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 ...
Fabulous 4 Bed 3.2 Bath Beautiful Colonial In Superb East Highland Park Location. Gracious Living Room With Wood Burning Fireplace. Separate Formal Dining Room With Leaded Glass Windows. Wonderful Sunny Kitchen With 42" Wood Cabinets And Granite C...
This 4-bedroom, 3-bathroom Home Is Located On Just Under An Acre In The Highly Desirable High Ridge Subdivision. You'll Find Large Bedrooms, Ample Closet Space, An Enormous Yard, A 2-car Attached Garage, An Eat-in Kitchen With Table Space, And An ...
Move Right In To This 5 Bed 4.1 Bath Home In Sherwood Forest. Hardwood Floors, Soaring Ceilings, Stone Fireplace And A Beautiful Granite And Stainless Steel Kitchen. This Light And Bright Home Features A Primary Bedroom With His And Hers Closets,...
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 North East Corner 3bed+2ba Located Near Ravinia And The S...
Available For Immediate Short-term Rental Through June, 2026. Enjoy North Shore Living At Its Best In The Highly Sought-after Sunset Woods Neighborhood. Totally Rehabbed In 2019, This Beautiful 5-bedroom Home Boasts A Flexible Floor Plan With Gene...
Don't Miss This Charming And Recently Updated Home On A Quiet Street In Sherwood Forest. The Beautiful Kitchen, Open To The Living Room And Dining Area, Features Custom Cabinets, Brand New Stainless Steel Appliances, Quartz Countertops. Newly Fini...
A Spacious, Fully Gut-rehabbed 3br / 3.5ba Townhome In The Heart Of Highland Park, Offering Exceptional Convenience And Walkability. Located Directly Across From The Highland Park Library, Just One Block From Downtown, Two Blocks From The Lake, An...
Stunning Luxury 2 Bedroom, 2.5 Bath Residence With Den, Balcony And Fireplace In Highland Park's Premier Laurel Apartments. One Of The Most Desirable And Spacious Floor Plans In The Building, This Home Offers Exceptional Light, Privacy And Flow, L...
Charming Mid-century Ranch Set On A Beautifully Landscaped Half-acre Lot In Highland Park. This 3 Bed / 2 Bath Home Blends Architectural Character With Thoughtful Updates. The Spacious Living Room Features Hardwood Floors, A Classic Brick Fireplac...
Welcome To Your New Home At 523 Green Bay Rd In Highland Park's Coveted Ravinia Highlands-an Impeccably Updated 1960's Mid-century Ranch That Radiates Charm And Contemporary Style. This 3-bedroom, 2-bath Retreat Welcomes You With A Bright, Glass-e...
555 Roger Williams Avenue 209, Highland Park, IL - $3,525
Remarks: 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 Lux...
This Fabulous Light & Bright Sherwood Forest Rental Is Ready For January Occupancy! 3 Bed/2 Bath Creative Split-level With Large Family Room Addition. Hw In Main Living Room + Hw In All 3 Bedrooms. Kitchen With Ss Appliances & Small Breakfast Bar....
555 Roger Williams Avenue 306, Highland Park, IL - $3,500
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-...
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...
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555 Roger Williams Avenue 405, Highland Park, IL - $3,400
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-en...
555 Roger Williams Avenue 303, Highland Park, IL - $3,340
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-en...
555 Roger Williams Avenue 203, Highland Park, IL - $3,330
Remarks: 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 Lux...
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...
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1850 Green Bay Road 433, Highland Park, IL - $2,940
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 + Flex Located Near Ravinia And The St. John's A...
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...
NEW
2066 Saint Johns Avenue 304, Highland Park, IL - $2,650
Beautiful And Spacious 2 Bed + 2 Full Bath Apartment Ready To Be Rented. Apartment Features Custom Kitchens With Stainless Steel Appliances, Quartz Countertops, New Cabinetry, And An Island Countertop With Room For Seating. The Open-concept Flo...
555 Roger Williams Avenue 307, Highland Park, IL - $2,545
Remarks: 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 L...
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 + Flex Located Near Ravinia And The St. John's A...
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 516, Highland Park, IL - $2,370
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...
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1850 Green Bay Road 424, Highland Park, IL - $2,366
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 Located Near Ravinia And The St. John's Ave. Met...
1849 Green Bay Road 2e, Highland Park, IL - $2,350
Come See This Stunning Updated 1 Bed 1 Bath Spacious Apartment In The Heart Of Downtown Highland Park At Renaissance Place Apartments. Come Visit This Luxury Property At Renaissance Place Apartments Offering Stainless Steel Kitchen, In Unit Washer...
1155 Saint Johns Avenue H, Highland Park, IL - $2,200
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 ...
1755 Lake Cook Road 123, Highland Park, IL - $2,200
Americana Apartments Offers Remodeled Larger Units Than The Other Properties In Our Area. Enjoy A Heated Garage Space, Free Additional Outdoor Parking, In-unit Laundry.
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1850 Green Bay Road 334, Highland Park, IL - $2,195
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...
1506 Glencoe Avenue 2s, Highland Park, IL - $2,012
*** One Month Free Move-in Special - Normal Rent Is 2,195. Beautifully Remodeled Apartment Available Within Walking Distance To Downtown Highland Park! Recent Upgrades To This Spacious Apartment Include New Windows, New Hardwood Flooring, Brand Ne...
1506 Glencoe Avenue 2n, Highland Park, IL - $2,012
Beautifully Remodeled Apartment Available Within Walking Distance To Downtown Highland Park! Recent Upgrades To This Spacious Apartment Include New Windows, New Hardwood Flooring, Brand New Bathroom (fixtures, Bathtub, Toilet, Vanity), Brand New K...
555 Roger Williams Avenue 402, Highland Park, IL - $1,995
Remarks: Remarks: 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...
1970 Green Bay Road B-3, Highland Park, IL - $1,800
Complete Rehab - Beautiful - Small One Bedroom One Bath Second Floor Walk Up Apartment. Living/dining Room Combo, Galley Kitchen. Coin Op Laundry On Premises And Storage Locker. Rent Includes Heat, Water, Garbage And 1 Parking Space. Non Smoking B...
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Listing information last updated on December 5th, 2025 at 12:23am CST.