Off market aug 2020 for $1M

$1,935,408

Est. refi paymentEst. refi $7,008/mo

•

3 ba

•

—

sq ft

388 Chestnut St, Winnetka, IL 60093

About this home

Bright, renovated 5 bedroom brick classic on extra wide (100') lot in one of Winnetka's most desirable walk-to-town Crow Island locations. Fabulous high end white quartz kitchen with eating bar & butler's pantry, Sub-zero refrigerator plus under-counter cabinet front freezer drawers, Bosch dishwasher, stainless & convection oven. Opens to Family room and breakfast area, overlooking brick patio & large landscaped back and side yard. Center entry floor plan, full windows, great site lines and hardwood floors. Classic Mudroom. Master with private sitting room & extra large walk-in closet. 5 BRs & 2 BA on second floor. Basement w/ rec room, exercise room, powder room & great storage. Extensive list of updates: newer tear-off roof etc. 2 1/2 car garage. Walk to k-8 schools, train, town & parks! The white picket fence lifestyle! NOTE: LOWER 2018 TAXES $16836.05

Single-familyProperty Type

1925Year Built

10,000 sq ftLot Size

3 spacesParking

Listed by Paige Dooley • Compass

Bought with Janet Karabas • Coldwell Banker Realty

Redfin checked: 2 minutes ago

•Source:MRED as Distributed by MLS Grid #10674807

Redfin Estimate

$1,935,408

$906K since sold in August 2020$12K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 14.4% higher than the average sale price ($1.69M) of 6 comparable homes.

SOLD JUN 24, 2026
$1,350,000
A
5 beds3.5 baths2,800 sq ft
972 Elm St, Winnetka, IL 60093
SOLD AUG 31, 2026
$1,650,000
B
4 beds3.5 baths3,251 sq ft
1062 Ash St, Winnetka, IL 60093
SOLD JUL 23, 2026
$1,670,000
C
4 beds3 baths3,163 sq ft
1087 Ash St, Winnetka, IL 60093
SOLD SEP 15, 2026
$1,700,000
D
4 beds2.5 baths3,653 sq ft
854 Ash St, Winnetka, IL 60093
SOLD SEP 25, 2026
$2,401,000
E
4 beds3.5 baths3,045 sq ft
887 Ash St, Winnetka, IL 60093
SOLD JUN 26, 2026
$1,380,000
F
5 beds3.5 baths3,465 sq ft
373 Sunset Rd, Winnetka, IL 60093

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Earn from this home

Sell

$1,121,912

Est. take-home

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Refinance

Est. cash available

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Rent

$4,043/mo

Redfin rental estimate

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Market trends in 60093, IL

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

104.1%

+1.3% MoM

Median sale price

$1.6M

$17K MoM

Avg. days on market

34d

1 days MoM

Recently sold homes

106

2 MoM

New listings for sale

EARLY ACCESS
$2,495,000
4 beds4.5 baths4,509 sq ft
1140 Oakley Ave, Winnetka, IL 60093
NEW
$775,000
2 beds2.5 baths2 sq ft
1865 Old Willow Rd #224, Northfield, IL 60093
OPEN SUN, 2AM TO 4PM
$795,000
4 beds2 baths3,023 sq ft
337 Eaton St, Northfield, IL 60093
$899,000
2 beds2 baths1,970 sq ft
Winnetka, IL 60093
EARLY ACCESS
$4,500,000
6 beds7.5 baths7,480 sq ft
1380 Westmoor Trl, Winnetka, IL 60093
$350,000
2 beds2 baths1,331 sq ft
303 Crestwood Vlg, Northfield, IL 60093
VIDEO TOUR
$3,999,000
6 beds7.5 baths6,950 sq ft
1128 Mt. Pleasant Rd, Winnetka, IL 60093
$579,900
3 beds2 baths1,204 sq ft
535 Edens Ln, Northfield, IL 60093
See all

Provided by Redfin

Sale history for 388 Chestnut St

Date

Event

Price

Public Records

Sep 29, 2020

Sold

$1,029,000

MRED as Distributed by MLS Grid #10674807

Aug 3, 2020

Sold (MLS) (Closed Sale)

$1,029,000

Jul 1, 2020

Pending

—

Jun 16, 2020

Pending (Contingent)

—

May 21, 2020

Listed (New)

$1,029,000

MRED as Distributed by MLS Grid #10656544

Mar 23, 2020

Listing Removed

—

MRED as Distributed by MLS Grid #09156083

Jul 7, 2016

Listing Removed

—

MRED as Distributed by MLS Grid #08943121

Jul 27, 2015

Listing Removed

—

Public Records

Oct 21, 1991

Sold

$500,000

Public Records

Apr 1, 1987

Sold

$370,000

Year

Property tax

Land + Additions

Assessment*

2023

$23,565 (+3.1%)

$28,000 + $109,000

$137,000

2022

$22,857 (+18.8%)

$27,500 + $80,647

$108,147

2021

$19,240 (+1.3%)

$20,000 + $57,465

$77,465

2020

$18,992 (+0.8%)

$20,000 + $57,465

$77,465

2019

$18,836 (+11.9%)

$20,000 + $64,202

$84,202

2018

$16,836 (−12.4%)

$17,000 + $56,627

$73,627

2017

$19,230 (+3.9%)

$17,000 + $69,101

$86,101

2016

$18,510 (−10.2%)

$17,000 + $69,101

$86,101

2015

$20,603 (+2.1%)

$14,000 + $72,363

$86,363

2014

$20,173 (+4.9%)

$14,000 + $72,363

$86,363

2013

$19,227 (−4.9%)

$14,000 + $72,363

$86,363

2012

$20,223 (+4.5%)

$15,500 + $79,501

$95,001

2011

$19,354 (+7.8%)

$15,500 + $79,501

$95,001

2010

$17,951 (+1.5%)

$15,500 + $79,501

$95,001

2009

$17,690 (−1.0%)

$15,750 + $91,575

$107,325

2008

$17,870 (+6.4%)

$25,200 + $95,793

$120,993

2007

$16,790

$25,200 + $95,793

$120,993

Tax history for 388 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2023

$23,565 (+3.1%)

$28,000 + $109,000

$137,000

2022

$22,857 (+18.8%)

$27,500 + $80,647

$108,147

2021

$19,240 (+1.3%)

$20,000 + $57,465

$77,465

2020

$18,992 (+0.8%)

$20,000 + $57,465

$77,465

2019

$18,836 (+11.9%)

$20,000 + $64,202

$84,202

2018

$16,836 (−12.4%)

$17,000 + $56,627

$73,627

2017

$19,230 (+3.9%)

$17,000 + $69,101

$86,101

2016

$18,510 (−10.2%)

$17,000 + $69,101

$86,101

2015

$20,603 (+2.1%)

$14,000 + $72,363

$86,363

2014

$20,173 (+4.9%)

$14,000 + $72,363

$86,363

2013

$19,227 (−4.9%)

$14,000 + $72,363

$86,363

2012

$20,223 (+4.5%)

$15,500 + $79,501

$95,001

2011

$19,354 (+7.8%)

$15,500 + $79,501

$95,001

2010

$17,951 (+1.5%)

$15,500 + $79,501

$95,001

2009

$17,690 (−1.0%)

$15,750 + $91,575

$107,325

2008

$17,870 (+6.4%)

$25,200 + $95,793

$120,993

2007

$16,790

$25,200 + $95,793

$120,993

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Zoning

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

10,000 Sq. Ft.

Year renovated

—

Sq. Ft.

2,870

Year built

1925

Style

Single Family Residential

County

Cook County

APN

05202260060000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 16, 2026.

Single-Family Residential District

The requirements set forth in this chapter, together with other provisions set forth in the Building Code of the Village, have been adopted in order to provide for a single-family residential environment of moderately intense suburban character, where the degree of improvements upon an individual parcel of land is generally subordinate to the landscape. Due to the mature character of development within this district, such requirements are also intended to assure that future modifications to existing structures, or the replacement of existing structures with new structures, will not alter the scale and general character of established neighborhoods. In this regard, the requirements set forth in this chapter are further intended to foster development which is compatible, in general, with the character of existing single-family development within the immediate neighborhood with respect to external architectural scale, landscaping and other site improvements.

Permitted uses

Include but are not limited to:

Housing-Single unit

Property details

Parking

Parking Information
# of Cars: 3
# of Garage Spaces: 2
# of Exterior Parking Spaces: 1
Garage Parking, Parking Space(s)
Parking On-Site
Parking Ownership: Owned Parking
Garage Door Opener(s)
Detached Garage
Garage On-Site
Owned Garage
Asphalt Driveway

Interior

Bedroom Information
# of Bedrooms: 5
# of Bedrooms (Above Grade): 5

Master Bedroom Information
Size: 17X13
On 2nd Level
Hardwood Flooring
Window Blinds, Window Curtains/Drapes

Bedroom #2 Information
Size: 13X11
On 2nd Level
Hardwood Flooring
Window Blinds

Bedroom #3 Information
Size: 13X10
On 2nd Level
Hardwood Flooring
Window Blinds

Bedroom #4 Information
Size: 13X10
On 2nd Level
Hardwood Flooring
Window Blinds

Bathroom Information
# of Baths (Full): 2
# of Baths (1/2): 2
Double Sink
Bathroom(s) in Basement

Living Room Information
Size: 23X13
On Main Level
Hardwood Flooring
Window Blinds

Family Room Information
Size: 20X16
On Main Level
Hardwood Flooring
Window Blinds

Dining Room Information
Separate Dining Room
Size: 14X13
On Main Level
Hardwood Flooring
Window Shades

Kitchen Information
Size: 16X9
Eating Area (Breakfast Bar), Eating Area (Table Space), Galley, Pantry (Butler)
On Main Level
Hardwood Flooring

Laundry Room Information
Size: 15X7
In Basement

Additional Rooms Information
Office, Sitting Room, 5th Bedroom, Mud Room, Recreation Room, Exercise Room, Foyer
Partial Basement
Partially Finished Basement
Unfinished Attic

Additional Room #1 Information
Office
Size: 15X8
On Main Level
Hardwood Flooring
Window Blinds

Additional Room #2 Information
Sitting Room
Size: 15X8
On 2nd Level
Hardwood Flooring
Window Blinds

Additional Room #3 Information
Bedroom #5
Size: 15X9
On 2nd Level
Hardwood Flooring
Window Blinds

Additional Room #4 Information
Mud Room
Size: 7X4
On Main Level
Stone

Additional Room #5 Information
Recreation Room
Size: 21X19
In Basement
Other Flooring

Additional Room #6 Information
Exercise Room
Size: 15X15
In Basement

Additional Room #7 Information
Foyer
Size: 12X7
On Main Level
Hardwood Flooring

Equipment
Double Oven, Microwave, Dishwasher, High End Refrigerator, Disposal
Humidifier, Cable TV, Security System, Carbon Monoxide Detectors

Fireplace Information
# of Fireplaces: 1
In Living Room
Wood Burning

Interior Features
Hardwood Flooring

Heating & Cooling
Gas Heating, Radiant Heating, Radiators, Zoned Heating
Central Air Conditioning

Exterior

Building Information
Sq. Ft. Source: Not Reported
Built Before 1978
Recent Rehab (Y/N): Yes
Age: 91-100 Years
Brick Exterior, Frame Exterior
Concrete Foundation
Asphalt/Glass Roof (Shingles)

Property Features
Brick Paver Patio

Lot Information
Dimensions: 100X100
Less Than .25 Acre
Fenced Yard

Property Information
# of Rooms: 13
Ownership: Fee Simple
Aprox. Total Finished Sq. Ft.: 0
Total Finished/Unfinshed Sq Ft: 0
Rehab Year: 2014
Rural (Y/N): N
School Bus Service, Commuter Bus, Commuter Train
Parcel Identification Number: 05202260060000

Financial

Financial Information
Tax: $16,836.05
Tax Year: 2018
Tax Exemptions: Homeowner
Special Service Area: N
Finance Code: Conventional

Utilities

Utility Information
Water: Lake Michigan
Sewer (Public)
200+ Amp Service

Location

Community Information
Curbs/Gutters, Sidewalks, Street Lights, Paved Street

School Information
Elementary School: Crow Island Elementary School
Elementary School District: 36
Junior High: The Skokie School
Alternate Junior High/Middle School: CARLETON W WASHBURNE SCHOOL
Junior High District: 36
High School: New Trier Twp H.S. Northfield/Wi
High School District: 203

Location Information
Township: New Trier
Corporate Limits: Winnetka
Directions: North of Willow; east of Hibbard; west of Green Bay

Public facts

Beds: 5
Baths: 3.0
Sq. Ft.: 2,870
Stories: 2.0
Lot Size: 10,000 square feet
Style: Single Family Residential
Year Built: 1925
Year Renovated: —
County: Cook County
APN: 05202260060000

Home facts updated by county records on Sep 16, 2026

Other

Listing Information
Listing Agent Must Accompany
Possession: Closing
Holds Earnest Money: Yes
Seller Concessions: No

Around this home

Schools

Crow Island Elementary School

Public K-4 • Assigned • 0.5mi

10/10

Carleton W Washburne School

Public 7-8 • Assigned • 0.8mi

8/10

New Trier Township High School Winnetka

Public 10-12 • Assigned • 1.0mi

8/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

2/10 Heat Factor

7 days above 98° expected this year, 14 days in 30 years

2/10 Wind Factor

1% chance of strong winds in next 30 years

3/10 Air Factor

4 unhealthy days expected this year, 4 days in 30 years

Provided by First Street

Historical weather

Winnetka, IL • 60093

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 10.3 hours in June and 3.3 hours in December, placing it below the U.S. average for solar exposure.

10.3 hrs

3.3 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.84M – $2.23M

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Nearby similar homes

VIDEO TOUR

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New listings for sale in 60093

EARLY ACCESSSOTHEBY'S REALTY COMING SOON

$2,495,000

4 beds4.5 baths4,509 sq ft

1140 Oakley Ave, Winnetka, IL 60093

NEW

$775,000

2 beds2.5 baths2 sq ft

1865 Old Willow Rd #224, Northfield, IL 60093

OPEN SUN, 2AM TO 4PM

$795,000

4 beds2 baths3,023 sq ft

337 Eaton St, Northfield, IL 60093

$899,000

2 beds2 baths1,970 sq ft

Winnetka, IL 60093

EARLY ACCESS@PROPERTIES COMING SOON

$4,500,000

6 beds7.5 baths7,480 sq ft

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$350,000

2 beds2 baths1,331 sq ft

303 Crestwood Vlg, Northfield, IL 60093

VIDEO TOUR

$3,999,000

6 beds7.5 baths6,950 sq ft

1128 Mt. Pleasant Rd, Winnetka, IL 60093

$579,900

3 beds2 baths1,204 sq ft

535 Edens Ln, Northfield, IL 60093

Home values near 388 Chestnut St

Data from public records.

Address	Redfin Estimate
394 Chestnut St, Winnetka, IL 5 Beds \| 4.5 Baths \| 3068 Sq. Ft.	$2,365,139
428 Chestnut St, Winnetka, IL 3 Beds \| 1.5 Baths \| - Sq. Ft.	$952,279

Address	Redfin Estimate
375 Chestnut St, Winnetka, IL 6 Beds \| 5 Baths \| 4808 Sq. Ft.	$3,099,995
365 Chestnut St, Winnetka, IL 4 Beds \| 5.5 Baths \| - Sq. Ft.	$2,366,806

Address	Redfin Estimate
370 Chestnut St, Winnetka, IL 5 Beds \| 4.5 Baths \| 4392 Sq. Ft.	$2,633,622
425 Chestnut St, Winnetka, IL 5 Beds \| 3.5 Baths \| - Sq. Ft.	$1,857,423

Property information provided by MRED as Distributed by MLS Grid when last listed in 2020. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 60093, IL

Sale history for 388 Chestnut St

Tax history for 388 Chestnut St

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 60093

Home values near 388 Chestnut St

More real estate resources