1,507

Highwood, IL Homes

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  • /21

    $589,000

    $41K PRICE DROP
    • 5 Beds
    • 3 Baths

    239 Burchell Ave, Highwood, IL 60040

    First time on the market! Two Units. First and second floor. Vintage home with volume ceilings and hardwood floors. Entry porch leads to the living room, dining room/family room, and large eat-in kitchen. There are two bedrooms, an office and a full bath on the main level. Upstairs there is a two bedroom apartment with a living room, kitchen and full bath. The basement is full and unfinished. The

    Carol Santi Coldwell Banker Realty

    239 Burchell 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
    • /20

      Est $504,836

      Not Listed For Sale

      102 S Central Ave, Highwood, IL 60040

      • 3 Beds
      • 1.5 Baths
      • 1,530 Sq Ft
      • Built 1929
      102 S Central Ave, Highwood, IL 60040

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Beth Alberts Compass

  • /3

    $135,000

    Pending
    • Land
    • 0 Sq Ft

    1 Burtis Ave, Highland Park, IL 60035

    Builder's Dream Opportunity! Seize this prime Highland Park lot - a 7,900 sq. ft. blank canvas ready for a stunning 3,085 sq. ft. home! Perfectly located near Highland Park and Highwood's vibrant festivals, top-rated restaurants, and thriving businesses, this property offers the best location. With utilities already in place from a previous home, you can hit the ground running on your next

    Melissa Newman @properties Christie's International Real Estate

    1 Burtis Ave, Highland Park, IL 60035
  • /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
    • /17

      Est $559,322

      Not Listed For Sale

      63 Western Ave, Highwood, IL 60040

      • 3 Beds
      • 2 Baths
      • 2,117 Sq Ft
      • Built 1955
      63 Western Ave, Highwood, IL 60040

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Janice Goldblatt @properties Christie's International Real Estate

  • /2

    $150,000

    • Land
    • 0 Sq Ft

    0 Wrendale Ave Unit MRD12487576, Highwood, IL 60040

    BUILD YOUR DREAM HOME ON THIS GREAT LOT IN SOUTHEAST HIGHWOOD! LOT HAS A WATER LINE INSTALLED AND AN EASEMENT FOR OTHER UTILITIES. GREAT LOCATION, WALK TO EVERYTHING IN BOOMING HIGHWOOD! ZONED R2 (residential). BUILD UP TO A 2,864 SQUARE FOOT SINGLE FAMILY HOME ON THIS LOT.

    Cory Albiani @properties Christie's International Real Estate

    0 Wrendale Ave Unit MRD12487576, 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
    • /16

      Est $549,051

      Not Listed For Sale

      321 Prairie Ave, Highwood, IL 60040

      • 4 Beds
      • 2 Baths
      • 2,240 Sq Ft
      • Built 1928
      321 Prairie Ave, Highwood, IL 60040

      Last Sold Summary

      • 16 Days On Market

      Last Listing Agent Beth Alberts Compass

  • /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
    • /35

      Est $481,601

      Not Listed For Sale

      337 Prairie Ave, Highwood, IL 60040

      • 3 Beds
      • 2 Baths
      • 1,248 Sq Ft
      • Built 1942
      337 Prairie Ave, Highwood, IL 60040

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Jeannine Viti Berkshire Hathaway HomeServices Chicago

  • /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
    • /27

      Est $476,439

      Not Listed For Sale

      44 Prairie Ave, Highwood, IL 60040

      • 5 Beds
      • 2 Baths
      • 2,201 Sq Ft
      • Built 1930
      44 Prairie Ave, Highwood, IL 60040

      Last Sold Summary

      • 28 Days On Market

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

  • /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
    • /29

      Est $393,445

      Not Listed For Sale

      238 Jeffreys Place, Highwood, IL 60040

      • 4 Beds
      • 3 Baths
      • 1,638 Sq Ft
      • Built 1950
      238 Jeffreys Place, Highwood, IL 60040

      Last Sold Summary

      • 16 Days On Market

      Last Listing Agent Frank Rusin Four Seasons Realty, Inc.

  • /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
    • /22

      Est $508,984

      Not Listed For Sale

      238 High St, Highwood, IL 60040

      • 3 Beds
      • 3 Baths
      • 1,560 Sq Ft
      • Built 1929
      238 High St, Highwood, IL 60040

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Janet Borden Compass

  • /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
    • /20

      Est $511,991

      Not Listed For Sale

      230 Oakridge Ave, Highwood, IL 60040

      • 2 Beds
      • 2 Baths
      • 2,720 Sq Ft
      • Built 1924
      230 Oakridge Ave, Highwood, IL 60040

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Beth Alberts Compass

  • /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
    • /14

      Est $357,588

      Not Listed For Sale

      320 Prairie Ave, Highwood, IL 60040

      • 3 Beds
      • 1.5 Baths
      • 994 Sq Ft
      • Built 1939
      320 Prairie Ave, Highwood, IL 60040

      Last Sold Summary

      • 5 Days On Market

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

  • /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
    • /13

      Est $416,867

      Not Listed For Sale

      214 S Central Ave, Highwood, IL 60040

      • 3 Beds
      • 2 Baths
      • 1,188 Sq Ft
      • Built 1955
      214 S Central Ave, Highwood, IL 60040

      Last Sold Summary

      • 23 Days On Market

      Last Listing Agent Mary Caselli Indian Creek Enterprises, Inc.

  • /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
    • /26

      Est $382,529

      Not Listed For Sale

      218 S Central Ave, Highwood, IL 60040

      • 3 Beds
      • 2 Baths
      • 1,093 Sq Ft
      • Built 1956
      218 S Central Ave, Highwood, IL 60040

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Thomas Hood Riverside Management

  • /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
    • /2

      Est $535,424

      Not Listed For Sale

      317 Highwood Ave, Highwood, IL 60040

      • 2 Beds
      • 2 Baths
      • 1,922 Sq Ft
      • Built 1984
      317 Highwood Ave, Highwood, IL 60040

      Last Sold Summary

      • 39 Days On Market

      Last Listing Agent Anna Klarck AK Homes

  • /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
    • /34

      Est $510,643

      Not Listed For Sale

      330 Prairie Ave, Highwood, IL 60040

      • 3 Beds
      • 2 Baths
      • 1,412 Sq Ft
      • Built 1950
      330 Prairie Ave, Highwood, IL 60040

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Keith Brand Berkshire Hathaway HomeServices Chicago

  • /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
    • /10

      Est $519,183

      Not Listed For Sale

      334 Prairie Ave, Highwood, IL 60040

      • 4 Beds
      • 2 Baths
      • 3,808 Sq Ft
      • Built 1958
      334 Prairie Ave, Highwood, IL 60040

      Last Sold Summary

      • 92 Days On Market

      Last Listing Agent Beth Alberts Compass

  • /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
    • /4

      Est $240,727

      Not Listed For Sale

      338 Prairie Ave, Highwood, IL 60040

      • 2 Beds
      • 1 Bath
      • 780 Sq Ft
      • Built 1930
      338 Prairie Ave, Highwood, IL 60040

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Beth Alberts Compass

  • /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
    • /23

      Est $512,658

      Not Listed For Sale

      236 Evolution Ave, Highwood, IL 60040

      • 3 Beds
      • 3 Baths
      • 1,700 Sq Ft
      • Built 1930
      236 Evolution Ave, Highwood, IL 60040

      Last Sold Summary

      • 24 Days On Market

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

  • /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
    • /27

      Est $573,199

      Not Listed For Sale

      209 North Ave, Highwood, IL 60040

      • 6 Beds
      • 2 Baths
      • 2,736 Sq Ft
      • Built 1945
      209 North Ave, Highwood, IL 60040

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Sandra Soldano @properties Christie's International Real Estate

    • /38

      Est $922,440

      Not Listed For Sale

      27 Rienzi Ln, Highwood, IL 60040

      • 4 Beds
      • 3.5 Baths
      • 3,500 Sq Ft
      • Built 2005
      27 Rienzi Ln, Highwood, IL 60040

      Last Sold Summary

      • 11 Days On Market

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

    • /10

      Est $1,058,806

      Not Listed For Sale

      423 Funston Ave, Highwood, IL 60040

      • 8 Beds
      • 4 Baths
      • 4,268 Sq Ft
      • Built 1929
      423 Funston Ave, Highwood, IL 60040

      Last Sold Summary

      • 47 Days On Market

      Last Listing Agent Erik Gimbel Compass

    • /35

      Est $772,069

      Not Listed For Sale

      43 Clay Ave, Highwood, IL 60040

      • 5 Beds
      • 4 Baths
      • 3,082 Sq Ft
      • Built 1933
      43 Clay Ave, Highwood, IL 60040

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Sandra Locascio RE/MAX Suburban

Showing Results 41 - 80, Page 2 of 18

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