Highland Park, IL Homes

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  /62

  $3,200,000

  • 6 Beds
  • 9 Baths
  • 9,625 Sq Ft

  1630 Ridge Rd, Highland Park, IL 60035

  **A rare opportunity to own this magnificent, one-owner stone and brick masterpiece. Nestled on a spectacularly landscaped 1.5 acres with breathtaking views of a serene prairie and a private walking path just steps from your door, this stunning modern-updated estate spans an impressive 9,600 square feet. Elegantly designed to live like a ranch while offering expansive spaces for effortless

  Dina Lissner Nanberg Baird & Warner

  1630 Ridge Rd, Highland Park, IL 60035
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  /39

  $1,850 per month

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

  485 Roger Williams Ave, Highland Park, IL 60035

  Listing presented by Marshall Lee, licensed leasing agent with Fulton Grace. Beautiful renovated 1 bedroom apartment! Features hardwood floors, updated kitchen & bath, separate dining area. Laundry in-unit. Pets welcome.

  485 Roger Williams Ave, Highland Park, IL 60035
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  /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 $485,154

  Last Listing Agent Annette Blumberg Baird & Warner

  1660 1st St Unit 303, Highland Park, IL 60035
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  /2

  Est $728,342 Not Listed For Sale

  401 Sheridan Rd, Highland Park, IL 60035

  • 3 Beds
  • 2.5 Baths
  • 2,212 Sq Ft
  • Built 1953

  401 Sheridan Rd, Highland Park, IL 60035

  Last Sold Summary

  • 10% Above List Price
  • $298/SF
  • 16 Days On Market

  Last Sold Price $660,000

  Last Listing Agent Jane Lee RE/MAX
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  /46

  $775,000 Pending

  • 4 Beds
  • 2.5 Baths

  50 Red Oak Ln, Highland Park, IL 60035

  This beautiful spacious home has a great open floorplan and wonderful natural light in every room. As you enter there is a big foyer that leads to the huge LIVING ROOM which has wide crown molding and bay windows. The updated KITCHEN has new quartz counters, all stainless appliances, tile backsplash, deep stainless sink, new flooring & light fixtures, and has a bright eating area overlooking the

  John Nash Jameson Sotheby's International Realty

  50 Red Oak Ln, Highland Park, IL 60035
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  /12

  $3,380 per month

  • 2 Beds
  • 2 Baths
  • 1,142 Sq Ft
  • Apartment for Rent

  555 Roger Williams Ave Unit 303, Highland Park, IL 60035

  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 units have

  Larry Klairmont Twins Realty LLC

  555 Roger Williams Ave Unit 303, Highland Park, IL 60035
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  /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 $456,290

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

  927 Half Day Rd, Highland Park, IL 60035
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  /25

  Est $1,463,706 Not Listed For Sale

  452 Lakeside Manor Rd, Highland Park, IL 60035

  • 5 Beds
  • 6 Baths
  • 4,328 Sq Ft
  • Built 1968

  452 Lakeside Manor Rd, Highland Park, IL 60035

  Last Sold Summary

  • 13% Above List Price
  • $300/SF
  • 0 Days On Market

  Last Sold Price $1,300,000

  Last Listing Agent Sonia Cohen Coldwell Banker Realty
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  /37

  $649,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,352 Sq Ft

  627 Pleasant Ave, Highland Park, IL 60035

  Nestled in the heart of Ravinia, this meticulously cared-for and updated three-bedroom red brick colonial is on the market for the first time in over 50 years! Step through the front door into a welcoming foyer that flows into a bright, inviting living room adorned with freshly refinished hardwood floors and a cozy wood-burning fireplace. The formal dining room offers serene views of the rear

  Cory Albiani @properties Christie's International Real Estate

  627 Pleasant Ave, Highland Park, IL 60035
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  /39

  $1,850 per month

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

  485 Roger Williams Ave, Highland Park, IL 60035

  Listing presented by Marshall Lee, licensed leasing agent with Fulton Grace. Beautiful renovated 1 bedroom apartment! Features hardwood floors, updated kitchen & bath, separate dining area. Laundry in-unit. Pets welcome.

  485 Roger Williams Ave, Highland Park, IL 60035
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  /2

  $1,350,000 Sold Mar 31, 2025

  994 Brittany Rd, Highland Park, IL 60035

  • 4 Beds
  • 3.5 Baths
  • 5,406 Sq Ft
  • Built 1994

  Last Sold Summary

  • 4% Above List Price
  • $250/SF

  Current Estimated Value $1,422,124

  Last Listing Agent Jamie Roth Engel & Voelkers Chicago North Shore

  994 Brittany Rd, Highland Park, IL 60035
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  /41

  Est $2,055,832 Not Listed For Sale

  100 Lakewood Place, Highland Park, IL 60035

  • 5 Beds
  • 4.5 Baths
  • 5,000 Sq Ft
  • Built 1929

  100 Lakewood Place, Highland Park, IL 60035

  Last Sold Summary

  • 8% Above List Price
  • $380/SF
  • 112 Days On Market

  Last Sold Price $1,900,000

  Last Listing Agent Ted Pickus @ Properties
• 

  

  /23

  $899,900

  • 6 Beds
  • 3 Baths
  • 2,834 Sq Ft

  830 Deerfield Rd, Highland Park, IL 60035

  Assya Zinger Vareljan Berkshire Hathaway HomeServices Chicago

  830 Deerfield Rd, Highland Park, IL 60035
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  /20

  $1,850 per month

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

  704 Elm Place Unit J06W, Highland Park, IL 60035

  696 Elm PlaceElm + Green BayHighland Park$1850 per MonthAvailable: NowAVAILABLE DECEMBER! Fabulous one bedroom, one bathroom in the heart of downtown Highland Park features rehabbed kitchen with stainless steel appliances, dishwasher, spacious living area, built in AC, large bedroom, great closet space, rehabbed bathroom, hardwood floors throughout, laundry in unit, pets

  704 Elm Place Unit J06W, Highland Park, IL 60035
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  /18

  $514,400 Sold Apr 21, 2025

  554 Broadview Ave, Highland Park, IL 60035

  • 3 Beds
  • 1.5 Baths
  • 1,226 Sq Ft
  • Built 1951

  Last Sold Summary

  • 1% Below List Price
  • $420/SF
  • 2 Days On Market

  Current Estimated Value $549,293

  Last Listing Agent Linda Levin Jameson Sotheby's Intl Realty

  554 Broadview Ave, Highland Park, IL 60035
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  /49

  Est $1,260,539 Not Listed For Sale

  611 County Line Rd, Highland Park, IL 60035

  • 5 Beds
  • 4.5 Baths
  • 4,713 Sq Ft
  • Built 1929

  611 County Line Rd, Highland Park, IL 60035

  Last Sold Summary

  • 7% Below List Price
  • $289/SF
  • 2 Days On Market

  Last Sold Price $1,360,000

  Last Listing Agent Janet Borden Compass
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  /37

  $549,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,524 Sq Ft

  566 Bellevue Place, Highland Park, IL 60035

  Ravinia! Charming 3 bedroom brick bungalow! Freshly painted interior & refinished hardwood floors. Features include: 3 bedrooms on the main floor with a full bathroom, inviting living room with wood burning fireplace, sunroom, kitchen with walk in pantry, detached 2 car garage, full finished basement with additional full bathroom. There is a pull down stairs to a large attic space for extra

  Cory Albiani @properties Christie's International Real Estate

  566 Bellevue Place, Highland Park, IL 60035
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  /15

  $1,695 per month

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

  704 Elm Place Unit J08P, Highland Park, IL 60035

  696 Elm PlaceElm + Green BayHighland Park$1695 per MonthAvailable: 3/19/2026AVAILABLE JANUARY! Distinguished studio in the heart of downtown Highland Park features new kitchen with stainless steel appliances, dishwasher, spacious living area, built in AC unit, great closet space, new bathroom, hardwood floors throughout, laundry in unit, pets welcome, and one parking spot

  704 Elm Place Unit J08P, Highland Park, IL 60035
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  /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 $1,061,006

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

  346 Sumac Rd, Highland Park, IL 60035
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  /29

  Est $946,134 Not Listed For Sale

  574 Braeside Rd, Highland Park, IL 60035

  • 4 Beds
  • 3 Baths
  • 3,052 Sq Ft
  • Built 1939

  574 Braeside Rd, Highland Park, IL 60035

  Last Sold Summary

  • 33% Above List Price
  • $234/SF
  • 3 Days On Market

  Last Sold Price $713,000

  Last Listing Agent Cheryl Waldstein @ Properties
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  /32

  $719,990

  • 3 Beds
  • 2.5 Baths
  • 2,280 Sq Ft

  855 Laurel Ave Unit 12, Highland Park, IL 60035

  Rarely available 3-story end-unit townhome in coveted Laurel Court! This beautifully maintained luxury residence features classic brick and stone construction and abundant natural light throughout. The main level offers an open floor plan with foyer, spacious living and dining areas, hardwood floors, and high ceilings. The updated kitchen includes custom cabinetry, quartz countertops, center

  Mitchell Blyumin Frontage Realty

  855 Laurel Ave Unit 12, Highland Park, IL 60035
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  /17

  $1,950 per month

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

  727 Saint Johns Ave Unit A06C, Highland Park, IL 60035

  Highland Park725 St. Johns, Unit 6Beds:1Baths:1Rent:$1950Sq.Ft:700Available : 04/01/2026About this PropertySelect one bedroom, one bathroom loft in the heart of downtown Highland Park features brand new kitchen with stainless steel appliances, dishwasher, large combination living and dining rooms, ceiling with exposed ducts and beams, spacious bedroom, great

  727 Saint Johns Ave Unit A06C, Highland Park, IL 60035
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  /23

  $395,000 Sold Jun 13, 2025

  1475 Calais Cir, Highland Park, IL 60035

  • 3 Beds
  • 2.5 Baths
  • 2,262 Sq Ft
  • Built 1978

  Last Sold Summary

  • 7% Above List Price
  • $175/SF
  • 2 Days On Market

  Current Estimated Value $421,118

  Last Listing Agent Lynn Kosner Baird & Warner

  1475 Calais Cir, Highland Park, IL 60035
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  /23

  Est $570,904 Not Listed For Sale

  71 Indian Tree Dr, Highland Park, IL 60035

  • 2 Beds
  • 2 Baths
  • 1,540 Sq Ft
  • Built 1949

  71 Indian Tree Dr, Highland Park, IL 60035

  Last Sold Summary

  • 11% Above List Price
  • $334/SF
  • 12 Days On Market

  Last Sold Price $515,000

  Last Listing Agent Bryce Fuller Baird Warner
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  /37

  $679,900 Open Sat 11AM - 12:30PM

  • 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
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  /59

  $1,695 - $1,895 per month

  • 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
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  /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 $3,913,448

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

  1250 Linden Ave, Highland Park, IL 60035
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  /14

  Est $801,037 Not Listed For Sale

  142 Lincolnwood Rd, Highland Park, IL 60035

  • 4 Beds
  • 2.5 Baths
  • 2,376 Sq Ft
  • Built 1969

  142 Lincolnwood Rd, Highland Park, IL 60035

  Last Sold Summary

  • 26% Above List Price
  • $267/SF
  • 2 Days On Market

  Last Sold Price $635,000

  Last Listing Agent Geri Emalfarb @ Properties
• 

  

  /31

  $650,000 Pending

  • 3 Beds
  • 3 Baths
  • 2,197 Sq Ft

  595 Ravinia Rd, Highland Park, IL 60035

  Listen to the Ravinia festivals music all summer long! This Ravinia Ranch Home is in walking distance to Lake Michigan, Ravinia, dining, parks and the Metra line and presents a fabulous opportunity to move in, renovate or build new. Well loved by a long time owner over 29 years with 3 bedrooms, 3 bathrooms and a finished basement. Located on a long lot over a 1/4 quarter acre and has a detached

  Barri Redman Baird & Warner

  595 Ravinia Rd, Highland Park, IL 60035
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  /39

  $1,850 per month

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

  485 Roger Williams Ave, Highland Park, IL 60035

  Listing presented by Marshall Lee, licensed leasing agent with Fulton Grace. Beautiful renovated 1 bedroom apartment! Features hardwood floors, updated kitchen & bath, separate dining area. Laundry in-unit. Pets welcome.

  485 Roger Williams 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 $720,014

  Last Listing Agent Shlomo Arel Kale Realty

  860 Green Bay Rd, Highland Park, IL 60035
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  /29

  Est $1,269,762 Not Listed For Sale

  565 Cherokee Rd, Highland Park, IL 60035

  • 4 Beds
  • 3.5 Baths
  • 3,680 Sq Ft
  • Built 1939

  565 Cherokee Rd, Highland Park, IL 60035

  Last Sold Summary

  • 2% Above List Price
  • $340/SF
  • 0 Days On Market

  Last Sold Price $1,250,000

  Last Listing Agent Marcia Lyman Engel & Voelkers Chicago North Shore
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  /68

  $2,199,000 New Construction

  • 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
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  /2

  $1,900,000 Sold Apr 30, 2025

  2060 Clavey Rd, Highland Park, IL 60035

  • 4 Beds
  • 4 Baths
  • 4,225 Sq Ft
  • Built 1977

  Last Sold Summary

  • $450/SF
  • 0 Days On Market

  Current Estimated Value $1,892,669

  Last Listing Agent Mila Friedman Core Realty & Investments, Inc

  2060 Clavey Rd, Highland Park, IL 60035
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  /41

  Est $1,219,963 Not Listed For Sale

  177 Indian Tree Dr, Highland Park, IL 60035

  • 4 Beds
  • 4 Baths
  • 4,400 Sq Ft
  • Built 1937

  177 Indian Tree Dr, Highland Park, IL 60035

  Last Sold Summary

  • 5% Above List Price
  • $264/SF
  • 5 Days On Market

  Last Sold Price $1,160,000

  Last Listing Agent Michael Kelly Compass
• 

  /2

  $286,000

  • Land
  • 0 Acre

  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
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  /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 $553,429

  Last Listing Agent Jacqueline Lotzof Compass

  716 Marion Ave, Highland Park, IL 60035
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  /35

  Est $735,471 Not Listed For Sale

  145 Blackhawk Rd, Highland Park, IL 60035

  • 3 Beds
  • 3 Baths
  • 1,982 Sq Ft
  • Built 1959

  145 Blackhawk Rd, Highland Park, IL 60035

  Last Sold Summary

  • 5% Above List Price
  • $353/SF
  • 5 Days On Market

  Last Sold Price $700,000

  Last Listing Agent Barbara Tarr @ Properties
• 

  

  /14

  $449,900

  • 4 Beds
  • 3 Baths
  • 2,079 Sq Ft

  512 Hill St, Highland Park, IL 60035

  Beautiful expansive lot with mature foliage located on the charming Hill Street cul-de-sac. Four levels of living spaces. Stellar location moments to parks, metra and north shore entertainment. The home is ready for updating allowing the buyer to create perfection at this gorgeous location. Room sizes are approximate. Bank Owned. Hold harmless and release of liability document must be signed

  Harold Blum @properties Christie's International Real Estate

  512 Hill St, Highland Park, IL 60035
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  /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 $469,318

  Last Listing Agent Grace Martinez Exit Grace Realty

  704 Lorraine Cir, Highland Park, IL 60035

Showing Results 121 - 160, Page 4 of 18