Chester, IL Homes for Sale

Chester (Randolph County, IL) has 18 homes for sale on the MLS right now, at a median list price of $260,000. 47 homes sold here in the last 12 months at a median of $135,000.

Measured from MARIS MLS listings · updated November 10, 2026

Chester housing market at a glance

18homes for sale now
$260,000median list price
$123median list price per sq ft
24median days on market (active)
9new listings in the last 30 days
2under contract or pending
47sold in the last 12 months
$135,000median sale price, last 12 months

Homes that sold in Chester in the last year went for a median of $98 per square foot. They took a median of 85 days to sell.

Homes for sale in Chester by price

Under $200K (7) $200K to $350K (7) $350K to $500K (2) $500K to $750K (0) $750K and up (2)

See all 18 homes for sale in Chester →

Newest listings in Chester

5 Forest Court, Chester, IL, 62233
Active
MLS#26071338

$375,000

5 Forest Court, Chester, IL, 62233

  • 4 Bed

  • 3 Bath

  • 2,713 Sqft

Gorgeous 4 bed-3 bath move-in ready ranch awaits a new owner. Sitting at the back of a cul-de-sac, there are 5.21 acres total including rolling yard and beautif...

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620 Opdyke Street, Chester, IL, 62233
Active
MLS#26070645

$250,000

620 Opdyke Street, Chester, IL, 62233

  • 3 Bed

  • 2 Bath

  • 1,696 Sqft

What a beautiful home! This one has been updated and remodeled by the owner and what a transformation! New fencing installed in front and back yard! Close to th...

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230 Ridge Drive, Chester, IL, 62233
Active
MLS#26070027

$250,000

230 Ridge Drive, Chester, IL, 62233

  • 4 Bed

  • 2 Bath

  • 0 Sqft

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-ba...

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823 Valley Street, Chester, IL, 62233
Active
MLS#26069314

$140,000

823 Valley Street, Chester, IL, 62233

  • 3 Bed

  • 1 Bath

  • 1,277 Sqft

Mary Alice has called this house home since she was a child; she grew up here and loved it. It's now time for a new family to make it their home. What you will...

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1 A Washington Boulevard, A, Chester, IL, 62233
Active
MLS#26068368

$165,000

1 A Washington Boulevard, A, Chester, IL, 62233

  • 2 Bed

  • 1 Bath

  • 1,215 Sqft

Beautiful brick ranch home on a corner lot is ready for a new owner! If you are looking for everything on one level and no step entry, this one checks that box!...

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1815 Swanwick Street, Chester, IL, 62233
Active
MLS#26067070

$135,000

1815 Swanwick Street, Chester, IL, 62233

  • 3 Bed

  • 2 Bath

  • 1,967 Sqft

3 bed 2 bath home currently rented as (2) rental units (lower level has 2 bed and 1 bath; upper level has 1 bed and 1 bath) with access to the upper level from...

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917 State Street, Chester, IL, 62233
Active
MLS#26067068

$160,000

917 State Street, Chester, IL, 62233

  • 4 Bed

  • 2 Bath

  • 1,995 Sqft

Classic 1911 Chester home has such history! Built with classic hardwoods, built-in bookcases, a fireplace in the long living room and that big classic eat-in ki...

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101 Rock Creek Lane, Chester, IL, 62233
Active
MLS#26067054

$185,000

101 Rock Creek Lane, Chester, IL, 62233

  • 4 Bed

  • 2 Bath

  • 1,990 Sqft

Very nice 4 bed-2 full bath house on a corner lot awaits a new owner to make it a home! Double lot with big yard in front, side and back! Features one car attac...

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What is for sale in Chester

Of the homes for sale now: 100% single family residence.

By bedrooms: 2 bedrooms 1; 3 bedrooms 8; 4 bedrooms 9; .

The median home for sale here was built in 1959 and has about 1,979 finished square feet above grade.

School districts on Chester listings

School districts named on homes for sale in Chester right now, with how many listings name each:

CHESTER DIST 139 (16)STEELEVILLE DIST 138 (2)

From MLS listing data. Boundaries can change; confirm with the district for a specific address.

Subdivisions with homes for sale in Chester

Birchler Country Estate (3)Fairview Add (2)Opdykes Add (2)Servants Add (2)Meyer & Opdykes Add (1)Swanwicks Add (1)PARK AVENUE SUBDIVISION (1)Fair Ground Park Add (1)River Forest (1)Douglas Add 02 (1)

Chester ZIP codes

62233 homes for sale

More communities in Randolph County, IL

Sparta (20 for sale)Red Bud (9 for sale)Steeleville (8 for sale)

Every St. Louis area community

Chester real estate questions

What is the median list price of homes for sale in Chester, IL?

The median list price of the 18 homes for sale in Chester is $260,000, or about $123 per square foot, based on MLS listings as of November 10, 2026.

What did homes sell for in Chester, IL in the last year?

47 homes sold in Chester in the last 12 months. The median sale price reported to the MLS was $135,000.

How long are homes in Chester, IL on the market?

Active listings in Chester have been on the market a median of 24 days, and homes that sold in the last 12 months took a median of 85 days.

What school districts are homes for sale in Chester, IL in?

Current Chester listings name these school districts: CHESTER DIST 139, STEELEVILLE DIST 138. Confirm boundaries with the district for a specific address.

Own a home in Chester?

See what it could sell for, with the recent sales behind the number.

What’s my home worth? Off-market & sold homes

Statistics cover residential listings in MARIS MLS, computed November 10, 2026. Sale prices are as reported to the MLS. Listing data is deemed reliable but is not guaranteed. StLouisRealEstate.com is operated by Guerrilla Brokers, LLC.