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Recently Sold Highwood, IL Homes

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  • /21

    $285,000

    Sold Apr 01, 2026

    330 Highwood Ave Unit 2B, Highwood, IL 60040

    • 2 Beds
    • 2 Baths
    • 1,364 Sq Ft
    • Built 1984

    Last Sold Summary

    • $209/SF

    Current Estimated Value $298,606

    Last Listing Agent Jim Abbott Baird & Warner

    330 Highwood Ave Unit 2B, Highwood, IL 60040
  • /16

    $700,000

    Sold Nov 07, 2025

    738 Lyster Rd Unit 1, Highwood, IL 60040

    • 2 Beds
    • 2.5 Baths
    • 2,552 Sq Ft
    • Built 1885

    Last Sold Summary

    • 7% Below List Price
    • $274/SF
    • 48 Days On Market

    Current Estimated Value $740,392

    Last Listing Agent Susan Brown Burklin @properties Christie's International Real Estate

    738 Lyster Rd Unit 1, Highwood, IL 60040
  • /20

    $310,000

    Sold Jul 07, 2026

    225 Burchell Ave, Highwood, IL 60040

    • 3 Beds
    • 2 Baths
    • 1,428 Sq Ft
    • Built 1933

    Last Sold Summary

    • 19% Below List Price
    • $217/SF
    • 66 Days On Market

    Current Estimated Value $427,103

    Last Listing Agent Jim Abbott Baird & Warner

    225 Burchell Ave, Highwood, IL 60040
  • /36

    $799,000

    Sold Sep 19, 2025

    762 Deroo Loop Unit 5, Highwood, IL 60040

    • 3 Beds
    • 2.5 Baths
    • 3,173 Sq Ft
    • Built 1885

    Last Sold Summary

    • $252/SF
    • 18 Days On Market

    Current Estimated Value $824,609

    Last Listing Agent Michael Mitchell @properties Christie's International Real Estate

    762 Deroo Loop Unit 5, Highwood, IL 60040
  • /2

    $890,000

    Sold Oct 01, 2025

    795 Stables Ct W Unit 4, Highwood, IL 60040

    • 3 Beds
    • 2.5 Baths
    • 2,617 Sq Ft
    • Built 1895

    Last Sold Summary

    • 4% Below List Price
    • $340/SF
    • 11 Days On Market

    Current Estimated Value $855,820

    Last Listing Agent Karen Chien-Rooney Compass

    795 Stables Ct W Unit 4, Highwood, IL 60040
  • /2

    $190,000

    Sold Oct 01, 2025

    307 Prairie Ave, Highwood, IL 60040

    • 2 Beds
    • 1 Bath
    • 988 Sq Ft
    • Built 1923

    Last Sold Summary

    • 12% Below List Price
    • $192/SF
    • 3 Days On Market

    Current Estimated Value $314,522

    Last Listing Agent Jeannine Viti Berkshire Hathaway HomeServices Chicago

    307 Prairie Ave, Highwood, IL 60040
  • /29

    $375,000

    Sold Dec 19, 2025

    228 Llewellyn Ave, Highwood, IL 60040

    • 3 Beds
    • 2.5 Baths
    • 1,480 Sq Ft
    • Built 1920

    Last Sold Summary

    • $253/SF
    • 43 Days On Market

    Current Estimated Value $383,206

    Last Listing Agent Sandra Locascio RE/MAX Suburban

    228 Llewellyn Ave, Highwood, IL 60040
  • /26

    $255,000

    Sold Jan 09, 2026

    330 Highwood Ave Unit 2A, Highwood, IL 60040

    • 2 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Built 1984

    Last Sold Summary

    • 9% Below List Price
    • $170/SF
    • 7 Days On Market

    Current Estimated Value $278,188

    Last Listing Agent Andrew Langer @properties Christie's International Real Estate

    330 Highwood Ave Unit 2A, Highwood, IL 60040
  • /34

    $430,000

    Sold Feb 24, 2026

    137 Highwood Ave, Highwood, IL 60040

    • 3 Beds
    • 2 Baths
    • 1,148 Sq Ft
    • Built 1930

    Last Sold Summary

    • 4% Above List Price
    • $375/SF
    • 5 Days On Market

    Current Estimated Value $427,483

    Last Listing Agent Jeannine Viti Berkshire Hathaway HomeServices Chicago

    137 Highwood Ave, Highwood, IL 60040
  • /31

    $1,010,000

    Sold Jun 30, 2026

    824 Stables Ct W Unit D, Highwood, IL 60040

    • 3 Beds
    • 2.5 Baths
    • 2,153 Sq Ft
    • Built 1885

    Last Sold Summary

    • 2% Above List Price
    • $469/SF
    • 5 Days On Market

    Current Estimated Value $801,658

    Last Listing Agent Alison Wertheimer @properties Christie's International Real Estate

    824 Stables Ct W Unit D, Highwood, IL 60040
  • /2

    $310,000

    Sold Oct 01, 2025

    311 Prairie Ave, Highwood, IL 60040

    • 3 Beds
    • 2 Baths
    • 1,488 Sq Ft
    • Built 1946

    Last Sold Summary

    • 5% Below List Price
    • $208/SF
    • 2 Days On Market

    Current Estimated Value $322,750

    Last Listing Agent Jeannine Viti Berkshire Hathaway HomeServices Chicago

    311 Prairie Ave, Highwood, IL 60040
  • /2

    $600,000

    Sold Aug 29, 2025

    336 Burchell Ave, Highwood, IL 60040

    • 2 Beds
    • 2 Baths
    • 1,923 Sq Ft
    • Built 1986

    Last Sold Summary

    • 1% Above List Price
    • $312/SF

    Current Estimated Value $628,608

    Last Listing Agent Carol Santi Coldwell Banker Realty

    336 Burchell Ave, Highwood, IL 60040
  • /22

    $500,000

    Sold Dec 31, 2025

    221 Burchell Ave, Highwood, IL 60040

    • 3 Beds
    • 2 Baths
    • 2,101 Sq Ft
    • Built 1923

    Last Sold Summary

    • 12% Below List Price
    • $238/SF
    • 21 Days On Market

    Current Estimated Value $510,344

    Last Listing Agent Carol Santi Coldwell Banker Realty

    221 Burchell Ave, Highwood, IL 60040
  • /38

    $915,000

    Sold Jun 01, 2026

    44 Westover Rd, Highwood, IL 60040

    • 4 Beds
    • 2.5 Baths
    • 3,750 Sq Ft
    • Built 1999

    Last Sold Summary

    • 2% Above List Price
    • $244/SF
    • 3 Days On Market

    Current Estimated Value $903,849

    Last Listing Agent Ryan Cherney Circle One Realty

    44 Westover Rd, Highwood, IL 60040
  • /36

    $861,000

    Sold Apr 01, 2026

    263 Michigan Ave, Highwood, IL 60040

    • 3 Beds
    • 2.5 Baths
    • 2,483 Sq Ft
    • Built 1973

    Last Sold Summary

    • 1% Above List Price
    • $347/SF
    • 7 Days On Market

    Current Estimated Value $850,072

    Last Listing Agent Cory Albiani @properties Christie's International Real Estate

    263 Michigan Ave, Highwood, IL 60040
  • /2

    $275,000

    Sold Apr 09, 2026

    500 Lakeview Ave Unit 1C, Highwood, IL 60040

    • 2 Beds
    • 2 Baths
    • 1,013 Sq Ft
    • Built 1986

    Last Sold Summary

    • 10% Above List Price
    • $271/SF

    Current Estimated Value $265,938

    Last Listing Agent Carol Santi Coldwell Banker Realty

    500 Lakeview Ave Unit 1C, Highwood, IL 60040
  • /10

    $665,000

    Sold Jul 30, 2026

    544 N Central Ave, Highwood, IL 60040

    • 6 Beds
    • 2 Baths
    • 2,290 Sq Ft
    • Built 1919

    Last Sold Summary

    • 2% Below List Price
    • $290/SF
    • 3 Days On Market

    Current Estimated Value $647,768

    Last Listing Agent Peggy Glickman @properties Christie's International Real Estate

    544 N Central Ave, Highwood, IL 60040
  • /25

    $655,000

    Sold Feb 26, 2026

    25 Webster Ave, Highwood, IL 60040

    • 6 Beds
    • 4 Baths
    • 3,504 Sq Ft
    • Built 1920

    Last Sold Summary

    • 2% Below List Price
    • $187/SF
    • 7 Days On Market

    Current Estimated Value $653,577

    Last Listing Agent Alissa Morton Compass

    25 Webster Ave, Highwood, IL 60040
  • /30

    $935,000

    Sold Sep 30, 2025

    281 Michigan Ave, Highwood, IL 60040

    • 3 Beds
    • 4 Baths
    • 3,600 Sq Ft
    • Built 1978

    Last Sold Summary

    • 9% Below List Price
    • $260/SF
    • 21 Days On Market

    Current Estimated Value $979,087

    Last Listing Agent Beth Alberts Compass

    281 Michigan Ave, Highwood, IL 60040
  • /17

    $349,900

    Sold Aug 29, 2025

    500 Lake View Ave Unit 2A, Highwood, IL 60040

    • 2 Beds
    • 2 Baths
    • 1,149 Sq Ft
    • Built 1986

    Last Sold Summary

    • $305/SF
    • 6 Days On Market

    Current Estimated Value $360,761

    Last Listing Agent Janet Borden Compass

    500 Lake View Ave Unit 2A, Highwood, IL 60040
  • /37

    $287,500

    Sold Aug 27, 2025

    540 Green Bay Rd, Highwood, IL 60040

    • 3 Beds
    • 1.5 Baths
    • 1,350 Sq Ft
    • Built 1890

    Last Sold Summary

    • $213/SF
    • 13 Days On Market

    Current Estimated Value $527,519

    Last Listing Agent Rafay Qamar Real Broker LLC

    540 Green Bay Rd, Highwood, IL 60040
  • /37

    $287,500

    Sold Aug 27, 2025

    538 Green Bay Rd, Highwood, IL 60040

    • 2 Beds
    • 2 Baths
    • 1,167 Sq Ft
    • Built 1888

    Last Sold Summary

    • $246/SF
    • 13 Days On Market

    Current Estimated Value $315,387

    Last Listing Agent Rafay Qamar Real Broker LLC

    538 Green Bay Rd, Highwood, IL 60040
  • /2

    $460,000

    Sold Aug 26, 2025

    818 Green Bay Rd, Highwood, IL 60040

    • 2 Beds
    • 2.5 Baths
    • 2,250 Sq Ft
    • Built 2024

    Last Sold Summary

    • 25% Below List Price
    • $204/SF
    • 7 Days On Market

    Current Estimated Value $482,926

    Last Listing Agent Anastasiia Otiakovska Baird and Warner North Center

    818 Green Bay Rd, Highwood, IL 60040
  • /53

    $1,020,000

    Sold Aug 04, 2026

    42 Holabird Loop, Highwood, IL 60040

    • 5 Beds
    • 3.5 Baths
    • 3,072 Sq Ft
    • Built 2000

    Last Sold Summary

    • 3% Above List Price
    • $332/SF
    • 2 Days On Market

    Current Estimated Value $987,186

    Last Listing Agent Philip Wrigley Coldwell Banker Realty

    42 Holabird Loop, Highwood, IL 60040
  • /23

    $1,310,000

    Sold May 05, 2026

    829 Stables Ct W Unit 3, Highwood, IL 60040

    • 3 Beds
    • 2.5 Baths
    • 2,847 Sq Ft
    • Built 1885

    Last Sold Summary

    • 32% Above List Price
    • $460/SF
    • 4 Days On Market

    Current Estimated Value $1,261,613

    Last Listing Agent Judy Weiss @properties Christie's International Real Estate

    829 Stables Ct W Unit 3, Highwood, IL 60040
  • /45

    $649,000

    Sold May 06, 2026

    250 High St, Highwood, IL 60040

    • 6 Beds
    • 3 Baths
    • 3,967 Sq Ft

    Last Sold Summary

    • $164/SF
    • 5 Days On Market

    Current Estimated Value $648,323

    Last Listing Agent Nicholas Manfredini @properties Christie's International Real Estate

    250 High St, Highwood, IL 60040
  • /2

    $1,460,000

    Sold Sep 08, 2025

    3507 Bradley Ct, Highland Park, IL 60035

    • 5 Beds
    • 5.5 Baths
    • 7,113 Sq Ft
    • Built 2000

    Last Sold Summary

    • 3% Below List Price
    • $205/SF
    • 20 Days On Market

    Current Estimated Value $1,643,432

    Last Listing Agent Suzie Hempstead Berkshire Hathaway HomeServices Chicago

    3507 Bradley Ct, Highland Park, IL 60035
  • /23

    $550,000

    Sold Dec 22, 2025

    940 Augusta Way Unit 304, Highland Park, IL 60035

    • 2 Beds
    • 2 Baths
    • 1,926 Sq Ft
    • Built 2001

    Last Sold Summary

    • $286/SF
    • 9 Days On Market

    Current Estimated Value $586,017

    Last Listing Agent Dan Timm Baird & Warner

    940 Augusta Way Unit 304, Highland Park, IL 60035
  • /20

    $720,000

    Sold Jun 03, 2026

    719 Burchell Ave, Highland Park, IL 60035

    • 4 Beds
    • 3 Baths
    • 1,669 Sq Ft
    • Built 1964

    Last Sold Summary

    • 4% Above List Price
    • $431/SF
    • 5 Days On Market

    Current Estimated Value $702,564

    Last Listing Agent Mada Hitchmough Compass

    719 Burchell Ave, Highland Park, IL 60035
  • /30

    $1,352,000

    Sold Mar 20, 2026

    194 Whistler Rd Unit 301, Highland Park, IL 60035

    • 3 Beds
    • 3.5 Baths
    • 3,484 Sq Ft
    • Built 1891

    Last Sold Summary

    • 15% Above List Price
    • $388/SF

    Current Estimated Value $1,298,960

    Last Listing Agent Janet Borden Compass

    194 Whistler Rd Unit 301, Highland Park, IL 60035
  • /2

    $500,000

    Sold Oct 24, 2025

    3260 Western Ave, Highland Park, IL 60035

    • 3 Beds
    • 2 Baths
    • 1,879 Sq Ft
    • Built 1956

    Last Sold Summary

    • 8% Below List Price
    • $266/SF
    • 24 Days On Market

    Current Estimated Value $534,348

    Last Listing Agent Jeannine Viti Berkshire Hathaway HomeServices Chicago

    3260 Western Ave, Highland Park, IL 60035
  • /28

    $960,000

    Sold May 29, 2026

    581 Hill St, Highland Park, IL 60035

    • 3 Beds
    • 2.5 Baths
    • 2,644 Sq Ft
    • Built 1987

    Last Sold Summary

    • 7% Above List Price
    • $363/SF
    • 4 Days On Market

    Current Estimated Value $944,964

    Last Listing Agent Blaze Bilic Mark Allen Realty ERA Powered

    581 Hill St, Highland Park, IL 60035
  • /31

    $595,000

    Sold Mar 31, 2026

    950 Augusta Way Unit 204, Highland Park, IL 60035

    • 2 Beds
    • 2 Baths
    • 2,023 Sq Ft
    • Built 2001

    Last Sold Summary

    • 4% Below List Price
    • $294/SF

    Current Estimated Value $602,210

    Last Listing Agent Pamela McClamroch Coldwell Banker Realty

    950 Augusta Way Unit 204, Highland Park, IL 60035
  • /16

    $724,700

    Sold Nov 10, 2025

    940 Augusta Way Unit 309, Highland Park, IL 60035

    • 3 Beds
    • 2.5 Baths
    • 2,299 Sq Ft
    • Built 2000

    Last Sold Summary

    • 3% Above List Price
    • $315/SF
    • 3 Days On Market

    Current Estimated Value $674,770

    Last Listing Agent Alison Marino Compass

    940 Augusta Way Unit 309, Highland Park, IL 60035
  • /14

    $425,000

    Sold Apr 28, 2026

    512 Hill St, Highland Park, IL 60035

    • 4 Beds
    • 3 Baths
    • 2,079 Sq Ft
    • Built 1962

    Last Sold Summary

    • 15% Below List Price
    • $204/SF
    • 185 Days On Market

    Current Estimated Value $509,090

    Last Listing Agent Harold Blum @properties Christie's International Real Estate

    512 Hill St, Highland Park, IL 60035
  • /13

    $480,000

    Sold Jan 07, 2026

    3316 Western Ave, Highland Park, IL 60035

    • 3 Beds
    • 2 Baths
    • 1,230 Sq Ft
    • Built 1954

    Last Sold Summary

    • 1% Above List Price
    • $390/SF
    • 8 Days On Market

    Current Estimated Value $511,029

    Last Listing Agent Beth Alberts Compass

    3316 Western Ave, Highland Park, IL 60035
  • /2

    $970,000

    Sold Jan 05, 2026

    3535 Patten Rd Unit 6E, Highland Park, IL 60035

    • 2 Beds
    • 2.5 Baths
    • 2,112 Sq Ft
    • Built 2002

    Last Sold Summary

    • 12% Above List Price
    • $459/SF
    • 2 Days On Market

    Current Estimated Value $987,195

    Last Listing Agent Suzie Hempstead Berkshire Hathaway HomeServices Chicago

    3535 Patten Rd Unit 6E, Highland Park, IL 60035
  • /24

    $861,000

    Sold Mar 03, 2026

    2446 Western Ave, Highland Park, IL 60035

    • 4 Beds
    • 2.5 Baths
    • 3,675 Sq Ft
    • Built 2004

    Last Sold Summary

    • 1% Above List Price
    • $234/SF
    • 4 Days On Market

    Current Estimated Value $878,832

    Last Listing Agent Jacqueline Lotzof Compass

    2446 Western Ave, Highland Park, IL 60035
  • /31

    $499,000

    Sold Sep 26, 2025

    415 Bloom St, Highland Park, IL 60035

    • 3 Beds
    • 2 Baths
    • 1,878 Sq Ft
    • Built 1920

    Last Sold Summary

    • $266/SF
    • 4 Days On Market

    Current Estimated Value $513,106

    Last Listing Agent Cory Albiani @properties Christie's International Real Estate

    415 Bloom St, Highland Park, IL 60035
  • /29

    $736,908

    Sold May 01, 2026

    3373 Brook Rd, Highland Park, IL 60035

    • 4 Beds
    • 2.5 Baths
    • 2,528 Sq Ft
    • Built 1964

    Last Sold Summary

    • 16% Above List Price
    • $291/SF
    • 6 Days On Market

    Current Estimated Value $715,819

    Last Listing Agent Lynn Kosner Baird & Warner

    3373 Brook Rd, Highland Park, IL 60035

Showing Results 1 - 40, Page 1 of 2

Frequently Asked Questions

What is the average home price in Highwood, IL?
Homes for sale in Highwood, IL have an average home price of $643,996.
What is the average time to sell a house in Highwood, IL?
The houses for sale in Highwood, IL spend an average of 14 days on the market.
What is the number of active homes for sale in Highwood, IL?
There are 4 active homes for sale in Highwood, IL.
How many homes have sold over the last 12 months in Highwood, IL?
23 homes have sold in Highwood, IL over the last 12 months.

Home Price Trends

Median Sale Price
$500,000
Median Single Family Sale Price
$574,000
Median 2 Bedroom Sale Price
$287,500
Average Price Per Sq Ft
$292
Number of Homes for Sale
4
Last 12 months Home Sales
23
Months of Supply
2.10
Median List Price
$600,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
1%
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