67

Recently Sold Highwood, IL Homes

Section Image
  • /2

    $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 $371,663

    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

    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 $791,632

    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

    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

    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 $352,351

    Last Listing Agent Frank Rusin Four Seasons Realty, Inc.

    238 Jeffreys Place, Highwood, IL 60040
  • /2

    $680,000 Sold Feb 14, 2025

    740 Deroo Loop, Highwood, IL 60040

    • 3 Beds
    • 2.5 Baths
    • 2,708 Sq Ft
    • Built 2000

    Last Sold Summary

    • 3% Below List Price
    • $251/SF
    • 27 Days On Market

    Current Estimated Value $732,545

    Last Listing Agent Mona Hellinga @properties Christie's International Real Estate

    740 Deroo Loop, 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 $909,047

    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

    Last Listing Agent Sandra Locascio RE/MAX Suburban

    228 Llewellyn Ave, Highwood, IL 60040
  • /20

    $380,000 Sold Jan 02, 2025

    522 N Central Ave, Highwood, IL 60040

    • 6 Beds
    • 3 Baths
    • 2,480 Sq Ft
    • Built 1920

    Last Sold Summary

    • 6% Below List Price
    • $153/SF
    • 27 Days On Market

    Current Estimated Value $529,259

    Last Listing Agent Christopher Lobrillo Grandview Realty, LLC

    522 N Central Ave, Highwood, IL 60040
  • /29

    $495,000 Sold Dec 27, 2024

    247 Sheridan Ave, Highwood, IL 60040

    • 3 Beds
    • 2 Baths
    • 1,577 Sq Ft

    Last Sold Summary

    • $314/SF
    • 3 Days On Market

    Current Estimated Value $409,580

    Last Listing Agent Lily Hosseini Engel & Voelkers Chicago North Shore

    247 Sheridan 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 $835,038

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

    754 Lyster Rd Unit D, 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 $366,575

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

    306 Ashland Ave, Highwood, IL 60040
  • /24

    $625,000 Sold Feb 28, 2025

    705 Lyster Rd, Highwood, IL 60040

    • 3 Beds
    • 2.5 Baths
    • 2,560 Sq Ft
    • Built 2002

    Last Sold Summary

    • $244/SF
    • 4 Days On Market

    Current Estimated Value $669,668

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

    705 Lyster Rd, Highwood, IL 60040
  • /13

    $360,000 Sold Feb 19, 2025

    536 N Central Ave, Highwood, IL 60040

    • 3 Beds
    • 3 Baths
    • 2,347 Sq Ft
    • Built 1961

    Last Sold Summary

    • $153/SF

    Current Estimated Value $427,778

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

    536 N Central 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 $452,616

    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

    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 $598,282

    Last Listing Agent Carol Santi Coldwell Banker Realty

    336 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 $350,613

    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 $552,956

    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 $1,145,412

    Last Listing Agent John Barry Mc Naughton Realty Group

    2528 Hidden Oak (Lot 6) Cir, Highland Park, IL 60035
  • /4

    $141,000 Sold Mar 17, 2025

    0 N Central Ave, Highwood, IL 60040

    • Land
    • 0.18 Acre
    • $783,333 per Acre

    Last Sold Summary

    • 6% Below List Price
    • 23 Days On Market

    Current Estimated Value $157,000

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

    0 N Central Ave, Highwood, IL 60040
  • /22

    $347,000 Sold Feb 21, 2025

    247 Highwood Ave, Highwood, IL 60040

    • 2 Beds
    • 2 Baths
    • 846 Sq Ft
    • Built 1950

    Last Sold Summary

    • 13% Below List Price
    • $410/SF
    • 80 Days On Market

    Current Estimated Value $355,758

    Last Listing Agent Perfecto Carrillo Agent 1 Realty Group LLC

    247 Highwood Ave, Highwood, IL 60040
  • /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 $368,901

    Last Listing Agent Thomas Hood Riverside Management

    218 S Central 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

    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 $349,743

    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 $549,879

    Last Listing Agent Beth Alberts Compass

    321 Prairie Ave, Highwood, IL 60040
  • /18

    $775,000 Sold Jan 15, 2025

    136 Stables Ct, Highwood, IL 60040

    • 2 Beds
    • 2 Baths
    • 2,026 Sq Ft
    • Built 1895

    Last Sold Summary

    • $383/SF
    • 43 Days On Market

    Current Estimated Value $831,909

    Last Listing Agent Karen Chien-Rooney Compass

    136 Stables Ct, 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 $528,297

    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 $416,309

    Last Listing Agent Benjamin Lissner Baird & Warner

    134 Pleasant Ave, Highwood, IL 60040
  • /19

    $366,000 Sold Feb 26, 2025

    340 Ashland Ave Unit 108, Highwood, IL 60040

    • 2 Beds
    • 2.5 Baths
    • 1,543 Sq Ft
    • Built 1979

    Last Sold Summary

    • 5% Above List Price
    • $237/SF
    • 2 Days On Market

    Current Estimated Value $376,653

    Last Listing Agent Beth Alberts Compass

    340 Ashland Ave Unit 108, 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 $382,049

    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 $345,371

    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 $293,714

    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 $464,460

    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 $500,600

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

    236 Evolution Ave, Highwood, IL 60040
  • /30

    $710,000 Sold Jan 07, 2025

    314 Leonard Wood S Unit 205, Highland Park, IL 60035

    • 3 Beds
    • 2.5 Baths
    • 2,284 Sq Ft
    • Built 1885

    Last Sold Summary

    • 11% Below List Price
    • $311/SF
    • 55 Days On Market

    Current Estimated Value $780,566

    Last Listing Agent Anne Hardy Berkshire Hathaway-Chicago

    314 Leonard Wood S Unit 205, Highland Park, IL 60035
  • /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 $1,526,443

    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 $462,363

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

    204 Leonard Wood S Unit 204, Highland Park, IL 60035
  • /32

    $840,000 Sold Mar 24, 2025

    588 Chicago Ave, Highland Park, IL 60035

    • 3 Beds
    • 3.5 Baths
    • 2,940 Sq Ft
    • Built 2011

    Last Sold Summary

    • 7% Below List Price
    • $286/SF
    • 48 Days On Market

    Current Estimated Value $892,747

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

    588 Chicago 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 $526,338.
What is the average time to sell a house in Highwood, IL?
The houses for sale in Highwood, IL spend an average of 20 days on the market.
What is the number of active homes for sale in Highwood, IL?
There are 3 active homes for sale in Highwood, IL.
How many homes have sold over the last 12 months in Highwood, IL?
31 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
$375,000
Median Townhouse Sale Price
$830,000
Median 2 Bedroom Sale Price
$357,950
Average Price Per Sq Ft
$279
Number of Homes for Sale
3
Last 12 months Home Sales
31
Months of Supply
1.20
Median List Price
$472,500
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-2%
How to Buy a Home How to Finance a Home How to Sell a Home