OFF MARKET

Off Market Jan 2025 for $3.6M

$3,831,906

Est. refi paymentEst. refi $23,461/mo

•

—

sq ft

1066 Mount Pleasant Rd, Winnetka, IL 60093

About this home

Completely renovated 5+bed/5.1 bath Colonial done by premier North Shore builder, Scott Lyon, renowned architect, Paul Konstant and designed by luxury interior designer, Alexandra Kaehler. Move right into this bright, warm and classically done home with an ideal floorplan. 5 bedrooms and 3 full bathrooms on second level plus studio above the garage has a separate entrance and features split HVAC system, full bathroom, kitchenette and additional bedroom option. White Chef's kitchen features quartzite counters, full size Sub Zero refrigerator and freezer, Miele dishwasher, Wolf range, and appliance garage. Family room open to kitchen and breakfast room with built-in wood desk and built-in window seat with pull out drawers. Butler's pantry with beverage fridge, wine fridge, dishwasher and pantry closets connects kitchen to spacious dining room. Formal living room with coffered ceiling and gas fireplace with custom marble surround opens up into the screened-in porch with heaters. First floor office is tucked away off the living room providing great privacy. Beautiful 6" white oak floors throughout first floor and gorgeous powder room with floating vanity. Upstairs, the primary suite has a composite deck off the bedroom overlooking the yard, separate HVAC zone, huge walk-in closet, stunning marble bath with heated floors, separate vanities, freestanding soaking tub, walk-in shower and water closet. 4 additional bedrooms - one with an ensuite and hall bath with double vanity, tub and stackable Miele laundry. Finished basement with rec room, work out area, full bathroom and tons of storage. The exquisite and wide backyard features a pool, bluestone patio with gas firepit, built-in outdoor kitchen with grill and smoker and dog run. Professionally landscaped by Rosborough Partners and 2 car heated, attached garage with EV charger complete this spectacular home.

Single-familyProperty Type

1961Year Built

0.51 acresLot Size

2 car garageParking

Listed by Marlene Rubenstein • Baird & Warner

Listed by Dena Fox • Baird & Warner

Bought with Bonnie Tripton • @properties Christie's International Real Estate

Redfin checked: 2 minutes ago

•Source:MRED as Distributed by MLS Grid #12133142

Redfin Estimate

$3,831,906

$207K since sold in January 2025$26K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 70.5% higher than the average sale price ($2.25M) of 6 comparable homes.

SOLD JUN 24, 2026
$2,175,000
A
4 beds6 baths4,269 sq ft
1185 Hill Rd, Winnetka, IL 60093
SOLD APR 17, 2026
$1,860,000
B
5 beds4.5 baths3,338 sq ft
277 Hibbard Rd, Winnetka, IL 60093
SOLD JUL 27, 2026
$4,300,000
C
6 beds5 baths4,159 sq ft
936 Sunset Rd, Winnetka, IL 60093
SOLD JUL 27, 2026
$1,255,000
D
5 beds4.5 baths4,440 sq ft
175 Lagoon Dr, Northfield, IL 60093
SOLD JUN 24, 2026
$1,700,000
E
5 beds4 baths3,642 sq ft
1372 Sunview Ln, Winnetka, IL 60093
SOLD AUG 14, 2026
$2,195,000
F
6 beds5 baths4,142 sq ft
757 Locust St, Winnetka, IL 60093

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Earn from this home

Sell

$836,222

Est. take-home

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Refinance

Est. cash available

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Rent

$4,274/mo

Redfin rental estimate

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Market trends in 60093, IL

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

102.9%

0.0% MoM

Median sale price

$1.7M

$55K MoM

Avg. days on market

34d

1 days MoM

Recently sold homes

109

29 MoM

New listings for sale

$947,000
3 beds2.5 baths2,314 sq ft
567 Happ Rd, Northfield, IL 60093
EARLY ACCESS
$1,025,000
2 beds2.5 baths2,200 sq ft
212 Regent Wood Rd #212, Northfield, IL 60093
OPEN TODAY, 12PM TO 1:30PM
$899,000
3 beds1.5 baths— sq ft
790 Foxdale Ave, Winnetka, IL 60093
$1,350,000
4 beds3 baths2,000 sq ft
640 Winnetka Mews #403, Winnetka, IL 60093
EARLY ACCESS
$3,275,000
7 beds5.5 baths7,649 sq ft
3 Old Hunt Rd, Northfield, IL 60093
EARLY ACCESS
$14,900,000
8 beds9.5 baths16,000 sq ft
81 Locust Rd, Winnetka, IL 60093
See all

Provided by Redfin

Sale history for 1066 Mount Pleasant Rd

Date

Event

Price

MRED as Distributed by MLS Grid #12133142

Jan 9, 2025

Sold (MLS)

$3,625,000

Aug 21, 2024

Listed

$3,750,000

MRED as Distributed by MLS Grid #09129557

Jan 9, 2017

Sold (MLS) (Closed Sale)

$1,435,000

Nov 11, 2016

Pending

—

Oct 23, 2016

Contingent

—

Jul 29, 2016

Price Changed

$1,650,000

Jun 14, 2016

Price Changed

$1,750,000

Apr 18, 2016

Price Changed

$1,850,000

Feb 2, 2016

Listed (New)

$1,995,000

+19

A MOST INVITING 6-BEDROOM BRICK COLONIAL HOME ON GORGEOUS PROPERTY IN AN IDEAL WINNETKA LOCATION.THE FLOOR PLAN IS PERFECT FOR FAMILY AND ENTERTAINING.THE ROOMS ARE ALL GENEROUSLY PROPORTIONED.THE KITCHEN IS A GREAT GATHERING SPOT W/AN ISLAND AND GOOD EATING AREA.THE FAMILY ROOM IS A DRAW W/ MUCH LIGHT+ A STONE FIREPLACE WHICH THEN LEADS OUT TO A SUPERB SCREENED PORCH OVERLOOKING BREATHTAKING PROPERTY. THIS HOUSE HAS IT ALL AND AWAITS YOU!

MRED as Distributed by MLS Grid #08972853

Nov 4, 2015

Listing Removed

—

Sep 3, 2015

Price Changed

Jul 6, 2015

Listed (New)

MRED as Distributed by MLS Grid #07530292

Oct 20, 2010

Listing Removed

—

May 17, 2010

Listed (New)

MRED as Distributed by MLS Grid #07122853

Jul 8, 2009

Listing Removed

—

Jan 30, 2009

Listed

Public Records

Aug 16, 1995

Sold

$1,117,500

Public Records

Aug 28, 1991

Sold

$950,000

Year

Property tax

Land + Additions

Assessment*

2023

$32,662 (+6.3%)

$30,797 + $113,403

$144,200

2022

$30,726 (−6.9%)

$30,797 + $113,403

$144,200

2021

$33,014 (+1.4%)

$37,396 + $93,146

$130,542

2020

$32,547 (−0.3%)

$37,396 + $93,146

$130,542

2019

$32,652 (+6.4%)

$37,396 + $106,057

$143,453

2018

$30,697 (+3.1%)

$30,797 + $100,617

$131,414

2017

$29,763 (+4.3%)

$30,797 + $100,617

$131,414

2016

$28,542 (−6.1%)

$30,797 + $100,617

$131,414

2015

$30,388 (+2.1%)

$25,297 + $100,840

$126,137

2014

$29,749 (+4.9%)

$25,297 + $100,840

$126,137

2013

$28,361 (−2.5%)

$25,297 + $100,840

$126,137

2012

$29,076 (+4.7%)

$28,047 + $107,449

$135,496

2011

$27,783 (+3.0%)

$28,047 + $107,449

$135,496

2010

$26,980 (−19.4%)

$28,047 + $107,449

$135,496

2009

$33,493 (+5.4%)

$28,597 + $169,307

$197,904

2008

$31,770 (+5.2%)

$45,755 + $162,566

$208,321

2007

$30,193

$45,755 + $162,566

$208,321

Tax history for 1066 Mount Pleasant Rd

Year

Property tax

Land + Additions

Assessment*

2023

$32,662 (+6.3%)

$30,797 + $113,403

$144,200

2022

$30,726 (−6.9%)

$30,797 + $113,403

$144,200

2021

$33,014 (+1.4%)

$37,396 + $93,146

$130,542

2020

$32,547 (−0.3%)

$37,396 + $93,146

$130,542

2019

$32,652 (+6.4%)

$37,396 + $106,057

$143,453

2018

$30,697 (+3.1%)

$30,797 + $100,617

$131,414

2017

$29,763 (+4.3%)

$30,797 + $100,617

$131,414

2016

$28,542 (−6.1%)

$30,797 + $100,617

$131,414

2015

$30,388 (+2.1%)

$25,297 + $100,840

$126,137

2014

$29,749 (+4.9%)

$25,297 + $100,840

$126,137

2013

$28,361 (−2.5%)

$25,297 + $100,840

$126,137

2012

$29,076 (+4.7%)

$28,047 + $107,449

$135,496

2011

$27,783 (+3.0%)

$28,047 + $107,449

$135,496

2010

$26,980 (−19.4%)

$28,047 + $107,449

$135,496

2009

$33,493 (+5.4%)

$28,597 + $169,307

$197,904

2008

$31,770 (+5.2%)

$45,755 + $162,566

$208,321

2007

$30,193

$45,755 + $162,566

$208,321

*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

0.51 Acres

Year renovated

—

Sq. Ft.

3,792

Year built

1958

Style

Single Family Residential

County

Cook County

APN

05203110180000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 12, 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 small estate 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 Garage Spaces: 2
# of Parking (Total): 2
Parking: Garage
Garage Ownership: Owned
Garage On-Site: Yes
Garage Type: Attached
Garage Details: Transmitter(s)

Interior

Bathroom Information
# of Baths (Full): 5
# of Baths (1/2): 1
Bath Amenities: Double Sink
Basement Bathrooms (Y/N): Yes

Bedroom Information
# of Bedrooms: 6
# of Bedrooms Possible: 6

Room Information
Room Type: Bedroom 5
Level: Second
Dimensions: 14 x 11

Room Information
Room Type: Bedroom 6
Level: Second
Dimensions: 14 x 11

Room Information
Room Type: Breakfast Room
Level: Main
Dimensions: 14 x 9
Flooring: Hardwood

Room Information
Room Type: Library
Level: Main
Dimensions: 14 x 10
Flooring: Hardwood

Room Information
Room Type: Foyer
Level: Main
Dimensions: 15 x 9
Flooring: Hardwood

Room Information
Room Type: Mud Room
Level: Main
Dimensions: 9 x 8

Room Information
Room Type: Screened Porch
Level: Main
Dimensions: 16 x 16

Room Information
Room Type: Recreation Room
Level: Basement
Dimensions: 22 x 21

Room Information
Room Type: Game Room
Level: Basement
Dimensions: 18 x 15

Room Information
Room Type: Bedroom 2
Level: Second
Dimensions: 18 x 11

Room Information
Room Type: Bedroom 3
Level: Second
Dimensions: 13 x 12

Room Information
Room Type: Bedroom 4
Level: Second
Dimensions: 12 x 10

Room Information
Room Type: Dining Room
Level: Main
Dimensions: 16 x 13
Window Treatments: None
Flooring: Hardwood

Room Information
Room Type: Family Room
Level: Main
Dimensions: 22 x 20
Window Treatments: None
Flooring: Hardwood

Room Information
Room Type: Kitchen
Type: Eating Area-Table Space,Island
Level: Main
Dimensions: 16 x 14
Window Treatments: None
Flooring: Hardwood

Room Information
Room Type: Laundry
Level: Main
Dimensions: 09 x 07

Room Information
Room Type: Living Room
Level: Main
Dimensions: 27 x 15
Window Treatments: None
Flooring: Hardwood

Room Information
Room Type: Master Bedroom
Level: Second
Dimensions: 17 x 14
Bath: Full

Additional Rooms Information
Dining Room: Separate
Basement: Partial
Basement Description: Finished

Interior Features
Interior Features: Bar-Wet, Hardwood Floors
# of Rooms: 14

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

Fireplace Information
# of Fireplaces: 3
Fireplace Location: Family Room,Living Room,Other

Exterior

Exterior Features
Exterior Features: Patio, Porch

Building Information
Living Area Source: Not Reported
Exterior Building Type: Brick
Age: 61-70 Years
Built Before 1978 (Y/N): Yes
Roof: Asphalt

Property Information
Property Type: Detached Single
Property Type: 2 Stories
Ownership: Fee Simple
Property Currently Being Leased: No
Rebuilt (Y/N): No
Rehab (Y/N): Yes
Rehab Year: 2017
General Information: School Bus Service,Commuter Train
Parcel Number: 05203110180000

Lot Information
Dimensions: 125 X 176
Lot Size: .25-.49 Acre
Lot Features: Landscaped

Financial

Tax Information
Tax Annual Amount: $30,725.79
Tax Year: 2022
Tax Exemptions: Homeowner

Financial Information
Finance Code: Cash
Special Service Area: N

Utilities

Utility Information
Water Source: Lake Michigan
Sewer: Sewer-Storm
Electric: Circuit Breakers

Heating & Cooling
Heating: Natural Gas, Forced Air
Cooling: Central Air

Location

Homeowners Association Information
Master Association Fee Frequency: Not Required

School Information
Elementary School District: 36
Elementary School: Crow Island Elementary School
Middle Or Junior School District: 36
Middle Or Junior School: Carleton W Washburne School
High School District: 203
High School: New Trier Twp H.S. Northfield/Wi

Location Information
Township: New Trier
Corporate Limits: Winnetka
Directions: WILLOW TO ROSEWOOD SOUTH TO PLEASANT

Public facts

Beds: 6
Baths: 3.5
Sq. Ft.: 3,792
Stories: 2.0
Lot Size: 0.51 acres
Style: Single Family Residential
Year Built: 1958
Year Renovated: —
County: Cook County
APN: 05203110180000

Home facts updated by county records on Jul 12, 2026

Other

Listing Information
Holds Earnest Money: Yes
Possession: Closing
Some Photos Virtually Staged?: No

Around this home

Schools

Crow Island Elementary School

Public K-4 • Assigned • 0.1mi

10/10

Carleton W Washburne School

Public 7-8 • Assigned • 0.5mi

8/10

New Trier Township H S Northfield

Public 9 • Assigned • 1.2mi

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

$3.64M – $4.41M

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Home values near 1066 Mount Pleasant Rd

Data from public records.

Address	Redfin Estimate
1108 Mount Pleasant Road, Winnetka, IL 4 Beds \| 2.5 Baths \| 2191 Sq. Ft.	$1,195,435
1088 Mount Pleasant Road, Winnetka, IL 4 Beds \| 3.5 Baths \| 2898 Sq. Ft.	$2,010,535

Address	Redfin Estimate
1055 Mount Pleasant Road, Winnetka, IL 6 Beds \| 3 Baths \| 3457 Sq. Ft.	$1,826,845
1086 Mount Pleasant Road, Winnetka, IL 5 Beds \| 2.5 Baths \| 4330 Sq. Ft.	$2,097,922

Address	Redfin Estimate
1098 Mount Pleasant Road, Winnetka, IL 4 Beds \| 2.5 Baths \| 3082 Sq. Ft.	$2,368,540
1078 Mount Pleasant Road, Winnetka, IL 4 Beds \| 2.5 Baths \| 2649 Sq. Ft.	$1,689,611

Property information provided by MRED as Distributed by MLS Grid when last listed in 2024. 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 1066 Mount Pleasant Rd

Tax history for 1066 Mount Pleasant 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 1066 Mount Pleasant Rd

More real estate resources