20

Chester, IL Homes for Sale

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

    $185,000

    • 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
  • 1228 Opdyke St, Chester, IL 62233
    1228 Opdyke St, Chester, IL 62233
    1228 Opdyke St, Chester, IL 62233
    /35

    $180,000

    • 3 Beds
    • 1 Bath
    • 1,502 Sq Ft

    1228 Opdyke St, Chester, IL 62233

    Welcome to your new home! Well-loved and Well maintained home is ready for a new owner. All the main components have been updated, and the kitchen has stainless appliances and beautiful! The dining room and living room are roomy and the fireplace and all that gorgeous wood trim and wood doors give this home a warmth you'll enjoy. There are 2-beds and 1 full updated bath to round out the main

    Agent Photo

    Robin Bert

    Worth Clark Realty

    (618) 565-9140

    1228 Opdyke St, Chester, IL 62233
  • 229 Light St, Chester, IL 62233
    229 Light St, Chester, IL 62233
    229 Light St, Chester, IL 62233
    /38

    $165,000

    • 5 Beds
    • 2 Baths
    • 1,733 Sq Ft

    229 Light St, Chester, IL 62233

    This 1937 home delivers the classic charm everyone wants with the functional space modern families actually need. With 4 official bedrooms, 2 full baths, and multiple living areas across three levels, this house offers more room than most homes in its price range. Inside, original wood floors and arched doorways give the home its character, while the large living room and open kitchen/dining

    Agent Photo

    Robin Bert

    Worth Clark Realty

    (618) 278-5533

    229 Light St, Chester, IL 62233
  • 718 State St, Chester, IL 62233
    718 State St, Chester, IL 62233
    718 State St, Chester, IL 62233
    /75

    $750,000

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

    $249,000

    • 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
  • 611 van Zant St, Chester, IL 62233
    611 van Zant St, Chester, IL 62233
    611 van Zant St, Chester, IL 62233
    /38

    $149,000

    • 4 Beds
    • 1 Bath
    • 1,332 Sq Ft

    611 van Zant St, Chester, IL 62233

    Move-in ready! 4 bedroom, 1 bath home with fenced back yard and full basement features new countertops, new flooring, bathroom upgrade and fresh paint throughout. You'll notice the new doors and windows as well are new! This one has the desired open floor plan for living and dining room and kitchen is open as well. One car garage in back. This one is clean and ready to go! Roof, furnace and water

    Agent Photo

    Robin Bert

    Worth Clark Realty

    (618) 543-4149

    611 van Zant St, Chester, IL 62233
  • 210 E Old Plank Rd, Chester, IL 62233
    210 E Old Plank Rd, Chester, IL 62233
    210 E Old Plank Rd, Chester, IL 62233
    /30

    $110,000

    • 3 Beds
    • 2 Baths
    • 1,216 Sq Ft

    210 E Old Plank Rd, Chester, IL 62233

    BACK ON THE MARKET-Secluded and private! Come down the long driveway off of East Old Plank Road, and you will be surprised to see a lovely 1997 Schult 3-bed, 2 full bath mobile home and a detached 720 SF garage with extra storage. Large backyard totaling .61 of an acre. Sit on the front porch and enjoy the serenity of this location. Taxes are low and maintenance is easy. The open floor plan of

    Agent Photo

    Robin Bert

    Worth Clark Realty

    (618) 603-2474

    210 E Old Plank Rd, Chester, IL 62233
  • 2954 Cardinals Ln, Chester, IL 62233
    2954 Cardinals Ln, Chester, IL 62233
    2954 Cardinals Ln, Chester, IL 62233
    /33

    $94,009

    • 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 County. Two acres mostly wooded. Needs TLC. Home has two add-on rooms. One is 10 x 20, the other 12 x 26, giving you plenty of room. Hardwood flooring in kitchen and living room. A 2-car detached garage provides parking and workshop space. Concrete block building for extra storage. Rural water. This is

    Jamie Keller Buy A Farm Land & Auction Company

    2954 Cardinals Ln, Chester, IL 62233
  • 774 Cedar St, Chester, IL 62233
    774 Cedar St, Chester, IL 62233
    774 Cedar St, Chester, IL 62233
    /29

    $59,000

    • 1 Bed
    • 1 Bath
    • 661 Sq Ft

    774 Cedar St, Chester, IL 62233

    Looking for an investment property or a personal residence to call home? This home offers 1BR/1BA. Upper level has a huge BR. Large deck. Property was recently tenant occupied. Monthly rent was believed to be $800. Property is being sold "as is." Seller to make no repairs. PLEASE USE CAUTION: Upper step on deck is bad. DO NOT OPEN BACK DOOR! (HINGES NEED REPAIRED)

    Tina LaChance Strano & Associates

    774 Cedar 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
  • 200 Rebecca Ln, Chester, IL 62233
    200 Rebecca Ln, Chester, IL 62233
    200 Rebecca Ln, Chester, IL 62233
    /29

    $379,500

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

    $129,900

    • 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
  • 103 Paulette St, Chester, IL 62233
    103 Paulette St, Chester, IL 62233
    103 Paulette St, Chester, IL 62233
    /41

    $134,000

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

    103 Paulette St, Chester, IL 62233

    $10,000.00 price reduction. Ready to move in house featuring an access ramp in the front and a 3/4 bathroom room on the main floor with a walk in shower.. 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

    Donald Otten Golden Key Realty

    103 Paulette 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
  • 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

    Step into this beautifully preserved historic home where quality craftsmanship meets contemporary living. From the moment you enter, you'll be captivated by the original woodwork, detailed trim, and grand staircase that tell a story of elegance from another era. The high ceilings, natural light, and wood burning fireplaces will create a warm and cozy atmosphere throughout the winter months. While

    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 -

    Laurel Kay Ellwein Laurel Kay Ellwein

    2954 Cardinals Ln, Chester, IL 62233
  • 2412 State St, Chester, IL 62233
    2412 State St, Chester, IL 62233
    2412 State St, Chester, IL 62233
    /11

    $189,900

    • 3 Beds
    • 2 Baths
    • 2,120 Sq Ft

    2412 State St, Chester, IL 62233

    Beautiful classic brick home features circular asphalt driveway, detached garage, workshop and a huge extra parcel in the back. The archways in the bathroom and doorways are classic 1938 architecture. If you love classic houses, take a look at this one. It could use some modern updates, but there's so much to love in the retro feel. Fireplace in the living room, a bedroom on the main level with

    Robin Bert Worth Clark Realty

    2412 State St, Chester, IL 62233
  • 153 Chester St, Chester, IL 62233
    153 Chester St, Chester, IL 62233
    153 Chester St, Chester, IL 62233
    /28

    $190,000

    • 4 Beds
    • 2 Baths
    • 2,130 Sq Ft

    153 Chester St, Chester, IL 62233

    New roof will be installed prior to closing! Historic Charm Meets Modern Comfort in Chester! Don’t miss this rare opportunity to own a piece of Chester’s history—part of this home is believed to be one of the very first stone structures in town, dating back to the early 1800s. Set on over half an acre (.6) with woods in the back, this 4-bedroom home offers the perfect blend of historic character

    Brittney Litteken Homes By Janell

    153 Chester St, Chester, IL 62233
  • 126 Opdyke St, Chester, IL 62233
    126 Opdyke St, Chester, IL 62233
    126 Opdyke St, Chester, IL 62233
    /23

    $62,250

    • 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

    John Blasingame Keller Williams Marquee

    126 Opdyke St, Chester, IL 62233
  • 00 Bond Rd, Chester, IL 62233
    00 Bond Rd, Chester, IL 62233
    00 Bond Rd, Chester, IL 62233
    /25

    $1

    00 Bond Rd, Chester, IL 62233

    AUCTION LISTING - List price is not indicative of Seller’s final reserve amount. This property is part of an online bidding event. This sale will be executed with a no-contingency contract provided by brokerage representing the Seller. See MLS Supplement Document for complete details. These 63.80 highly productive acres are conveniently located 13 miles from Ste. Genevieve, MO, and 17 miles from

    Anthony Pozzi Trophy Properties & Auction

    00 Bond Rd, Chester, IL 62233
Illinois Randolph County Chester

Real Estate & Homes for Sale in Chester, IL

Why Live in Chester

Chester is a historic river community in Randolph County with about 8,000 residents. The county seat is home to Elzie Segar, who created the famous cartoon character Popeye. Today, the city has an art trail, statues and a local museum dedicated to ...

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 $154,469.
How many homes have sold over the last 12 months in Chester, IL?
40 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, 62241, 62288 and 62280.
How much do you need to make to afford a house in Chester?
The median home price in Chester is $130,000. If you put a 20% down payment of $26,000 and had a 30-year fixed mortgage with an interest rate of 6.06%, your estimated principal and interest payment would be $630 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $27K 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 83 days on the market compared to the national average of 53 days. The median sale price for homes in Chester, IL over the last 12 months is $116,500, up 8% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$116,500
Median Single Family Sale Price
$123,500
Average Price Per Sq Ft
$85
Number of Homes for Sale
15
Last 12 months Home Sales
40
Months of Supply
4.50
Median List Price
$130,000
Median Change From 1st List Price
10%
Median Home Sale Price YoY Change
8%
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