Lake County · Illinois

Homes for sale in Highwood.

There are 19 homes for sale in Highwood right now, with a median list price of $474,500. Every active listing below updates live from the MLS.

homes for sale

$475K

median list price

$269

median price / sq ft

52 days

avg. days on market

How the Highwood market is moving.

Closed MLS sales — last 12 months.

27 homes closed in Highwood over the last 12 months. Updated continuously from the MLS.

Active listings in Highwood.

See all 19 homes →

$1,250,000Active

4 bd · 3.5 ba · 4,222 sqft

47 Holabird Circle

Highwood, IL

Price cut: $25,000

$350,000Active

3 bd · 1 ba · 1,450 sqft

239 Sheridan Avenue

Highwood, IL

About the Highwood market.

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

Browse Highwood by property type.

Houses

Single-family homes

Townhomes & Condos

Attached + low-maintenance

Nearby areas.

Waukegan 139 Antioch 126 Grayslake 104 Mundelein 104 Libertyville 103 Vernon Hills 99 Buffalo Grove 90 Gurnee 83

Highwood real estate questions.

How many homes are for sale in Highwood, IL?

As of June 2026, there are 19 active listings in Highwood, Illinois, plus 9 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 Highwood?

The median list price of active homes in Highwood is currently $474,500, or roughly $269 per square foot. Prices vary widely by neighborhood, size, and condition — browse the active listings above for live pricing.

Does dwello Home Group serve Highwood?

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

How fast do homes sell in Highwood?

Active listings in Highwood have been on the market an average of 52 days. 6 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 Highwood?

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 Highwood?

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

Browse Highwood homes Talk to an agent