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Chester Homes for Sale

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  • /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
  • /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
  • /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
  • /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
  • /53

    $155,000

    • 4 Beds
    • 1 Bath
    • 2,369 Sq Ft

    624 Palestine Rd, Chester, IL 62233

    Desirable location! Country type living close to town! This big house has been well loved by the Baggett family for many years but needs an update. Features: Eat-in kitchen with double oven & electric cooktop, separate dining room and big living room with 2 bedrooms on main level. Upstairs you'll find 2 more rooms and lots of storage. Full basement with walkout to carport/concrete patio and the

    Agent Photo

    Robin Bert

    Worth Clark Realty

    (618) 994-3721

    624 Palestine Rd, 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
  • /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
  • /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
  • /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
  • /6

    $9,500

    • Land
    • 0.17 Acre
    • $55,233 per Acre

    24 Washington Blvd, Chester, IL 62233

    Located 1 block from the high school in a well-kept neighborhood. The property consists of 2 lots. Each has it's own parcel number so one could be sold if not wanted. The utilities are on the property adding to the desirability of the lots. The location is just off State St. which is a main street in town leading to most all of the business and attractions in town. Buyer to pay all closing costs

    Donald Otten Golden Key Realty

    24 Washington Blvd, 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

Frequently Asked Questions Why Live in Chester

Is Chester a good place to live?
Chester is a good place to live. Chester is considered very car-dependent and somewhat bikeable. Chester has 2 parks for recreational activities. It has a median age of 44. The average household income is $83,560 which is below the national average. College graduates make up 9.4% of residents. A majority of residents in Chester are home owners, with 27.4% of residents renting and 72.6% of residents owning their home. A local real estate agent serving Chester can help you decide if this neighborhood is the right one for you. Learn more on our Chester neighborhood guide.
Is Chester, IL a safe neighborhood?
Chester, IL is safer than the average neighborhood in the United States. It received a crime score of 3 out of 10.
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 6.75%, your estimated principal and interest payment would be $670 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. The average household income in Chester is $84K.
What are the best public schools in Chester?
The best public schools that serve Chester are:
  • Chester Elementary School has a B- Niche grade, a student teacher ratio of 14:1 and an average review score of 3.8.
  • Chester High School has a C+ Niche grade, a student teacher ratio of 13:1 and an average review score of 3.8.
What are the best private schools in Chester?
The best private schools that serve Chester are:
What are the most popular zip codes in Chester, Chester, IL?
The most popular zip codes in Chester, Chester, IL include 62233, 63673, 62297, 63775 and 62288.
Are home prices dropping in Chester?
Yes, home prices in Chester are down 13% in the last 12 months.

Home Trends in Chester, IL

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%
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