A Once-in-a-lifetime Opportunity To Rent This Gated, World-class Estate, Meticulously Designed For Those Who Live And Breathe Sports. This Custom-built Masterpiece Blends Luxury, Recreation, And Privacy In An Unparalleled Setting, Offering Nine Be...
Truly An Exceptional Rental Opportunity! This Expansive And Fully Updated Home Offers Over-the-top Space, Luxury Amenities, And A Prime Neighborhood Location Close To Everything Highland Park Has To Offer. Step Into A Soaring Foyer With Skylights...
NEW
1950 Sheridan Road 103, Highland Park, IL - $9,775
Be The First To Call Home This Stunning, Brand-new Luxury 3-bedroom, 3.5-bath Apartment In The Heart Of Downtown Highland Park At The Park Sheridan. Enjoy Spacious, Thoughtfully Designed Living With High-end Finishes Throughout, Wide-plank Hardwoo...
Mid Century Modern Home Waiting For Your Ideas! Beyond An Excellent Value. Located On Half An Acre This Home Is 4046 Sq Ft. Not Including Basement Or Enormous Garage. Upgrades Include Mostly New Windows. Entire 2nd Floor New Windows, Sliders On Th...
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1850 Green Bay Road 204, Highland Park, IL - $5,059
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 + Flex Is Located Near Ravinia And The St. John'...
Welcome To 1641 Ravine Enchanting Vintage Cape Cod Home That Exudes Warmth, Character, And Timeless Appeal. Tucked At The End Of A Peaceful Cul-de-sac Just Two Blocks From Downtown Highland Park, Bathed In Natural Light And Full Of Thoughtful Deta...
Spacious Brick Ranch In The Desirable Highlands Area! This Charming Home Features Gleaming Hardwood Floors And A Bright, Open-concept Living And Dining Area With A Cozy Fireplace. The Large Kitchen Boasts A Breakfast Bar, Modern Appliances, And Am...
Beautifully Updated Home On A Corner Lot In Amazing Highland Park Location. Walk In To A Light Filled And Spacious Floor Plan. Large, Open Kitchen With 42" Birch Cabinets, Oversized Island With Seating For Six, Granite Counters And Stainless Steel...
Exciting Mid Century Modern Home With Parquet Wood Floors And Expansive Backyard. Split Floor Plan With Remodeled Master Bedroom Suite, 2nd Bedroom And Guest Bathroom On First Floor. Stunning Master Bath And Full Walk In Closet. Second Floor Offer...
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...
1850 Green Bay Road 319, Highland Park, IL - $4,495
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. ...
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 Loca...
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1850 Green Bay Road 112, Highland Park, IL - $3,996
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...
Sunny, Bright, And Totally Renovated (2024) Cape Cod In The Heart Of Sherwood Forest. Original Refinished Hardwood Flooring, All New Flooring In Kitchen And Baths, All New Paint, Doors, Trim, Casing, Lighting Fixtures. Flooded With Natural Light F...
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, Albio...
Updated Highland Park Split-level Home On A Beautiful Oversized Lot. Home Has Been Painted Since Photos Were Taken. Beautifully Updated 3-bedroom, 2-bathroom Home Located On A Spacious And Scenic Lot In Sought-after Highland Park. Home Features Mo...
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, Albio...
555 Roger Williams Avenue 306, Highland Park, IL - $3,310
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-...
Conveniently Located And Nicely Updated Highland Park Single Family 5 Bedroom Home. The First Floor Features A Large Eat-in Kitchen, Living Room, 2 Bedrooms And A Newly Remodeled Full Bathroom With Bathtub. On The Second Floor, There Are 3 Additio...
1850 Green Bay Road 114, Highland Park, IL - $2,995
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 1bed/1ba + Den Located Near Ravinia And The St. John's Av...
Updated 3 Bedroom/1.5 Bathroom First Floor Apartment With Garage Parking, Storage, And In-unit Laundry In Basement. Main Level Has Living Room, Kitchen, 3 Bedrooms, And Full Bath. Large Unfinished Basement With Laundry, Half Bath, And Storage. Gr...
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 Su...
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1478 Glencoe Avenue 2w, Highland Park, IL - $2,395
Be The First To Live In This Brand New - Gut Renovated Beautifully Designed 2 Bed 1 Bath Unit In A Prime Residential Neighborhood Of East Highland Park. Everything Is New Including Real Oak Hardwood Floors, Kitchen Cabinets, Quartz Countertops, Ba...
1850 Green Bay Road 216, Highland Park, IL - $2,350
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, Albio...
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 Lo...
1155 Saint Johns Avenue D, Highland Park, IL - $1,950
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 Hardwoo...
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1155 Saint Johns Avenue E, Highland Park, IL - $1,800
Experience The Perfect Blend Of Historic Charm And Modern Convenience In This Beautifully Clean One-bedroom Unit, Located In The Heart Of The Vibrant Ravinia District. Situated On The Second Floor Of A Converted Old Building, This Spacious Space F...
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Listing information last updated on July 17th, 2025 at 11:24am CDT.