Lake, IL Homes

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  /31

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,878 Sq Ft

  415 Bloom St, Highland Park, IL 60035

  Super charming & bright Highland Park 3 bedroom / 2 full bathroom home in a great location - walking distance to all of Highwood and Highland Park's amenities! Recent renovations and improvements include a new concrete foundation, recently renovated kitchen and baths, new LVT flooring on the first floor with new carpeting upstairs, freshly landscaped backyard with arborvitaes and stepping stones

  Cory Albiani @properties Christie's International Real Estate

  415 Bloom St, Highland Park, IL 60035
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• 

  

  

  /34

  $1,695 per month

  • Studio - 2 Beds
  • 1 Bath
  • 700 Sq Ft
  • Condo for Rent

  696 Elm Place, Highland Park, IL 60035

  Listing presented by Marshall Lee, licensed leasing agent with Fulton Grace. Lovely Studio apartment features hardwood floors, renovated kitchen & bathroom. Laundry available on-site. Plenty

  696 Elm Place, Highland Park, IL 60035
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  /25

  $950,000 Sold Aug 06, 2025

  • 3,222 Sq Ft
  • $295/SF
  • 3 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1930

  2018 Linden Ave, Highland Park, IL 60035

  If you're looking for a home in a fabulous walk to town location with shopping, restaurants, the Metra and the lake and beach right at your door, then this is the house for you! This home combines charm with many modern updates and is perfect for daily living and gracious entertaining. A white picket fence and vestibule welcomes you into the home. The first floor has a great deal of light

  Judy Weiss @properties Christie's International Real Estate

  2018 Linden Ave, Highland Park, IL 60035
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  /53

  Est $1,439,745 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,452 Sq Ft

  59 Sheridan Rd, Highland Park, IL 60035

  59 Sheridan Rd, Highland Park, IL 60035
• 

  

  

  /48

  $1,200,000

  • 4 Beds
  • 4.5 Baths
  • 3,685 Sq Ft

  1610 Linden Ave, Highland Park, IL 60035

  Stunning East Highland Park Gem! Just steps from Lake Michigan, the Metra station, and downtown Highland Park, this Country French-style home beautifully blends timeless elegance with everyday functionality. From the moment you arrive, it impresses with its stately brick facade, long private driveway, fresh exterior paint, and new 2025 Class 3 Impact Atlas architectural roof. Inside, rich

  Regina Mateja HomeSmart Connect LLC

  1610 Linden Ave, Highland Park, IL 60035
• 

  

  /19

  $2,000 per month

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

  1717 2nd St Unit 2W, Highland Park, IL 60035

  Close to town location! 2 bedroom, 1 bath with 1 exterior parking space. Tenant(s) are only responsible for electricity! Heat and water are included in rent. Enjoy this crisp, clean unit that has been freshly painted and has new carpeting, a new refrigerator, and a new electric stove. Free use of the Washer and dryer that are located in the common area of the first floor. Please, no pets,

  Mirella Caputo @properties Christie's International Real Estate

  1717 2nd St Unit 2W, 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
• 

  

  /53

  Est $1,000,924 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,500 Sq Ft

  227 Ivy Ln, Highland Park, IL 60035

  227 Ivy Ln, Highland Park, IL 60035
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  /28

  $950,000

  • 3 Beds
  • 4 Baths
  • 2,871 Sq Ft

  861 Laurel Ave Unit 3, Highland Park, IL 60035

  Sophisticated, sun-filled townhome in prime walk-to-town location. This exceptional 3 bedroom, 2 full and 2 half bath residence offers four floors of luxurious living in the heart of Highland Park. Thoughtfully designed with an elevator, hardwood floors, crown moldings, custom millwork, plantation shutters, high ceilings, and multiple outdoor spaces. A welcoming foyer opens to a spacious living

  Beth Wexler @properties Christie's International Real Estate

  861 Laurel Ave Unit 3, Highland Park, IL 60035
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  /17

  $1,750 per month

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

  730 Judson Ave Unit A05C, Highland Park, IL 60035

  730 JudsonJudson + Roger WilliamsHighland Park$1750 per MonthAvailable: 9/1/2025AVAILABLE SEPTEMBER! Terrific studio in the heart of downtown Highland Park features brand new kitchen with espresso cabinets, stainless steel appliances, dishwasher, spacious living area with ceiling fan, great closet space, brand new bathroom, hardwood floors throughout, laundry in unit, and

  730 Judson Ave Unit A05C, Highland Park, IL 60035
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  /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
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  /30

  Est $1,435,504 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,362 Sq Ft

  149 Oak Knoll Terrace, Highland Park, IL 60035

  149 Oak Knoll Terrace, Highland Park, IL 60035
• 

  

  /18

  $170,000

  • 2 Beds
  • 2 Baths
  • 1,089 Sq Ft

  891 Central Ave Unit 331, Highland Park, IL 60035

  Welcome to this bright, open, spacious condo in the heart of downtown Highland Park. This 62+ building offers comfortable common areas and great neighbors, plus easy access to adjacent Sunset Woods Park, plus the shops & transportation in downtown. This is a very well-maintained condo with 2 good sized bedrooms and 2 full baths. Primary bed features an en-suite bathroom. Primary bath has a

  Carolyn Cerf @properties Christie's International Real Estate

  891 Central Ave Unit 331, Highland Park, IL 60035
• 

  

  /19

  $3,500 per month

  • 3 Beds
  • 2 Baths
  • Condo for Rent

  2490 Green Bay Rd Unit 1, Highland Park, IL 60035

  Completely remodeled 3 bed/2 bath within walking distance to Schools, metra, shopping and more. Bright and spacious living room with wood burning fire place. Wood floors throughout. Updated kitchen with brand new refrigerator and plenty of storage. New W/D on main level. Dining area with access to side deck. Bedrooms share modern and brand new hallway bath. Back entry area provides access to

  Jacqueline Lotzof Compass

  2490 Green Bay Rd Unit 1, Highland Park, IL 60035
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  /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
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  /32

  Est $1,353,836 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,410 Sq Ft

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

  294 N Deere Park Dr W, 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
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  /19

  $1,850 per month

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

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

  727 Saint Johns Ave Unit A06C, Highland Park, IL 60035
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  /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
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  /30

  Est $1,704,124 Not Listed For Sale

  • 6 Beds
  • 5.5 Baths
  • 5,444 Sq Ft

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

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

  

  /59

  $8,750,000

  • 5 Beds
  • 9 Baths
  • 9,749 Sq Ft

  55 S Deere Park Dr, Highland Park, IL 60035

  This extraordinary lakefront residence is the ultimate blend of luxury, comfort, breathtaking views and private beach. This sophisticated contemporary home boasts 9,749 square feet above-grade and an additional 4,434 square feet of finished lower-level space, all of which has been thoughtfully redesigned during a comprehensive renovation from 2006 to 2008. Every aspect of this dream property was

  Erin Smith @properties Christie's International Real Estate

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

  

  /23

  $2,770 per month

  • 1 Bed
  • 1 Bath
  • 1,047 Sq Ft
  • Apartment for Rent

  833 Laurel Ave Unit 103, Highland Park, IL 60035

  Newer construction apartment has it all! 1-bedroom residence offers luxury living in the heart of downtown Highland Park. Located in an elevator building, the unit features a gourmet kitchen with quartz countertops, stainless steel appliances, Italian cabinetry, breakfast bar, and dishwasher. The open-concept layout includes a spacious living area with sliding glass doors that lead to a large

  Shari Saratovsky Diplomat Realty, Inc.

  833 Laurel Ave Unit 103, Highland Park, IL 60035
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  /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
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  /49

  Est $1,439,542 Not Listed For Sale

  • 6 Beds
  • 4.5 Baths
  • 4,516 Sq Ft

  333 Lakeside Place, Highland Park, IL 60035

  333 Lakeside Place, Highland Park, IL 60035
• 

  

  /53

  $5,999,000 Open Sat 11AM - 1PM

  • 9 Beds
  • 12 Baths
  • 10,777 Sq Ft

  2441 Woodbridge Ln, Highland Park, IL 60035

  Introducing an exceptional lakefront residence on one of Highland Park's most coveted private lanes. Set on a masterfully landscaped 1.85-acre parcel, 2441 Woodbridge Lane offers a rare combination of privacy, scale, and sophistication-backed by unobstructed, panoramic views of Lake Michigan. This architecturally striking, contemporary home spans approximately 10,000 square feet and has been

  Patrick Milhaupt Jameson Sotheby's International Realty

  2441 Woodbridge Ln, Highland Park, IL 60035
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  /14

  $2,451 - $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
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  /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
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  /44

  Est $1,079,211 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,363 Sq Ft

  58 Sheridan Rd, Highland Park, IL 60035

  58 Sheridan Rd, Highland Park, IL 60035
• 

  

  /61

  $5,500,000

  • 4 Beds
  • 3.5 Baths
  • 4,600 Sq Ft

  147 Central Ave, Highland Park, IL 60035

  Discover a rare gem on Central Ave-this stunning Victorian historic landmark sprawls over 4 picturesque acres, just steps from the pristine shores of Lake Michigan. This unique property, once called the Cornelius Field House, features a beautifully restored main house, a charming gardener's cottage, and a spacious coach house (160 Park Ave), each exuding timeless elegance and character. The main

  Lisa Rome Jameson Sotheby's International Realty

  147 Central Ave, Highland Park, IL 60035
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  /10

  $5,000 per month

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft
  • Townhouse for Rent

  425 Bloom St Unit M, Highland Park, IL 60035

  Extra-large Bloom Street townhome - 3 bedroom, 2.5 bath luxury townhome located just steps from award-winning restaurants, Metra train, public transportation, and the lakefront! This newly completed residence offers high-end finishes, incredible natural light and a spacious private deck just off the kitchen-perfect for entertaining. The open-concept main level features a bright living room,

  Beth Wexler @properties Christie's International Real Estate

  425 Bloom St Unit M, Highland Park, IL 60035
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  /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
• 

  

  /30

  Est $1,538,124 Not Listed For Sale

  • 4 Beds
  • 5.5 Baths
  • 3,913 Sq Ft

  60 Sheridan Rd, Highland Park, IL 60035

  60 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
• 

  

  /14

  $5,275 - $5,450 per month

  Bloom Street Townhomes - 425 Bloom St

  3 Beds

  425 Bloom St, Highland Park, IL 60035

  Lease options currently range from 12 - 17 months. Prices and special offers are valid for new residents only. Pricing, lease options, and availability are subject to change at any time.

  425 Bloom St, 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
• 

  

  /33

  Est $1,583,100 Not Listed For Sale

  • 4 Beds
  • 6 Baths
  • 4,082 Sq Ft

  21 Lakeside Place, Highland Park, IL 60035

  21 Lakeside Place, Highland Park, IL 60035
• 

  

  /33

  $999,000

  • 5 Beds
  • 3 Baths
  • 2,845 Sq Ft

  378 Oakland Dr, Highland Park, IL 60035

  Unique one of a kind Log Cabin home on .63 of wooded acre with ravine. 5 bedrooms, 3 full baths, basement and 3 car heated garage. Beamed vaulted ceiling family room with fireplace, fireplace in primary suite as well. 2 bedrooms have separate wing with Jack and Jill bath. Property hosts potting shed, tree house, screened in music room to listen to Ravinia Festival and dog run. Located 1 Block

  Ted Pickus @properties Christie's International Real Estate

  378 Oakland Dr, 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
• 

  

  /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
• 

  /2

  Est $761,141 Not Listed For Sale

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

  401 Sheridan Rd, Highland Park, IL 60035

  401 Sheridan Rd, Highland Park, IL 60035

Showing Results 41 - 80, Page 2 of 18