OFF MARKET

Off market jul 2020 for $1.2M

$2,883,046

Est. refi paymentEst. refi $8,009/mo

•

4.5 ba

•

6,640

sq ft

146 Chestnut St, Winnetka, IL 60093

About this home

RARE OPPORTUNITY. PRIVATE RETREAT IN HEART OF TOWN. LOTS OF POTENTIAL IN THIS TRUE WINNETKA CLASSIC ON ALMOST 1/2 ACRE GROUNDS ON ONE OF WINNETKA'S MOST LOVELY STREETS. FRESHLY PAINTED & FLOORS FINISHED- SOLID 5+ BR/4.1 BA BRICK GEORGiIAN BY NOTED ARCHITECT. OPEN, LIGHT GRANDLY-SCALED ROOMS, ARCHITECTURAL DETAILS, EXQUISITE MILLWORK. LOFTY CEILING HEIGHTS. ELEGANT FOYER & HANDSOME STAIRCASE, SPACIOUS OPEN KITCHEN LEADS TO FAMILY ROOM OVERLOOKING EXPANSIVE PRIVATE YARD. ELEGANT FORMAL ROOMS, PANELED LIBRARY, BACK STAIRCASE AND MUD ROOM COMPLETE THE FIRST FLOOR. UPSTAIRS IS A WONDERFUL MASTER SUITE WITH SITTING ROOM THAT COULD ALSO BE A FITTED DRESSING ROOM/CLOSET & SPACIOUS BATH. 4 MORE BEDROOMS ON THIS LEVEL INCLUDING A PRIVATE BR/BA SUITE ALSO ACCESSED FROM BACK STAIRS & WONDERFUL OUTDOOR DECK. THE THIRD FLOOR FEATURES A BEDROOM/BATH AND A TREMENDOUS UNFINISHED BONUS ROOM. AN UNDERSTATED & SOPHISTICATED BLEND OF CRAFTSMANSHIP, AND CLEAN LINES. OUTDOOR LIVING AT ITS FINEST WITH THE PRIVATE DEEP YARD AND STONE PATIO. ATTACHED 3+ CAR EXTRA DEEP GARAGE. UNBELIEVABLE VALUE. BEST WALK TO ALL LIFESTYLE: TOWN, TRAIN, & MULTIPLE SCHOOLS AND PARKS. APPROX SQ FT BY FLOOR - MAIN-3220 (INCL GARAGES), 2ND-2150, 3RD-1270, LOWER-1600. TOTAL ABOVE GRADE = 6640. SHOWINGS BEGIN 5/12.

Single-familyProperty Type

1939Year Built

0.42 acresLot Size

$434Est. Price/Sq.Ft.

3 spacesParking

Listed by Paige Dooley • Compass

Bought with Brandie Malay • @properties Christie's International Real Estate

Redfin checked: 2 minutes ago

•Source:MRED as Distributed by MLS Grid #10709790

Redfin Estimate

$2,883,046

$1.7M since sold in July 2020$80K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 32.1% higher than the average sale price ($2.18M) of 6 comparable homes.

SOLD OCT 15, 2026
$2,400,000
A
5 beds4.5 baths4,662 sq ft
579 Hill Ter, Winnetka, IL 60093
SOLD SEP 15, 2026
$1,905,000
B
4 beds3.5 baths3,822 sq ft
2530 Kenilworth Ave, Wilmette, IL 60091
SOLD SEP 3, 2026
$1,800,000
C
5 beds4 baths3,445 sq ft
556 Winnetka Ave, Winnetka, IL 60093
SOLD MAY 22, 2026
$2,437,000
D
5 beds4.5 baths5,184 sq ft
355 Linden St, Winnetka, IL 60093
SOLD OCT 13, 2026
$1,600,000
E
5 beds4.5 baths6,580 sq ft
555 Cherry St, Winnetka, IL 60093
SOLD OCT 9, 2026
$2,956,000
F
5 beds4.5 baths5,000 sq ft
438 Birch St, Winnetka, IL 60093

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Earn from this home

Sell

$1,907,484

Est. take-home

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Refinance

Est. cash available

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Rent

$4,203/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

EARLY ACCESS
1143 Willow Rd, Winnetka, IL 60093
$1,650,000
6 beds4.5 baths3,200 sq ft
1143 Willow Rd, Winnetka, IL 60093
$1,050,000
3 beds2 baths1,375 sq ft
550 Locust St, Winnetka, IL 60093
OPEN SUN, 12PM TO 2:30PM
$1,599,000
4 beds3 baths2,786 sq ft
381 Linden St, 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 146 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2023

$41,163 (+6.3%)

$52,360 + $208,640

$261,000

2022

$38,729 (+7.3%)

$51,425 + $129,445

$180,870

2021

$36,093 (+3.9%)

$37,400 + $101,673

$139,073

2020

$34,726 (−2.8%)

$37,400 + $101,673

$139,073

2019

$35,737 (−8.0%)

$37,400 + $119,279

$156,679

2018

$38,831 (−0.8%)

$31,790 + $133,539

$165,329

2017

$39,160 (−10.7%)

$31,790 + $140,051

$171,841

2016

$43,860 (+21.4%)

$31,790 + $168,811

$200,601

2015

$36,117 (+2.2%)

$26,180 + $123,243

$149,423

2014

$35,355 (−1.1%)

$26,180 + $123,243

$149,423

2013

$35,751 (−3.7%)

$26,180 + $132,138

$158,318

2012

$37,134 (+5.1%)

$28,985 + $143,372

$172,357

2011

$35,342 (+5.3%)

$28,985 + $143,372

$172,357

2010

$33,563 (−6.7%)

$28,985 + $143,372

$172,357

2009

$35,974 (+5.3%)

$29,452 + $182,672

$212,124

2008

$34,153 (+5.1%)

$47,124 + $176,166

$223,290

2007

$32,491

$47,124 + $176,166

$223,290

Tax history for 146 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2023

$41,163 (+6.3%)

$52,360 + $208,640

$261,000

2022

$38,729 (+7.3%)

$51,425 + $129,445

$180,870

2021

$36,093 (+3.9%)

$37,400 + $101,673

$139,073

2020

$34,726 (−2.8%)

$37,400 + $101,673

$139,073

2019

$35,737 (−8.0%)

$37,400 + $119,279

$156,679

2018

$38,831 (−0.8%)

$31,790 + $133,539

$165,329

2017

$39,160 (−10.7%)

$31,790 + $140,051

$171,841

2016

$43,860 (+21.4%)

$31,790 + $168,811

$200,601

2015

$36,117 (+2.2%)

$26,180 + $123,243

$149,423

2014

$35,355 (−1.1%)

$26,180 + $123,243

$149,423

2013

$35,751 (−3.7%)

$26,180 + $132,138

$158,318

2012

$37,134 (+5.1%)

$28,985 + $143,372

$172,357

2011

$35,342 (+5.3%)

$28,985 + $143,372

$172,357

2010

$33,563 (−6.7%)

$28,985 + $143,372

$172,357

2009

$35,974 (+5.3%)

$29,452 + $182,672

$212,124

2008

$34,153 (+5.1%)

$47,124 + $176,166

$223,290

2007

$32,491

$47,124 + $176,166

$223,290

*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
Permits

Beds

Baths

4.5

Stories

Lot width

—

Lot depth

—

Lot size

0.43 Acres

Year renovated

—

Sq. Ft.

5,482

Year built

1940

Style

Single Family Residential

County

Cook County

APN

05204110080000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Oct 23, 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 Door Opener(s), Garage Transmitter(s)
Detached Garage
Garage On-Site
Owned Garage
Concrete Driveway

Interior

Bedroom Information
# of Bedrooms: 6
# of Bedrooms (Above Grade): 6

Master Bedroom Information
Size: 25X15
On 2nd Level
Hardwood Flooring

Bedroom #2 Information
Size: 17X17
On 2nd Level
Hardwood Flooring

Bedroom #3 Information
Size: 18X12
On 2nd Level
Hardwood Flooring

Bedroom #4 Information
Size: 12X8
On 2nd Level
Hardwood Flooring

Bathroom Information
# of Baths (Full): 4
# of Baths (1/2): 1
Master Bath
Separate Shower, Double Sink
Bathroom(s) in Basement

Living Room Information
Size: 26X15
On Main Level
Hardwood Flooring

Family Room Information
Size: 21X17
On Main Level
Hardwood Flooring

Dining Room Information
Separate Dining Room
Size: 16X15
On Main Level
Hardwood Flooring

Kitchen Information
Size: 23X13
Eating Area (Table Space)
On Main Level
Hardwood Flooring

Laundry Room Information
Size: 22X18
In Basement
Other Flooring

Additional Rooms Information
5th Bedroom, 6th Bedroom, Office, Recreation Room, Sitting Room, Foyer, Mud Room, Utility Room-Lower Level, Storage Room, Deck
Full Basement
Finished Basement

Additional Room #1 Information
Bedroom #5
Size: 15X13
On 2nd Level
Hardwood Flooring

Additional Room #2 Information
Bedroom #6
Size: 20X14
On 3rd Level
Hardwood Flooring

Additional Room #3 Information
Office
Size: 19X17
On Main Level

Additional Room #4 Information
Recreation Room
Size: 36X16
In Basement
Carpet Flooring

Additional Room #5 Information
Sitting Room
Size: 19X17
On Main Level
Hardwood Flooring

Additional Room #6 Information
Foyer
Size: 14X8
On Main Level
Hardwood Flooring

Additional Room #7 Information
Mud Room
Size: 11X5
On Main Level
Hardwood Flooring

Additional Room #8 Information
Utility Room-Lower Level
Size: 37X10
In Basement

Additional Room #9 Information
Storage
Size: 25X15
On 3rd Level

Additional Room #10 Information
Deck
Size: 25X17
On 2nd Level

Equipment
Oven/Range, Microwave, Dishwasher, Refrigerator

Fireplace Information
# of Fireplaces: 2
In Living Room, In Master Bedroom

Interior Features
Hardwood Flooring, Built-in Features, Walk-In Closet(s)

Heating & Cooling
Gas Heating
Central Air Conditioning

Exterior

Building Information
Sq. Ft. Source: Plans
Built Before 1978
Age: 81-90 Years
Other Exterior (See Remarks)
Slate Roof

Property Features
Deck, Patio

Lot Information
Dimensions: 100X189.9
.25-.49 Acre
Professionally Landscaped

Property Information
# of Rooms: 13
Ownership: Fee Simple
Sq. Ft. Comments: Main Sq Ft total includes garage, 2nd flr=2150, 3rd flr=1270 - Total Upper Sq Ft = 3420
Main Sq. Ft.: 3220
Basement Sq. Ft.: 1600
Unfinished Basement Sq. Ft.: 1600
Upper Level Sq. Ft.: 3420
Aprox. Total Finished Sq. Ft.: 6640
Total Finished/Unfinshed Sq Ft: 8240
Parcel Identification Number: 05204110080000

Financial

Financial Information
Tax: $38,831.49
Tax Year: 2018
Tax Exemptions: Homeowner
Special Service Area: N
Finance Code: Conventional

Utilities

Utility Information
Water: Lake Michigan
Sewer (Public)

Location

Community Information
Sidewalks, Street Lights, Paved Street

School Information
Elementary School: Crow Island Elementary School
Elementary School District: 36
Junior High: The Skokie 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: Take Hill Road to Chestnut

Public facts

Beds: 5
Baths: 4.5
Sq. Ft.: 5,482
Stories: 2.0
Lot Size: 0.43 acres
Style: Single Family Residential
Year Built: 1940
Year Renovated: —
County: Cook County
APN: 05204110080000

Home facts updated by county records on Oct 23, 2026

Other

Listing Information
Possession: Closing
Holds Earnest Money: Yes
Seller Concessions: No

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)

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

$2.74M – $3.32M

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Nearby similar homes

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NEW CONSTRUCTION

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New listings for sale in 60093

EARLY ACCESSSOTHEBY'S REALTY COMING SOON

$1,650,000

6 beds4.5 baths3,200 sq ft

1143 Willow Rd, Winnetka, IL 60093

Top rated schools • Private entrance • Butler's pantry

$1,050,000

3 beds2 baths1,375 sq ft

550 Locust St, Winnetka, IL 60093

8 • 850 sq ft lot • Southern exposure

OPEN SUN, 12PM TO 2:30PM

$1,599,000

4 beds3 baths2,786 sq ft

381 Linden St, Winnetka, IL 60093

First floor bedrooms • Mature landscaping • Flexible floor plan

$1,975,000

6 beds4 baths4,046 sq ft

1390 Scott Ave, Winnetka, IL 60093

Hubbard woods home • Gut renovation • New construction

LISTED BY REDFIN3D WALKTHROUGH

$845,000

2 beds2.5 baths1,900 sq ft

1855 Old Willow Rd #314, Northfield, IL 60093

$893 HOA • 2 garage spots • Built 2001

EARLY ACCESSCOMPASS COMING SOON

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Home values near 146 Chestnut St

Data from public records.

Address	Redfin Estimate
136 Chestnut St, Winnetka, IL 6 Beds \| 5 Baths \| 5022 Sq. Ft.	$2,464,197
126 Chestnut St, Winnetka, IL 6 Beds \| 5 Baths \| 4600 Sq. Ft.	$2,720,232
155 Chestnut St, Winnetka, IL 5 Beds \| 3.5 Baths \| 4077 Sq. Ft.	$2,786,764
156 Chestnut St, Winnetka, IL 5 Beds \| 3.5 Baths \| - Sq. Ft.	$2,511,339
147 Birch St, Winnetka, IL 4 Beds \| 4 Baths \| - Sq. Ft.	$1,992,172
830 Hill Rd, Winnetka, IL 5 Beds \| 6 Baths \| 5763 Sq. Ft.	$3,088,223
808 Hill Rd, Winnetka, IL 5 Beds \| 6 Baths \| 9686 Sq. Ft.	$6,043,086

Address	Redfin Estimate
193 Chestnut St, Winnetka, IL 7 Beds \| 8 Baths \| 6300 Sq. Ft.	$5,198,506
190 Chestnut St, Winnetka, IL 3 Beds \| 2.5 Baths \| 2452 Sq. Ft.	$1,678,506
133 Chestnut St, Winnetka, IL 4 Beds \| 3.5 Baths \| 4212 Sq. Ft.	$2,220,056
175 Chestnut St, Winnetka, IL 4 Beds \| 3 Baths \| 2494 Sq. Ft.	$1,697,044
815 Alles Rd, Winnetka, IL 5 Beds \| 3.5 Baths \| - Sq. Ft.	$2,295,581
850 Alles Rd, Winnetka, IL 7 Beds \| 4.5 Baths \| 4774 Sq. Ft.	$2,639,637
855 Alles Rd, Winnetka, IL 5 Beds \| 5.5 Baths \| - Sq. Ft.	$3,756,293

Address	Redfin Estimate
180 Chestnut St, Winnetka, IL 8 Beds \| 4.5 Baths \| 6564 Sq. Ft.	$3,431,269
185 Chestnut St, Winnetka, IL 6 Beds \| 5.5 Baths \| 5400 Sq. Ft.	$3,711,262
147 Chestnut St, Winnetka, IL 5 Beds \| 4.5 Baths \| 3968 Sq. Ft.	$2,891,061
830 Hill Rd, Winnetka, IL 5 Beds \| 6 Baths \| 5763 Sq. Ft.	$3,248,762
160 Birch St, Winnetka, IL 7 Beds \| 6.5 Baths \| 7150 Sq. Ft.	$3,724,817
140 Birch St, Winnetka, IL 6 Beds \| 6 Baths \| 6212 Sq. Ft.	$4,402,266
101 Hill Rd, Winnetka, IL 6 Beds \| 3.5 Baths \| 3204 Sq. Ft.	$2,523,070

Property information provided by MRED as Distributed by MLS Grid when last listed in 2020. 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 146 Chestnut St

Tax history for 146 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 146 Chestnut St

More real estate resources