12,814

Highland Park, IL Homes

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  • /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
  • /9

    $1,850 Per Month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    725 St Johns Ave Unit 13, Highland Park, IL 60035

    Welcome to this beautifully updated condo, perfectly situated in the heart of Highland Park. Located just across from the Ravinia Metra station, this home offers unparalleled convenience with top-rated schools, parks, and all the amenities you need right at your doorstep. Sunset Woods Park, only half a block away, features expansive green spaces, playgrounds, and local shops. Plus, enjoy a wide

    (224) 308-1938

    725 St Johns Ave Unit 13, Highland Park, IL 60035
  • /26

    $750,000

    Sold Jun 10, 2026

    2725 Roslyn Ln, Highland Park, IL 60035

    • 4 Beds
    • 3 Baths
    • 1,698 Sq Ft
    • Built 1955

    Last Sold Summary

    • 8% Above List Price
    • $442/SF
    • 0 Days On Market

    Current Estimated Value $606,305

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

    2725 Roslyn Ln, Highland Park, IL 60035
    • /2

      Est $1,021,527

      Not Listed For Sale

      654 Homewood Ave, Highland Park, IL 60035

      • 4 Beds
      • 3.5 Baths
      • 2,890 Sq Ft
      • Built 2018
      654 Homewood Ave, Highland Park, IL 60035

      Last Sold Summary

      • 3 Days On Market

  • /26

    $699,000

    $51K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,428 Sq Ft

    974 Princeton Ave, Highland Park, IL 60035

    This charming center entry Colonial located on .30 acres in the coveted Sunset Park neighborhood, offers 4 bedrooms, 2 full baths and 1 half bath. The home features timeless vintage details including crown moldings and hardwood floors throughout the first and second floors. The first floor welcomes you into a charming vestibule/foyer that leads to a large sun-filled living room with fireplace and

    Beth Wexler @properties Christie's International Real Estate

    974 Princeton Ave, Highland Park, IL 60035
  • /6

    $1,325 Per Month

    • Studio
    • 1 Bath
    • 675 Sq Ft
    • Condo for Rent

    650 Central Ave Unit Studio, Highland Park, IL 60035

    Property Id: 1393449Charming studio with fully renovated kitchen including granite countertops, modern cabinets and great appliances. Very high ceilings, lots of closet space, beautiful hardwood floors and lots of vintage charm. Private balcony!Great location in the heart of downtown Highland Park...walking distance to restaurants, shops, Metra, and library. Quiet, elegant,

    (224) 261-7404

    650 Central Ave Unit Studio, Highland Park, IL 60035
  • /18

    $170,000

    Sold Oct 14, 2025

    891 Central Ave Unit 331, Highland Park, IL 60035

    • 2 Beds
    • 2 Baths
    • 1,089 Sq Ft
    • Built 2002

    Last Sold Summary

    • $156/SF
    • 30 Days On Market

    Current Estimated Value $182,386

    Last Listing Agent Carolyn Cerf @properties Christie's International Real Estate

    891 Central Ave Unit 331, Highland Park, IL 60035
    • /26

      Est $429,357

      Not Listed For Sale

      661 Homewood Ave, Highland Park, IL 60035

      • 2 Beds
      • 1.5 Baths
      • 1,420 Sq Ft
      • Built 1927
      661 Homewood Ave, Highland Park, IL 60035

      Last Sold Summary

      • 8 Days On Market

  • /31

    $795,000

    Pending
    • 4 Beds
    • 3.5 Baths
    • 2,904 Sq Ft

    460 Hazel Ave, Highland Park, IL 60035

    Mid-Century Modern Gem Set in One of Highland Park's Most Premier Locations and Tucked Away with Ultimate Privacy on a Lush, Beautifully Manicured Lot. Enter into the Dramatic Double Staircase with Marble Foyer, Spacious Living / Dining Room - Perfect for Entertaining! Beautiful Hardwood Floors and an Updated Eat-In Kitchen with Newer Stainless Steel Appliances, White Cabinets and Granite

    Janet Borden Compass

    460 Hazel Ave, Highland Park, IL 60035
  • /15

    $2,195 Per Month

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • Condo for Rent

    730 Judson Ave Unit 13, Highland Park, IL 60035

    Book a tour by copying this link into your browser. PLEASE MAKE SURE TO INCLUDE THE ADDRESS & UNIT # DURING BOOKING TO CONFIRM AVAILABILITY. Welcome to your new home in the charming Braeside district of Highland Park, IL. This inviting property offers a comfortable living experience in a vibrant neighborhood, perfect for anyone looking to enjoy the best this area has to offer.Key

    (224) 459-1362

    730 Judson Ave Unit 13, Highland Park, IL 60035
  • /23

    $960,000

    Sold May 04, 2026

    371 Red Oak Ln, Highland Park, IL 60035

    • 4 Beds
    • 2.5 Baths
    • 2,890 Sq Ft
    • Built 1976

    Last Sold Summary

    • 10% Above List Price
    • $332/SF
    • 3 Days On Market

    Current Estimated Value $892,395

    Last Listing Agent Marcia Shanin Engel & Voelkers Chicago North Shore

    371 Red Oak Ln, Highland Park, IL 60035
    • /17

      Est $341,115

      Not Listed For Sale

      2086 Saint Johns Ave Unit 402, Highland Park, IL 60035

      • 2 Beds
      • 2 Baths
      • 1,683 Sq Ft
      • Built 1979
      2086 Saint Johns Ave Unit 402, Highland Park, IL 60035

      Last Sold Summary

      • 23 Days On Market

  • /36

    $1,095,000

    Open Sat 12PM - 2PM
    • 6 Beds
    • 5.5 Baths
    • 3,396 Sq Ft

    2925 Parkside Dr, Highland Park, IL 60035

    Move-in ready and expanded center entry colonial 6 bedroom, 5 full bath and 1 half bath home that backs to Centennial Park! First level features hardwood floors throughout, an inviting entry, large dining room perfect for entertaining, formal living room with bay windows that opens to a family room (currently used as an office) with fireplace and sliders to patio/yard. Expansive kitchen features

    Beth Wexler @properties Christie's International Real Estate

    2925 Parkside Dr, Highland Park, IL 60035
  • /15

    $2,150 Per Month

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • Condo for Rent

    730 Judson Ave Unit 6, Highland Park, IL 60035

    Book a tour by copying this link into your browser. PLEASE MAKE SURE TO INCLUDE THE ADDRESS & UNIT # DURING BOOKING TO CONFIRM AVAILABILITY. Welcome to your future home in the charming district of Braeside, Highland Park, IL. This inviting property offers a perfect blend of comfort and convenience, making it an ideal choice for those seeking a vibrant community and a relaxing

    (224) 553-3695

    730 Judson Ave Unit 6, Highland Park, IL 60035
  • /26

    $1,150,000

    Sold Apr 24, 2026

    625 Sheridan Rd, Highland Park, IL 60035

    • 3 Beds
    • 2.5 Baths
    • 4,197 Sq Ft
    • Built 1979

    Last Sold Summary

    • 6% Below List Price
    • $274/SF
    • 22 Days On Market

    Current Estimated Value $1,206,863

    Last Listing Agent Debbie Scully @properties Christie's International Real Estate

    625 Sheridan Rd, Highland Park, IL 60035
    • /39

      Est $1,683,554

      Not Listed For Sale

      1722 Sunset Rd, Highland Park, IL 60035

      • 4 Beds
      • 4.5 Baths
      • 3,568 Sq Ft
      • Built 2007
      1722 Sunset Rd, Highland Park, IL 60035

      Last Sold Summary

  • /16

    $399,000

    Pending
    • 2 Beds
    • 1 Bath
    • 1,706 Sq Ft

    1825 Beverly Place, Highland Park, IL 60035

    Charming solid brick ranch in Sunset Park offering a fantastic opportunity in a convenient location. This 2 bed, 1 bath home features a kitchen with GE Cafe stainless steel appliances, hardwood flooring throughout, an updated bath, and a light-filled family room overlooking the yard. The full basement offers great potential along with a detached 1-car garage. An excellent opportunity for buyers

    Noah Levy Compass

    1825 Beverly Place, Highland Park, IL 60035
  • /4

    $1,750 Per Month

    • Studio
    • 1 Bath
    • Condo for Rent

    696 Elm Place Unit 105, Highland Park, IL 60035

    Discover the perfect place to call home in the heart of Highland Park! This beautifully updated apartment offers a blend of modern amenities and convenience, all set in a vibrant neighborhood filled with great things to do and easy access to groceries, parks, and schools.Apartment Features:-Hardwood Floors for a sleek and modern touch-Updated Kitchen with modern appliances and

    (224) 765-4330

    696 Elm Place Unit 105, Highland Park, IL 60035
  • /23

    $1,645,000

    Sold Dec 12, 2025

    8 Heritage Dr, Highland Park, IL 60035

    • 4 Beds
    • 3.5 Baths
    • 2,825 Sq Ft
    • Built 2025

    Last Sold Summary

    • 2% Below List Price
    • $582/SF
    • 63 Days On Market

    Current Estimated Value $1,660,241

    Last Listing Agent Michael Hagenson New Era Chicago, LLC

    8 Heritage Dr, Highland Park, IL 60035
    • /29

      Est $636,894

      Not Listed For Sale

      1984 Sunset Rd, Highland Park, IL 60035

      • 3 Beds
      • 3 Baths
      • 1,715 Sq Ft
      • Built 1949
      1984 Sunset Rd, Highland Park, IL 60035

      Last Sold Summary

      • 5 Days On Market

  • /37

    $659,900

    $20K PRICE DROP Pending
    • 4 Beds
    • 4 Baths
    • 2,680 Sq Ft

    1908 Mccraren Rd, Highland Park, IL 60035

    Welcome to desirable Sherwood Forest in Highland Park! This triple level split has 4 spacious bedrooms on the upper level and offers the perfect layout for today's living and entertaining. One level up boasts a bright eat in kitchen and open dining and living room combo ideal for entertaining. The finished basement provides a dedicated office space, room to workout or play and a half bath and

    Sharel Shindler Compass

    1908 Mccraren Rd, Highland Park, IL 60035
  • /70

    $1,695 - $2,995

    Total Monthly Price

    • Studio - 2 Beds
    • 1 Bath
    • 350 Sq Ft
    • Condo for Rent

    730 Judson Ave, Highland Park, IL 60035

    Wonderful Vintage Building in the Heart of Ravinia – Highland ParkThis building is within walking distance of local schools and parks. Jens Jensen Park, where Highland Park’s weekly food truck fest is held, is right across the street! Living here, you’ll be just steps away from the Ravinia Metra stop and restaurants galore!Amenities:- Hardwood Floors- Updated Large

    730 Judson Ave, Highland Park, IL 60035
  • /23

    $550,000

    Sold Dec 22, 2025

    940 Augusta Way Unit 304, Highland Park, IL 60035

    • 2 Beds
    • 2 Baths
    • 1,926 Sq Ft
    • Built 2001

    Last Sold Summary

    • $286/SF
    • 9 Days On Market

    Current Estimated Value $577,682

    Last Listing Agent Dan Timm Baird & Warner

    940 Augusta Way Unit 304, Highland Park, IL 60035
    • /34

      Est $843,568

      Not Listed For Sale

      1929 Cavell Ave, Highland Park, IL 60035

      • 4 Beds
      • 2.5 Baths
      • 2,762 Sq Ft
      • Built 1968
      1929 Cavell Ave, Highland Park, IL 60035

      Last Sold Summary

      • 0 Days On Market

  • /19

    $399,000

    Pending
    • 4 Beds
    • 2 Baths
    • 1,165 Sq Ft

    1415 Deerfield Place, Highland Park, IL 60035

    Tucked away on a quiet Highland Park street, this updated ranch offers an affordable opportunity to get into one of the North Shore's most sought-after communities. Freshly painted and move-in ready, the home features 4 bedrooms, 2 updated bathrooms, and an open living space with newer flooring throughout. The refreshed kitchen includes 42" cabinets, stainless steel appliances, and plenty of

    Julia Alexander Keller Williams North Shore West

    1415 Deerfield Place, Highland Park, IL 60035
  • /71

    $1,795 - $1,895

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • Condo for Rent

    725 Saint Johns Ave, Highland Park, IL 60035

    Beautiful, updated Vintage building in the heart of Highland Park's Ravinia districtAmenities:- Hardwood Floors- Large Updated Kitchen- Separate Dining Area- Updated Bathroom- Miniblinds- Ceiling Fans- Plenty of Closet Space- Laundry in-unit- Pet-Friendly Building

    725 Saint Johns Ave, Highland Park, IL 60035
  • /29

    $800,000

    Sold Feb 10, 2026

    945 Villas Ct, Highland Park, IL 60035

    • 3 Beds
    • 2.5 Baths
    • 2,300 Sq Ft
    • Built 1988

    Last Sold Summary

    • 3% Above List Price
    • $348/SF
    • 0 Days On Market

    Current Estimated Value $804,736

    Last Listing Agent Deb Baker Compass

    945 Villas Ct, Highland Park, IL 60035
    • /49

      Est $1,655,179

      Not Listed For Sale

      2051 Churchill Ln, Highland Park, IL 60035

      • 5 Beds
      • 4.5 Baths
      • 5,952 Sq Ft
      • Built 1968
      2051 Churchill Ln, Highland Park, IL 60035

      Last Sold Summary

      • 3 Days On Market

  • /42

    $1,995,000

    Pending
    • 5 Beds
    • 4.5 Baths
    • 6,630 Sq Ft

    986 Brittany Rd, Highland Park, IL 60035

    Elegant French Provincial home set on a private street just moments from downtown Highland Park. Approximately 6,175 square feet, this Hamptons-style modern home includes 5 bedrooms and 4.1 baths and is nestled on over half an acre. Features include a gracious foyer, an oversized dining room with a wall of windows, a formal living room, and a study with a wet bar. The recently updated kitchen

    Margie Brooks Baird & Warner

    986 Brittany Rd, Highland Park, IL 60035
  • /71

    $1,795 - $1,895

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • Condo for Rent

    725 Saint Johns Ave, Highland Park, IL 60035

    Beautiful, updated Vintage building in the heart of Highland Park's Ravinia districtAmenities:- Hardwood Floors- Large Updated Kitchen- Separate Dining Area- Updated Bathroom- Miniblinds- Ceiling Fans- Plenty of Closet Space- Laundry in-unit- Pet-Friendly Building

    725 Saint Johns Ave, Highland Park, IL 60035
  • /22

    $650,000

    Sold Apr 23, 2026

    1320 Ferndale Ave, Highland Park, IL 60035

    • 4 Beds
    • 3 Baths
    • 1,586 Sq Ft
    • Built 1947

    Last Sold Summary

    • $410/SF
    • 5 Days On Market

    Current Estimated Value $648,518

    Last Listing Agent James Carey Forest Bluff Realty

    1320 Ferndale Ave, Highland Park, IL 60035
    • /32

      Est $776,724

      Not Listed For Sale

      3117 Centennial Ln, Highland Park, IL 60035

      • 4 Beds
      • 2.5 Baths
      • 2,612 Sq Ft
      • Built 1982
      3117 Centennial Ln, Highland Park, IL 60035

      Last Sold Summary

      • 10 Days On Market

  • /35

    $885,000

    Pending
    • 3 Beds
    • 3.5 Baths
    • 2,500 Sq Ft

    179 Pierce Rd, Highland Park, IL 60035

    Beautifully updated 3-bedroom, 3.1-bath home on a charming, tree-lined street in desirable Highland Park. This move-in ready residence features an updated kitchen with ample cabinetry and seamless flow into the main living and dining areas, ideal for everyday living and entertaining. Spacious living room with a wood-burning fireplace, a separate family room, and a light-filled sunroom offer

    Emily Destefano @properties Christie's International Real Estate

    179 Pierce Rd, Highland Park, IL 60035
  • /74

    $1,750 - $2,095

    Total Monthly Price

    • Studio - 1 Bed
    • 1 Bath
    • 375 Sq Ft
    • Condo for Rent

    696 Elm Place, Highland Park, IL 60035

    FREE PARKING AVAILABLE ON-SITEAmenities:- Hardwood Floors- Updated Kitchen- Updated Bathroom- Miniblinds- Air Conditioning- Ceiling Fans- Plenty of Closet Space- Laundry on site- Party Room- On-Site Parking- Pet-Friendly Building

    696 Elm Place, Highland Park, IL 60035
  • /16

    $280,000

    Sold Aug 12, 2025

    2020 St Johns Ave Unit 309, Highland Park, IL 60035

    • 2 Beds
    • 2 Baths
    • 1,269 Sq Ft
    • Built 1987

    Last Sold Summary

    • 2% Above List Price
    • $221/SF
    • 2 Days On Market

    Current Estimated Value $309,069

    Last Listing Agent Debbie Croft @properties Christie's International Real Estate

    2020 St Johns Ave Unit 309, Highland Park, IL 60035
    • /2

      Est $932,866

      Not Listed For Sale

      324 Leonard Wood S Unit 203, Highland Park, IL 60035

      • 3 Beds
      • 2.5 Baths
      • 3,102 Sq Ft
      • Built 1905
      324 Leonard Wood S Unit 203, Highland Park, IL 60035

      Last Sold Summary

  • /68

    $2,199,000

    New Construction Pending
    • 6 Beds
    • 6.5 Baths
    • 4,289 Sq Ft

    1839 Shelley Ct, Highland Park, IL 60035

    1839 Shelley Court is an ultra-luxury, new-construction home situated on a .86-acre lot and tucked back on a private cul-de-sac in the desirable High Ridge neighborhood. This remarkable residence offers nearly 6,600 square feet of luxury living space across three levels, and features soaring ceilings, gorgeous wide-plank wood flooring, a wide open layout, and designer finishes throughout. You

    Brandy Isaac @properties Christie's International Real Estate

    1839 Shelley Ct, Highland Park, IL 60035
  • /71

    $1,795 - $1,895

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • Condo for Rent

    725 Saint Johns Ave, Highland Park, IL 60035

    Beautiful, updated Vintage building in the heart of Highland Park's Ravinia districtAmenities:- Hardwood Floors- Large Updated Kitchen- Separate Dining Area- Updated Bathroom- Miniblinds- Ceiling Fans- Plenty of Closet Space- Laundry in-unit- Pet-Friendly Building

    725 Saint Johns Ave, Highland Park, IL 60035
  • /13

    $835,000

    Sold Jan 14, 2026

    378 Oakland Dr, Highland Park, IL 60035

    • 5 Beds
    • 3 Baths
    • 2,845 Sq Ft
    • Built 1925

    Last Sold Summary

    • 7% Below List Price
    • $293/SF
    • 14 Days On Market

    Current Estimated Value $883,503

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

    378 Oakland Dr, Highland Park, IL 60035
    • /33

      Est $1,415,584

      Not Listed For Sale

      206 Whistler Rd, Highland Park, IL 60035

      • 3 Beds
      • 4.5 Baths
      • 4,481 Sq Ft
      • Built 2012
      206 Whistler Rd, Highland Park, IL 60035

      Last Sold Summary

      • 5 Days On Market

Showing Results 81 - 120, Page 3 of 18

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