Coles County · Illinois

Homes for sale in Oakland.

There is 1 home for sale in Oakland right now, with a median list price of $19,000. Every active listing below updates live from the MLS.

homes for sale

$19K

median list price

$22

median price / sq ft

89 days

avg. days on market

How the Oakland market is moving.

Closed MLS sales — last 12 months.

9 homes closed in Oakland over the last 12 months. Updated continuously from the MLS.

Active listings in Oakland.

See all 1 home →

Active ▼ $4,000

$19,000

2 bd · 1 ba · 850 sqft

112 S Walnut Street

Oakland, IL 61943

About the Oakland market.

Oakland is one of the communities dwello Home Group covers across Coles 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 Oakland — pricing, neighborhoods, schools, and how fast homes are actually moving. Reach out any time; there's no pressure and no obligation.

Browse Oakland by property type.

Houses

Single-family homes

Townhomes & Condos

Attached + low-maintenance

Nearby areas.

Mattoon 5 Charleston 3 Gays 1 Humboldt 1

Oakland real estate questions.

How many homes are for sale in Oakland, IL?

As of May 2026, there is 1 active listing in Oakland, Illinois, plus 3 more under contract. The listings on this page update straight from the MLS, so they reflect current inventory.

What is the median home price in Oakland?

The median list price of active homes in Oakland is currently $19,000, or roughly $22 per square foot. Prices vary widely by neighborhood, size, and condition — browse the active listings above for live pricing.

Does dwello Home Group serve Oakland?

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 Oakland. Get in touch and we'll connect you with the right agent.

How fast do homes sell in Oakland?

Active listings in Oakland have been on the market an average of 89 days. 2 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 Oakland?

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 Oakland?

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

Browse Oakland homes Talk to an agent