1253 Cherry St, Winnetka, IL 60093
Property image
Property image
OFF MARKET

$925,200

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

1253 Cherry St, Winnetka, IL 60093

Est. Refi. Payment $6,588/mo*
Refinance Your Home
Currently Off Market - Sold Aug 29, 2025 for $875,000

Home Value

Trulia Estimate
$925K
Since last month
Increased$2K (+0.2%)
Since last year
Increased$58K (+6.7%)
Since last sale
Increased$51K (+5.8%)
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 +42% in the last 10 years
MonthEstimated value
2026
September 2026$926K
August 2026$921K
July 2026$924K
June 2026$915K
May 2026$912K
April 2026$906K
March 2026$894K
February 2026$876K
January 2026$895K
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
1208 Oak St, Winnetka, IL
0.09
Single-Family Home
$1,226,000
08/31/26
3
2
2,680
1110 Elm St, Winnetka, IL
0.29
Single-Family Home
$1,250,000
09/10/26
4
2.5
3,362
1105 Elm St, Winnetka, IL
0.33
Single-Family Home
$1,340,000
06/24/26
3
3.5
2,435
376 Rosewood Ave, Winnetka, IL
0.39
Single-Family Home
$900,000
07/24/26
2
2
1,938
270 Euclid Ave, Winnetka, IL
0.37
Single-Family Home
$1,384,000
04/08/26
4
3
2,898
1295 Sunview Ln, Winnetka, IL
0.39
Single-Family Home
$1,105,813
06/29/26
4
3
2,316
1087 Ash St, Winnetka, IL
0.32
Single-Family Home
$1,670,000
07/23/26
4
3
3,163
1225 Elm St, Winnetka, IL
0.17
Single-Family Home
$1,750,000
08/10/26
4
3.5
3,992
419 Provident Ave, Winnetka, IL
0.59
Single-Family Home
$1,355,000
08/26/26
3
2.5
2,206

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
1228 Cherry St, Winnetka, IL 60093
0.07
$1,547,500
4
2.5
2,825
Off Market
1209 Cherry St, Winnetka, IL 60093
0.09
$1,998,900
6
3.5
3,822
Off Market
1218 Cherry St, Winnetka, IL 60093
0.08
$1,564,800
4
3.5
-
Off Market
1208 Oak St, Winnetka, IL 60093
0.09
$1,226,000
3
2
2,680
Recently Sold
1241 Ash St, Winnetka, IL 60093
0.09
$2,765,000
5
5.5
4,680
Recently Sold
1229 Ash St, Winnetka, IL 60093
0.10
$2,236,200
5
3.5
4,127
Off Market
1260 Ash St, Winnetka, IL 60093
0.13
$1,077,500
3
2.5
2,756
Off Market
1173 Cherry St, Winnetka, IL 60093
0.15
$1,672,200
4
3.5
2,860
Off Market
415 Berkeley Ave, Winnetka, IL 60093
0.16
$1,836,500
4
3.5
3,087
Off Market
1225 Elm St, Winnetka, IL 60093
0.17
$1,750,000
4
3.5
3,992
Recently Sold
1166 Cherry St, Winnetka, IL 60093
0.18
$1,488,300
4
3.5
3,611
Off Market

Local Information

  • Map ViewExplore the area around 1253 Cherry St.
  • Schools2 Elementary Schools2 Middle Schools2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1928
0.25 acre lot
1,920 sqft
$482/sqft
Garage

About this House

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!
1253 Cherry St, Winnetka, IL 60093 is a 3 bedroom, 3 bathroom, 1,920 sqft single-family home built in 1928. It last sold for $875,000 on Aug 29, 2025 (3% below the $899,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $925,200, with a rent estimate of $4,298/month.
Last check for updates: about 9 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

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
View
No View

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: $899,000
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

Additional Information

Source Internet Entire Listing DisplaySource Internet Address DisplayMRD REMARKSINTERNET: Yes

Price and Tax history

DateEventPrice
Aug 29, 2025
Source: MRED as distributed by MLS GRID #12401372
Sold
$875,000
Aug 15, 2025
Source: MRED as distributed by MLS GRID #12401372
Pending
$899,000
Jul 14, 2025
Source: MRED as distributed by MLS GRID #12401372
PriceChange
$899,000
Price decreased by 5%
Jun 23, 2025
Source: MRED as distributed by MLS GRID #12401372
Listed For Sale
$949,000

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

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

Frequently asked questions about 1253 Cherry St

  • What is 1253 Cherry St estimated to be worth?
    Trulia's estimated value for 1253 Cherry St in Winnetka, IL is $925,200.
  • What is the price history for 1253 Cherry St?
    1253 Cherry St in Winnetka, IL last sold for $875,000 in August 2025.
  • 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 1253 Cherry St have air conditioning?
    Yes, 1253 Cherry St in Winnetka, IL has air conditioning.
  • Does 1253 Cherry St have laundry facilities?
    Yes, 1253 Cherry St in Winnetka, IL has laundry facilities.

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