15

Chester, IL Homes for Sale

Section Image Section Image
  • 624 Palestine Rd, Chester, IL 62233
    624 Palestine Rd, Chester, IL 62233
    624 Palestine Rd, Chester, IL 62233
    /53

    $155,000

    • 4 Beds
    • 1 Bath
    • 2,369 Sq Ft

    624 Palestine Rd, Chester, IL 62233

    Desirable location! Country type living close to town! This big house has been well loved by the Baggett family for many years but needs an update. Features: Eat-in kitchen with double oven & electric cooktop, separate dining room and big living room with 2 bedrooms on main level. Upstairs you'll find 2 more rooms and lots of storage. Full basement with walkout to carport/concrete patio and the

    Agent Photo

    Robin Bert

    Worth Clark Realty

    (618) 994-3721

    624 Palestine Rd, Chester, IL 62233
  • 5 Prairie Ln, Chester, IL 62233
    5 Prairie Ln, Chester, IL 62233
    5 Prairie Ln, Chester, IL 62233
    /47

    $375,000

    • 3 Beds
    • 3.5 Baths
    • 4,276 Sq Ft

    5 Prairie Ln, Chester, IL 62233

    Words just aren't enough to describe this beautiful home. Sitting on 1.1 acres in a beautiful subdivision just outside of Chester, the current owners built new to their specifications in 1998. They love this home and are needing to downsize and move to be close to family or they would stay here forever. From the comfortable family room with access to the large covered deck to the full huge dry

    Agent Photo

    Robin Bert

    Worth Clark Realty

    (618) 249-5261

    5 Prairie Ln, Chester, IL 62233
  • 425 Riverview Blvd, Chester, IL 62233
    425 Riverview Blvd, Chester, IL 62233
    425 Riverview Blvd, Chester, IL 62233
    /47

    $275,000

    • 5 Beds
    • 2.5 Baths
    • 2,910 Sq Ft

    425 Riverview Blvd, Chester, IL 62233

    AVAILABLE AGAIN (no fault of the seller) A beautiful classic mansion formerly owned by Dr. Newmark and wife (built by a banker in 1935) when Chester was just getting started "up on the hill." The Mississippi River is below and on a clear day you can see into Missouri from the back yard. So much to say about this beauty - high ceilings, 4 big bedrooms upstairs, 2 full baths, huge fireplace in the

    Agent Photo

    Robin Bert

    Worth Clark Realty

    (618) 565-9847

    425 Riverview Blvd, Chester, IL 62233
  • 3061 State Route 150, Chester, IL 62233
    3061 State Route 150, Chester, IL 62233
    3061 State Route 150, Chester, IL 62233
    /49

    $265,000

    • 3 Beds
    • 2 Baths
    • 1,708 Sq Ft

    3061 State Route 150, Chester, IL 62233

    A beautiful fully updated home just outside city limits but so close to everything! Everything has been made new in this one since 2022; new roof, new flooring, gorgeous bathrooms, new walk-in closets. You must see this one for yourself. More pictures and video coming soon. Property includes a 30x60 barn with stalls for horses, a former 1800 sf retail store building (now used for storage) with

    Agent Photo

    Robin Bert

    Worth Clark Realty

    (618) 313-9613

    3061 State Route 150, Chester, IL 62233
  • 1510 State St, Chester, IL 62233
    1510 State St, Chester, IL 62233
    1510 State St, Chester, IL 62233
    /31

    $69,500

    • 2 Beds
    • 1 Bath
    • 963 Sq Ft

    1510 State St, Chester, IL 62233

    Classic 2-bed 1 bath home located close to the hospital and post office is ready for a new owner. The wood floors and huge kitchen with lots of wood give warmth and bring a feeling of peace. The owners have updated the bathroom with modern touches, and the front porch and back porch are good for sitting. Most of the major components have been updated in the last 8-9 years: New windows 2017;

    Agent Photo

    Robin Bert

    Worth Clark Realty

    (618) 543-4219

    1510 State St, Chester, IL 62233
  • 8739 Shawneetown Trail, Chester, IL 62233
    8739 Shawneetown Trail, Chester, IL 62233
    8739 Shawneetown Trail, Chester, IL 62233
    /47

    $165,000

    • 2 Beds
    • 2 Baths
    • 1,872 Sq Ft

    8739 Shawneetown Trail, Chester, IL 62233

    Looking for a home in the country where you can raise some chickens or kennel some dogs? Here you go! This property sits at the crossroads of Palestine Rd, Walsh Rd, and Shawneetown Trail/Ft Kaskaskia road at the last Chester address in the county. Stick-built Modular home features open floor plan kitchen/dining room/living room along with 2 beds up and 1+ extra rooms in the full basement (has

    Agent Photo

    Robin Bert

    Worth Clark Realty

    (618) 994-3776

    8739 Shawneetown Trail, Chester, IL 62233
  • 1629 Swanwick St, Chester, IL 62233
    1629 Swanwick St, Chester, IL 62233
    1629 Swanwick St, Chester, IL 62233
    /61

    $165,000

    • 3 Beds
    • 1.5 Baths
    • 1,755 Sq Ft

    1629 Swanwick St, Chester, IL 62233

    Welcome to this big classic brick home situated on a corner lot with big 2-car garage with workshop, close to the high school and a great place to watch every parade! Well maintained by the current owner, with a fully renovated main bathroom and 2 bedrooms on the main level. Kitchen, dining room and living room are all large rooms, and the original hardwood floors are simply spectacular. An

    Agent Photo

    Robin Bert

    Worth Clark Realty

    (618) 227-6185

    1629 Swanwick St, Chester, IL 62233
  • Wesbecher Rd Unit Lot WP001, Chester, IL 62233
    Wesbecher Rd Unit Lot WP001, Chester, IL 62233
    Wesbecher Rd Unit Lot WP001, Chester, IL 62233
    /85

    $550,000

    • Land
    • 92 Acres
    • $5,995 per Acre

    Wesbecher Rd Unit Lot WP001, Chester, IL 62233

    This excellent hunting property lies off Wesbecher Road, just east of Ellis Grove. This property is a deer hunter's paradise, an all-timber tract totally surrounded by crop land. The property also offers year-round water with a small creek to supply the large population of wildlife calling this farm home. There are a few trails in place on the property, but it could use several more, along with

    Jeff Heil

    Wesbecher Rd Unit Lot WP001, Chester, IL 62233
  • 103 Paulette St, Chester, IL 62233
    103 Paulette St, Chester, IL 62233
    103 Paulette St, Chester, IL 62233
    /41

    $144,000

    • 3 Beds
    • 1.5 Baths
    • 1,056 Sq Ft

    103 Paulette St, Chester, IL 62233

    Ready to move in house featuring a handicapped ramp in the front and a handicapped bath room on the main floor. The washer and dryer were moved to the back bed room. The glassed in sun room is an excellent place to enjoy the summer breezes. In the cool weather the electric heater will make it enjoyable also. It is located on a quiet street. 2 large shade trees shade the front are keeping much of

    Donald Otten Golden Key Realty

    103 Paulette St, Chester, IL 62233
  • 3911 State Route 3, Chester, IL 62233
    3911 State Route 3, Chester, IL 62233
    3911 State Route 3, Chester, IL 62233
    /16

    $132,000

    • 3 Beds
    • 1 Bath
    • 1,100 Sq Ft

    3911 State Route 3, Chester, IL 62233

    New Price! Motivated sellers!!! Come check out this affordable home on a half acre conveniently located just 4 miles from Chester! Beautiful views! 3 bedrooms, 1bath, eat-in kitchen (appliances stay), full unfinished basement. Detached garage with finished bonus room (new garage roof in 2021). New windows, main roof 2017, HVAC 2021, city water, septic 2016. Portable storage shed and kitchen

    Karen Whelan Strano & Associates

    3911 State Route 3, Chester, IL 62233
  • 4427 Chester Rd, Chester, IL 62233
    4427 Chester Rd, Chester, IL 62233
    4427 Chester Rd, Chester, IL 62233
    /24

    $150,000

    • 2 Beds
    • 1.5 Baths
    • 1,120 Sq Ft

    4427 Chester Rd, Chester, IL 62233

    Welcome to this nicely updated 2 bd 1.5 bath home located on a spacious 2.34 acre lot. Inside you will find the main level is an open floor plan between the kitchen, dining, and living room all with recessed lighting and ceiling fans. Also on the main level is the 1 full bath. Upstairs you will find 2 bds and .5 bath. Basement includes a partially finished bonus room and stand alone shower. The

    Todd Mitchell Keller Williams Pinnacle

    4427 Chester Rd, Chester, IL 62233
  • 1305 Jefferson St, Chester, IL 62233
    1305 Jefferson St, Chester, IL 62233
    1305 Jefferson St, Chester, IL 62233
    /31

    $115,000

    • 2 Beds
    • 1 Bath
    • 1,681 Sq Ft

    1305 Jefferson St, Chester, IL 62233

    Located in the Heart of Chester Illinois and priced to sell, this home is sure to move fast!!! Home is technically a two bedroom but has a bonus room upstairs as well!! There is a large sunroom on the front of the house allowing plenty of natural light!! Featuring many updates, including a new roof in 2024, new water heater in 2023, new flooring in sunroom 2023, and new windows upstairs in 2025!

    Kristen Gonzalez Ritter Real Estate

    1305 Jefferson St, Chester, IL 62233
  • 1525 Swanwick St, Chester, IL 62233
    1525 Swanwick St, Chester, IL 62233
    1525 Swanwick St, Chester, IL 62233
    /22

    $45,000

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft

    1525 Swanwick St, Chester, IL 62233

    Welcome to this 3-bedroom, 1-bathroom home located in the heart of Chester. Situated on a generous lot with a spacious yard, this property offers both convenience and potential. Inside, you’ll find a functional layout with room to customize and make it your own. Whether you’re a first-time buyer looking to build equity or an investor seeking your next project, this home is full of

    Jared Landeros Real Broker LLC

    1525 Swanwick St, Chester, IL 62233
  • 24 Washington Blvd, Chester, IL 62233
    24 Washington Blvd, Chester, IL 62233
    24 Washington Blvd, Chester, IL 62233
    /6

    $9,500

    • Land
    • 0.17 Acre
    • $55,233 per Acre

    24 Washington Blvd, Chester, IL 62233

    Located 1 block from the high school in a well-kept neighborhood. The property consists of 2 lots. Each has it's own parcel number so one could be sold if not wanted. The utilities are on the property adding to the desirability of the lots. The location is just off State St. which is a main street in town leading to most all of the business and attractions in town. Buyer to pay all closing costs

    Donald Otten Golden Key Realty

    24 Washington Blvd, Chester, IL 62233
  • 126 Opdyke St, Chester, IL 62233
    126 Opdyke St, Chester, IL 62233
    126 Opdyke St, Chester, IL 62233
    /23

    $70,000

    • 3 Beds
    • 1 Bath
    • 1,372 Sq Ft

    126 Opdyke St, Chester, IL 62233

    Small town charm in this adorable 1 and half story Chester home looking for a new owner. Be greeted by the spacious living room, kitchen, den, bedroom, full bathroom and a bonus room round out the main floor. Follow the staircase to the second level to find the long second bedroom. The full basement has been waterproofed by B-Dry Solutions 2024, provides the opportunity for additional square

    Lynda Burns Keller Williams Marquee

    126 Opdyke St, Chester, IL 62233
Illinois Randolph County Chester

Real Estate & Homes for Sale in Chester, IL

Frequently Asked Questions Why Live in Chester

What is the average home price in Chester, IL?
Homes for sale in Chester, IL have an average home price of $231,500.
How many homes have sold over the last 12 months in Chester, IL?
9 homes have sold in Chester, IL over the last 12 months.
What are the most popular zip codes in Chester, IL?
The most popular zip codes in Chester, IL include 62233, 63673, 62297, 63775 and 62242.
How much do you need to make to afford a house in Chester?
The median home price in Chester is $207,500. If you put a 20% down payment of $41,500 and had a 30-year fixed mortgage with an interest rate of 6.72%, your estimated principal and interest payment would be $1,070 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $46K a year to afford the median home price in Chester.
How are the schools in Chester, IL?
Chester, IL has highly rated public and private schools. Some of the best schools in Chester based on Niche Grades are Chester Elementary School, Chester High School and Okaw Regional Voc System. Browse all the schools in Chester, IL to learn more.
Learn more about living in Chester

Home Trends in Chester, IL

On average, homes in Chester, IL sell after 88 days on the market compared to the national average of 70 days. The median sale price for homes in Chester, IL over the last 12 months is $125,000, consistent with the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$125,000
Median Single Family Sale Price
$125,000
Average Price Per Sq Ft
$103
Number of Homes for Sale
1
Last 12 months Home Sales
9
Months of Supply
1.30
Median List Price
$207,500
Median Change From 1st List Price
14%
Median Home Sale Price YoY Change
0%
How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group