Highland Park, IL Homes

• 

  

  

  /22

  $899,000

  Pending

  • 5 Beds
  • 2.5 Baths
  • 3,079 Sq Ft

  358 Hastings Ave, Highland Park, IL 60035

  Welcome to this beautifully updated and spacious 5 bedroom home in coveted Braeside. Move in ready this home features a 2 story foyer which opens to a bright interior filled with natural light. Open floor plan and hardwood floors. The main floor offers a separate dining room perfect for entertaining or everyday dining and a large living room with a picture window. The kitchen with granite,

  Annette Blumberg Baird & Warner

  358 Hastings Ave, Highland Park, IL 60035
• 

  

  /2

  $2,895 Per Month

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • Condo for Rent

  432 Elm Place Unit 402, Highland Park, IL 60035

  AVAILABLE NOVEMBER! Bright two bedroom, two bathroom in the heart of downtown Highland Park features rehabbed kitchen with dishwasher, spacious living area, built in AC, equal sized bedrooms, great closet space, rehabbed bathrooms, hardwood floors throughout, laundry in unit, pets welcome, and one parking spot included! Near Highland Park Metra stop, steps to shops and restaurants, and a couple

  432 Elm Place Unit 402, Highland Park, IL 60035
• 

  

  /2

  $785,000

  Sold Jun 01, 2026

  1459 Eastwood Ave, Highland Park, IL 60035

  • 5 Beds
  • 3 Baths
  • 2,878 Sq Ft
  • Built 1951

  Last Sold Summary

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

  Current Estimated Value $799,736

  Last Listing Agent Jessica Xu Concentric Realty, Inc

  1459 Eastwood Ave, Highland Park, IL 60035
• 

  

  

  /43

  Est $1,023,000

  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

  Last Listing Agent Paula Avenaim Coldwell Banker Realty
• 

  

  

  /32

  $350,000

  • 3 Beds
  • 1.5 Baths
  • 1,140 Sq Ft

  706 Broadview Ave, Highland Park, IL 60035

  Charming townhome in the Ravina neighborhood Boasting FRESH PAINT THROUGHOUT 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

  Matthew Doughty Marketplace Homes

  706 Broadview Ave, Highland Park, IL 60035
• 

  

  /10

  $1,175 Per Month

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

  666 Central Ave Unit Small Studio, Highland Park, IL 60035

  Property Id: 1393414 Completely remodeled small studio apartment in the heart of downtown Highland Park ... walking distance to restaurants, shops, Metra, and library. Its a great location! This is a very small apartment … similar to a hotel room. It has a small kitchen and is available furnished or unfurnished for the same price. All utilities are included in the rent. Heat,

  666 Central Ave Unit Small Studio, Highland Park, IL 60035
• 

  

  /40

  $1,260,000

  Sold Mar 27, 2026

  1878 Sunset Rd, Highland Park, IL 60035

  • 5 Beds
  • 3.5 Baths
  • 3,414 Sq Ft
  • Built 1927

  Last Sold Summary

  • 7% Above List Price
  • $369/SF
  • 5 Days On Market

  Current Estimated Value $1,286,848

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

  1878 Sunset Rd, Highland Park, IL 60035
• 

  

  /31

  Est $1,006,036

  Not Listed For Sale

  865 Ridge Rd, Highland Park, IL 60035

  • 4 Beds
  • 4.5 Baths
  • 3,750 Sq Ft
  • Built 2007

  865 Ridge Rd, Highland Park, IL 60035

  Last Sold Summary

  • 24 Days On Market

  Last Listing Agent Sonia Cohen Coldwell Banker Realty
• 

  

  /49

  $1,249,000

  Pending

  • 2 Beds
  • 2.5 Baths

  235 Moraine Rd, Highland Park, IL 60035

  This prime East Highland Park location being only 4 lots from the lake is most magical divine landscaped setting on 0.72 of an acre. Complete with breathtaking ravine views, this mid century modern property is ready to be reimagined or even reinvented with a new home. From the moment you arrive, a very secluded driveway leads you down to impeccably manicured grounds layered with colorful flowers

  Jena Radnay @properties Christie's International Real Estate

  235 Moraine Rd, Highland Park, IL 60035
• 

  

  /20

  $2,695 Per Month

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

  730 Judson Ave Unit 51, Highland Park, IL 60035

  AVAILABLE NOW! Excellent two bedroom, one bathroom in the heart of downtown Highland Park features new kitchen with stainless steel appliances, dishwasher, spacious living area, large bedrooms, great closet space, new bathroom, hardwood floors throughout, laundry in unit, and pets are welcome! Across from Ravinia Metra stop, steps to shops and restaurants, and a couple blocks to the Beach!

  730 Judson Ave Unit 51, Highland Park, IL 60035
• 

  

  /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

  Current Estimated Value $709,331

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

  1773 Winthrop Rd, Highland Park, IL 60035
• 

  

  /32

  Est $1,364,755

  Not Listed For Sale

  845 Green Bay Rd, Highland Park, IL 60035

  • 5 Beds
  • 4.5 Baths
  • 2,911 Sq Ft
  • Built 2011

  845 Green Bay Rd, Highland Park, IL 60035

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Jody Dickstein @properties Christie's International Real Estate
• 

  

  /27

  $2,500,000

  New Construction

  • 6 Beds
  • 6.5 Baths
  • 5,072 Sq Ft

  701 Lincoln Ave W, 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 September 1, 2026. Perfectly positioned on a professionally landscaped .31-acre homesite, this exceptional 6-bedroom, 6.1-bath home offers approximately 5,500 square feet of curated living space across three impeccably

  Beth Wexler @properties Christie's International Real Estate

  701 Lincoln Ave W, Highland Park, IL 60035
• 

  

  /23

  $2,800

  Total Monthly Price

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Townhouse for Rent

  1906 Linden Ave, Highland Park, IL 60035

  Located in downtown Highland Park near the lake, this beautiful 2 BR, bright corner townhouse is for rent. The townhouse was recently completely renovated and has all-new appliances. Custom electronic-controlled shades are on the beautiful windows. The first floor features an inviting, spacious living room with a dining area, leading to a kitchen with a dishwasher, ceiling-high cabinets, and a

  1906 Linden Ave, Highland Park, IL 60035
• 

  

  /24

  $765,000

  Sold Aug 31, 2026

  1795 Northland Ave, Highland Park, IL 60035

  • 3 Beds
  • 2 Baths
  • 2,385 Sq Ft
  • Built 1954

  Last Sold Summary

  • 9% Above List Price
  • $321/SF
  • 5 Days On Market

  Current Estimated Value $696,402

  Last Listing Agent Benjamin Lissner Baird & Warner

  1795 Northland Ave, Highland Park, IL 60035
• 

  

  /89

  Est $6,016,955

  Not Listed For Sale

  959 Sheridan Rd, Highland Park, IL 60035

  • 5 Beds
  • 7.5 Baths
  • 7,800 Sq Ft
  • Built 2008

  959 Sheridan Rd, Highland Park, IL 60035

  Last Sold Summary

  • 16 Days On Market

  Last Listing Agent Kelly Dunn Rynes Berkshire Hathaway HomeServices Chicago
• 

  

  /31

  $639,000

  Pending

  • 4 Beds
  • 2 Baths
  • 2,304 Sq Ft

  1981 Linden Ave, Highland Park, IL 60035

  Beautifully updated and filled with charm, this inviting home is ideally located in fabulous east Highland Park-just steps from town, train, schools, and the beach! Thoughtfully renovated, meticulously maintained, and updated throughout, it offers a wonderful combination of character, comfort, and convenience. A welcoming foyer with vintage brick tile flooring sets the tone and opens to a

  Forrest Hudson Compass

  1981 Linden Ave, Highland Park, IL 60035
• 

  

  /8

  $1,595 Per Month

  • Studio
  • 1 Bath
  • Condo for Rent

  696 Elm Place Unit 309, Highland Park, IL 60035

  Lovely Studio 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 309, Highland Park, IL 60035
• 

  

  /24

  $360,000

  Sold Mar 19, 2026

  1202 Taylor Ave, Highland Park, IL 60035

  • 3 Beds
  • 2 Baths
  • 2,023 Sq Ft
  • Built 1962

  Last Sold Summary

  • 3% Above List Price
  • $178/SF
  • 4 Days On Market

  Current Estimated Value $385,140

  Last Listing Agent Paula Avenaim Coldwell Banker Realty

  1202 Taylor Ave, Highland Park, IL 60035
• 

  

  /31

  Est $1,943,258

  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

  Last Listing Agent Margie Brooks Baird & Warner
• 

  

  /31

  $750,000

  Pending

  • 3 Beds
  • 3.5 Baths
  • 3,012 Sq Ft

  333 Hazel Ave, Highland Park, IL 60035

  A truly rare opportunity to own one of Highland Park's most historically significant homes. Offered for the first time in nearly 65 years, 333 Hazel Avenue was once the workshop of Elisha Gray, the brilliant inventor, co-founder of Western Electric, and the man many historians credit with developing the first successful telephone prototype. Perfectly situated on one of Highland Park's most

  Bruce Glazer @properties Christie's International Real Estate

  333 Hazel Ave, Highland Park, IL 60035
• 

  

  /15

  $2,650 Per Month

  • 2 Beds
  • 1.5 Baths
  • 1,650 Sq Ft
  • Townhouse for Rent

  1536 Mcdaniels Ave, Highland Park, IL 60035

  Property Id: 291468 Beautifully remodeled three story duplex! 2 bedroom 1.5 bathroom. Located in a secluded cul de sac within walking distance of downtown Highland Park and located near train station and all major expressways. Brand new stainless steel kitchen appliances, soft close cabinets and quartz countertops. Brand new washer and dryers,New flooring throughout. Property includes a

  1536 Mcdaniels Ave, Highland Park, IL 60035
• 

  

  /51

  $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

  Current Estimated Value $468,234

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

  2013 Castlewood Rd, Highland Park, IL 60035
• 

  

  /40

  Est $1,045,649

  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

  Last Listing Agent Alina Predolyak Alina Predolyak
• 

  /2

  $625,000

  • 4 Beds
  • 2 Baths
  • 1,822 Sq Ft

  1235 Ferndale Ave, Highland Park, IL 60035

  This fully remodeled home features stunning contemporary designs and finishes that are sure to impress you and your guests. The kitchen boasts white soft-close shaker cabinets, high-end quartz countertops, a herringbone backsplash, and stainless steel appliances. The bathrooms are equally exceptional, featuring modern vanities, quartz counters, and impressive tile work, with fixtures from Grohe,

  Ron Alvarez Century 21 Universal

  1235 Ferndale Ave, Highland Park, IL 60035
• 

  

  /23

  $2,200 Per Month

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

  1155 Saint Johns Ave Unit H, Highland Park, IL 60035

  Welcome to beautiful Highland Park. This well-appointed apartment offers a perfect blend of comfort and convenience in a desirable Highland Park location. The newly rehabbed interior, complete with stainless steel appliances, provides a fresh and modern living space. With utilities and parking included in the rent, tenants can enjoy a hassle-free living experience. Walking distance to public

  Paula Avenaim Coldwell Banker Realty

  1155 Saint Johns Ave Unit H, Highland Park, IL 60035
• 

  

  /33

  $750,000

  Sold Feb 20, 2026

  3349 University Ave, Highland Park, IL 60035

  • 4 Beds
  • 2.5 Baths
  • 3,562 Sq Ft
  • Built 1956

  Last Sold Summary

  • 3% Above List Price
  • $211/SF
  • 2 Days On Market

  Current Estimated Value $799,560

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

  3349 University Ave, Highland Park, IL 60035
• 

  

  /39

  Est $1,051,659

  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

  Last Listing Agent Michael Mitchell @properties Christie's International Real Estate
• 

  

  /22

  $335,000

  • 2 Beds
  • 2 Baths
  • 1,204 Sq Ft

  1250 Park Ave W Unit 430, Highland Park, IL 60035

  NEWLY STAGED NEW PHOTOS! Experience effortless living at 1250 Park Avenue West, a beautifully renovated corner-unit condominium in highly desirable Brooke Estates. Thoughtfully designed for both everyday living and entertaining, the open floor plan features rich wood engineered flooring and a beautifully updated kitchen with stainless steel appliances, granite countertops, a decorative tile

  Julie Mangione Coldwell Banker Realty

  1250 Park Ave W Unit 430, Highland Park, IL 60035
• 

  

  /20

  $1,995

  Total Monthly Price

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

  798 Judson Ave Unit J06P, Highland Park, IL 60035

  798 Judson Ave Unit J06P, Highland Park, IL 60035
• 

  

  /18

  $269,000

  Sold Jul 15, 2026

  2046 Saint Johns Ave Unit 4B, Highland Park, IL 60035

  • 2 Beds
  • 2 Baths
  • 1,106 Sq Ft
  • Built 1971

  Last Sold Summary

  • 7% Below List Price
  • $243/SF
  • 42 Days On Market

  Current Estimated Value $277,723

  Last Listing Agent Ila Coretti @properties Christie's International Real Estate

  2046 Saint Johns Ave Unit 4B, Highland Park, IL 60035
• 

  

  /65

  Est $1,419,002

  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

  Last Listing Agent Cha McDaniel @properties Christie's International Real Estate
• 

  

  /51

  $1,750,000

  • 6 Beds
  • 4.5 Baths
  • 5,300 Sq Ft

  1848 Balsam Rd, Highland Park, IL 60035

  This exceptional Highland Park residence offers nearly 5,300 square feet of impeccably designed living space, including a beautifully finished lower level, on an expansive lot just shy of an acre. Featuring 6 bedrooms and 4.5 baths across three finished levels, the home blends timeless elegance with modern sophistication. Sun-drenched interiors showcase wide-plank hardwood flooring, designer

  Melissa Siegal @properties Christie's International Real Estate

  1848 Balsam Rd, Highland Park, IL 60035
• 

  

  /6

  $2,000 Per Month

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

  1155 Saint Johns Ave Unit D, Highland Park, IL 60035

  Enjoy the perfect blend of historic charm and modern convenience in this beautifully renovated two-bedroom unit located in the heart of the Ravinia district. Situated on the first floor of a converted old building, this cozy space features hardwood floors, freshly painted walls, and a brand-new kitchen. The rent includes heat and water, providing a comfortable living experience. Stay cool with

  Paula Avenaim Coldwell Banker Realty

  1155 Saint Johns Ave Unit D, Highland Park, IL 60035
• 

  

  /17

  $490,000

  Sold Jul 13, 2026

  1099 Princeton Ave, Highland Park, IL 60035

  • 2 Beds
  • 1 Bath
  • 1,050 Sq Ft
  • Built 1955

  Last Sold Summary

  • 18% Above List Price
  • $467/SF
  • 5 Days On Market

  Current Estimated Value $469,970

  Last Listing Agent Jennifer Boudreau Compass

  1099 Princeton Ave, Highland Park, IL 60035
• 

  

  /48

  Est $1,473,088

  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

  Last Listing Agent Julie Schultz @properties Christie's International Real Estate
• 

  

  /46

  $2,799,000

  • 6 Beds
  • 9 Baths
  • 9,886 Sq Ft

  1630 Ridge Rd, Highland Park, IL 60035

  Privately set behind a gated entrance on over 1.3 professionally landscaped acres, this exceptional Highland Park stone and brick estate offers approximately 9,600 square feet of beautifully appointed living space, an attached four-car heated garage, and a rare sense of privacy surrounded by the natural beauty of Chicago's North Shore. Thoughtfully designed to live like a ranch with a luxurious

  Michael Shenfeld Jameson Sotheby's Intl Realty

  1630 Ridge Rd, Highland Park, IL 60035
• 

  

  /11

  $1,695

  Total Monthly Price

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

  725 Saint Johns Ave Unit 19, 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 Unit 19, Highland Park, IL 60035
• 

  

  /41

  $810,000

  Sold Mar 13, 2026

  835 Yale Ln, Highland Park, IL 60035

  • 5 Beds
  • 3.5 Baths
  • 2,462 Sq Ft
  • Built 1929

  Last Sold Summary

  • 5% Below List Price
  • $329/SF
  • 29 Days On Market

  Current Estimated Value $848,156

  Last Listing Agent Janet Borden Compass

  835 Yale Ln, Highland Park, IL 60035
• 

  

  /65

  Not Listed For Sale

  33 Sheridan Rd, Highland Park, IL 60035

  • 5 Beds
  • 5.5 Baths
  • 6,950 Sq Ft
  • Built 1909

  33 Sheridan Rd, Highland Park, IL 60035

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Ila Coretti @properties Christie's International Real Estate

Showing Results 41 - 80, Page 2 of 18