Cook County · Illinois

Homes for sale in Crestwood.

There are 30 homes for sale in Crestwood right now, with a median list price of $325,000. Every active listing below updates live from the MLS.

homes for sale

$325K

median list price

$183

median price / sq ft

116 days

avg. days on market

How the Crestwood market is moving.

Closed MLS sales — last 12 months.

182 homes closed in Crestwood over the last 12 months. Updated continuously from the MLS.

Active listings in Crestwood.

See all 30 homes →

New today

$165,000Active

2 bd · 2 ba · 1,160 sqft

13935 Laramie Avenue #220

Crestwood, IL

3 days on dwello

$199,900Active

2 bd · 2 ba · 1,150 sqft

13950 Lavergne Avenue #908

Crestwood, IL

6 days on dwello

$199,000Active

2 bd · 2 ba · 1,100 sqft

4932 Circle Court #502

Crestwood, IL

7 days on dwello

$164,900Active

2 bd · 1.5 ba · 1,000 sqft

13540 Lawler Avenue #77

Crestwood, IL

7 days on dwello

$530,000Active

5 bd · 3 ba · 2,900 sqft

14109 Kenneth Court

Crestwood, IL

7 days on dwello

$299,000Active

4 bd · 1.5 ba · 1,535 sqft

5547 Fairway Drive

Crestwood, IL

$157,900Active

2 bd · 1 ba · 1,000 sqft

5337 Waterbury Court #2505

Crestwood, IL

$159,900Active

2 bd · 1 ba

5739 129th Street #1B

Crestwood, IL

About the Crestwood market.

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

Browse Crestwood by property type.

Houses

Single-family homes

Townhomes & Condos

Attached + low-maintenance

Nearby areas.

Chicago 9223 Evanston 225 Des Plaines 215 Orland Park 204 Schaumburg 200 Calumet City 186 Oak Lawn 186 Palatine 183

Crestwood real estate questions.

How many homes are for sale in Crestwood, IL?

As of June 2026, there are 30 active listings in Crestwood, Illinois, plus 22 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 Crestwood?

The median list price of active homes in Crestwood is currently $325,000, or roughly $183 per square foot. Prices vary widely by neighborhood, size, and condition — browse the active listings above for live pricing.

Does dwello Home Group serve Crestwood?

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

How fast do homes sell in Crestwood?

Active listings in Crestwood have been on the market an average of 116 days. 42 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 Crestwood?

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 Crestwood?

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

Browse Crestwood homes Talk to an agent