1253 Cherry St, Winnetka, IL 60093
SOLD
AUG 29, 2025

1253 Cherry St
Winnetka, IL 60093

  • 3 Beds
  • 3 Baths
  • 1,920 sqft (on 0.25 acres)

$875,000

Last Sold: Aug 29, 2025
3% below list $899K
$456/sqft
Est. Refi. Payment $5,895/mo*
Refinance Your Home

$875,000

Last Sold: Aug 29, 2025
3% below list $899K
$456/sqft
Est. Refi. Payment $5,895/mo*
Refinance Your Home
3 Beds
3 Baths
1,920 sqft
(on 0.25 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Motivated seller! A beautiful red brick home, center entrance colonial, in a prime Winnetka location that gushes with natural sunlight. The combination of a prime location coupled with a superb floor plan and great bones puts this in a unique category all by itself. Walk to Crow Island, Skokie, Washburne and park district field/sports complex.: two fireplaces, wood burning and gas, walk up attic and a mud room. A truly special opportunity to make this yours by updating and decorating as you wish!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from September 02, 2025

Home Highlights

Parking
Garage
Outdoor
Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
$456/sqft
Listed
180+ days ago

Home Details for 1253 Cherry St

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Finished,FullNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Dining Room, Family Room, Kitchen, Laundry, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 1920 Square Feet
Heating & Cooling
Heating: Natural GasHas CoolingAir Conditioning: Small Duct High VelocityHas HeatingHeating Fuel: Natural Gas
Levels, Entrance, & Accessibility
Stories: 2Accessibility: No Disability Access

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: PatioFoundation: Brick/Mortar, Concrete Perimeter
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Has a GarageNo Attached GarageParking Spaces: 2Parking: On Site,Detached,Garage
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1928
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: BrickNot a New Construction
Property Information
Parcel Number: 05201110150000

Price & Status

Price
List Price: $899,000Price Per Sqft: $456/sqft
Status Change & Dates
Off Market Date: Fri Aug 15 2025Possession Timing: Close Of Escrow

Location

Direction & Address
City: Winnetka
School Information
Elementary School District: 36Jr High / Middle School District: 36High School District: 36

Building

Building Area
Building Area: 1920 Square Feet

HOA

HOA Fee Includes: None

Lot Information

Lot Area: 10890 sqft

Listing Info

Special Conditions: Standard

Offer

Listing Terms: Conventional

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: 12401372
Last check for updates: about 2 hours ago
Listed by Misael Chacon, (804) 656-5007
Beycome Brokerage Realty LLC
Bought with: Sara Sullivan, (847) 525-1905, Compass
Source: MRED as distributed by MLS GRID, MLS#12401372

Price History for 1253 Cherry St

DatePriceEventSource
08/29/2025$875,000Sold
MRED as distributed by MLS GRID #12401372
08/15/2025$899,000PendingMRED as distributed by MLS GRID #12401372
07/14/2025$899,000PriceChange
MRED as distributed by MLS GRID #12401372
06/23/2025$949,000Listed For SaleMRED as distributed by MLS GRID #12401372

Market trends in Winnetka

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
33
2MoM
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Property Tax and Assessment

Year2024
Tax
Assessment$636,910
Home facts updated by county records

Homeowner tools

Estimated monthly rent$6,752/mo
List your home for rent

Comparable Sales for 1253 Cherry St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1101 Oak St, Winnetka, IL
0.30
Single-Family Home
$1,375,000
07/31/25
4
2.5
2,170
1166 Cherry St, Winnetka, IL
0.18
Single-Family Home
$1,400,000
07/21/25
4
3.5
3,611
270 Euclid Ave, Winnetka, IL
0.37
Single-Family Home
$1,384,000
04/08/26
4
3
2,898
303 Auburn Ave, Winnetka, IL
0.31
Single-Family Home
$1,400,000
05/04/26
4
3
3,737
1288 Sunview Ln, Winnetka, IL
0.34
Single-Family Home
$875,000
01/12/26
5
3.5
2,714
1092 Ash St, Winnetka, IL
0.33
Single-Family Home
$1,875,000
04/24/26
4
3
3,622
925 Elm St, Winnetka, IL
0.64
Single-Family Home
$925,000
02/24/26
3
3.5
2,216
916 Oak St, Winnetka, IL
0.63
Single-Family Home
$1,515,000
04/30/26
4
2.5
2,116

Nearby homes

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Assigned Schools

These are the assigned schools for 1253 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.
  • 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
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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
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  • 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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Off Market Homes Near 1253 Cherry St

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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
1253 Cherry St, Winnetka, IL 60093 is a 3 bedroom, 3 bathroom, 1,920 sqft single-family home built in 1928. This property is not currently available for sale. 1253 Cherry St was last sold on Aug 29, 2025 for $875,000 (3% lower than the asking price of $899,000). The current Trulia Estimate for 1253 Cherry St is $912,400.