Lake, IL Homes

• 

  

  

  /16

  $275,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,269 Sq Ft

  2020 St Johns Ave Unit 309, Highland Park, IL 60035

  Extraordinary opportunity to make this in-town 2-bedroom/2-bath condo with walls of windows and lovely exposed brick in the entry and kitchen your own. Laminate wood floors throughout. Includes two tandem parking spaces and a storage locker in the underground garage. Free shared laundry down the hall. Desirable building with beautiful outdoor courtyards and a shared roof terrace. Fabulously

  Debbie Croft @properties Christie's International Real Estate

  2020 St Johns Ave Unit 309, Highland Park, IL 60035
• 

  Explore East Highland Park

• 

  

  

  /42

  $2,195 - $5,219 per month

  Albion Highland Park

  1 - 3 Beds

  1850 Green Bay Rd, Highland Park, IL 60035

  Residents of Albion Highland Park, one of Chicago's most desirable North Shore luxury apartment communities, can enjoy an all-inclusive living experience through two high-quality buildings in downtown Highland Park. The second and newest phase, Albion East is an extension of the modern lifestyle with wellness-inspired amenities and services. Residents can select a floor plan ranging from studio

  1850 Green Bay Rd, Highland Park, IL 60035
• 

  

  

  /41

  $1,130,000 Sold Aug 04, 2025

  • 3,335 Sq Ft
  • $339/SF
  • 10 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1992

  441 Oakland Dr, Highland Park, IL 60035

  BRAESIDE BEAUTY on established tree lined street. Listen to music from Ravinia on your charming front porch. If you think the outside is charming wait until you see the inside! Large kitchen with island and breakfast bay area. Kitchen opens to spacious family room with hardwood floors and stone fireplace. Separate formal dining room to host family dinners and Holidays. Front Living room also has

  Ted Pickus @properties Christie's International Real Estate

  441 Oakland Dr, Highland Park, IL 60035
• 

  

  

  /43

  Est $956,000 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
• 

  

  

  /62

  $3,799,000

  • 5 Beds
  • 6 Baths
  • 10,319 Sq Ft

  855 Sheridan Rd, Highland Park, IL 60035

  Exquisite Custom-Built Georgian home in East Highland Park - Nestled on 2+ picturesque acres above the shores of Lake Michigan, this home is a timeless masterpiece. Julius Rosenwald commissioned Arthur Heun to design this residence on the bluffs overlooking Lake Michigan. Set down a private drive on Sheridan Road on over an acre of table land, one of the original Rosenwald Estate homes offers

  Jacquie Lewis Compass

  855 Sheridan Rd, Highland Park, IL 60035
• 

  

  /9

  $2,990 per month

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • House for Rent

  628 Onwentsia Ave, Highland Park, IL 60035

  Charming 3-Bedroom, 2-Bath Rental in Highland Park! Welcome to this beautifully updated first-floor unit in a well-maintained 2-flat, perfectly located in the heart of Highland Park. This spacious home offers 3 bedrooms, 2 full bathrooms, and a bright, open-concept living room with hardwood floors throughout. Enjoy cooking in the updated white kitchen featuring stainless steel appliances and

  Mada Hitchmough Compass

  628 Onwentsia Ave, Highland Park, IL 60035
• 

  

  /28

  $921,000 Sold Aug 02, 2025

  • 3,340 Sq Ft
  • $276/SF
  • 6 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1971

  575 County Line Rd, Highland Park, IL 60035

  Location, location, location! Do you want to walk to the Metra? Stroll to the Chicago Botanic Garden? Catch live music at Ravinia? This lovely, spacious home is tucked into Highland Park's sought-after Braeside neighborhood, where convenience and comfort come together. This inviting 5-bedroom, 4-bathroom home was thoughtfully updated in 2018 and features a brand-new roof installed in 2025.

  Tony George Real People Realty

  575 County Line Rd, Highland Park, IL 60035
• 

  

  /35

  Est $1,081,537 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,204 Sq Ft

  1661 Hickory St Unit 11, Highland Park, IL 60035

  1661 Hickory St Unit 11, Highland Park, IL 60035
• 

  

  /42

  $2,150,000

  • 5 Beds
  • 6 Baths
  • 4,696 Sq Ft

  1330 Sheridan Rd, Highland Park, IL 60035

  Move right in and expand your wings in this almost 5,000 square foot home plus over 2,000 additional square feet in the basement. Most of this home has been tastefully updated, including, kitchen and baths. Lots of fabulous architectural detail in this home: barrel ceilings, built-ins, stoned wall, lots of windows and 10 foot ceilings on the 1st floor. Magnificent kitchen with island,

  Ted Pickus @properties Christie's International Real Estate

  1330 Sheridan Rd, Highland Park, IL 60035
• 

  

  /20

  $3,025 - $3,500 per month

  Ravinia Crossing

  2 Beds

  515-555 Roger Williams Ave, 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

  515-555 Roger Williams Ave, Highland Park, IL 60035
• 

  

  /34

  $415,000 Sold Jul 31, 2025

  • 1,885 Sq Ft
  • $220/SF
  • 11 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1987

  2028 St Johns Ave, Highland Park, IL 60035

  Convenience is where it's at in this sparkling, contemporary, open-concept townhome located in the heart-of-Highland Park's bustling downtown center. Stroll through the newly-landscaped, park-like courtyard of the 2020 Complex to the private entry of this unique two-story, townhome - only one of two in the complex. Step into a bright, airy main floor featuring a huge living/dining great room

  Allyson Hoffman RE/MAX Properties Northwest

  2028 St Johns Ave, Highland Park, IL 60035
• 

  

  /34

  Est $1,067,812 Not Listed For Sale

  • 3 Beds
  • 5 Baths
  • 3,204 Sq Ft

  1657 Hickory St Unit 10, Highland Park, IL 60035

  1657 Hickory St Unit 10, Highland Park, IL 60035
• 

  

  /40

  $3,799,000

  • 6 Beds
  • 7 Baths
  • 6,325 Sq Ft

  282 Linden Park Place, Highland Park, IL 60035

  Stunning Custom Contemporary on Coveted Double Lot in Highland Park designed, built and meticulously maintained by the current owners. This one-of-a-kind home sits on over an acre on a beautiful ravine on one of Highland Park's most sought after streets - just steps from town, top-rated schools, the Lake, parks, and more. With soaring ceilings and expansive open living spaces, the home offers an

  Linda Levin Jameson Sotheby's Intl Realty

  282 Linden Park Place, Highland Park, IL 60035
• 

  

  /34

  $3,995 per month

  • 3 Beds
  • 2 Baths
  • 2,506 Sq Ft
  • House for Rent

  690 Highland Place, Highland Park, IL 60035

  Gorgeous 3-bedroom, 2-bathroom house in Highland Park. Your family and loved ones will enjoy the spaces and living areas this property offers. Fantastic location close to all types of amenities! Make this beautiful property your home Don't miss out! Check out the 3D tour/photos and submit your application through Zillow today! Photos staged for reference. Property is unfurnished.

  Colin Hermes Chase Real Estate LLC

  690 Highland Place, Highland Park, IL 60035
• 

  

  /33

  $890,000 Sold Jul 31, 2025

  • 3,012 Sq Ft
  • $295/SF
  • 37 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1996

  935 Central Ave Unit 5, Highland Park, IL 60035

  This stunning remodeled townhouse in downtown Highland Park is full of upgrades and style. Hardwood floors and wooden plantation shutters run throughout, creating a warm, inviting atmosphere. The expanded eat-in kitchen features upscale stainless steel appliances, under-counter lighting, warming drawer, refrigerator drawer, and a spacious island, perfect for cooking and entertaining. The bright,

  Margie Brooks Baird & Warner

  935 Central Ave Unit 5, Highland Park, IL 60035
• 

  

  /49

  Est $2,270,265 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 4,120 Sq Ft

  321 N Deere Park Dr E, Highland Park, IL 60035

  321 N Deere Park Dr E, Highland Park, IL 60035
• 

  

  /58

  $1,875,000

  • 6 Beds
  • 6.5 Baths
  • 5,000 Sq Ft

  215 Prospect Ave, Highland Park, IL 60035

  Stunning Howard Van Doren Shaw English Arts and Crafts home on over an acre of magnificently landscaped property, one and a half blocks from Lake Michigan. Fine architectural detailing throughout, including the 2017 renovated kitchen completed with a butler's pantry and a coffee bar. Wonderful coach house with 4 garage bays, a full 2-bedroom in-law suite, or a fully functioning office,

  Maxine Goldberg Engel & Voelkers Chicago North Shore

  215 Prospect Ave, Highland Park, IL 60035
• 

  

  /14

  $2,200 - $3,000 per month

  Renaissance Place in Highland Park

  1 - 2 Beds

  1849 Green Bay Rd, Highland Park, IL 60035

  Renaissance Place is a charming luxury property located in the heart of downtown Highland Park! It offers spacious one and two bedroom apartments along with a fitness center and resident lounge to enjoy. The property has excellent shopping and dining options and even a 5 Cinema Theatre. Everything is absolutely within walking distance. It is easy to catch the Metra, or shuttle to Ravinia and

  1849 Green Bay Rd, Highland Park, IL 60035
• 

  

  /29

  $540,000 Sold Jul 30, 2025

  • 1,401 Sq Ft
  • $385/SF
  • 12 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1940

  1314 Saint Johns Ave, Highland Park, IL 60035

  Discover your sanctuary in this delightful 2 bedroom house in the sought after area of vibrant Highland Park. Hardwood floors, gas burning fireplace. Adjacent to the living room is the sunny office/workout room surrounded by windows and a wall of built-in bookshelves. Separate large light filled dining room with built-ins. Overlooks the large, fenced back yard (it's a double back yard. You have

  Cory Albiani @properties Christie's International Real Estate

  1314 Saint Johns Ave, Highland Park, IL 60035
• 

  

  /37

  Est $1,141,069 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 2,942 Sq Ft

  171 Oak Knoll Terrace, Highland Park, IL 60035

  171 Oak Knoll Terrace, Highland Park, IL 60035
• 

  

  /52

  $2,999,000

  • 6 Beds
  • 6.5 Baths
  • 7,640 Sq Ft

  493 Hazel Ave, Highland Park, IL 60035

  List price is lower than the assessed value so the taxes should go down for the new owner. Why Would You Want Ordinary When You Can Have Extraordinary! This Stunning and Majestic Brick Home Sits on Over an Acre in the Heart of Highland Park and Features a 40' Indoor Pool with a Wall of Glass that Opens to the Outdoors! Over 7600 Sq Ft plus 2330 Sq Ft in the Finished Walkout Basement, It Boasts

  Janet Borden Compass

  493 Hazel Ave, Highland Park, IL 60035
• 

  

  /12

  $3,310 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
• 

  

  /24

  $695,000 Sold Jul 25, 2025

  • 3,675 Sq Ft
  • $189/SF
  • 12 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2007

  572 Vine Ave, Highland Park, IL 60035

  Incredible townhouse close to downtown Highland Park. Built in 2006, this home offers four bedrooms and three and one half bathrooms with a first floor primary suite. The living room boasts 15 feet cathedral ceilings and a fireplace with gas logs. The dining room is combined with the living room and flows into the kitchen. The spacious kitchen offers maple cabinets, granite counter, stainless

  Carly Jones Engel & Voelkers Chicago North Shore

  572 Vine Ave, Highland Park, IL 60035
• 

  

  /49

  Est $2,587,814 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
• 

  

  /34

  $4,550,000

  • 6 Beds
  • 6.5 Baths
  • 6,867 Sq Ft

  2445 Woodbridge Ln, Highland Park, IL 60035

  This remarkable home is set on a private lane with 1 1/2 acres of land and private beach. This is a one-of-a-kind property! The sprawling lawn with lovely pool leads to a bluff overlooking the lake and the glorious lakefront. The private beach is spectacular. This home is designed to take advantage of stunning views in every direction. Large gracious rooms throughout home, with almost all rooms

  Sally Mabadi Compass

  2445 Woodbridge Ln, Highland Park, IL 60035
• 

  

  /20

  $2,800 per month

  • 2 Beds
  • 1.5 Baths
  • 1,300 Sq Ft
  • Townhouse for Rent

  1990 Sheridan Rd, Highland Park, IL 60035

  Property Id: 14718272 Bedroom 1.5 Bath spacious townhome2 Car garage Hardwood floors2 story unitFull Living room with recessed lightingStainless Steel AppliancesLots of Counter Space and Kitchen Cabinets Washer and Dryer in the unitVery quiet buildingWill be freshly paintedNear Downtown Highland Park and Lake Michigan

  1990 Sheridan Rd, Highland Park, IL 60035
• 

  

  /32

  $600,000 Sold Jul 25, 2025

  • 2,290 Sq Ft
  • $262/SF
  • 4 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1954

  537 County Line Rd, Highland Park, IL 60035

  This 4 bed, 2 bath southeast Highland Park mid-century home blends comfort and character with thoughtful updates. Light pours in from every angle of the spacious great room featuring soaring 10-foot vaulted ceilings with exposed beams, pecky cypress walls, gas fireplace with floor-to-ceiling brick surround, and top-down blinds. The dining area flows into an updated kitchen with two-toned

  Deborah Libby @properties Christie's International Real Estate

  537 County Line Rd, Highland Park, IL 60035
• 

  

  /65

  Est $1,293,591 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,705 Sq Ft

  41 Sheridan Rd, Highland Park, IL 60035

  41 Sheridan Rd, Highland Park, IL 60035
• 

  

  /24

  $489,000 Pending

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

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

  Rarely available 2 bedroom 2 bath corner unit in sought after Sheridan Square! Away from the train this unit features an open floor plan, abundant closet space, an eat-in-kitchen, a spacious private balcony and a large laundry room with room for a full sized washer and dryer. The primary suite includes a large bedroom with 2 walk in closets, a walk-in shower, a whirlpool tub and 2 sinks. The

  Annette Blumberg Baird & Warner

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

  

  /25

  $4,430 per month

  • 3 Beds
  • 2 Baths
  • 1,590 Sq Ft
  • Apartment for Rent

  833 Laurel Ave Unit 102, Highland Park, IL 60035

  Stunning newer construction 3 bedroom, 2 bathroom residence in Laurel Apartments, a premier luxury building in the heart of downtown Highland Park. This light-filled home features an open-concept layout with wide-plank hardwood floors, designer kitchen with quartz countertops, stainless steel appliances, and an oversized island perfect for entertaining. Enjoy a spacious walk-in closet, in-unit

  Shari Saratovsky Diplomat Realty, Inc.

  833 Laurel Ave Unit 102, Highland Park, IL 60035
• 

  

  /35

  $905,000 Sold Jul 23, 2025

  • 3,500 Sq Ft
  • $259/SF
  • 6 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1896

  385 Vine Ave, Highland Park, IL 60035

  Two Homes for the price of One in East Highland Park. An incredible opportunity awaits in East Highland Park. Two charming homes on one property. Perfectly located near top-rated schools, the lake, downtown, and the train. Main home: Classic 2 story farmhouse(1896)with timeless character. 3 bedrooms on 2nd floor plus 1st floor bedroom/library. 3 full bathrooms. Spacious dining room with

  Joe Giampa Coldwell Banker Realty

  385 Vine Ave, Highland Park, IL 60035
• 

  

  /7

  Est $1,543,952 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 4,770 Sq Ft

  177 S Deere Park Dr, Highland Park, IL 60035

  177 S Deere Park Dr, Highland Park, IL 60035
• 

  

  /42

  $1,600,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 3,117 Sq Ft

  350 N Deere Park Dr W, Highland Park, IL 60035

  Gracious Braeside Tudor in southeast Highland Park. This classic home has private beach rights and overlooks the lush ravine. The home has been completely renovated by current owners, combining traditional charm with 21st century upgrades. Professionally landscaped with flowering trees and shrubs. The first-floor family room boasts high-end custom cabinetry and ravine views. Sliding glass

  Ted Pickus @properties Christie's International Real Estate

  350 N Deere Park Dr W, Highland Park, IL 60035
• 

  

  /20

  $2,250 per month

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

  511 County Line Rd Unit 2, Highland Park, IL 60035

  Property Id: 1929969Charming and completely renovated apartment with new kitchen, granite counter tops, new appliance package, new shaker cabinets. All finishes have been upgraded included gorgeous hardwood floor and remodeled bathroom. This property is close to schools, Ravinia Park, Metra train station, Botanic Garden and Green Bay bike and walking trail. Hurry, this apartment will

  511 County Line Rd Unit 2, Highland Park, IL 60035
• 

  

  /31

  $825,000 Sold Jul 18, 2025

  • 2,112 Sq Ft
  • $391/SF
  • 1 Day On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1997

  1688 Green Bay Rd Unit 303, Highland Park, IL 60035

  Rarely available Condo located at Boutique building in downtown Highland Park. This original owner home is designer decorated and continuously maintained. Two bedrooms plus a den(third bedroom) and two and a half bathrooms. Recently decorated Primary Suite offers two walk-in closets that are both custom fitted. Eat-in Kitchen and the Den is located off the Living Room and Dining Room. Outdoor

  Karen Skurie Baird & Warner

  1688 Green Bay Rd Unit 303, Highland Park, IL 60035
• 

  

  /65

  Est $3,677,834 Not Listed For Sale

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

  33 Sheridan Rd, Highland Park, IL 60035

  33 Sheridan Rd, Highland Park, IL 60035
• 

  

  /18

  $225,000

  • 2 Beds
  • 2 Baths
  • 1,123 Sq Ft

  2046 Saint Johns Ave Unit 2E, Highland Park, IL 60035

  Bright and spacious 2-bedroom, 2-bathroom southwest corner unit in a prime downtown Highland Park location. Situated in a well-maintained elevator building with an outdoor pool and indoor garage parking, this freshly painted condo features brand-new flooring throughout and a thoughtfully designed layout. The light-filled living room opens to a large private balcony, perfect for relaxing or

  Susan Brown Burklin @properties Christie's International Real Estate

  2046 Saint Johns Ave Unit 2E, Highland Park, IL 60035
• 

  

  /38

  $12,000 per month

  • 4 Beds
  • 5 Baths
  • House for Rent

  735 Baldwin Rd, Highland Park, IL 60035

  Move right into this 4 bed / 3 full and 2 half bath farmhouse-meets-luxury short term rental home in prime East Highland Park location. Available fully furnished from 9/1/25 to 5/31/26. (available as soon as 8/23/25). Gorgeous chef's kitchen opens to dining room room with high ceilings, dramatic fireplace and stunning exposed beams. Remodeled family room with french doors overlook the private

  Jacqueline Lotzof Compass

  735 Baldwin Rd, Highland Park, IL 60035
• 

  

  /38

  $1,100,000 Sold Jul 17, 2025

  • 4,185 Sq Ft
  • $263/SF
  • 2 Days On Market

  • 6 Beds
  • 4.5 Baths
  • Built 1911

  794 Dean Ave, Highland Park, IL 60035

  Welcome to this beautifully updated storybook home offering 6 bedrooms, 4.5 baths, and a prime location directly across from Ravinia Elementary and just a block from the Ravinia business district. A welcoming covered front porch with a swing, sets the tone for this inviting residence. Inside, a gracious foyer leads to a sun-drenched family room featuring a fireplace and bar-perfect for

  Debbie Glickman @properties Christie's International Real Estate

  794 Dean Ave, Highland Park, IL 60035
• 

  

  /24

  Est $1,761,808 Not Listed For Sale

  • 4 Beds
  • 7 Baths
  • 4,171 Sq Ft

  218 Ivy Ln, Highland Park, IL 60035

  218 Ivy Ln, Highland Park, IL 60035

Showing Results 1 - 40, Page 1 of 18