Highwood, IL, Real Estate

Highwood, Illinois, is a vibrant small city located on the North Shore of Lake Michigan, just 25 miles north of Chicago. Known for its rich Italian heritage, Highwood boasts a lively community with a charming downtown filled with unique restaurants, bars, and boutique shops. The city hosts popular events like the Highwood Evening Gourmet Market and the annual Pumpkin Fest, fostering a strong sense of community. With a population of around 5,400, Highwood offers a blend of historic charm and modern amenities, including beautiful parks and proximity to the scenic shores of Lake Michigan. Its welcoming atmosphere and cultural diversity make it a hidden gem in Lake County.

Highwood currently has 2 single family homes for sale with an average list price of $912,000, 2 townhouses for sale with an average list price of $774,500, 1 condo for sale with a list price of $749,900, and 1 lot for sale with a list price of $150,000. The average annual property tax for Highwood is $9,211.37.

Schools

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Absorption Report

Using the absorption rate, we can determine how long it's taking for homes to sell and which price points are selling the fastest in Highwood, i.e. what's hot and what's not.

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Recent Sales

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Train Stations

Station Line(s) Address
Fort Sheridan Line(s): Union Pacific / North Line (UP-N) 461 Old Elm Rd., Highwood View Commute
Highwood Line(s): Union Pacific / North Line (UP-N) 317 Green Bay Rd., Highwood View Commute

Train Stations

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Buildings/Subdivisions

Buildings/Subdivisions Median Price
430 Lake View

430 Lake View

430 Lake View is a condo building in Highwood, Illinois, built in 1980. It currently has no homes for sale. The homes range in size from 1,150 ft2 to 1,240 ft2. The average annual property tax for 430 Lake View is $2,837.16. 430 Lake View is a condo building built in 1980. 430 Lake View is located in Highwood, Illinois east of Sheridan Road and north of Walker Avenue. ... Read more
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500 Lakeview

500 Lakeview is a condo building in Highwood, Illinois, built in 1988. It currently has no homes for sale. The homes have an average size of 1,013 ft2. The average annual property tax for 500 Lakeview is $4,869. 500 Lakeview is a 12 unit condo building built in 1988. 500 Lakeview is located in Highwood, Illinois east of Sheridan Road and north of Walker Avenue. ... Read more
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Fort Sheridan

Fort Sheridan is a single-family home, townhouse, and condo community in Highwood, Illinois, built between 1885 and 2005. It currently has 1 townhouse for sale with a list price of $750,000. The homes range in size from 1,093 ft2 to 6,000 ft2. The HOA fees range from $66 to $567 per month. The average annual property tax for Fort Sheridan is $15,150.26. It is located in Lake County. Single family and attached homes built in the late 1990s and early 2000s and located in Highwood just east of Sheridan Road and north of 1st Street. ... Read more
Median Price: $830,000
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Webster Place

Webster Place is a condo building in Highwood, Illinois. It currently has no homes for sale. Webster Place is a walk-up style townhouse community to be built in 2019. Webster Place is located in Highwood, Illinois east of Sheridan Road at 25 Clay Avenue and 20 Webster Avenue. ... Read more

Buildings/Subdivisions

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Market Trends

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Real Estate News

Homes Just Sold in Highwood: August 26th to September 1st

Homes Just Sold in Highwood: August 26th to September 1st - September 2, 2025

Highwood had 4 sales during the week of Tuesday, August 26 to Monday, September 1, including including 3 single family homes for sale with an average list price of $396,666.67 ... continue reading
New Homes For Sale This Week in Highwood: August 15th to August 21st

New Homes For Sale This Week in Highwood: August 15th to August 21st - August 22, 2025

Highwood had only 1 new home for sale during the week of Friday, August 15 to Thursday, August 21, including and it was a townhouse for sale with a list ... continue reading
New Homes with Master Bedrooms on the 1st Floor in Highwood: August 9th to August 15th

New Homes with Master Bedrooms on the 1st Floor in Highwood: August 9th to August 15th - August 16, 2025

Highwood had only 1 new home for sale with a master bedroom on the first floor during the month of Saturday, August 9 to Friday, August 15, and it ... continue reading
New Homes with Master Bedrooms on the 1st Floor in Highwood: August 2nd to August 8th

New Homes with Master Bedrooms on the 1st Floor in Highwood: August 2nd to August 8th - August 9, 2025

Highwood had only 1 new home for sale with a master bedroom on the first floor during the month of Saturday, August 2 to Friday, August 8, and it ... continue reading
New Homes For Sale This Week in Highwood: August 1st to August 7th

New Homes For Sale This Week in Highwood: August 1st to August 7th - August 8, 2025

Highwood had 3 new homes for sale during the week of Friday, August 1 to Thursday, August 7, including including 1 single family home for sale with a list price ... continue reading
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Real Estate News

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