26
3
3.5
2,435
384 Provident Ave, Winnetka, IL
0.16
Single-Family Home
$1,860,000
07/25/25
5
4.5
3,500
886 Willow Rd, Winnetka, IL
0.32
Single-Family Home
$1,100,000
08/01/25
4
3.5
2,534

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 1028 Cherry St.
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

  • 75 % 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

  • 67 % 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

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

44 pet-friendly rentals in Winnetka, IL

Explore by feature - Air Conditioning

24 rentals with air conditioning in Winnetka, IL

Explore by feature - Washer/dryer

42 rentals with a washer/dryer in Winnetka, IL

Homes for sale near 1028 Cherry St

Skip to last item
Skip to first item

Off Market Homes Near 1028 Cherry St

Skip to last item
Skip to first item
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