Highland Park, IL Homes

• 

  

  

  /39

  $1,000,000

  Pending

  • 4 Beds
  • 4 Baths

  931 Fairview Rd, Highland Park, IL 60035

  Embrace the timeless appeal of mid-century design in this distinctive 4-bedroom, 4-bath East Highland Park home, thoughtfully expanded to create a wonderful balance of character, space and modern functionality. A dramatic wall of floor-to-ceiling windows at the rear of the home fills the living spaces with natural light and creates a beautiful connection to the outdoors. The wood-burning

  Stephanie Englund Siegel Compass

  931 Fairview Rd, 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 $1,177,877

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

  550 Sheridan Rd, Highland Park, IL 60035
• 

  

  

  /28

  Est $943,478

  Not Listed For Sale

  403 Carol Ct, Highland Park, IL 60035

  • 4 Beds
  • 2.5 Baths
  • 2,959 Sq Ft
  • Built 1924

  403 Carol Ct, Highland Park, IL 60035

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Jacqueline Lotzof Compass
• 

  

  

  /36

  $679,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,647 Sq Ft

  815 Barberry Rd, Highland Park, IL 60035

  Move-in ready, beautifully refreshed and spacious home now ready for new owners. From inviting foyer, enter large living room featuring dramatic, high vaulted ceilings, hardwood parquet floors and raised gallery area. West-facing windows dressed in Hunter Douglas Silhouette blinds let the sunshine in, brightening every day. Just a few steps up, hardwood floors with artist-painted edge extend from

  Cheryl Waldstein @properties Christie's International Real Estate

  815 Barberry Rd, 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 $716,493

  Last Listing Agent Cynthia Windeler Keller Williams Premiere Properties

  778 Barberry Rd, Highland Park, IL 60035
• 

  

  /40

  Est $1,046,549

  Not Listed For Sale

  377 Delta Rd, Highland Park, IL 60035

  • 5 Beds
  • 5 Baths
  • 3,019 Sq Ft
  • Built 1939

  377 Delta Rd, Highland Park, IL 60035

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Ornit Mandell Ornit Mandell
• 

  

  /36

  $2,500,000

  • 5 Beds
  • 4 Baths
  • 5,443 Sq Ft

  89 Cary Ave, Highland Park, IL 60035

  Completely rebuilt and reimagined in 2021, this stunning 5-bedroom, 4-bath home offers an exceptional open-concept floor plan with high-end finishes throughout. Every major component including the roof, windows, plumbing, mechanicals, flooring, cabinetry, millwork, and appliances is just five years old, providing the feel of new construction. Designed for easy living, the home lives like a ranch

  Ted Pickus @properties Christie's International Real Estate

  89 Cary Ave, 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 $1,250,545

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

  2524 Augusta Way, Highland Park, IL 60035
• 

  

  /21

  Est $750,723

  Not Listed For Sale

  238 Pierce Rd, Highland Park, IL 60035

  • 3 Beds
  • 2 Baths
  • 2,814 Sq Ft
  • Built 1951

  238 Pierce Rd, Highland Park, IL 60035

  Last Sold Summary

  • 11 Days On Market

  Last Listing Agent Jill Briskman @properties Christie's International Real Estate
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  /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
• 

  

  /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 $350,426

  Last Listing Agent Janet Borden Compass

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

  

  /31

  Est $889,401

  Not Listed For Sale

  260 Lakeside Place, Highland Park, IL 60035

  • 4 Beds
  • 2.5 Baths
  • 2,737 Sq Ft
  • Built 1936

  260 Lakeside Place, Highland Park, IL 60035

  Last Sold Summary

  • 40 Days On Market

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

  

  /21

  $450,000

  Pending

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

  713 Orleans Dr, Highland Park, IL 60035

  Move right into this extremely well maintained Chantily home. Located in the center of the sought after Chantily complex. Large eat-in-kitchen flows right into family room. Large combo living room and dining room are perfect for entertaining. Primary suite includes tons of closet space including a cedar closet and new carpeting. Two additional generous size bedrooms and hall bath. Upstairs

  Ted Pickus @properties Christie's International Real Estate

  713 Orleans Dr, 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 $2,388,387

  Last Listing Agent Marlene Rubenstein Baird & Warner

  2276 Linden Ave, Highland Park, IL 60035
• 

  

  /28

  Est $1,218,676

  Not Listed For Sale

  46 Insignia Ct, Highland Park, IL 60035

  • 4 Beds
  • 3.5 Baths
  • 3,743 Sq Ft
  • Built 2001

  46 Insignia Ct, Highland Park, IL 60035

  Last Sold Summary

  • 2 Days On Market

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

  

  /33

  $1,399,000

  • 5 Beds
  • 4.5 Baths
  • 3,400 Sq Ft

  2009 Skyelar Ct, Highland Park, IL 60035

  Welcome to effortless luxurious living in Highland Park. This stunning custom contemporary 6-year-young home offers 5 spacious bedrooms, 4 half baths, and an open floor plan bathed in natural sunlight from every angle. The flexible floor plan blends style, comfort and functionality. Sunny foyer, soaring ceilings, designer finishes, and fixtures throughout. Sun-filled great room flows into chef`s

  Janis Kirshner Engel & Voelkers Chicago North Shore

  2009 Skyelar Ct, Highland Park, IL 60035
• 

  

  /25

  $665,000

  Sold Jul 17, 2026

  1618 Mccraren Rd, Highland Park, IL 60035

  • 4 Beds
  • 2.5 Baths
  • 3,091 Sq Ft
  • Built 1966

  Last Sold Summary

  • 4% Above List Price
  • $215/SF
  • 4 Days On Market

  Current Estimated Value $673,365

  Last Listing Agent Susan Maman @properties Christie's International Real Estate

  1618 Mccraren Rd, Highland Park, IL 60035
• 

  /2

  Est $1,418,408

  Not Listed For Sale

  1065 County Line Rd, Highland Park, IL 60035

  • 6 Beds
  • 5.5 Baths
  • 5,284 Sq Ft
  • Built 2012

  1065 County Line Rd, Highland Park, IL 60035

  Last Sold Summary

  • 25 Days On Market

  Last Listing Agent Ella Shlyak Compass
• 

  

  /38

  $1,095,000

  Pending

  • 4 Beds
  • 4.5 Baths
  • 3,069 Sq Ft

  310 Linden Park Place, Highland Park, IL 60035

  Enjoy effortless living in this beautiful 4BR/4.1BA home offering a sought-after first-floor primary suite and spectacular ravine views. Thoughtfully designed with spacious living areas and abundant natural light, this home combines timeless elegance with everyday comfort in one of Highland Park's most desirable locations. The inviting foyer opens to gracious living and dining rooms, creating an

  Beth Alberts Compass

  310 Linden Park Place, Highland Park, IL 60035
• 

  

  /32

  $620,000

  Sold Jun 24, 2026

  1812 Winthrop Rd, Highland Park, IL 60035

  • 4 Beds
  • 3 Baths
  • 2,406 Sq Ft
  • Built 1962

  Last Sold Summary

  • 8% Below List Price
  • $258/SF
  • 167 Days On Market

  Current Estimated Value $636,165

  Last Listing Agent Bryce Fuller Baird & Warner

  1812 Winthrop Rd, Highland Park, IL 60035
• 

  

  /7

  Est $643,202

  Not Listed For Sale

  716 Marion Ave, Highland Park, IL 60035

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

  716 Marion Ave, Highland Park, IL 60035

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Jacqueline Lotzof Compass
• 

  

  /30

  $599,000

  Open Sun 12PM - 1:30PM

  • 3 Beds
  • 2 Baths
  • 1,708 Sq Ft

  475 Burton Ave, Highland Park, IL 60035

  Ravinia! Completey updated & renovated in 2016! Features a bright and open floor plan! Beautiful New kitchen with great cabinet space, granite countertops, stainless appliances and center island with cool built-in fireplace! All New in 2016: New Kitchen, New Bathrooms, Windows, HVAC, Copper Water Piping, PVC plumbing, 200 Amp Electrical Panel, New Washer & Dryer, New Roof, and more. Solar panels

  Cory Albiani @properties Christie's International Real Estate

  475 Burton Ave, Highland Park, IL 60035
• 

  

  /24

  $1,565,000

  Sold May 28, 2026

  19 Heritage Dr, Highland Park, IL 60035

  • 4 Beds
  • 3.5 Baths
  • 4,100 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Below List Price
  • $382/SF
  • 12 Days On Market

  Current Estimated Value $1,609,753

  Last Listing Agent Michael Hagenson New Era Chicago, LLC

  19 Heritage Dr, Highland Park, IL 60035
• 

  

  /31

  Est $937,013

  Not Listed For Sale

  830 Marion Ave, Highland Park, IL 60035

  • 4 Beds
  • 3 Baths
  • 2,724 Sq Ft
  • Built 1959

  830 Marion Ave, Highland Park, IL 60035

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Carol Santi Coldwell Banker Realty
• 

  

  /23

  $509,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,190 Sq Ft

  1230 Ferndale Ave, Highland Park, IL 60035

  Highland Park's most adorable home in desirable Sherwood Forest is finally on the market! You'll fall in love when you lay your eyes on this Mediterranean stucco-style home with an authentic clay tile roof and welcoming front patio. Timeless character greets you as you enter the inviting vestibule with its blown-glass chandelier, leading to the spacious, light-filled living room with arched

  Patricia Denenberg @properties Christie's International Real Estate

  1230 Ferndale Ave, Highland Park, IL 60035
• 

  

  /44

  $600,000

  Sold May 08, 2026

  219 Woodland Rd, Highland Park, IL 60035

  • 3 Beds
  • 3.5 Baths
  • 2,588 Sq Ft
  • Built 1928

  Last Sold Summary

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

  Current Estimated Value $642,847

  Last Listing Agent Elizabeth Goodchild Realty of America

  219 Woodland Rd, Highland Park, IL 60035
• 

  

  /28

  Est $643,220

  Not Listed For Sale

  888 Marion Ave, Highland Park, IL 60035

  • 2 Beds
  • 3 Baths
  • 1,410 Sq Ft
  • Built 1949

  888 Marion Ave, Highland Park, IL 60035

  Last Sold Summary

  • 25 Days On Market

  Last Listing Agent Scott Berg Berg Properties
• 

  

  /21

  $649,000

  Pending

  • 4 Beds
  • 2 Baths
  • 2,193 Sq Ft

  100 Green Bay Rd, Highland Park, IL 60035

  Located in the award-winning Braeside School District, this expansive mid-century brick ranch offers a bright, open floor plan in an exceptional Highland Park location. Sun-filled living spaces, hardwood floors and generous room sizes create an easy flow for everyday living and entertaining. The large combined living and dining room sits at the heart of the home, while French doors open to a

  Ornit Mandell Ornit Mandell

  100 Green Bay Rd, Highland Park, IL 60035
• 

  /2

  $1,065,000

  Sold Nov 14, 2025

  140 Hazel Ave, Highland Park, IL 60035

  • 4 Beds
  • 2.5 Baths
  • 2,600 Sq Ft
  • Built 1948

  Last Sold Summary

  • 5% Below List Price
  • $410/SF
  • 11 Days On Market

  Current Estimated Value $1,121,200

  Last Listing Agent Kostas Kondratas ERA Partners

  140 Hazel Ave, Highland Park, IL 60035
• 

  

  /25

  Est $839,720

  Not Listed For Sale

  825 Marion Ave, Highland Park, IL 60035

  • 4 Beds
  • 2.5 Baths
  • 2,666 Sq Ft
  • Built 1939

  825 Marion Ave, Highland Park, IL 60035

  Last Sold Summary

  • 32 Days On Market

  Last Listing Agent Susan Brown Burklin @properties Christie's International Real Estate
• 

  

  /27

  $599,000

  Open Sun 12PM - 1:30PM

  • 3 Beds
  • 2.5 Baths
  • 2,135 Sq Ft

  1454 Glencoe Ave Unit 1454, Highland Park, IL 60035

  Set on a serene residential street in the heart of downtown Highland Park, this spacious three-level townhome offers the ideal combination of everyday comfort and easy access to everything the area has to offer. The main level offers a welcoming entry, generous living room with access to a large private fenced patio, separate dining room or den, powder room, and kitchen with stone countertops,

  Julie Busby Compass

  1454 Glencoe Ave Unit 1454, Highland Park, IL 60035
• 

  

  /36

  $1,299,900

  Sold Mar 13, 2026

  2514 Hidden Oak (Lot 9) Cir, Highland Park, IL 60035

  • 4 Beds
  • 3.5 Baths
  • 3,900 Sq Ft
  • Built 2025

  Last Sold Summary

  • 3% Below List Price
  • $333/SF
  • 224 Days On Market

  Last Listing Agent John Barry Mc Naughton Realty Group

  2514 Hidden Oak (Lot 9) Cir, Highland Park, IL 60035
• 

  

  /20

  Est $854,716

  Not Listed For Sale

  739 Marion Ave, Highland Park, IL 60035

  • 4 Beds
  • 2.5 Baths
  • 2,442 Sq Ft
  • Built 1947

  739 Marion Ave, Highland Park, IL 60035

  Last Sold Summary

  • 39 Days On Market

  Last Listing Agent Annette Blumberg Baird & Warner
• 

  

  /39

  $875,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,337 Sq Ft

  1530 Oakwood Ave, Highland Park, IL 60035

  From the dramatic front porch to the bay window off the kitchen and craftsman woodworking throughout, this house is truly a "home". What better way to celebrate America's 250th year than to move into this classic American Foursquare Colonial convenient to all the North Shore has to offer? Lovingly maintained and continuously updated by two generations of the same family. Great floor plan too -

  Carolyn Cerf @properties Christie's International Real Estate

  1530 Oakwood Ave, Highland Park, IL 60035
• 

  

  /40

  $735,000

  Sold Apr 01, 2026

  1236 Cavell Ave, Highland Park, IL 60035

  • 3 Beds
  • 1.5 Baths
  • 2,200 Sq Ft
  • Built 1927

  Last Sold Summary

  • 9% Above List Price
  • $334/SF
  • 4 Days On Market

  Current Estimated Value $742,722

  Last Listing Agent Karen Skurie Baird & Warner

  1236 Cavell Ave, Highland Park, IL 60035
• 

  

  /22

  Est $1,098,177

  Not Listed For Sale

  757 Marion Ave, Highland Park, IL 60035

  • 5 Beds
  • 6 Baths
  • 3,172 Sq Ft
  • Built 1937

  757 Marion Ave, Highland Park, IL 60035

  Last Sold Summary

  • 13 Days On Market

  Last Listing Agent Lindsey Dickinson Baird & Warner
• 

  Price To Be Determined

  New Construction

  • 2 Beds
  • 2.5 Baths
  • 2,250 Sq Ft

  The Capri Plan, Highland Park, IL 60035

  1064 Livingston St Unit 42257188, Highland Park, IL 60035
• 

  

  /46

  $1,275,000

  Sold Sep 03, 2026

  3219 University Ave, Highland Park, IL 60035

  • 5 Beds
  • 5.5 Baths
  • 3,879 Sq Ft
  • Built 2006

  Last Sold Summary

  • 6% Above List Price
  • $329/SF
  • 4 Days On Market

  Current Estimated Value $1,243,775

  Last Listing Agent Janet Borden Compass

  3219 University Ave, Highland Park, IL 60035
• 

  /2

  Est $838,995

  Not Listed For Sale

  941 Marion Ave, Highland Park, IL 60035

  • 5 Beds
  • 3 Baths
  • 2,500 Sq Ft
  • Built 1951

  941 Marion Ave, Highland Park, IL 60035

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Jamie Roth Engel & Voelkers Chicago North Shore
• 

  Price To Be Determined

  New Construction

  • 2 Beds
  • 2.5 Baths
  • 2,475 Sq Ft

  The Fenwick Plan, Highland Park, IL 60035

  1064 Livingston St Unit 42257194, Highland Park, IL 60035

Showing Results 161 - 200, Page 5 of 18