1,545

Homes in ZIP Code 60040

Section Image
  • /45

    $649,000

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

    250 High St, Highwood, IL 60040

    FIRST TIME on the market, this single-owner property has been meticulously maintained and presents an exceptional opportunity in Highwood's most desirable location. Situated on a quiet residential street just steps from vibrant downtown, this property offers the perfect blend of privacy and walkability. This well-maintained single-family home offers exceptional flexibility with a thoughtfully

    Nicholas Manfredini @properties Christie's International Real Estate

    250 High St, Highwood, IL 60040
  • /30

    $4,249 per month

    • 3 Beds
    • 2.5 Baths
    • 1,759 Sq Ft
    • Townhouse for Rent

    25 Clay Ave Unit D, Highwood, IL 60040

    Rarely available Highwood 3 bedroom, 2.5 bathroom townhome is now available. This listing boasts hardwood floors throughout each floor, central air conditioning and heat, and washer / dryer in the unit. Granite countertops and stainless steel appliances (incl. dishwasher) in massive kitchen. More than ample countertop and cabinet space to enjoy. Large & sunny living area with separate dining

    Daniel Management Group Daniel Management Group Inc

    25 Clay Ave 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 $377,778

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

    306 Ashland Ave, Highwood, IL 60040
    • /2

      Est $482,334 Not Listed For Sale

      52 S Central Ave, Highwood, IL 60040

      • 4 Beds
      • 2.5 Baths
      • 2,260 Sq Ft
      • Built 1928
      52 S Central Ave, Highwood, IL 60040

      Last Sold Summary

      • 16% Above List Price
      • $184/SF
      • 42 Days On Market

      Last Sold Price $416,000

      Last Listing Agent Frank Nash Baird Warner

  • /13

    $2,375 per month

    • 1 Bed
    • 1 Bath
    • 728 Sq Ft
    • Apartment for Rent

    440 Green Bay Rd Unit 503, Highwood, IL 60040

    This one-bedroom apartment boasts high ceilings, a balcony, and spacious closets. It is situated in the vibrant heart of Highwood's historic downtown entertainment center, with easy access to shopping, fine dining, and a Metra station just steps away. The building offers a variety of one, two, and three-bedroom options, all featuring luxurious kitchens and bathrooms, balconies, central heating,

    Christopher Dumitru Crosstown Realtors, Inc.

    440 Green Bay Rd Unit 503, 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
    • /17

      Est $535,148 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

      • 3% Above List Price
      • $246/SF
      • 4 Days On Market

      Last Sold Price $520,000

      Last Listing Agent Janice Goldblatt @ Properties

  • /15

    $3,100 per month

    • 2 Beds
    • 2 Baths
    • 1,064 Sq Ft
    • Apartment for Rent

    440 Green Bay Rd Unit 309, Highwood, IL 60040

    This two-bedroom apartment boasts high ceilings, a balcony, and spacious closets. It is situated in the vibrant heart of Highwood's historic downtown entertainment center, with easy access to shopping, fine dining, and a Metra station just steps away. The building offers a variety of one, two, and three-bedroom options, all featuring luxurious kitchens and bathrooms, balconies, central heating,

    Christopher Dumitru Crosstown Realtors, Inc.

    440 Green Bay Rd Unit 309, 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
    • /35

      Est $473,817 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

      • 10% Above List Price
      • $345/SF
      • 1 Day On Market

      Last Sold Price $430,000

      Last Listing Agent Jeannine Viti Berkshire Hathaway HomeServices Chicago

  • /16

    $3,759 per month

    • 3 Beds
    • 2 Baths
    • 1,160 Sq Ft
    • Apartment for Rent

    440 Green Bay Rd Unit 305, Highwood, IL 60040

    This three-bedroom apartment boasts high ceilings, a balcony, and spacious closets. It is situated in the vibrant heart of Highwood's historic downtown entertainment center, with easy access to shopping, fine dining, and a Metra station just steps away. The building offers a variety of one, two, and three-bedroom options, all featuring luxurious kitchens and bathrooms, balconies, central heating,

    Christopher Dumitru Crosstown Realtors, Inc.

    440 Green Bay Rd Unit 305, 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
    • /24

      Est $504,313 Not Listed For Sale

      129 Highwood Ave, Highwood, IL 60040

      • 2 Beds
      • 3.5 Baths
      • 1,954 Sq Ft
      • Built 1925
      129 Highwood Ave, Highwood, IL 60040

      Last Sold Summary

      • 1% Above List Price
      • $256/SF
      • 24 Days On Market

      Last Sold Price $500,000

      Last Listing Agent Beth Alberts Compass

  • /15

    $2,975 per month

    • 2 Beds
    • 2 Baths
    • 965 Sq Ft
    • Apartment for Rent

    546 Green Bay Rd Unit 506, Highwood, IL 60040

    Luxury Living in the Heart of Highwood! This stunning 2-bedroom, 2-bathroom apartment offers modern elegance with a private terrace and generous closet space. Nestled in Highwood's vibrant historic downtown, you're just steps from premier shopping, fine dining, and the Metra station for effortless commuting. The building features a selection of 1, 2, and 3-bedroom residences, each thoughtfully

    Christopher Dumitru Crosstown Realtors, Inc.

    546 Green Bay Rd Unit 506, 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

      Est $473,603 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

      • 23% Above List Price
      • $247/SF
      • 0 Days On Market

      Last Sold Price $385,000

      Last Listing Agent Janet Borden Compass

  • /14

    $3,200 per month

    • 2 Beds
    • 2 Baths
    • 1,042 Sq Ft
    • Apartment for Rent

    440 Green Bay Rd Unit 508, Highwood, IL 60040

    This two-bedroom apartment boasts high ceilings, a balcony, and spacious closets. It is situated in the vibrant heart of Highwood's historic downtown entertainment center, with easy access to shopping, fine dining, and a Metra station just steps away. The building offers a variety of one, two, and three-bedroom options, all featuring luxurious kitchens and bathrooms, balconies, central heating,

    Christopher Dumitru Crosstown Realtors, Inc.

    440 Green Bay Rd Unit 508, 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
    • /20

      Est $472,705 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

      • 9% Above List Price
      • $160/SF
      • 20 Days On Market

      Last Sold Price $435,000

      Last Listing Agent Beth Alberts Compass

  • /13

    $2,200 per month

    • 1 Bed
    • 1 Bath
    • 776 Sq Ft
    • Apartment for Rent

    246 Green Bay Rd Unit 202, Highwood, IL 60040

    Luxurious apartments feature high-end kitchens with 42-inch cabinets, stone countertops, breakfast bars, over-the-stove microwaves, and dishwashers. They also offer nine-foot ceilings, outdoor spaces, spacious closets, and in-unit washer and dryers. This modern rental community is situated in the heart of Highwood's historic downtown entertainment center, providing easy access to shopping, fine

    Christopher Dumitru Crosstown Realtors, Inc.

    246 Green Bay Rd Unit 202, 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
  • /15

    $2,900 per month

    • 2 Beds
    • 2 Baths
    • 966 Sq Ft
    • Apartment for Rent

    546 Green Bay Rd Unit 305, Highwood, IL 60040

    Luxury Living in the Heart of Highwood! This stunning 2-bedroom, 2-bathroom apartment offers modern elegance with a private terrace and generous closet space. Nestled in Highwood's vibrant historic downtown, you're just steps from premier shopping, fine dining, and the Metra station for effortless commuting. The building features a selection of 1, 2, and 3-bedroom residences, each thoughtfully

    Christopher Dumitru Crosstown Realtors, Inc.

    546 Green Bay Rd Unit 305, 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
    • /14

      Est $344,898 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

      • 25% Above List Price
      • $277/SF
      • 5 Days On Market

      Last Sold Price $275,000

      Last Listing Agent Susan Brown Burklin @ Properties

  • /13

    $3,300 per month

    • 3 Beds
    • 1 Bath
    • Apartment for Rent

    423 Funston Ave Unit 2F, Highwood, IL 60040

    Lovely rehabbed 3 bedroom apartment ideally located close to all the action in the vibrant village of Highwood. This inviting home features a modern kitchen with granite countertops, gas cooking, and ample storage. Both bedrooms are generously sized and offer flexibility for a variety of needs, while the bonus space is perfect for a dedicated home office.The beautifully updated bathroom features

    Axel Cohen Compass

    423 Funston Ave Unit 2F, 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 $380,326

    Last Listing Agent Thomas Hood Riverside Management

    218 S Central Ave, Highwood, IL 60040
    • /13

      Est $392,984 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

      • 19% Above List Price
      • $278/SF
      • 23 Days On Market

      Last Sold Price $330,000

      Last Listing Agent Mary Caselli Indian Creek Enterprises, Inc.

  • /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
    • /10

      Est $492,347 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

      • 12% Above List Price
      • $116/SF
      • 92 Days On Market

      Last Sold Price $440,000

      Last Listing Agent Beth Alberts Compass

  • /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
    • /4

      Est $221,631 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

      • 20% Above List Price
      • $237/SF
      • 6 Days On Market

      Last Sold Price $185,000

      Last Listing Agent Beth Alberts Compass

  • /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
    • /3

      Est $274,305 Not Listed For Sale

      232 Evolution Ave, Highwood, IL 60040

      • 2 Beds
      • 1 Bath
      • 774 Sq Ft
      • Built 1930
      232 Evolution Ave, Highwood, IL 60040

      Last Sold Summary

      • 61% Above List Price
      • $220/SF
      • 2 Days On Market

      Last Sold Price $170,000

      Last Listing Agent Pedro Porcayo Porcayo & Associates Realty

  • /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 $542,749

    Last Listing Agent Beth Alberts Compass

    321 Prairie Ave, Highwood, IL 60040
    • /27

      Est $535,373 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

      • 22% Above List Price
      • $161/SF
      • 4 Days On Market

      Last Sold Price $440,000

      Last Listing Agent Sandra Soldano @ Properties

  • /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
    • /10

      Est $1,011,205 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

      • 176% Above List Price
      • $86/SF
      • 47 Days On Market

      Last Sold Price $367,000

      Last Listing Agent Erik Gimbel Compass

  • /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
    • /26

      Est $510,147 Not Listed For Sale

      334 North Ave, Highwood, IL 60040

      • 5 Beds
      • 2 Baths
      • 2,271 Sq Ft
      • Built 1929
      334 North Ave, Highwood, IL 60040

      Last Sold Summary

      • 12% Above List Price
      • $200/SF
      • 3 Days On Market

      Last Sold Price $455,000

      Last Listing Agent Peggy Glickman @ Properties

Showing Results 41 - 80, Page 2 of 18

How to Buy a Home How to Finance a Home How to Sell a Home