10

Chester Houses for Sale

Section Image Section Image
  • 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

    $299,000

    • 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
  • 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
  • 2311 State St, Chester, IL 62233
    2311 State St, Chester, IL 62233
    2311 State St, Chester, IL 62233
    /22

    $79,000

    • 2 Beds
    • 1 Bath
    • 1,145 Sq Ft

    2311 State St, Chester, IL 62233

    Three bed, 1 bath, corner lot - ready for beautiful original wood floors to be refinished throughout to make it beautiful again! Original oak woodwork around windows and doors is still in pristine condition. Big back yard, closed in back porch, big front porch, large living room/dining room, could easily be a third bedroom by adding a closet. Full basement for storage, detached garage. With a bit

    Agent Photo

    Robin Bert

    Worth Clark Realty

    (618) 765-4469

    2311 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
  • 1038 George St, Chester, IL 62233
    1038 George St, Chester, IL 62233
    1038 George St, Chester, IL 62233
    /18

    $35,000

    • 3 Beds
    • 2 Baths
    • 1,644 Sq Ft

    1038 George St, Chester, IL 62233

    Investor Special – Calling all investors and rehabbers! This 3 bed 2 bath AS-IS property is a true diamond in the rough with huge potential for after repair value, seller has already completed some key updates. Located in the heart of Chester, you're just minutes away from all local schools, stores, dining, and major roadways. This home needs a full renovation from top to bottom—bring your tools

    Jared Landeros Real Broker LLC

    1038 George 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 Chester Chester

Houses for Sale in Chester, Chester

Home Trends in Chester, IL

On average, homes in Chester, IL sell after 64 days on the market compared to the national average of 51 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
$121,000
Average Price Per Sq Ft
$82
Number of Homes for Sale
10
Last 12 months Home Sales
43
Months of Supply
2.80
Median List Price
$130,000
Median Change From 1st List Price
7%
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 10 houses for sale, offering a variety of options for prospective buyers. With houses ranging from $35,000 to $375,000, there's something for every budget. As of July, 2025 the median home price in Chester, Chester is $130,000, while the average sale price is $119,904, providing insight into local market trends. On average, houses spend 64 days on the market 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 available to suit every lifestyle. Browse properties and houses for sale in Chester, Chester 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