11

Chester, IL Houses for Sale

Section Image Section Image
  • 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
  • 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
  • 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
  • 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
  • 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

Houses for Sale in Chester, IL

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

In Chester, there are currently 11 houses for sale, offering an array of options for potential buyers. With houses priced between $45,000 to $375,000, there's a range to accomodate every budget. As of August, 2025 the median home price in Chester is $207,500, while the average sale price is $201,666, offering insights into the local housing market. On average, houses spend 88 days listed before being sold. Whether you're searching for a single-family residence, exploring single-family detached houses for sale, or considering new construction houses for sale, there are options to cater to different lifestyles. Explore the listings and houses for sale in Chester, IL and find the perfect place to call 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