Google street view image for 99 Briarcliff Rd, Montgomery, IL 60538

Off market

$349,550

—

•

2.5 ba

•

1,778

sq ft

99 Briarcliff Rd, Montgomery, IL 60538

About this home

99 Briarcliff Rd is a 1,778 square foot house on a 0.32 acre lot with 2.5 bathrooms. Based on Redfin's Montgomery data, we estimate the home's value is $349,550.

Single-familyProperty Type

1992Year Built

0.32 acresLot Size

$197Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$349,550

$15K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 7.3% lower than the average sale price ($377K) of 6 comparable homes.

SOLD OCT 30, 2026
$350,000
A
3 beds2 baths1,644 sq ft
103 Fernwood Rd, Montgomery, IL 60538
SOLD DEC 1, 2025
$405,000
B
4 beds2.5 baths1,620 sq ft
133 Autumn Rdg Dr, Montgomery, IL 60538
SOLD JUL 9, 2026
$347,000
C
3 beds2.5 baths1,805 sq ft
1730 Deer Run Dr, Montgomery, IL 60538
SOLD SEP 28, 2026
$389,500
D
4 beds2 baths1,819 sq ft
1935 Springhaven Ct, Montgomery, IL 60538
SOLD AUG 28, 2026
$366,500
E
3 beds2 baths2,000 sq ft
61 Ingleshire Rd, Montgomery, IL 60538
SOLD OCT 15, 2026
$405,000
F
4 beds2.5 baths2,094 sq ft
95 Winter Hill Cir, Montgomery, IL 60538

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Earn from this home

Sell

$331,796

Est. take-home

List your home with Redfin and save $1,748

Market trends in 60538, IL

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

100.6%

0.5% MoM

Median sale price

$341K

$8K MoM

Avg. days on market

45d

3 days MoM

Recently sold homes

7 MoM

New listings for sale

3D WALKTHROUGH
$360,000
4 beds2.5 baths1,260 sq ft
6 Old Post Rd, Montgomery, IL 60538
$305,000
3 beds1.5 baths1,817 sq ft
2450 Hillsboro Ln, Montgomery, IL 60538
VIDEO TOUR
$349,900
2 beds2 baths1,224 sq ft
127 S River St, Montgomery, IL 60538
3D WALKTHROUGH
$319,700
3 beds2.5 baths1,590 sq ft
1309 Manning Ave, Montgomery, IL 60538
$300,000
2 beds1.5 baths1,548 sq ft
2413 Hartfield Dr, Montgomery, IL 60538
LISTED BY REDFIN
$474,900
5 beds2.5 baths2,956 sq ft
2210 Hagaman Ln, Montgomery, IL 60538
$215,000
2 beds1 bath829 sq ft
1399 Jackson St, Montgomery, IL 60538
$290,000
2 beds1.5 baths1,508 sq ft
2448 Mayfield Dr, Montgomery, IL 60538
$359,900
3 beds1.5 baths1,433 sq ft
2585 Shauna Dr, Montgomery, IL 60538
$449,000
5 beds3.5 baths3,126 sq ft
2851 Frances Ln, Montgomery, IL 60538
See all

Provided by Redfin

Sale history for 99 Briarcliff Rd

Year

Property tax

Land + Additions

Assessment*

2025

$7,444 (−2.9%)

$27,087 + $79,715

$106,802

2024

$7,669 (+3.3%)

$26,298 + $77,393

$103,691

2023

$7,422 (+0.1%)

$23,692 + $69,723

$93,415

2022

$7,414 (+3.8%)

$21,736 + $63,966

$85,702

2021

$7,143 (+5.2%)

$20,314 + $59,781

$80,095

2020

$6,788 (+5.6%)

$19,164 + $56,397

$75,561

2019

$6,427 (−4.1%)

$19,164 + $51,741

$70,905

2018

$6,703 (+3.7%)

$19,164 + $51,741

$70,905

2017

$6,461 (+1.6%)

$19,164 + $51,741

$70,905

2016

$6,358 (−1.1%)

$17,552 + $47,390

$64,942

2015

$6,431 (−2.2%)

$17,552 + $47,390

$64,942

2013

$6,573 (+4.0%)

$16,630 + $44,902

$61,532

2012

$6,317 (+2.5%)

$17,144 + $46,291

$63,435

2011

$6,164 (+8.9%)

$18,252 + $49,283

$67,535

2010

$5,663 (−0.5%)

$18,816 + $50,807

$69,623

2008

$5,692 (+3.3%)

$18,999 + $59,313

$78,312

2006

$5,508

$18,407 + $57,464

$75,871

Tax history for 99 Briarcliff Rd

Year

Property tax

Land + Additions

Assessment*

2025

$7,444 (−2.9%)

$27,087 + $79,715

$106,802

2024

$7,669 (+3.3%)

$26,298 + $77,393

$103,691

2023

$7,422 (+0.1%)

$23,692 + $69,723

$93,415

2022

$7,414 (+3.8%)

$21,736 + $63,966

$85,702

2021

$7,143 (+5.2%)

$20,314 + $59,781

$80,095

2020

$6,788 (+5.6%)

$19,164 + $56,397

$75,561

2019

$6,427 (−4.1%)

$19,164 + $51,741

$70,905

2018

$6,703 (+3.7%)

$19,164 + $51,741

$70,905

2017

$6,461 (+1.6%)

$19,164 + $51,741

$70,905

2016

$6,358 (−1.1%)

$17,552 + $47,390

$64,942

2015

$6,431 (−2.2%)

$17,552 + $47,390

$64,942

2013

$6,573 (+4.0%)

$16,630 + $44,902

$61,532

2012

$6,317 (+2.5%)

$17,144 + $46,291

$63,435

2011

$6,164 (+8.9%)

$18,252 + $49,283

$67,535

2010

$5,663 (−0.5%)

$18,816 + $50,807

$69,623

2008

$5,692 (+3.3%)

$18,999 + $59,313

$78,312

2006

$5,508

$18,407 + $57,464

$75,871

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

Permits

Dec 11, 2023 • Final

Reroof

Remove and replace the roof on a residential building.

Roofing

Dec 28, 2022 • Final

Reroof

Roofing

Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.

Property details

Interior

Basement Information
Basement Sq. Ft: 769

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

Heating & Cooling
Heating Type: Gas

Fireplace Information
# of Fireplaces: 1
Has Fireplace

Exterior

Exterior Information
Exterior Wall: Frame
Roof Covering Type: Asphalt
Roof Shape Type: Asphalt

Property Information
Subdivision Name: SEASONS RDG VILLAGE UN #2
Living Sq. Ft: 1,778
Building Sq. Ft: 1,778
# of Stories: 2
Stories Type: 2
Legal Description: LOT 113 SEASONS RIDGE UNIT 2 VILLAGE OF MONTGOMERY

Parking & Garage Information
Garage/Parking Sq. Ft: 410

Lot Information
# of Buildings: 1
Land Sq. Ft: 13,864
Legal Lot Number: 113
Municipality Name: OSWEGO TWP
Acres: 0.3183
Depth Footage: 147
Front Footage: 47
County Use Description: RES IMPROVED

Financial

Assessor Information
Assessment Year: 2025
Tax District County: OSWEGO TOWNSHIP

Public facts

Beds: —
Baths: 2.5
Sq. Ft.: 1,778
Stories: 2.0
Lot Size: 0.32 acres
Style: Single Family Residential
Year Built: 1992
Year Renovated: —
County: Kendall County
APN: 0304103009

Home facts updated by county records on Oct 9, 2026

Around this home

Schools

K - 12
Preschool & daycare

Boulder Hill Elementary School

Public K-5 • Assigned • 0.9mi

5/10

Thompson Junior High School

Public 6-8 • Assigned • 1.7mi

5/10

Oswego High School

Public 9-12 • Assigned • 2.6mi

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

3/10 Heat Factor

7 days above 103° expected this year, 15 days in 30 years

2/10 Wind Factor

1% chance of strong winds in next 30 years

3/10 Air Factor

3 unhealthy days expected this year, 4 days in 30 years

Provided by First Street

Historical weather

Montgomery, IL • 60538

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 10.2 hours in June and 3.5 hours in December, placing it below the U.S. average for solar exposure.

10.2 hrs

3.5 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$333,000 – $402,000

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New listings for sale in 60538

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VIDEO TOUR

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127 S River St, Montgomery, IL 60538

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3D WALKTHROUGH

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$300,000

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LISTED BY REDFIN3D WALKTHROUGH

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2210 Hagaman Ln, Montgomery, IL 60538

Expansive deck • Unfinished basement • 7,800 sq ft lot

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Backyard retreat • Direct park access • Walking trail access

Home values near 99 Briarcliff Rd

Data from public records.

Address	Redfin Estimate
105 Briarcliff Road, Montgomery, IL - Beds \| 2.5 Baths \| 2223 Sq. Ft.	$393,269
114 Briarcliff Road, Montgomery, IL 4 Beds \| 2.5 Baths \| 1620 Sq. Ft.	$382,622
95 Briarcliff Road, Montgomery, IL 4 Beds \| 2.5 Baths \| 2070 Sq. Ft.	$402,542
94 Briarcliff Road, Montgomery, IL 4 Beds \| 2.5 Baths \| 2184 Sq. Ft.	$396,664
88 Red Fox Run, Montgomery, IL 4 Beds \| 2.5 Baths \| 2133 Sq. Ft.	$402,459
96 Winter Hill Circle, Montgomery, IL 4 Beds \| 2.5 Baths \| 3107 Sq. Ft.	$460,186
1890 Ridgemont Court, Montgomery, IL 4 Beds \| 3 Baths \| 2341 Sq. Ft.	$458,010

Address	Redfin Estimate
89 Briarcliff Road, Montgomery, IL - Beds \| 2.5 Baths \| 2475 Sq. Ft.	$425,198
110 Briarcliff Road, Montgomery, IL - Beds \| 2.5 Baths \| 2570 Sq. Ft.	$412,363
85 Briarcliff Road, Montgomery, IL - Beds \| 2.5 Baths \| 2040 Sq. Ft.	$384,004
111 Briarcliff Road, Montgomery, IL - Beds \| 2.5 Baths \| 2636 Sq. Ft.	$401,575
97 Winter Hill Circle, Montgomery, IL 4 Beds \| 2.5 Baths \| 2592 Sq. Ft.	$456,588
104 Red Fox Run, Montgomery, IL - Beds \| 2.5 Baths \| 2332 Sq. Ft.	$393,395
1880 Ridgemont Court, Montgomery, IL 4 Beds \| 2.5 Baths \| 2253 Sq. Ft.	$384,064

Address	Redfin Estimate
90 Briarcliff Road, Montgomery, IL 4 Beds \| 2.5 Baths \| 2570 Sq. Ft.	$439,804
97 Briarcliff Road, Montgomery, IL - Beds \| 2.5 Baths \| 2284 Sq. Ft.	$391,606
79 Briarcliff Road, Montgomery, IL - Beds \| 2.5 Baths \| 2268 Sq. Ft.	$384,658
113 Briarcliff Road, Montgomery, IL 4 Beds \| 3.5 Baths \| 2284 Sq. Ft.	$463,544
95 Winter Hill Circle, Montgomery, IL 4 Beds \| 2.5 Baths \| 2094 Sq. Ft.	$414,498
92 Red Fox Run, Montgomery, IL 4 Beds \| 2.5 Baths \| 2667 Sq. Ft.	$455,383
1875 Ridgemont Court, Montgomery, IL - Beds \| 2.5 Baths \| 2128 Sq. Ft.	$386,742

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About this home

Redfin Estimate

Earn from this home

Market trends in 60538, IL

Sale history for 99 Briarcliff Rd

Tax history for 99 Briarcliff Rd

Permits

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 60538

Home values near 99 Briarcliff Rd

More real estate resources