1166 Cherry St, Winnetka, IL 60093
Property image
Property image
OFF MARKET

$1,488,300

Trulia Estimate
  • 4 Beds
  • 3.5 Baths
  • 3,611 sqft (on 0.25 acres)

1166 Cherry St, Winnetka, IL 60093

Est. Refi. Payment $10,553/mo*
Refinance Your Home
Currently Off Market - Sold Jul 21, 2025 for $1,400,000

Home Value

Trulia Estimate
$1.49M
Since last month
Increased$2K (+0.2%)
Since last year
Increased$86K (+6.1%)
Since last sale
Increased$89K (+6.4%)
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 +43% in the last 10 years
MonthEstimated value
2026
September 2026$1.49M
August 2026$1.48M
July 2026$1.49M
June 2026$1.47M
May 2026$1.47M
April 2026$1.45M
March 2026$1.44M
February 2026$1.41M
January 2026$1.44M
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
1092 Ash St, Winnetka, IL
0.16
Single-Family Home
$1,875,000
04/24/26
4
3
3,622
1087 Ash St, Winnetka, IL
0.15
Single-Family Home
$1,670,000
07/23/26
4
3
3,163
1110 Elm St, Winnetka, IL
0.20
Single-Family Home
$1,250,000
09/10/26
4
2.5
3,362
1062 Ash St, Winnetka, IL
0.21
Single-Family Home
$1,650,000
08/31/26
4
3.5
3,251
1082 Ash St, Winnetka, IL
0.18
Single-Family Home
$2,100,000
06/08/26
4
3.5
3,932
1225 Elm St, Winnetka, IL
0.25
Single-Family Home
$1,750,000
08/10/26
4
3.5
3,992
303 Auburn Ave, Winnetka, IL
0.27
Single-Family Home
$1,400,000
05/04/26
4
3
3,737
312 Rosewood Ave, Winnetka, IL
0.30
Single-Family Home
$1,725,000
04/17/26
4
3.5
3,560
270 Euclid Ave, Winnetka, IL
0.32
Single-Family Home
$1,384,000
04/08/26
4
3
2,898
1208 Oak St, Winnetka, IL
0.12
Single-Family Home
$1,226,000
08/31/26
3
2
2,680

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
1156 Cherry St, Winnetka, IL 60093
0.01
$1,427,300
3
2.5
3,100
Off Market
415 Berkeley Ave, Winnetka, IL 60093
0.05
$1,836,500
4
3.5
3,087
Off Market
1173 Cherry St, Winnetka, IL 60093
0.05
$1,672,200
4
3.5
2,860
Off Market
395 Berkeley Ave, Winnetka, IL 60093
0.09
$905,100
4
4
2,238
Off Market
1149 Cherry St, Winnetka, IL 60093
0.06
$2,427,200
5
4.5
3,761
Off Market
1218 Cherry St, Winnetka, IL 60093
0.10
$1,564,800
4
3.5
-
Off Market
1209 Cherry St, Winnetka, IL 60093
0.10
$1,998,900
6
3.5
3,822
Off Market
1228 Cherry St, Winnetka, IL 60093
0.12
$1,547,500
4
2.5
2,825
Off Market
1229 Ash St, Winnetka, IL 60093
0.12
$2,236,200
5
3.5
4,127
Off Market
1143 Willow Rd, Winnetka, IL 60093
0.13
$1,447,700
5
2.5
3,200
Off Market
1132 Oak St, Winnetka, IL 60093
0.10
$2,284,500
5
4.5
-
Off Market

Local Information

  • Map ViewExplore the area around 1166 Cherry St.
  • Schools2 Elementary Schools2 Middle Schools2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1939
0.25 acre lot
3,611 sqft
$412/sqft
1 Car Garage

About this House

Longtime homeowners have meticulously maintained (and added onto) this exceptionally large 3600 square foot home. It's so much bigger than it looks! Get ready to have your homebuyer wish list boxes checked. Fabulous Winnetka location on a favorite tree-lined street, just 1-2 blocks from all schools, Skokie Playfield Park District facilities, and under a mile to town, Metra, shopping, and dining. The super-sized living spaces found here will far exceed your expectations for entertaining, working and daily living needs. The extra-large 57x187 lot presents an extra-wide home with a huge private fenced and professionally landscaped backyard. The large deck and beautiful yard offer lovely year-round views from the open kitchen/massive family room with a built-in bar and gas log fireplace, entertainment-sized dining room, and cheerful year-round sunroom. Completing the first floor are the sunny office with a bay window, and a gracious living room with a gorgeous marble fireplace and built ins. A generous landing welcomes you to the second floor featuring 4 large corner bedrooms, including a primary suite more expansive than those found in today's new construction. The primary features a gas fireplace, a ginormous walk-in closet that dreams are made of, a private balcony and a huge bathroom with double sinks, a walk-in shower, a Jacuzzi tub, and a private water closet. The sizable hall bath with two sinks and separate tub/shower serves the three additional bedrooms, and each include excellent closet space. The basement has a rec room with good ceiling height, full bath, laundry, and storage. A major addition nearly doubled the size of this house in 1998, so the back half of the home is newer construction, and all windows were replaced except the two front bays. This lovingly cared for home is move-in ready and offers the opportunity to make it your own over time. This special home represents tremendous value for its size and plenty of upside potential for the next owners. HVAC all replaced in the last 8 years and 2013 roof, so the next owner can just focus on their cosmetic updates. The longtime owners are only the second family to own this house, and they have hosted hundreds of holidays for their family here, creating incredible memories to last a lifetime. Opportunities like this don't come along very often, could your turn be next?
1166 Cherry St, Winnetka, IL 60093 is a 4 bedroom, 4 bathroom, 3,611 sqft single-family home built in 1939. It last sold for $1,400,000 on Jul 21, 2025 (4% above the $1,350,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,488,300, with a rent estimate of $5,765/month.
Last check for updates: 26 minutes ago
Listed by Chris Veech, SFR, (847) 881-0200
@properties Christie's International Real Estate
Bought with: Paige Dooley, Compass
Source: MRED as distributed by MLS GRID, MLS#12267764

Home Details for 1166 Cherry St

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Partially Finished,PartialNumber of Rooms: 11Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Dining Room, Family Room, Heated Sun Room, Kitchen, Laundry, Living Room, Office, Recreation Room, Walk In Closet
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3611 Square Feet
Appliances & Utilities
Appliances: Microwave, Dishwasher, Refrigerator, Washer, Dryer, Disposal, Stainless Steel Appliance(s)DishwasherDisposalDryerLaundry: Gas Dryer Hookup,SinkMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Natural Gas
Fireplace & Spa
Number of Fireplaces: 3Fireplace: Family Room, Living Room, Master BedroomHas 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: DeckFencing: FencedFoundation: Concrete Perimeter
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1Has a GarageHas an Attached GarageHas Open ParkingParking Spaces: 1Parking: Asphalt,Garage Door Opener,On Site,Garage Owned,Attached,Garage
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1939
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: BrickNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 05201160340000

Price & Status

Price
List Price: $1,350,000
Status Change & Dates
Off Market Date: Sun Jan 19 2025Possession Timing: Close Of Escrow

Location

Direction & Address
City: Winnetka
School Information
Elementary School District: 36Jr High / Middle School District: 36High School: New Trier Twp H.S. Northfield/WiHigh School District: 203

Community

Community Features: Sidewalks, Street Lights

HOA

HOA Fee Includes: None

Lot Information

Lot Area: 10890 sqft

Listing Info

Special Conditions: List Broker Must Accompany

Offer

Listing Terms: Conventional

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: 12267764Attic: Pull Down StairActivation Date: Thu Jan 16 2025

Additional Information

SidewalksStreet LightsMRD SHARE WITH CLIENTS: YesSource Internet Entire Listing DisplaySource Internet Address DisplayMRD REMARKSINTERNET: Yes

Price and Tax history

DateEventPrice
Jul 21, 2025
Source: MRED as distributed by MLS GRID #12267764
Sold
$1,400,000
Feb 3, 2025
Source: MRED as distributed by MLS GRID #12267764
Pending
$1,350,000
Jan 20, 2025
Source: MRED as distributed by MLS GRID #12267764
Contingent
$1,350,000
Jan 16, 2025
Source: MRED as distributed by MLS GRID #12267764
Listed For Sale
$1,350,000

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 1166 Cherry St

  • What is 1166 Cherry St estimated to be worth?
    Trulia's estimated value for 1166 Cherry St in Winnetka, IL is $1,488,300.
  • What is the price history for 1166 Cherry St?
    1166 Cherry St in Winnetka, IL last sold for $1,400,000 in July 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 1166 Cherry St have air conditioning?
    Yes, 1166 Cherry St in Winnetka, IL has air conditioning.
  • Does 1166 Cherry St have laundry facilities?
    Yes, 1166 Cherry St in Winnetka, IL has in-unit laundry.

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