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Randolph County · Illinois

Homes for sale in Chester.

There are 3 homes for sale in Chester right now, with a median list price of $61,500. Every active listing below updates live from the MLS.

3
homes for sale
$62K
median list price
$47
median price / sq ft
32 days
avg. days on market
How the Chester market is moving.
Closed MLS sales — last 12 months.
June 2025: 00July 2025: 22August 2025: 00September 2025: 00October 2025: 00November 2025: 00December 2025: 00January 2026: 00February 2026: 00March 2026: 11April 2026: 22May 2026: 00JunJulAugSepOctNovDecJanFebMarAprMay
July 2025: $86K$86KMarch 2026: $180K$180KApril 2026: $130K$130KJunJulAugSepOctNovDecJanFebMarAprMay
July 2025: 155d155dMarch 2026: 81d81dApril 2026: 234d234dJunJulAugSepOctNovDecJanFebMarAprMay
5 homes closed in Chester over the last 12 months. Updated continuously from the MLS.

Active listings in Chester.

See all 3 homes →
2954 Cardinals Ln Lane, Chester, IL 622332954 Cardinals Ln Lane, Chester, IL 622332954 Cardinals Ln Lane, Chester, IL 622332954 Cardinals Ln Lane, Chester, IL 622332954 Cardinals Ln Lane, Chester, IL 622332954 Cardinals Ln Lane, Chester, IL 622332954 Cardinals Ln Lane, Chester, IL 622332954 Cardinals Ln Lane, Chester, IL 62233
Active 📸 33
$94,900
3 bd · 2 ba · 1,968 sqft
2954 Cardinals Ln Lane
Chester, IL 62233
247 Maple Street, Chester, IL 62233247 Maple Street, Chester, IL 62233247 Maple Street, Chester, IL 62233247 Maple Street, Chester, IL 62233247 Maple Street, Chester, IL 62233247 Maple Street, Chester, IL 62233247 Maple Street, Chester, IL 62233247 Maple Street, Chester, IL 62233
Active ▼ $6,500
$61,500
3 bd · 1.5 ba · 1,300 sqft
247 Maple Street
Chester, IL 62233
6 Knapp Court, Chester, IL 622336 Knapp Court, Chester, IL 622336 Knapp Court, Chester, IL 622336 Knapp Court, Chester, IL 622336 Knapp Court, Chester, IL 622336 Knapp Court, Chester, IL 622336 Knapp Court, Chester, IL 622336 Knapp Court, Chester, IL 62233
Active ▼ $2,000
$14,000
2 bd · 1 ba · 600 sqft
6 Knapp Court
Chester, IL 62233

About the Chester market.

Chester is one of the communities dwello Home Group covers across Randolph County and the broader Chicago and Northwest Indiana market. The listings on this page are pulled live from the MLS and refreshed continuously, so what you see is what's genuinely available right now.

Whether you're buying your first home, moving up, or selling, a local dwello agent can give you a real read on Chester — pricing, neighborhoods, schools, and how fast homes are actually moving. Reach out any time; there's no pressure and no obligation.

Browse Chester by property type.

Houses
Single-family homes
Townhomes & Condos
Attached + low-maintenance
Multi-Family
2–4 unit buildings
Land & Lots
Vacant land

Nearby areas.

Sparta 4Percy 3Tilden 1

Chester real estate questions.

How many homes are for sale in Chester, IL?
As of May 2026, there are 3 active listings in Chester, Illinois. The listings on this page update straight from the MLS, so they reflect current inventory.
What is the median home price in Chester?
The median list price of active homes in Chester is currently $61,500, or roughly $47 per square foot. Prices vary widely by neighborhood, size, and condition — browse the active listings above for live pricing.
Does dwello Home Group serve Chester?
Yes. dwello Home Group is based in Chicago's south suburbs and Northwest Indiana and works with buyers and sellers across the wider region, including Chester. Get in touch and we'll connect you with the right agent.
How fast do homes sell in Chester?
Active listings in Chester have been on the market an average of 32 days. 3 homes have closed there in the last 90 days. Well-priced homes in good condition tend to move noticeably faster than average.
How do I schedule a showing in Chester?
Open any listing on this page and use the "Schedule a showing" button, or contact dwello Home Group directly. A local agent will set up the tour and walk you through every step — financing, offers, inspections, and closing.

Thinking about Chester?

Tour a home, get a straight answer on pricing, or just ask a question. A local dwello agent is ready when you are.

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