Highland Park, IL Homes

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  /20

  $500,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,890 Sq Ft

  1767 Clifton Ave, Highland Park, IL 60035

  ALL OFFERS DUE FRI. 12/5 at 5:00 PM. Step into timeless character and potential with this all-brick 1920s gem located in the heart of sought-after Sunset Park. Brimming with original architectural details, this 3-bedroom, 2-bath home offers 1,890 sq ft of living space above grade, featuring arched doorways, original wood doors, stained glass windows, hardwood flooring, and built-in arched niches

  

  Nancy Karp

  @properties Christie's International Real Estate

  (224) 229-0927

  1767 Clifton Ave, Highland Park, IL 60035
• Explore Highland Park

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  /35

  $1,985 - $5,219 per month

  Albion Highland Park

  Studio - 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
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  /2

  $395,000 Sold May 07, 2025

  860 Virginia Rd, Highland Park, IL 60035

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft
  • Built 1959

  Last Sold Summary

  • 3% Below List Price
  • $353/SF
  • 79 Days On Market

  Current Estimated Value $399,013

  Last Listing Agent Maria Etling Berkshire Hathaway HomeServices Chicago

  860 Virginia Rd, Highland Park, IL 60035
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  /44

  Est $2,528,780 Not Listed For Sale

  • 4 Beds
  • 7 Baths
  • 5,935 Sq Ft

  99 Roger Williams Ave, Highland Park, IL 60035

  99 Roger Williams Ave, Highland Park, IL 60035
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  /25

  $430,000

  • 3 Beds
  • 1.5 Baths
  • 1,567 Sq Ft

  1460 Ferndale Ave, Highland Park, IL 60035

  HIGHLY SOUGHT-AFTER SHERWOOD FOREST FRESHLY PAINTED RANCH HOME IS READY FOR ITS NEXT OWNER! THIS BRIGHT AND INVITING 3-BEDROOM RESIDENCE IS SET ON A BEAUTIFULLY LANDSCAPED LOT WITH SPACIOUS FRONT AND BACK YARDS THAT OFFER MAXIMUM CURB APPEAL AND WONDERFUL SPACE FOR OUTDOOR ENTERTAINING. THE OPEN-CONCEPT FLOOR PLAN FEATURES HARDWOOD FLOORS THROUGHOUT, AN UPDATED KITCHEN, AND MODERNIZED BATHROOMS.

  

  Alan Berlow

  Coldwell Banker Realty

  (224) 337-5784

  1460 Ferndale Ave, Highland Park, IL 60035
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  /30

  $3,975 per month

  • 4 Beds
  • 2 Baths
  • 2,290 Sq Ft
  • House for Rent

  537 County Line Rd, Highland Park, IL 60035

  This charming mid-century home offers 4 bedrooms, 2 updated baths, and a thoughtful blend of character, light, and modern comfort. Step inside and feel the difference. Updated energy-efficient windows, fresh paint in all bedrooms and baths, and abundant natural light throughout. The stunning great room features 10-ft vaulted ceilings, exposed beams, Pecky cypress walls, and a floor-to-ceiling

  Alan May Jameson Sotheby's International Realty

  537 County Line Rd, Highland Park, IL 60035
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  /17

  $605,000 Sold Dec 01, 2025

  1688 Green Bay Rd Unit 404, Highland Park, IL 60035

  • 3 Beds
  • 2 Baths
  • 1,971 Sq Ft
  • Built 1997

  Last Sold Summary

  • 7% Below List Price
  • $307/SF
  • 20 Days On Market

  Last Listing Agent Elise Dayan @properties Christie's International Real Estate

  1688 Green Bay Rd Unit 404, Highland Park, IL 60035
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  /33

  Est $1,018,509 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,619 Sq Ft

  759 Broadview Ave, Highland Park, IL 60035

  759 Broadview Ave, Highland Park, IL 60035
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  /30

  $675,000

  • 4 Beds
  • 3 Baths
  • 1,456 Sq Ft

  Unlisted Address

  Simply Stunning, Fully Renovated Home Across From a Beautiful Park Welcome to a truly move-in ready gem-completely updated from top to bottom with thoughtful design, modern style, and exceptional functionality. This beautifully renovated brick home offers 4 total bedrooms, 3 full baths, a finished basement, and an attached 1.5-car garage, all set on a large, thoughtfully landscaped lot directly

  Bryce Fuller Baird & Warner

  Unlisted Address
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  /14

  $1,900 - $2,700 per month

  Renaissance Place in Highland Park

  1 Bed

  1849 Green Bay Rd, Highland Park, IL 60035

  ONE MONTH MOVE IN SPECIAL!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

  1849 Green Bay Rd, Highland Park, IL 60035
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  /2

  $1,082,000 Sold Jun 13, 2025

  918 Rollingwood Rd, Highland Park, IL 60035

  • 6 Beds
  • 3.5 Baths
  • 3,665 Sq Ft
  • Built 1955

  Last Sold Summary

  • 3% Above List Price
  • $295/SF
  • 2 Days On Market

  Current Estimated Value $1,097,712

  Last Listing Agent Tami Leviton @properties Christie's International Real Estate

  918 Rollingwood Rd, Highland Park, IL 60035
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  /28

  Est $882,927 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 4,095 Sq Ft

  1034 Devonshire Ct, Highland Park, IL 60035

  1034 Devonshire Ct, Highland Park, IL 60035
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  /35

  $1,649,000 New Construction

  • 5 Beds
  • 4.5 Baths
  • 5,000 Sq Ft

  1816 Rosemary Rd, Highland Park, IL 60035

  Move right in to this immaculate 5 bedroom, 4.5-bath new construction home that blends luxury, comfort, and functionality. Designed with a seamless open floor plan, this home is perfect for entertaining and everyday living. The chef's kitchen features top-of-the-line Thermador appliances, including a double oven, range-top, and a striking quartz waterfall island that opens to a sun-filled great

  Scott Ottenheimer Baird & Warner

  1816 Rosemary Rd, Highland Park, IL 60035
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  /18

  $3,000 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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  /40

  $1,200,000 Sold Dec 19, 2025

  1064 Livingston (Lot 3) Ave, Highland Park, IL 60035

  • 5 Beds
  • 4.5 Baths
  • 4,200 Sq Ft
  • Built 2024

  Last Sold Summary

  • 6% Below List Price
  • $286/SF
  • 37 Days On Market

  Last Listing Agent John Barry Mc Naughton Realty Group

  1064 Livingston (Lot 3) Ave, Highland Park, IL 60035
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  /33

  Est $633,990 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,367 Sq Ft

  1231 Ridgewood Dr, Highland Park, IL 60035

  1231 Ridgewood Dr, Highland Park, IL 60035
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  /29

  $395,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,890 Sq Ft

  1490 Avignon Ct, Highland Park, IL 60035

  Don't miss it! Highly desirable 3 BR, 2.5 bath townhome in beautiful Chantilly. Very well priced: Customize this one your way to fit your style and needs. Large eat-in kitchen with adjoining formal dining room, both with access to the private fenced-in patio. Convenient 2nd floor laundry. Large master bedroom with private en-suite and walk-in closet with built-ins. Enjoy this vibrant community

  Jackie Stevenson Kurman Realty Group

  1490 Avignon Ct, Highland Park, IL 60035
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  /25

  $1,950 - $3,600 per month

  Ravinia Crossing

  1 - 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
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  /30

  $710,000 Sold Jan 07, 2025

  314 Leonard Wood S Unit 205, Highland Park, IL 60035

  • 3 Beds
  • 2.5 Baths
  • 2,284 Sq Ft
  • Built 1885

  Last Sold Summary

  • 11% Below List Price
  • $311/SF
  • 55 Days On Market

  Current Estimated Value $780,566

  Last Listing Agent Anne Hardy Berkshire Hathaway-Chicago

  314 Leonard Wood S Unit 205, Highland Park, IL 60035
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  /17

  Est $173,146 Not Listed For Sale

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

  891 Central Ave Unit 323, Highland Park, IL 60035

  891 Central Ave Unit 323, Highland Park, IL 60035
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  /51

  $439,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,138 Sq Ft

  2013 Castlewood Rd, Highland Park, IL 60035

  How often do you have an opportunity to live on tree lined street in Highland Park with your choice of both Deerfield and Highland Park High Schools for under $500K?! 2 bedrooms, 1 bath, large living room / dining room combo (with fireplace) and a 3-season room all on a 1/3 acre lot. Hardwood floors throughout the 1st floor (under carpet in 1 bedroom). Partially finished basement with possible

  Quin O'Brien 4 Sale Realty Advantage

  2013 Castlewood Rd, Highland Park, IL 60035
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  /18

  $2,650 per month

  • 2 Beds
  • 2 Baths
  • 1,420 Sq Ft
  • Apartment for Rent

  2066 Saint Johns Ave Unit 304, Highland Park, IL 60035

  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 floor plan is highlighted with laminate hardwood floors and a modern color scheme throughout, which is perfect for entertaining, cooking, and relaxing.

  Shailja Singh RE/MAX Top Performers

  2066 Saint Johns Ave Unit 304, Highland Park, IL 60035
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  /28

  $461,500 Sold May 29, 2025

  1462 Saint Tropez Ct, Highland Park, IL 60035

  • 3 Beds
  • 2.5 Baths
  • 2,262 Sq Ft
  • Built 1978

  Last Sold Summary

  • 3% Below List Price
  • $204/SF
  • 12 Days On Market

  Current Estimated Value $465,626

  Last Listing Agent Alan Skidelsky Allon Skidelsky

  1462 Saint Tropez Ct, Highland Park, IL 60035
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  /62

  Est $1,448,954 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 3,234 Sq Ft

  318 Maple Ave, Highland Park, IL 60035

  318 Maple Ave, Highland Park, IL 60035
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  /67

  $2,499,000 New Construction

  • 6 Beds
  • 6.5 Baths
  • 4,289 Sq Ft

  1839 Shelley Ct, Highland Park, IL 60035

  Welcome to 1839 Shelley Court - an ultra-luxury, new-construction North Shore home situated on nearly an acre lot and tucked back on a private cul-de-sac in the coveted High Ridge neighborhood. This remarkable residence offers 6,600 square feet of luxury living space across three levels. The main level, with its grand foyer, features soaring ceilings, gorgeous wide-plank wood flooring, a

  Brandy Isaac @properties Christie's International Real Estate

  1839 Shelley Ct, Highland Park, IL 60035
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  /25

  $2,200 - $4,100 per month

  Americana Apartments

  1 - 3 Beds

  1755 Lake Cook Rd, Highland Park, IL 60035

  Welcome to Americana Apartments, a great place to call home. Washer & dryer in apartment, fireplace, balcony, pool & sundeck, high speed internet available, indoor garage included. Individual controlled heat & air conditioning. Furnished apartments available, balcony, elevator, blinds, carpeting, close to toll way & Eden's Highway. Close to downtown Highland Park & train, Northbrook Court & Old

  1755 Lake Cook Rd, Highland Park, IL 60035
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  /51

  $1,400,000 Sold Jul 08, 2025

  1951 York Ln, Highland Park, IL 60035

  • 4 Beds
  • 2.5 Baths
  • 2,894 Sq Ft
  • Built 1955

  Last Sold Summary

  • 12% Above List Price
  • $484/SF
  • 3 Days On Market

  Current Estimated Value $1,368,844

  Last Listing Agent Janice Goldblatt @properties Christie's International Real Estate

  1951 York Ln, Highland Park, IL 60035
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  /45

  Est $1,002,345 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,727 Sq Ft

  245 Leonard Wood N, Highland Park, IL 60035

  245 Leonard Wood N, Highland Park, IL 60035
• 

  

  /23

  $1,675,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 2,825 Sq Ft

  8 Heritage Dr, Highland Park, IL 60035

  Construction is already underway on this spectacular, brand new ranch home in an established, maintenance-free subdivision in the perfect Highland Park location and cul-de-sac, as part of the Serenity at Heritage development by multigenerational builder Alco Construction and New Era Chicago with architectural design by nationally renowned Pappageorge Haymes Architects! 8 Heritage Drive features

  Michael Hagenson New Era Chicago, LLC

  8 Heritage Dr, Highland Park, IL 60035
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  /19

  $2,350 per month

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

  1849 Green Bay Rd Unit 2E, Highland Park, IL 60035

  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 and dryer, air conditioning, dishwasher, underground parking and high speed internet. Heated bathroom floors are an additional luxury! Enjoy a patio

  Bleu Randall Compass

  1849 Green Bay Rd Unit 2E, Highland Park, IL 60035
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  /32

  $1,245,000 Sold Apr 24, 2025

  1244 Sherwood Rd, Highland Park, IL 60035

  • 5 Beds
  • 3.5 Baths
  • 3,741 Sq Ft
  • Built 1930

  Last Sold Summary

  • 8% Below List Price
  • $333/SF
  • 11 Days On Market

  Current Estimated Value $1,272,885

  Last Listing Agent Amy Dowell @properties Christie's International Real Estate

  1244 Sherwood Rd, Highland Park, IL 60035
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  /40

  Est $1,925,915 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 5,500 Sq Ft

  990 Saxony Dr, Highland Park, IL 60035

  990 Saxony Dr, Highland Park, IL 60035
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  /53

  $5,999,000

  • 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

  $5,275 - $5,450 per month

  Bloom Street Townhomes - 425 Bloom St

  3 Beds

  425 Bloom St, Highland Park, IL 60035

  Luxury townhomes in Highland Park. Please contact us to schedule a tour.

  425 Bloom St, Highland Park, IL 60035
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  /3

  $425,000 Sold Jul 15, 2025

  3107 Dato Ave, Highland Park, IL 60035

  • 3 Beds
  • 2.5 Baths
  • 1,877 Sq Ft
  • Built 1928

  Last Sold Summary

  • 7% Above List Price
  • $226/SF
  • 3 Days On Market

  Current Estimated Value $437,262

  Last Listing Agent Mark Nesci Baird & Warner

  3107 Dato Ave, Highland Park, IL 60035
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  /24

  Est $932,462 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,391 Sq Ft

  626 Homewood Ave Unit 301, Highland Park, IL 60035

  626 Homewood Ave Unit 301, Highland Park, IL 60035
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  /33

  $895,000 Pending

  • 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
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  /15

  $3,200 per month

  • 3 Beds
  • 2 Baths
  • 1,422 Sq Ft
  • House for Rent

  1261 Cavell Ave, Highland Park, IL 60035

  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. Open to large family room with sliders to deck & backyard. Lower level basement with full bathroom and laundry. Great yard with deck and 2 outdoor

  Erin Smith @properties Christie's International Real Estate

  1261 Cavell Ave, Highland Park, IL 60035
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  /27

  $1,145,000 Sold Nov 14, 2025

  1712 Violet Ct, Highland Park, IL 60035

  • 3 Beds
  • 3.5 Baths
  • 4,161 Sq Ft
  • Built 1996

  Last Sold Summary

  • 4% Below List Price
  • $275/SF
  • 6 Days On Market

  Last Listing Agent Linda Levin Jameson Sotheby's Intl Realty

  1712 Violet Ct, Highland Park, IL 60035
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  /38

  Est $218,038 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 950 Sq Ft

  550 Vine Ave Unit 206, Highland Park, IL 60035

  550 Vine Ave Unit 206, Highland Park, IL 60035

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