Is a car needed in Chester, IL?

As of early 2026, 100% of users say car is needed

Is parking easy in Chester, IL?

As of early 2026, 93% of users say parking is easy

Are yards well-kept in Chester, IL?

As of early 2026, 80% of users say yards are well-kept

Do residents of Chester, IL plan to stay at least 5 years?

As of early 2026, 77% of users say they plan to stay for at least 5 years

Is there wildlife in Chester, IL?

As of early 2026, 77% of users say there's wildlife

Would people walk alone at night in Chester, IL?

As of early 2026, 75% of users say people would walk alone at night

Is Chester, IL dog-friendly?

As of early 2026, 72% of users say it's dog friendly

Does Chester, IL show holiday spirit?

As of early 2026, 58% of users say there's holiday spirit

Does Chester, IL have sidewalks?

As of early 2026, 56% of users say there are sidewalks

Are the streets well-lit in Chester, IL?

As of early 2026, 54% of users say streets are well-lit

Is Chester, IL walkable to restaurants?

As of early 2026, 50% of users say it's walkable to restaurants

Is Chester, IL quiet?

As of early 2026, 47% of users say it's quiet

Are neighbors friendly in Chester, IL?

As of early 2026, 45% of users say neighbors are friendly

Do kids play outside in Chester, IL?

As of early 2026, 45% of users say kids play outside

Is Chester, IL walkable to grocery stores?

As of early 2026, 29% of users say it's walkable to grocery stores

Are there community events in Chester, IL?

As of early 2026, 21% of users say there are community events

What is 1908 High St estimated to be worth?

Trulia's estimated value for 1908 High St in Chester, IL is $103,200 .

What is the price history for 1908 High St?

1908 High St in Chester, IL last sold for $35,000 in January 2020.

Is Chester a buyer's or seller's market?

Chester is currently a seller's market, based on recent for-sale activity.

What do residents say about Chester?

Residents describe Chester, IL as easy to park in, well-kept, and established. Most residents say you need a car. See recently sold homes in Chester, IL .

How big is the lot at 1908 High St?

The lot at 1908 High St in Chester, IL is about 0.25 acres (10,890 sq ft).

OFF MARKET

1908 High St
Chester, IL 62233

Studio

$103,200

Trulia Estimate

as of Aug 23, 2026

Est. Refi. Payment $724/mo*

Refinance Your Home

$103,200

Trulia Estimate

as of Aug 23, 2026

Est. Refi. Payment $724/mo*

Refinance Your Home

Studio

(on 0.25 acres)

Home Value

Trulia Estimate

$103K

Since last month

$14K (-11.9%)

Since last year

$6K (+5.7%)

Since last sale

$68K (+194.9%)

Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +39% in the last 10 years

Month	Estimated value
2026
August 2026	$103K
July 2026	$117K
June 2026	$111K
May 2026	$105K
April 2026	$102K
March 2026	$103K
February 2026	$97K
January 2026	$97K
2025
December 2025	$102K
November 2025	$99K
October 2025	$104K
September 2025	$97K
August 2025	$98K
July 2025	$102K
June 2025	$101K
May 2025	$96K
April 2025	$102K
March 2025	$93K
February 2025	$89K
January 2025	$93K
2024
December 2024	$89K
November 2024	$93K
October 2024	$92K
September 2024	$86K
August 2024	$87K
July 2024	$94K
June 2024	$95K
May 2024	$89K
April 2024	$95K
March 2024	$93K
February 2024	$85K
January 2024	$87K
2023
December 2023	$79K
November 2023	$84K
October 2023	$82K
September 2023	$86K
August 2023	$84K
July 2023	$87K
June 2023	$98K
May 2023	$69K
April 2023	$67K
March 2023	$68K
February 2023	$71K
January 2023	$71K
2022
December 2022	$68K
November 2022	$67K
October 2022	$70K
September 2022	$69K
August 2022	$70K
July 2022	$73K
June 2022	$73K
May 2022	$73K
April 2022	$72K
March 2022	$68K
February 2022	$62K
January 2022	$64K
2021
December 2021	$67K
November 2021	$68K
October 2021	$68K
September 2021	$62K
August 2021	$57K
July 2021	$42K
June 2021	$37K
May 2021	$37K
April 2021	$37K
March 2021	$37K
February 2021	$37K
January 2021	$36K
2020
December 2020	$36K
November 2020	$36K
October 2020	$36K
September 2020	$36K
August 2020	$35K
July 2020	$35K
June 2020	$35K
May 2020	$35K
April 2020	$35K
March 2020	$35K
February 2020	$35K
January 2020	$77K
2019
December 2019	$77K
November 2019	$72K
October 2019	$70K
September 2019	$74K
August 2019	$73K
July 2019	$73K
June 2019	$76K
May 2019	$75K
April 2019	$74K
March 2019	$72K
February 2019	$71K
January 2019	$73K
2018
December 2018	$71K
November 2018	$70K
October 2018	$70K
September 2018	$70K
August 2018	$71K
July 2018	$67K
June 2018	$72K
May 2018	$68K
April 2018	$61K
March 2018	$62K
February 2018	$65K
January 2018	$61K
2017
December 2017	$63K
November 2017	$68K
October 2017	$69K
September 2017	$71K
August 2017	$70K
July 2017	$68K
June 2017	$70K
May 2017	$70K
April 2017	$70K
March 2017	$67K
February 2017	$66K
January 2017	$67K
2016
December 2016	$71K
November 2016	$75K
October 2016	$75K
September 2016	$74K
August 2016	$74K

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
1504 High St, Chester, IL	0.30	Single-Family Home	$47,000	12/04/25		-	-
1525 Swanwick St, Chester, IL	0.27	Single-Family Home	$31,000	09/08/25	3	1	1,200
404 Van Zant St, Chester, IL	0.32	Single-Family Home	$50,000	12/09/25		-	-
1717 High St, Chester, IL	0.13	Single-Family Home	$80,000	07/28/26	4	2	1,450
1625 Swanwick St, Chester, IL	0.20	Single-Family Home	$20,000	11/26/25		-	-
1510 State St, Chester, IL	0.30	Single-Family Home	$45,000	10/31/25	2	1	963
206 Maple St, Chester, IL	0.57	Single-Family Home	$40,000	01/30/26	2	1	812
1908 Swanwick St, Chester, IL	0.19	Single-Family Home	$17,000	07/02/26		-	-
1506 Oak St, Chester, IL	0.28	Single-Family Home	$175,000	03/20/26	3	2	1,525
1629 Swanwick St, Chester, IL	0.19	Single-Family Home	$150,000	12/22/25	3	1.5	1,755

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.

Address	Distance	Price	Bed	Bath	Sqft	Status
1906 High St, Chester, IL 62233	0.01	$121,900	4	1	1,096	Off Market
1919 High St, Chester, IL 62233	0.06	$135,600	3	2	2,290	Off Market
1809 Swanwick St, Ellis Grove, IL 62233	0.11	$134,000	5	1.5	1,988	Off Market
209 Knapp Ave, Chester, IL 62233	0.10	$275,000	4	2.5	2,200	For Sale
1924 High St, Chester, IL 62233	0.13	$300,000	4	2	1,906	For Sale
1816 Swanwick St, Chester, IL 62233	0.14	$143,600	2	1	1,198	Off Market
1717 High St, Chester, IL 62233	0.13	$80,000	4	2	1,450	Recently Sold
None, Chester, IL 62233	0.18	-	Studio	-	-	Off Market
1716 Swanwick St, Chester, IL 62233	0.17	$99,700	3	1	1,320	Off Market
1722 Clore St, Chester, IL 62233	0.15	$174,300	4	3	1,536	Off Market
1629 Swanwick St, Chester, IL 62233	0.19	$150,000	3	1.5	1,755	Recently Sold
1712 Clore St, Chester, IL 62233	0.18	$85,300	2	1	1,156	Off Market

Local Information

Map ViewExplore the area around 1908 High St.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Lot Size

0.25 acres

About this House

With a little TLC this home could make a fabulously cozy home or investment property.

1908 High St, Chester, IL 62233 is a studio single-family home. It last sold for $35,000 on Jan 15, 2020. It is currently off market. The Trulia Estimate is $103,200, with a rent estimate of $1,423/month.

Home Details for 1908 High St

Property Information
Property Type / Style Property Type: Single Family Home

Lot Information
Lot Area: 10890 sqft

Price and Tax history

Date	Event	Price
Jan 15, 2020 Source: N/A	Sold	$35,000
Jun 12, 2013 Source: MRED as distributed by MLS GRID #EB318046	Sold	$24,000

Year	Property tax	Tax assessment
2024	$1,600	$89,625

Additional Cost

Market trends in Chester

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

Around this home

Chester Elementary School
PK-8
Public
628 Students
Chester Community Unit School District 139
4/10
GreatSchools Rating
Parent Rating Average
I didn't know it was possible for a school to have such low standards for education. We lived in this backwards town for a year and when we moved my son was very behind where he should have been grade level wise. The school is very large with grades k-8 attending in one building. There is a HORRIBLE lice problem that the principal thinks is normal for a school to have. The only positive aspect was the amazing art teacher, but I'm pretty sure she moved out of this town. I looked into attending one of the private religious schools but their curriculum was just as behind. If you have any choice, don't live in chester and of you do homeschool!
Parent Review
12y ago
3 Reviews

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Chester

At least 8 Trulia users voted on each feature.

100 % Say car is needed
93 % Say parking is easy
80 % Say yards are well-kept
77 % Say they plan to stay for at least 5 years
77 % Say there's wildlife
75 % Say people would walk alone at night
72 % Say it's dog friendly
58 % Say there's holiday spirit
56 % Say there are sidewalks
54 % Say streets are well-lit
50 % Say it's walkable to restaurants
47 % Say it's quiet
45 % Say neighbors are friendly
45 % Say kids play outside
29 % Say it's walkable to grocery stores
21 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.

Witly74
Resident
6y ago
"Roads are horrible. Very rough and full of holes. Ruined by overwhelming semi truck traffic. No traffic lights to create positive traffic flow. "
7
Flag
Nick18rules98
Prev. Resident
6y ago
"Nice place to live and great place to go for food also friend people and plenty to do great houses and river front property"
0
Flag
Cindy W.
Resident
7y ago
"located across from high school and has great location to commute to everything in town. We are in walking distance to most of the business in our town and easy access to the main highway. "
0
Flag

LGBTQ Local Legal Protections

Frequently asked questions about 1908 High St

What is 1908 High St estimated to be worth?
Trulia's estimated value for 1908 High St in Chester, IL is $103,200.
What is the price history for 1908 High St?
1908 High St in Chester, IL last sold for $35,000 in January 2020.
Is Chester a buyer's or seller's market?
Chester is currently a seller's market, based on recent for-sale activity.
What do residents say about Chester?
Residents describe Chester, IL as easy to park in, well-kept, and established. Most residents say you need a car. See recently sold homes in Chester, IL.
How big is the lot at 1908 High St?
The lot at 1908 High St in Chester, IL is about 0.25 acres (10,890 sq ft).