Off market jul 2019 for $2.4M

$4,367,539

Est. refi paymentEst. refi $16,402/mo

•

6 ba

•

8,000

sq ft

322 CHESTNUT St, Winnetka, IL 60093

About this home

Incredible value for this smashing 7 bed/5.2 bath custom-built, newer stone home just steps to Crow, FCH, NSCD, town & train! A dramatic double atrium floating staircase entrance opens to sensational solarium glass ceiling Great room w/ a new stunning de Giulio kitchen 52' custom cabs, thick quartzite c-tops & custom tiled backsplash. Sub Zero, 2 dishwashers, 2 fridge drawers, Wolf range w/ griddle, Miele oven & coffee mk w/ beautifully complimented butlers pantry. Over 8000 sq. ft throughout 3 full flrs of living w/ 1st floor wood paneled office, gracious living & dining rm. Strong 2nd flr w/ open landing & 5 spacious BRS & luxurious a master suite. Loaded LL w/ fab custom bar, huge rec room, 2 BRS, enormous storage room that could be a new theater rm/ gym/golf simulation rm. Heated 3 car garage leads to huge mudroom w/ powder rm for kids headquarters. Gated entrance w/ Scott Byron landscaped yard w/ pergola & wrap around patio w/ hot tub. A grand home that is equally welcoming!

Single-familyProperty Type

2006Year Built

0.43 acresLot Size

$546Est. Price/Sq.Ft.

3 spacesParking

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

Bought with Jena Radnay • @properties Christie's International Real Estate

Redfin checked: 3 minutes ago

•Source:MRED as Distributed by MLS Grid #10290882

Redfin Estimate

$4,367,539

$2.0M since sold in July 2019$286K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 25.3% higher than the average sale price ($3.48M) of 5 comparable homes.

SOLD AUG 14, 2026
$3,510,000
A
6 beds6.5 baths6,689 sq ft
566 Willow Rd, Winnetka, IL 60093
SOLD SEP 18, 2026
$4,000,000
B
6 beds7 baths5,894 sq ft
1 N Indian Hill Rd, 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 OCT 7, 2026
$3,160,000
D
5 beds4.5 baths5,212 sq ft
654 Pine St, Winnetka, IL 60093
SOLD AUG 26, 2026
$3,799,000
E
5 beds4.5 baths3,487 sq ft
785 Mount Pleasant St, Winnetka, IL 60093

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Earn from this home

Sell

$2,519,948

Est. take-home

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Refinance

Est. cash available

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Rent

$4,503/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

$1,150,000
4 beds3 baths2,000 sq ft
640 Winnetka Mews #403, Winnetka, IL 60093
EARLY ACCESS
$275,000
2 beds1 bath820 sq ft
1097 Merrill St Unit G2, Winnetka, IL 60093
$2,495,000
4 beds4.5 baths4,509 sq ft
Winnetka, IL 60093
$1,750,000
6 beds3.5 baths4,027 sq ft
566 Earl Dr, Northfield, IL 60093
$1,995,000
5 beds4 baths3,914 sq ft
1288 Sunview Ln, Winnetka, IL 60093
$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
$2,750,000
5 beds5 baths7,736 sq ft
936 Fisher Ln, Winnetka, IL 60093
$1,049,000
2 beds2 baths2,137 sq ft
360 Green Bay Rd Unit 1D, Winnetka, IL 60093
See all

Provided by Redfin

Sale history for 322 CHESTNUT St

Date

Event

Price

MRED as Distributed by MLS Grid #10290882

Jul 15, 2019

Sold (MLS) (Closed Sale)

$2,409,625

$301/sq ft

Jun 17, 2019

Pending

—

Jun 1, 2019

Contingent

—

May 1, 2019

Price Changed

$2,599,900

$325/sq ft

Feb 26, 2019

Listed (New)

$2,650,000

$331/sq ft

MRED as Distributed by MLS Grid #10249671

Feb 26, 2019

Listing Removed

—

MRED as Distributed by MLS Grid #10073340

Sep 17, 2018

Listing Removed

—

MRED as Distributed by MLS Grid #09908245

Sep 5, 2018

Listing Removed

—

MRED as Distributed by MLS Grid #09139546

Jun 6, 2016

Sold (MLS) (Closed Sale)

$3,000,000

$375/sq ft

Apr 6, 2016

Pending

—

Feb 22, 2016

Pending (Contingent (Do Not Show))

—

Feb 15, 2016

Price Changed

$2,795,000

$349/sq ft

Feb 15, 2016

Listed (New)

$1,795,000

$224/sq ft

Public Records

Sep 19, 2014

Sold

$2,300,000

$288/sq ft

MRED as Distributed by MLS Grid #08492214

Jul 30, 2014

Sold (MLS) (Closed Sale)

$2,300,000

$288/sq ft

May 28, 2014

Contingent

—

May 28, 2014

Price Changed (Price Change)

$2,649,999

$331/sq ft

Mar 26, 2014

Price Changed (Price Change)

$2,749,999

$344/sq ft

Feb 11, 2014

Price Changed (Price Change)

$2,900,000

$363/sq ft

Nov 21, 2013

Listed (New)

$3,000,000

$375/sq ft

MRED as Distributed by MLS Grid #08310045

Oct 23, 2013

Listing Removed

—

MRED as Distributed by MLS Grid #07515775

Oct 1, 2010

Listing Removed

—

MRED as Distributed by MLS Grid #07023875

Apr 29, 2010

Listing Removed

—

Year

Property tax

Land + Additions

Assessment*

2023

$54,871 (+6.3%)

$52,360 + $252,147

$304,507

2022

$51,635 (+5.7%)

$51,425 + $188,575

$240,000

2021

$48,870 (−0.6%)

$37,400 + $154,239

$191,639

2020

$49,186 (−0.8%)

$37,400 + $158,294

$195,694

2019

$49,603 (−9.2%)

$37,400 + $175,311

$212,711

2018

$54,604 (+3.2%)

$31,790 + $195,862

$227,652

2017

$52,919 (+6.2%)

$31,790 + $195,862

$227,652

2016

$49,849 (+9.1%)

$31,790 + $195,862

$227,652

2015

$45,697 (+2.2%)

$26,180 + $162,178

$188,358

2014

$44,729 (+4.9%)

$26,180 + $162,178

$188,358

2013

$42,649 (+4.5%)

$26,180 + $162,178

$188,358

2012

$40,814 (−5.1%)

$28,985 + $160,206

$189,191

2011

$43,018 (+3.0%)

$28,985 + $179,705

$208,690

2010

$41,753 (+18.8%)

$28,985 + $179,705

$208,690

2009

$35,144 (−13.7%)

$29,452 + $173,759

$203,211

2008

$40,703 (−10.9%)

$47,124 + $210,434

$257,558

2007

$45,681

$47,124 + $262,104

$309,228

Tax history for 322 CHESTNUT St

Year

Property tax

Land + Additions

Assessment*

2023

$54,871 (+6.3%)

$52,360 + $252,147

$304,507

2022

$51,635 (+5.7%)

$51,425 + $188,575

$240,000

2021

$48,870 (−0.6%)

$37,400 + $154,239

$191,639

2020

$49,186 (−0.8%)

$37,400 + $158,294

$195,694

2019

$49,603 (−9.2%)

$37,400 + $175,311

$212,711

2018

$54,604 (+3.2%)

$31,790 + $195,862

$227,652

2017

$52,919 (+6.2%)

$31,790 + $195,862

$227,652

2016

$49,849 (+9.1%)

$31,790 + $195,862

$227,652

2015

$45,697 (+2.2%)

$26,180 + $162,178

$188,358

2014

$44,729 (+4.9%)

$26,180 + $162,178

$188,358

2013

$42,649 (+4.5%)

$26,180 + $162,178

$188,358

2012

$40,814 (−5.1%)

$28,985 + $160,206

$189,191

2011

$43,018 (+3.0%)

$28,985 + $179,705

$208,690

2010

$41,753 (+18.8%)

$28,985 + $179,705

$208,690

2009

$35,144 (−13.7%)

$29,452 + $173,759

$203,211

2008

$40,703 (−10.9%)

$47,124 + $210,434

$257,558

2007

$45,681

$47,124 + $262,104

$309,228

*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

5.5

Stories

Lot width

—

Lot depth

—

Lot size

0.43 Acres

Year renovated

—

Sq. Ft.

5,057

Year built

2005

Style

Single Family Residential

County

Cook County

APN

05204010070000

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: 3
Garage Parking
Garage Transmitter(s), Heated Garage
Attached Garage
Garage On-Site
Owned Garage
Asphalt Driveway, Circular Driveway, Side Driveway

Interior

Bedroom Information
# of Bedrooms: 7
# of Bedrooms (Above Grade): 5
# of Bedrooms (Below Grade): 2

Master Bedroom Information
Size: 25X18
On 2nd Level
Hardwood Flooring

Bedroom #2 Information
Size: 19X18
On 2nd Level
Hardwood Flooring

Bedroom #3 Information
Size: 18X11
On 2nd Level
Hardwood Flooring

Bedroom #4 Information
Size: 14X13
On 2nd Level
Hardwood Flooring

Bathroom Information
# of Baths (Full): 5
# of Baths (1/2): 2
Master Bath
Whirlpool, Separate Shower, Double Sink, Bidet, Full-Body Spray Shower, Soaking Tub
Bathroom(s) in Basement

Living Room Information
Size: 19X18
On Main Level
Hardwood Flooring

Family Room Information
Size: 30X16
On Main Level
Hardwood Flooring

Dining Room Information
Separate Dining Room
Size: 19X18
On Main Level
Hardwood Flooring

Kitchen Information
Size: 20X14
Eating Area (Breakfast Bar), Eating Area (Table Space), Island, Pantry (Butler), Pantry (Walk-in)
On Main Level
Hardwood Flooring

Laundry Room Information
Size: 10X8
In Basement
Ceramic/Porcelain Tile Flooring

Additional Rooms Information
Bonus Room, 5th Bedroom, 6th Bedroom, 7th Bedroom, Foyer, Great Room, Library, Office, Recreation Room, Storage Room
Full Basement
Finished Basement
Unfinished Attic

Additional Room #1 Information
Bedroom #5
Size: 12X11
On 2nd Level
Hardwood Flooring

Additional Room #2 Information
Library
Size: 17X12
On Main Level
Hardwood Flooring

Additional Room #3 Information
Storage
Size: 28X17
In Basement
Carpet Flooring

Additional Room #4 Information
Recreation Room
Size: 20X17
In Basement
Ceramic/Porcelain Tile Flooring

Additional Room #5 Information
Great Room
Size: 21X15
In Basement
Carpet Flooring

Additional Room #6 Information
Bonus Room
Size: 32X20
In Basement
Carpet Flooring

Additional Room #7 Information
Bedroom #6
Size: 15X11
In Basement
Carpet Flooring

Additional Room #8 Information
Office
Size: 16X11
In Basement
Carpet Flooring

Additional Room #9 Information
Bedroom #7
Size: 12X12
In Basement
Carpet Flooring

Additional Room #10 Information
Foyer
Size: 20X14
On Main Level
Marble Flooring

Equipment
Double Oven, Oven/Range, Dishwasher, High End Refrigerator, Bar Refrigerator, Freezer, Washer, Dryer, Disposal, All Stainless Steel Kitchen Appliances, Wine Cooler/Refrigerator
Humidifier, Central Vacuum, Cable TV, Security System, Ceiling Fan, Sump Pump, Lawn Sprinkler(s), Air Cleaner

Fireplace Information
# of Fireplaces: 7
In Family Room, In Living Room, In Master Bedroom, In Basement, Other Fireplace Location (See Remarks)
See-Through/Multi-Sided, Wood Burning, Gas Logs, Gas Starter, Heatilator Type System

Interior Features
Vaulted/Cathedral Ceilings, Skylight(s), Wet Bar, Hardwood Flooring, 2nd Floor Laundry

Heating & Cooling
Gas Heating, Forced Air Heating, Individual Heating Controls, Zoned Heating
Central Air Conditioning

Exterior

Building Information
Sq. Ft. Source: Builder
Age: 11-15 Years
Stone Exterior
Concrete Foundation
Slate Roof

Property Features
Patio, Hot Tub, Storm/Screen Windows

Lot Information
Dimensions: 100X184
.25-.49 Acre
Professionally Landscaped

Property Information
# of Rooms: 16
Ownership: Fee Simple
School Bus Service, Commuter Train
Parcel Identification Number: 05204010070000

Financial

Financial Information
Tax: $49,849
Tax Year: 2016
Tax Exemptions: Homeowner
Special Service Area: N
Finance Code: Conventional

Utilities

Utility Information
Water: Public
Sewer (Public)
Circuit Breakers, 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: 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 HILL SOUTH OF WILLOW

Public facts

Beds: 6
Baths: 5.5
Sq. Ft.: 5,057
Stories: 2.0
Lot Size: 0.43 acres
Style: Single Family Residential
Year Built: 2005
Year Renovated: —
County: Cook County
APN: 05204010070000

Home facts updated by county records on Sep 16, 2026

Other

Listing Information
Sale Price Includes Parking
Exclusions (Call List Office)
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

$4.15M – $5.02M

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Home values near 322 CHESTNUT St

Data from public records.

Address	Redfin Estimate
343 Chestnut St, Winnetka, IL 3 Beds \| 3.5 Baths \| - Sq. Ft.	$2,196,021
352 Chestnut St, Winnetka, IL 4 Beds \| 2.5 Baths \| 2984 Sq. Ft.	$1,930,428

Address	Redfin Estimate
329 Chestnut St, Winnetka, IL 5 Beds \| 5 Baths \| 6964 Sq. Ft.	$3,429,481
312 Chestnut St, Winnetka, IL 5 Beds \| 5 Baths \| 4355 Sq. Ft.	$2,591,212

Address	Redfin Estimate
321 Chestnut St, Winnetka, IL 4 Beds \| 2.5 Baths \| 4206 Sq. Ft.	$2,421,501
334 Chestnut St, Winnetka, IL 5 Beds \| 4.5 Baths \| - Sq. Ft.	$3,026,122

Property information provided by MRED as Distributed by MLS Grid when last listed in 2019. 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 322 CHESTNUT St

Tax history for 322 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 322 CHESTNUT St

More real estate resources