16

Chester, IL Homes for Sale

Section Image Section Image
  • 1718 Swanwick St, Chester, IL 62233
    1718 Swanwick St, Chester, IL 62233
    1718 Swanwick St, Chester, IL 62233
    /44

    $184,500

    • 5 Beds
    • 2 Baths
    • 1,551 Sq Ft

    1718 Swanwick St, Chester, IL 62233

    A beautiful Craftsman right here. Built in 1923, the owners have been meticulous in their upkeep of this historical home and it shows. The living room is large and that bay window! The dining room is open to the living room, and the huge kitchen has eat-in area as well. The laundry area is off the kitchen as well as a large walk-in pantry for lots of storage. There is a bedroom/office/sewing room

    Agent Photo

    Robin Bert

    Worth Clark Realty

    (618) 437-8299

    1718 Swanwick St, Chester, IL 62233
  • 718 State St, Chester, IL 62233
    718 State St, Chester, IL 62233
    718 State St, Chester, IL 62233
    /75

    $699,000

    • 5 Beds
    • 5 Baths
    • 5,709 Sq Ft

    718 State St, Chester, IL 62233

    NEW PICTURES AND FLOOR PLAN added! This one is a true Chester gem my friends. Having lived in Chester all my life, as a little girl, I was in awe of this mansion. I'd go to the Chester Public Library right across the street and read Gone with the Wind, and then come out and see this big mansion. I dreamed a lot back then! I didn't know much about real estate architecture at 9 years old - I have

    Agent Photo

    Robin Bert

    Worth Clark Realty

    (618) 677-5421

    718 State St, Chester, IL 62233
  • 732 Roosevelt St, Chester, IL 62233
    732 Roosevelt St, Chester, IL 62233
    732 Roosevelt St, Chester, IL 62233
    /35

    $160,000

    • 3 Beds
    • 2 Baths
    • 1,352 Sq Ft

    732 Roosevelt St, Chester, IL 62233

    Welcome to secluded Roosevelt street! If you are looking for a really big yard, a big detached garage, and some privacy off the beaten path, check this one out. The 1998 Redman double wide manufactured home offers 3 bedrooms, 2 full baths, side porch with entry to the laundry room, nice front porch for sitting, and a big open floor plan with kitchen, living room and dining room with a woodburning

    Agent Photo

    Robin Bert

    Worth Clark Realty

    (618) 228-3685

    732 Roosevelt St, Chester, IL 62233
  • 626 Solomon St, Chester, IL 62233
    626 Solomon St, Chester, IL 62233
    626 Solomon St, Chester, IL 62233
    /57

    $245,000

    • 3 Beds
    • 3.5 Baths
    • 2,200 Sq Ft

    626 Solomon St, Chester, IL 62233

    Just what you were looking for to check all the boxes - A beautiful multi-level 3-bed, 2.5 bath home sitting on a no-thru street, 2-car garage, back patio, family room with a fireplace in the lower level, and a workshop with additional garage in the back yard! This one is ready to move into! The furnace and a/c are around 2 years old; roof is around 10 years old; and the hot water heater is

    Agent Photo

    Robin Bert

    Worth Clark Realty

    (618) 726-9395

    626 Solomon St, Chester, IL 62233
  • 925 Lehmen Dr, Chester, IL 62233
    925 Lehmen Dr, Chester, IL 62233
    925 Lehmen Dr, Chester, IL 62233
    /68

    $265,000

    • 3 Beds
    • 2 Baths
    • 2,332 Sq Ft

    925 Lehmen Dr, Chester, IL 62233

    What a show stopper folks! This one will take your breath away with the decor & renovations that have been done by the owners. Completely modern but still true to it's 1938 roots. The home has been renovated with all new flooring, (30) new windows, plumbing and electrical upgrades, HVAC newly updated and a mini-split installed on the 2nd floor which have lowered the electric bill drastically.

    Agent Photo

    Robin Bert

    Worth Clark Realty

    (618) 297-8267

    925 Lehmen Dr, Chester, IL 62233
  • 620 Opdyke St, Chester, IL 62233
    620 Opdyke St, Chester, IL 62233
    620 Opdyke St, Chester, IL 62233
    /46

    $239,000

    • 3 Beds
    • 2 Baths
    • 1,696 Sq Ft

    620 Opdyke St, Chester, IL 62233

    What a beautiful home! This one has been updated and remodeled by the owner and what a transformation! New fencing installed in front and back yard! Close to the Chester grade school and short walk to Cole Memorial Park. Big yard with garage and parking in back (driveway exits thru the grade school parking area). 3 big bedrooms (1 big one on the main) with new carpet, 2 updated big bathrooms and

    Agent Photo

    Robin Bert

    Worth Clark Realty

    (618) 617-6330

    620 Opdyke St, Chester, IL 62233
  • 110 Estate Dr, Chester, IL 62233
    110 Estate Dr, Chester, IL 62233
    110 Estate Dr, Chester, IL 62233
    /21

    $299,000

    • 4 Beds
    • 2.5 Baths
    • 3,848 Sq Ft

    110 Estate Dr, Chester, IL 62233

    Welcome 110 Estate Dr located in Chester IL, this beautiful property offers the perfect blend of luxury comfort and privacy! Featuring 4 bedrooms 2.5 bathrooms, this home offers a functional layout for comfortable living, The updated Modern kitchen features quartz countertops and a custom finish throughout. The main level offers 3 generously sized bedrooms including a master suite with en-suite!

    Kristen Gonzalez Ritter Real Estate

    110 Estate Dr, Chester, IL 62233
  • 200 Rebecca Ln, Chester, IL 62233
    200 Rebecca Ln, Chester, IL 62233
    200 Rebecca Ln, Chester, IL 62233
    /29

    $370,000

    • 4 Beds
    • 3 Baths
    • 2,365 Sq Ft

    200 Rebecca Ln, Chester, IL 62233

    Welcome to 200 Rebecca Ln Located Just outside of city limits in Chester Illinois! This 4 bedroom-3bath home offers stunning Mississippi river views from its 4 private acres! The spacious living area offers a semi open concept. The kitchen offers stainless steel appliances with a sleek modern finish throughout, continuing with a large pantry! Not to mention the dining area features a wood burning

    Kristen Gonzalez Ritter Real Estate

    200 Rebecca Ln, Chester, IL 62233
  • 1924 High St, Chester, IL 62233
    1924 High St, Chester, IL 62233
    1924 High St, Chester, IL 62233
    /40

    $340,000

    • 4 Beds
    • 2 Baths
    • 1,906 Sq Ft

    1924 High St, Chester, IL 62233

    Live the country lifestyle without sacrificing the city convenience!! This rare 11.52-acre property offers the perfect blend of modern living and equestrian freedom with zoning that welcomes your horses!! This well maintained 4-bedroom 2 bath home offers a comfortable and inviting layout. Popcorn ceilings have been removed, and the home features a fresh paint job! The owners have spent many hours

    Kristen Gonzalez Ritter Real Estate

    1924 High St, Chester, IL 62233
  • 680 Stratton St, Chester, IL 62233
    680 Stratton St, Chester, IL 62233
    680 Stratton St, Chester, IL 62233
    /22

    $160,500

    • 3 Beds
    • 1 Bath
    • 1,578 Sq Ft

    680 Stratton St, Chester, IL 62233

    Welcome home to this spacious and well-maintained 3 bedroom, 1 bath property offering comfort, functionality, and charm. Step inside to a bright open living area that's perfect for both everyday living and entertaining guests. Basement has tuck-under parking. The landscaping and mature plants are magnificent on the double lot. Many updates within the last few years making this a turn key move in

    Kathy Patterson Legacy Land & Homes of Illinoi

    680 Stratton St, Chester, IL 62233
  • 1120 George St, Chester, IL 62233
    1120 George St, Chester, IL 62233
    1120 George St, Chester, IL 62233
    /31

    $89,000

    • 3 Beds
    • 1 Bath
    • 1,560 Sq Ft

    1120 George St, Chester, IL 62233

    Charming 3 bedroom family home - A wonderful opportunity! This cozy three-bedroom home is perfect for your growing family! Enjoy a bright, sunny kitchen, a comfortable living room that opens to a formal dining area, ideal for family meals or gatherings. The spacious bathroom is also conveniently located on the main floor. Upstairs you will find three spacious bedrooms giving everyone their own

    Shari Hopkins Worth Clark Realty

    1120 George St, Chester, IL 62233
  • 1741 Iris St, Chester, IL 62233
    1741 Iris St, Chester, IL 62233
    1741 Iris St, Chester, IL 62233
    /19

    $115,000

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    1741 Iris St, Chester, IL 62233

    Welcome to 1741 Iris St located in Chester Illinois! Escape to your private retreat at the end of a quite dead-end street. This Charming manufactured home offers the peace and seclusion you've been looking for while still near local amenities! Complete with the added security of a storm shelter you can feel safe and secure despite the weather. Featuring 3 bedrooms and 2 bathrooms this home is

    Kristen Gonzalez Ritter Real Estate

    1741 Iris St, Chester, IL 62233
  • 2954 Cardinals Ln, Chester, IL 62233
    2954 Cardinals Ln, Chester, IL 62233
    2954 Cardinals Ln, Chester, IL 62233
    /33

    $94,500

    • 3 Beds
    • 2 Baths
    • 1,968 Sq Ft

    2954 Cardinals Ln, Chester, IL 62233

    A nice setting for this 3 bed/2 bath manufactured home east of Chester, IL in Randolph Co. Two acres mostly wooded. Home has two add on rooms. One is 10X20, the other 12X26, giving you plenty of space. Hardwood flooring in kitchen and living room. A two car detached garage provides parking and workshop space. Concrete block building for extra storage. Rural water. This is bank owned - Selling

    Jamie Keller Buy A Farm Land & Auction Co

    2954 Cardinals Ln, Chester, IL 62233
  • 6 Knapp Ct, Chester, IL 62233
    6 Knapp Ct, Chester, IL 62233
    6 Knapp Ct, Chester, IL 62233
    /11

    $16,000

    • 2 Beds
    • 1 Bath
    • 600 Sq Ft

    6 Knapp Ct, Chester, IL 62233

    A cottage in need of a rehab. Bring your creativity. Just a block away from Gilster and downtown fun.

    Shanna Davis eXp Realty, LLC

    6 Knapp Ct, Chester, IL 62233
  • 1143 George St, Chester, IL 62233
    1143 George St, Chester, IL 62233
    1143 George St, Chester, IL 62233
    /29

    $115,000

    • 4 Beds
    • 3 Baths
    • 1,500 Sq Ft

    1143 George St, Chester, IL 62233

    Antique house with an extra lot. Updates include complete kitchen, bathrooms, boiler furnace, hot water heater, and electricity. The heating and cooling split units were installed in 2016. This property includes 2 parcels.

    Donald Otten Golden Key Realty

    1143 George St, Chester, IL 62233
  • 2954 Cardinals Ln, Chester, IL 62233
    2954 Cardinals Ln, Chester, IL 62233
    2954 Cardinals Ln, Chester, IL 62233
    /33

    $94,900

    • 3 Beds
    • 2 Baths
    • 1,968 Sq Ft

    2954 Cardinals Ln, Chester, IL 62233

    A nice setting for this 3 bed/2 bath manufactured home east of Chester, IL in Randolph Co. Two acres mostly wooded. Needs TLC. Home has two add on rooms. One is 10X20, the other 12X26, giving you plenty of space. Hardwood flooring in kitchen and living room. A two car detached garage provides parking and workshop space. Concrete block building for extra storage. Rural water. This is bank owned -

    Jamie Keller BUY A FARM LAND & AUCTION CO.

    2954 Cardinals Ln, Chester, IL 62233
Illinois Randolph County Chester

Real Estate & Homes for Sale in Chester, IL

Why Live in Chester

Chester, Illinois, a historic river community in Randolph County with about 8,000 residents, is known as the hometown of Elzie Segar, the creator of Popeye. The city features an art trail, statues, and a museum dedicated to the famous cartoon character. Chester offers a self-sustained small-town lifestyle with local businesses, public schools, and parks. The housing market includes diverse options such as 1900s cottages, Craftsman bungalows, Minimal Traditional builds, raised ranches, and Colonial Revivals, often set on rolling slopes with detached garages. The city center has a gridded street layout, transitioning to winding roads in the countryside. Local dining options include Reids' Harvest House and St. Nicholas Landmark, a brewpub with views of the Mississippi River. For shopping, residents have access to Walmart and Rozier's Country Market. Chester's parks, such as Cohen Recreation Complex and Cole Memorial Park, offer various recreational activities, while Segar Memorial Park provides scenic river views. The Chester Community Unit School District No. 139 serves the city, with Chester Grade School and Chester High School providing education. Annual events like the fall festival and Christmas on the River add to the community spirit. Chester is approximately 60 miles from St. Louis and 80 miles from St. Louis Lambert International Airport, with several highways, including U.S. Route 51 and Illinois Routes 150 and 3, facilitating travel. Memorial Hospital on State Street provides comprehensive healthcare services.

Learn more about living in Chester

Frequently Asked Questions

What is the average home price in Chester, IL?
Homes for sale in Chester, IL have an average home price of $171,298.
How many homes have sold over the last 12 months in Chester, IL?
49 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, 63775, 62288, 63670 and 62272.
How much do you need to make to afford a house in Chester?
The median home price in Chester is $134,900. If you put a 20% down payment of $27,000 and had a 30-year fixed mortgage with an interest rate of 6.46%, your estimated principal and interest payment would be $680 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $29K a year to afford the median home price in Chester. Learn how much home you can afford with our Home Affordability Calculator.
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.

Home Trends in Chester, IL

On average, homes in Chester, IL sell after 94 days on the market compared to the national average of 55 days. The median sale price for homes in Chester, IL over the last 12 months is $120,000, consistent with the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$120,000
Median Single Family Sale Price
$126,000
Average Price Per Sq Ft
$87
Number of Homes for Sale
12
Last 12 months Home Sales
49
Months of Supply
2.90
Median List Price
$134,900
Median Change From 1st List Price
9%
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 © 2026 CoStar Group