OFF MARKET

Off market jun 2020 for $1.3M

$2,310,626

Est. refi paymentEst. refi $8,726/mo

•

5.5 ba

•

—

sq ft

365 Chestnut St, Winnetka, IL 60093

About this home

WHAT MAKES THIS HOUSE SO SPECIAL? IT'S LIKE WINNING THE TRIFECTA! PERFECT LOCATION - WALK TO EVERYTHING, GORGEOUS RENOVATIONS & A CAREFREE LIFESTYLE! A gracious entry leads to the lovely living room w/ fireplace and formal dining room. Fabulous kitchen with abundant custom cabinetry & high-end appliances opens to the casual dining area overlooking the spacious deck and family room replete fireplace and custom built-ins. It's the perfect place to curl up with a book or watch your favorite movie. The open floor plan is ideal for today's lifestyle. The piece de resistance is the exquisite first-floor master suite with fireplace and exceptional dressing room. Enjoy the new master bathroom with soaking tub and walk-in shower. It's a dream retreat created by renowned Pickell Builders. Second floor boasts three generous bedrooms along with three full baths, charming sitting area & new hardwood floors. Be wowed by the expansive lower level - also newly renovated. The office and second family room feature large windows with views of a pretty raised garden creating a light and airy feel. Other highlights of lower level include new cabinetry, fine architectural detailing and exercise room. Phenomenal storage throughout is a plus - even a walk-in attic. Other enhancements by the present owners include lush gardens (over 500 spring bulbs planted), new driveway reconfigured allowing for ample guest parking & a new heating system in attached two-car garage. The home is even enrolled in a semi-annual maintenance program. Newer cedar shake roof. Meticulously maintained, this home is the epitome of gracious living. Ideal for the empty nester or family who enjoys being in the heart of Winnetka.

Single-familyProperty Type

1977Year Built

0.33 acresLot Size

2 spacesParking

Listed by Pamela McClamroch • Coldwell Banker Realty

Listed by James McClamroch • Coldwell Banker Realty

Bought with Annie Flanagan • Coldwell Banker Realty

Redfin checked: 2 minutes ago

•Source:MRED as Distributed by MLS Grid #10645869

Redfin Estimate

$2,310,626

$1.0M since sold in June 2020$35K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 9.7% lower than the average sale price ($2.56M) of 6 comparable homes.

SOLD SEP 25, 2026
$2,401,000
A
4 beds3.5 baths3,045 sq ft
887 Ash St, Winnetka, IL 60093
SOLD AUG 26, 2026
$3,799,000
B
5 beds4.5 baths3,487 sq ft
785 Mount Pleasant St, Winnetka, IL 60093
SOLD JUL 13, 2026
$1,730,000
C
4 beds4.5 baths3,639 sq ft
995 Oak St, Winnetka, IL 60093
SOLD OCT 9, 2026
$2,956,000
D
5 beds4.5 baths5,000 sq ft
438 Birch St, Winnetka, IL 60093
SOLD SEP 11, 2026
$2,825,000
E
5 beds4 baths4,212 sq ft
567 Oak St, Winnetka, IL 60093
SOLD OCT 9, 2026
$1,649,000
F
4 beds2.5 baths3,215 sq ft
870 Prospect Ave, Winnetka, IL 60093

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Earn from this home

Sell

$1,287,682

Est. take-home

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Refinance

Est. cash available

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Rent

$4,323/mo

Redfin rental estimate

List your home for rent

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 365 Chestnut St

Date

Event

Price

Public Records

Aug 13, 2020

Sold

$1,307,500

MRED as Distributed by MLS Grid #10645869

Jun 30, 2020

Sold (MLS) (Closed Sale)

$1,307,500

Apr 21, 2020

Pending

—

Feb 26, 2020

Contingent

—

Feb 24, 2020

Listed (New)

$1,350,000

MRED as Distributed by MLS Grid #09295184

Dec 6, 2016

Sold (MLS) (Closed Sale)

$1,250,000

Sep 7, 2016

Pending

—

Aug 18, 2016

Pending (Contingent (Do Not Show))

—

Jul 22, 2016

Listed (New)

$1,295,000

+20

WHAT TOPS YOUR "WISH" LIST? IF IT IS TOP QUALITY, EASY MAINTENANCE AND MOVE-IN CONDITION, LOOK NO FURTHER! COMPLETELY RENOVATED AND EXPANDED IN RECENT YEARS COMBINED WITH A CONVENIENT TO-THE-VILLAGE-AND-TRAIN LOCATION. GRACIOUS ENTRY LEADS TO LIVING ROOM WITH FRPL/DINING RM, COOK'S KITCHEN W/BKF BAR & INFORMAL DINING. ADJOINS FAM RM W/FRPL. FIRST FLOOR MASTER SUITE W/FRPL, 3BRS AND 3 BATHS ON SECOND FLR. SPACIOUS WALK-IN ATTIC. OUTSTANDING LOWER LEVEL W/HUGE WINDOWS! PING PONG, BILLIARDS AND MEDIA ALL HAVE THEIR SPACE! LAUNDRY AND FULL BATH. ENJOYMENT FOR ALL AGES. NEW CEDAR SHAKE ROOF, 2 CAR ATTACHED GARAGE. PERFECT FOR YOUNG FAMILY OR EMPTY NEST!

MRED as Distributed by MLS Grid #06487222

Jun 6, 2008

Sold (MLS)

$950,000

May 12, 2008

Listing Removed

—

Apr 23, 2007

Listed

$1,125,000

Public Records

Oct 24, 1984

Sold

$395,000

Year

Property tax

Land + Additions

Assessment*

2023

$27,982 (+0.7%)

$40,841 + $111,159

$152,000

2022

$27,782 (+7.3%)

$40,111 + $87,179

$127,290

2021

$25,880 (−16.8%)

$29,172 + $70,551

$99,723

2020

$31,095 (+0.8%)

$29,172 + $92,581

$121,753

2019

$30,861 (+11.3%)

$29,172 + $103,169

$132,341

2018

$27,731 (+3.2%)

$24,796 + $90,819

$115,615

2017

$26,875 (+5.0%)

$24,796 + $90,819

$115,615

2016

$25,597 (+9.3%)

$24,796 + $90,819

$115,615

2015

$23,423 (+2.2%)

$20,420 + $74,784

$95,204

2014

$22,920 (+4.8%)

$20,420 + $74,784

$95,204

2013

$21,861 (+5.3%)

$20,420 + $74,784

$95,204

2012

$20,768 (+5.0%)

$22,608 + $72,392

$95,000

2011

$19,774 (+3.1%)

$22,608 + $72,392

$95,000

2010

$19,174 (−18.0%)

$22,608 + $72,392

$95,000

2009

$23,382 (+4.1%)

$22,972 + $111,043

$134,015

2008

$22,455 (+14.1%)

$36,756 + $104,313

$141,069

2007

$19,682

$36,756 + $104,313

$141,069

Tax history for 365 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2023

$27,982 (+0.7%)

$40,841 + $111,159

$152,000

2022

$27,782 (+7.3%)

$40,111 + $87,179

$127,290

2021

$25,880 (−16.8%)

$29,172 + $70,551

$99,723

2020

$31,095 (+0.8%)

$29,172 + $92,581

$121,753

2019

$30,861 (+11.3%)

$29,172 + $103,169

$132,341

2018

$27,731 (+3.2%)

$24,796 + $90,819

$115,615

2017

$26,875 (+5.0%)

$24,796 + $90,819

$115,615

2016

$25,597 (+9.3%)

$24,796 + $90,819

$115,615

2015

$23,423 (+2.2%)

$20,420 + $74,784

$95,204

2014

$22,920 (+4.8%)

$20,420 + $74,784

$95,204

2013

$21,861 (+5.3%)

$20,420 + $74,784

$95,204

2012

$20,768 (+5.0%)

$22,608 + $72,392

$95,000

2011

$19,774 (+3.1%)

$22,608 + $72,392

$95,000

2010

$19,174 (−18.0%)

$22,608 + $72,392

$95,000

2009

$23,382 (+4.1%)

$22,972 + $111,043

$134,015

2008

$22,455 (+14.1%)

$36,756 + $104,313

$141,069

2007

$19,682

$36,756 + $104,313

$141,069

*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

Stories

Lot width

—

Lot depth

—

Lot size

0.33 Acres

Year renovated

—

Sq. Ft.

3,041

Year built

1976

Style

Single Family Residential

County

Cook County

APN

05202270100000

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
Garage Door Opener(s)
Attached Garage
Garage On-Site
Owned Garage

Interior

Bedroom Information
# of Bedrooms: 4
# of Bedrooms (Above Grade): 4

Master Bedroom Information
Size: 21X16
On Main Level
Hardwood Flooring
Plantation Shutters on Windows

Bedroom #2 Information
Size: 19X16
On 2nd Level
Hardwood Flooring
Plantation Shutters on Windows

Bedroom #3 Information
Size: 12X11
On 2nd Level
Hardwood Flooring
Plantation Shutters on Windows

Bedroom #4 Information
Size: 16X16
On 2nd Level
Hardwood Flooring
Plantation Shutters on Windows

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

Living Room Information
Size: 19X14
On Main Level
Hardwood Flooring
Window Curtains/Drapes

Family Room Information
Size: 21X14
On Main Level
Hardwood Flooring
Plantation Shutters on Windows

Dining Room Information
Combined with Living Room
Size: 15X12
On Main Level
Hardwood Flooring
Window Curtains/Drapes

Kitchen Information
Size: 21X18
Eating Area (Table Space), Island
On Main Level
Hardwood Flooring
Window Curtains/Drapes

Laundry Room Information
Size: 9X5
In Basement
Ceramic/Porcelain Tile Flooring

Additional Rooms Information
Attic, Game Room, Media Room, Office, Exercise Room, Eating Area, Foyer, Storage Room
Full Basement
Finished Basement
Unfinished Attic

Additional Room #1 Information
Attic
Size: 33X18
On 2nd Level
Carpet Flooring

Additional Room #2 Information
Game Room
Size: 17X15
In Basement
Ceramic/Porcelain Tile Flooring
Window Blinds

Additional Room #3 Information
Media Room
Size: 16X8
In Basement
Ceramic/Porcelain Tile Flooring
Window Blinds

Additional Room #4 Information
Office
Size: 16X15
In Basement
Ceramic/Porcelain Tile Flooring
Window Blinds

Additional Room #5 Information
Exercise Room
Size: 10X10
In Basement
Other Flooring
Window Blinds

Additional Room #6 Information
Eating Area
Size: 11X7
On Main Level
Hardwood Flooring
Window Curtains/Drapes

Additional Room #7 Information
Foyer
Size: 17X11
On Main Level
Hardwood Flooring

Additional Room #8 Information
Storage
Size: 27X16
In Basement
Ceramic/Porcelain Tile Flooring

Additional Room #10 Information
Storage
Size: 12X7
On 2nd Level
Other Flooring

Equipment
Double Oven, Microwave, Dishwasher, High End Refrigerator, Washer, Dryer, Disposal, Cooktop, Range Hood

Fireplace Information
# of Fireplaces: 3
In Family Room, In Living Room, In Master Bedroom
Wood Burning, Gas Logs, Gas Starter

Interior Features
Vaulted/Cathedral Ceilings, Skylight(s), Dry Bar, Hardwood Flooring, 1st Floor Bedroom, 1st Floor Full Bath, Built-in Features, Walk-In Closet(s)

Heating & Cooling
Gas Heating, Forced Air Heating, 2+ Separate Heating Systems, Zoned Heating
Central Air Conditioning, Zoned Air Conditioning

Exterior

Building Information
Sq. Ft. Source: Not Reported
Built Before 1978
Recent Rehab (Y/N): Yes
Age: 41-50 Years
Brick Exterior, Stone Exterior
Concrete Foundation
Wood Shake/Shingle Roof

Property Features
Deck

Lot Information
Dimensions: 78X186
.25-.49 Acre
Corner, Professionally Landscaped, Wooded

Property Information
# of Rooms: 14
Ownership: Fee Simple
Aprox. Total Finished Sq. Ft.: 0
Total Finished/Unfinshed Sq Ft: 0
Rehab Year: 2017
Commuter Bus, Commuter Train
Parcel Identification Number: 05202270100000

Financial

Financial Information
Tax: $27,731.23
Tax Year: 2018
Special Service Area: N
Finance Code: Cash

Utilities

Utility Information
Water: Lake Michigan
Sewer (Public)
Circuit Breakers, 200+ Amp Service

Location

Community Information
Curbs/Gutters, Sidewalks, Street Lights, Paved Street, Other Area Features (See Remarks)

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, WEST OF GREEN BAY TO CHESTNUT, RIGHT TO 365 CHESTNUT

Public facts

Beds: 6
Baths: 4.0
Sq. Ft.: 3,041
Stories: 2.0
Lot Size: 0.33 acres
Style: Single Family Residential
Year Built: 1976
Year Renovated: —
County: Cook County
APN: 05202270100000

Home facts updated by county records on Sep 16, 2026

Other

Listing Information
Sale Price Includes Parking
Listing Agent Must Accompany
Possession: Closing
Holds Earnest Money: Yes
Sale Terms: Conventional
Seller Concessions: No

Around this home

Schools

Crow Island Elementary School

Public K-4 • Assigned • 0.6mi

10/10

Carleton W Washburne School

Public 7-8 • Assigned • 0.8mi

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

$2.20M – $2.66M

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High ceilings • Coved ceilings • Elaborate moldings

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

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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

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

Home values near 365 Chestnut St

Data from public records.

Address	Redfin Estimate
394 Chestnut St, Winnetka, IL 5 Beds \| 4.5 Baths \| 3068 Sq. Ft.	$2,278,660
343 Chestnut St, Winnetka, IL 3 Beds \| 3.5 Baths \| - Sq. Ft.	$2,208,061

Address	Redfin Estimate
375 Chestnut St, Winnetka, IL 6 Beds \| 5 Baths \| 4808 Sq. Ft.	$2,930,818
388 Chestnut St, Winnetka, IL 5 Beds \| 3 Baths \| - Sq. Ft.	$1,928,846

Address	Redfin Estimate
370 Chestnut St, Winnetka, IL 5 Beds \| 4.5 Baths \| 4392 Sq. Ft.	$2,590,488
329 Chestnut St, Winnetka, IL 5 Beds \| 5 Baths \| 6964 Sq. Ft.	$3,337,029

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 365 Chestnut St

Tax history for 365 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 365 Chestnut St

More real estate resources