12,786

Highland Park, IL Homes

Section Image
    • /9

      Est $479,947 Not Listed For Sale

      1990 Castlewood Rd, Highland Park, IL 60035

      • 3 Beds
      • 1.5 Baths
      • 1,732 Sq Ft
      • Built 1929
      1990 Castlewood Rd, Highland Park, IL 60035

      Last Sold Summary

      • 3% Above List Price
      • $270/SF
      • 1 Day On Market
      • Last Sold Price $468,000
      • Nov 06, 2024

      Last Listing Agent Chris Buckely CBy3D, Inc

  • /39

    $1,550,000 Sold Apr 07, 2026

    326 Briar Ln, Highland Park, IL 60035

    • 6 Beds
    • 5.5 Baths
    • 5,400 Sq Ft
    • Built 2004

    Last Sold Summary

    • 5% Below List Price
    • $287/SF
    • 6 Days On Market

    Current Estimated Value $1,626,578

    Last Listing Agent Beth Wexler @properties Christie's International Real Estate

    326 Briar Ln, Highland Park, IL 60035
    • /32

      Est $1,277,443 Not Listed For Sale

      1244 Sherwood Rd, Highland Park, IL 60035

      • 5 Beds
      • 3.5 Baths
      • 3,741 Sq Ft
      • Built 1930
      1244 Sherwood Rd, Highland Park, IL 60035

      Last Sold Summary

      • 3% Above List Price
      • $333/SF
      • 11 Days On Market
      • Last Sold Price $1,245,000
      • Apr 24, 2025

      Last Listing Agent Amy Dowell @ Properties

  • /29

    $388,000 Sold Nov 14, 2025

    1020 Deerfield Rd Unit 1020, Highland Park, IL 60035

    • 3 Beds
    • 2.5 Baths
    • 1,946 Sq Ft
    • Built 1985

    Last Sold Summary

    • 3% Below List Price
    • $199/SF
    • 15 Days On Market

    Current Estimated Value $412,675

    Last Listing Agent Laura Kerstein Baird & Warner

    1020 Deerfield Rd Unit 1020, Highland Park, IL 60035
    • /16

      Est $464,424 Not Listed For Sale

      1237 Eastwood Ave, Highland Park, IL 60035

      • 3 Beds
      • 3 Baths
      • 1,102 Sq Ft
      • Built 1954
      1237 Eastwood Ave, Highland Park, IL 60035

      Last Sold Summary

      • 3% Above List Price
      • $409/SF
      • 28 Days On Market
      • Last Sold Price $451,000
      • Feb 10, 2025

      Last Listing Agent Carly Jones Engel & Voelkers Chicago North Shore

  • /24

    $825,000 Sold Jun 02, 2025

    2164 Tanglewood Ct, Highland Park, IL 60035

    • 4 Beds
    • 4 Baths
    • 2,828 Sq Ft
    • Built 1963

    Last Sold Summary

    • 3% Above List Price
    • $292/SF
    • 0 Days On Market

    Current Estimated Value $830,978

    Last Listing Agent Francie Pinkwater Engel & Voelkers Chicago North Shore

    2164 Tanglewood Ct, Highland Park, IL 60035
    • /30

      Est $758,009 Not Listed For Sale

      1231 Ridge Rd, Highland Park, IL 60035

      • 4 Beds
      • 2.5 Baths
      • 1,706 Sq Ft
      • Built 1955
      1231 Ridge Rd, Highland Park, IL 60035

      Last Sold Summary

      • 2% Below List Price
      • $451/SF
      • 32 Days On Market
      • Last Sold Price $770,000
      • May 21, 2024

      Last Listing Agent Julie Fleetwood Jameson Sotheby's International Realty

  • /20

    $505,000 Sold Jul 10, 2025

    1703 Beverly Place, Highland Park, IL 60035

    • 4 Beds
    • 2.5 Baths
    • 1,936 Sq Ft
    • Built 1960

    Last Sold Summary

    • 9% Above List Price
    • $261/SF
    • 5 Days On Market

    Current Estimated Value $518,964

    Last Listing Agent Benjamin Lissner Baird & Warner

    1703 Beverly Place, Highland Park, IL 60035
    • /38

      Est $1,515,809 Not Listed For Sale

      1977 Richfield Ave, Highland Park, IL 60035

      • 7 Beds
      • 5.5 Baths
      • 4,961 Sq Ft
      • Built 2011
      1977 Richfield Ave, Highland Park, IL 60035

      Last Sold Summary

      • 17% Above List Price
      • $262/SF
      • 11 Days On Market
      • Last Sold Price $1,300,000
      • Jul 26, 2023

      Last Listing Agent Cory Green Compass

  • /39

    $757,000 Sold Nov 19, 2025

    3175 Applewood Ct, Highland Park, IL 60035

    • 4 Beds
    • 2.5 Baths
    • 3,100 Sq Ft
    • Built 1986

    Last Sold Summary

    • 5% Below List Price
    • $244/SF
    • 9 Days On Market

    Current Estimated Value $760,949

    Last Listing Agent Linda Levin Jameson Sotheby's Intl Realty

    3175 Applewood Ct, Highland Park, IL 60035
    • /28

      Est $492,587 Not Listed For Sale

      1338 Sunnyside Ave, Highland Park, IL 60035

      • 3 Beds
      • 1.5 Baths
      • 1,264 Sq Ft
      • Built 1954
      1338 Sunnyside Ave, Highland Park, IL 60035

      Last Sold Summary

      • 13% Above List Price
      • $344/SF
      • 2 Days On Market
      • Last Sold Price $435,000
      • Jun 28, 2023

      Last Listing Agent Anne Brahin Keller Williams Thrive

  • /24

    $861,000 Sold Mar 03, 2026

    2446 Western Ave, Highland Park, IL 60035

    • 4 Beds
    • 2.5 Baths
    • 3,675 Sq Ft
    • Built 2004

    Last Sold Summary

    • 1% Above List Price
    • $234/SF
    • 4 Days On Market

    Current Estimated Value $854,215

    Last Listing Agent Jacqueline Lotzof Compass

    2446 Western Ave, Highland Park, IL 60035
    • /16

      Est $493,416 Not Listed For Sale

      1934 Midland Ave, Highland Park, IL 60035

      • 3 Beds
      • 2.5 Baths
      • 1,632 Sq Ft
      • Built 1954
      1934 Midland Ave, Highland Park, IL 60035

      Last Sold Summary

      • 23% Above List Price
      • $246/SF
      • 54 Days On Market
      • Last Sold Price $402,000
      • Mar 04, 2024

      Last Listing Agent Deneen Ruffolo Realty Executives

  • /2

    $1,075,000 Sold Apr 27, 2026

    270 Charal Ln, Highland Park, IL 60035

    • 5 Beds
    • 4.5 Baths
    • 3,450 Sq Ft
    • Built 1963

    Last Sold Summary

    • 2% Above List Price
    • $312/SF
    • 17 Days On Market

    Current Estimated Value $958,370

    Last Listing Agent Beth Wexler @properties Christie's International Real Estate

    270 Charal Ln, Highland Park, IL 60035
    • /31

      Est $1,774,204 Not Listed For Sale

      1865 Midland Ave, Highland Park, IL 60035

      • 4 Beds
      • 4.5 Baths
      • 4,362 Sq Ft
      • Built 2003
      1865 Midland Ave, Highland Park, IL 60035

      Last Sold Summary

      • 3% Below List Price
      • $419/SF
      • 1 Day On Market
      • Last Sold Price $1,827,500
      • Jul 23, 2024

      Last Listing Agent Jodi Taub @ Properties

  • /43

    $1,574,000 Sold Nov 13, 2025

    2021 Saint Johns Ave Unit 4C, Highland Park, IL 60035

    • 3 Beds
    • 4.5 Baths
    • 4,610 Sq Ft
    • Built 2001

    Last Sold Summary

    • 17% Below List Price
    • $341/SF
    • 40 Days On Market

    Current Estimated Value $1,588,282

    Last Listing Agent Patricia Denenberg @properties Christie's International Real Estate

    2021 Saint Johns Ave Unit 4C, Highland Park, IL 60035
    • /28

      Est $986,262 Not Listed For Sale

      1415 Ridge Rd, Highland Park, IL 60035

      • 4 Beds
      • 2.5 Baths
      • 2,972 Sq Ft
      • Built 1950
      1415 Ridge Rd, Highland Park, IL 60035

      Last Sold Summary

      • 13% Above List Price
      • $293/SF
      • 31 Days On Market
      • Last Sold Price $870,000
      • Aug 03, 2023

      Last Listing Agent Beth Wexler @ Properties

  • /30

    $459,000 Sold Jan 08, 2026

    1633 2nd St Unit 302, Highland Park, IL 60035

    • 2 Beds
    • 2 Baths
    • 1,490 Sq Ft
    • Built 2001

    Last Sold Summary

    • 2% Below List Price
    • $308/SF
    • 15 Days On Market

    Current Estimated Value $459,872

    Last Listing Agent Honore Frumentino @properties Christie's International Real Estate

    1633 2nd St Unit 302, Highland Park, IL 60035
    • /32

      Est $978,756 Not Listed For Sale

      1976 Northland Ave, Highland Park, IL 60035

      • 4 Beds
      • 3.5 Baths
      • 2,452 Sq Ft
      • Built 1955
      1976 Northland Ave, Highland Park, IL 60035

      Last Sold Summary

      • 1% Above List Price
      • $395/SF
      • 4 Days On Market
      • Last Sold Price $969,000
      • Mar 05, 2025

      Last Listing Agent Marcia Lyman Engel & Voelkers Chicago North Shore

  • /54

    $851,111 Sold Jul 15, 2025

    1350 Saint Johns Ave, Highland Park, IL 60035

    • 5 Beds
    • 2 Baths
    • 2,692 Sq Ft
    • Built 1920

    Last Sold Summary

    • 7% Above List Price
    • $316/SF
    • 5 Days On Market

    Current Estimated Value $867,600

    Last Listing Agent Cory Albiani @properties Christie's International Real Estate

    1350 Saint Johns Ave, Highland Park, IL 60035
    • /23

      Est $779,780 Not Listed For Sale

      1462 Sherwood Rd, Highland Park, IL 60035

      • 4 Beds
      • 2.5 Baths
      • 2,622 Sq Ft
      • Built 1944
      1462 Sherwood Rd, Highland Park, IL 60035

      Last Sold Summary

      • 12% Above List Price
      • $267/SF
      • 2 Days On Market
      • Last Sold Price $699,000
      • Dec 29, 2023

      Last Listing Agent Margie Brooks Baird Warner

  • /26

    $274,900 Sold Mar 31, 2026

    1220 Park Ave W Unit 134, Highland Park, IL 60035

    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft
    • Built 1970

    Last Sold Summary

    • 2% Below List Price
    • $218/SF
    • 34 Days On Market

    Current Estimated Value $276,551

    Last Listing Agent Karla Garcia eXp Realty

    1220 Park Ave W Unit 134, Highland Park, IL 60035
    • /31

      Est $956,401 Not Listed For Sale

      1770 Northland Ave, Highland Park, IL 60035

      • 3 Beds
      • 3.5 Baths
      • 2,254 Sq Ft
      • Built 1954
      1770 Northland Ave, Highland Park, IL 60035

      Last Sold Summary

      • 3% Above List Price
      • $413/SF
      • 1 Day On Market
      • Last Sold Price $932,000
      • Nov 15, 2023

      Last Listing Agent Cheryl Waldstein @ Properties

  • /40

    $1,600,000 Sold Jan 30, 2026

    1666 Cloverdale Ave, Highland Park, IL 60035

    • 4 Beds
    • 5 Baths
    • 4,222 Sq Ft
    • Built 1975

    Last Sold Summary

    • $379/SF
    • 4 Days On Market

    Current Estimated Value $1,578,383

    Last Listing Agent Jacqueline Lotzof Compass

    1666 Cloverdale Ave, Highland Park, IL 60035
    • /23

      Est $743,108 Not Listed For Sale

      1437 Eastwood Ave, Highland Park, IL 60035

      • 4 Beds
      • 3 Baths
      • 3,165 Sq Ft
      • Built 1950
      1437 Eastwood Ave, Highland Park, IL 60035

      Last Sold Summary

      • 6% Above List Price
      • $221/SF
      • 3 Days On Market
      • Last Sold Price $700,000
      • Aug 23, 2024

      Last Listing Agent Janice Goldblatt @ Properties

  • /2

    $985,000 Sold May 05, 2026

    2892 Parkside Dr, Highland Park, IL 60035

    • 5 Beds
    • 3 Baths
    • 3,596 Sq Ft
    • Built 1977

    Last Sold Summary

    • 9% Above List Price
    • $274/SF
    • 5 Days On Market

    Current Estimated Value $625,514

    Last Listing Agent Jessica Xu Concentric Realty, Inc

    2892 Parkside Dr, Highland Park, IL 60035
    • /33

      Est $1,114,119 Not Listed For Sale

      1891 Northland Ave, Highland Park, IL 60035

      • 4 Beds
      • 3.5 Baths
      • 4,269 Sq Ft
      • Built 1999
      1891 Northland Ave, Highland Park, IL 60035

      Last Sold Summary

      • 1% Below List Price
      • $265/SF
      • 7 Days On Market
      • Last Sold Price $1,130,000
      • Apr 17, 2024

      Last Listing Agent Melissa Siegal @ Properties

  • /27

    $960,000 Sold Sep 12, 2025

    1631 Arbor Ave, Highland Park, IL 60035

    • 4 Beds
    • 5 Baths
    • 3,861 Sq Ft
    • Built 1961

    Last Sold Summary

    • 13% Above List Price
    • $249/SF
    • 6 Days On Market

    Current Estimated Value $1,024,830

    Last Listing Agent Jodi Taub @properties Christie's International Real Estate

    1631 Arbor Ave, Highland Park, IL 60035
    • /17

      Est $733,865 Not Listed For Sale

      1516 Cloverdale Ave, Highland Park, IL 60035

      • 3 Beds
      • 2 Baths
      • 1,727 Sq Ft
      • Built 1957
      1516 Cloverdale Ave, Highland Park, IL 60035

      Last Sold Summary

      • 5% Above List Price
      • $405/SF
      • 3 Days On Market
      • Last Sold Price $700,000
      • Jun 07, 2024

      Last Listing Agent Debbie Miller Cohen Baird Warner

  • /7

    $3,700,000 Sold May 20, 2025

    1950 Sheridan Rd Unit 401, Highland Park, IL 60035

    • 3 Beds
    • 4.5 Baths
    • 4,526 Sq Ft
    • Built 2023

    Last Sold Summary

    • 2% Below List Price
    • $817/SF
    • 40 Days On Market

    Last Listing Agent Shari Saratovsky Diplomat Realty, Inc.

    1950 Sheridan Rd Unit 401, Highland Park, IL 60035
    • /23

      Est $721,818 Not Listed For Sale

      1894 York Ln, Highland Park, IL 60035

      • 3 Beds
      • 3 Baths
      • 1,642 Sq Ft
      • Built 1959
      1894 York Ln, Highland Park, IL 60035

      Last Sold Summary

      • 5% Above List Price
      • $418/SF
      • 2 Days On Market
      • Last Sold Price $686,500
      • Sep 25, 2023

      Last Listing Agent Beth Alberts Compass

  • /32

    $750,000 Sold Jun 09, 2025

    3117 Centennial Ln, Highland Park, IL 60035

    • 4 Beds
    • 2.5 Baths
    • 2,612 Sq Ft
    • Built 1982

    Last Sold Summary

    • 6% Below List Price
    • $287/SF
    • 10 Days On Market

    Current Estimated Value $756,869

    Last Listing Agent Karen Skurie Baird & Warner

    3117 Centennial Ln, Highland Park, IL 60035
    • /2

      Est $1,240,372 Not Listed For Sale

      1999 York Ln, Highland Park, IL 60035

      • 5 Beds
      • 5.5 Baths
      • 3,659 Sq Ft
      • Built 2004
      1999 York Ln, Highland Park, IL 60035

      Last Sold Summary

      • 13% Above List Price
      • $301/SF
      • 12 Days On Market
      • Last Sold Price $1,100,000
      • Mar 05, 2024

      Last Listing Agent Jane Lee RE/MAX

  • /28

    $372,000 Sold Sep 25, 2025

    1097 Deerfield Place Unit 1097, Highland Park, IL 60035

    • 2 Beds
    • 2.5 Baths
    • 1,550 Sq Ft
    • Built 1980

    Last Sold Summary

    • 3% Above List Price
    • $240/SF
    • 14 Days On Market

    Current Estimated Value $379,936

    Last Listing Agent Josephine Wang Concentric Realty Inc.

    1097 Deerfield Place Unit 1097, Highland Park, IL 60035
    • /28

      Est $804,009 Not Listed For Sale

      1906 Berkeley Rd, Highland Park, IL 60035

      • 4 Beds
      • 2.5 Baths
      • 1,662 Sq Ft
      • Built 1957
      1906 Berkeley Rd, Highland Park, IL 60035

      Last Sold Summary

      • 8% Above List Price
      • $448/SF
      • 0 Days On Market
      • Last Sold Price $745,000
      • May 06, 2024

      Last Listing Agent Rebekah Butler Jameson Sotheby's International Realty

  • /2

    $1,650,000 Sold Nov 06, 2025

    1953 Keats Ct, Highland Park, IL 60035

    • 5 Beds
    • 5.5 Baths
    • 7,200 Sq Ft
    • Built 1988

    Last Sold Summary

    • 3% Below List Price
    • $229/SF
    • 10 Days On Market

    Current Estimated Value $1,613,123

    Last Listing Agent Robert Baum @properties Commercial

    1953 Keats Ct, Highland Park, IL 60035
    • /19

      Est $601,731 Not Listed For Sale

      839 Sumac Rd, Highland Park, IL 60035

      • 4 Beds
      • 2.5 Baths
      • 2,446 Sq Ft
      • Built 1960
      839 Sumac Rd, Highland Park, IL 60035

      Last Sold Summary

      • 24% Above List Price
      • $198/SF
      • 3 Days On Market
      • Last Sold Price $485,000
      • May 15, 2023

      Last Listing Agent Nancy London Baird Warner

  • /34

    $545,000 Sold Mar 17, 2026

    620 Homewood Ave Unit 405, Highland Park, IL 60035

    • 3 Beds
    • 2.5 Baths
    • 1,972 Sq Ft
    • Built 2000

    Last Sold Summary

    • 5% Below List Price
    • $276/SF
    • 3 Days On Market

    Current Estimated Value $580,042

    Last Listing Agent Joel Holland Keller Williams ONEChicago

    620 Homewood Ave Unit 405, Highland Park, IL 60035
    • /20

      Est $580,499 Not Listed For Sale

      832 Sumac Rd, Highland Park, IL 60035

      • 3 Beds
      • 2 Baths
      • 1,836 Sq Ft
      • Built 1959
      832 Sumac Rd, Highland Park, IL 60035

      Last Sold Summary

      • 2% Below List Price
      • $324/SF
      • 2 Days On Market
      • Last Sold Price $595,000
      • Feb 25, 2025

      Last Listing Agent Matthew Messel Compass

  • /55

    $875,000 Sold Oct 03, 2025

    1345 Saint Johns Ave, Highland Park, IL 60035

    • 5 Beds
    • 4 Baths
    • 2,510 Sq Ft
    • Built 1923

    Last Sold Summary

    • 3% Above List Price
    • $349/SF
    • 2 Days On Market

    Current Estimated Value $856,289

    Last Listing Agent Cory Albiani @properties Christie's International Real Estate

    1345 Saint Johns Ave, Highland Park, IL 60035

Showing Results 561 - 600, Page 15 of 18

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