Randolph, IL Homes

• 

  

  

  /27

  $120,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,994 Sq Ft

  1705 State St, Chester, IL 62233

  Adorable 3-bed + bonus room with 2 full baths is available for quick sale. Historical features yet has been updated nicely with replacement windows 2024 and hardwood flooring in some rooms. This one has full basement, too! Lots of storage room & closets and alley access for parking. The roof and htg/cooling systems are older, but still functional and listing price reflects same. Home warranty

  

  Robin Bert

  Worth Clark Realty

  (618) 629-7098

  1705 State St, Chester, IL 62233
• 

  

  

  /45

  $120,000 Sold Aug 01, 2025

  • 1,001 Sq Ft
  • $120/SF
  • 54 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1926

  500 Church St, Chester, IL 62233

  Tucked away at the end of Church street, you'll find this cozy adorable full brick home with 3 beds, 1 bath which has been meticulously maintained by the owners for many many years. Located just two blocks from the Catholic Church and School on a very private street on a corner lot. Two beds are upstairs and one on the main. The perfect original hardwoods throughout the home are in great

  Robin Bert Worth Clark Realty

  500 Church St, Chester, IL 62233
• 

  

  

  /55

  Est $135,754 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,351 Sq Ft

  301 Murphysboro Rd, Chester, IL 62233

  301 Murphysboro Rd, Chester, IL 62233
• 

  

  

  /22

  $79,000 Under Contract

  • 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

  

  Robin Bert

  Worth Clark Realty

  (618) 765-4469

  2311 State St, Chester, IL 62233
• 

  

  

  /18

  $23,500 Sold Jul 28, 2025

  • 1,644 Sq Ft
  • $14/SF
  • 9 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1916

  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
• 

  

  /5

  Not Listed For Sale

  0 Woods Dr, Chester, IL 62233

  0 Woods Dr, 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;

  

  Robin Bert

  Worth Clark Realty

  (618) 543-4219

  1510 State St, Chester, IL 62233
• 

  

  /38

  $130,000 Sold Jul 28, 2025

  • 1,070 Sq Ft
  • $121/SF
  • 37 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1940

  249 Maple St, Chester, IL 62233

  Cozy and updated beautifully! Located at the end of no-thru street, very private and lots of trees on the south side. On the main level, there is a fully updated kitchen, dining room, living room, full bathroom and one bedroom. Upstairs is a large updated bedroom. The full basement with walkout houses the laundry hookups (dryer electric) and gas furnace. The oversized detached garage has plenty

  Robin Bert Worth Clark Realty

  249 Maple St, Chester, IL 62233
• 

  

  /28

  Est $136,881 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 920 Sq Ft

  309 Murphysboro Rd, Chester, IL 62233

  309 Murphysboro Rd, 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

  

  Robin Bert

  Worth Clark Realty

  (618) 994-3776

  8739 Shawneetown Trail, Chester, IL 62233
• 

  

  /30

  $189,000 Sold Jul 25, 2025

  • 2,070 Sq Ft
  • $91/SF
  • 0 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1946

  10381 Wine Hill Rd, Chester, IL 62233

  Charming 3 bedroom, 1 bathroom home on nearly 2 acres with stunning countryside views! The main level offers an updated kitchen with newer appliances, hardwood floors, and a remodeled bathroom. Upstairs includes 2 bedrooms and additional attic storage space. Full walk-out basement with rec area, laundry, and storage. Recent updates include 2020 furnace and AC, 2025 electric water heater, and

  Brooke Mitchell Keller Williams Pinnacle

  10381 Wine Hill Rd, Chester, IL 62233
• 

  

  /42

  Est $227,483 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
• 

  

  /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

  

  Robin Bert

  Worth Clark Realty

  (618) 227-6185

  1629 Swanwick St, Chester, IL 62233
• 

  

  /41

  $166,500 Sold Jul 25, 2025

  • 1,934 Sq Ft
  • $86/SF
  • 109 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1922

  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
• 

  

  /40

  Est $292,879 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
• 

  

  /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

  

  Robin Bert

  Worth Clark Realty

  (618) 994-3721

  624 Palestine Rd, Chester, IL 62233
• 

  

  /30

  $87,000 Sold Jul 22, 2025

  • 1,053 Sq Ft
  • $83/SF
  • 228 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1964

  205 Dixie Dr, Chester, IL 62233

  This solidly built 3 Bedroom 1 Bath home is ready for a new owner. If you are looking for a ranch style home with shopping, doctor's office and hospital located nearby, this may be what you are looking for. Located in a quiet neighborhood, this home has newer roof, HVAC, water heater and garage door/opener. The basement has been serviced by Helitec and is dry. The fenced backyard is pet friendly

  Sam Shaw Tri County Realty, Inc

  205 Dixie Dr, Chester, IL 62233
• 

  

  /46

  Est $198,319 Not Listed For Sale

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

  208 Ben St, Chester, IL 62233

  208 Ben St, 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

  

  Robin Bert

  Worth Clark Realty

  (618) 249-5261

  5 Prairie Ln, Chester, IL 62233
• 

  

  /15

  $84,000 Sold Jul 17, 2025

  • 1,344 Sq Ft
  • $62/SF
  • 139 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1958

  611 Palestine Rd, Chester, IL 62233

  Adorable move in ready ! So many recent updates! New roof, Solar panels, New HVAC and central air installed. New windows, Sump Pump as well as reinforcement of basement wall via Woods Basement Systems-Absolutely a must see!

  Kathy Patterson Legacy Land & Homes of Illinois

  

  611 Palestine Rd, Chester, IL 62233
• 

  

  /19

  Est $146,094 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft

  115 Allan St, Chester, IL 62233

  115 Allan St, 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

  

  Robin Bert

  Worth Clark Realty

  (618) 565-9847

  425 Riverview Blvd, Chester, IL 62233
• 

  

  /29

  $297,500 Sold Jul 14, 2025

  • 1,864 Sq Ft
  • $160/SF
  • 134 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2007

  4634 Chester Rd, Chester, IL 62233

  Looking for a very well kept home in the country with some acreage, check this one out. Built in 2007 this 3 bed, 2 bath berm type home with 2 car attached garage and a 30 x60 pole barn with concrete floor, water and sewer rough in, is waiting for its new owner. This home features a master bedroom on one end with a garden tub and separate shower, and a 5 x 12 walk in closest that is also a

  David Gutjahr Gutjahr Realty, Llc

  4634 Chester Rd, Chester, IL 62233
• 

  

  /24

  Est $75,028 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 672 Sq Ft

  113 Welge Dr, Chester, IL 62233

  113 Welge Dr, 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

  

  Robin Bert

  Worth Clark Realty

  (618) 313-9613

  3061 State Route 150, Chester, IL 62233
• 

  

  /53

  $145,000 Sold Jun 09, 2025

  • 1,610 Sq Ft
  • $90/SF
  • 1 Day On Market

  • 3 Beds
  • 2 Baths
  • Built 1936

  1212 Opdyke St, Chester, IL 62233

  Well-loved, nicely maintained and updated so beautifully are some of the descriptive terms you'll say when you walk into this lovely home. From the historic foyer to the wood floors throughout (carpet only in one bedroom), everything is gorgeous. The kitchen and dining area are open and so inviting. Outside the dining area through the sliding doors is a large deck and a large backyard with a

  Robin Bert Worth Clark Realty

  1212 Opdyke St, Chester, IL 62233
• 

  

  /23

  Est $87,748 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 912 Sq Ft

  114 Welge Dr, Chester, IL 62233

  114 Welge Dr, Chester, IL 62233
• 

  

  /85

  $550,000

  • Land
  • 92 Acres
  • $5,995 per Acre

  Wesbecher Rd Unit Lot WP001, Chester, IL 62233

  This excellent hunting property lies off Wesbecher Road, just east of Ellis Grove. This property is a deer hunter's paradise, an all-timber tract totally surrounded by crop land. The property also offers year-round water with a small creek to supply the large population of wildlife calling this farm home. There are a few trails in place on the property, but it could use several more, along with

  Jeff Heil

  Wesbecher Rd Unit Lot WP001, Chester, IL 62233
• 

  

  /24

  $45,000 Sold Jun 06, 2025

  • 1,056 Sq Ft
  • $43/SF
  • 46 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1996

  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
• 

  

  /8

  Est $62,193 Not Listed For Sale

  2424 State St, Chester, IL 62233

  2424 State 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
• 

  

  /19

  $16,000 Sold May 30, 2025

  • 1,100 Sq Ft
  • $15/SF
  • 49 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1950

  2830 State St, Chester, IL 62233

  Construction project was started to rehab this 1100 sf home. Plans changed, and now it's ready for new owner to finish and could be an excellent investment property or single-family home. Priced for rehabbing. Cash or conventional loan only please. 2 bedrooms with an additional room on the back for office or additional dining.

  Robin Bert Worth Clark Realty

  2830 State St, Chester, IL 62233
• 

  

  /37

  Est $98,185 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,064 Sq Ft

  105 John Dr, Chester, IL 62233

  105 John Dr, 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
• 

  

  /38

  $105,000 Sold May 21, 2025

  • 1,320 Sq Ft
  • $80/SF
  • 137 Days On Market

  • 4 Beds
  • 1 Bath
  • Built 1939

  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
• 

  

  /58

  Est $342,006 Not Listed For Sale

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

  4 Prairie Ln, Chester, IL 62233

  4 Prairie Ln, 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
• 

  

  /37

  $164,000 Sold May 20, 2025

  • 1,705 Sq Ft
  • $96/SF
  • 27 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1957

  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
• 

  

  /35

  Est $126,557 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,482 Sq Ft

  1211 Brenda St, Chester, IL 62233

  1211 Brenda St, Chester, IL 62233
• 

  

  /22

  $134,900 Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  1610 Swanwick St, Chester, IL 62233

  Charming Downtown Chester Bungalow!Don’t miss your chance to own this adorable bungalow in the heart of downtown Chester! This spacious 3 bedroom, 2 bath home is full of character and flooded with natural light throughout. You'll love the brand-new flooring, composite deck, fenced-in yard, and level lot—perfect for pets, play, or relaxing outdoors. Ideal for first-time buyers, investors, or

  Karen Perotta Keller Williams Pinnacle

  1610 Swanwick St, Chester, IL 62233

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