2,232

Chester, IL Homes

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  • /2

    $85,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,370 Sq Ft

    319 W Holmes St, Chester, IL 62233

    Right in the heart of town with a full, wooden, fenced in back yard, and garage is this 3 bedroom 1 bath home that boasts of a full, dry, unfinished basement with a man cave and a roughed-in full bath. Upstairs are two large, bedrooms with huge closets. On the main floor is an ample kitchen with built in cabinetry and a walk in pantry, large dining room with beautiful, built-in china cabinets,

    Agent Photo

    Shari Hopkins

    Golden Key Realty

    (618) 627-5631

    319 W Holmes St, Chester, IL 62233
  • /42

    $125,000 Sold May 01, 2025

    • 1,988 Sq Ft
    • $63/SF
    • 46 Days On Market
    • 5 Beds
    • 1.5 Baths
    • Built 1928

    1809 Swanwick St, Chester, IL 62233

    Very well-maintained home is located on Swanwick St. near the high school. Swanwick street is where most all of the city fanfare starts and is a very desirable neighborhood. It has 5 bedrooms (The back bed room has been used as a bedroom even though it leads to the upper floor as that is the way it was built back then.) and 2 bathrooms. There are 2 bonus rooms that could be used as bedrooms,

    Donald Otten Golden Key Realty

    1809 Swanwick St, Chester, IL 62233
    • /5

      Not Listed For Sale

      0 Woods Dr, Chester, IL 62233

      0 Woods Dr, Chester, IL 62233
  • /44

    $130,000

    • 3 Beds
    • 1 Bath
    • 1,001 Sq Ft

    500 Church St, Chester, IL 62233

    Tucked away at the end of Church street, you'll find this adorable full brick home with 3 beds, 1 bath which has been meticulously maintained by the owners for many many years. Two beds are upstairs and one on the main. The perfect original hardwoods throughout the home are in great condition. The spacious rear deck off the dining room will give you many hours of peace and solace; it's like being

    Robin Bert Worth Clark Realty

    500 Church St, Chester, IL 62233
  • /35

    $118,000 Sold Apr 16, 2025

    • 1,092 Sq Ft
    • $108/SF
    • 9 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1959

    210 Edna St, Chester, IL 62233

    A very nice 3-bed 1 bath ranch home is ready for a new owner. Roof is new, hardwood floors have been revealed as carpets have been removed, and the eat-in kitchen and large living room give a very relaxing, down-to-earth feel. The large bathroom has a walk-in tub with a shower package. Full basement has some walls put up, and gives a lot of storage. There is a stackable washer/dryer in the

    Robin Bert Worth Clark Realty

    210 Edna St, Chester, IL 62233
    • /28

      Est $122,430 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 920 Sq Ft

      309 Murphysboro Rd, Chester, IL 62233

      309 Murphysboro Rd, Chester, IL 62233
  • /41

    $175,000

    • 5 Beds
    • 2 Baths
    • 1,934 Sq Ft

    530 W Holmes St, Chester, IL 62233

    Beautiful and immaculate fully updated home with 4+ bedroom, 2 full-baths with a master bedroom suite upstairs and master bath that is the size of another bedroom. Skylights bring in natural night into the upstairs. An extra bedroom (now used as a home-office) and large closet round out the top level. On the main level, there is a huge eat-in kitchen with a breakfast nook with wrap-around bench,

    Robin Bert Worth Clark Realty

    530 W Holmes St, Chester, IL 62233
  • /23

    $29,500 Sold Apr 11, 2025

    • 1,376 Sq Ft
    • $21/SF
    • 141 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1937

    753 Oak St, Chester, IL 62233

    Very quaint 3-bed, 1 bath home at the end of a no-thru street. Lots of privacy as home sits on 2 lots, and just trees to the south. Priced for the repairs that will be needed to the bathroom and updates buyer may want to do. Full basement with walkout and the electric and plumbing have been upgraded to breaker panel and PVC. Main floor laundry room. Roof is 2 years old and the heating/cooling

    Robin Bert Worth Clark Realty

    753 Oak St, Chester, IL 62233
    • /42

      Est $225,264 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,787 Sq Ft

      103 Estate Dr, Chester, IL 62233

      103 Estate Dr, 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
  • /15

    $109,000 Sold Mar 18, 2025

    • 1,200 Sq Ft
    • $91/SF
    • 76 Days On Market
    • 3 Beds
    • 1 Bath

    905 Lehmen Dr, Chester, IL 62233

    Back on the market due to no fault of seller!!! Located in Chester IL this 3 bed 1 bath home is full of charm and ready for its new owners. This home features and updated kitchen and stainless-steel appliances. The large lot offers plenty of room for outdoor activities, and the furnace was just recently put in and is less than 2 weeks old! Offering 2 main level bedrooms and a large bedroom

    Kristen Gonzalez Ritter Real Estate

    905 Lehmen Dr, Chester, IL 62233
    • /40

      Est $291,402 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 4,500 Sq Ft

      900 Park Ave, Chester, IL 62233

      900 Park Ave, Chester, IL 62233
  • /49

    $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

    Robin Bert Worth Clark Realty

    1718 Swanwick St, Chester, IL 62233
  • /31

    $129,000 Sold Mar 14, 2025

    • 832 Sq Ft
    • $155/SF
    • 42 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1969

    307 Church St, Chester, IL 62233

    Three parcels encompassing 5 lots are included with this delightful property. Home has been renovated by the seller with new wiring, plumbing, paint, new windows, and more. Those original hardwoods are amazing! Big eat-in kitchen with a covered porch where a BBQ grill fits perfectly. Full dry basement with lots of storage. The big detached garage is heated and cooled and has it's own 100 amp

    Robin Bert Worth Clark Realty

    307 Church St, Chester, IL 62233
    • /46

      Est $190,136 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,320 Sq Ft

      208 Ben St, Chester, IL 62233

      208 Ben St, Chester, IL 62233
  • /32

    $115,000

    • 3 Beds
    • 2 Baths
    • 1,168 Sq Ft

    804 State St, Chester, IL 62233

    NEW ROOF! Sellers have painted, cleaned and trim is installed. This home is ready to sell and move into! Very nice 3-bed, 2 bath home with a large deck in the back, extra lot and off-street parking. Fireplace in the massive living room and large eat-in kitchen on (2) nice lots. This has been a rental property previously and could remain investment property or move in and make it your family

    Robin Bert Worth Clark Realty

    804 State St, Chester, IL 62233
  • /21

    $130,000 Sold Mar 07, 2025

    • 1,100 Sq Ft
    • $118/SF
    • 20 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1968

    1217 Cole Place Rd, Chester, IL 62233

    Charming 3 bed 1 bath home located in Chester Illinois! Situated on a half-acre lot this home is ideally located!! Featuring many updates in the last 5 years! Ceramic tile throughout the kitchen and bathroom, a full unfinished walk out basement, with some TLC could easily be finished for extra space! If you've been on the search for a home that is not situated in town this, is it! While still

    Kristen Gonzalez Ritter Real Estate

    1217 Cole Place Rd, Chester, IL 62233
    • /72

      Est $211,337 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,745 Sq Ft

      212 Edna St, Chester, IL 62233

      212 Edna St, Chester, IL 62233
  • /37

    $169,000 Under Contract

    • 2 Beds
    • 2 Baths
    • 1,705 Sq Ft

    1402 Opdyke St, Chester, IL 62233

    Just like new! This home has had a professional & complete redo from top to bottom. New plumbing, upgraded electrical, new Anderson windows, stainless steel appliances, HVAC & hot water heater are only 2-3 years old. Partial basement was redone in 2024 with new carpet and is completely dry. Could be another bedroom and a great place to shelter from storms. A big 2 car garage with extra workshop

    Robin Bert Worth Clark Realty

    1402 Opdyke St, Chester, IL 62233
  • /10

    $59,900 Sold Mar 03, 2025

    • Land
    • 4.00 Acres
    • $14,975 per Acre
    • 169 Days On Market

    000 Rebecca Ln, Chester, IL 62233

    Discover the potential of this prime buildable acreage, offering the possibility of spectacular Mississippi River views. Located just outside city limits, this property provides the perfect canvas for your dream home. Enjoy the convenience of private paved road access with two distinct entry points. Utilities are readily available, making this land both accessible and ready for development.

    Chad Wilkinson Whitetail Properties Real Esta

    000 Rebecca Ln, Chester, IL 62233
    • /19

      Est $144,473 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,056 Sq Ft

      115 Allan St, Chester, IL 62233

      115 Allan St, Chester, IL 62233
  • /23

    $125,000 Under Contract

    • 2 Beds
    • 1 Bath
    • 1,400 Sq Ft

    1302 Opdyke St, Chester, IL 62233

    This is an adorable 1400 sf ranch-style home, very clean and move in ready! Large living room, kitchen is eat-in, attached garage, utility/laundry room with 2 bedrooms, 1 bath and a large family room with fireplace. New windows, new floor covering, new water heater. Big backyard and small storage bldg remains. All on one level! Come and see this one soon! Priced to move quickly!

    Robin Bert Worth Clark Realty

    1302 Opdyke St, Chester, IL 62233
  • /48

    $175,000 Sold Feb 28, 2025

    • 2,510 Sq Ft
    • $70/SF
    • 12 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1982

    603 W German St, Chester, IL 62233

    Coming soon - open house Monday Feb 3 (no offers until after open house)- private showings start Feb 4. You must see this beautiful ranch with open floor plan kitchen/dining room for yourself. You'll spend leisurely days and nights in the gorgeous sunroom (sunsets are spectacular) with bar and hours on the patio in the fenced backyard. This home has been well loved and maintained by the owners

    Robin Bert Worth Clark Realty

    603 W German St, Chester, IL 62233
    • /27

      Est $111,126 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,402 Sq Ft

      105 Welge Dr, Chester, IL 62233

      105 Welge Dr, Chester, IL 62233
  • /38

    $110,000 Under Contract

    • 4 Beds
    • 1 Bath
    • 1,320 Sq Ft

    767 Oak St, Chester, IL 62233

    Truly adorable classic home sitting on a double lot. This 4 bed, 1 bath home has been well maintained by owners. A new furnace was just installed in early February of 2025 and a new roof was put on in February of 2024. All other major components including electric (circuit breaker) and plumbing (PVC) are current. There is a lot of room in this house. Besides a large living room and a large

    Robin Bert Worth Clark Realty

    767 Oak St, Chester, IL 62233
  • /7

    $16,000 Sold Feb 21, 2025

    • Land
    • 0.22 Acre
    • $73,462 per Acre
    • 177 Days On Market

    202 W Harrison St, Chester, IL 62233

    What an awesome view of the Mighty Mississippi (well clear out some scrub trees and it's wide open). This lot is located at the landing in the middle of the Historic City Steps. It is shaded and cleared for a small cabin or park your RV for a spring/summer retreat. City water and electric are on the property. Seller thinks at one time there was a small area dug out for a septic. Check this

    Robin Bert Worth Clark Realty

    202 W Harrison St, Chester, IL 62233
    • /23

      Est $87,212 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 912 Sq Ft

      114 Welge Dr, Chester, IL 62233

      114 Welge Dr, Chester, IL 62233
  • /22

    $99,000

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

    2311 State St, Chester, IL 62233

    A diamond in the rough - 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 of

    Robin Bert Worth Clark Realty

    2311 State St, Chester, IL 62233
  • /15

    $121,000 Sold Feb 12, 2025

    • 1,000 Sq Ft
    • $121/SF
    • 38 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1983

    214 Ben St, Chester, IL 62233

    This 3 bedroom home has been given a fresh coat of paint throughout, new flooring in the bedrooms, living room, hallway and bathroom. Even the garage got a facelift. The kitchen has beautiful 1-year-old appliances. Washer and dryer are within the kitchen complete with shelving for your laundry needs. There are new lighting features that accent their spaces. Going out the backdoor of the

    Bonnie Ripperda Golden Key Realty

    214 Ben St, Chester, IL 62233
    • /8

      Est $63,025 Not Listed For Sale

      2424 State St, Chester, IL 62233

      2424 State St, Chester, IL 62233
  • /47

    $399,000

    • 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

    Robin Bert Worth Clark Realty

    5 Prairie Ln, Chester, IL 62233
  • /32

    $185,000 Sold Feb 07, 2025

    • 1,200 Sq Ft
    • $154/SF
    • 97 Days On Market
    • 4 Beds
    • 1 Bath
    • Built 1927

    4801 Chester Rd, Chester, IL 62233

    Garage, garage, garage! Built in 2023, this garage has it all with 2 parking bays, insulated, 100 amp service, and workshop. You will fall in love with its rustic decor, plus, it features a 10x20 covered patio facing the shady back yard and a 10x40 covered lean-to on the other side. This lovely property has a 4 bedroom, 1 bath home with a full basement. Brand new kitchen with pale gray Amish

    Shari Hopkins Golden Key Realty

    4801 Chester Rd, Chester, IL 62233
    • /37

      Est $88,406 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,064 Sq Ft

      105 John Dr, Chester, IL 62233

      105 John Dr, Chester, IL 62233
  • /24

    $50,000

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft

    806 Cedar St, Chester, IL 62233

    A very nice 1996 Fleetwood Mobile home (1056 sf) with separate 1240 sf pole barn sits on .23 of an acre in a private setting surrounded by trees. Open floor plan kitchen/living room gives lots of spread out room; new laminate flooring throughout the home. Two beds and two full bathrooms. Large deck for cookouts/relaxing. Appliances do not stay. The mobile home title has been surrendered so

    Robin Bert Worth Clark Realty

    806 Cedar St, Chester, IL 62233
  • /22

    $105,000 Sold Jan 16, 2025

    • 1,016 Sq Ft
    • $103/SF
    • 63 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1948

    4361 State Route 150, Chester, IL 62233

    This property sits up on a small hill just outside of Chester in Bremen. The three bed, one bath home was built in 1948 and is a Craftsman kit home. Over the years, additions and remodels were done: newer roof, furnace has been updated with new heat exchanger, new gutters, ceiling fans and light fixtures, new cooktop, updated bathroom, new carpet and flooring, some replacement windows, but the

    Robin Bert Worth Clark Realty

    4361 State Route 150, Chester, IL 62233
    • /58

      Est $351,310 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 3,020 Sq Ft

      4 Prairie Ln, Chester, IL 62233

      4 Prairie Ln, Chester, IL 62233
  • /21

    $65,000

    • 3 Beds
    • 2 Baths
    • 1,908 Sq Ft

    760 Swanwick St, Chester, IL 62233

    Endless Potential! 2-Unit Possibility with Solid Bones! Investor special or perfect for a homeowner looking to create rental income! This unique property offers the potential to be converted into two separate units. The main floor features 2 bedrooms, 1 bath, a spacious living area, and a full kitchen. Upstairs, you'll find a 1-bedroom, 1-bath setup with its own second kitchen, making it ideal

    Barry Schulhofer Strano & Associates

    760 Swanwick St, Chester, IL 62233
  • /42

    $152,000 Sold Jan 14, 2025

    • 2,095 Sq Ft
    • $73/SF
    • 46 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1948

    223 Bem St, Chester, IL 62233

    A beautiful 3-bed, 3-bath home awaits! The kitchen has been updated with newer appliances and a center island; the laundry room, a small bedroom and full bathroom are next to it. The big living room and formal dining room have been updated with bamboo flooring and modern colors. And that's just for starters. The current owners doubled the square footage in 2010 with a beautiful addition to

    Robin Bert Worth Clark Realty

    223 Bem St, Chester, IL 62233
    • /35

      Est $123,251 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,482 Sq Ft

      1211 Brenda St, Chester, IL 62233

      1211 Brenda St, Chester, IL 62233
  • /38

    $270,000

    • 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

    Robin Bert Worth Clark Realty

    3061 State Route 150, Chester, IL 62233

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