12,814

Highland Park, IL Homes

Section Image
  • /30

    $839,000

    Pending
    • 4 Beds
    • 3.5 Baths
    • 3,006 Sq Ft

    1958 Mccraren Rd, Highland Park, IL 60035

    Multiple offers received. Best and final due by 12pm on Monday, June 1, 2026. This stunning colonial in desirable Sherwood Forest has had many beautiful updates. Enter into a large foyer and be greeted by the formal living room that leads to the formal dining room. The kitchen was tastefully remodeled in 2023 with a stunning waterfall island with seating, stainless steel appliances, including a

    Carly Jones Engel & Voelkers Chicago North Shore

    1958 Mccraren Rd, Highland Park, IL 60035
  • /12

    $2,379 Per Month

    • 1 Bed
    • 1 Bath
    • 900 Sq Ft
    • 1770 First Street | Downtown Highland Park, IL

    1770 1st St Unit 603, Highland Park, IL 60035

    Welcome to 1770 First Street — a brand-new rehabbed apartment community in the heart of Downtown Highland Park. Thoughtfully redesigned with modern finishes and everyday convenience in mind, these residences offer the perfect blend of style, comfort, and location.Each apartment features updated interiors, in-unit laundry, and spacious layouts designed for contemporary living. Select

    1770 1st St Unit 603, Highland Park, IL 60035
  • /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 $1,079,527

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

    550 Sheridan Rd, Highland Park, IL 60035
    • /65

      Est $2,821,000

      Not Listed For Sale

      33 Sheridan Rd, Highland Park, IL 60035

      • 5 Beds
      • 5.5 Baths
      • 6,950 Sq Ft
      • Built 1909
      33 Sheridan Rd, Highland Park, IL 60035

      Last Sold Summary

      • 2 Days On Market

  • /30

    $990,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 3,582 Sq Ft

    828 Woodleigh Ave, Highland Park, IL 60035

    Your wait is FINALLY over for this Highlands Masterpiece, and this IS the home you've been waiting for! So much new in this 3,582 sq ft, 4 bedroom + office, 2.1 bath home! Inviting paver walkway & dramatic double door entry lead you to the light filled 2 story foyer, setting the palate upon entry to this beauty that is located on a quiet cul-de-sac. Wide plank hardwood floors throughout most of

    David Schwartz Baird & Warner

    828 Woodleigh Ave, Highland Park, IL 60035
  • /37

    $3,850 Per Month

    • 3 Beds
    • 2.5 Baths
    • 3,000 Sq Ft
    • House for Rent

    1499 Glencoe Ave, Highland Park, IL 60035

    Step Into This Charming, Beautifully Maintained Home That's Move-In Ready & Filled With Natural Light. Freshly Painted With Refinished Hardwood Floors, Updated Fixtures, & New Appliances, This Spacious Home Combines Classic Character With Modern Comfort. The Inviting First Floor Features Soaring 9-Ft Ceilings, Large Living Room, Formal Dining Room, Private Office/Den, Powder Room, & An Updated

    Sandra Locascio RE/MAX Suburban

    1499 Glencoe Ave, 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 $687,526

    Last Listing Agent Cynthia Windeler Keller Williams Premiere Properties

    778 Barberry Rd, Highland Park, IL 60035
    • /34

      Est $853,111

      Not Listed For Sale

      200 Ivy Ln, Highland Park, IL 60035

      • 3 Beds
      • 2 Baths
      • 2,297 Sq Ft
      • Built 1956
      200 Ivy Ln, Highland Park, IL 60035

      Last Sold Summary

      • 110 Days On Market

  • /40

    $1,375,000

    Pending
    • 5 Beds
    • 3.5 Baths
    • 4,874 Sq Ft

    3290 Brook Rd, Highland Park, IL 60035

    Exceptional custom mid-century modern residence set on a picturesque .62-acre lot in sought-after Highland Park. Built in 1969 and thoughtfully updated throughout, this stunning 4,874-square-foot home offers 5 bedrooms, 3.1 baths, and a perfect blend of timeless architectural design and modern functionality. Floor-to-ceiling windows fill the home with natural light and showcase breathtaking views

    Pete Mangione Coldwell Banker Realty

    3290 Brook Rd, Highland Park, IL 60035
  • /4

    $2,562 Per Month

    • 1 Bed
    • 1 Bath
    • 900 Sq Ft
    • Modern 1-Bedroom in Downtown Highland Park | Private Terrace + In-Unit Laundry

    1770 1st St Unit 502, Highland Park, IL 60035

    Experience modern living in this beautifully updated 1-bedroom apartment at 1770 First Street, ideally located in the heart of downtown Highland Park. This recently rehabbed unit features expansive floor-to-ceiling windows that fill the space with natural light, creating a bright and open feel throughout.Enjoy the convenience of in-unit laundry, sleek updated finishes, and a thoughtfully

    1770 1st St Unit 502, Highland Park, IL 60035
  • /7

    $540,000

    Sold Jun 26, 2025

    716 Marion Ave, Highland Park, IL 60035

    • 2 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Built 1951

    Last Sold Summary

    • 8% Above List Price
    • $360/SF
    • 5 Days On Market

    Current Estimated Value $581,772

    Last Listing Agent Jacqueline Lotzof Compass

    716 Marion Ave, Highland Park, IL 60035
    • /53

      Est $1,033,909

      Not Listed For Sale

      227 Ivy Ln, Highland Park, IL 60035

      • 4 Beds
      • 3.5 Baths
      • 2,500 Sq Ft
      • Built 1940
      227 Ivy Ln, Highland Park, IL 60035

      Last Sold Summary

      • 8 Days On Market

  • /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
  • /29

    $2,300 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,200 Sq Ft
    • Townhouse for Rent

    1978 Green Bay Rd, Highland Park, IL 60035

    Beautiful 2-bedroom, 1.5 baths, townhome in the heart of Highland Park. This townhome features in-unit laundry, a comfortable layout, and a large private balcony off each bedroom. Attached garage. Great, central location near shopping, restaurants, parks, Metra, schools, and everything Highland Park has to offer.

    Max Gorenyuk Core Realty & Investments, Inc

    1978 Green Bay Rd, 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 $479,176

    Last Listing Agent Grace Martinez Exit Grace Realty

    704 Lorraine Cir, Highland Park, IL 60035
    • /30

      Est $1,465,448

      Not Listed For Sale

      149 Oak Knoll Terrace, Highland Park, IL 60035

      • 4 Beds
      • 3.5 Baths
      • 4,362 Sq Ft
      • Built 1946
      149 Oak Knoll Terrace, Highland Park, IL 60035

      Last Sold Summary

      • 6 Days On Market

  • /61

    $1,200,000

    Pending
    • 3 Beds
    • 2 Baths
    • 2,669 Sq Ft

    87 Ravinoaks Ln, Highland Park, IL 60035

    ** Multiple offers received. Seller requests 'Highest & Best' offers by 5pm, Tuesday, May 5th ** Wait til you see the beautiful updates the current owners have made to this fantastic MCM home just a few doors from Lake Michigan with ravine and seasonal lake views! Designed by J. Marion Gutnayer, this lovely 2-story brick, stone & glass mid-century modern home is filled with natural light thanks

    Lou Zucaro Baird & Warner

    87 Ravinoaks Ln, Highland Park, IL 60035
  • /8

    $2,828 Per Month

    • 2 Beds
    • 2 Baths
    • 1,300 Sq Ft
    • 1770 First Street | Downtown Highland Park, IL

    1770 1st St Unit 605, Highland Park, IL 60035

    Welcome to 1770 First Street — a brand-new rehabbed apartment community in the heart of Downtown Highland Park. Thoughtfully redesigned with modern finishes and everyday convenience in mind, these residences offer the perfect blend of style, comfort, and location.Each apartment features updated interiors, in-unit laundry, and spacious layouts designed for contemporary living. Select

    1770 1st St Unit 605, 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 $665,197

    Last Listing Agent Ryan Pavey Baird & Warner

    3120 Cottonwood Ct, Highland Park, IL 60035
    • /32

      Est $952,709

      Not Listed For Sale

      149 Deere Park Ct, Highland Park, IL 60035

      • 4 Beds
      • 3.5 Baths
      • 2,366 Sq Ft
      • Built 1954
      149 Deere Park Ct, Highland Park, IL 60035

      Last Sold Summary

      • 1 Day On Market

  • /8

    $449,000

    $50K PRICE DROP
    • 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
  • /5

    $1,750 Per Month

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

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

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

    Afram Slephosh SENW

    1155 Saint Johns Ave Unit G, 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 $953,549

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

    3105 Warbler Place, Highland Park, IL 60035
    • /44

      Est $1,786,275

      Not Listed For Sale

      15 S Deere Park Dr, Highland Park, IL 60035

      • 3 Beds
      • 5.5 Baths
      • 4,721 Sq Ft
      • Built 1946
      15 S Deere Park Dr, Highland Park, IL 60035

      Last Sold Summary

      • 241 Days On Market

  • /57

    $3,995,000

    Pending
    • 6 Beds
    • 9 Baths
    • 6,973 Sq Ft

    180 Central Ave, Highland Park, IL 60035

    Custom built in 2015 and meticulously maintained, this Highland Park residence offers a refined and elegant combination of architectural design, structural integrity, and everyday functionality, just steps from Lake Michigan. Designed by Northworks Architects and constructed by Schmidt & Hageland Builders, the home reflects a thoughtful focus on long-term durability and performance. Construction

    Sheetal Balani Compass

    180 Central Ave, Highland Park, IL 60035
  • /16

    $2,300 Per Month

    • 2 Beds
    • 2 Baths
    • 1,027 Sq Ft
    • Condo for Rent

    1250 Park Ave W Unit 421, Highland Park, IL 60035

    UPDATED CONDO, new carpet thru out and stainless steel appliances. 2 Bedrooms and 2 full baths with great closet space. 1 bath has shower the other has a tub. Nice outdoor space on balcony. Can't beat the setting with walking path around lake and 2 outdoor pools. Highland Park Rec Center directly across the street offers a variety of activities. Easy access to Highway. 1 indoor parking spaces

    Ted Pickus @properties Christie's International Real Estate

    1250 Park Ave W Unit 421, 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 $1,194,160

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

    2524 Augusta Way, Highland Park, IL 60035
    • /32

      Est $1,319,832

      Not Listed For Sale

      294 N Deere Park Dr W, Highland Park, IL 60035

      • 4 Beds
      • 4.5 Baths
      • 3,410 Sq Ft
      • Built 1928
      294 N Deere Park Dr W, Highland Park, IL 60035

      Last Sold Summary

      • 3 Days On Market

  • /71

    $1,850,000

    • 6 Beds
    • 9 Baths
    • 9,400 Sq Ft

    1745 Sundrop Cir, Highland Park, IL 60035

    Surrounded by the peaceful, natural beauty of the Hybernia Preserve, this luxurious home offers water views and privacy seldom experienced. ***New Roof and Patio - 2020***New Exterior Paint - 2023***Kitchen Renovation - 2018***New Dishwasher - 2021***New Disposal - 2025***New Marble and Hardwood Flooring***Closets Professionally Organized - 2021***Whole House Generator - 2018***New Basement

    Rita Masini Compass

    1745 Sundrop Cir, Highland Park, IL 60035
  • /11

    $1,650 Per Month

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

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

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

    Afram Slephosh SENW

    1155 Saint Johns Ave Unit F, 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 $2,237,965

    Last Listing Agent Marlene Rubenstein Baird & Warner

    2276 Linden Ave, Highland Park, IL 60035
    • /22

      Est $1,561,298

      Not Listed For Sale

      332 N Deere Park Dr W, Highland Park, IL 60035

      • 6 Beds
      • 5.5 Baths
      • 5,554 Sq Ft
      • Built 1925
      332 N Deere Park Dr W, Highland Park, IL 60035

      Last Sold Summary

      • 45 Days On Market

  • /63

    $2,900,000

    • 6 Beds
    • 9 Baths
    • 9,886 Sq Ft

    1630 Ridge Rd, Highland Park, IL 60035

    Some estates are built to impress. This one was built to live in, beautifully, privately, and without compromise. Set behind a gated entry on 1.34 professionally landscaped acres, this stone and brick manor offers something increasingly rare on Chicago's North Shore: true privacy, generous space, and a connection to nature that cannot be manufactured. A serene prairie stretches beyond the

    Dina Lissner Nanberg Baird & Warner

    1630 Ridge Rd, Highland Park, IL 60035
  • /9

    $4,400 Per Month

    • 4 Beds
    • 3 Baths
    • 1,813 Sq Ft
    • House for Rent

    50 Lakeside Place, Highland Park, IL 60035

    Welcome to this beautifully updated and elegant home offering the perfect blend of modern comfort, style, and convenience. This spacious mid-century residence features 3+ bedrooms and 3 full bathrooms, complemented by newer hardwood floors and abundant natural light throughout. The remodeled eat-in kitchen is a chef's dream, showcasing quartz countertops, island seating, stainless steel

    Sonia Cohen Coldwell Banker Realty

    50 Lakeside Place, 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 $341,567

    Last Listing Agent Janet Borden Compass

    1000 Deerfield Rd Unit 101, Highland Park, IL 60035
    • /49

      Est $1,478,629

      Not Listed For Sale

      333 Lakeside Place, Highland Park, IL 60035

      • 6 Beds
      • 4.5 Baths
      • 4,516 Sq Ft
      • Built 1930
      333 Lakeside Place, Highland Park, IL 60035

      Last Sold Summary

      • 88 Days On Market

  • /16

    $399,000

    Pending
    • 1 Bed
    • 1 Bath
    • 1,047 Sq Ft

    815 Laurel Ave Unit 203, Highland Park, IL 60035

    Welcome to Laurel Residences, your gateway to Maintenance-Free living in Downtown Highland Park! This newer construction offers a unique and sophisticated condominium experience, boasting the highest quality materials and impeccable design, all within the heart of downtown Highland Park. Located close to Lake Michigan, scenic parks, trendy restaurants, upscale shopping, and convenient train

    Geri Emalfarb @properties Christie's International Real Estate

    815 Laurel Ave Unit 203, Highland Park, IL 60035
  • /15

    $4,495 Per Month

    • 3 Beds
    • 4 Baths
    • 2,000 Sq Ft
    • Townhouse for Rent

    400 Park Ave Unit D, Highland Park, IL 60035

    Spacious 3BR/2 bath and 2 half baths end-unit townhome in an unbeatable Highland Park location! Just 1 block from downtown Highland Park and 2 blocks from the lake, this beautifully updated home is close to transportation, schools, shopping, and restaurants. Completely rehabbed in May 2024, the home features a brand-new eat-in kitchen, all new bathrooms, refinished hardwood floors throughout, and

    Elizabeth O'Connor Compass

    400 Park Ave Unit D, 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 $865,873

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

    325 Seven Pines Cir, Highland Park, IL 60035
    • /28

      Est $1,351,123

      Not Listed For Sale

      144 Sheridan Rd, Highland Park, IL 60035

      • 4 Beds
      • 3.5 Baths
      • 4,258 Sq Ft
      • Built 1941
      144 Sheridan Rd, Highland Park, IL 60035

      Last Sold Summary

      • 37 Days On Market

Showing Results 161 - 200, Page 5 of 18

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