OFF MARKET

Off market aug 2021 for $1.6M

$2,325,599

Est. refi paymentEst. refi $4,437/mo

•

3,068

sq ft

394 Chestnut St, Winnetka, IL 60093

About this home

Picture perfect move in ready timeless Nantucket home in the BEST Winnetka location! Just steps to downtown Winnetka, this light-filled happy home has ideal floorplan with circular open flow and hardwood floors throughout. Flawless curb appeal invites you into the foyer that opens to all living spaces including private office, living room w/ FP & French to backyard, and formal dining room. Spacious and family room w/ gas FP opens to white Chef's kitchen w/ peninsula breakfast bar and built - in banquet. 2nd floor with 4 gracious bedrooms and 3 full baths including stunning master suite with with marble math and walk in closet. Finished Lower level with huge rec room, great storage, laundry, and exercise space. Many great recent improvements throughout with a new basketball court in backyard and bluestone patio! Easy living ready for the next loving family to make new memories... all walking distance to absolutely everything!!

Single-familyProperty Type

1999Year Built

8,276 sq ftLot Size

$758Est. Price/Sq.Ft.

2 car garageParking

Listed by Jena Radnay • @properties Christie's International Real Estate

Bought with Elizabeth Bailey • Baird & Warner

Redfin checked: 3 minutes ago

•Source:MRED as Distributed by MLS Grid #11183882

Redfin Estimate

$2,325,599

$726K since sold in August 2021$11K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 7.8% lower than the average sale price ($2.52M) of 5 comparable homes.

SOLD APR 17, 2026
$1,725,000
A
4 beds3.5 baths3,560 sq ft
312 Rosewood Ave, Winnetka, IL 60093
SOLD AUG 26, 2026
$3,799,000
B
5 beds4.5 baths3,487 sq ft
785 Mount Pleasant St, Winnetka, IL 60093
SOLD OCT 9, 2026
$2,956,000
C
5 beds4.5 baths5,000 sq ft
438 Birch St, Winnetka, IL 60093
SOLD SEP 25, 2026
$2,401,000
D
4 beds3.5 baths3,045 sq ft
887 Ash St, Winnetka, IL 60093
SOLD JUL 13, 2026
$1,730,000
E
4 beds4.5 baths3,639 sq ft
995 Oak St, Winnetka, IL 60093

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Earn from this home

Sell

$1,064,959

Est. take-home

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Refinance

Est. cash available

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Rent

$3,691/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

104.0%

0.1% MoM

Median sale price

$1.7M

$42K MoM

Avg. days on market

36d

2 days MoM

Recently sold homes

15 MoM

New listings for sale

$899,000
3 beds2 baths2,041 sq ft
7030 Arbor Ln #302, Northfield, IL 60093
OPEN SAT, 11:30AM TO 1PM
$1,750,000
6 beds3.5 baths5,327 sq ft
566 Earl Dr, Northfield, IL 60093
EARLY ACCESS
$1,750,000
4 beds3 baths2,786 sq ft
381 Linden St, Winnetka, IL 60093
OPEN SAT, 2PM TO 3:30PM
$285,000
2 beds1 bath820 sq ft
Winnetka, IL 60093
$1,150,000
4 beds3 baths2,000 sq ft
640 Winnetka Mews #403, Winnetka, IL 60093
OPEN SAT, 11AM TO 1PM
$2,495,000
4 beds4.5 baths4,509 sq ft
Winnetka, IL 60093
$1,995,000
5 beds4 baths3,914 sq ft
1288 Sunview Ln, Winnetka, IL 60093
OPEN SAT, 11AM TO 1PM
$399,000
3 beds2 baths1,463 sq ft
12 Robin Hood Ln, Northfield, IL 60093
$79,900
3 beds2 baths— sq ft
315 3rd St, Winnetka, IL 60093
$1,995,000
5 beds3 baths3,000 sq ft
510 Ash St, Winnetka, IL 60093
See all

Provided by Redfin

Sale history for 394 Chestnut St

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Year

Property tax

Land + Additions

Assessment*

2023

$29,110 (−4.2%)

$24,360 + $117,065

$141,425

2022

$30,392 (+9.3%)

$23,925 + $115,326

$139,251

2021

$27,806 (+1.6%)

$17,400 + $89,743

$107,143

2020

$27,363 (+0.8%)

$17,400 + $89,743

$107,143

2019

$27,158 (+7.5%)

$17,400 + $99,060

$116,460

2018

$25,258 (+3.2%)

$14,790 + $90,514

$105,304

2017

$24,478 (+5.0%)

$14,790 + $90,514

$105,304

2016

$23,314 (+4.2%)

$14,790 + $90,514

$105,304

2015

$22,380 (+2.2%)

$12,180 + $78,786

$90,966

2014

$21,900 (−15.6%)

$12,180 + $78,786

$90,966

2013

$25,963 (+3.7%)

$12,180 + $100,885

$113,065

2012

$25,032 (+5.0%)

$13,485 + $101,017

$114,502

2011

$23,834 (+8.9%)

$13,485 + $101,017

$114,502

2010

$21,887 (+5.7%)

$13,485 + $101,017

$114,502

2009

$20,711 (+6.2%)

$13,702 + $110,942

$124,644

2008

$19,495 (+6.2%)

$21,924 + $109,281

$131,205

2007

$18,357

$21,924 + $109,281

$131,205

Tax history for 394 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2023

$29,110 (−4.2%)

$24,360 + $117,065

$141,425

2022

$30,392 (+9.3%)

$23,925 + $115,326

$139,251

2021

$27,806 (+1.6%)

$17,400 + $89,743

$107,143

2020

$27,363 (+0.8%)

$17,400 + $89,743

$107,143

2019

$27,158 (+7.5%)

$17,400 + $99,060

$116,460

2018

$25,258 (+3.2%)

$14,790 + $90,514

$105,304

2017

$24,478 (+5.0%)

$14,790 + $90,514

$105,304

2016

$23,314 (+4.2%)

$14,790 + $90,514

$105,304

2015

$22,380 (+2.2%)

$12,180 + $78,786

$90,966

2014

$21,900 (−15.6%)

$12,180 + $78,786

$90,966

2013

$25,963 (+3.7%)

$12,180 + $100,885

$113,065

2012

$25,032 (+5.0%)

$13,485 + $101,017

$114,502

2011

$23,834 (+8.9%)

$13,485 + $101,017

$114,502

2010

$21,887 (+5.7%)

$13,485 + $101,017

$114,502

2009

$20,711 (+6.2%)

$13,702 + $110,942

$124,644

2008

$19,495 (+6.2%)

$21,924 + $109,281

$131,205

2007

$18,357

$21,924 + $109,281

$131,205

*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

4.5

Stories

Lot width

—

Lot depth

—

Lot size

8,276

Year renovated

—

Sq. Ft.

3,068

Year built

1999

Style

Single Family Residential

County

Cook County

APN

05202260120000

Parking Spaces

Basement

Yes

Accessible

HOA Dues

—

Garage

Yes

Features

—

Last updated by owner on May 12, 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: 2
# of Garage Spaces: 2
Parking: Garage
Garage Ownership: Owned
Garage On-Site: Yes
Garage Type: Attached
Driveway: Side Drive

Interior

Bathroom Information
# of Baths (Full): 4
# of Baths (1/2): 1
Bath Amenities: Separate Shower,Double Sink
Basement Bathrooms (Y/N): Yes

Bedroom Information
# of Bedrooms: 4
# of Bedrooms Possible: 5
# of Bedrooms (Below Grade): 1

Additional Rooms Information
Attic: Pull Down Stair
Dining Room: Separate
Basement: Full
Basement Description: Finished
Laundry Features: Sink

Interior Features
Interior Features: Hardwood Floors, Built-in Features, Drapes/Blinds
# of Rooms: 12

Equipment
Appliances: Range, Microwave, Dishwasher, Refrigerator, Disposal
Sump Pump

Fireplace Information
# of Fireplaces: 2
Fireplace Location: Living Room
Fireplace Features: Wood Burning, Gas Log, Gas Starter

Exterior

Exterior Features
Exterior Features: Patio

Building Information
Living Area Source: Appraiser
Exterior Building Type: Cedar
Age: 21-25 Years
Built Before 1978 (Y/N): No
Roof: Asphalt
Foundation Details: Concrete Perimeter

Property Information
Property Type: Detached Single
Property Type: 2 Stories
Ownership: Fee Simple
Property Currently Being Leased: No
Rebuilt (Y/N): No
Rehab (Y/N): Yes
Rehab Year: 2020
Parcel Number: 05202260120000

Lot Information
Dimensions: 100X87
Lot Size: Less Than .25 Acre
Lot Features: Corner Lot

Financial

Tax Information
Tax Annual Amount: $27,157.57
Tax Year: 2019
Tax Exemptions: Homeowner

Financial Information
Finance Code: Cash
Special Service Area: N

Utilities

Utility Information
Water Source: Lake Michigan
Sewer: Public Sewer

Heating & Cooling
Heating: Natural Gas, Forced Air
Cooling: Central Air

Location

Community Information
Community Features: Park, Sidewalks, Street Lights, Street Paved

Homeowners Association Information
Master Association Fee Frequency: Not Required

School Information
Elementary School District: 36
Elementary School: Crow Island Elementary School
Middle Or Junior School District: 36
Middle Or Junior School: Carleton W Washburne School
High School District: 203
High School: New Trier Twp H.S. Northfield/Wi

Location Information
Township: New Trier
Corporate Limits: Winnetka
Directions: Willow to Chestnut, north to house

Public facts

Beds: 5
Baths: 4.5
Sq. Ft.: 3,068
Stories: 2.0
Parking Spaces: 2
Basement: Yes
Accessible: No
Lot Size: 8,276 square feet
Style: Single Family Residential
Year Built: 1999
Year Renovated: —
County: Cook County
APN: 05202260120000
HOA Dues: —
Garage: Yes
Features: —

Home facts updated by owner on May 12, 2026

Other

Listing Information
Holds Earnest Money: Yes
Possession: Closing

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

$2.21M – $2.68M

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Home values near 394 Chestnut St

Data from public records.

Address	Redfin Estimate
375 Chestnut Street, Winnetka, IL 6 Beds \| 5 Baths \| 4808 Sq. Ft.	$2,961,136
428 Chestnut Street, Winnetka, IL 3 Beds \| 1.5 Baths \| - Sq. Ft.	$956,074

Address	Redfin Estimate
370 Chestnut Street, Winnetka, IL 5 Beds \| 4.5 Baths \| 4392 Sq. Ft.	$2,619,737
365 Chestnut Street, Winnetka, IL 4 Beds \| 5.5 Baths \| - Sq. Ft.	$2,356,167

Address	Redfin Estimate
388 Chestnut Street, Winnetka, IL 5 Beds \| 3 Baths \| - Sq. Ft.	$1,938,875
425 Chestnut Street, Winnetka, IL 5 Beds \| 3.5 Baths \| - Sq. Ft.	$1,812,724

Property information provided by MRED as Distributed by MLS Grid when last listed in 2021. This data may not show owner updates. 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 394 Chestnut St

Tax history for 394 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 394 Chestnut St

More real estate resources