Off market jul 2016 for $1.4M

$2,739,056

Est. refi paymentEst. refi $10,726/mo

•

4,543

sq ft

66 Essex Rd, Winnetka, IL 60093

About this home

Elegant Paul Konstant renovation of classic Colonial on double lot(100 wide) in East Winnetka with exceptional natural light and windows throughout. Open expansive floor plan on 1st floor great for entertaining w/2 family rooms, one adjacent to the designer white eat-in kitchen, classic butlers pantry, formal LR/DR and dramatic galleries. 5 BRs and 3 BAs up w/full 3rd flr. Great LL w/finished rec rm, laundry, full bath and mudroom. Private professionally landscaped yard (1/3 acre), deck and bluestone patio. Walk to Sears, NTHS, park and train.

Single-familyProperty Type

1917Year Built

0.35 acresLot Size

$603Est. Price/Sq.Ft.

2 car garageParking

Listed by Paige Dooley

Bought with Julie Fleetwood • Jameson Sotheby's International Realty

Redfin checked: 2 minutes ago

•Source:MRED as Distributed by MLS Grid #09198860

Redfin Estimate

$2,739,056

$1.3M since sold in July 2016$95K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 7.5% higher than the average sale price ($2.55M) of 6 comparable homes.

SOLD APR 23, 2026
$3,005,000
A
5 beds4.5 baths3,748 sq ft
334 Woodland Ave, Winnetka, IL 60093
SOLD MAY 15, 2026
$2,009,100
B
5 beds4.5 baths5,231 sq ft
91 Abbottsford Rd, Winnetka, IL 60093
SOLD SEP 28, 2026
$2,625,000
C
5 beds5 baths5,757 sq ft
224 Sheridan Rd, Kenilworth, IL 60043
SOLD SEP 10, 2026
$2,870,000
D
4 beds4.5 baths4,542 sq ft
123 Oxford Rd, Kenilworth, IL 60043
SOLD JUN 26, 2026
$1,380,000
E
5 beds3.5 baths3,465 sq ft
373 Sunset Rd, Winnetka, IL 60093
SOLD AUG 17, 2026
$3,400,000
F
6 beds5 baths4,758 sq ft
433 Cumnor Rd, Kenilworth, IL 60043

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Earn from this home

Sell

$1,702,190

Est. take-home

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Refinance

Est. cash available

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Rent

$4,182/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

104.1%

+1.3% MoM

Median sale price

$1.6M

$17K MoM

Avg. days on market

34d

1 days MoM

Recently sold homes

106

2 MoM

New listings for sale

NEW
$350,000
2 beds2 baths1,331 sq ft
303 Crestwood Vlg, Northfield, IL 60093
NEW
$3,999,000
6 beds7.5 baths6,950 sq ft
1128 Mt. Pleasant Rd, Winnetka, IL 60093
OPEN SAT, 11AM TO 2PM
$579,900
3 beds2 baths1,204 sq ft
535 Edens Ln, Northfield, IL 60093
$489,000
2 beds2 baths1,689 sq ft
4010 Arbor Ln #203, Northfield, IL 60093
See all

Provided by Redfin

Sale history for 66 Essex Rd

Date

Event

Price

MRED as Distributed by MLS Grid #09198860

Jul 28, 2016

Sold (MLS) (Closed Sale)

$1,455,000

$320/sq ft

Jul 7, 2016

Pending

—

May 17, 2016

Contingent

—

Apr 18, 2016

Listed (New)

$1,549,000

$341/sq ft

MRED as Distributed by MLS Grid #08048270

Aug 8, 2012

Sold (MLS) (Closed Sale)

$1,575,000

$347/sq ft

Jul 5, 2012

Contingent

—

Jun 24, 2012

Price Changed (Price Change)

$1,650,000

$363/sq ft

Apr 21, 2012

Listed (New)

$1,850,000

$407/sq ft

+11

Elegant renovation of classic Colonial in East Winnetka with abundant natural light and windows throughout. Open, flowing floor plan great for entertaining w/2 first floor fam rms, including Paul Konstant addition, formal LR/DR, butlers pntry, eat in kit. 5 BRs and 3 BTHs up w/full 3rd flr. New LL w/finished rec rm, lndry, full bth and mudrm. Prof. landscaped yard, deck and bluestone patio. Walk to Sears and NTHS.

MRED as Distributed by MLS Grid #07978308

Apr 20, 2012

Listing Removed

—

Feb 12, 2012

Contingent

—

MRED as Distributed by MLS Grid #07894739

Jan 15, 2012

Listing Removed

—

Public Records

Nov 14, 2003

Sold

$2,300,000

$506/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$35,798 (+6.5%)

$41,310 + $167,690

$209,000

2022

$33,613 (+5.7%)

$50,490 + $98,128

$148,618

2021

$31,795 (−4.1%)

$34,425 + $79,078

$113,503

2020

$33,143 (+1.5%)

$34,425 + $86,751

$121,176

2019

$32,662 (−11.6%)

$34,425 + $97,289

$131,714

2018

$36,967 (+3.0%)

$29,835 + $115,583

$145,418

2017

$35,897 (+7.7%)

$29,835 + $115,583

$145,418

2016

$33,321 (−18.3%)

$29,835 + $115,583

$145,418

2015

$40,807 (+2.3%)

$24,862 + $132,669

$157,531

2014

$39,892 (+5.0%)

$24,862 + $132,669

$157,531

2013

$38,003 (+17.7%)

$24,862 + $132,669

$157,531

2012

$32,300 (+4.4%)

$27,540 + $114,891

$142,431

2011

$30,945 (+2.7%)

$27,540 + $114,891

$142,431

2010

$30,134 (−16.1%)

$27,540 + $114,891

$142,431

2009

$35,929 (+5.2%)

$27,922 + $171,393

$199,315

2008

$34,169 (−0.1%)

$44,676 + $165,131

$209,807

2007

$34,219

$44,676 + $165,131

$209,807

Tax history for 66 Essex Rd

Year

Property tax

Land + Additions

Assessment*

2023

$35,798 (+6.5%)

$41,310 + $167,690

$209,000

2022

$33,613 (+5.7%)

$50,490 + $98,128

$148,618

2021

$31,795 (−4.1%)

$34,425 + $79,078

$113,503

2020

$33,143 (+1.5%)

$34,425 + $86,751

$121,176

2019

$32,662 (−11.6%)

$34,425 + $97,289

$131,714

2018

$36,967 (+3.0%)

$29,835 + $115,583

$145,418

2017

$35,897 (+7.7%)

$29,835 + $115,583

$145,418

2016

$33,321 (−18.3%)

$29,835 + $115,583

$145,418

2015

$40,807 (+2.3%)

$24,862 + $132,669

$157,531

2014

$39,892 (+5.0%)

$24,862 + $132,669

$157,531

2013

$38,003 (+17.7%)

$24,862 + $132,669

$157,531

2012

$32,300 (+4.4%)

$27,540 + $114,891

$142,431

2011

$30,945 (+2.7%)

$27,540 + $114,891

$142,431

2010

$30,134 (−16.1%)

$27,540 + $114,891

$142,431

2009

$35,929 (+5.2%)

$27,922 + $171,393

$199,315

2008

$34,169 (−0.1%)

$44,676 + $165,131

$209,807

2007

$34,219

$44,676 + $165,131

$209,807

*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

3.5

Stories

Lot width

—

Lot depth

—

Lot size

0.35 Acres

Year renovated

—

Sq. Ft.

4,543

Year built

1916

Style

Single Family Residential

County

Cook County

APN

05282020160000

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 relatively intense suburban character, where the degree of improvements upon an individual parcel of land is in approximate balance with the landscape area of such parcel of land. 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
Parking: Garage
Garage Ownership: Owned
Garage On-Site: Yes
Garage Type: Detached
Garage Details: Garage Door Opener(s)
Driveway: Asphalt

Interior

Bathroom Information
# of Baths (Full): 4
# of Baths (1/2): 1
Basement Bathrooms (Y/N): Yes

Bedroom Information
# of Bedrooms: 5
# of Bedrooms Possible: 5

Room Information
Room Type: Bedroom 5
Level: Third
Dimensions: 15 x 12
Flooring: Hardwood

Room Information
Room Type: Office
Level: Main
Dimensions: 12 x 8
Flooring: Hardwood

Room Information
Room Type: Great Room
Level: Main
Dimensions: 18 x 15
Flooring: Hardwood

Room Information
Room Type: Recreation Room
Level: Basement
Dimensions: 25 x 25
Flooring: Carpet

Room Information
Room Type: Foyer
Level: Main
Dimensions: 22 x 8
Flooring: Hardwood

Room Information
Room Type: Mud Room
Level: Basement
Dimensions: 8 x 6
Flooring: Ceramic Tile

Room Information
Room Type: Pantry
Level: Main
Dimensions: 10 x 7
Flooring: Hardwood

Room Information
Room Type: Gallery
Level: Main
Dimensions: 16 x 4
Flooring: Hardwood

Room Information
Room Type: Bedroom 2
Level: Second
Dimensions: 15 x 15
Flooring: Carpet

Room Information
Room Type: Bedroom 3
Level: Second
Dimensions: 15 x 13
Flooring: Hardwood

Room Information
Room Type: Bedroom 4
Level: Third
Dimensions: 20 x 16
Flooring: Carpet

Room Information
Room Type: Dining Room
Level: Main
Dimensions: 16 x 15
Flooring: Hardwood

Room Information
Room Type: Family Room
Level: Main
Dimensions: 17 x 17
Flooring: Hardwood

Room Information
Room Type: Kitchen
Level: Main
Dimensions: 20 x 15
Flooring: Hardwood

Room Information
Room Type: Laundry
Level: Basement
Dimensions: 15 x 9
Flooring: Ceramic Tile

Room Information
Room Type: Living Room
Level: Main
Dimensions: 27 x 15
Flooring: Hardwood

Room Information
Room Type: Master Bedroom
Level: Second
Dimensions: 20 x 15
Flooring: Hardwood

Additional Rooms Information
Attic: Finished,Full
Dining Room: Separate
Basement: Partial, Walkout
Basement Description: Finished,Exterior Access

Interior Features
Interior Features: Vaulted/Cathedral Ceilings, Hardwood Floors
# of Rooms: 12

Equipment
Appliances: Double Oven, Microwave, Dishwasher, Refrigerator, Washer, Dryer, Disposal

Fireplace Information
# of Fireplaces: 1
Fireplace Location: Living Room
Fireplace Features: Wood Burning

Exterior

Exterior Features
Exterior Features: Deck, Patio

Building Information
Living Area Source: Estimated
Exterior Building Type: Frame
Age: 91-100 Years
Built Before 1978 (Y/N): Yes
Roof: Asphalt

Property Information
Property Type: Detached Single
Property Type: 3 Stories
Ownership: Fee Simple
Rehab (Y/N): Yes
General Information: Commuter Bus,Commuter Train
Parcel Number: 05282020160000

Lot Information
Dimensions: 100X153.17
Lot Size: .25-.49 Acre
Lot Features: Fenced Yard, Landscaped

Financial

Tax Information
Tax Annual Amount: $39,892.25
Tax Year: 2014
Tax Exemptions: Homeowner

Financial Information
Finance Code: Conventional
Special Service Area: N

Utilities

Utility Information
Water Source: Lake Michigan
Sewer: Public Sewer
Electric: 200+ Amp Service

Heating & Cooling
Heating: Natural Gas, Forced Air, Radiator(s), Sep Heating Systems - 2+
Cooling: Central Air, Space Pac

Location

Community Information
Community Features: Sidewalks, Street Lights, Street Paved

School Information
Elementary School District: 38
Elementary School: THE JOSEPH SEARS SCHOOL
Middle Or Junior School District: 38
Middle Or Junior School: THE JOSEPH SEARS SCHOOL
High School District: 203
High School: NEW TRIER TWP H.S. NORTHFIELD/WINNETKA

Location Information
Township: NEW TRIER
Corporate Limits: WINNETKA
Directions: Sheridan Road to Winnetka Avenue West, South on Essex to home

Public facts

Beds: 5
Baths: 3.5
Sq. Ft.: 4,543
Stories: 2.0
Lot Size: 0.35 acres
Style: Single Family Residential
Year Built: 1916
Year Renovated: —
County: Cook County
APN: 05282020160000

Home facts updated by county records on Sep 16, 2026

Other

Listing Information
Holds Earnest Money: Yes
Possession: Closing

Around this home

Schools

The Joseph Sears School

Public PreK-8 • Assigned • 0.2mi

9/10

New Trier Township High School Winnetka

Public 10-12 • Assigned • 0.1mi

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

$2.60M – $3.15M

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Home values near 66 Essex Rd

Data from public records.

Address	Redfin Estimate
38 Essex Rd, Winnetka, IL 4 Beds \| 4.5 Baths \| 3000 Sq. Ft.	$2,338,297
94 Essex Rd, Winnetka, IL 5 Beds \| 3.5 Baths \| 3080 Sq. Ft.	$1,727,453

Address	Redfin Estimate
615 Essex Rd, Kenilworth, IL 6 Beds \| 5.5 Baths \| 6863 Sq. Ft.	$4,299,820
82 Essex Rd, Winnetka, IL 6 Beds \| 7.5 Baths \| 5400 Sq. Ft.	$4,573,544

Address	Redfin Estimate
50 Essex Rd, Winnetka, IL 6 Beds \| 4 Baths \| 4580 Sq. Ft.	$2,701,386
63 Abbottsford Rd, Winnetka, IL 3 Beds \| 2.5 Baths \| 2470 Sq. Ft.	$1,432,840

Property information provided by MRED as Distributed by MLS Grid when last listed in 2016. 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 66 Essex Rd

Tax history for 66 Essex Rd

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 66 Essex Rd

More real estate resources