Highland Park, IL Homes

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  /20

  $575,000

  Pending

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

  1767 Clifton Ave, Highland Park, IL 60035

  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 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 that echo the home's classic design. The main

  

  Nancy Karp

  @properties Christie's International Real Estate

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

• 

  

  

  /23

  $4,100 Per Month

  • 3 Beds
  • 2 Baths
  • 1,886 Sq Ft
  • Apartment for Rent

  1655 Lake Cook Rd Unit 343, Highland Park, IL 60035

  Rarely available residences at Americana Apartments-offering some of the most spacious apartment layouts on the North Shore. These well-appointed units feature expanded kitchen countertops and cabinetry, stainless steel appliances, deep stainless steel sinks, generous walk-in closets, full-size in-unit laundry, individually controlled heating and air conditioning, and private balconies. Americana

  

  Ethan Nagar

  Keller Williams ONEChicago

  1655 Lake Cook Rd Unit 343, 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

  Current Estimated Value $935,278

  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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  /42

  Est $1,654,269

  Not Listed For Sale

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

  • 5 Beds
  • 4.5 Baths
  • 3,117 Sq Ft
  • Built 1929

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

  Last Sold Summary

  • 13 Days On Market

  Last Listing Agent Ted Pickus @properties Christie's International Real Estate
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  /32

  $625,000

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

  3107 Dato Ave, Highland Park, IL 60035

  LOCATION! LOCATION! LOCATION! INVESTOR & FLIPPER SPECIAL! Rare opportunity to own a historic English Tudor Revival home in one of Highland Park's most desirable neighborhoods. This partially renovated property offers exceptional upside for investors, flippers, rehabbers, or buyers looking to customize a truly one-of-a-kind home while preserving its architectural heritage. This 3-bedroom, 2.5-bath

  

  Valentyna Artamonova

  KOMAR

  3107 Dato Ave, Highland Park, IL 60035
• 

  

  /51

  Starting at $2,518

  Total Monthly Price

  • Studio - 3 Beds

  1850 Green Bay Rd, Highland Park, IL 60035

  Albion Highland Park's stunning luxury apartment homes in Highland Park, IL are centrally located West and East of Green Bay Rd, delivering the perfect balance of private upscale living and the tranquility of Sunset Woods. This desirable Highland Park apartment community is characterized by two distinct modern apartment interiors in both buildings, thoughtfully designed amenity spaces both inside

  Albion Highland Park

  

  1850 Green Bay Rd, Highland Park, IL 60035
• 

  

  /29

  $320,000

  Sold Mar 13, 2026

  1490 Avignon Ct, Highland Park, IL 60035

  • 3 Beds
  • 2.5 Baths
  • 1,890 Sq Ft
  • Built 1978

  Last Sold Summary

  • 19% Below List Price
  • $169/SF
  • 60 Days On Market

  Current Estimated Value $523,818

  Last Listing Agent Jackie Stevenson Kurman Realty Group

  1490 Avignon Ct, Highland Park, IL 60035
• 

  

  /25

  Est $753,265

  Not Listed For Sale

  611 Hillside Dr, Highland Park, IL 60035

  • 4 Beds
  • 3 Baths
  • 2,732 Sq Ft
  • Built 1958

  611 Hillside Dr, Highland Park, IL 60035

  Last Sold Summary

  • 60 Days On Market

  Last Listing Agent Maxine Goldberg Engel & Voelkers Chicago North Shore
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  /15

  $169,000

  Pending

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

  891 Central Ave Unit 336, Highland Park, IL 60035

  Wonderful, light-filled 2-bedroom, 2-bath condominium featuring an open floor plan in the highly desirable Sunset Woods Condominiums, a 62+ senior community. Wood floors in kitchen and foyer. Convenient in-unit laundry completes the home's thoughtful layout. Enjoy an exceptional array of community amenities, including a party room, game/card room, library/TV room, exercise room, rooftop terrace,

  

  Janice Goldblatt

  @properties Christie's International Real Estate

  891 Central Ave Unit 336, Highland Park, IL 60035
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  /35

  Starting at $1,950 Per Month

  • 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

  Ravinia Crossing

  

  515-555 Roger Williams Ave, Highland Park, IL 60035
• 

  

  /27

  $390,000

  Sold Apr 17, 2026

  1475 Avignon Ct, Highland Park, IL 60035

  • 2 Beds
  • 2.5 Baths
  • 1,890 Sq Ft
  • Built 1973

  Last Sold Summary

  • 6% Below List Price
  • $206/SF
  • 13 Days On Market

  Current Estimated Value $407,693

  Last Listing Agent Karla Garcia eXp Realty

  1475 Avignon Ct, Highland Park, IL 60035
• 

  

  /38

  Est $1,449,354

  Not Listed For Sale

  798 Bob o Link Rd, Highland Park, IL 60035

  • 4 Beds
  • 4 Baths
  • 3,318 Sq Ft
  • Built 1954

  798 Bob o Link Rd, Highland Park, IL 60035

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Richard Richker @properties Christie's International Real Estate
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  /15

  $565,000

  Pending

  • 2 Beds
  • 2 Baths
  • 2,053 Sq Ft

  940 Augusta Way Unit 105, Highland Park, IL 60035

  Rarely available corner unit in Legacy Club overlooking the Preserve of Highland Park. This raised first-floor condo offers an easy, low-maintenance lifestyle with nine-foot ceilings, plenty of natural light, and in-unit laundry. The kitchen features granite countertops, warm maple cabinetry, and a large eating area. The spacious primary suite has wooded views from three sides, a large walk-in

  

  Diana Marcus

  @properties Christie's International Real Estate

  940 Augusta Way Unit 105, Highland Park, IL 60035
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  /6

  Starting at $2,160 Per Month

  • 1 - 2 Beds

  1900 Green Bay Rd, Highland Park, IL 60035

  Open concept 1 and 2 bedroom 1.5 bath townhome in downtown Highland Park.Park Townhomes 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

  Park Townhomes of Highland Park

  

  1900 Green Bay Rd, Highland Park, IL 60035
• 

  

  /37

  $1,450,000

  Sold May 04, 2026

  1864 Garland Ave, Highland Park, IL 60035

  • 5 Beds
  • 4.5 Baths
  • 4,412 Sq Ft
  • Built 1996

  Last Sold Summary

  • 8% Below List Price
  • $329/SF
  • 15 Days On Market

  Current Estimated Value $1,448,909

  Last Listing Agent Robert Baum @properties Commercial

  1864 Garland Ave, Highland Park, IL 60035
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  /18

  Est $284,556

  Not Listed For Sale

  1220 Park Ave W Unit 110, Highland Park, IL 60035

  • 2 Beds
  • 2 Baths
  • 1,204 Sq Ft
  • Built 1970

  1220 Park Ave W Unit 110, Highland Park, IL 60035

  Last Sold Summary

  • 41 Days On Market

  Last Listing Agent Martha Gray Engel & Voelkers Chicago North Shore
• 

  

  /25

  $779,000

  • 5 Beds
  • 3 Baths
  • 2,773 Sq Ft

  415 Clavey Ln, Highland Park, IL 60035

  Spacious, dramatic and impeccably maintained, this East Highland Park split-level is ready for its next chapter. Set on a beautiful half-acre lot, this home combines contemporary style, thoughtful updates and an inviting, open circular floor plan designed for both everyday living and effortless entertaining. A gracious foyer with timeless white Carrara marble flooring welcomes guests and

  

  Janice Goldblatt

  @properties Christie's International Real Estate

  415 Clavey Ln, Highland Park, IL 60035
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  /10

  $2,895 Per Month

  • 2 Beds
  • 2 Baths
  • Condo for Rent

  696 Elm Place Unit 204, Highland Park, IL 60035

  Lovely 2 bedroom apartment features hardwood floors, renovated kitchen & bathroom. Plenty of closet space. Near Sunset Woods Park. Close to restaurants, shopping, movie theater, Metra and more. Cooking gas included. Pets welcome. Presented by Fulton Grace, Chicago IL. *Pictures may be of a similar unit in building.

  696 Elm Place Unit 204, 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 $615,924

  Not Listed For Sale

  1667 Sunnyside Ave, Highland Park, IL 60035

  • 4 Beds
  • 3 Baths
  • 2,807 Sq Ft
  • Built 1936

  1667 Sunnyside Ave, Highland Park, IL 60035

  Last Sold Summary

  • 28 Days On Market

  Last Listing Agent Stephanie Hofman @properties Christie's International Real Estate
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  /35

  $850,000

  • 5 Beds
  • 2.5 Baths
  • 2,624 Sq Ft

  822 Timber Hill Rd, Highland Park, IL 60035

  Nestled on a picturesque hillside lot in the sought-after Braeside school district, this multi-level gem with more than 2,600 square feet of living space above grade offers the perfect blend of comfort and space. Step onto the main level and feel the flow - an expansive L-shaped living and dining room invites easy entertaining, opening off the kitchen and out to a screened porch that's made for

  

  Nancy Karp

  @properties Christie's International Real Estate

  822 Timber Hill Rd, Highland Park, IL 60035
• 

  

  /15

  $1,595 Per Month

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

  730 Judson Ave Unit 90, Highland Park, IL 60035

  AVAILABLE NOW! Alluring studio in the heart of downtown Highland Park features rehabbed kitchen with espresso cabinets, stainless steel appliances, dishwasher, spacious living area with ceiling fan, great closet space, rehabbed bathroom, hardwood floors throughout, laundry in unit, and pets welcome! Across from Ravinia Metra stop, steps to shops and restaurants, and a couple blocks to the Beach!

  730 Judson Ave Unit 90, Highland Park, IL 60035
• 

  /2

  $975,000

  Sold Sep 01, 2026

  915 Baldwin Rd, Highland Park, IL 60035

  • 6 Beds
  • 4.5 Baths
  • 3,305 Sq Ft
  • Built 1914

  Last Sold Summary

  • 2% Below List Price
  • $295/SF
  • 1 Day On Market

  Current Estimated Value $1,540,414

  Last Listing Agent Debbie B. Glickman @properties Christie's International Real Estate

  915 Baldwin Rd, Highland Park, IL 60035
• 

  

  /23

  Est $447,113

  Not Listed For Sale

  2954 Greenwood Ave, Highland Park, IL 60035

  • 4 Beds
  • 2 Baths
  • 1,550 Sq Ft
  • Built 1953

  2954 Greenwood Ave, Highland Park, IL 60035

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Bryce Fuller Baird & Warner
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  /7

  $499,000

  Pending

  • 3 Beds
  • 1 Bath
  • 1,217 Sq Ft

  1704 Park Ave W, Highland Park, IL 60035

  Opportunity awaits at 1704 Park Avenue West! Situated on nearly 1/3 of an acre, this 3-bedroom, 1-bath ranch offers the perfect opportunity to renovate, expand, or build your dream home. Whether you're a homeowner looking to create your ideal space or a builder searching for an exceptional lot, this property is full of possibilities. The existing home features a functional floor plan with

  Jacqueline Lotzof Compass

  1704 Park Ave W, Highland Park, IL 60035
• 

  /2

  $1,595 Per Month

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

  432 Elm Place Unit 903, Highland Park, IL 60035

  AVAILABLE NOVEMBER! Delightful studio in the heart of downtown Highland Park features rehabbed kitchen with stainless steel appliances, dishwasher, spacious living area, built in AC unit, great closet space, rehabbed bathroom, hardwood floors throughout, laundry in unit, pets welcome, and one parking spot included! Near Highland Park Metra stop, steps to shops and restaurants, and a couple blocks

  432 Elm Place Unit 903, Highland Park, IL 60035
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  /47

  $875,000

  Sold Apr 13, 2026

  Unlisted Address

  • 5 Beds
  • 4 Baths
  • 2,730 Sq Ft
  • Built 1948

  Last Sold Summary

  • 10% Below List Price
  • $321/SF
  • 70 Days On Market

  Current Estimated Value $894,205

  Last Listing Agent Mark Ahmad Century 21 Circle

  Unlisted Address
• 

  

  /33

  Est $1,425,923

  Not Listed For Sale

  206 Whistler Rd, Highland Park, IL 60035

  • 3 Beds
  • 4.5 Baths
  • 4,481 Sq Ft
  • Built 2012

  206 Whistler Rd, Highland Park, IL 60035

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Lyn Wise @properties Christie's International Real Estate
• 

  

  /29

  $994,000

  • 5 Beds
  • 6 Baths
  • 4,065 Sq Ft

  201 Aspen Ln Unit 2, Highland Park, IL 60035

  Tucked away on a lush, wooded lot, this custom-built residence is a masterclass in sophisticated design and effortless elegance. It's the kind of home that feels like a private retreat from the world, yet puts the very best of North Shore living right at your fingertips. Spanning three finished levels of meticulously curated space, the home offers five expansive bedrooms and six bathrooms (four

  Gloria Matlin Compass

  201 Aspen Ln Unit 2, Highland Park, IL 60035
• 

  

  /9

  $1,625 Per Month

  • 2 Beds
  • 1 Bath
  • 829 Sq Ft
  • Condo for Rent

  700-700 Park Ave W Unit 2 Bedroom, Highland Park, IL 60035

  Property Id: 1393292 Spacious and modern two bedroom apartment overlooking 38 acre Sunset Woods Park and just a short walk to downtown Highland Park's many great restaurants, shops, theater, the Metra and beautiful Lake Michigan!! Remodeled with new kitchen appliances, cabinets, granite countertops and dishwasher. LOTS of closet space .. plus an additional storage locker. Hardwood

  700-700 Park Ave W Unit 2 Bedroom, Highland Park, IL 60035
• 

  

  /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

  Current Estimated Value $1,260,031

  Last Listing Agent Linda Levin Jameson Sotheby's Intl Realty

  1712 Violet Ct, Highland Park, IL 60035
• 

  

  /38

  Est $232,600

  Not Listed For Sale

  550 Vine Ave Unit 206, Highland Park, IL 60035

  • 2 Beds
  • 2 Baths
  • 950 Sq Ft
  • Built 1987

  550 Vine Ave Unit 206, Highland Park, IL 60035

  Last Sold Summary

  • 13 Days On Market

  Last Listing Agent Pam Devendorf Coldwell Banker Realty
• 

  

  /21

  $545,000

  $30K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,818 Sq Ft

  552 Burton Ave, Highland Park, IL 60035

  Imagine spending summer evenings walking to Ravinia Festival concerts, grabbing coffee or dinner just around the corner, playing tennis or pickleball across the street at Brown Park, and hopping on the Metra for an easy commute to downtown Chicago. Welcome to 552 Burton Avenue, where one of Highland Park's most coveted locations meets timeless mid-century charm. Beautifully reimagined with fresh

  Jeanine Shimer Baird & Warner

  552 Burton Ave, Highland Park, IL 60035
• 

  

  /20

  $1,795 Per Month

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

  730 Judson Ave Unit 60, Highland Park, IL 60035

  AVAILABLE NOW! Unreal one bedroom, one bathroom in the heart of downtown Highland Park features rehabbed kitchen with espresso cabinets, granite countertops, stainless steel appliances, dishwasher, spacious living area, large bedroom, great closet space, rehabbed bathroom, hardwood floors throughout, laundry in unit, and pets are welcome! Across from Ravinia Metra stop, steps to shops and

  730 Judson Ave Unit 60, Highland Park, IL 60035
• 

  

  /35

  $850,000

  Sold Jul 31, 2026

  1494 Oakwood Ave, Highland Park, IL 60035

  • 4 Beds
  • 3 Baths
  • 2,228 Sq Ft
  • Built 1920

  Last Sold Summary

  • 6% Above List Price
  • $382/SF
  • 5 Days On Market

  Current Estimated Value $798,450

  Last Listing Agent Janet Borden Compass

  1494 Oakwood Ave, Highland Park, IL 60035
• 

  

  /21

  Est $800,645

  Not Listed For Sale

  950 Augusta Way Unit 307, Highland Park, IL 60035

  • 3 Beds
  • 2.5 Baths
  • 2,523 Sq Ft
  • Built 2001

  950 Augusta Way Unit 307, Highland Park, IL 60035

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Laurie Field Engel & Voelkers Chicago North Shore
• 

  

  /53

  $675,000

  • 4 Beds
  • 1.5 Baths
  • 2,160 Sq Ft

  1324 Fredrickson Place, Highland Park, IL 60035

  RARE OPPORTUNITY IN HIGHLAND PARK! Set on approximately 29,000 square feet across TWO PARCELS, this solidly built 1927 brick home offers incredible possibilities-restore and reimagine a home filled with character, or explore the potential to build new. Beautiful craftsmanship includes black cherry millwork and moldings, red oak hardwood floors throughout (including beneath carpeting), French

  Sadie Winter RE/MAX Suburban

  1324 Fredrickson Place, Highland Park, IL 60035
• 

  

  /9

  $1,595 Per Month

  • Studio
  • 1 Bath
  • Condo for Rent

  447 Roger Williams Ave Unit 730-09, Highland Park, IL 60035

  Must see renovated Studio apartment! Features hardwood floors, updated kitchen & bath, spacious living area, laundry in-unit. Pet friendly building. Steps to Jens Jensen Park. Close to Metra, restaurants and more! Presented by Fulton Grace, Chicago IL. *Pictures may be of a similar unit in building.

  447 Roger Williams Ave Unit 730-09, Highland Park, IL 60035
• 

  

  /20

  $700,000

  Sold Apr 29, 2026

  2480 Saint Johns Ave, Highland Park, IL 60035

  • 2 Beds
  • 1.5 Baths
  • 1,400 Sq Ft

  Last Sold Summary

  • 10% Below List Price
  • $500/SF
  • 8 Days On Market

  Current Estimated Value $724,978

  Last Listing Agent Ila Coretti @properties Christie's International Real Estate

  2480 Saint Johns Ave, Highland Park, IL 60035
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  /36

  Est $1,649,240

  Not Listed For Sale

  761 County Line Rd, Highland Park, IL 60035

  • 4 Beds
  • 4.5 Baths
  • 3,950 Sq Ft
  • Built 2018

  761 County Line Rd, Highland Park, IL 60035

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Susan Brown Burklin @properties Christie's International Real Estate

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