Highland Park, IL Homes

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  /20

  $725,000

  • 3 Beds
  • 2.5 Baths
  • 2,820 Sq Ft

  850 Evergreen Way, Highland Park, IL 60035

  NEW PRICE & amazing value for this turn-key home! Located on a private cul-de-sac, this sun-filled, move-in ready home offers the ease of maintenance-free living and the comfort of a first-floor primary suite. The welcoming foyer opens to a spacious living room with vaulted ceilings, a cozy fireplace and glass-inset patio doors that lead out to a large deck overlooking peaceful wooded views -

  Beth Wexler @properties Christie's International Real Estate

  850 Evergreen Way, Highland Park, IL 60035
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  /20

  $2,275 per month

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

  1230 Park Ave W Unit 211, Highland Park, IL 60035

  Stunning and fully remodeled 1 Bed, 1 Bath main floor unit in the pristine Brooke Estates of Highland Park.This complex is known for its excellent east Highland Park location, picturesque landscaping and TWO exterior swimming pools.This unit is located right next to the exterior pool. As you drive into this complex, you will immediately feel like you have entered a country club while admiring the

  Christopher Hoelz RE/MAX Plaza

  1230 Park Ave W Unit 211, 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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  /37

  Est $852,413 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,775 Sq Ft

  25 Turnbull Woods Ct, Highland Park, IL 60035

  25 Turnbull Woods Ct, Highland Park, IL 60035
• 

  

  

  /35

  $550,000

  • 3 Beds
  • 2.5 Baths
  • 2,296 Sq Ft

  666 Barberry Rd, Highland Park, IL 60035

  Welcome Home to this beautifully updated Highland Park quad-level home offering nearly 2,300 square feet of thoughtfully designed living space. Fully remodeled from top to bottom in 2020, this home features updated to the roof, windows, siding, electrical, HVAC, water heater and more. Step into the stunning kitchen, complete with custom 42 inch white shaker cabinetry, quartz countertops and

  Jennifer Moran Exit Realty Redefined

  666 Barberry Rd, Highland Park, IL 60035
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  /11

  $2,325 per month

  • 2 Beds
  • 1.5 Baths
  • Townhouse for Rent

  1988 Green Bay Rd Unit 3, Highland Park, IL 60035

  Updated Rental in Downtown Highland Park! Live in the heart of it all-just steps from restaurants, shops, and the train! This beautifully renovated unit is filled with natural light and features stylish exposed brick for added character. Enjoy summer nights on the spacious private balcony-perfect for entertaining. Includes a 2-car attached garage and private in-unit laundry room for ultimate

  Jordan Stupell Baird & Warner

  1988 Green Bay Rd Unit 3, Highland Park, IL 60035
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  /41

  $1,830,000 Sold Aug 04, 2025

  • 4,731 Sq Ft
  • $387/SF
  • 4 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 1991

  2291 Hybernia Dr, Highland Park, IL 60035

  Walk into this fabulous turnkey extraordinary home set in a private sanctuary in desirable Hybernia. This fully renovated 6 bedroom, 4800 square foot home seamlessly blends luxury with comfort, offering exquisite details and high-end finishes throughout. Entertain in style in the open floor plan, featuring an impressive two-story great room filled with natural light, highlighted by a striking

  Marla Fox Compass

  2291 Hybernia Dr, Highland Park, IL 60035
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  /2

  Est $1,226,590 Not Listed For Sale

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

  1065 County Line Rd, Highland Park, IL 60035

  1065 County Line Rd, Highland Park, IL 60035
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  /53

  $1,499,000

  • 7 Beds
  • 6.5 Baths
  • 6,306 Sq Ft

  2372 Tennyson Ln, Highland Park, IL 60035

  Luxurious Contemporary Home Nestled on Nearly An Acre in the Sought-after High Ridge Neighborhood, this Exceptional Brick Home Offers a Blend of Elegance, Comfort, and Convenience, with your Choice of Highland Park or Deerfield High Schools. This Rare Gem Boasts Two Primary Suites for Added Luxury- One Conveniently Located on the Main Level, Complete with His-and-Her Bathrooms, Walk-in Closets,

  Janet Borden Compass

  2372 Tennyson Ln, Highland Park, IL 60035
• 

  /2

  $4,120 per month

  • 2 Beds
  • 2 Baths
  • 1,536 Sq Ft
  • Apartment for Rent

  1850 Green Bay Rd Unit 319, Highland Park, IL 60035

  One of Chicago's most desirable North Shore luxury apartment communities, one can enjoy an all-inclusive living experience through two high-quality buildings in downtown Highland Park. This 2BED/2BA is located near Ravinia and the St. John's Ave. Metra stop, Albion Highland Park is surrounded by retail, dining, and recreation, with tasteful interiors featuring lofty ceilings, keyless entry,

  Danielle Sittloh eXp Realty

  1850 Green Bay Rd Unit 319, Highland Park, IL 60035
• 

  

  /27

  $862,500 Sold Aug 04, 2025

  • 2,828 Sq Ft
  • $305/SF
  • 8 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1970

  1990 Richfield Ave, Highland Park, IL 60035

  This impeccable 2 Story residence has been in the family since it was built! Nestled in a quiet secluded Highland Park neighborhood, this beautifully lush green oasis is sitting on over a half-acre. Attention to detail in every space of this meticulously designed and renovated home. Upon entering the grand double doors you'll be welcomed by the large foyer that leads into the main living area.

  Honore Frumentino @properties Christie's International Real Estate

  1990 Richfield Ave, Highland Park, IL 60035
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  /19

  Est $1,489,496 Not Listed For Sale

  • 4 Beds
  • 5.5 Baths
  • 4,253 Sq Ft

  796 Marion Ave, Highland Park, IL 60035

  796 Marion Ave, Highland Park, IL 60035
• 

  

  /43

  $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
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  /2

  $3,671 per month

  • 2 Beds
  • 2 Baths
  • 1,221 Sq Ft
  • Apartment for Rent

  1850 Green Bay Rd Unit 112, Highland Park, IL 60035

  One of Chicago's most desirable North Shore luxury apartment communities, one can enjoy an all-inclusive living experience through two high-quality buildings in downtown Highland Park. This 2BED/2BA + DEN is located near Ravinia and the St. John's Ave. Metra stop, Albion Highland Park is surrounded by retail, dining, and recreation, with tasteful interiors featuring lofty ceilings, keyless entry,

  Danielle Sittloh eXp Realty

  1850 Green Bay Rd Unit 112, Highland Park, IL 60035
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  /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
• 

  

  /31

  Est $898,957 Not Listed For Sale

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

  830 Marion Ave, Highland Park, IL 60035

  830 Marion Ave, Highland Park, IL 60035
• 

  

  /40

  $3,499,000

  • 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
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  /2

  $3,583 per month

  • 2 Beds
  • 2 Baths
  • 1,436 Sq Ft
  • Apartment for Rent

  650 Elm Place Unit 412, Highland Park, IL 60035

  One of Chicago's most desirable North Shore luxury apartment communities, one can enjoy an all-inclusive living experience through two high-quality buildings in downtown Highland Park. Located near Ravinia and the St. John's Ave. Metra stop, Albion Highland Park is surrounded by retail, dining, and recreation. This 2bed/2ba comes with tasteful interiors features lofty ceilings, keyless entry,

  Danielle Sittloh eXp Realty

  650 Elm Place Unit 412, 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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  /28

  Est $573,527 Not Listed For Sale

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

  888 Marion Ave, Highland Park, IL 60035

  888 Marion Ave, Highland Park, IL 60035
• 

  

  /3

  $175,000

  • Land
  • 0 Acre

  1 Burtis Ave, Highland Park, IL 60035

  Builder's Dream Opportunity! Seize this prime Highland Park lot - a 7,900 sq. ft. blank canvas ready for a stunning 3,085 sq. ft. home! Perfectly located near Highland Park and Highwood's vibrant festivals, top-rated restaurants, and thriving businesses, this property offers the best location. With utilities already in place from a previous home, you can hit the ground running on your next

  Melissa Newman @properties Christie's International Real Estate

  1 Burtis Ave, Highland Park, IL 60035
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  /2

  $4,097 per month

  • 1 Bed
  • 1 Bath
  • 1,394 Sq Ft
  • Apartment for Rent

  650 Elm Place Unit 102, Highland Park, IL 60035

  One of Chicago's most desirable North Shore luxury apartment communities, one can enjoy an all-inclusive living experience through two high-quality buildings in downtown Highland Park. This 1st Floor LARGE 1Bed/1Ba + DEN + extra storage space located near Ravinia and the St. John's Ave. Metra stop, Albion Highland Park is surrounded by retail, dining, and recreation, with tasteful interiors

  Danielle Sittloh eXp Realty

  650 Elm Place Unit 102, Highland Park, IL 60035
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  /21

  $425,000 Sold Aug 01, 2025

  • 1,600 Sq Ft
  • $266/SF
  • 5 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1980

  1027 Deerfield Place Unit 1, Highland Park, IL 60035

  Welcome to a rarely available, light-filled 1st floor condo at The Manners in Highland Park with over $15,000 in updates in the last year! Enjoy peaceful privacy with beautiful wooded and golf course views. Step inside to a generous entry foyer with a large coat closet and opens to a bright, airy living room with a gas-start fireplace, oversized sliding doors, and access to an oversized, private

  Melissa Newman @properties Christie's International Real Estate

  1027 Deerfield Place Unit 1, Highland Park, IL 60035
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  /32

  Est $1,149,456 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 3,478 Sq Ft

  124 Green Bay Rd, Highland Park, IL 60035

  124 Green Bay Rd, 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
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  /2

  $3,310 per month

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

  555 Roger Williams Ave Unit 306, 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

  Larry Klairmont Twins Realty LLC

  555 Roger Williams Ave Unit 306, 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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  /20

  Est $805,492 Not Listed For Sale

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

  739 Marion Ave, Highland Park, IL 60035

  739 Marion Ave, Highland Park, IL 60035
• 

  

  /49

  $1,425,000

  • 4 Beds
  • 4.5 Baths
  • 5,122 Sq Ft

  514 Hill St, Highland Park, IL 60035

  Welcome to this beautifully designed custom built home with over 5,000 square feet of expansive living space in pristine move-in condition. This spacious and stylish 5 Bedroom, 4.1 Bath home offers flexible open living space highlighted with tall ceilings and glass transoms for an open and bright look. The large Foyer leads to the formal Living and Dining Rooms which provide elegant spaces for

  Janice Rizzo Berkshire Hathaway HomeServices Chicago

  514 Hill St, Highland Park, IL 60035
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  /12

  $3,695 per month

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft
  • Apartment for Rent

  1770 1st St Unit 501, Highland Park, IL 60035

  Molly Cox 33 Realty

  1770 1st St Unit 501, 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
• 

  

  /22

  Est $1,083,027 Not Listed For Sale

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

  757 Marion Ave, Highland Park, IL 60035

  757 Marion Ave, Highland Park, IL 60035
• 

  

  /9

  $375,000

  • Land
  • 0.9 Acre
  • $416,667 per Acre

  0 Highmoor Rd Unit MRD12402785, Highland Park, IL 60035

  Beautiful 39,600 SF LOT. NO H.O.A. Build your "Dream Home" on this Wide, Wooded, VACANT Parcel. 132 Foot Frontage by 300 Feet Deep! FAR = 25.04, Max floor area (sf) 9,916. Max FAR 11,166. Choice of Highland Park High School or Deerfield High School.

  Carol Santi Coldwell Banker Realty

  0 Highmoor Rd Unit MRD12402785, Highland Park, IL 60035
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  /14

  $2,695 per month

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft
  • Apartment for Rent

  1770 1st St Unit 703, Highland Park, IL 60035

  Molly Cox 33 Realty

  1770 1st St Unit 703, 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
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  /26

  Est $760,353 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,126 Sq Ft

  777 Marion Ave, Highland Park, IL 60035

  777 Marion Ave, Highland Park, IL 60035
• 

  

  /16

  $649,900

  • 3 Beds
  • 3 Baths
  • 1,387 Sq Ft

  2325 Shady Ln, Highland Park, IL 60035

  Charming brick bungalow sitting on almost an acre of lush, wooded private property in the Northshore acres neighborhood. Home features 3 Bedrooms, 3 full Baths with the master BR having its own master BT. Hardwood floors and newer appliances throughout. Large unfinished basement. Oversized 2+ car detached garage with large driveway. Paved brick patio and walkway, new roof 2024.

  Rony Khezeran American International Realty

  2325 Shady Ln, Highland Park, IL 60035
• 

  

  /31

  $440,000 Sold Jul 30, 2025

  • 1,577 Sq Ft
  • $279/SF
  • 48 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1885

  242 Leonard Wood S Unit 211, Highland Park, IL 60035

  Historic charm, modern convenience, and lakeside living-this Fort Sheridan condo has it all. Featuring two spacious bedrooms, one full bath, and a large loft with access to an unfinished attic, perfect for building an additional bedroom or possibly full bath. There's also potential to add a half bath on the main level. A heated indoor parking garage and a large private storage room add

  Michael Graff Compass

  242 Leonard Wood S Unit 211, Highland Park, IL 60035
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  /37

  Est $1,336,981 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,050 Sq Ft

  774 Stonegate Dr, Highland Park, IL 60035

  774 Stonegate Dr, Highland Park, IL 60035
• 

  

  /15

  $585,900

  • 3 Beds
  • 3 Baths

  602 Old Elm Rd, Highland Park, IL 60035

  Nestled in the heart of a serene neighborhood in Highland Park on phenomenal property, this 3 bedroom, 3 bathroom ranch offers the perfect blend of comfort and convenience. Step inside to discover an inviting open floor plan with spacious room sizes. Features include a primary bedroom with a private ensuite bathroom and a large basement with a flexible floor plan. Sensational south facing

  Margie Brooks Baird & Warner

  602 Old Elm Rd, Highland Park, IL 60035

Showing Results 161 - 200, Page 5 of 18