1,507

Highwood, IL Homes

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  • 327 Euclid Ave, Highwood, IL 60040
    327 Euclid Ave, Highwood, IL 60040
    327 Euclid Ave, Highwood, IL 60040
    /15

    $2,900 per month

    • 3 Beds
    • 1.5 Baths
    • 1,600 Sq Ft
    • House for Rent

    327 Euclid Ave, Highwood, IL 60040

    Fantastic Highwood rental! Amazing yard with stone patio, fully fenced yard, 1 car attached garage, high ceilings, lots of storage, full basement. 3 bedrooms plus office. Updated kitchen appliances, hardwood floors throughout. Walk to town, Highwood restaurants, easy train access, convenient location to school and lake/beach. Move-in ready!

    Alison Wertheimer @properties Christie's International Real Estate

    327 Euclid Ave, Highwood, IL 60040
  • 754 Lyster Rd Unit D, Highwood, IL 60040
    754 Lyster Rd Unit D, 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
    • 102 S Central Ave, Highwood, IL 60040
      102 S Central Ave, Highwood, IL 60040
      102 S Central Ave, Highwood, IL 60040
      /20

      Est $512,573 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,530 Sq Ft

      102 S Central Ave, Highwood, IL 60040

      102 S Central Ave, Highwood, IL 60040
  • 232 S Central Ave Unit 2, Highwood, IL 60040
    232 S Central Ave Unit 2, Highwood, IL 60040
    232 S Central Ave Unit 2, Highwood, IL 60040
    /9

    $2,395 per month

    • 3 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • Condo for Rent

    232 S Central Ave Unit 2, Highwood, IL 60040

    UNBELIEVABLE location in Highwood, across from Oak Terrace school. SECOND floor apt in 2-flat with private entry. Hardwood floors. Three bedrooms, living room, dining room & kitchen, one bath (tub/shower combo). Walk to everything in bustling Highwood, train, shopping, dining, Lake, library. No smoking apt/non-smoking building. No vaping. Gas heat bill shared between 2 units (cozy hot water

    Robin Wilson @properties Christie's International Real Estate

    232 S Central Ave Unit 2, Highwood, IL 60040
  • 306 Ashland Ave, Highwood, IL 60040
    306 Ashland Ave, Highwood, IL 60040
    306 Ashland Ave, 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
    • 52 S Central Ave, Highwood, IL 60040
      52 S Central Ave, Highwood, IL 60040
      /2

      Est $526,993 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,260 Sq Ft

      52 S Central Ave, Highwood, IL 60040

      52 S Central Ave, Highwood, IL 60040
  • 705 Lyster Rd, Highwood, IL 60040
    705 Lyster Rd, Highwood, IL 60040
    705 Lyster Rd, 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
    • 63 Western Ave, Highwood, IL 60040
      63 Western Ave, Highwood, IL 60040
      63 Western Ave, Highwood, IL 60040
      /17

      Est $565,444 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,117 Sq Ft

      63 Western Ave, Highwood, IL 60040

      63 Western Ave, Highwood, IL 60040
  • 536 N Central Ave, Highwood, IL 60040
    536 N Central Ave, Highwood, IL 60040
    536 N Central Ave, 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
    • 337 Prairie Ave, Highwood, IL 60040
      337 Prairie Ave, Highwood, IL 60040
      337 Prairie Ave, Highwood, IL 60040
      /35

      Est $478,469 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,248 Sq Ft

      337 Prairie Ave, Highwood, IL 60040

      337 Prairie Ave, Highwood, IL 60040
  • 44 Prairie Ave, Highwood, IL 60040
    44 Prairie Ave, Highwood, IL 60040
    44 Prairie 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
    • 129 Highwood Ave, Highwood, IL 60040
      129 Highwood Ave, Highwood, IL 60040
      129 Highwood Ave, Highwood, IL 60040
      /24

      Est $533,043 Not Listed For Sale

      • 2 Beds
      • 3.5 Baths
      • 1,954 Sq Ft

      129 Highwood Ave, Highwood, IL 60040

      129 Highwood Ave, Highwood, IL 60040
  • 311 Prairie Ave, Highwood, IL 60040
    311 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
    • 238 High St, Highwood, IL 60040
      238 High St, Highwood, IL 60040
      238 High St, Highwood, IL 60040
      /22

      Est $495,382 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,560 Sq Ft

      238 High St, Highwood, IL 60040

      238 High St, Highwood, IL 60040
  • 336 Burchell Ave, Highwood, IL 60040
    336 Burchell 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
    • 230 Oakridge Ave, Highwood, IL 60040
      230 Oakridge Ave, Highwood, IL 60040
      230 Oakridge Ave, Highwood, IL 60040
      /20

      Est $497,823 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 2,720 Sq Ft

      230 Oakridge Ave, Highwood, IL 60040

      230 Oakridge Ave, Highwood, IL 60040
  • 334 Ashland Ave Unit 103, Highwood, IL 60040
    334 Ashland Ave Unit 103, Highwood, IL 60040
    334 Ashland Ave Unit 103, 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
    • 320 Prairie Ave, Highwood, IL 60040
      320 Prairie Ave, Highwood, IL 60040
      320 Prairie Ave, Highwood, IL 60040
      /14

      Est $340,749 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 994 Sq Ft

      320 Prairie Ave, Highwood, IL 60040

      320 Prairie Ave, Highwood, IL 60040
  • 317 Highwood Ave, Highwood, IL 60040
    317 Highwood Ave, 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
    • 214 S Central Ave, Highwood, IL 60040
      214 S Central Ave, Highwood, IL 60040
      214 S Central Ave, Highwood, IL 60040
      /13

      Est $391,482 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,188 Sq Ft

      214 S Central Ave, Highwood, IL 60040

      214 S Central Ave, Highwood, IL 60040
  • 2528 Hidden Oak (Lot 6) Cir, Highland Park, IL 60035
    2528 Hidden Oak (Lot 6) Cir, Highland Park, IL 60035
    2528 Hidden Oak (Lot 6) Cir, Highland Park, IL 60035
    /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
    • 334 Prairie Ave, Highwood, IL 60040
      334 Prairie Ave, Highwood, IL 60040
      334 Prairie Ave, Highwood, IL 60040
      /10

      Est $515,924 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 3,808 Sq Ft

      334 Prairie Ave, Highwood, IL 60040

      334 Prairie Ave, Highwood, IL 60040
  • 0 N Central Ave, Highwood, IL 60040
    0 N Central Ave, Highwood, IL 60040
    0 N Central Ave, Highwood, IL 60040
    /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
    • 338 Prairie Ave, Highwood, IL 60040
      338 Prairie Ave, Highwood, IL 60040
      338 Prairie Ave, Highwood, IL 60040
      /4

      Est $236,160 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 780 Sq Ft

      338 Prairie Ave, Highwood, IL 60040

      338 Prairie Ave, Highwood, IL 60040
  • 247 Highwood Ave, Highwood, IL 60040
    247 Highwood Ave, Highwood, IL 60040
    247 Highwood 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
    • 232 Evolution Ave, Highwood, IL 60040
      232 Evolution Ave, Highwood, IL 60040
      232 Evolution Ave, Highwood, IL 60040
      /3

      Est $267,921 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 774 Sq Ft

      232 Evolution Ave, Highwood, IL 60040

      232 Evolution Ave, Highwood, IL 60040
  • 218 S Central Ave, Highwood, IL 60040
    218 S Central Ave, Highwood, IL 60040
    218 S Central 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
    • 209 North Ave, Highwood, IL 60040
      209 North Ave, Highwood, IL 60040
      209 North Ave, Highwood, IL 60040
      /27

      Est $536,765 Not Listed For Sale

      • 6 Beds
      • 2 Baths
      • 2,736 Sq Ft

      209 North Ave, Highwood, IL 60040

      209 North Ave, Highwood, IL 60040
  • 281 Michigan Ave, Highwood, IL 60040
    281 Michigan Ave, Highwood, IL 60040
    281 Michigan 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
    • 330 Highwood Ave Unit 2D, Highwood, IL 60040
      330 Highwood Ave Unit 2D, Highwood, IL 60040
      330 Highwood Ave Unit 2D, Highwood, IL 60040
      /21

      Est $332,218 Not Listed For Sale

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

      330 Highwood Ave Unit 2D, Highwood, IL 60040

      330 Highwood Ave Unit 2D, Highwood, IL 60040
  • 500 Lake View Ave Unit 2A, Highwood, IL 60040
    500 Lake View Ave Unit 2A, Highwood, IL 60040
    500 Lake View Ave Unit 2A, 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
    • 423 Funston Ave, Highwood, IL 60040
      423 Funston Ave, Highwood, IL 60040
      423 Funston Ave, Highwood, IL 60040
      /10

      Est $1,031,207 Not Listed For Sale

      • 8 Beds
      • 4 Baths
      • 4,268 Sq Ft

      423 Funston Ave, Highwood, IL 60040

      423 Funston Ave, Highwood, IL 60040
  • 321 Prairie Ave, Highwood, IL 60040
    321 Prairie Ave, Highwood, IL 60040
    321 Prairie Ave, 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
    • 334 North Ave, Highwood, IL 60040
      334 North Ave, Highwood, IL 60040
      334 North Ave, Highwood, IL 60040
      /26

      Est $519,638 Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 2,271 Sq Ft

      334 North Ave, Highwood, IL 60040

      334 North Ave, Highwood, IL 60040
  • 136 Stables Ct, Highwood, IL 60040
    136 Stables Ct, Highwood, IL 60040
    136 Stables Ct, 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
    • 43 Clay Ave, Highwood, IL 60040
      43 Clay Ave, Highwood, IL 60040
      43 Clay Ave, Highwood, IL 60040
      /35

      Est $698,995 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 3,082 Sq Ft

      43 Clay Ave, Highwood, IL 60040

      43 Clay Ave, Highwood, IL 60040
  • 330 Prairie Ave, Highwood, IL 60040
    330 Prairie Ave, Highwood, IL 60040
    330 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 $528,297

    Last Listing Agent Keith Brand Berkshire Hathaway HomeServices Chicago

    330 Prairie Ave, Highwood, IL 60040
    • 246 Sheridan Ave, Highwood, IL 60040
      246 Sheridan Ave, Highwood, IL 60040
      246 Sheridan Ave, Highwood, IL 60040
      /11

      Est $327,456 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,955 Sq Ft

      246 Sheridan Ave, Highwood, IL 60040

      246 Sheridan Ave, Highwood, IL 60040
  • 134 Pleasant Ave, Highwood, IL 60040
    134 Pleasant Ave, Highwood, IL 60040
    134 Pleasant 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
    • 511 Lockard Ln, Highwood, IL 60040
      511 Lockard Ln, Highwood, IL 60040
      511 Lockard Ln, Highwood, IL 60040
      /23

      Est $759,613 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 4,732 Sq Ft

      511 Lockard Ln, Highwood, IL 60040

      511 Lockard Ln, Highwood, IL 60040

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