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Recently Sold Highwood, IL Homes

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    $355,000 Sold Jun 16, 2025

    328 Oak Terrace Ave, Highwood, IL 60040

    • 2 Beds
    • 2 Baths
    • 1,397 Sq Ft
    • Built 1956

    Last Sold Summary

    • 1% Above List Price
    • $254/SF
    • 1 Day On Market

    Current Estimated Value $368,637

    Last Listing Agent David Wilkerson eXp Realty

    328 Oak Terrace Ave, 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 $714,623

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

    738 Lyster Rd Unit 1, 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 $816,531

    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 $909,392

    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 $227,923

    Last Listing Agent Jeannine Viti Berkshire Hathaway HomeServices Chicago

    307 Prairie Ave, Highwood, IL 60040
  • /29

    $350,000 Sold Jun 12, 2025

    238 Jeffreys Place, Highwood, IL 60040

    • 4 Beds
    • 3 Baths
    • 1,638 Sq Ft
    • Built 1950

    Last Sold Summary

    • $214/SF
    • 16 Days On Market

    Current Estimated Value $363,335

    Last Listing Agent Frank Rusin Four Seasons Realty, Inc.

    238 Jeffreys Place, Highwood, IL 60040
  • /38

    $885,000 Sold Jun 30, 2025

    27 Rienzi Ln, Highwood, IL 60040

    • 4 Beds
    • 3.5 Baths
    • 3,500 Sq Ft
    • Built 2005

    Last Sold Summary

    • 2% Below List Price
    • $253/SF
    • 11 Days On Market

    Current Estimated Value $929,590

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

    27 Rienzi Ln, 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 $368,934

    Last Listing Agent Sandra Locascio RE/MAX Suburban

    228 Llewellyn Ave, Highwood, IL 60040
  • /2

    $830,000 Sold Jul 07, 2025

    754 Lyster Rd Unit D, Highwood, IL 60040

    • 3 Beds
    • 3 Baths
    • 2,405 Sq Ft
    • Built 1895

    Last Sold Summary

    • 11% Above List Price
    • $345/SF
    • 3 Days On Market

    Current Estimated Value $833,021

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

    754 Lyster Rd Unit D, 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 $269,870

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

    330 Highwood Ave Unit 2A, Highwood, IL 60040
  • /17

    $335,000 Sold Jul 01, 2025

    306 Ashland Ave, Highwood, IL 60040

    • 2 Beds
    • 1 Bath
    • 1,005 Sq Ft
    • Built 1920

    Last Sold Summary

    • 3% Above List Price
    • $333/SF
    • 6 Days On Market

    Current Estimated Value $377,778

    Last Listing Agent Carolyn Cerf @properties Christie's International Real Estate

    306 Ashland Ave, 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 $396,199

    Last Listing Agent Jeannine Viti Berkshire Hathaway HomeServices Chicago

    137 Highwood Ave, Highwood, IL 60040
  • /27

    $430,000 Sold Jun 03, 2025

    44 Prairie Ave, Highwood, IL 60040

    • 5 Beds
    • 2 Baths
    • 2,201 Sq Ft
    • Built 1930

    Last Sold Summary

    • 4% Below List Price
    • $195/SF
    • 28 Days On Market

    Current Estimated Value $454,968

    Last Listing Agent Jason Giambarberee @properties Christie's International Real Estate

    44 Prairie Ave, 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 $374,384

    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 $603,277

    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 $502,869

    Last Listing Agent Carol Santi Coldwell Banker Realty

    221 Burchell Ave, Highwood, IL 60040
  • /19

    $349,900 Sold Jul 30, 2025

    334 Ashland Ave Unit 103, Highwood, IL 60040

    • 2 Beds
    • 2.5 Baths
    • 1,818 Sq Ft
    • Built 1979

    Last Sold Summary

    • 5% Below List Price
    • $192/SF
    • 38 Days On Market

    Current Estimated Value $348,425

    Last Listing Agent Ivan Santos O'Neil Property Group, LLC

    334 Ashland Ave Unit 103, Highwood, IL 60040
  • /2

    $565,000 Sold Jun 27, 2025

    317 Highwood Ave, Highwood, IL 60040

    • 2 Beds
    • 2 Baths
    • 1,922 Sq Ft
    • Built 1984

    Last Sold Summary

    • 5% Below List Price
    • $294/SF
    • 39 Days On Market

    Current Estimated Value $554,347

    Last Listing Agent Anna Klarck AK Homes

    317 Highwood Ave, Highwood, IL 60040
  • /23

    $1,307,500 Sold Jul 10, 2025

    2528 Hidden Oak (Lot 6) Cir, Highland Park, IL 60035

    • 3 Beds
    • 2.5 Baths
    • 2,900 Sq Ft
    • Built 2024

    Last Sold Summary

    • 1% Above List Price
    • $451/SF
    • 640 Days On Market

    Current Estimated Value $1,350,265

    Last Listing Agent John Barry Mc Naughton Realty Group

    2528 Hidden Oak (Lot 6) Cir, Highland Park, IL 60035
  • /26

    $370,000 Sold Jun 26, 2025

    218 S Central Ave, Highwood, IL 60040

    • 3 Beds
    • 2 Baths
    • 1,093 Sq Ft
    • Built 1956

    Last Sold Summary

    • 7% Above List Price
    • $339/SF
    • 3 Days On Market

    Current Estimated Value $380,326

    Last Listing Agent Thomas Hood Riverside Management

    218 S 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 $666,000

    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 $966,715

    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 $356,047

    Last Listing Agent Janet Borden Compass

    500 Lake View Ave Unit 2A, Highwood, IL 60040
  • /16

    $535,000 Sold Apr 09, 2025

    321 Prairie Ave, Highwood, IL 60040

    • 4 Beds
    • 2 Baths
    • 2,240 Sq Ft
    • Built 1928

    Last Sold Summary

    • 8% Below List Price
    • $239/SF
    • 16 Days On Market

    Current Estimated Value $546,597

    Last Listing Agent Beth Alberts Compass

    321 Prairie Ave, Highwood, IL 60040
  • /34

    $525,000 Sold May 07, 2025

    330 Prairie Ave, Highwood, IL 60040

    • 3 Beds
    • 2 Baths
    • 1,412 Sq Ft
    • Built 1950

    Last Sold Summary

    • 5% Above List Price
    • $372/SF
    • 5 Days On Market

    Current Estimated Value $528,550

    Last Listing Agent Keith Brand Berkshire Hathaway HomeServices Chicago

    330 Prairie Ave, Highwood, IL 60040
  • /20

    $410,000 Sold Jun 09, 2025

    134 Pleasant Ave, Highwood, IL 60040

    • 3 Beds
    • 2 Baths
    • 987 Sq Ft
    • Built 1956

    Last Sold Summary

    • 6% Above List Price
    • $415/SF
    • 5 Days On Market

    Current Estimated Value $418,365

    Last Listing Agent Benjamin Lissner Baird & Warner

    134 Pleasant Ave, 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 $401,000

    Last Listing Agent Rafay Qamar Real Broker LLC

    540 Green Bay Rd, Highwood, IL 60040
  • /17

    $335,000 Sold Jul 16, 2025

    3 Burtis Ave, Highwood, IL 60040

    • 2 Beds
    • 1.5 Baths
    • 864 Sq Ft
    • Built 1920

    Last Sold Summary

    • 4% Below List Price
    • $388/SF
    • 25 Days On Market

    Current Estimated Value $343,613

    Last Listing Agent Erin Kahn @properties Christie's International Real Estate

    3 Burtis Ave, 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 $290,304

    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 $473,648

    Last Listing Agent Anastasiia Otiakovska Baird and Warner North Center

    818 Green Bay Rd, Highwood, IL 60040
  • /23

    $497,500 Sold Apr 04, 2025

    236 Evolution Ave, Highwood, IL 60040

    • 3 Beds
    • 3 Baths
    • 1,700 Sq Ft
    • Built 1930

    Last Sold Summary

    • 5% Below List Price
    • $293/SF
    • 24 Days On Market

    Current Estimated Value $514,830

    Last Listing Agent Ila Coretti @properties Christie's International Real Estate

    236 Evolution Ave, Highwood, IL 60040
  • /41

    $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 $1,533,070

    Last Listing Agent Suzie Hempstead Berkshire Hathaway HomeServices Chicago

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

    $430,000 Sold Jun 25, 2025

    204 Leonard Wood S Unit 204, Highland Park, IL 60035

    • 1 Bed
    • 1 Bath
    • 1,574 Sq Ft
    • Built 1885

    Last Sold Summary

    • 4% Below List Price
    • $273/SF
    • 2 Days On Market

    Current Estimated Value $473,516

    Last Listing Agent Alan Meyerowitz @properties Christie's International Real Estate

    204 Leonard Wood S Unit 204, 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 $553,530

    Last Listing Agent Dan Timm Baird & Warner

    940 Augusta Way Unit 304, Highland Park, IL 60035
  • /2

    $910,000 Sold Jul 22, 2025

    3105 Warbler Place, Highland Park, IL 60035

    • 4 Beds
    • 3.5 Baths
    • 3,914 Sq Ft
    • Built 1980

    Last Sold Summary

    • 1% Below List Price
    • $232/SF
    • 7 Days On Market

    Current Estimated Value $933,348

    Last Listing Agent Carol Gooze @properties Christie's International Real Estate

    3105 Warbler Place, 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 $1,080,241

    Last Listing Agent Janet Borden Compass

    194 Whistler Rd Unit 301, Highland Park, IL 60035
  • /9

    $455,000 Sold Apr 30, 2025

    950 Augusta Way Unit 101, Highland Park, IL 60035

    • 2 Beds
    • 2 Baths
    • 1,846 Sq Ft
    • Built 2001

    Last Sold Summary

    • 4% Above List Price
    • $246/SF
    • 7 Days On Market

    Current Estimated Value $498,357

    Last Listing Agent Debbie B. Glickman @properties Christie's International Real Estate

    950 Augusta Way Unit 101, Highland Park, IL 60035
  • /28

    $290,000 Sold Apr 16, 2025

    419 Bloom St, Highland Park, IL 60035

    • 2 Beds
    • 2 Baths
    • 888 Sq Ft
    • Built 1920

    Last Sold Summary

    • 17% Below List Price
    • $327/SF
    • 27 Days On Market

    Current Estimated Value $312,536

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

    419 Bloom St, Highland Park, IL 60035
  • /8

    $685,000 Sold May 07, 2025

    366 Walker Ave, Highland Park, IL 60035

    • 5 Beds
    • 4 Baths
    • 2,392 Sq Ft
    • Built 1924

    Last Sold Summary

    • $286/SF
    • 25 Days On Market

    Current Estimated Value $669,635

    Last Listing Agent Joey Batliner Listing Leaders Northwest, Inc

    366 Walker Ave, 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 $521,960

    Last Listing Agent Jeannine Viti Berkshire Hathaway HomeServices Chicago

    3260 Western Ave, 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 $512,145.
What is the average time to sell a house in Highwood, IL?
The houses for sale in Highwood, IL spend an average of 17 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?
27 homes have sold in Highwood, IL over the last 12 months.

Home Trends in Highwood, IL

Housing Trends

Median Sale Price
$430,000
Median Single Family Sale Price
$402,500
Median Townhouse Sale Price
$830,000
Median 2 Bedroom Sale Price
$302,450
Average Price Per Sq Ft
$281
Number of Homes for Sale
4
Last 12 months Home Sales
27
Months of Supply
1.80
Median List Price
$425,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-8%
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