Highland Park, IL Homes

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  $1,095,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 4,205 Sq Ft

  730 Sheridan Rd Unit A, Highland Park, IL 60035

  Hear the gentle rhythm of Lake Michigan from this impeccably maintained, rarely available mid-century modern ranch near the lake, set along prestigious Sheridan Road in East Highland Park, where refined luxury, privacy, and timeless design converge. Built in 1958 and still owned by the original family, the home was designed by architect Arnold Schaffner. Upon entry, classic terrazzo flooring sets

  Scott Ottenheimer Baird & Warner

  730 Sheridan Rd Unit A, Highland Park, IL 60035
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  $5,500 - $5,600 per month

  Bloom Street Townhomes

  3 Beds

  425 Bloom St, Highland Park, IL 60035

  Welcome to Bloom Street Townhomes at 425 Bloom St — luxury, new-construction townhomes in east Highland Park. Each home spans over 2,000 sq ft and features 3 bedrooms plus office/flex space, 2.5 baths, private entrance, and an attached 2-car garage. Interiors showcase designer finishes, vaulted ceilings, large windows, smart Nest thermostats, and in-unit laundry. The community includes a

  425 Bloom St, Highland Park, IL 60035
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  /2

  $825,000 Sold Apr 01, 2025

  1666 Cloverdale Ave, Highland Park, IL 60035

  • 5 Beds
  • 4.5 Baths
  • 4,222 Sq Ft
  • Built 1975

  Last Sold Summary

  • $195/SF
  • 0 Days On Market

  Last Listing Agent Michael Hope Coldwell Banker Realty

  1666 Cloverdale Ave, Highland Park, IL 60035
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  /2

  Est $247,500 Not Listed For Sale

  2624 Roslyn Cir, Highland Park, IL 60035

  2624 Roslyn Cir, Highland Park, IL 60035
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  $950,000 Pending

  • 6 Beds
  • 4.5 Baths
  • 4,272 Sq Ft

  1210 North Ave, Highland Park, IL 60035

  This Spacious (over 4200 Sq Ft above grade), Dramatic, Mid-Century Contemporary Home was Originally the Developer's Personal Home and is One of the Largest in the Area. Features include a Circular Driveway, Large Wooded Lot, 2 Fireplaces, Two Story Foyer with Sweeping Staircase, and Walls of Windows. The Kitchen has Newer Stainless Appliances, Granite Counters and a Large Eating Area. Huge

  Janet Borden Compass

  1210 North Ave, Highland Park, IL 60035
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  /17

  $2,012 per month

  • 2 Beds
  • 1 Bath
  • 872 Sq Ft
  • Apartment for Rent

  1506 Glencoe Ave Unit 2S, Highland Park, IL 60035

  *** ONE MONTH FREE MOVE-IN SPECIAL - NORMAL RENT IS 2,195. Beautifully remodeled apartment available within walking distance to downtown Highland Park! Recent upgrades to this spacious apartment include new windows, new hardwood flooring, brand new bathroom (fixtures, bathtub, toilet, vanity), brand new kitchen (new appliances, counters, cabinets, etc). This brick building has spacious bedrooms

  Brent Horvay The Horvay Group LLC

  1506 Glencoe Ave Unit 2S, Highland Park, IL 60035
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  /27

  $787,000 Sold Jun 26, 2025

  3085 Centennial Ln, Highland Park, IL 60035

  • 4 Beds
  • 3.5 Baths
  • 3,879 Sq Ft
  • Built 1978

  Last Sold Summary

  • 2% Below List Price
  • $203/SF
  • 5 Days On Market

  Current Estimated Value $828,987

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

  3085 Centennial Ln, Highland Park, IL 60035
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  Est $227,815 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 950 Sq Ft

  550 Vine Ave Unit 206, Highland Park, IL 60035

  550 Vine Ave Unit 206, Highland Park, IL 60035
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  $379,900

  • 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
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  /10

  $1,995 per month

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  696 Elm Place Unit 210, Highland Park, IL 60035

  Lovely 1 bedroom apartment features hardwood floors, renovated kitchen & bathroom. Plenty of closet space. Near Sunset Woods Park. Close to restaurants, shopping, movie theater, Metra and more. Cooking gas included. Pets welcome. Presented by Fulton Grace, Chicago IL.*Pictures may be of a similar unit in building.

  696 Elm Place Unit 210, Highland Park, IL 60035
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  /56

  $2,300,000 Sold May 15, 2025

  136 Lakewood Place, Highland Park, IL 60035

  • 2 Beds
  • 4.5 Baths
  • 4,339 Sq Ft
  • Built 1957

  Last Sold Summary

  • 28% Above List Price
  • $530/SF
  • 4 Days On Market

  Current Estimated Value $2,191,970

  Last Listing Agent Jacqueline Colando Redfin Corporation

  136 Lakewood Place, Highland Park, IL 60035
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  /21

  Est $801,839 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,523 Sq Ft

  950 Augusta Way Unit 307, Highland Park, IL 60035

  950 Augusta Way Unit 307, Highland Park, IL 60035
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  $1,050,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  1060 Livingston (Lot 5) Ave, Highland Park, IL 60035

  THIS BEAUTIFUL HOME IS JUST STEPS AWAY FROM A TRANQUIL OASIS W/ NATURE AND WALKING PATHS FOR MILES. THIS BROOKMERE FEATURES LUXURY FINISHES THROUGHOUT THE HOME! DESIGNED WITH CUSTOM CABINETRY, QUARTZ COUNTER TOPS THROUGHOUT, FIREPLACE, SOLID CORE 8' DOORS, DESIGNER LIGHT FIXTURES, TRAY & CATHEDRAL CEILINGS, AND UPGRADED TRIM PACKAGE W/ EXTENSIVE CROWN & WAINSCOT ALL INCLUDED IN STARTING PRICE.

  John Barry Mc Naughton Realty Group

  1060 Livingston (Lot 5) Ave, Highland Park, IL 60035
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  /12

  $2,545 per month

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

  555 Roger Williams Ave Unit 307, Highland Park, IL 60035

  Remarks: Welcome to Ravinia Crossing, Highland Park's newest boutique rental building in the heart of the Ravinia Business District. This intimate four story, 30- unit building consists of a variety of one and two-bedroom unit floor plans with luxury high-end finishes. Open Great room with walls of windows- the north facing units have balconies and overlook the ravines, the south and east facing

  Larry Klairmont Twins Realty LLC

  555 Roger Williams Ave Unit 307, Highland Park, IL 60035
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  /26

  $801,000 Sold Mar 04, 2025

  1201 Cambridge Ct, Highland Park, IL 60035

  • 4 Beds
  • 2.5 Baths
  • 3,100 Sq Ft
  • Built 1968

  Last Sold Summary

  • 5% Above List Price
  • $258/SF
  • 4 Days On Market

  Current Estimated Value $855,849

  Last Listing Agent Erin Smith @properties Christie's International Real Estate

  1201 Cambridge Ct, Highland Park, IL 60035
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  Est $1,654,463 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,950 Sq Ft

  761 County Line Rd, Highland Park, IL 60035

  761 County Line Rd, Highland Park, IL 60035
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  $395,000

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft

  1230 Park Ave W Unit 225, Highland Park, IL 60035

  This home is a masterclass in modern design, perfectly blending high-end tech with cozy, open-concept living. From the "wow-factor" kitchen to the thoughtful lighting throughout, every detail has been upgraded for a buyer who appreciates the finer things. Sleek design meets seamless living - Waterfall Quartz, Smart Tech, and private balcony. Step into an expansive open-concept sanctuary where the

  Iulia Dragan Onix Realty, Inc.

  1230 Park Ave W Unit 225, Highland Park, IL 60035
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  /8

  $3,800 per month

  • 4 Beds
  • 2.5 Baths
  • 2,000 Sq Ft
  • House for Rent

  953 Burton Ave, Highland Park, IL 60035

  Property Id: 2114042Spacious 4 bedroom ranch house in Highland Park’s Ravinia area. Enjoy cooking in the well-equipped, beautifully updated kitchen featuring a stainless steel convection range, microwave, dishwasher and French door refrigerator. Additional highlights include:-2 full bathrooms -beautiful hardwood flooring throughout -lots of natural sunlight - large

  953 Burton Ave, Highland Park, IL 60035
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  $1,460,000 Sold Sep 08, 2025

  3507 Bradley Ct, Highland Park, IL 60035

  • 5 Beds
  • 5.5 Baths
  • 7,113 Sq Ft
  • Built 2000

  Last Sold Summary

  • 3% Below List Price
  • $205/SF
  • 20 Days On Market

  Current Estimated Value $1,554,204

  Last Listing Agent Suzie Hempstead Berkshire Hathaway HomeServices Chicago

  3507 Bradley Ct, Highland Park, IL 60035
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  /43

  Est $976,000 Not Listed For Sale

  • Studio
  • 4,418 Sq Ft

  1155 Saint Johns Ave, Highland Park, IL 60035

  1155 Saint Johns Ave, Highland Park, IL 60035
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  /29

  $395,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,890 Sq Ft

  1490 Avignon Ct, Highland Park, IL 60035

  Don't miss it! Highly desirable 3 BR, 2.5 bath townhome in beautiful Chantilly. Very well priced: Customize this one your way to fit your style and needs. Large eat-in kitchen with adjoining formal dining room, both with access to the private fenced-in patio. Convenient 2nd floor laundry. Large master bedroom with private en-suite and walk-in closet with built-ins. Enjoy this vibrant community

  Jackie Stevenson Kurman Realty Group

  1490 Avignon Ct, Highland Park, IL 60035
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  /17

  $2,012 per month

  • 2 Beds
  • 1 Bath
  • 872 Sq Ft
  • Apartment for Rent

  1506 Glencoe Ave Unit 2N, Highland Park, IL 60035

  Beautifully remodeled apartment available within walking distance to downtown Highland Park! Recent upgrades to this spacious apartment include new windows, new hardwood flooring, brand new bathroom (fixtures, bathtub, toilet, vanity), brand new kitchen (new appliances, counters, cabinets, etc). This brick building has spacious bedrooms that can fit a king-size bed and ample closet space. Located

  Brent Horvay The Horvay Group LLC

  1506 Glencoe Ave Unit 2N, Highland Park, IL 60035
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  /36

  $650,000 Sold Dec 05, 2025

  1773 Winthrop Rd, Highland Park, IL 60035

  • 4 Beds
  • 2.5 Baths
  • 2,634 Sq Ft
  • Built 1961

  Last Sold Summary

  • $247/SF
  • 3 Days On Market

  Last Listing Agent Grace Flatt @properties Christie's International Real Estate

  1773 Winthrop Rd, Highland Park, IL 60035
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  /31

  Est $1,859,842 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 6,500 Sq Ft

  1550 Museum Dr, Highland Park, IL 60035

  1550 Museum Dr, Highland Park, IL 60035
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  /24

  $350,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,023 Sq Ft

  1202 Taylor Ave, Highland Park, IL 60035

  Opportunity knocks in one of Highland Park's most desirable locations. This single-family home offers 2 bedrooms + a dedicated office, 2 full baths, and potential for a third bath, making it the perfect builder's dream, investor opportunity, or savvy end-user renovation. Gated front yard. Whether you envision a full transformation or prefer to move in and update over time, this home delivers

  Paula Avenaim Baird & Warner

  1202 Taylor Ave, Highland Park, IL 60035
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  /16

  $2,250 per month

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  730 Judson Ave Unit 4, 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 door. Sunset Woods Park, only half a block away, features expansive green spaces, playgrounds, and local shops. Plus, enjoy a wide

  730 Judson Ave Unit 4, Highland Park, IL 60035
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  /23

  $430,000 Sold Jun 25, 2025

  204 Leonard Wood S Unit 204, Highland Park, IL 60035

  • 1 Bed
  • 1 Bath
  • 1,574 Sq Ft
  • Built 1885

  Last Sold Summary

  • 4% Below List Price
  • $273/SF
  • 2 Days On Market

  Current Estimated Value $457,040

  Last Listing Agent Alan Meyerowitz @properties Christie's International Real Estate

  204 Leonard Wood S Unit 204, Highland Park, IL 60035
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  /40

  Est $930,222 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,991 Sq Ft

  1180 Saint Johns Ave, Highland Park, IL 60035

  1180 Saint Johns Ave, Highland Park, IL 60035
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  $725,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 3,562 Sq Ft

  3349 University Ave, Highland Park, IL 60035

  Mid-Century Tri-Level Gem in the Sought-After Highlands of Highland Park.This spacious 4-bedroom, 2.5-bath home blends timeless Mid-Century character with thoughtful updates. Freshly painted throughout, the interior showcases beautifully refinished, pristine hardwood floors throughout most of the house. The semi-updated layout offers comfortable living and flexibility, complemented by brand-new

  Alan Meyerowitz @properties Christie's International Real Estate

  3349 University Ave, Highland Park, IL 60035
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  /8

  $2,395 per month

  • 2 Beds
  • 1 Bath
  • 850 Sq Ft
  • Apartment for Rent

  1478 Glencoe Ave Unit 2W, Highland Park, IL 60035

  Be the first to live in this brand new - gut renovated beautifully designed 2 bed 1 bath unit in a prime residential neighborhood of east Highland Park. Everything is new including real oak hardwood floors, kitchen cabinets, quartz countertops, backsplash, appliances, stainless steel appliances, new bathroom, laundry in unit and more. Both bedrooms are large and can fit king sized beds. 1 parking

  Adam Saffro New Era Chicago, LLC

  1478 Glencoe Ave Unit 2W, Highland Park, IL 60035
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  $1,425,000 Sold Jun 30, 2025

  1181 Hilary Ln, Highland Park, IL 60035

  • 4 Beds
  • 3.5 Baths
  • 3,271 Sq Ft
  • Built 1996

  Last Sold Summary

  • 10% Above List Price
  • $436/SF
  • 1 Day On Market

  Current Estimated Value $1,427,105

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

  1181 Hilary Ln, Highland Park, IL 60035
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  /17

  Est $507,027 Not Listed For Sale

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

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

  1534 Mcdaniels Ave Unit 2D, Highland Park, IL 60035
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  $849,000

  • 5 Beds
  • 3.5 Baths
  • 2,462 Sq Ft

  835 Yale Ln, Highland Park, IL 60035

  This gorgeous Sunset Park Tudor home has been lovingly maintained. Enter the charming foyer into this gracious home featuring 5 bedrooms, 3.5 baths with 4 levels of living space. Enjoy the sun-filled living space with a fabulous family room boasting a stone fireplace and beautiful ceiling details flowing into the living room with walls of windows. Formal dining room with french doors opening into

  Janet Borden Compass

  835 Yale Ln, Highland Park, IL 60035
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  /13

  $1,850 per month

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

  485 Roger Williams Ave, Highland Park, IL 60035

  Welcome to your new home in the vibrant Braeside district of Highland Park, IL! This inviting property offers a comfortable living space that blends convenience with a welcoming atmosphere. Key property features include spacious bedrooms and well-appointed bathrooms, ensuring ample room for relaxation. Centrally located, this home enjoys proximity to several great restaurants and

  485 Roger Williams Ave, Highland Park, IL 60035
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  $438,500 Sold Jan 15, 2026

  2013 Castlewood Rd, Highland Park, IL 60035

  • 2 Beds
  • 1 Bath
  • 1,138 Sq Ft
  • Built 1954

  Last Sold Summary

  • 8% Below List Price
  • $385/SF
  • 31 Days On Market

  Last Listing Agent Quin O'Brien 4 Sale Realty Advantage LLC

  2013 Castlewood Rd, Highland Park, IL 60035
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  Est $1,087,739 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,559 Sq Ft

  189 Oak Knoll Terrace, Highland Park, IL 60035

  189 Oak Knoll Terrace, Highland Park, IL 60035
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  /35

  $550,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,546 Sq Ft

  666 Barberry Rd, Highland Park, IL 60035

  Welcome to this beautifully updated Highland Park quad-level home offering nearly 2,300 square feet of thoughtfully designed living space. Fully remodeled from top to bottom in 2020, this home features updates to the roof, windows, siding, electrical, HVAC, water heater, and more. Step into the stunning kitchen, complete with custom 42-inch white shaker cabinetry, quartz countertops, and

  Jennifer Moran EXIT Realty HGM

  666 Barberry Rd, Highland Park, IL 60035
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  /8

  $2,200 per month

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

  1755 Lake Cook Rd Unit 123, Highland Park, IL 60035

  Americana Apartments offers remodeled larger units than the other properties in our area. Enjoy a heated garage space, free additional outdoor parking, in-unit laundry.

  Ethan Nagar RE/MAX American Dream

  1755 Lake Cook Rd Unit 123, Highland Park, IL 60035
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  /19

  $690,000 Sold Jun 02, 2025

  2979 Lexington Ln, Highland Park, IL 60035

  • 4 Beds
  • 3.5 Baths
  • 2,976 Sq Ft
  • Built 1978

  Last Sold Summary

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

  Current Estimated Value $726,254

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

  2979 Lexington Ln, Highland Park, IL 60035
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  Est $2,742,589 Not Listed For Sale

  • 6 Beds
  • 5.5 Baths
  • 7,106 Sq Ft

  37 Sheridan Rd, Highland Park, IL 60035

  37 Sheridan Rd, Highland Park, IL 60035

Showing Results 41 - 80, Page 2 of 18