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Newest Homes for Sale in Chester, IL

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  • /5

    $185,000

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

    1228 Opdyke St, Chester, IL 62233

    COMING SOON - showings start on Friday, Dec 5. More pics coming. Well maintained and updated 3-bed 1 bath home with a big lot and circle drive. Full basement and detached garage. Sellers are motivated!

    Agent Photo

    Robin Bert

    Worth Clark Realty

    (618) 565-9140

    1228 Opdyke 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
  • /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
  • /29

    $59,000

    • 2 Beds
    • 1 Bath
    • 812 Sq Ft

    206 Maple St, Chester, IL 62233

    Looking for an investment property or make this your personal home. There are 2BR/1 BA, eat-in kitchen and nice size LR. Large covered front porch. The property was used as a rental property. This property needs some work, but has potential. Recently tenant occupied. Monthly rent was believed to have been $750. The adjoining lot that is being sold with the home. Taxes reflect both parcels: 206

    Tina LaChance Strano & Associates

    206 Maple St, Chester, IL 62233
  • /52

    $77,000

    • 4 Beds
    • 4 Baths
    • 2,184 Sq Ft

    237 Maple St, Chester, IL 62233

    Looking for an investment property? This 2 story home is being utilized as a duplex with two 2 story units consisting of 2BR/2BA. LR, kitchen, separate DR and bath complete the main level. Upper level has 2BR & 1 BA. Partial basement & crawl space. There is a 2 car carport to provide off street parking. Property needs work, but was recently occupied with tenants. Monthly rent is believed to have

    Tina LaChance Strano & Associates

    237 Maple St, Chester, IL 62233
  • /29

    $395,000

    • 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
  • /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

    Shari Hopkins Golden Key Realty

    1143 George 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
  • /63

    $299,000

    • 4 Beds
    • 2 Baths
    • 2,041 Sq Ft

    212 Lon Dell Dr, Chester, IL 62233

    Folks, this one checks all the boxes and this should be in a magazine. From the moment you walk into Foyer, you see how immaculate this home is. Go up the stairs to the dining, living and kitchen area. Sliding doors open onto the deck from the dining room. Warm wood floors throughout and porcelain tile in the kitchen and dining. Three big bedrooms upstairs and a completely updated huge bathroom

    Agent Photo

    Robin Bert

    Worth Clark Realty

    (618) 269-8154

    212 Lon Dell Dr, Chester, IL 62233
  • /57

    $310,000

    • 3 Beds
    • 2 Baths
    • 2,713 Sq Ft

    5 Forest Ct, Chester, IL 62233

    Gorgeous move-in ready ranch awaits a new owner. Sitting at the back of a cul-de-sac, there are 5.21 acres total including rolling yard and beautiful trees. The patio in back has a hot tub and it will remain with the home. Rooms are big and the open floor plan dining room and living room are simply exquisite. Built-in bookcases by the wood burning fireplace and big bay window in the living room

    Agent Photo

    Robin Bert

    Worth Clark Realty

    (618) 350-3384

    5 Forest Ct, Chester, IL 62233
  • /33

    $180,000

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

    211 Dixie Dr, Chester, IL 62233

    Welcome to your new ranch-style home! So much to talk about in this beauty! Kitchen has been updated with all new appliances and made more functional; new roof in 2024; sunroom in back has been updated and new flooring laid. The wood-burning fireplace in the big dining room is a great focal point! 2 large bedrooms, a big living room, and full bath on the main level. Downstairs, you will enjoy a

    Agent Photo

    Robin Bert

    Worth Clark Realty

    (618) 221-4703

    211 Dixie Dr, Chester, IL 62233
  • /25

    $130,000

    • 4 Beds
    • 1 Bath
    • 1,135 Sq Ft

    518 W German St, Chester, IL 62233

    Welcome to this classic 4-bed, 1 bath home which has been dearly loved by the seller for many years. Seller says it's time for a big family to love and enjoy it now. Features a big double garage, long backyard, classic hardwoods in the bedrooms, full basement with a walkout, sunporch on the back with easy access to the garages and backyard. Bring your TLC and updating ideas and make this one your

    Agent Photo

    Robin Bert

    Worth Clark Realty

    (618) 742-2567

    518 W German St, Chester, IL 62233
  • /11

    $189,900

    • 3 Beds
    • 2 Baths
    • 1,320 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

    Agent Photo

    Robin Bert

    Worth Clark Realty

    (618) 464-4844

    2412 State St, Chester, IL 62233
  • /24

    $295,000

    • 4 Beds
    • 2.5 Baths
    • 2,930 Sq Ft

    106 Allan St, Chester, IL 62233

    Welcome home to this beautifully maintained brick ranch situated on a spacious corner lot! Offering 4 bedrooms and 3 full bathrooms, this home provides plenty of room to spread out and enjoy. Sitting on 41⁄2 lots, the property features a large fenced backyard—perfect for privacy, play, or entertaining. Inside, you’ll find new hardwood flooring throughout the main floor and a thoughtful layout

    Jena Gibbs eXp Realty

    106 Allan St, Chester, IL 62233
  • /30

    $115,000

    • 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
  • /28

    $190,000

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

    153 Chester St, Chester, IL 62233

    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 and modern updates. The open floor plan

    Brittney Litteken Homes By Janell

    153 Chester 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
  • /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
  • /26

    $223,000

    • Land
    • 0.7 Acre
    • $318,571 per Acre

    2404 State St, Chester, IL 62233

    Equipped Automotive Repair Site. Great location on State Street (IL Hwy 150) with high traffic count. Randolph County IL in Chester on 0.70+/- acres. Equipped metal building (3,240 sq. ft.) with 5 overhead doors, 3 lifts, tire changer, wheel alignment machine, 220 outlets, oil waste burning heater, center floor drain, and many other items. The block building (1,950 sq. ft.) has full concrete

    Jamie Keller Buy A Farm Land & Auction Company

    2404 State 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
  • /47

    $138,000

    • 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
  • /22

    $165,000

    • 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 Illinois

    680 Stratton St, Chester, IL 62233
  • /23

    $64,283

    • 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

Frequently Asked Questions

What is the average home price in Chester, IL?
Homes for sale in Chester, IL have an average home price of $156,075.
How many homes have sold over the last 12 months in Chester, IL?
41 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, 62241, 62942, 63775 and 62280.
How much do you need to make to afford a house in Chester?
The median home price in Chester is $131,000. If you put a 20% down payment of $26,200 and had a 30-year fixed mortgage with an interest rate of 6.19%, your estimated principal and interest payment would be $640 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

Housing Trends

Median Sale Price
$118,000
Median Single Family Sale Price
$126,000
Average Price Per Sq Ft
$87
Number of Homes for Sale
18
Last 12 months Home Sales
41
Months of Supply
5.30
Median List Price
$131,000
Median Change From 1st List Price
10%
Median Home Sale Price YoY Change
-2%
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