12,814

Highland Park, IL Homes

Section Image
  • /23

    $599,900

    Pending
    • 4 Beds
    • 2 Baths
    • 1,227 Sq Ft

    1242 Arbor Ave, Highland Park, IL 60035

    Adorable and immaculate home in desirable Sherwood Forest, upgraded, move-in ready and much larger than it appears! Fall in love upon entering the foyer and seeing the spacious front dining room & living room which are open to one another for easy entertaining. Drenched in natural sunlight these rooms have hardwood floors, recessed lighting and a cozy WBFP w/ brick surround. The spacious eat-in

    Patricia Denenberg @properties Christie's International Real Estate

    1242 Arbor Ave, Highland Park, IL 60035
  • /23

    $2,500

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,288 Sq Ft
    • Condo for Rent

    1250 Park Ave W Unit 408, Highland Park, IL 60035

    Welcome to your dream apartment! This updated 2-bedroom, 2-bathroom corner unit on the 1st floor is the perfect place to call home. As you step inside, you'll immediately notice the gorgeous sliders that lead out to your very own private patio, which overlooks a lovely wooded area and a tranquil pond. Imagine sipping your morning coffee here, listening to the sounds of nature - it's truly a

    1250 Park Ave W Unit 408, Highland Park, IL 60035
  • /39

    $2,025,000

    Sold May 26, 2026

    796 Marion Ave, Highland Park, IL 60035

    • 5 Beds
    • 5.5 Baths
    • 4,253 Sq Ft
    • Built 2003

    Last Sold Summary

    • 16% Above List Price
    • $476/SF
    • 5 Days On Market

    Current Estimated Value $1,703,661

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

    796 Marion Ave, Highland Park, IL 60035
    • /38

      Est $226,848

      Not Listed For Sale

      550 Vine Ave Unit 206, Highland Park, IL 60035

      • 2 Beds
      • 2 Baths
      • 950 Sq Ft
      • Built 1987
      550 Vine Ave Unit 206, Highland Park, IL 60035

      Last Sold Summary

      • 13 Days On Market

  • /2

    $286,000

    Pending
    • Land
    • 0 Sq Ft

    647 Saint Johns Ave, Highland Park, IL 60035

    Discover the potential of this expansive land property located at 647 Saint Johns Ave in Highland Park, IL. This prime location provides a unique opportunity to build your dream home or investment project in a sought-after area. Surrounded by mature trees, the lot provides a serene and private setting while being conveniently close to local amenities, including shopping, dining, and recreational

    Misael Chacon Beycome Brokerage Realty LLC

    647 Saint Johns Ave, Highland Park, IL 60035
  • /34

    $3,000

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Condo for Rent

    633 Glenview Ave Unit 2, Highland Park, IL 60035

    This is the opportunity to enjoy the amenities a beautiful older home provides in the serenity of residential Highland Park.Completely renovated light and airy upstairs two bedroom one bath unit. View of beautiful yard and quiet residential Street from all windows.This is a Second Floor, upstairs Unit.Location is steps from Highland Park Hospital and Sunset Park. Walkable

    633 Glenview Ave Unit 2, Highland Park, IL 60035
  • /10

    $1,200,000

    Sold May 04, 2026

    520 Sheridan Rd, Highland Park, IL 60035

    • 4 Beds
    • 4 Baths
    • 3,226 Sq Ft
    • Built 1937

    Last Sold Summary

    • 10% Above List Price
    • $372/SF

    Current Estimated Value $1,132,250

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

    520 Sheridan Rd, Highland Park, IL 60035
    • /21

      Est $809,284

      Not Listed For Sale

      950 Augusta Way Unit 307, Highland Park, IL 60035

      • 3 Beds
      • 2.5 Baths
      • 2,523 Sq Ft
      • Built 2001
      950 Augusta Way Unit 307, Highland Park, IL 60035

      Last Sold Summary

      • 8 Days On Market

  • /30

    $599,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,876 Sq Ft

    602 Vine Ave, Highland Park, IL 60035

    We are asking for HIGHEST & BEST BY 12pm on Monday, June 1st. Step into this charming Colonial in an incredible Highland Park location! Walking distance to downtown Highland Park, schools, parks, and the lake, this beautifully updated 3-bedroom, 2.5-bath home blends timeless character with modern updates throughout. Highlights Include: Bright and spacious living room with French doors. Gas

    Erik Gimbel Compass

    602 Vine Ave, 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
  • /37

    $615,000

    Sold Mar 30, 2026

    1177 Ridge Rd, Highland Park, IL 60035

    • 4 Beds
    • 2 Baths
    • 2,300 Sq Ft
    • Built 1961

    Last Sold Summary

    • 7% Above List Price
    • $267/SF
    • 5 Days On Market

    Current Estimated Value $600,766

    Last Listing Agent Stephanie Hofman @properties Christie's International Real Estate

    1177 Ridge Rd, Highland Park, IL 60035
    • /36

      Est $1,556,156

      Not Listed For Sale

      761 County Line Rd, Highland Park, IL 60035

      • 4 Beds
      • 4.5 Baths
      • 3,950 Sq Ft
      • Built 2018
      761 County Line Rd, Highland Park, IL 60035

      Last Sold Summary

      • 3 Days On Market

  • /29

    $525,000

    Open Sun 11AM - 1PM
    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft

    Unlisted Address

    Warm and inviting cape cod home with excellent natural light on a large lot. Flexible space that can adjust with your needs. It starts with a large and open living room that adjoins the foyer as does the dining room which has a beautiful view of the treelined street. The kitchen is open to the family room addition that features a vaulted ceiling and windows that look out onto the fenced backyard.

    Ron Ehlers Compass

    Unlisted Address
  • /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
  • /2

    $1,400,000

    Sold Dec 09, 2025

    1375 Sheridan Rd, Highland Park, IL 60035

    • 4 Beds
    • 3.5 Baths
    • 3,568 Sq Ft
    • Built 1919

    Last Sold Summary

    • $392/SF

    Current Estimated Value $1,416,963

    Last Listing Agent Brandy Simon Engel & Voelkers Chicago North Shore

    1375 Sheridan Rd, Highland Park, IL 60035
    • /43

      Est $973,000

      Not Listed For Sale

      1155 Saint Johns Ave, Highland Park, IL 60035

      • Studio
      • 4,418 Sq Ft
      • Built 1926
      1155 Saint Johns Ave, Highland Park, IL 60035

      Last Sold Summary

      • 115 Days On Market

  • /23

    $599,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,837 Sq Ft

    937 Pleasant Ave, Highland Park, IL 60035

    located on a quiet cul-de-sac in sought-after Ravinia. This home offers a flexible layout with a large first-floor bedroom and full bathroom, plus two additional bedrooms and a half bath on the second level. Partially finished basement includes a family room, full bathroom, laundry area, and additional storage space. Major updates completed in 2022 include a fully gutted and renovated kitchen,

    Daniel Daoud Realtyline Co.

    937 Pleasant Ave, Highland Park, IL 60035
  • /9

    $1,850

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 950 Sq Ft
    • Condo for Rent

    1644 Midland Ave Unit Apartment, Highland Park, IL 60035

    Beautiful apartment in perfect areaA spacious two-bedroom apartment located in a split-level duplex in an excellent neighborhood. The apartment features a large, beautiful living room with a dining area. The bedrooms are equipped with spacious closets. All rooms feature parquet flooring and vertical blinds. The apartment boasts a modern kitchen with a pantry, as well as a bathroom featuring a

    1644 Midland Ave Unit Apartment, Highland Park, IL 60035
  • /24

    $467,000

    Sold Aug 22, 2025

    1660 1st St Unit 303, Highland Park, IL 60035

    • 2 Beds
    • 2 Baths
    • 1,810 Sq Ft
    • Built 1998

    Last Sold Summary

    • 4% Below List Price
    • $258/SF
    • 12 Days On Market

    Current Estimated Value $512,621

    Last Listing Agent Annette Blumberg Baird & Warner

    1660 1st St Unit 303, Highland Park, IL 60035
    • /31

      Est $1,862,285

      Not Listed For Sale

      1550 Museum Dr, Highland Park, IL 60035

      • 4 Beds
      • 4.5 Baths
      • 6,500 Sq Ft
      • Built 2018
      1550 Museum Dr, Highland Park, IL 60035

      Last Sold Summary

      • 6 Days On Market

  • /39

    $1,100,000

    Pending
    • 5 Beds
    • 3.5 Baths
    • 3,261 Sq Ft

    280 Aspen Ln, Highland Park, IL 60035

    Now offered at an extraordinary new price, this is the opportunity buyers have been waiting for! Beautifully updated 5 bedroom, 3 full and 1 half bath expanded split-level home set on just under a half-acre in desirable Braeside neighborhood. A sun-drenched inviting entry leads to a great room with a wall of windows, floating built-in shelves and fireplace that flows seamlessly into the dining

    Beth Wexler @properties Christie's International Real Estate

    280 Aspen Ln, Highland Park, IL 60035
  • /10

    $1,685

    Total Monthly Price

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

    2494 Saint Johns Ave Unit 1SW, Highland Park, IL 60035

    Available August 1st or with Flexible Move Date in August up to the 15th!*Cat Friendly with pet fees*Heat Included!*Off Street Monthly Parking AvailableThis RECENTLY REHABBED, Comfortable, First Floor 1 bedroom Apartment is located in a fantastic Highland Park neighborhood close to Highland Park High School. Apartment includes:- Refinished Hardwood Floors-

    2494 Saint Johns Ave Unit 1SW, Highland Park, IL 60035
  • /20

    $440,000

    Sold Mar 03, 2026

    927 Half Day Rd, Highland Park, IL 60035

    • 3 Beds
    • 2 Baths
    • 1,080 Sq Ft
    • Built 1957

    Last Sold Summary

    • 20% Below List Price
    • $407/SF
    • 127 Days On Market

    Current Estimated Value $467,133

    Last Listing Agent Greg Weissman @properties Christie's International Real Estate

    927 Half Day Rd, Highland Park, IL 60035
    • /40

      Est $899,233

      Not Listed For Sale

      1180 Saint Johns Ave, Highland Park, IL 60035

      • 4 Beds
      • 3.5 Baths
      • 2,991 Sq Ft
      • Built 1926
      1180 Saint Johns Ave, Highland Park, IL 60035

      Last Sold Summary

      • 24 Days On Market

  • /50

    $1,199,000

    Pending
    • 4 Beds
    • 3.5 Baths
    • 2,840 Sq Ft

    427 Green Bay Rd, Highland Park, IL 60035

    Classic stone Colonial built in 1947, situated on an exceptional fenced double lot measuring 100 feet wide in highly sought-after Ravinia. Thoughtfully updated throughout, this move-in ready home blends timeless character with today's modern amenities. The inviting living room with original fireplace opens seamlessly to the dining room and newly remodeled kitchen featuring quartz waterfall

    Debbie Scully @properties Christie's International Real Estate

    427 Green Bay 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
  • /31

    $1,050,000

    Sold Jul 25, 2025

    346 Sumac Rd, Highland Park, IL 60035

    • 4 Beds
    • 4 Baths
    • 3,230 Sq Ft
    • Built 1951

    Last Sold Summary

    • $325/SF
    • 4 Days On Market

    Current Estimated Value $1,044,625

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

    346 Sumac Rd, Highland Park, IL 60035
    • /17

      Est $521,312

      Not Listed For Sale

      1534 Mcdaniels Ave Unit 2D, Highland Park, IL 60035

      • 3 Beds
      • 2 Baths
      • 2,190 Sq Ft
      • Built 1988
      1534 Mcdaniels Ave Unit 2D, Highland Park, IL 60035

      Last Sold Summary

      • 1 Day On Market

  • /5

    $2,500,000

    New Construction Pending
    • 6 Beds
    • 5.5 Baths
    • 4,968 Sq Ft

    1356 Glencoe Ave, Highland Park, IL 60035

    Introducing The Lincoln Collection - an exclusive offering of nine new construction residences on the former Lincoln School site. Currently under construction and available June 2026. Perfectly positioned on a professionally landscaped .31-acre homesite, this exceptional 6-bedroom, 5.1-bath home offers approximately 5,400 square feet of curated living space across three impeccably finished

    Beth Wexler @properties Christie's International Real Estate

    1356 Glencoe Ave, Highland Park, IL 60035
  • /21

    $5,950 Per Month

    • 5 Beds
    • 4.5 Baths
    • 2,489 Sq Ft
    • House for Rent

    2078 Linden Ave, Highland Park, IL 60035

    Fabulous 4 bed 3.2 bath beautiful colonial in superb East Highland Park location. Gracious living room with wood burning fireplace. Separate formal dining room with leaded glass windows. Wonderful sunny kitchen with 42" wood cabinets and granite countertops. Three bedrooms on the 2nd floor including the primary bedroom suite with walk-in closet. Third floor suite and full bath, office or play

    Linda Levin Jameson Sotheby's Intl Realty

    2078 Linden Ave, Highland Park, IL 60035
  • /2

    $4,050,000

    Sold Oct 31, 2025

    1250 Linden Ave, Highland Park, IL 60035

    • 5 Beds
    • 8 Baths
    • 8,152 Sq Ft
    • Built 2008

    Last Sold Summary

    • 4% Below List Price
    • $497/SF

    Current Estimated Value $3,901,424

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

    1250 Linden Ave, Highland Park, IL 60035
    • /39

      Est $1,063,824

      Not Listed For Sale

      189 Oak Knoll Terrace, Highland Park, IL 60035

      • 4 Beds
      • 3.5 Baths
      • 3,559 Sq Ft
      • Built 1963
      189 Oak Knoll Terrace, Highland Park, IL 60035

      Last Sold Summary

      • 11 Days On Market

  • /34

    $474,900

    Pending
    • 3 Beds
    • 2 Baths
    • 1,159 Sq Ft

    1284 Deerfield Place, Highland Park, IL 60035

    Cute Three Bedroom Two bath corner ranch. Move in condition. Full finished basement. Two car garage. Great starter home for young family or perfect one level home for empty nester wanting to downsize. Walking distance to HP community pool. Close to downtown, Sunset Golf Course and interstate. Great quite area of Highland Park.

    Peter Barber Berkshire Hathaway HomeServices Chicago

    1284 Deerfield Place, Highland Park, IL 60035
  • /22

    $2,800 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,140 Sq Ft
    • Townhouse for Rent

    706 Broadview Ave, Highland Park, IL 60035

    Charming townhome in the Ravina neighborhood close to parks, shopping, dining, Lake Michigan, and more! Beautifully maintained with a versatile layout, gorgeous natural light, and over 1,100 sq ft of above ground space. Whip up delicious meals in this stylish kitchen equipped with contemporary cabinetry, sleek appliances, and granite countertops. Options are nearly endless for the finished

    706 Broadview Ave, Highland Park, IL 60035
  • /30

    $677,000

    Sold Jan 30, 2026

    860 Green Bay Rd, Highland Park, IL 60035

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

    Last Sold Summary

    • 12% Below List Price
    • $282/SF
    • 62 Days On Market

    Current Estimated Value $706,329

    Last Listing Agent Shlomo Arel Kale Realty

    860 Green Bay Rd, Highland Park, IL 60035
    • /65

      Est $1,288,250

      Not Listed For Sale

      41 Sheridan Rd, Highland Park, IL 60035

      • 3 Beds
      • 2.5 Baths
      • 2,705 Sq Ft
      • Built 1929
      41 Sheridan Rd, Highland Park, IL 60035

      Last Sold Summary

      • 6 Days On Market

  • /23

    $550,000

    Pending
    • 3 Beds
    • 2 Baths
    • 2,024 Sq Ft

    1055 Hillcrest Ave, Highland Park, IL 60035

    1055 Hillcrest Avenue is a thoughtfully updated split level home offering 3 bedrooms, 2 full bathrooms, and a finished lower level in a prime location. From the moment you walk in, you are welcomed by a stunning open kitchen with stainless steel appliances and gorgeous floor to ceiling windows, which bring in abundant natural light throughout the main level. The layout offers the perfect flow for

    Jennifer Boudreau Compass

    1055 Hillcrest Ave, Highland Park, IL 60035
  • /24

    $3,250 Per Month

    • 2 Beds
    • 2.5 Baths
    • 2,000 Sq Ft
    • Townhouse for Rent

    370 Park Ave Unit E, Highland Park, IL 60035

    Available July 1! Incredible end unit 2BR 2.5 bath end-unit tri-level townhome in the perfect location with in-unit elevator! Upon entering the home you are greeted with a sun-filled foyer courtesy of the skylight above the stairwell. Extra large living room located directly off of the entryway offers two full walls of windows and enough space for a desk or dining area. From the living room you

    Emily Moore Compass

    370 Park Ave Unit E, Highland Park, IL 60035
  • /20

    $720,000

    Sold Jun 03, 2026

    719 Burchell Ave, Highland Park, IL 60035

    • 4 Beds
    • 3 Baths
    • 1,669 Sq Ft
    • Built 1964

    Last Sold Summary

    • 4% Above List Price
    • $431/SF
    • 5 Days On Market

    Current Estimated Value $676,931

    Last Listing Agent Mada Hitchmough Compass

    719 Burchell Ave, Highland Park, IL 60035
    • /48

      Est $1,366,691

      Not Listed For Sale

      157 S Deere Park Dr, Highland Park, IL 60035

      • 4 Beds
      • 2.5 Baths
      • 2,821 Sq Ft
      • Built 1942
      157 S Deere Park Dr, Highland Park, IL 60035

      Last Sold Summary

      • 16 Days On Market

Showing Results 121 - 160, Page 4 of 18

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