OPEN SUN, 12PM TO 2:30PM

For sale

$1,599,000

Est. $10,917/mo —

•

2,786

sq ft

381 Linden St, Winnetka, IL 60093

About this home

FIRST FLOOR BEDROOMS - WALK TO TOWN - A RARE opportunity to enjoy effortless living in one of Winnetka's most beloved neighborhoods. Nestled in mature landscaping and enchanting gardens, this beautifully maintained home offers the perfect blend of comfort, charm, and convenience. Thoughtfully designed for today's lifestyle, the flexible floor plan features two sought-after first-floor bedrooms, creating exceptional accessibility and ease for those seeking single-level living without sacrificing space, plus two more bedrooms on the second floor. A circular floorplan that offers flexibility with a separate dining room, living room, family room and eat-in kitchen. Sun-filled living spaces flow seamlessly from room to room, creating an inviting atmosphere for both everyday living and entertaining. Large picture windows and skylights frame lush garden views at every turn, bringing the beauty of the outdoors inside. Outside, winding pathways, blue stone terraces, private seating areas, and hidden garden retreats create a serene sanctuary that feels worlds away from the everyday. The location is simply exceptional. Leave the car behind and enjoy a truly walkable lifestyle with easy access to Winnetka's vibrant village center, coffee shops, restaurants, boutiques, parks, schools, and the Metra. Stroll to neighborhood favorites, meet friends for dinner, browse local shops, or enjoy a morning walk through the tree-lined streets. This home truly offers a lifestyle that is as effortless as it is exceptional. A hidden gem where timeless charm, privacy, and convenience come together in the heart of Winnetka.

Single-familyProperty Type

1954Year Built

9,583 sq ftLot Size

$574Price/Sq.Ft.

2 car garageParking

Listed by Glo Rolighed • @properties Christie's International Real Estate

Listing updated: Nov 10, 2026 at 05:32pm

Redfin checked: a minute ago

•Source:MRED as Distributed by MLS Grid #12806007

Payment calculator

$10,917 per month

Principal and interest$8,726

Property taxes

$1,724

HOA dues

Home insurance

$466

Utilities

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Affordability tools

See this home in person

Open houses

Sunday, Nov 15

12:00pm - 2:30pm

Nearby open houses (10)

REDFIN OPEN SAT, 9AM TO 11AM3D WALKTHROUGH
$375,000
2 beds2 baths1,136 sq ft
5588 N Lincoln Ave #305, Chicago, IL 60625
$349 HOA • Garage • Built 2006
OPEN SAT, 11AM TO 1PM
$1,099,000
4 beds3.5 baths3,282 sq ft
5000 W Argyle St, Chicago, IL 60630
3,906 sq ft lot • 2 garage spots • Built 2026
OPEN SAT, 11AM TO 1PM
$799,000
3 beds2.5 baths2,820 sq ft
6238 N Greenview Ave, Chicago, IL 60660
3,420 sq ft lot • 2 parking spots • Built 1908
OPEN SAT, 11AM TO 3PM
$550,000
4 beds2.5 baths2,403 sq ft
616 Rose Ave, Des Plaines, IL 60016
Garage • Built 1953
OPEN SAT, 11:30AM TO 1:30PM
$294,900
2 beds2 baths1,469 sq ft
901 Center St #307, Des Plaines, IL 60016
$354 HOA • Garage • Built 1984
REDFIN OPEN SAT, 12PM TO 2PM3D WALKTHROUGH
$189,000
1 bed1 bath— sq ft
931 Brummel St #2, Evanston, IL 60202
$257 HOA • Built 1920
REDFIN OPEN SAT, 12PM TO 2PM3D WALKTHROUGH
$570,000
3 beds2 baths— sq ft
1216 Canfield Rd, Park Ridge, IL 60068
8,145 sq ft lot • 2 garage spots • Built 1922
OPEN SAT, 12PM TO 2PM
$539,000
4 beds3 baths— sq ft
5423 N Magnet Ave, Chicago, IL 60630
3,780 sq ft lot • 2 garage spots • Built 1920
OPEN SUN TO 2PM
$407,400
2 beds2 baths1,627 sq ft
799 Graceland Ave Unit 408A, Des Plaines, IL 60016
$545 HOA • Garage • Built 2006
OPEN SUN, 10AM TO 12PM
$900,000
4 beds2.5 baths— sq ft
625 Bent Creek Rdg, Deerfield, IL 60015
0.29 acre lot • 2 garage spots • Built 1963

Around this home

Schools

K - 12
Preschool & daycare

Greeley Elementary School

Public K-4 • Assigned • 0.6mi

9/10

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

About North

Shore

North Shore, located between Evanston and Lake Forest, is a residential and lakeside Chicago neighborhood with leafy ravines and a shoreline park system. The neighborhood’s character concentrates around the Metra stations and village centers along Green Bay Road, where independent cafes, bookstores, and small galleries line walkable blocks. Writers Theatre and the North Shore Center for the Performing Arts anchor the cultural calendar, while the Chicago Botanic Garden sets a seasonal rhythm just beyond the lakefront. Streets of brick Colonials, Tudors, and mid-century homes sit behind mature trees and stone walls. Lake Michigan beaches and the Green Bay Trail shape daily routines with long, linear outdoor corridors. Commuter rail and lakefront drives connect the area to downtown without changing its quiet, curated pace.

Provided by Walk Score and Local Logic

Offer insights

381 Linden St · $1,599,000

Strong offer

$1.66M and above

75% chance or better to win

Why $1.66M+ is a strong offer

DAYS ON MARKET

The average home goes pending in 55 days.

SALE-TO-LIST

Most homes are selling 0% below list price.

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Separate dining room
Unfinished attic
Crawl-space basement
Two fireplaces in the family and living rooms

Bedrooms
4 bedrooms: 2 on the main floor and 2 on the second floor

Bathrooms
3 full bathrooms

Kitchen
Range, dishwasher, high-end refrigerator, disposal, stainless steel appliances, range hood
Island and table-space eating area

Laundry & utility
Main-floor laundry room

Flooring
Hardwood flooring

Heating & cooling
Central air conditioning

Sale and tax history for 381 Linden St

Sale History
Tax History

Year

Property tax

Land + Additions

Assessment*

2023

$21,429 (−3.6%)

$27,401 + $84,599

$112,000

2022

$22,224 (−1.3%)

$26,911 + $81,073

$107,984

2021

$22,526 (+1.1%)

$19,572 + $73,220

$92,792

2020

$22,272 (+0.9%)

$19,572 + $73,220

$92,792

2019

$22,081 (−1.7%)

$19,572 + $81,289

$100,861

2018

$22,464 (−3.2%)

$16,636 + $83,205

$99,841

2017

$23,208 (+5.0%)

$16,636 + $83,205

$99,841

2016

$22,104 (+22.0%)

$16,636 + $83,205

$99,841

2015

$18,125 (+2.2%)

$13,700 + $59,969

$73,669

2014

$17,736 (+4.8%)

$13,700 + $59,969

$73,669

2013

$16,916 (−10.3%)

$13,700 + $59,969

$73,669

2012

$18,850 (+5.0%)

$15,168 + $71,058

$86,226

2011

$17,948 (+12.6%)

$15,168 + $71,058

$86,226

2010

$15,935 (−28.4%)

$15,168 + $71,058

$86,226

2009

$22,247 (+6.2%)

$15,412 + $119,224

$134,636

2008

$20,956 (+5.9%)

$24,660 + $117,062

$141,722

2007

$19,782

$24,660 + $117,062

$141,722

Public record

Public record
Zoning

Beds

Baths

Stories

1.5

Lot width

—

Lot depth

—

Lot size

9,786 Sq. Ft.

Year renovated

—

Finished Sq. Ft.

2,786

Unfinished Sq. Ft.

—

Total Sq. Ft.

2,786

Year built

1954

Style

Single Family Residential

County

Cook County

APN

05202280100000

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

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

90/ 100

Exceptional sunlight

Sunscore

This home receives average direct sun exposure in Winnetka. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

9.2 hrs

5.7 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 381 Linden St

$1,610,946

$12K over list price of $1.60M

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $1.5M to $1.7M.

SOLD SEP 25, 2026
$1,555,000 Last sold price
4 beds2.5 baths— sq ft
919 Oak St, Winnetka, IL 60093
smaller lot
15 years older
finished basement
SOLD JUL 23, 2026
$1,670,000 Last sold price
4 beds3 baths3,163 sq ft
1087 Ash St, Winnetka, IL 60093
$46/sq ft
29 years older
basement
SOLD AUG 31, 2026
$1,650,000 Last sold price
4 beds3.5 baths3,251 sq ft
1062 Ash St, Winnetka, IL 60093
$66/sq ft
26 years older
finished basement
SOLD OCT 9, 2026
$1,649,000 Last sold price
4 beds2.5 baths3,215 sq ft
870 Prospect Ave, Winnetka, IL 60093
$61/sq ft
larger lot
9 years newer
SOLD MAY 28, 2026
$1,589,647 Last sold price
4 beds3 baths— sq ft
458 Sunset Rd, Winnetka, IL 60093
33 years older
basement
SOLD APR 30, 2026
$1,515,000 Last sold price
4 beds2.5 baths2,116 sq ft
916 Oak St, Winnetka, IL 60093
$142/sq ft
43 years older
finished basement

Rental earnings

Est. $4,059 per month, based on comparable rentals

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Early Access listings

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New listings for sale in 60093

NEW

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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

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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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Details provided by MRED as Distributed by MLS Grid and may not match the public record. Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Payment calculator

Affordability tools

See this home in person

Nearby open houses (10)

Around this home

Schools

Offer insights

Property details

Sale and tax history for 381 Linden St

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 381 Linden St

Early Access listings

Nearby similar homes

New listings for sale in 60093

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