1082 Cherry St, Winnetka, IL 60093
Property image
Property image
OFF MARKET

$1,375,000

Trulia Estimate
  • 3 Beds
  • 2.5 Baths
  • 2,165 sqft

1082 Cherry St, Winnetka, IL 60093

Est. Refi. Payment $9,644/mo*
Refinance Your Home
Currently Off Market - Sold Jun 21, 2024 for $935,000

Home Value

Trulia Estimate
$1.38M
Since last month
Increased$37K (+2.7%)
Since last year
Increased$138K (+11%)
Since last sale
Increased$459K (+49.1%)
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 +96% in the last 10 years
MonthEstimated value
2026
September 2026$1.39M
August 2026$1.37M
July 2026$1.36M
June 2026$1.41M
May 2026$1.39M
April 2026$1.32M
March 2026$1.31M
February 2026$1.28M
January 2026$1.25M
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
376 Rosewood Ave, Winnetka, IL
0.12
Single-Family Home
$900,000
07/24/26
2
2
1,938
419 Provident Ave, Winnetka, IL
0.26
Single-Family Home
$1,355,000
08/26/26
3
2.5
2,206
1087 Ash St, Winnetka, IL
0.04
Single-Family Home
$1,670,000
07/23/26
4
3
3,163
1208 Oak St, Winnetka, IL
0.25
Single-Family Home
$1,226,000
08/31/26
3
2
2,680
1110 Elm St, Winnetka, IL
0.18
Single-Family Home
$1,250,000
09/10/26
4
2.5
3,362
1105 Elm St, Winnetka, IL
0.21
Single-Family Home
$1,340,000
06/24/26
3
3.5
2,435
1092 Ash St, Winnetka, IL
0.09
Single-Family Home
$1,875,000
04/24/26
4
3
3,622
1062 Ash St, Winnetka, IL
0.09
Single-Family Home
$1,650,000
08/31/26
4
3.5
3,251

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
1087 Ash St, Winnetka, IL 60093
0.04
$1,670,000
4
3
3,163
Recently Sold
1087 Cherry St, Winnetka, IL 60093
0.05
$2,303,300
4
4.5
3,700
Off Market
1092 Ash St, Winnetka, IL 60093
0.09
$1,875,000
4
3
3,622
Recently Sold
1082 Ash St, Winnetka, IL 60093
0.08
$2,100,000
4
3.5
3,932
Recently Sold
1062 Ash St, Winnetka, IL 60093
0.09
$1,650,000
4
3.5
3,251
Recently Sold
395 Rosewood Ave, Winnetka, IL 60093
0.10
$1,930,200
4
2.5
3,000
Off Market
480 Rosewood Ave, Winnetka, IL 60093
0.09
$1,723,000
4
3.5
3,000
Off Market
376 Rosewood Ave, Winnetka, IL 60093
0.12
$900,000
2
2
1,938
Recently Sold
1028 Cherry St, Winnetka, IL 60093
0.10
$1,743,700
4
3.5
2,711
Off Market
1037 Cherry St, Winnetka, IL 60093
0.10
$1,288,100
3
2.5
2,000
Off Market
385 Rosewood Ave, Winnetka, IL 60093
0.12
$2,497,500
5
5.5
4,600
Off Market

Local Information

  • Map ViewExplore the area around 1082 Cherry St.
  • Schools2 Elementary Schools2 Middle Schools2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1926
2,165 sqft
$635/sqft
Garage

About this House

The welcoming front porch and sunlit entry set the stage for this adorable home that will capture your heart. A bright and sunny living room with gleaming hardwood floors and a wood burning FP gives a hint of what is to come as you access the pretty Dining Room that opens to the well-appointed kitchen. You will be amazed at what lies beyond... a spectacular oversized, light filled FR with a vaulted ceiling, a wood burning FP and multiple sliding doors opening out to the wrap around deck -truly the heart of the home and just the most sensational space for family living and entertaining! The eat in table and bar area adjacent to the Kitchen that overlooks the Family Room adds yet another level of convenience and fun to the fabulous living space. An Office or 4th Bedroom with an adjacent full BA adds great flexibility to the living space. There is an additional powder room on the 1st floor. Head upstairs and you will find 3 good size BR's and a nicely updated hall BA. The lower level has a large Laundry Room and several other rooms currently used as storage that could easily be finished off for recreational use. The sunny, west facing backyard has an incredible deck that spans the back of the house and a pergola with a removeable canvas awning. And there's more... the location is just the best! No need to carpool to Grades K-8 Schools- they are just a quick walk of bike ride away. And that's not all- you can also walk to the fabulous Winnetka Park District facilities (Tennis, Ice Rink, Golf, Paddle and ballfields) and vibrant downtown Winnetka shopping and restaurants (Pomeroy, Hometown Juice and more!). This much-loved home is loaded with character and wonderful memories and has been lovingly maintained for many years. The home and garage are being sold "as is". This is a fabulous opportunity for the next lucky owner to make this special home shine with their own personal touches...it is truly a gem! Don't miss this wonderful opportunity.
1082 Cherry St, Winnetka, IL 60093 is a 3 bedroom, 3 bathroom, 2,165 sqft single-family home built in 1926. It last sold for $935,000 on Jun 21, 2024 (12% above the $835,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,375,000, with a rent estimate of $4,976/month.
Last check for updates: about 17 hours ago
Listed by Leslie Maguire, (847) 881-0200
@properties Christie's International Real Estate
Bought with: Sarah Lyons, @properties Christie's International Real Estate
Source: MRED as distributed by MLS GRID, MLS#12036387

Home Details for 1082 Cherry St

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Partially Finished,Crawl Space,PartialNumber of Rooms: 10Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bonus Room, Breakfast Room, Deck, Dining Room, Family Room, Kitchen, Laundry, Living Room, Office, Storage
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2165 Square Feet
Appliances & Utilities
Appliances: Double Oven, Dishwasher, Refrigerator, Washer, Dryer, Disposal, CooktopDishwasherDisposalDryerRefrigeratorWasher
Heating & Cooling
Heating: Natural Gas,BaseboardHas CoolingAir Conditioning: Central Air,Partial,Wall Unit(s)Has HeatingHeating Fuel: Natural Gas
Fireplace & Spa
Number of Fireplaces: 2Fireplace: Wood Burning, Family Room, Living RoomHas a FireplaceNo Spa
Windows, Doors, Floors & Walls
Window: Skylight(s)Flooring: Hardwood
Levels, Entrance, & Accessibility
Stories: 1.5Accessibility: No Disability AccessFloors: Hardwood
View
No View

Exterior Features

Exterior Home Features
Roof: Asphalt
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Has a GarageNo Attached GarageParking Spaces: 2Parking: On Site,Garage Owned,Detached,Garage
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1926
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: CedarNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 05201170060000

Price & Status

Price
List Price: $835,000
Status Change & Dates
Off Market Date: Mon May 06 2024Possession Timing: Close Of Escrow, Other

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: Curbs, Sidewalks, Street Paved

HOA

HOA Fee Includes: None

Lot Information

Lot Area: 8850 sqft

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: 12036387

Additional Information

CurbsSidewalksStreet PavedSource Internet Entire Listing DisplayMRD REMARKSINTERNET: YesSource Internet Address Display

Price and Tax history

DateEventPrice
Jun 21, 2024
Source: MRED as distributed by MLS GRID #12036387
Sold
$935,000
May 16, 2024
Source: MRED as distributed by MLS GRID #12036387
Pending
$835,000
May 7, 2024
Source: MRED as distributed by MLS GRID #12036387
Contingent
$835,000
May 2, 2024
Source: MRED as distributed by MLS GRID #12036387
Listed For Sale
$835,000
Mar 24, 2021
Source: N/A
ListingRemoved

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 1082 Cherry St

  • What is 1082 Cherry St estimated to be worth?
    Trulia's estimated value for 1082 Cherry St in Winnetka, IL is $1,375,000.
  • What is the price history for 1082 Cherry St?
    1082 Cherry St in Winnetka, IL last sold for $935,000 in June 2024.
  • 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 1082 Cherry St have air conditioning?
    Yes, 1082 Cherry St in Winnetka, IL has air conditioning.
  • Does 1082 Cherry St have laundry facilities?
    Yes, 1082 Cherry St in Winnetka, IL has in-unit laundry.

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