12,777

Highland Park, IL Homes

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  • /11

    $1,402,600 Sold Oct 10, 2025

    111 Sheridan Rd, Highland Park, IL 60035

    • 5 Beds
    • 4.5 Baths
    • 6,227 Sq Ft
    • Built 2005

    Last Sold Summary

    • 6% Below List Price
    • $225/SF
    • 0 Days On Market

    Current Estimated Value $1,454,088

    Last Listing Agent Merle Kirsner-Styer Engel & Voelkers Chicago North Shore

    111 Sheridan Rd, Highland Park, IL 60035
    • /26

      Est $863,595 Not Listed For Sale

      295 Charal Ln, Highland Park, IL 60035

      • 4 Beds
      • 2.5 Baths
      • 2,260 Sq Ft
      • Built 1962
      295 Charal Ln, Highland Park, IL 60035

      Last Sold Summary

      • 7% Below List Price
      • $412/SF
      • 6 Days On Market

      Last Sold Price $930,000

      Last Listing Agent Ted Pickus @ Properties

  • /82

    $3,800,000

    • 7 Beds
    • 8 Baths
    • 7,891 Sq Ft

    34 Logan Loop Unit 242, Highland Park, IL 60035

    Historic Queen Anne mansion overlooking Lake Michigan! Set on a private 3/4 acre. Very private, only one neighbor-surrounded on three sides by park,ravine, and Lake, adding "borrowed landscape". Premier location within the "Fort Sheridan" neighborhood of Highland Park, offering parks, nearby restaurants, walking trails, beach, and many cultural activities. NuHaus kitchen overlooks Lake. Gorgeous

    Eileen Campbell Jameson Sotheby's International Realty

    34 Logan Loop Unit 242, Highland Park, IL 60035
  • /18

    $550,000 Sold May 28, 2025

    2904 Summit Ave, Highland Park, IL 60035

    • 3 Beds
    • 2 Baths
    • 1,496 Sq Ft
    • Built 1956

    Last Sold Summary

    • $368/SF
    • 27 Days On Market

    Current Estimated Value $583,624

    Last Listing Agent Jonathan Ernest Berkshire Hathaway HomeServices Chicago

    2904 Summit Ave, Highland Park, IL 60035
    • /20

      Est $828,392 Not Listed For Sale

      312 Charal Ln, Highland Park, IL 60035

      • 4 Beds
      • 5 Baths
      • 3,254 Sq Ft
      • Built 1963
      312 Charal Ln, Highland Park, IL 60035

      Last Sold Summary

      • 35% Above List Price
      • $189/SF
      • 11 Days On Market

      Last Sold Price $615,000

      Last Listing Agent Lisa Rome Jameson Sotheby's International Realty

  • /64

    $1,575,000

    • 5 Beds
    • 5.5 Baths
    • 5,819 Sq Ft

    3464 Old Mill Rd, Highland Park, IL 60035

    Expanded and renovated in 2008, this two-story prairie-style executive home offers over 9,000 square feet of finished living area across three levels, all easily accessible by a centrally located elevator or stairs, and is situated on over an acre of wooded property along a quiet, private road in Highland Park. The home offers exceptional flexibility with spaces ideal for a variety of lifestyles,

    Kelly Ipjian Exit Strategy Realty

    3464 Old Mill Rd, Highland Park, IL 60035
  • /13

    $299,000 Sold Nov 10, 2025

    1601 Oakwood Ave Unit 406, Highland Park, IL 60035

    • 2 Beds
    • 2 Baths
    • 1,240 Sq Ft
    • Built 1981

    Last Sold Summary

    • 11% Below List Price
    • $241/SF
    • 26 Days On Market

    Current Estimated Value $308,970

    Last Listing Agent Diana Marcus @properties Christie's International Real Estate

    1601 Oakwood Ave Unit 406, Highland Park, IL 60035
    • /22

      Est $928,127 Not Listed For Sale

      322 Charal Ln, Highland Park, IL 60035

      • 4 Beds
      • 2.5 Baths
      • 3,150 Sq Ft
      • Built 1961
      322 Charal Ln, Highland Park, IL 60035

      Last Sold Summary

      • 3% Above List Price
      • $287/SF
      • 0 Days On Market

      Last Sold Price $905,000

      Last Listing Agent Geri Emalfarb @ Properties

  • /29

    $635,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,528 Sq Ft

    3373 Brook Rd, Highland Park, IL 60035

    MULTIPLE OFFERS RECEIVED - BEST AND FINAL DUE THURSDAY, 12 PM. Welcoming two story home sits on a picturesque, mature corner lot in the Highlands, creating a story book atmosphere. Warmth, comfort and character are the hallmarks of this well maintained home. Flexibility and potential create a large living space composed of a sunny Living Room with new bay window, Dining addition, Family Room next

    Lynn Kosner Baird & Warner

    3373 Brook Rd, Highland Park, IL 60035
  • /25

    $975,000 Sold May 21, 2025

    2451 Augusta Way, Highland Park, IL 60035

    • 3 Beds
    • 3.5 Baths
    • 2,732 Sq Ft
    • Built 2000

    Last Sold Summary

    • $357/SF
    • 28 Days On Market

    Current Estimated Value $1,026,897

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

    2451 Augusta Way, Highland Park, IL 60035
    • /35

      Est $941,656 Not Listed For Sale

      360 Charal Ln, Highland Park, IL 60035

      • 5 Beds
      • 3.5 Baths
      • 2,911 Sq Ft
      • Built 1970
      360 Charal Ln, Highland Park, IL 60035

      Last Sold Summary

      • 5% Above List Price
      • $309/SF
      • 11 Days On Market

      Last Sold Price $900,000

      Last Listing Agent Janet Borden Compass

  • /64

    $1,875,000

    • 6 Beds
    • 6.5 Baths
    • 5,000 Sq Ft

    215 Prospect Ave, Highland Park, IL 60035

    Thornycote a 1901 English Arts and Crafts design by Howard Van Doren Shaw, is a home where craftsmanship, harmony, and grace still define daily life. Set on over an acre of lush, landscaped land near Lake Michigan, this residence invites admiration and offers a sense of place within its storied past. A handsome foyer introduces the home's refined proportions and the richness of its historic

    Keith Goad Berkshire Hathaway HomeServices Chicago

    215 Prospect Ave, Highland Park, IL 60035
  • /28

    $825,000 Sold Nov 04, 2025

    590 Rambler Ln, Highland Park, IL 60035

    • 4 Beds
    • 3 Baths
    • 2,800 Sq Ft
    • Built 1954

    Last Sold Summary

    • 3% Above List Price
    • $295/SF
    • 3 Days On Market

    Current Estimated Value $829,923

    Last Listing Agent Eve Del Monte Coldwell Banker Realty

    590 Rambler Ln, Highland Park, IL 60035
    • /21

      Est $867,814 Not Listed For Sale

      848 Timber Hill Rd, Highland Park, IL 60035

      • 4 Beds
      • 2.5 Baths
      • 2,624 Sq Ft
      • Built 1964
      848 Timber Hill Rd, Highland Park, IL 60035

      Last Sold Summary

      • 23% Above List Price
      • $269/SF
      • 0 Days On Market

      Last Sold Price $705,000

      Last Listing Agent Patricia Denenberg @ Properties

  • /11

    $225,000

    • 1 Bed
    • 1 Bath

    2020 St Johns Ave Unit 208, Highland Park, IL 60035

    Welcome to this bright and inviting condo in beautiful Highland Park. Situated in a well-maintained building, this home offers a perfect blend of comfort and convenience. Step inside to discover a thoughtfully designed interior featuring a modern kitchen equipped with stainless steel appliances, granite countertops, a dishwasher, refrigerator (2026), and range (2026)- perfect for cooking and

    Laurie Gross Compass

    2020 St Johns Ave Unit 208, Highland Park, IL 60035
  • /2

    $718,000 Sold Dec 19, 2025

    32 Valley Rd, Highland Park, IL 60035

    • 3 Beds
    • 2.5 Baths
    • 2,663 Sq Ft
    • Built 1936

    Last Sold Summary

    • 3% Below List Price
    • $270/SF
    • 48 Days On Market

    Current Estimated Value $719,379

    Last Listing Agent Courtney Cook @properties Christie's International Real Estate

    32 Valley Rd, Highland Park, IL 60035
    • /25

      Est $846,914 Not Listed For Sale

      798 Timber Hill Rd, Highland Park, IL 60035

      • 4 Beds
      • 3.5 Baths
      • 2,624 Sq Ft
      • Built 1964
      798 Timber Hill Rd, Highland Park, IL 60035

      Last Sold Summary

      • 25% Above List Price
      • $259/SF
      • 3 Days On Market

      Last Sold Price $680,000

      Last Listing Agent Tami Leviton @ Properties

  • /44

    $390,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,400 Sq Ft

    1230 Park Ave W Unit 225, Highland Park, IL 60035

    This home is a masterclass in modern design, perfectly blending high-end tech with cozy, open-concept living. From the "wow-factor" kitchen to the thoughtful lighting throughout, every detail has been upgraded for a buyer who appreciates the finer things. Sleek design meets seamless living - Waterfall Quartz, Smart Tech, and private balcony. Step into an expansive open-concept sanctuary where the

    Iulia Dragan Onix Realty, Inc.

    1230 Park Ave W Unit 225, Highland Park, IL 60035
  • /20

    $450,000 Sold Jun 03, 2025

    107 Ridge Rd, Highland Park, IL 60035

    • 2 Beds
    • 2 Baths
    • 1,285 Sq Ft
    • Built 1951

    Last Sold Summary

    • 2% Above List Price
    • $350/SF
    • 46 Days On Market

    Current Estimated Value $469,510

    Last Listing Agent Ellen Davis @properties Christie's International Real Estate

    107 Ridge Rd, Highland Park, IL 60035
    • /25

      Est $925,910 Not Listed For Sale

      766 Timber Hill Rd, Highland Park, IL 60035

      • 4 Beds
      • 2.5 Baths
      • 3,567 Sq Ft
      • Built 1963
      766 Timber Hill Rd, Highland Park, IL 60035

      Last Sold Summary

      • 19% Above List Price
      • $219/SF
      • 5 Days On Market

      Last Sold Price $780,000

      Last Listing Agent Monica Childs @ Properties

  • /40

    $1,299,000 Pending

    • 5 Beds
    • 4.5 Baths
    • 3,658 Sq Ft

    2551 Hybernia Dr, Highland Park, IL 60035

    Stunning, extensively renovated 5-bedroom, 4.1-bath home in the coveted Hybernia community of Highland Park, offering serene pond views and maintenance-free living. A dramatic two-story foyer welcomes you into light-filled interiors featuring soaring ceilings, rich hardwood floors, crown molding, and a limestone fireplace in the breathtaking living room with floor-to-ceiling windows. The gourmet

    Aaron Walsh @properties Christie's International Real Estate

    2551 Hybernia Dr, Highland Park, IL 60035
  • /25

    $659,000 Sold Sep 22, 2025

    611 Hillside Dr, Highland Park, IL 60035

    • 4 Beds
    • 3 Baths
    • 2,732 Sq Ft
    • Built 1958

    Last Sold Summary

    • $241/SF
    • 60 Days On Market

    Current Estimated Value $705,998

    Last Listing Agent Maxine Goldberg Engel & Voelkers Chicago North Shore

    611 Hillside Dr, Highland Park, IL 60035
    • /40

      Est $930,219 Not Listed For Sale

      383 Hastings Ave, Highland Park, IL 60035

      • 4 Beds
      • 4 Baths
      • 3,200 Sq Ft
      • Built 1968
      383 Hastings Ave, Highland Park, IL 60035

      Last Sold Summary

      • 9% Above List Price
      • $267/SF

      Last Sold Price $855,000

      Last Listing Agent Philip Skowron Compass

  • /40

    $3,499,000 Pending

    • 6 Beds
    • 7 Baths
    • 6,325 Sq Ft

    Unlisted Address

    Stunning Custom Contemporary on Coveted Double Lot in Highland Park designed, built and meticulously maintained by the current owners. This one-of-a-kind home sits on over an acre on a beautiful ravine on one of Highland Park's most sought after streets - just steps from town, top-rated schools, the Lake, parks, and more. With soaring ceilings and expansive open living spaces, the home offers an

    Linda Levin Jameson Sotheby's Intl Realty

    Unlisted Address
  • /16

    $305,000 Sold Jan 09, 2026

    2066 Saint Johns Ave Unit 404, Highland Park, IL 60035

    • 2 Beds
    • 2 Baths
    • 1,450 Sq Ft
    • Built 1984

    Last Sold Summary

    • 4% Below List Price
    • $210/SF
    • 39 Days On Market

    Current Estimated Value $310,451

    Last Listing Agent Bill Bommarito Norshore Realty, LLC.

    2066 Saint Johns Ave Unit 404, Highland Park, IL 60035
    • /27

      Est $966,503 Not Listed For Sale

      240 Hastings Ave, Highland Park, IL 60035

      • 5 Beds
      • 3 Baths
      • 2,887 Sq Ft
      • Built 1964
      240 Hastings Ave, Highland Park, IL 60035

      Last Sold Summary

      • 2% Above List Price
      • $329/SF
      • 2 Days On Market

      Last Sold Price $949,000

      Last Listing Agent Philip Skowron Compass

  • /33

    $695,000 Pending

    • 3 Beds
    • 2.5 Baths

    1477 Oakwood Ave, Highland Park, IL 60035

    Full of warmth and timeless appeal, this inviting three-bedroom residence sits just three blocks from the heart of Downtown Highland Park, offering easy access to local dining, shopping, and commuter transportation. Designed for comfortable everyday living and effortless entertaining, the home features spacious living and dining areas highlighted by expansive windows that fill the space with

    Jacqueline Lotzof Compass

    1477 Oakwood Ave, Highland Park, IL 60035
  • /14

    $190,000 Sold Sep 26, 2025

    1950 Sheridan Rd Unit 105, Highland Park, IL 60035

    • 2 Beds
    • 1.5 Baths
    • 1,136 Sq Ft
    • Built 2025

    Last Sold Summary

    • $167/SF
    • 39 Days On Market

    Last Listing Agent Shari Saratovsky Diplomat Realty, Inc.

    1950 Sheridan Rd Unit 105, Highland Park, IL 60035
    • /18

      Est $910,211 Not Listed For Sale

      344 Hastings Ave, Highland Park, IL 60035

      • 4 Beds
      • 2.5 Baths
      • 2,377 Sq Ft
      • Built 1962
      344 Hastings Ave, Highland Park, IL 60035

      Last Sold Summary

      • 25% Above List Price
      • $307/SF
      • 8 Days On Market

      Last Sold Price $730,000

      Last Listing Agent Bridgett McKenzie Engel & Voelkers Chicago North Shore

  • /9

    $375,000 Pending

    • Land
    • 0.9 Acre
    • $416,667 per Acre

    0 Highmoor Rd Unit MRD12402785, Highland Park, IL 60035

    Beautiful 39,600 SF LOT. NO H.O.A. Build your "Dream Home" on this Wide, Wooded, VACANT Parcel. 132 Foot Frontage by 300 Feet Deep! FAR = 25.04, Max floor area (sf) 9,916. Max FAR 11,166. Choice of Highland Park High School or Deerfield High School.

    Carol Santi Coldwell Banker Realty

    0 Highmoor Rd Unit MRD12402785, Highland Park, IL 60035
  • /9

    $455,000 Sold Apr 30, 2025

    950 Augusta Way Unit 101, Highland Park, IL 60035

    • 2 Beds
    • 2 Baths
    • 1,846 Sq Ft
    • Built 2001

    Last Sold Summary

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

    Current Estimated Value $498,357

    Last Listing Agent Debbie B. Glickman @properties Christie's International Real Estate

    950 Augusta Way Unit 101, Highland Park, IL 60035
    • /2

      Est $1,216,638 Not Listed For Sale

      415 Dell Ln, Highland Park, IL 60035

      • 4 Beds
      • 3.5 Baths
      • 3,974 Sq Ft
      • Built 1949
      415 Dell Ln, Highland Park, IL 60035

      Last Sold Summary

      • 11% Above List Price
      • $276/SF
      • 52 Days On Market

      Last Sold Price $1,095,000

      Last Listing Agent Ted Pickus @ Properties

  • /25

    $2,900,000

    • 4 Beds
    • 5.5 Baths
    • 5,590 Sq Ft

    1551 Mill Trail, Highland Park, IL 60035

    The epitome of luxurious one-level living. Set on a magnificent 3+ acre parcel in an exclusive private enclave, this extraordinary property is surrounded on three sides by the Heller Nature Preserve, offering 97 acres of protected land, serene privacy, and breathtaking natural beauty. Enjoy miles of scenic trails ideal for hiking, cross-country skiing, and horseback riding-an unmatched setting

    Honore Frumentino @properties Christie's International Real Estate

    1551 Mill Trail, Highland Park, IL 60035
  • /38

    $875,000 Sold Apr 24, 2025

    969 Wade St, Highland Park, IL 60035

    • Land
    • 0.68 Acre
    • $1,286,765 per Acre

    Last Sold Summary

    • 20% Below List Price
    • 88 Days On Market

    Current Estimated Value $896,883

    Last Listing Agent Mirella Caputo @properties Christie's International Real Estate

    969 Wade St, Highland Park, IL 60035
    • /21

      Est $1,256,849 Not Listed For Sale

      429 Groveland Ave, Highland Park, IL 60035

      • 5 Beds
      • 4.5 Baths
      • 4,332 Sq Ft
      • Built 1951
      429 Groveland Ave, Highland Park, IL 60035

      Last Sold Summary

      • 7% Above List Price
      • $272/SF
      • 11 Days On Market

      Last Sold Price $1,180,000

      Last Listing Agent Linda Fink @ Properties

  • /2

    $290,000 Pending

    • Land
    • 0.22 Acre
    • $1,318,182 per Acre

    0 Skokie Ave, Highland Park, IL 60035

    EAST HIGHLAND PARK BUILDABLE LOT 52 X 183 (9,583 sf).MAX F.A.R=35.83; MAX FLOOR AREA (SF) =3,433; CLOSE TO SHOPS, RESTAURANTS, SCHOOLS, METRA AND WONDERFUL LAKE MICHIGAN.

    Carol Santi Coldwell Banker Realty

    0 Skokie Ave, Highland Park, IL 60035
  • /31

    $703,000 Sold Feb 27, 2026

    643 Broadview Ave, Highland Park, IL 60035

    • 3 Beds
    • 1.5 Baths
    • 1,349 Sq Ft
    • Built 1933

    Last Sold Summary

    • 41% Above List Price
    • $521/SF
    • 5 Days On Market

    Current Estimated Value $579,310

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

    643 Broadview Ave, Highland Park, IL 60035
    • /41

      Est $2,393,193 Not Listed For Sale

      508 Sheridan Rd, Highland Park, IL 60035

      • 6 Beds
      • 9 Baths
      • 6,890 Sq Ft
      • Built 2005
      508 Sheridan Rd, Highland Park, IL 60035

      Last Sold Summary

      • 24% Above List Price
      • $281/SF
      • 23 Days On Market

      Last Sold Price $1,937,500

      Last Listing Agent Beth Wexler @ Properties

  • /57

    $780,000 Pending

    • 5 Beds
    • 4 Baths
    • 2,715 Sq Ft

    375 Park Ave, Highland Park, IL 60035

    Welcome to 375 Park Avenue, a rare opportunity to own a stately 5-bedroom, 4-bathroom Victorian-style residence nestled in the heart of Highland Park. Set on a beautifully landscaped 0.19-acre lot, this timeless home offers over 2,700 square feet of finished living space, plus a massive 3-car detached garage with soaring ceilings-ideal for a car enthusiast, workshop, or future coach house

    Fernando Godoy eXp Realty

    375 Park Ave, Highland Park, IL 60035
  • /32

    $1,125,000 Sold Apr 21, 2025

    798 Bob o Link Rd, Highland Park, IL 60035

    • 3 Beds
    • 4 Baths
    • 2,918 Sq Ft
    • Built 1954

    Last Sold Summary

    • 2% Above List Price
    • $386/SF

    Current Estimated Value $1,387,777

    Last Listing Agent Catherine Egan Jameson Sotheby's Intl Realty

    798 Bob o Link Rd, Highland Park, IL 60035

Showing Results 241 - 280, Page 7 of 18

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