Homes for Sale in Chester, IL (62233)

Browse every active MARIS IDX listing in Chester, IL (zip code 62233). Updated every 15 minutes from MLS Grid. Currently showing 26 active IDX listings.

26 active listings updated every 5 minutes

Featured Listings

 651 State Street, Chester, IL, 62233
Active
MLS#25022573

$45,000

651 State Street, Chester, IL, 62233

  • 0 Bed

  • 0 Bath

  • 0 Sqft
  • 535
    Days

Previously location for the Carpenters Local 1361, now a vacant lot. Located Downtown on the corner of State Street and Market Street/S. Young Ave & near other...

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541B Hillview Drive, Chester, IL, 62233
Active
MLS#25038788

$895,000

541B Hillview Drive, Chester, IL, 62233

  • 0 Bed

  • 0 Bath

  • 0 Sqft

Formerly Jany Plumbing with the two-story building constructed in 1993 (12,400 square feet with 10,000 sf of business space and a 2,400 executive suite apartmen...

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230 Ridge Drive, Chester, IL, 62233
Active
MLS#26054017

$260,000

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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1205 Swanwick Street, Chester, IL, 62233
Active
MLS#26057651

$105,000

1205 Swanwick Street, Chester, IL, 62233

  • 0 Bed

  • 0 Bath

  • 0 Sqft

Updated office in the middle of town. Several office spaces and a large 30x22 storage space in the rear of the building. Building has a partial basement. Pric...

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1027 William Street, Chester, IL, 62233
Active
MLS#26040465

$138,500

1027 William Street, Chester, IL, 62233

  • 3 Bed

  • 1 Bath

  • 1,399 Sqft

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...

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10631 Wine Hill Road, Chester, IL, 62233
Active
MLS#26054683

$1,700,000

10631 Wine Hill Road, Chester, IL, 62233

  • 4 Bed

  • 4 Bath

  • 3,778 Sqft

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 sq...

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1260 Lehman Drive, Chester, IL, 62233
Active
MLS#26056476

$170,000

1260 Lehman Drive, Chester, IL, 62233

  • 0 Bed

  • 0 Bath

  • 0 Sqft

Situated on 2.76 +/- acres along a busy highway, this property offers excellent visibility and easy access. The 17,000 +/- square foot industrial building provi...

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1009 Swanwick Street, Chester, IL, 62233
Active
MLS#26016790

$185,000

1009 Swanwick Street, Chester, IL, 62233

  • 5 Bed

  • 2 Bath

  • 3,639 Sqft

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 ro...

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103 Estate Drive, Chester, IL, 62233
Active
MLS#26027859

$299,000

103 Estate Drive, Chester, IL, 62233

  • 3 Bed

  • 3 Bath

  • 2,787 Sqft

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...

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1924 High Street, Chester, IL, 62233
Active
MLS#26036541

$280,000

1924 High Street, Chester, IL, 62233

  • 4 Bed

  • 2 Bath

  • 0 Sqft

Enjoy the perfect balance of country living and everyday convenience with this rare 5-acre property, offering room to roam and zoning that welcomes horses! This...

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00 Bond Road, Ste Genevieve, MO, 62233
Active
MLS#26062141

$1

00 Bond Road, Ste Genevieve, MO, 62233

  • 0 Bed

  • 0 Bath

  • 0 Sqft

This is an auction; please see our website for full auction details: trophypa.com. AUCTION LISTING - List price is not indicative of Seller’s final reserve am...

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209 Knapp Avenue, Chester, IL, 62233
Active
MLS#26030307

$275,000

209 Knapp Avenue, Chester, IL, 62233

  • 4 Bed

  • 3 Bath

  • 2,200 Sqft

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-...

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Along Wine Hill Road, Chester, IL, 62233
Active
MLS#26045158

$2,500,000

Along Wine Hill Road, Chester, IL, 62233

  • 4 Bed

  • 4 Bath

  • 0 Sqft

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 t...

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601 Erskine Street, Chester, IL, 62233
Active
MLS#26045140

$299,000

601 Erskine Street, Chester, IL, 62233

  • 3 Bed

  • 2 Bath

  • 2,514 Sqft

PRICE REDUCED! SELLER IS MOTIVATED FOR OFFERS! So much to take in, and you don't find a property like this in the city limits often. Features 1.75 acres of secl...

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328 Van Zant Street, Chester, IL, 62233
Active
MLS#26056777

$179,900

328 Van Zant Street, Chester, IL, 62233

  • 3 Bed

  • 1 Bath

  • 1,088 Sqft

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 maj...

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201 Estate Drive, Chester, IL, 62233
Active
MLS#26030341

$379,000

201 Estate Drive, Chester, IL, 62233

  • 3 Bed

  • 3 Bath

  • 2,640 Sqft

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 floo...

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1 Washington Boulevard, Chester, IL, 62233
Active
MLS#26053413

$140,000

1 Washington Boulevard, Chester, IL, 62233

  • 3 Bed

  • 1 Bath

  • 1,346 Sqft

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 instal...

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7 Greenbriar Lane, Chester, IL, 62233
Active
MLS#26055646

$515,000

7 Greenbriar Lane, Chester, IL, 62233

  • 5 Bed

  • 4 Bath

  • 3,849 Sqft

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...

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900 Park AVENUE, Chester, IL, 62233
Active
MLS#26061963

$310,000

900 Park AVENUE, Chester, IL, 62233

  • 4 Bed

  • 4 Bath

  • 4,500 Sqft

Discover this beautiful home in the heart of Chester, conveniently located just minutes from local schools, downtown shopping, and everyday amenities. Enter thr...

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718 State Street, Chester, IL, 62233
Active Under Contract
MLS#25082916

$450,000

718 State Street, Chester, IL, 62233

  • 5 Bed

  • 5 Bath

  • 5,709 Sqft

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 mansio...

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1120 George Street, Chester, IL, 62233
Active Under Contract
MLS#26009893

$75,000

1120 George Street, Chester, IL, 62233

  • 3 Bed

  • 1 Bath

  • 1,560 Sqft

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 co...

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900 W Holmes Street, Chester, IL, 62233
Active Under Contract
MLS#26057284

$165,000

900 W Holmes Street, Chester, IL, 62233

  • 4 Bed

  • 1 Bath

  • 1,764 Sqft

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 sto...

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1527 Swanwick Street, Chester, IL, 62233
Active Under Contract
MLS#26036926

$75,000

1527 Swanwick Street, Chester, IL, 62233

  • 3 Bed

  • 1 Bath

  • 1,354 Sqft

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 cosme...

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5108 Palestine Road, Chester, IL, 62233
Pending
MLS#26008093

$205,000

5108 Palestine Road, Chester, IL, 62233

  • 3 Bed

  • 2 Bath

  • 1,305 Sqft

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....

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See All Homes for Sale in Chester, IL (62233) →

About Chester, IL (62233)

Chester, Illinois 62233 is located in Randolph County in the southwestern part of the state, roughly 60 miles south of the St. Louis metro area. The community sits along the Mississippi River and offers a small-town character with a mix of historic charm and rural character. Buyers considering this area should understand it's a quieter, more affordable alternative to suburban St. Louis, with a slower pace of life and strong local roots.

The area has experienced shifts over the decades as regional economic patterns have changed, but it remains a tight-knit community with real estate opportunities across multiple price points. This zip code appeals to buyers seeking affordable entry points into home ownership, investment properties, or rural/riverside living away from urban sprawl.

Market Overview

The 62233 zip code market is notably affordable, with current listings ranging from $45,000 to $895,000, reflecting a wide variety of property types and conditions. The majority of homes tend to be older, modest single-family residences and some vacant or distressed properties, which keeps median prices low and attracts investors and first-time buyers. Sellers in this market should be realistic about local demand and condition, while buyers may find significant renovation opportunities at entry-level prices.

Schools

Schools in this area include several districts within Randolph County—check with the listing agent for the specific school assignment for any address.

Neighborhoods & Subdivisions

Residential areas in the 62233 zip code include established neighborhoods and subdivisions such as Lakeview Estates, Fey Brothers, Amelia M Douglas 1st Sub, Eggemeyer, Fair Ground Park Add, and Servants Add, along with many properties that are not part of a formal subdivision. These areas range from historic residential blocks to more scattered rural properties, offering different settings for various buyer preferences.

About Randolph-IL County

Zip code 62233 is located in Randolph-IL County. Refine your search by price, beds, baths and more using the filters above the listings grid.

Communities and Cities Within

Chester

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Disclaimer: Listings courtesy of MARIS MLS as distributed by MLS GRID. The information on this site is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information contained herein is deemed reliable but is not guaranteed by MLS GRID, MARIS, Guerrilla Brokers, LLC or the owner of this website. The listing information shown herein is based on information submitted to the MLS GRID as of 09/29/2026 07:30 AM. All data is obtained from various sources and may not have been verified by MLS GRID, MARIS, Guerrilla Brokers, LLC or the owner of this website. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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