Google street view image for 269 Chestnut St, Winnetka, IL 60093

Off market apr 2022 for $980K

—

Est. refi paymentEst. refi $6,541/mo

•

2.5 ba

•

2,620

sq ft

269 Chestnut St, Winnetka, IL 60093

About this home

269 Chestnut St is a 2,620 square foot property on a 10,672 square foot lot with 5 bedrooms and 2.5 bathrooms. - it last sold on April 12, 2022 for $980,000.

1950Year Built

10,672 sq ftLot Size

$374Price/Sq.Ft.

Source:Public Records

Redfin Estimate

Unfortunately, we don't have enough data to generate an accurate Estimate at this time.

Market trends in 60093, IL

Last updated October 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

EARLY ACCESS
$1,385,000
4 beds3 baths2,300 sq ft
1450 Asbury Ave, Winnetka, IL 60093
$1,600,000
6 beds3.5 baths5,327 sq ft
566 Earl Dr, Northfield, IL 60093
$369,900
1 bed1 bath920 sq ft
6040 Arbor Ln #202, Northfield, IL 60093
$1,750,000
4 beds3 baths2,786 sq ft
381 Linden St, Winnetka, IL 60093
$899,000
3 beds2 baths2,041 sq ft
7030 Arbor Ln #302, Northfield, IL 60093
$285,000
2 beds1 bath820 sq ft
1097 Merrill St Unit G2, Winnetka, IL 60093
See all

Provided by Redfin

Sale history for 269 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2023

$21,327 (+1.2%)

$29,882

2022

$21,079 (−0.6%)

$29,348 + $70,652

$100,000

2021

$21,213 (+1.3%)

$21,344 + $63,724

$85,068

2020

$20,933 (+0.8%)

$21,344 + $63,724

$85,068

2019

$20,763 (−0.1%)

$21,344 + $71,122

$92,466

2018

$20,788 (+3.1%)

$18,142 + $71,963

$90,105

2017

$20,161 (+3.9%)

$18,142 + $71,963

$90,105

2016

$19,396 (−2.1%)

$18,142 + $71,963

$90,105

2015

$19,809 (+2.1%)

$14,940 + $68,198

$83,138

2014

$19,397 (+4.9%)

$14,940 + $68,198

$83,138

2013

$18,487 (+0.4%)

$14,940 + $68,198

$83,138

2012

$18,411 (+4.4%)

$16,541 + $70,173

$86,714

2011

$17,629 (+8.3%)

$16,541 + $70,173

$86,714

2010

$16,278 (−3.4%)

$16,541 + $70,173

$86,714

2009

$16,853 (+6.7%)

$16,808 + $85,721

$102,529

2008

$15,790 (+6.8%)

$26,893 + $81,032

$107,925

2007

$14,784

$26,893 + $81,032

$107,925

Tax history for 269 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2023

$21,327 (+1.2%)

$29,882

2022

$21,079 (−0.6%)

$29,348 + $70,652

$100,000

2021

$21,213 (+1.3%)

$21,344 + $63,724

$85,068

2020

$20,933 (+0.8%)

$21,344 + $63,724

$85,068

2019

$20,763 (−0.1%)

$21,344 + $71,122

$92,466

2018

$20,788 (+3.1%)

$18,142 + $71,963

$90,105

2017

$20,161 (+3.9%)

$18,142 + $71,963

$90,105

2016

$19,396 (−2.1%)

$18,142 + $71,963

$90,105

2015

$19,809 (+2.1%)

$14,940 + $68,198

$83,138

2014

$19,397 (+4.9%)

$14,940 + $68,198

$83,138

2013

$18,487 (+0.4%)

$14,940 + $68,198

$83,138

2012

$18,411 (+4.4%)

$16,541 + $70,173

$86,714

2011

$17,629 (+8.3%)

$16,541 + $70,173

$86,714

2010

$16,278 (−3.4%)

$16,541 + $70,173

$86,714

2009

$16,853 (+6.7%)

$16,808 + $85,721

$102,529

2008

$15,790 (+6.8%)

$26,893 + $81,032

$107,925

2007

$14,784

$26,893 + $81,032

$107,925

*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: 2
# of 1/2 Baths: 1

Fireplace Information
# of Fireplaces: 2
Has Fireplace

Exterior

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

Property Information
Subdivision Name: DALES THIRD WINNETKA
Living Sq. Ft: 2,620
# of Stories: 2
Stories Type: 2
Legal Description: N60FT L10 XE6FT & XW5 87FT E11 87FT S31 42FT N38 67FT L10 B4 NE1/4 XNE 1/4 SE1/4 S20 T42N R13E

Parking & Garage Information
# of Parking Spaces: 1
Parking Type: Attached Garage
Garage / Carport Type: Attached

Lot Information
# of Buildings: 1
Land Sq. Ft: 10,672
Legal Lot Number: 10
Legal Block Number: 4
Acres: 0.245
County Use Description: VACANT LAND

Financial

Assessor Information
Assessment Year: 2025

Public facts

Beds: 5
Baths: 2.5
Sq. Ft.: 2,620
Stories: 2.0
Lot Size: 10,672 square feet
Style: Other
Year Built: 1950
Year Renovated: —
County: Cook County
APN: 05204050310000

Home facts updated by county records on Sep 16, 2026

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 • 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)

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

Work with an experienced agent and save on fees. 3 minutes to get started.

Need the cash from your home fast? Sell to .

Nearby similar homes

$924,500

— beds— baths— sq ft

4351 N Western Ave, Chicago, IL 60618

Completely remodeled • Front facade • Supermarkets

$899,500

— beds— baths5,500 sq ft

2721 W Peterson Ave, Chicago, IL 60659

Quartz countertops • 3,100 sq ft lot • Built 1971

$2,250,000

4 beds4.5 baths4,225 sq ft

42 Woodley Rd, Winnetka, IL 60093

First floor primary • Pool • Gazebo

$1,450,000

4 beds3.5 baths3,761 sq ft

2929 Indianwood Rd, Wilmette, IL 60091

High ceilings • Coved ceilings • Elaborate moldings

$2,595,000

6 beds5.5 baths4,089 sq ft

73 Locust Rd, Winnetka, IL 60093

Finished basement • Plumbed for kitchen • Two story foyer

$739,000

4 beds3 baths1,940 sq ft

901 Cherokee Rd, Wilmette, IL 60091

Heated floors • New dishwasher • Landscaped yard

New listings for sale in 60093

EARLY ACCESSCOMPASS COMING SOON

$1,385,000

4 beds3 baths2,300 sq ft

1450 Asbury Ave, Winnetka, IL 60093

Garage • Built 1953

$1,600,000

6 beds3.5 baths5,327 sq ft

566 Earl Dr, Northfield, IL 60093

New roof • Climateguard windows • Updated mechanicals

$369,900

1 bed1 bath920 sq ft

6040 Arbor Ln #202, Northfield, IL 60093

Pond views • Treetop views • Renovated kitchen

$1,750,000

4 beds3 baths2,786 sq ft

381 Linden St, Winnetka, IL 60093

First floor bedrooms • High ceilings • Two fireplaces

$899,000

3 beds2 baths2,041 sq ft

7030 Arbor Ln #302, Northfield, IL 60093

Indoor pool • Fitness room • $895 HOA

$285,000

2 beds1 bath820 sq ft

1097 Merrill St Unit G2, Winnetka, IL 60093

Steps from the metra • Steps from shops • Steps from parks

Home values near 269 Chestnut St

Data from public records.

Address	Redfin Estimate
247 Chestnut Street, Winnetka, IL 6 Beds \| 5 Baths \| 4584 Sq. Ft.	$2,740,784
263 Chestnut Street, Winnetka, IL 6 Beds \| 7.5 Baths \| 7500 Sq. Ft.	$4,572,354

Address	Redfin Estimate
240 Chestnut Street, Winnetka, IL 6 Beds \| 3.5 Baths \| 7220 Sq. Ft.	$4,616,003
277 Chestnut Street, Winnetka, IL 7 Beds \| 4.5 Baths \| 5472 Sq. Ft.	$2,898,619

Address	Redfin Estimate
255 Chestnut Street, Winnetka, IL 4 Beds \| 2.5 Baths \| 2140 Sq. Ft.	$1,567,604
260 Chestnut Street, Winnetka, IL 6 Beds \| 4.5 Baths \| 4808 Sq. Ft.	$2,979,084

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

60043 homes for sale
60022 homes for sale
60091 homes for sale
60093 homes for sale

Houses for rent in Winnetka	Agents near me	Glenview, IL homes for sale	Winnetka Housing Market
Houses for sale near me	Chicago, IL homes for sale	Evanston, IL homes for sale
Land for sale near me	Naperville, IL homes for sale	Oak Park, IL homes for sale
Open Houses near me	Schaumburg, IL homes for sale	Winnetka Property Records
Condos for sale near me	Arlington Heights, IL homes for sale	IL New Listings

Arlington Heights homes for sale
Glenview homes for sale
Chicago homes for sale

About this home

Redfin Estimate

Market trends in 60093, IL

Sale history for 269 Chestnut St

Tax history for 269 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 269 Chestnut St

More real estate resources