OFF MARKET

Off market mar 2019 for $1.4M

$3,221,406

Est. refi paymentEst. refi $9,776/mo

•

5 ba

•

6,964

sq ft

329 Chestnut St, Winnetka, IL 60093

About this home

See these virtually staged pictures! Sitting on over a half an acre in a walk-to-everything location, this impressive 5 bedroom home has it all. A sought-after open floor plan with high end cook's kitchen with island and a breakfast area that opens to a sun-filled family room with fireplace. An expansive, well landscaped backyard with large bluestone patio and a putting green. Traditional living room with fireplace and dining room, both with doors to patio or the charming and private screened-in porch. Second floor master suite with walk-in closet and spa-like bath. Four additional bedrooms -- one with newer en suite bath. Third floor bedroom/bonus/office space with newer bath. Generous lower level, with rec room, game room, laundry and half bath, all off home's side entrance and mud room. Attached, heated two car garage. Walk to town, Metra, schools and the beach! Meticulously maintained inside and out.

Single-familyProperty Type

1923Year Built

0.56 acresLot Size

$463Est. Price/Sq.Ft.

2 spacesParking

Listed by Mary Grant • @properties Christie's International Real Estate

Listed by Liz Watson

Bought with Eileen Collins • Coldwell Banker Realty

Redfin checked: 2 minutes ago

•Source:MRED as Distributed by MLS Grid #10170533

Redfin Estimate

$3,221,406

$1.8M since sold in March 2019$104K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 3% lower than the average sale price ($3.32M) of 5 comparable homes.

SOLD JUN 18, 2026
$2,550,000
A
5 beds4 baths5,646 sq ft
500 Maple St, Winnetka, IL 60093
SOLD MAY 22, 2026
$2,437,000
B
5 beds4.5 baths5,184 sq ft
355 Linden St, Winnetka, IL 60093
SOLD JUN 15, 2026
$3,525,000
C
4 beds4.5 baths5,499 sq ft
296 White Oak Ln, Winnetka, IL 60093
SOLD AUG 26, 2026
$3,799,000
D
5 beds4.5 baths3,487 sq ft
785 Mount Pleasant St, Winnetka, IL 60093
SOLD AUG 14, 2026
$4,300,000
E
7 beds5.5 baths— sq ft
605 Arbor Vitae Rd, Winnetka, IL 60093

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Earn from this home

Sell

$2,090,111

Est. take-home

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Refinance

Est. cash available

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Rent

$4,446/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

NEW
$1,750,000
6 beds3.5 baths4,027 sq ft
566 Earl Dr, Northfield, IL 60093
NEW 12 HRS AGO
$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
$1,350,000
3 beds2.5 baths— sq ft
16 Regent Wood Rd, Northfield, IL 60093
$1,995,000
5 beds3 baths3,000 sq ft
510 Ash St, Winnetka, IL 60093
OPEN SAT, 11AM TO 1PM
$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
$2,250,000
4 beds4.5 baths4,225 sq ft
42 Woodley Rd, Winnetka, IL 60093
$525,000
2 beds1.5 baths1,328 sq ft
602 Lincoln Ave, Winnetka, IL 60093
See all

Provided by Redfin

Sale history for 329 Chestnut St

Date

Event

Price

MRED as Distributed by MLS Grid #10170533

Mar 8, 2019

Sold (MLS) (Closed Sale)

$1,450,000

$208/sq ft

Feb 5, 2019

Contingent

—

Jan 11, 2019

Listed (New)

$1,499,000

$215/sq ft

MRED as Distributed by MLS Grid #09902326

Dec 20, 2018

Listing Removed

—

MRED as Distributed by MLS Grid #09832600

Apr 2, 2018

Listing Removed

—

MRED as Distributed by MLS Grid #09582973

Dec 27, 2017

Listing Removed

—

Public Records

Jul 27, 1994

Sold

$765,000

$110/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$42,120 (+6.3%)

$68,068 + $183,932

$252,000

2022

$39,630 (−11.1%)

$66,852 + $118,147

$184,999

2021

$44,601 (+1.5%)

$48,620 + $126,566

$175,186

2020

$43,948 (+0.8%)

$48,620 + $126,566

$175,186

2019

$43,605 (−2.2%)

$48,620 + $141,800

$190,420

2018

$44,601 (+3.2%)

$41,327 + $148,055

$189,382

2017

$43,238 (+4.5%)

$41,327 + $148,055

$189,382

2016

$41,376 (−1.6%)

$41,327 + $148,055

$189,382

2015

$42,066 (+2.2%)

$34,034 + $139,566

$173,600

2014

$41,176 (+4.9%)

$34,034 + $139,566

$173,600

2013

$39,260 (−1.2%)

$34,034 + $139,566

$173,600

2012

$39,743 (+6.3%)

$37,680 + $147,369

$185,049

2011

$37,397 (+3.5%)

$37,680 + $147,369

$185,049

2010

$36,125 (+1.0%)

$37,680 + $147,369

$185,049

2009

$35,780 (+5.3%)

$38,288 + $172,724

$211,012

2008

$33,966 (+5.1%)

$61,261 + $160,856

$222,117

2007

$32,311

$61,261 + $160,856

$222,117

Tax history for 329 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2023

$42,120 (+6.3%)

$68,068 + $183,932

$252,000

2022

$39,630 (−11.1%)

$66,852 + $118,147

$184,999

2021

$44,601 (+1.5%)

$48,620 + $126,566

$175,186

2020

$43,948 (+0.8%)

$48,620 + $126,566

$175,186

2019

$43,605 (−2.2%)

$48,620 + $141,800

$190,420

2018

$44,601 (+3.2%)

$41,327 + $148,055

$189,382

2017

$43,238 (+4.5%)

$41,327 + $148,055

$189,382

2016

$41,376 (−1.6%)

$41,327 + $148,055

$189,382

2015

$42,066 (+2.2%)

$34,034 + $139,566

$173,600

2014

$41,176 (+4.9%)

$34,034 + $139,566

$173,600

2013

$39,260 (−1.2%)

$34,034 + $139,566

$173,600

2012

$39,743 (+6.3%)

$37,680 + $147,369

$185,049

2011

$37,397 (+3.5%)

$37,680 + $147,369

$185,049

2010

$36,125 (+1.0%)

$37,680 + $147,369

$185,049

2009

$35,780 (+5.3%)

$38,288 + $172,724

$211,012

2008

$33,966 (+5.1%)

$61,261 + $160,856

$222,117

2007

$32,311

$61,261 + $160,856

$222,117

*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

0.56 Acres

Year renovated

—

Sq. Ft.

6,964

Year built

1922

Style

Single Family Residential

County

Cook County

APN

05204020250000

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: 2
# of Garage Spaces: 2
Garage Parking
Attached Garage
Garage On-Site
Owned Garage

Interior

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

Master Bedroom Information
Size: 17X14
On 2nd Level
Carpet Flooring

Bedroom #2 Information
Size: 18X17
On 2nd Level
Carpet Flooring

Bedroom #3 Information
Size: 15X14
On 2nd Level

Bedroom #4 Information
Size: 15X12
On Main Level

Bathroom Information
# of Baths (Full): 4
# of Baths (1/2): 2
Master Bath
Separate Shower

Living Room Information
Size: 25X17
On Main Level
Hardwood Flooring

Family Room Information
Size: 26X21
On Main Level
Carpet Flooring

Dining Room Information
Separate Dining Room
Size: 17X15
On Main Level
Hardwood Flooring

Kitchen Information
Size: 18X12
Eating Area (Breakfast Bar), Eating Area (Table Space), Island, Pantry (Closet)
On Main Level
Hardwood Flooring

Laundry Room Information
Size: 13X10
In Basement

Additional Rooms Information
5th Bedroom, Breakfast Room, Mud Room, Screened Porch, Walk-In Closet, Bonus Room, Storage Room, Recreation Room, Game Room
Full Basement
Finished Basement
Finished Attic

Additional Room #1 Information
Bedroom #5
Size: 12X9
On 2nd Level

Additional Room #2 Information
Breakfast Room
Size: 19X10
On Main Level
Hardwood Flooring

Additional Room #3 Information
Mud Room
Size: 9X5
On Main Level

Additional Room #4 Information
Screened Porch
Size: 15X11
On Main Level

Additional Room #5 Information
Walk-in Closet
Size: 11X7
On 2nd Level
Carpet Flooring

Additional Room #6 Information
Bonus Room
Size: 22X17
On 3rd Level
Carpet Flooring

Additional Room #7 Information
Storage
Size: 22X16
On 3rd Level

Additional Room #8 Information
Recreation Room
Size: 26X18
In Basement
Carpet Flooring

Additional Room #9 Information
Game Room
Size: 24X14
In Basement

Fireplace Information
# of Fireplaces: 2
In Family Room, In Living Room

Interior Features
Vaulted/Cathedral Ceilings, Hardwood Flooring

Heating & Cooling
Gas Heating
Central Air Conditioning

Exterior

Building Information
Sq. Ft. Source: Assessor
Built Before 1978
Age: 91-100 Years
Brick Exterior

Lot Information
Dimensions: 187X130
.50-.99 Acre
Fenced Yard, Professionally Landscaped

Property Information
# of Rooms: 13
Ownership: Fee Simple
Aprox. Total Finished Sq. Ft.: 0
School Bus Service, Commuter Bus, Commuter Train
Parcel Identification Number: 05204020250000

Financial

Financial Information
Tax: $41,376
Tax Year: 2016
Tax Exemptions: Homeowner
Special Service Area: N
Finance Code: Conventional

Utilities

Utility Information
Water: Lake Michigan
Sewer (Public)

Location

Community Information
Park/Playground, Pond/Lake, 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: Willow south on Chestnut.

Public facts

Beds: 8
Baths: 4.5
Sq. Ft.: 6,964
Stories: 2.0
Lot Size: 0.56 acres
Style: Single Family Residential
Year Built: 1922
Year Renovated: —
County: Cook County
APN: 05204020250000

Home facts updated by county records on Sep 16, 2026

Other

Listing Information
Possession: Closing
Holds Earnest Money: Yes
Seller Concessions: No
Some Property Photos Virtually Staged

Around this home

Schools

Crow Island Elementary School

Public K-4 • Assigned • 0.6mi

10/10

Carleton W Washburne School

Public 7-8 • Assigned • 0.9mi

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

$3.06M – $3.71M

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Nearby similar homes

NEW 12 HRS AGO

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New listings for sale in 60093

NEW

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NEW 12 HRS AGO

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3 beds2 baths— sq ft

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Home values near 329 Chestnut St

Data from public records.

Address	Redfin Estimate
322 Chestnut Street, Winnetka, IL 7 Beds \| 6 Baths \| 8000 Sq. Ft.	$4,369,957
321 Chestnut Street, Winnetka, IL 4 Beds \| 2.5 Baths \| 4206 Sq. Ft.	$2,356,419

Address	Redfin Estimate
343 Chestnut Street, Winnetka, IL 3 Beds \| 3.5 Baths \| - Sq. Ft.	$2,202,673
352 Chestnut Street, Winnetka, IL 4 Beds \| 2.5 Baths \| 2984 Sq. Ft.	$1,931,323

Address	Redfin Estimate
365 Chestnut Street, Winnetka, IL 4 Beds \| 5.5 Baths \| - Sq. Ft.	$2,356,395
312 Chestnut Street, Winnetka, IL 5 Beds \| 5 Baths \| 4355 Sq. Ft.	$2,712,225

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 329 Chestnut St

Tax history for 329 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 329 Chestnut St

More real estate resources