Cook County · Illinois

Homes for sale in Crestwood.

There are 26 homes for sale in Crestwood right now, with a median list price of $307,450. Every active listing below updates live from the MLS.

26
homes for sale
$307K
median list price
$183
median price / sq ft
123 days
avg. days on market
How the Crestwood market is moving.
Closed MLS sales — last 12 months.
June 2025: 1616July 2025: 2525August 2025: 1111September 2025: 1414October 2025: 2727November 2025: 1414December 2025: 2222January 2026: 1111February 2026: 1111March 2026: 1010April 2026: 1010May 2026: 77JunJulAugSepOctNovDecJanFebMarAprMay
June 2025: $182K$182KJuly 2025: $187K$187KAugust 2025: $245K$245KSeptember 2025: $187K$187KOctober 2025: $170K$170KNovember 2025: $187K$187KDecember 2025: $195K$195KJanuary 2026: $163K$163KFebruary 2026: $189K$189KMarch 2026: $189K$189KApril 2026: $199K$199KMay 2026: $198K$198KJunJulAugSepOctNovDecJanFebMarAprMay
June 2025: 24d24dJuly 2025: 30d30dAugust 2025: 22d22dSeptember 2025: 27d27dOctober 2025: 24d24dNovember 2025: 19d19dDecember 2025: 33d33dJanuary 2026: 42d42dFebruary 2026: 39d39dMarch 2026: 21d21dApril 2026: 10d10dMay 2026: 21d21dJunJulAugSepOctNovDecJanFebMarAprMay
178 homes closed in Crestwood over the last 12 months. Updated continuously from the MLS.

Active listings in Crestwood.

See all 26 homes →

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.

Nearby areas.

Crestwood real estate questions.

How many homes are for sale in Crestwood, IL?
As of May 2026, there are 26 active listings in Crestwood, Illinois, plus 26 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 $307,450, 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 123 days. 32 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.