OFF MARKET

Off market oct 2015 for $1.3M

$2,707,078

Est. refi paymentEst. refi $9,237/mo

•

5,400

sq ft

185 Chestnut St, Winnetka, IL 60093

About this home

Single-familyProperty Type

1921Year Built

0.41 acresLot Size

$501Est. Price/Sq.Ft.

2 car garageParking

Listed by Dinny Dwyer • Jean Wright Real Estate

Bought with Betsy Burke • Berkshire Hathaway HomeServices Chicago

Source:MRED as Distributed by MLS Grid #08897527

Redfin Estimate

$2,707,078

$1.3M since sold in October 2015$141K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 25.2% higher than the average sale price ($2.16M) of 5 comparable homes.

SOLD OCT 15, 2026
$2,400,000
A
5 beds4.5 baths4,662 sq ft
579 Hill Ter, Winnetka, IL 60093
SOLD JUN 18, 2026
$2,550,000
B
5 beds4 baths5,646 sq ft
500 Maple St, Winnetka, IL 60093
SOLD MAY 22, 2026
$2,437,000
C
5 beds4.5 baths5,184 sq ft
355 Linden St, Winnetka, IL 60093
SOLD SEP 15, 2026
$1,905,000
D
4 beds3.5 baths3,822 sq ft
2530 Kenilworth Ave, Wilmette, IL 60091
SOLD OCT 27, 2026
$1,520,000
E
5 beds3.5 baths— sq ft
590 Willow Rd, Winnetka, IL 60093

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Earn from this home

Sell

$1,751,699

Est. take-home

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Est. cash available

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Rent

$4,195/mo

Redfin rental estimate

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Market trends in 60093, IL

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

105.3%

+1.2% MoM

Median sale price

$1.6M

$44K MoM

Avg. days on market

34d

2 days MoM

Recently sold homes

8 MoM

New listings for sale

$315,000
1 bed1 bath550 sq ft
561 Hill Ter #310, Winnetka, IL 60093
EARLY ACCESS
$1,995,000
5 beds5 baths3,914 sq ft
1288 Sunview Ln, Winnetka, IL 60093
EARLY ACCESS
1143 Willow Rd, Winnetka, IL 60093
$1,650,000
6 beds4.5 baths3,200 sq ft
1143 Willow Rd, Winnetka, IL 60093
$1,975,000
6 beds4 baths4,046 sq ft
1390 Scott Ave, Winnetka, IL 60093
LISTED BY REDFIN
$845,000
2 beds2.5 baths1,900 sq ft
1855 Old Willow Rd #314, Northfield, IL 60093
EARLY ACCESS
$1,899,000
6 beds5 baths5,338 sq ft
586 Earl Dr, Northfield, IL 60093
See all

Provided by Redfin

Sale history for 185 Chestnut St

Date

Event

Price

Public Records

Oct 16, 2015

Sold

$1,370,000

$254/sq ft

MRED as Distributed by MLS Grid #08897527

Jun 30, 2015

Sold (MLS) (Closed Sale)

$1,370,000

$254/sq ft

May 15, 2015

Pending

—

Apr 21, 2015

Listed (Contingent)

—

+10

MRED as Distributed by MLS Grid #08815325

Jan 21, 2015

Contingent

—

Jan 20, 2015

Listing Removed

—

Public Records

Jun 19, 2000

Sold

$1,300,000

$241/sq ft

Public Records

Apr 16, 1993

Sold

$700,000

$130/sq ft

Public Records

Oct 2, 1991

Sold

$710,000

$131/sq ft

Public Records

Jul 22, 1981

Sold

$257,500

$48/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$33,775 (+6.3%)

$50,266 + $136,899

$187,165

2022

$31,773 (+14.6%)

$49,368 + $99,632

$149,000

2021

$27,737 (+1.4%)

$35,904 + $74,303

$110,207

2020

$27,353 (+4.9%)

$35,904 + $74,303

$110,207

2019

$26,072 (+3.1%)

$35,904 + $79,330

$115,234

2018

$25,293 (+3.1%)

$30,518 + $78,368

$108,886

2017

$24,526 (+8.4%)

$30,518 + $78,368

$108,886

2016

$22,634 (−7.8%)

$30,518 + $74,213

$104,731

2015

$24,555 (+2.1%)

$25,132 + $77,298

$102,430

2014

$24,041 (+4.9%)

$25,132 + $77,298

$102,430

2013

$22,917 (−7.5%)

$25,132 + $77,298

$102,430

2012

$24,779 (+4.6%)

$27,825 + $88,017

$115,842

2011

$23,692 (−5.8%)

$27,825 + $88,017

$115,842

2010

$25,138 (+5.2%)

$27,825 + $98,545

$126,370

2009

$23,890 (+4.1%)

$28,274 + $108,655

$136,929

2008

$22,943 (+3.7%)

$45,239 + $98,897

$144,136

2007

$22,123

$45,239 + $98,897

$144,136

Tax history for 185 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2023

$33,775 (+6.3%)

$50,266 + $136,899

$187,165

2022

$31,773 (+14.6%)

$49,368 + $99,632

$149,000

2021

$27,737 (+1.4%)

$35,904 + $74,303

$110,207

2020

$27,353 (+4.9%)

$35,904 + $74,303

$110,207

2019

$26,072 (+3.1%)

$35,904 + $79,330

$115,234

2018

$25,293 (+3.1%)

$30,518 + $78,368

$108,886

2017

$24,526 (+8.4%)

$30,518 + $78,368

$108,886

2016

$22,634 (−7.8%)

$30,518 + $74,213

$104,731

2015

$24,555 (+2.1%)

$25,132 + $77,298

$102,430

2014

$24,041 (+4.9%)

$25,132 + $77,298

$102,430

2013

$22,917 (−7.5%)

$25,132 + $77,298

$102,430

2012

$24,779 (+4.6%)

$27,825 + $88,017

$115,842

2011

$23,692 (−5.8%)

$27,825 + $88,017

$115,842

2010

$25,138 (+5.2%)

$27,825 + $98,545

$126,370

2009

$23,890 (+4.1%)

$28,274 + $108,655

$136,929

2008

$22,943 (+3.7%)

$45,239 + $98,897

$144,136

2007

$22,123

$45,239 + $98,897

$144,136

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

Zoning

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

Interior

Basement Information
Basement Finish: Unfinished
Basement Type: Partial

Bathroom Information
# of Full Baths: 4
# of 1/2 Baths: 1

Heating & Cooling
Air Conditioning Type: Central
Heating Type: Hot Water Steam

Fireplace Information
# of Fireplaces: 1
Has Fireplace

Exterior

Exterior Information
Physical Condition: Average
Exterior Wall: Frame
Building Type: Residential

Property Information
Subdivision Name: ALLES FIRST WINNETKA
Living Sq. Ft: 4,776
# of Stories: 2
Stories Type: 2
Legal Description: L8 XS4FT B2 ALLES 1ST ADDT TO WINNE TKA SUBD SE1/4 SE1/4 & SW1/4 SE1/4 S20 T42N R13E

Parking & Garage Information
# of Parking Spaces: 2
Parking Type: Detached Garage
Garage / Carport Type: Detached

Lot Information
# of Buildings: 1
Land Sq. Ft: 17,952
Legal Lot Number: 8
Legal Block Number: 2
Acres: 0.4121
Depth Footage: 187
Front Footage: 96
County Use Description: RESID 2 STORY

Financial

Assessor Information
Assessment Year: 2025

Public facts

Beds: 6
Baths: 5.5
Sq. Ft.: 5,400
Stories: 2.0
Parking Spaces: —
Basement: Yes
Accessible: No
Lot Size: 0.41 acres
Style: Single Family Residential
Year Built: 1921
Year Renovated: 2016
County: Cook County
APN: 05204090140000
HOA Dues: —
Garage: Yes
Features: —

Home facts updated by owner on Apr 15, 2019

Around this home

Schools

K - 12
Preschool & daycare

Crow Island Elementary School

Public K-4 • Assigned • 0.6mi

10/10

Carleton W Washburne School

Public 7-8 • Assigned • 1.0mi

8/10

New Trier Township High School Winnetka

Public 10-12 • Assigned • 0.9mi

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)

30°

16°

38°

23°

53°

34°

60°

42°

66°

48°

80°

62°

84°

68°

81°

65°

76°

59°

65°

51°

38°

37°

24°

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

$3.53M – $4.27M

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Home values near 185 Chestnut St

Data from public records.

Address	Redfin Estimate
220 Chestnut Street, Winnetka, IL 6 Beds \| 8 Baths \| 8986 Sq. Ft.	$4,087,999
193 Chestnut Street, Winnetka, IL 7 Beds \| 8 Baths \| 6300 Sq. Ft.	$5,145,567
155 Chestnut Street, Winnetka, IL 5 Beds \| 3.5 Baths \| 4077 Sq. Ft.	$2,745,686
146 Chestnut Street, Winnetka, IL 6 Beds \| 4.5 Baths \| 6640 Sq. Ft.	$2,899,216
200 Linden Street, Winnetka, IL 5 Beds \| 4 Baths \| 4592 Sq. Ft.	$2,738,475
808 Sunset Road, Winnetka, IL 5 Beds \| 4.5 Baths \| 4913 Sq. Ft.	$2,921,341
855 Alles Road, Winnetka, IL 5 Beds \| 5.5 Baths \| - Sq. Ft.	$3,829,346

Address	Redfin Estimate
200 Chestnut Street, Winnetka, IL 6 Beds \| 5.5 Baths \| 5200 Sq. Ft.	$3,155,112
180 Chestnut Street, Winnetka, IL 8 Beds \| 4.5 Baths \| 6564 Sq. Ft.	$3,368,311
133 Chestnut Street, Winnetka, IL 4 Beds \| 3.5 Baths \| 4212 Sq. Ft.	$2,266,822
156 Chestnut Street, Winnetka, IL 5 Beds \| 3.5 Baths \| - Sq. Ft.	$2,576,798
815 Alles Road, Winnetka, IL 5 Beds \| 3.5 Baths \| - Sq. Ft.	$2,243,996
850 Alles Road, Winnetka, IL 7 Beds \| 4.5 Baths \| 4774 Sq. Ft.	$2,703,182
181 Birch Street, Winnetka, IL 5 Beds \| 3.5 Baths \| 3963 Sq. Ft.	$2,844,101

Address	Redfin Estimate
206 Chestnut Street, Winnetka, IL 3 Beds \| 2.5 Baths \| 1652 Sq. Ft.	$1,322,660
190 Chestnut Street, Winnetka, IL 3 Beds \| 2.5 Baths \| 2452 Sq. Ft.	$1,633,250
147 Chestnut Street, Winnetka, IL 5 Beds \| 4.5 Baths \| 3968 Sq. Ft.	$2,859,289
175 Chestnut Street, Winnetka, IL 4 Beds \| 3 Baths \| 2494 Sq. Ft.	$1,699,390
790 Sunset Road, Winnetka, IL 5 Beds \| 5 Baths \| 5500 Sq. Ft.	$1,637,800
180 Linden Street, Winnetka, IL 5 Beds \| 3.5 Baths \| - Sq. Ft.	$1,965,400
195 Birch Street, Winnetka, IL 5 Beds \| 4.5 Baths \| 4598 Sq. Ft.	$1,888,399

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About this home

Redfin Estimate

Earn from this home

Market trends in 60093, IL

Sale history for 185 Chestnut St

Tax history for 185 Chestnut St

Zoning

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 185 Chestnut St

More real estate resources