Single Family for Sale: 153 Chester Street, Chester, IL 62233

4 beds
2 full baths
2,130 sqft
$190,000
$190,000
153 Chester Street, Chester, IL 62233
4 beds
2 full baths
2,130 sqft
$190,000
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Price:
$190,000
$15,000 - 10/25/2025

Type Single Family
Style 2 Story
Beds 4
Baths 2 full baths
Total Living Area 2,130 sqft
Square Footage 2,130 sqft
Lot Size 0.39 acres
Year Built 1964
Taxes Paid $3,012

City Chester
County Randolph
School District CHESTER DIST 139
Subdivision Cole & Erskines Add

MLS 25066790
Status Active Under Contract
DOM 135 days
New roof will be installed prior to closing! Historic Charm Meets Modern Comfort in Chester! Don’t miss this rare opportunity to own a piece of Chester’s history—part of this home is believed to be one of the very first stone structures in town, dating back to the early 1800s. Set on over half an acre (.6) with woods in the back, this 4-bedroom home offers the perfect blend of historic character and modern updates. The open floor plan features a cozy fireplace and flows seamlessly to an expansive 1,100 sq ft deck—freshly painted and ideal for entertaining. Inside the stone portion of the home, you’ll find another wood-burning fireplace and a versatile space that could serve as a bedroom or office, complete with its own private entrance. Upstairs, three spacious bedrooms include a primary suite with walkout access to a covered deck and yet another fireplace for added charm. Newer terrazzo floors on the main level are not only stunning but designed to last a lifetime. A full walkout basement provides plenty of storage or potential for additional living space. This property truly offers the feel of country living right in the heart of town. Schedule your showing today and experience all the character and possibilities this one-of-a-kind home has to offer. Seller is offering a $5,000 credit in lieu of deck repairs, giving buyers the flexibility to make updates their way.

Room Features

Basement Description Walk-Out Access, Unfinished, Concrete, Full

Lot & Building Features

Appliances Range, Refrigerator, Microwave, Dishwasher
Architecture Historic
Construction Wood Siding, Stone
Cooling Electric, Central Air
Heating Forced Air
Interior Decor Beamed Ceilings, Dining/Living Room Combo, Eat-in Kitchen
Sewer Septic Tank
Tax Year 2024
Taxes Paid $3,012
Water Public
Fireplaces 3

Community and Schools

Elementary School CHESTER DIST 139
Junior High School CHESTER DIST 139
Senior High School CHESTER

Price History of 153 Chester Street, Chester, IL

Date Name Price Difference
10/25/2025 Price Adjustment $190,000 7.32%
10/01/2025 Listing Price $205,000 N/A
*Information provided by REWS for your reference only. The accuracy of this information cannot be verified and is not guaranteed.

Comparable Properties Sold Near By


Map of 153 Chester Street, Chester, IL

Location Map Street View
Photo of Steven Friedman
Office
3220 Pine Cliff Rd
Wildwood, MO 63038
314-616-9526
Listed by Homes By Janell, Brittney Litteken & Janell Schmittling
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153 Chester Street (MLS #25066790) is a 2 story single family home located in Chester, IL. This single family home is 2,130 sqft and on a lot of 16,988 sqft (or 0.39 acres) with 4 bedrooms and 2 baths. This property was listed on 09/30/2025 and has been priced for sale at $190,000.

Nearby zip codes are 63775. This property neighbors other cities such as Perryville.

Maris

Listing Last updated . Some properties which appear for sale on this web site may subsequently have sold or may no longer be available. Walk Score map and data provided by Walk Score. Google map provided by Google. Bing map provided by Microsoft Corporation.

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Listing information courtesy of: Homes By Janell

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