Google street view image for 21 Longmeadow Rd, Winnetka, IL 60093

Off market jan 1998 for $741K

$1,824,188

Est. refi paymentEst. refi $2,462/mo

•

3.5 ba

•

4,095

sq ft

21 Longmeadow Rd, Winnetka, IL 60093

About this home

21 Longmeadow Rd is a 4,095 square foot house on a 0.68 acre lot with 5 bedrooms and 3.5 bathrooms. - it last sold on January 07, 1998 for $741,000. Based on Redfin's Winnetka data, we estimate the home's value is $1,824,188.

Single-familyProperty Type

1965Year Built

0.68 acresLot Size

$445Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$1,824,188

$1.1M since sold in January 1998$15K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 2.4% higher than the average sale price ($1.78M) of 5 comparable homes.

SOLD AUG 12, 2026
$1,950,000
A
5 beds4.5 baths4,176 sq ft
3031 Indianwood Rd, Wilmette, IL 60091
SOLD SEP 10, 2026
$1,685,000
B
4 beds4 baths— sq ft
14 Winfield Cir, Northfield, IL 60093
SOLD AUG 21, 2026
$3,489,000
C
5 beds4.5 baths3,683 sq ft
48 Indian Hill Rd, Winnetka, IL 60093
SOLD AUG 24, 2026
$930,000
D
4 beds2.5 baths3,365 sq ft
3131 Central Ave, Wilmette, IL 60091
SOLD JUL 7, 2026
$850,000
E
5 beds3.5 baths2,791 sq ft
1207 Sherwood Rd, Glenview, IL 60025

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Earn from this home

Sell

$1,696,863

Est. take-home

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Est. cash available

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Rent

$4,430/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

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 21 Longmeadow Rd

Year

Property tax

Land + Additions

Assessment*

2023

$29,027 (−0.4%)

$59,016 + $106,387

$165,403

2022

$29,142 (+26.1%)

$59,016 + $92,752

$151,768

2021

$23,110 (−2.0%)

$51,639 + $48,894

$100,533

2020

$23,584 (−2.2%)

$51,639 + $51,884

$103,523

2019

$24,104 (+20.7%)

$51,639 + $63,677

$115,316

2018

$19,966 (−10.8%)

$42,786 + $48,935

$91,721

2017

$22,383 (−8.6%)

$42,786 + $61,998

$104,784

2016

$24,477 (+7.3%)

$42,786 + $77,805

$120,591

2015

$22,808 (−12.5%)

$35,409 + $66,994

$102,403

2014

$26,060 (+2.8%)

$35,409 + $83,351

$118,760

2013

$25,362 (+5.1%)

$35,409 + $83,351

$118,760

2012

$24,124 (+4.8%)

$36,885 + $85,615

$122,500

2011

$23,024

$36,885 + $85,615

$122,500

2010

$23,019 (−18.3%)

$36,885 + $85,615

$122,500

2009

$28,176 (+5.0%)

$37,622 + $138,451

$176,073

2008

$26,829 (+8.3%)

$60,196 + $125,145

$185,341

2007

$24,764

$60,196 + $125,145

$185,341

Tax history for 21 Longmeadow Rd

Year

Property tax

Land + Additions

Assessment*

2023

$29,027 (−0.4%)

$59,016 + $106,387

$165,403

2022

$29,142 (+26.1%)

$59,016 + $92,752

$151,768

2021

$23,110 (−2.0%)

$51,639 + $48,894

$100,533

2020

$23,584 (−2.2%)

$51,639 + $51,884

$103,523

2019

$24,104 (+20.7%)

$51,639 + $63,677

$115,316

2018

$19,966 (−10.8%)

$42,786 + $48,935

$91,721

2017

$22,383 (−8.6%)

$42,786 + $61,998

$104,784

2016

$24,477 (+7.3%)

$42,786 + $77,805

$120,591

2015

$22,808 (−12.5%)

$35,409 + $66,994

$102,403

2014

$26,060 (+2.8%)

$35,409 + $83,351

$118,760

2013

$25,362 (+5.1%)

$35,409 + $83,351

$118,760

2012

$24,124 (+4.8%)

$36,885 + $85,615

$122,500

2011

$23,024

$36,885 + $85,615

$122,500

2010

$23,019 (−18.3%)

$36,885 + $85,615

$122,500

2009

$28,176 (+5.0%)

$37,622 + $138,451

$176,073

2008

$26,829 (+8.3%)

$60,196 + $125,145

$185,341

2007

$24,764

$60,196 + $125,145

$185,341

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Property details

Interior

Basement Information
Basement Finish: Unfinished
Basement Type: Partial

Bathroom Information
# of Full Baths: 3
# of 1/2 Baths: 1

Heating & Cooling
Air Conditioning Type: Central
Heating Type: Warm Air

Fireplace Information
# of Fireplaces: 2
Has Fireplace

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: Multi-Level
Exterior Wall: Masonry
Building Type: Residential

Property Information
Subdivision Name: SCHILDGENS
Living Sq. Ft: 4,095
# of Stories: 2
Stories Type: 2
Legal Description: EAST164 8 FT S208 75 FT W10 AC E45 AC LOTS7&8 NE4& N 10 CHAINS SEC30 S E4 S30 T42N R13E 3P

Parking & Garage Information
# of Parking Spaces: 3
Parking Type: Attached Garage
Garage / Carport Type: Attached

Lot Information
# of Buildings: 1
Land Sq. Ft: 29,508
Legal Lot Number: 7,8
Acres: 0.6774
County Use Description: RESID 2 STORY

Financial

Assessor Information
Assessment Year: 2025

Public facts

Beds: 5
Baths: 3.5
Sq. Ft.: 4,095
Stories: 2.0
Lot Size: 0.68 acres
Style: Single Family Residential
Year Built: 1965
Year Renovated: —
County: Cook County
APN: 05304010200000

Home facts updated by county records on Sep 16, 2026

Around this home

Schools

Avoca West Elementary School

Public K-5 • Assigned • 0.8mi

10/10

Marie Murphy School

Public PreK-8 • Assigned • 0.4mi

9/10

New Trier Township H S Northfield

Public 9 • Assigned • 0.5mi

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

4/10 Air Factor

5 unhealthy days expected this year, 5 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

$1.73M – $2.10M

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Nearby similar homes

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Finished basement • Plumbed for kitchen • Two story foyer

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

1 bed1 bath920 sq ft

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

$285,000

2 beds1 bath820 sq ft

1097 Merrill St Unit G2, Winnetka, IL 60093

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

Home values near 21 Longmeadow Rd

Data from public records.

Address	Redfin Estimate
24 Longmeadow Rd, Winnetka, IL 5 Beds \| 4.5 Baths \| 4193 Sq. Ft.	$1,728,411
34 Longmeadow Rd, Winnetka, IL 5 Beds \| 3.5 Baths \| 4124 Sq. Ft.	$2,055,013

Address	Redfin Estimate
22 Longmeadow Rd, Winnetka, IL 4 Beds \| 3.5 Baths \| 3970 Sq. Ft.	$1,776,601
36 Longmeadow Rd, Winnetka, IL 5 Beds \| 3.5 Baths \| 3730 Sq. Ft.	$1,768,069

Address	Redfin Estimate
35 Longmeadow Rd, Winnetka, IL 5 Beds \| 3.5 Baths \| 4110 Sq. Ft.	$1,833,605
20 Longmeadow Rd, Winnetka, IL 5 Beds \| 4.5 Baths \| 4684 Sq. Ft.	$2,259,933

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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 21 Longmeadow Rd

Tax history for 21 Longmeadow Rd

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 21 Longmeadow Rd

More real estate resources