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Newest Homes for Sale in Chester, IL

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  • 900 W Holmes St, Chester, IL 62233
    900 W Holmes St, Chester, IL 62233
    900 W Holmes St, Chester, IL 62233
    /30

    $165,000

    • 4 Beds
    • 1 Bath
    • 1,764 Sq Ft

    900 W Holmes St, Chester, IL 62233

    This adorable 1941 retro home features 4 bedrooms-1 bath and sits on close to 3/4 of an acre (3 lots total) with a detached one car garage, carport, and two storage sheds. The big backyard is private and shaded with mature trees. Watch the sunrise from the front porch (faces east) and enclosed back porch (check out the knotty pine paneling) gives a great sunset view. The big country kitchen has

    Agent Photo

    Robin Bert

    Worth Clark Realty

    900 W Holmes St, Chester, IL 62233
  • 328 van Zant St, Chester, IL 62233
    328 van Zant St, Chester, IL 62233
    328 van Zant St, Chester, IL 62233
    /50

    $189,900

    Open Sun 11AM - 1PM
    • 3 Beds
    • 1 Bath
    • 1,088 Sq Ft

    328 van Zant St, Chester, IL 62233

    Cute, comfortable, and thoughtfully updated! This well-maintained 3-bed, 1-bath ranch offers just under 1,100 sqft of inviting living space with many of the major updates already taken care of. A BRAND-NEW ROOF adds immediate peace of mind, while newer windows (within the last 2 years), all-new sewer lines (within the last 3 years), updated flooring (within the last 6 years), and a serene water

    Tyson Roedl Century 21 Advantage

    328 van Zant St, Chester, IL 62233
  • 7 Greenbriar Ln, Chester, IL 62233
    7 Greenbriar Ln, Chester, IL 62233
    7 Greenbriar Ln, Chester, IL 62233
    /81

    $525,000

    $24K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,849 Sq Ft

    7 Greenbriar Ln, Chester, IL 62233

    Wow this one checks all boxes! Secluded with lots of trees on the 8.82 acres! Take a deep breath before you enter this amazing home, you're gonna need it! This efficient earth home features 5+ bedrooms (4 on main level, 1 plus bonus room up), 5 bathrooms (3 full-2 half (1 is in the pool house), huge living room with fireplace and open floor plan to the dining room and kitchen. Big 2 car attached

    Agent Photo

    Robin Bert

    Worth Clark Realty

    7 Greenbriar Ln, Chester, IL 62233
  • 10631 Wine Hill Rd, Chester, IL 62233
    10631 Wine Hill Rd, Chester, IL 62233
    10631 Wine Hill Rd, Chester, IL 62233
    /61

    $1,700,000

    • 4 Beds
    • 3.5 Baths
    • 3,778 Sq Ft

    10631 Wine Hill Rd, Chester, IL 62233

    Beautiful Custom-built stone/brick home on 20 acres. Whitetail and turkey hunting are good!This 4 bed/3.5 bath stone and brick residence offers about 4,000 square feet of beautifully finished space. The home overlooks a 3 acre stocked pond. All custom cherry trim, cabinetry and solid cherry doors. The great room features a Fondulac stone gas log fireplace to add warmth and charm as well as a

    Jamie Keller Buy A Farm Land & Auction Co

    10631 Wine Hill Rd, Chester, IL 62233
  • 230 Ridge Dr, Chester, IL 62233
    230 Ridge Dr, Chester, IL 62233
    230 Ridge Dr, Chester, IL 62233
    /28

    $260,000

    • 4 Beds
    • 2 Baths
    • 2,025 Sq Ft

    230 Ridge Dr, Chester, IL 62233

    Welcome to 230 Ridge Dr, a charming split-level tucked away on a quiet street in a peaceful Chester neighborhood. Recently fully renovated, this 4-bedroom, 2-bath home showcases modern updates with plenty of personality, including beautiful wood floors, custom stonework, and updated electrical. Enjoy peaceful forest views from the back of the home and a well-maintained, fully functional hot tub,

    Robert Breyley Brey

    230 Ridge Dr, Chester, IL 62233
  • 2432 State St, Chester, IL 62233
    2432 State St, Chester, IL 62233
    2432 State St, Chester, IL 62233
    /45

    $130,000

    Pending
    • 4 Beds
    • 1 Bath
    • 1,480 Sq Ft

    2432 State St, Chester, IL 62233

    Well maintained 4-bed, 1 bath home with full finished dry basement (extra kitchen), detached garage, and a long backyard! Classic home built in 1949; perhaps could use some modern touches, but if you like the retro feel, this one checks the box! Water heater is 3 years old. The roof and furnace/ac are older but in good condition. If you want a reasonably priced, well-built and cared for home,

    Agent Photo

    Robin Bert

    Worth Clark Realty

    2432 State St, Chester, IL 62233
  • 1 Washington Blvd, Chester, IL 62233
    1 Washington Blvd, Chester, IL 62233
    1 Washington Blvd, Chester, IL 62233
    /46

    $150,000

    • 3 Beds
    • 1 Bath
    • 1,346 Sq Ft

    1 Washington Blvd, Chester, IL 62233

    Full brick, clean as a whistle, and move-in ready are just a few terms to describe this delightful home at 1 Washington Blvd in Chester. New windows were installed by the former owner throughout the home; kitchen has been updated with modern fixtures and countertops. The window seat in the dining room has bookcases on each side and is simply adorable. The big living room has a wood-burning

    Agent Photo

    Robin Bert

    Worth Clark Realty

    1 Washington Blvd, Chester, IL 62233
  • 5108 Palestine Rd, Chester, IL 62233
    5108 Palestine Rd, Chester, IL 62233
    5108 Palestine Rd, Chester, IL 62233
    /35

    $205,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,305 Sq Ft

    5108 Palestine Rd, Chester, IL 62233

    This incredible property has 2 acres with fully updated open floor plan home with 3 beds, 2 baths and a big double carport and storage building attached to it. Full basement. Home underwent a complete renovation 2 years ago, appliances were new, new HVAC, new private sand filtered septic with laterals. Egyptian Electric, city water. This one has it all if you want just a bit of country living not

    Agent Photo

    Robin Bert

    Worth Clark Realty

    5108 Palestine Rd, Chester, IL 62233
  • 10631 Wine Hill Rd, Chester, IL 62233
    10631 Wine Hill Rd, Chester, IL 62233
    10631 Wine Hill Rd, Chester, IL 62233
    /95

    $2,500,000

    • 4 Beds
    • 3.5 Baths
    • 4,000 Sq Ft

    10631 Wine Hill Rd, Chester, IL 62233

    Picturesque Setting with Custom-Built Home, Outbuildings, Whitetail and Turkey Hunting!Seldom does a property of this quality come onto the market! A rare opportunity to own a custom-built home on 113 acres. This property offers many features that make it ideal for a farming operation and homestead, whether you're looking to run cattle, horses, or any other livestock. The land has been

    Jamie Keller Buy A Farm Land & Auction Company

    10631 Wine Hill Rd, Chester, IL 62233
  • Along Wine Hill Rd, Chester, IL 62233
    Along Wine Hill Rd, Chester, IL 62233
    Along Wine Hill Rd, Chester, IL 62233
    /95

    $2,500,000

    • 4 Beds
    • 3.5 Baths
    • 3,778 Sq Ft

    Along Wine Hill Rd, Chester, IL 62233

    Seldom does a property of this quality come onto the market ! A rare opportunity to own a custom-built home on 113 acres. This property offers many features that make it ideal for a farming operation and homestead, whether you're looking to run cattle, horses, or any other livestock. The land has been utilized as a cow-calf operation, but could offer some cropland or whatever it is that you have

    Jamie Keller Buy A Farm Land & Auction Co

    Along Wine Hill Rd, Chester, IL 62233
  • 601 Erskine St, Chester, IL 62233
    601 Erskine St, Chester, IL 62233
    601 Erskine St, Chester, IL 62233
    /54

    $345,000

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,514 Sq Ft

    601 Erskine St, Chester, IL 62233

    So much to take in, and you don't find a property like this in the city limits often. Features 1.75 acres of seclusion with woods but so close to the downtown part of Chester. Three buildings: Lovely home built in 1990, former beauty shop and tanning salon (built in 2003) and oversized garage/workshop building all sits at the top of a hill in a very private location close to Cole Memorial Park in

    Agent Photo

    Robin Bert

    Worth Clark Realty

    601 Erskine St, Chester, IL 62233
  • 1040 William St, Chester, IL 62233
    1040 William St, Chester, IL 62233
    1040 William St, Chester, IL 62233
    /27

    $149,000

    $6K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,464 Sq Ft

    1040 William St, Chester, IL 62233

    Welcome to 1040 William Street! An adorable 3 bed-2 bath home on a quiet side street just off the main business area of Chester. Open kitchen/dining/living room area nicely updated with new flooring and modern paint colors. Two bedrooms and full bath on the main level. Upstairs there's another large bedroom, full bathroom, and a bonus room. Full unfinished basement with walkout to the big

    Agent Photo

    Robin Bert

    Worth Clark Realty

    1040 William St, Chester, IL 62233
  • 1027 William St, Chester, IL 62233
    1027 William St, Chester, IL 62233
    1027 William St, Chester, IL 62233
    /52

    $145,000

    $10K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,399 Sq Ft

    1027 William St, Chester, IL 62233

    BACK ON THE MARKET-No fault of seller. This 1930-built classic awaits a new owner to love it! So much to love here! The arched front door and foyer with classic windows welcome you into this well-built and sturdy home. The huge living room has a fireplace and access to the enclosed front porch. What a beautiful room to sit and watch the sun come up! The big formal dining room and breakfast nook

    Agent Photo

    Robin Bert

    Worth Clark Realty

    1027 William St, Chester, IL 62233
  • 1924 High St, Chester, IL 62233
    1924 High St, Chester, IL 62233
    1924 High St, Chester, IL 62233
    /41

    $300,000

    $30K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,906 Sq Ft

    1924 High St, Chester, IL 62233

    Experience the perfect balance of country living and everyday convenience with this rare 11.52-acre property offering room to roam and zoning that welcomes horses! This well-maintained 4-bedroom, 2-bath home has been thoughtfully updated with modern touches throughout. Outside, enjoy a wraparound front porch, rear deck, and a beautifully renovated detached building that offers endless

    Robert Breyley Brey

    1924 High St, Chester, IL 62233
  • 1527 Swanwick St, Chester, IL 62233
    1527 Swanwick St, Chester, IL 62233
    1527 Swanwick St, Chester, IL 62233
    /32

    $75,000

    $10K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,354 Sq Ft

    1527 Swanwick St, Chester, IL 62233

    Are you looking for an affordable and comfy home close to the high school and walking distance to the business section of Chester? Here you go! Needs some cosmetic touches, and furnace & Roof are aged, but the A/C is only 6 years old. Features a big living room and kitchen, main-floor master and washer-dryer hookups in the kitchen. Front porch makes a great place to watch the Chester parades, and

    Agent Photo

    Robin Bert

    Worth Clark Realty

    1527 Swanwick St, Chester, IL 62233
  • 209 Knapp Ave, Chester, IL 62233
    209 Knapp Ave, Chester, IL 62233
    209 Knapp Ave, Chester, IL 62233
    /57

    $275,000

    $35K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    209 Knapp Ave, Chester, IL 62233

    Put this one on your "checks a lot of boxes" and "must see" list! To name just a few of the exceptional things this home offers: Big family room with two walk-outs to the fenced side yard, deck and swimming pool. The Cabana/Tiki Bar for the pool is a great place to party! Huge master bedroom suite with walk-in closet (it's the size of small bedroom itself). Lots of updates to this beautiful home.

    Agent Photo

    Robin Bert

    Worth Clark Realty

    209 Knapp Ave, Chester, IL 62233
  • 201 Estate Dr, Chester, IL 62233
    201 Estate Dr, Chester, IL 62233
    201 Estate Dr, Chester, IL 62233
    /47

    $379,000

    $20K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,640 Sq Ft

    201 Estate Dr, Chester, IL 62233

    This one will take your breath away folks. Fully updated and move-in ready. You'll love the fireplaces (propane), tall cathedral ceilings and spacious open floor plan -(notice three huge picture windows facing the trees from the living room) and the entertainment center in the lower level with walk-out to the patio and fire pit; 3 bathrooms and the master suite has a huge walk-in closet. This one

    Agent Photo

    Robin Bert

    Worth Clark Realty

    201 Estate Dr, Chester, IL 62233
  • 103 Estate Dr, Chester, IL 62233
    103 Estate Dr, Chester, IL 62233
    103 Estate Dr, Chester, IL 62233
    /66

    $299,000

    $30K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,787 Sq Ft

    103 Estate Dr, Chester, IL 62233

    Put this one on your must-see list! A whopping 2,787 square feet with a total of 3 bedrooms and 3 1/2 baths. Features finished lower level with family room and fireplace, has a walk-out to the large patio area in the backyard, huge primary bedroom and bathroom upstairs, and 2 more bedrooms and laundry room with half-bath on the main level! Seller loves the home but needs to downsize a bit. If you

    Agent Photo

    Robin Bert

    Worth Clark Realty

    103 Estate Dr, Chester, IL 62233
  • 1009 Swanwick St, Chester, IL 62233
    1009 Swanwick St, Chester, IL 62233
    1009 Swanwick St, Chester, IL 62233
    /46

    $185,000

    • 5 Beds
    • 2 Baths
    • 3,639 Sq Ft

    1009 Swanwick St, Chester, IL 62233

    A brick antique house that has much remodeling done. It is located near the heart of Chester giving easy access to to all directions. The 3rd. floor storage room has a skylight giving it plenty of natural light. It could easily be made in to a bed and breakfast or a multi family residence with some additional changes. The garage has a upstairs floor for additional storage or could possibly be

    Donald Otten Golden Key Realty

    1009 Swanwick St, Chester, IL 62233
  • 1120 George St, Chester, IL 62233
    1120 George St, Chester, IL 62233
    1120 George St, Chester, IL 62233
    /31

    $75,000

    $21K PRICE DROP Under Contract
    • 3 Beds
    • 1 Bath
    • 1,560 Sq Ft

    1120 George St, Chester, IL 62233

    Charming 3 bedroom family home - A wonderful opportunity! This cozy three-bedroom home is perfect for your growing family! Enjoy a bright, sunny kitchen, a comfortable living room that opens to a formal dining area, ideal for family meals or gatherings. The spacious bathroom is also conveniently located on the main floor. Upstairs you will find three spacious bedrooms giving everyone their own

    Shari Hopkins Worth Clark Realty

    1120 George St, Chester, IL 62233
  • 718 State St, Chester, IL 62233
    718 State St, Chester, IL 62233
    718 State St, Chester, IL 62233
    /75

    $450,000

    $300K PRICE DROP Under Contract
    • 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

    718 State St, Chester, IL 62233
Illinois Randolph County

Newest Listings for Sale in Chester, IL

Frequently Asked Questions

What is the average home price in Chester, IL?
Homes for sale in Chester, IL have an average home price of $200,805.
How many homes have sold over the last 12 months in Chester, IL?
43 homes have sold in Chester, IL over the last 12 months.
What is the average household income in Chester, IL?
The average household income in Chester, IL is $71K.
What are the most popular zip codes in Chester, IL?
The most popular zip codes in Chester, IL include 62233, 62241, 63775, 63673 and 62288.
How much do you need to make to afford a house in Chester?
The median home price in Chester is $176,000. If you put a 20% down payment of $35,200 and had a 30-year fixed mortgage with an interest rate of 6.66%, your estimated principal and interest payment would be $900 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $39K a year to afford the median home price in Chester. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Chester is $71K.
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 Prices in Chester, IL

The median home sale price in Chester, IL is $157,000, up 31% year-over-year. Homes in Chester sell in 110 days on average, compared to the national average of 55 days.

Home Price Trends

Median Sale Price
$157,000
Median Single Family Sale Price
$162,500
Median 2 Bedroom Sale Price
$76,000
Median 1 Bedroom Sale Price
$60,000
Average Price Per Sq Ft
$96
Number of Homes for Sale
13
Last 12 months Home Sales
43
Months of Supply
3.60
Median List Price
$176,000
Median Change From 1st List Price
8%
Median Home Sale Price YoY Change
31%
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