12,814

Highland Park, IL Homes

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  • /25

    $495,000

    • 2 Beds
    • 2 Baths
    • 1,926 Sq Ft

    1000 Deerfield Rd Unit 303, Highland Park, IL 60035

    Beautifully renovated, designer's own corner penthouse with balcony in a pet-friendly, boutique 12-unit elevator building, near vibrant downtown Highland Park and Sunset Valley Golf Club. Two bedrooms plus Den, 2 baths, 2 car heated garage parking. Bright & open concept condo is a rare find at over 1,900 sf, with a spacious covered balcony. Originally designed as a 3-bedroom unit, the current den

    Deborah Fischer Berkshire Hathaway HomeServices Chicago

    1000 Deerfield Rd Unit 303, Highland Park, IL 60035
  • /7

    $1,750 Per Month

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

    1155 Saint Johns Ave Unit B, Highland Park, IL 60035

    Enjoy the perfect blend of historic charm and modern convenience in this beautiful one-bedroom unit located in the heart of the Ravinia district. Situated on the first floor of a converted old building, this cozy space features hardwood floors and freshly painted walls. The rent includes heat and water, providing a comfortable living experience. Stay cool and enjoy the nice view from your window.

    Afram Slephosh SENW

    1155 Saint Johns Ave Unit B, Highland Park, IL 60035
  • /24

    $1,565,000

    Sold May 28, 2026

    19 Heritage Dr, Highland Park, IL 60035

    • 4 Beds
    • 3.5 Baths
    • 4,100 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Below List Price
    • $382/SF
    • 12 Days On Market

    Current Estimated Value $1,664,667

    Last Listing Agent Michael Hagenson New Era Chicago, LLC

    19 Heritage Dr, Highland Park, IL 60035
    • /2

      Est $778,614

      Not Listed For Sale

      401 Sheridan Rd, Highland Park, IL 60035

      • 3 Beds
      • 2.5 Baths
      • 2,212 Sq Ft
      • Built 1953
      401 Sheridan Rd, Highland Park, IL 60035

      Last Sold Summary

      • 16 Days On Market

  • /31

    $550,000

    • 5 Beds
    • 3.5 Baths
    • 2,340 Sq Ft

    2648 Western Ave, Highland Park, IL 60035

    Welcome to 2648 Western Ave, an exceptional opportunity in one of Highland Park's most desirable locations. Set on a beautiful half-acre lot, this classic brick ranch with a walk-out lower level offers the perfect canvas to create your ideal home or a compelling value-add investment. With 5 bedrooms and 3.1 bathrooms, the home features a functional, flexible layout with strong bones and abundant

    Aaron Walsh @properties Christie's International Real Estate

    2648 Western Ave, Highland Park, IL 60035
  • /44

    $600,000

    Sold May 08, 2026

    219 Woodland Rd, Highland Park, IL 60035

    • 3 Beds
    • 3.5 Baths
    • 2,588 Sq Ft
    • Built 1928

    Last Sold Summary

    • 8% Below List Price
    • $232/SF
    • 58 Days On Market

    Current Estimated Value $655,593

    Last Listing Agent Elizabeth Goodchild Realty of America

    219 Woodland Rd, Highland Park, IL 60035
    • /25

      Est $1,415,958

      Not Listed For Sale

      452 Lakeside Manor Rd, Highland Park, IL 60035

      • 5 Beds
      • 6 Baths
      • 4,328 Sq Ft
      • Built 1968
      452 Lakeside Manor Rd, Highland Park, IL 60035

      Last Sold Summary

      • 0 Days On Market

  • /35

    $699,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,900 Sq Ft

    829 Saint Johns Ave, Highland Park, IL 60035

    This home has been completely redone. Brand-new kitchen with stainless steel appliances, bar to sit at, and lovely built-ins. Updates include 2 new bathrooms, an all-new brick paver driveway that accommodates 9 cars, the entire interior and exterior have been painted, new gutter guards, gorgeous new landscaping, all-new copper plumbing, light fixtures throughout, new electric, new vaulted

    Kim Kelley Baird & Warner

    829 Saint Johns 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 $477,761

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

    1247 Cavell Ave, Highland Park, IL 60035
    • /41

      Est $1,950,560

      Not Listed For Sale

      100 Lakewood Place, Highland Park, IL 60035

      • 5 Beds
      • 4.5 Baths
      • 5,000 Sq Ft
      • Built 1929
      100 Lakewood Place, Highland Park, IL 60035

      Last Sold Summary

      • 112 Days On Market

  • /39

    $1,150,000

    Pending
    • 4 Beds
    • 4 Baths
    • 3,668 Sq Ft

    3525 Old Mill Rd, Highland Park, IL 60035

    Peace, privacy, perfection! This beautiful home on over an acre with a main floor primary suite features incredible views of the magnificent property! Gutted to the studs in 2016, a 2nd floor with 2 huge bedrooms and a shared bath was added! Light filled space along with a wonderful screened porch and an outdoor deck truly maximizes the serene setting. The kitchen opens to the family room and

    Janet Borden Compass

    3525 Old Mill Rd, Highland Park, IL 60035
  • /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 $1,109,036

    Last Listing Agent Kostas Kondratas ERA Partners

    140 Hazel Ave, Highland Park, IL 60035
    • /36

      Est $893,247

      Not Listed For Sale

      518 Braeside Rd, Highland Park, IL 60035

      • 3 Beds
      • 2.5 Baths
      • 2,748 Sq Ft
      • Built 1926
      518 Braeside Rd, Highland Park, IL 60035

      Last Sold Summary

      • 2 Days On Market

  • /19

    $595,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,728 Sq Ft

    895 Sumac Rd, Highland Park, IL 60035

    Tucked away on a spacious corner lot in one of Highland Park's quiet hidden gem locations, this inviting tri-level home offers space, character, and a layout designed for comfortable everyday living. With multiple levels of living space and a finished sub-basement, there is truly room for everyone here. The sun-filled living room welcomes you with soaring vaulted ceilings, a dramatic wall of

    Julia Alexander Keller Williams North Shore West

    895 Sumac Rd, Highland Park, IL 60035
  • /5

    $508,000

    Sold Aug 22, 2025

    1726 Park Ave W, Highland Park, IL 60035

    • Land
    • 37,897 Sq Ft
    • $583,908 per Acre

    Last Sold Summary

    • 7% Below List Price
    • 34 Days On Market

    Current Estimated Value $512,552

    Last Listing Agent Benjamin Lovinger Baird & Warner

    1726 Park Ave W, Highland Park, IL 60035
    • /29

      Est $981,613

      Not Listed For Sale

      526 Braeside Rd, Highland Park, IL 60035

      • 3 Beds
      • 2.5 Baths
      • 2,521 Sq Ft
      • Built 1937
      526 Braeside Rd, Highland Park, IL 60035

      Last Sold Summary

      • 3 Days On Market

  • /11

    $369,900

    $29K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,407 Sq Ft

    1795 Lake Cook Rd Unit 110, Highland Park, IL 60035

    This lovely condo unit boasts a spacious interior with 2 bedrooms and 2 bathrooms with a total finished area of 1,410 sq.ft. The living spaces are filled with natural light, creating a bright and airy feel throughout. The kitchen is equipped with modern appliances and plenty of counter space, making it a perfect spot for preparing meals and gathering with loved ones. The bedrooms are comfortable

    Jorge Romero Realty One Group Inc.

    1795 Lake Cook Rd Unit 110, Highland Park, IL 60035
  • /36

    $1,299,900

    Sold Mar 13, 2026

    2514 Hidden Oak (Lot 9) Cir, Highland Park, IL 60035

    • 4 Beds
    • 3.5 Baths
    • 3,900 Sq Ft
    • Built 2025

    Last Sold Summary

    • 3% Below List Price
    • $333/SF
    • 224 Days On Market

    Last Listing Agent John Barry Mc Naughton Realty Group

    2514 Hidden Oak (Lot 9) Cir, Highland Park, IL 60035
    • /23

      Est $592,529

      Not Listed For Sale

      71 Indian Tree Dr, Highland Park, IL 60035

      • 2 Beds
      • 2 Baths
      • 1,540 Sq Ft
      • Built 1949
      71 Indian Tree Dr, Highland Park, IL 60035

      Last Sold Summary

      • 12 Days On Market

  • /40

    $1,499,000

    Pending
    • 4 Beds
    • 3.5 Baths
    • 3,547 Sq Ft

    485 Ravine Dr, Highland Park, IL 60035

    Nestled in prime East Highland Park, this beautifully updated 1938 Colonial Revival home blends timeless character, modern amenities, and exceptional curb appeal. Steps to dining and shopping in vibrant downtown Highland Park, the newly enhanced public library, highly rated schools, and Metra North train station. Perfect lake living - walk down to Millard Park Beach and nearby Northshore Yacht

    Debbie Scully @properties Christie's International Real Estate

    485 Ravine Dr, Highland Park, IL 60035
  • /37

    $1,211,000

    Sold Jun 27, 2025

    309 Central Ave, Highland Park, IL 60035

    • 6 Beds
    • 3.5 Baths
    • 4,712 Sq Ft
    • Built 1922

    Last Sold Summary

    • 1% Above List Price
    • $257/SF
    • 5 Days On Market

    Current Estimated Value $1,308,579

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

    309 Central Ave, Highland Park, IL 60035
    • /14

      Est $833,050

      Not Listed For Sale

      142 Lincolnwood Rd, Highland Park, IL 60035

      • 4 Beds
      • 2.5 Baths
      • 2,376 Sq Ft
      • Built 1969
      142 Lincolnwood Rd, Highland Park, IL 60035

      Last Sold Summary

      • 2 Days On Market

  • /76

    $2,199,000

    • 6 Beds
    • 8 Baths
    • 10,795 Sq Ft

    260 Beech St, Highland Park, IL 60035

    Tucked away in one of Highland Park's most coveted east-of-Sheridan enclaves, just moments from the lakefront and jaw-dropping Rosewood Beach, this sprawling residence blends timeless architecture with refined amenities and over 10,000 square feet, offering a rare lifestyle of elegance, privacy, and ease. Situated on a lush, tree-canopied setting at nearly 3/4 of an acre, with manicured gardens,

    Karen Biazar North Clybourn Group, Inc.

    260 Beech St, Highland Park, IL 60035
  • /40

    $735,000

    Sold Apr 01, 2026

    1236 Cavell Ave, Highland Park, IL 60035

    • 3 Beds
    • 1.5 Baths
    • 2,200 Sq Ft
    • Built 1927

    Last Sold Summary

    • 9% Above List Price
    • $334/SF
    • 4 Days On Market

    Current Estimated Value $707,697

    Last Listing Agent Karen Skurie Baird & Warner

    1236 Cavell Ave, Highland Park, IL 60035
    • /29

      Est $1,265,893

      Not Listed For Sale

      565 Cherokee Rd, Highland Park, IL 60035

      • 4 Beds
      • 3.5 Baths
      • 3,680 Sq Ft
      • Built 1939
      565 Cherokee Rd, Highland Park, IL 60035

      Last Sold Summary

      • 0 Days On Market

  • /33

    $1,299,000

    • 5 Beds
    • 4.5 Baths
    • 3,400 Sq Ft

    2009 Skyelar Ct, Highland Park, IL 60035

    Welcome to effortless luxurious living in Highland Park. This stunning custom contemporary 6-year-young home offers 5 spacious bedrooms, 4 half baths, and an open floor plan bathed in natural sunlight from every angle. The flexible floor plan blends style, comfort and functionality. Sunny foyer, soaring ceilings, designer finishes, and fixtures throughout. Sun-filled great room flows into chef`s

    Janis Kirshner Engel & Voelkers Chicago North Shore

    2009 Skyelar Ct, Highland Park, IL 60035
  • /30

    $760,000

    Sold Oct 24, 2025

    1812 Sherwood Rd, Highland Park, IL 60035

    • 4 Beds
    • 2.5 Baths
    • 2,477 Sq Ft
    • Built 1977

    Last Sold Summary

    • 9% Below List Price
    • $307/SF
    • 62 Days On Market

    Current Estimated Value $776,608

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

    1812 Sherwood Rd, Highland Park, IL 60035
    • /41

      Est $1,246,455

      Not Listed For Sale

      177 Indian Tree Dr, Highland Park, IL 60035

      • 4 Beds
      • 4 Baths
      • 4,400 Sq Ft
      • Built 1937
      177 Indian Tree Dr, Highland Park, IL 60035

      Last Sold Summary

      • 5 Days On Market

  • /44

    $3,200,000

    Pending
    • 5 Beds
    • 6 Baths
    • 5,998 Sq Ft

    779 Bob o Link Rd, Highland Park, IL 60035

    Set on over half an acre of breathtakingly landscaped grounds, this home embodies refined living in the heart of Highland Park. Built in 2005, this five-bedroom, four full and two half-bath home boasts a striking stone and cedar exterior, exquisitely accented with meticulous craftsmanship. The main level welcomes you with a charming front porch and an elegant entryway leading to a functional,

    Gloria Matlin Compass

    779 Bob o Link Rd, Highland Park, IL 60035
  • /13

    $450,000

    Sold Aug 08, 2025

    626 Barberry Rd, Highland Park, IL 60035

    • 4 Beds
    • 2.5 Baths
    • 1,981 Sq Ft
    • Built 1965

    Last Sold Summary

    • 10% Below List Price
    • $227/SF
    • 13 Days On Market

    Current Estimated Value $747,802

    Last Listing Agent Sonia Cohen Coldwell Banker Realty

    626 Barberry Rd, Highland Park, IL 60035
    • /32

      Est $1,417,153

      Not Listed For Sale

      215 Pierce Rd, Highland Park, IL 60035

      • 4 Beds
      • 4 Baths
      • 4,836 Sq Ft
      • Built 1928
      215 Pierce Rd, Highland Park, IL 60035

      Last Sold Summary

      • 6 Days On Market

  • /65

    $1,690,000

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

    215 Prospect Ave, Highland Park, IL 60035

    Just steps from downtown Highland Park's shops, restaurants, library, train, and close to the lake - this home has location at it's core. 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

    Keith Goad Berkshire Hathaway HomeServices Chicago

    215 Prospect Ave, Highland Park, IL 60035
  • /5

    $272,000

    Sold May 08, 2026

    1695 2nd St Unit 305, Highland Park, IL 60035

    • 1 Bed
    • 1 Bath
    • 935 Sq Ft
    • Built 1982

    Last Sold Summary

    • 3% Below List Price
    • $291/SF
    • 18 Days On Market

    Current Estimated Value $273,598

    Last Listing Agent Julie McWilliams Berkshire Hathaway HomeServices Chicago

    1695 2nd St Unit 305, Highland Park, IL 60035
    • /35

      Est $736,872

      Not Listed For Sale

      145 Blackhawk Rd, Highland Park, IL 60035

      • 3 Beds
      • 3 Baths
      • 1,982 Sq Ft
      • Built 1959
      145 Blackhawk Rd, Highland Park, IL 60035

      Last Sold Summary

      • 5 Days On Market

  • /25

    $750,000

    Pending
    • 2 Beds
    • 2.5 Baths
    • 1,808 Sq Ft

    3535 Patten Rd Unit 1F, Highland Park, IL 60035

    Discover your dream Condominium just steps away from the serene shores of Lake Michigan, nestled within the beautifully maintained grounds of Fort Sheridan. This expansive luxury condo features soaring 9-foot ceilings, stunning hardwood floors, and elegant recessed lighting, creating a warm and inviting atmosphere. The gourmet kitchen is a chef's delight, equipped with high-end stainless-steel

    Ted Pickus @properties Christie's International Real Estate

    3535 Patten Rd Unit 1F, Highland Park, IL 60035
  • /33

    $875,000

    Sold Jul 01, 2025

    Unlisted Address

    • 3 Beds
    • 2.5 Baths
    • 2,177 Sq Ft
    • Built 1955

    Last Sold Summary

    • 10% Above List Price
    • $402/SF
    • 0 Days On Market

    Current Estimated Value $874,806

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

    Unlisted Address
    • /38

      Est $714,315

      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

      • 84 Days On Market

  • /33

    $499,900

    Pending
    • 2 Beds
    • 1.5 Baths
    • 1,290 Sq Ft

    1184 Wade St, Highland Park, IL 60035

    Designed by noted architect John Van Bergen, this architecturally significant East Highland Park residence offers the rare combination of historic character, thoughtful design, and highly desirable one-level living. Set on a large corner lot with mature trees and native plants, the home feels like a private retreat just blocks from Rosewood Beach and an easy walk to downtown Ravinia, Highland

    Joshua Black eXp Realty

    1184 Wade St, Highland Park, IL 60035
  • /40

    $530,000

    Sold Apr 08, 2026

    1334 Ferndale Ave, Highland Park, IL 60035

    • 3 Beds
    • 2 Baths
    • 1,770 Sq Ft
    • Built 1953

    Last Sold Summary

    • 1% Above List Price
    • $299/SF
    • 6 Days On Market

    Current Estimated Value $523,638

    Last Listing Agent Adam Max Compass

    1334 Ferndale Ave, Highland Park, IL 60035
    • /31

      Est $1,100,324

      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

      • 14 Days On Market

Showing Results 201 - 240, Page 6 of 18

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