12,678

Highland Park, IL Homes

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  • /30

    $1,150,000

    Sold Apr 22, 2026

    550 Sheridan Rd, Highland Park, IL 60035

    • 4 Beds
    • 3.5 Baths
    • 3,071 Sq Ft
    • Built 1929

    Last Sold Summary

    • 5% Above List Price
    • $374/SF
    • 4 Days On Market

    Current Estimated Value $1,136,048

    Last Listing Agent Ted Pickus @properties Christie's International Real Estate

    550 Sheridan Rd, Highland Park, IL 60035
    • /38

      Est $747,063

      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

      Last Listing Agent Gus Karigan @properties Christie's International Real Estate

  • /33

    $1,399,000

    • 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
  • /34

    $705,000

    Sold May 15, 2026

    778 Barberry Rd, Highland Park, IL 60035

    • 4 Beds
    • 2 Baths
    • 2,546 Sq Ft
    • Built 1976

    Last Sold Summary

    • 1% Above List Price
    • $277/SF
    • 7 Days On Market

    Current Estimated Value $699,965

    Last Listing Agent Cynthia Windeler Keller Williams Premiere Properties

    778 Barberry Rd, Highland Park, IL 60035
    • /31

      Est $1,159,834

      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

      Last Listing Agent Lyn Wise @properties Christie's International Real Estate

  • /38

    $1,095,000

    Pending
    • 4 Beds
    • 4.5 Baths
    • 3,069 Sq Ft

    310 Linden Park Place, Highland Park, IL 60035

    Enjoy effortless living in this beautiful 4BR/4.1BA home offering a sought-after first-floor primary suite and spectacular ravine views. Thoughtfully designed with spacious living areas and abundant natural light, this home combines timeless elegance with everyday comfort in one of Highland Park's most desirable locations. The inviting foyer opens to gracious living and dining rooms, creating an

    Beth Alberts Compass

    310 Linden Park Place, Highland Park, IL 60035
  • /38

    $455,000

    Sold Aug 15, 2025

    704 Lorraine Cir, Highland Park, IL 60035

    • 3 Beds
    • 2.5 Baths
    • 2,154 Sq Ft
    • Built 1978

    Last Sold Summary

    • 2% Above List Price
    • $211/SF
    • 248 Days On Market

    Current Estimated Value $482,859

    Last Listing Agent Grace Martinez Exit Grace Realty

    704 Lorraine Cir, Highland Park, IL 60035
    • /28

      Est $947,831

      Not Listed For Sale

      403 Carol Ct, Highland Park, IL 60035

      • 4 Beds
      • 2.5 Baths
      • 2,959 Sq Ft
      • Built 1924
      403 Carol Ct, Highland Park, IL 60035

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Jacqueline Lotzof Compass

  • /33

    $469,000

    • 2 Beds
    • 1 Bath
    • 1,273 Sq Ft

    642 Gray Ave, Highland Park, IL 60035

    An enchanting Craftsman cottage surrounded by mature landscaping and framed by a welcoming front porch, offering the perfect balance of character, comfort, and convenience. Inside, beautifully maintained hardwood floors and abundant natural light create warm, inviting living spaces designed for everyday living and entertaining. The open living and dining areas are accented by custom window

    Alison Wertheimer @properties Christie's International Real Estate

    642 Gray Ave, 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 $1,223,644

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

    2524 Augusta Way, Highland Park, IL 60035
    • /40

      Est $1,037,962

      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

      • 17 Days On Market

      Last Listing Agent Ornit Mandell Ornit Mandell

  • /23

    $509,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,190 Sq Ft

    1230 Ferndale Ave, Highland Park, IL 60035

    Highland Park's most adorable home in desirable Sherwood Forest is finally on the market! You'll fall in love when you lay your eyes on this Mediterranean stucco-style home with an authentic clay tile roof and welcoming front patio. Timeless character greets you as you enter the inviting vestibule with its blown-glass chandelier, leading to the spacious, light-filled living room with arched

    Patricia Denenberg @properties Christie's International Real Estate

    1230 Ferndale Ave, 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 $2,339,381

    Last Listing Agent Marlene Rubenstein Baird & Warner

    2276 Linden Ave, Highland Park, IL 60035
    • /21

      Est $754,960

      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

      • 11 Days On Market

      Last Listing Agent Jill Briskman @properties Christie's International Real Estate

  • /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
  • /19

    $342,000

    Sold Jun 10, 2026

    1000 Deerfield Rd Unit 101, Highland Park, IL 60035

    • 3 Beds
    • 2 Baths
    • 1,593 Sq Ft
    • Built 1985

    Last Sold Summary

    • 2% Below List Price
    • $215/SF
    • 4 Days On Market

    Current Estimated Value $344,026

    Last Listing Agent Janet Borden Compass

    1000 Deerfield Rd Unit 101, Highland Park, IL 60035
    • /31

      Est $879,688

      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

      • 40 Days On Market

      Last Listing Agent Ted Pickus @properties Christie's International Real Estate

  • /30

    $1,245,000

    • 3 Beds
    • 3 Baths
    • 3,526 Sq Ft

    1762 Linden Ave, Highland Park, IL 60035

    A truly terrific opportunity has returned as this home is officially back on the market! Discover a masterpiece of Mid-Century Modern design, reimagined for today's lifestyle, nestled in the heart of East Highland Park. This striking Ranch home, set on a tranquil half-acre lot, is embraced by lush ravines on two sides, offering privacy, serenity, and a true connection to nature-all just a few

    Ellen Chukerman Compass

    1762 Linden Ave, Highland Park, IL 60035
  • /25

    $665,000

    Sold Jul 17, 2026

    1618 Mccraren Rd, Highland Park, IL 60035

    • 4 Beds
    • 2.5 Baths
    • 3,091 Sq Ft
    • Built 1966

    Last Sold Summary

    • 4% Above List Price
    • $215/SF
    • 4 Days On Market

    Current Estimated Value $643,824

    Last Listing Agent Susan Maman @properties Christie's International Real Estate

    1618 Mccraren Rd, Highland Park, IL 60035
    • /28

      Est $1,184,189

      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

      • 2 Days On Market

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

  • /17

    $547,000

    • 3 Beds
    • 2 Baths
    • 1,777 Sq Ft

    1002 Ridge Rd, Highland Park, IL 60035

    Welcome to this rare opportunity in one of the North Shores most desirable areas. This charming 3-bedroom, 2-bath cape cod home is filled with warmth, character, and natural light. The newly updated kitchen features stainless steel appliances, granite counter tops, and opens to the dining area, overlooking the delightful patio and relaxing backyard creating an inviting space for everyday living

    Mada Hitchmough Compass

    1002 Ridge Rd, 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 $882,805

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

    325 Seven Pines Cir, Highland Park, IL 60035
    • /2

      Est $1,359,832

      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

      • 25 Days On Market

      Last Listing Agent Ella Shlyak Compass

  • /16

    $559,900

    • 2 Beds
    • 2 Baths
    • 1,784 Sq Ft

    950 Augusta Way Unit 115, Highland Park, IL 60035

    Welcome to this beautifully updated first floor, two bedroom, two bath condo in the sought after Legacy Club. Offering more than 1,700 square feet of single level living, this home combines generous space, modern comfort, and an ideal layout. Step inside to a bright, open living area featuring hardwood floors, high ceilings, and seamless access to the covered private patio, a year round extension

    Carly Jones Engel & Voelkers Chicago North Shore

    950 Augusta Way Unit 115, Highland Park, IL 60035
  • /32

    $620,000

    Sold Jun 24, 2026

    1812 Winthrop Rd, Highland Park, IL 60035

    • 4 Beds
    • 3 Baths
    • 2,406 Sq Ft
    • Built 1962

    Last Sold Summary

    • 8% Below List Price
    • $258/SF
    • 167 Days On Market

    Current Estimated Value $625,963

    Last Listing Agent Bryce Fuller Baird & Warner

    1812 Winthrop Rd, Highland Park, IL 60035
    • /7

      Est $617,542

      Not Listed For Sale

      716 Marion Ave, Highland Park, IL 60035

      • 2 Beds
      • 2 Baths
      • 1,500 Sq Ft
      • Built 1951
      716 Marion Ave, Highland Park, IL 60035

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Jacqueline Lotzof Compass

  • /34

    $1,099,000

    • 5 Beds
    • 3.5 Baths
    • 4,876 Sq Ft

    35 Barnard Ln, Highland Park, IL 60035

    Nestled on a quiet, tree-lined street in Highland Park's coveted Braeside neighborhood, this spacious 4-bedroom, 3.1-bath residence presents a rare opportunity to create your dream home in one of the North Shore's most desirable communities. Freshly painted throughout in June 2026, the home offers an exceptional floor plan, generous room sizes, and the perfect canvas for buyers looking to add

    Daniel Straus Baird & Warner

    35 Barnard Ln, 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 $1,571,042

    Last Listing Agent Michael Hagenson New Era Chicago, LLC

    19 Heritage Dr, Highland Park, IL 60035
    • /31

      Est $925,141

      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

      • 3 Days On Market

      Last Listing Agent Carol Santi Coldwell Banker Realty

  • /41

    $1,695,000

    Pending
    • 5 Beds
    • 5.5 Baths
    • 6,562 Sq Ft

    1448 Sheridan Rd, Highland Park, IL 60035

    Set on a beautifully landscaped property in sought-after East Highland Park, this luxurious home offers 5 bedrooms and 5.1 baths across thoughtfully designed living spaces. Blending classic architectural character with modern updates, the home is equally suited for everyday living and entertaining. The kitchen with a large center island has been recently enhanced with custom cabinetry, updated

    Margie Brooks Baird & Warner

    1448 Sheridan Rd, 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 $628,203

    Last Listing Agent Elizabeth Goodchild Realty of America

    219 Woodland Rd, Highland Park, IL 60035
    • /28

      Est $611,548

      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

      • 25 Days On Market

      Last Listing Agent Scott Berg Berg Properties

  • /21

    $439,000

    Pending
    • 2 Beds
    • 2 Baths

    1230 Park Ave W Unit 236, Highland Park, IL 60035

    A truly exceptional offering in Highland Park, this completely reimagined condo is unlike anything else in the area. Renovated down to the studs in 2022 with uncompromising attention to detail, every inch has been thoughtfully designed to deliver a sophisticated, turnkey space with timeless style and exceptional quality. The spectacular chef's kitchen is the showpiece of the home and would easily

    Stephanie Hofman @properties Christie's International Real Estate

    1230 Park Ave W Unit 236, 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 $487,469

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

    1247 Cavell Ave, Highland Park, IL 60035
    • /25

      Est $831,814

      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

      • 32 Days On Market

      Last Listing Agent Susan Brown Burklin @properties Christie's International Real Estate

  • /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
  • /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 $1,122,239

    Last Listing Agent Kostas Kondratas ERA Partners

    140 Hazel Ave, Highland Park, IL 60035
    • /20

      Est $843,167

      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

      • 39 Days On Market

      Last Listing Agent Annette Blumberg Baird & Warner

  • /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
  • /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 $540,062

    Last Listing Agent Benjamin Lovinger Baird & Warner

    1726 Park Ave W, Highland Park, IL 60035

Showing Results 161 - 200, Page 5 of 18

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