12,777

Highland Park, IL Homes

Section Image
    • /38

      Est $714,447 Not Listed For Sale

      103 Green Bay Rd, Highland Park, IL 60035

      • 3 Beds
      • 1.5 Baths
      • 2,082 Sq Ft
      • Built 1926
      103 Green Bay Rd, Highland Park, IL 60035

      Last Sold Summary

      • 29% Above List Price
      • $267/SF
      • 84 Days On Market

      Last Sold Price $555,000

      Last Listing Agent Gus Karigan @ Properties

  • /25

    $825,000 Pending

    • 4 Beds
    • 3 Baths
    • 2,671 Sq Ft

    340 Flora Place, Highland Park, IL 60035

    Move right into this charming, meticulously maintained Ravinia gem. The sun-drenched main level features a gracious living room anchored by a wood-burning fireplace, a cozy private library, a full bath and a spacious family room that flows seamlessly into the kitchen and dining area. The second floor offers four generous bedrooms and two full baths. The spectacular primary suite boasts soaring

    Lisa Schulkin @properties Christie's International Real Estate

    340 Flora Place, Highland Park, IL 60035
  • /23

    $615,000 Sold Jul 08, 2025

    3120 Cottonwood Ct, Highland Park, IL 60035

    • 4 Beds
    • 2.5 Baths
    • 3,574 Sq Ft
    • Built 1987

    Last Sold Summary

    • 2% Below List Price
    • $172/SF
    • 13 Days On Market

    Current Estimated Value $658,166

    Last Listing Agent Ryan Pavey Baird & Warner

    3120 Cottonwood Ct, Highland Park, IL 60035
    • /31

      Est $1,180,279 Not Listed For Sale

      580 Rambler Ln, Highland Park, IL 60035

      • 4 Beds
      • 3 Baths
      • 3,535 Sq Ft
      • Built 1954
      580 Rambler Ln, Highland Park, IL 60035

      Last Sold Summary

      • 24% Above List Price
      • $269/SF
      • 14 Days On Market

      Last Sold Price $950,000

      Last Listing Agent Lyn Wise @ Properties

  • /43

    $649,900 Pending

    • 3 Beds
    • 2.5 Baths

    1760 Midland Ave, Highland Park, IL 60035

    Welcome to this charming home situated on a corner lot in highly desirable Sherwood Forest. Enter through the inviting brick patio walkway, framed by beautiful landscaping, and step into a welcoming foyer with well-maintained hardwood floors. The spacious living room features three directions of exposure for exceptional natural light, a cozy wood-burning fireplace, built-in shelving, and plenty

    Keith Brand Berkshire Hathaway HomeServices Chicago

    1760 Midland Ave, Highland Park, IL 60035
  • /2

    $910,000 Sold Jul 22, 2025

    3105 Warbler Place, Highland Park, IL 60035

    • 4 Beds
    • 3.5 Baths
    • 3,914 Sq Ft
    • Built 1980

    Last Sold Summary

    • 1% Below List Price
    • $232/SF
    • 7 Days On Market

    Current Estimated Value $933,348

    Last Listing Agent Carol Gooze @properties Christie's International Real Estate

    3105 Warbler Place, Highland Park, IL 60035
    • /40

      Est $976,735 Not Listed For Sale

      377 Delta Rd, Highland Park, IL 60035

      • 5 Beds
      • 5 Baths
      • 3,019 Sq Ft
      • Built 1939
      377 Delta Rd, Highland Park, IL 60035

      Last Sold Summary

      • $323/SF
      • 17 Days On Market

      Last Sold Price $975,000

      Last Listing Agent Ornit Mandell Ornit Mandell

  • /52

    $2,850,000

    • 6 Beds
    • 6.5 Baths
    • 8,256 Sq Ft

    493 Hazel Ave, Highland Park, IL 60035

    Why Would You Want Ordinary When You Can Have Extraordinary! This Stunning and Majestic Brick Home Sits on Over an Acre in the Heart of Highland Park and Features a 40' Indoor Pool with a Wall of Glass that Opens to the Outdoors! Over 8000 Sq Ft plus 2330 Sq Ft in the Finished Walkout Basement, It Boasts Barrel Ceilings over 20' High and 5 Fireplaces. The Double Island Chefs Kitchen has a

    Janet Borden Compass

    493 Hazel Ave, Highland Park, IL 60035
  • /27

    $900,000 Sold May 19, 2025

    960 Harvard Ct, Highland Park, IL 60035

    • 3 Beds
    • 2.5 Baths
    • 2,443 Sq Ft
    • Built 1937

    Last Sold Summary

    • 13% Above List Price
    • $368/SF

    Current Estimated Value $909,548

    Last Listing Agent Beth Alberts Compass

    960 Harvard Ct, Highland Park, IL 60035
    • /21

      Est $705,273 Not Listed For Sale

      238 Pierce Rd, Highland Park, IL 60035

      • 3 Beds
      • 2 Baths
      • 2,814 Sq Ft
      • Built 1951
      238 Pierce Rd, Highland Park, IL 60035

      Last Sold Summary

      • 26% Above List Price
      • $199/SF
      • 11 Days On Market

      Last Sold Price $560,000

      Last Listing Agent Jill Briskman @ Properties

  • /35

    $989,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 3,101 Sq Ft

    865 Laurel Ave Unit 5, Highland Park, IL 60035

    Welcome to 865 Laurel Ave, in the prestigious Laurel Court Highland Park townhome community. This beautifully updated luxury townhouse offers elegant living across three thoughtfully designed levels. The entire home has been freshly painted, including doors, trim, and baseboards, creating a crisp and sophisticated feel throughout. There are two furnaces and one replaced in 2023, Washing machine

    Tonie Adams Coldwell Banker Realty

    865 Laurel Ave Unit 5, Highland Park, IL 60035
  • /32

    $1,175,000 Sold Nov 14, 2025

    2524 Augusta Way, Highland Park, IL 60035

    • 3 Beds
    • 2.5 Baths
    • 2,960 Sq Ft
    • Built 2000

    Last Sold Summary

    • 10% Below List Price
    • $397/SF
    • 9 Days On Market

    Current Estimated Value $1,203,333

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

    2524 Augusta Way, Highland Park, IL 60035
    • /31

      Est $843,849 Not Listed For Sale

      260 Lakeside Place, Highland Park, IL 60035

      • 4 Beds
      • 2.5 Baths
      • 2,737 Sq Ft
      • Built 1936
      260 Lakeside Place, Highland Park, IL 60035

      Last Sold Summary

      • 30% Above List Price
      • $237/SF
      • 40 Days On Market

      Last Sold Price $650,000

      Last Listing Agent Ted Pickus @ Properties

  • /30

    $950,000 Pending

    • 5 Beds
    • 4.5 Baths
    • 4,326 Sq Ft

    200 Braeburn Rd, Highland Park, IL 60035

    Rare opportunity in the coveted Braeside School District, ideally situated on a private street and set along a beautiful ravine. Just moments from Ravinia Festival, this property offers a truly special location with privacy, natural views, and proximity to one of Highland Park's most beloved attractions. The home offers generous living space and a functional layout, providing a solid foundation

    Nancy Roseth @properties Christie's International Real Estate

    200 Braeburn Rd, Highland Park, IL 60035
  • /40

    $2,255,000 Sold Dec 19, 2025

    2276 Linden Ave, Highland Park, IL 60035

    • 6 Beds
    • 6 Baths
    • 6,000 Sq Ft
    • Built 1919

    Last Sold Summary

    • $376/SF
    • 5 Days On Market

    Current Estimated Value $2,250,496

    Last Listing Agent Marlene Rubenstein Baird & Warner

    2276 Linden Ave, Highland Park, IL 60035
    • /34

      Est $1,320,639 Not Listed For Sale

      340 Carol Ct, Highland Park, IL 60035

      • 4 Beds
      • 4.5 Baths
      • 3,216 Sq Ft
      • Built 1936
      340 Carol Ct, Highland Park, IL 60035

      Last Sold Summary

      • 10% Above List Price
      • $373/SF
      • 3 Days On Market

      Last Sold Price $1,200,000

      Last Listing Agent Ted Pickus @ Properties

  • /41

    $2,750,000

    • 7 Beds
    • 6.5 Baths
    • 10,097 Sq Ft

    3481 Bradley Ct, Highland Park, IL 60035

    Situated on a tranquil cul-de-sac just off the shores of Lake Michigan, in Highland Park's prestigious and historically rich Fort Sheridan neighborhood, this architectural masterpiece by renowned architect Samuel G. Footlik seamlessly blends timeless craftsmanship with sophisticated modern updates-just steps from the lakefront, scenic trails, and pristine beaches. A grand foyer with a sweeping

    Colby Price Jameson Sotheby's Intl Realty

    3481 Bradley Ct, Highland Park, IL 60035
  • /31

    $637,500 Sold Apr 11, 2025

    1464 Oakwood Ave, Highland Park, IL 60035

    • 4 Beds
    • 3 Baths
    • 2,540 Sq Ft
    • Built 1926

    Last Sold Summary

    • 15% Below List Price
    • $251/SF
    • 20 Days On Market

    Current Estimated Value $714,905

    Last Listing Agent Ann Lyon @properties Christie's International Real Estate

    1464 Oakwood Ave, Highland Park, IL 60035
    • /28

      Est $1,060,123 Not Listed For Sale

      46 Insignia Ct, Highland Park, IL 60035

      • 4 Beds
      • 3.5 Baths
      • 3,743 Sq Ft
      • Built 2001
      46 Insignia Ct, Highland Park, IL 60035

      Last Sold Summary

      • 13% Above List Price
      • $250/SF
      • 2 Days On Market

      Last Sold Price $935,000

      Last Listing Agent Beth Wexler @ Properties

  • /33

    $1,650,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 3,330 Sq Ft

    203 Prospect Ave, Highland Park, IL 60035

    Excellently located, recently remodeled vintage home just steps from the lake in East Highland Park. Renovated in 2018, this classic 4 bedroom, 3.1 bath home seamlessly blends timeless architectural character with thoughtfully integrated modern amenities. Updates were completed to preserve the home's original feel while enhancing comfort, functionality, and style throughout. Newly appointed

    Margie Brooks Baird & Warner

    203 Prospect Ave, Highland Park, IL 60035
  • /36

    $815,000 Sold Aug 29, 2025

    325 Seven Pines Cir, Highland Park, IL 60035

    • 4 Beds
    • 3 Baths
    • 3,448 Sq Ft
    • Built 1961

    Last Sold Summary

    • 1% Below List Price
    • $236/SF
    • 5 Days On Market

    Current Estimated Value $849,500

    Last Listing Agent Kaylin Goldstein @properties Christie's International Real Estate

    325 Seven Pines Cir, Highland Park, IL 60035
    • /37

      Est $811,051 Not Listed For Sale

      25 Turnbull Woods Ct, Highland Park, IL 60035

      • 4 Beds
      • 2.5 Baths
      • 1,775 Sq Ft
      • Built 1961
      25 Turnbull Woods Ct, Highland Park, IL 60035

      Last Sold Summary

      • 11% Above List Price
      • $411/SF
      • 7 Days On Market

      Last Sold Price $730,000

      Last Listing Agent Joe Tyler Gerber Baird Warner

  • /25

    $1,435,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 3,782 Sq Ft

    1725 Lilly Ct, Highland Park, IL 60035

    Fabulous ranch in maintenance-free Hybernia offers effortless single-level living with upscale finishes throughout. The inviting great room features vaulted ceilings and a newly designed stone fireplace flanked by custom cabinetry. Floor-to-ceiling windows and sliders from the living room and kitchen open to a redesigned Trex deck overlooking serene pond views. The renovated kitchen is a cook's

    Maxine Goldberg Engel & Voelkers Chicago North Shore

    1725 Lilly Ct, Highland Park, IL 60035
  • /49

    $1,100,000 Sold May 30, 2025

    1730 Wildrose Ct, Highland Park, IL 60035

    • 4 Beds
    • 6 Baths
    • 5,275 Sq Ft
    • Built 1995

    Last Sold Summary

    • 12% Below List Price
    • $209/SF
    • 28 Days On Market

    Current Estimated Value $1,216,108

    Last Listing Agent Ted Apostol Redfin Corporation

    1730 Wildrose Ct, Highland Park, IL 60035
    • /2

      Est $1,239,841 Not Listed For Sale

      1065 County Line Rd, Highland Park, IL 60035

      • 6 Beds
      • 5.5 Baths
      • 5,284 Sq Ft
      • Built 2012
      1065 County Line Rd, Highland Park, IL 60035

      Last Sold Summary

      • 12% Above List Price
      • $210/SF
      • 25 Days On Market

      Last Sold Price $1,110,000

      Last Listing Agent Ella Shlyak Compass

  • /8

    $499,000

    • 4 Beds
    • 2 Baths

    636 Homewood Ave, Highland Park, IL 60035

    2 Flat. Each unit is 2 bedrooms, 1 bath. Long time tenants. Basement. Large parking lot. Near town, train, park, hospital and more. Sold "As Is".

    Andrew Shevelev American Real Estate Services

    636 Homewood Ave, Highland Park, IL 60035
  • /10

    $1,925,000 Sold May 30, 2025

    2000 Half Day Rd, Highland Park, IL 60035

    • 4 Beds
    • 4 Baths
    • 4,800 Sq Ft
    • Built 1967

    Last Sold Summary

    • 26% Below List Price
    • $401/SF
    • 0 Days On Market

    Current Estimated Value $2,092,124

    Last Listing Agent Sheryl Fisher Coldwell Banker Realty

    2000 Half Day Rd, Highland Park, IL 60035
    • /19

      Est $1,524,851 Not Listed For Sale

      796 Marion Ave, Highland Park, IL 60035

      • 4 Beds
      • 5.5 Baths
      • 4,253 Sq Ft
      • Built 2003
      796 Marion Ave, Highland Park, IL 60035

      Last Sold Summary

      • $359/SF
      • 12 Days On Market

      Last Sold Price $1,525,000

      Last Listing Agent Jodi Taub @ Properties

  • /18

    $289,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,407 Sq Ft

    1795 Lake Cook Rd Unit 207, Highland Park, IL 60035

    Bright and spacious rarely available 2 bedroom 2 bath condo at Americana with 2 indoor garage spaces, #5 & 12, storage locker on the floor and in-unit laundry. Gracious tiled Foyer with large guest closet welcomes you into this condo. Large Living Room, with a fireplace, and Dining Room combo are perfect for entertaining, as well as offering access to the balcony, which extends from the Living

    Janie Bress @properties Christie's International Real Estate

    1795 Lake Cook Rd Unit 207, Highland Park, IL 60035
  • /36

    $825,000 Sold Mar 26, 2025

    518 Braeside Rd, Highland Park, IL 60035

    • 3 Beds
    • 2.5 Baths
    • 2,748 Sq Ft
    • Built 1926

    Last Sold Summary

    • $300/SF
    • 2 Days On Market

    Current Estimated Value $885,957

    Last Listing Agent Nancy Karp @properties Christie's International Real Estate

    518 Braeside Rd, Highland Park, IL 60035
    • /31

      Est $843,370 Not Listed For Sale

      830 Marion Ave, Highland Park, IL 60035

      • 4 Beds
      • 3 Baths
      • 2,724 Sq Ft
      • Built 1959
      830 Marion Ave, Highland Park, IL 60035

      Last Sold Summary

      • 5% Above List Price
      • $296/SF
      • 3 Days On Market

      Last Sold Price $805,000

      Last Listing Agent Carol Santi Coldwell Banker Realty

  • /31

    $525,000 Pending

    • 3 Beds
    • 3.5 Baths
    • 1,460 Sq Ft

    342 Park Ave, Highland Park, IL 60035

    Sun-filled and beautifully maintained brick townhome in a phenomenal East Highland Park location-close to everything the vibrant downtown has to offer. The open first-floor layout features hardwood floors in LR/DR and an inviting flow ideal for both everyday living and entertaining. Upstairs you'll find three nicely sized bedrooms, all with hardwood floors and a convenient laundry closet. The

    Chris Veech @properties Christie's International Real Estate

    342 Park Ave, Highland Park, IL 60035
  • /15

    $449,000 Sold Aug 15, 2025

    1247 Cavell Ave, Highland Park, IL 60035

    • 3 Beds
    • 2 Baths
    • 1,623 Sq Ft
    • Built 1953

    Last Sold Summary

    • $277/SF
    • 6 Days On Market

    Current Estimated Value $468,245

    Last Listing Agent Angelina Morrone @properties Christie's International Real Estate

    1247 Cavell Ave, Highland Park, IL 60035
    • /28

      Est $543,772 Not Listed For Sale

      888 Marion Ave, Highland Park, IL 60035

      • 2 Beds
      • 3 Baths
      • 1,410 Sq Ft
      • Built 1949
      888 Marion Ave, Highland Park, IL 60035

      Last Sold Summary

      • 4% Above List Price
      • $372/SF
      • 25 Days On Market

      Last Sold Price $525,000

      Last Listing Agent Scott Berg Berg Properties

  • /27

    $945,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,659 Sq Ft

    Unlisted Address

    Discover a truly unique Mid-Century home designed by Keck & Keck perfectly located within steps of the Ravinia grounds, train stop and shops. Approaching the home you'll notice a privacy fence of evergreens, step inside a serene courtyard to find a thoughtfully updated home blending character and modern comfort. Enjoy the inviting, light filled open layout with the floor-to-ceiling windows,

    Marco Mejia Lucid Realty, Inc.

    Unlisted Address
  • /2

    $1,065,000 Sold Nov 14, 2025

    140 Hazel Ave, Highland Park, IL 60035

    • 4 Beds
    • 2.5 Baths
    • 2,600 Sq Ft
    • Built 1948

    Last Sold Summary

    • 5% Below List Price
    • $410/SF
    • 11 Days On Market

    Current Estimated Value $1,085,911

    Last Listing Agent Kostas Kondratas Illinois Real Estate Partners Inc

    140 Hazel Ave, Highland Park, IL 60035
    • /25

      Est $766,019 Not Listed For Sale

      825 Marion Ave, Highland Park, IL 60035

      • 4 Beds
      • 2.5 Baths
      • 2,666 Sq Ft
      • Built 1939
      825 Marion Ave, Highland Park, IL 60035

      Last Sold Summary

      • 2% Above List Price
      • $281/SF
      • 32 Days On Market

      Last Sold Price $748,000

      Last Listing Agent Susan Brown Burklin @ Properties

  • /29

    $925,000 Pending

    • 5 Beds
    • 3.5 Baths
    • 2,935 Sq Ft

    434 Lakeside Manor Rd, Highland Park, IL 60035

    Multiple offers received. Best and final due by 6pm on Sunday, February 22. Experience the epitome of old Highland Park charm in this stunning Mediterranean-style home, perfectly situated in the desirable Braeside neighborhood. From its mostly brick exterior and professional landscaping to the meticulously updated interior, this home offers a seamless blend of timeless character and modern

    Carly Jones Engel & Voelkers Chicago North Shore

    434 Lakeside Manor Rd, Highland Park, IL 60035
  • /5

    $508,000 Sold Aug 22, 2025

    1726 Park Ave W, Highland Park, IL 60035

    • Land
    • 0.87 Acre
    • $583,908 per Acre

    Last Sold Summary

    • 7% Below List Price
    • 34 Days On Market

    Current Estimated Value $520,436

    Last Listing Agent Benjamin Lovinger Baird & Warner

    1726 Park Ave W, Highland Park, IL 60035
    • /20

      Est $764,129 Not Listed For Sale

      739 Marion Ave, Highland Park, IL 60035

      • 4 Beds
      • 2.5 Baths
      • 2,442 Sq Ft
      • Built 1947
      739 Marion Ave, Highland Park, IL 60035

      Last Sold Summary

      • 5% Above List Price
      • $297/SF
      • 39 Days On Market

      Last Sold Price $725,000

      Last Listing Agent Annette Blumberg Baird Warner

Showing Results 161 - 200, Page 5 of 18

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