Highland Park, IL Homes

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  /24

  $975,000

  • 3 Beds
  • 3.5 Baths
  • 2,362 Sq Ft

  885 Timber Hill Rd, Highland Park, IL 60035

  Welcome to this completely renovated, move-in ready, RANCH home nestled in the desirable Braeside area of East Highland Park. Set on a generous cul-de-sac lot, this home offers stylish modern living with timeless appeal. Step inside to discover beautiful hardwood floors, abundant natural light, and a thoughtfully imagined layout designed for comfort and elegance. The heart of the home is the

  Jamie Roth Engel & Voelkers Chicago North Shore

  885 Timber Hill Rd, Highland Park, IL 60035
• 

  

  

  /25

  $3,500 per month

  • 3 Beds
  • 2 Baths
  • 1,308 Sq Ft
  • House for Rent

  1782 Richfield Ave, Highland Park, IL 60035

  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 MODERN FINISHES, AND COMFORTABLE LIVING SPACES THROUGHOUT. ENJOY COOKING AND ENTERTAINING IN THE UPDATED KITCHEN WITH STAINLESS STEEL APPLIANCES AND AMPLE

  

  Alan Berlow

  Coldwell Banker Realty

  (224) 263-0274

  1782 Richfield Ave, Highland Park, IL 60035
• 

  

  

  /11

  $267,500 Sold May 01, 2025

  • 696 Sq Ft
  • $384/SF
  • 18 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1950

  1500 Mccraren Rd, Highland Park, IL 60035

  Sunny, cute and cozy ranch style cottage with wood flooring, fireplace, and ceramic tile bathroom with hand held and rainfall shower head on main level. Finished basement has wet bar, work room, recreation room and full bathroom. Great big yard, with patio, shed, brick pavers. Central Air, vinyl windows, new sump pump. Nearby Sherwood Park.

  Eve Del Monte Coldwell Banker Realty

  1500 Mccraren Rd, Highland Park, IL 60035
• 

  

  

  /41

  Est $1,044,908 Not Listed For Sale

  • 6 Beds
  • 4.5 Baths
  • 4,300 Sq Ft

  1428 Green Bay Rd, Highland Park, IL 60035

  1428 Green Bay Rd, Highland Park, IL 60035
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  /24

  $1,049,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 3.5 Baths
  • 3,141 Sq Ft

  314 Whistler Rd, Highland Park, IL 60035

  Nestled on a picturesque meadow with serene pond views, this stunning 3-bedroom, 3.5-bath home offers over 4,800 sq. ft. of total living space. Designed for both elegance and comfort, the main level spans 3,141 sq. ft. with soaring 10-ft. ceilings and solid 8-ft. doors, creating a grand yet inviting atmosphere. Inside, you'll find separate formal living and dining rooms, a spacious gourmet

  Jacqueline Lotzof Compass

  314 Whistler Rd, Highland Park, IL 60035
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  /42

  $2,040 - $4,830 per month

  Albion Highland Park

  Studio-2 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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  /28

  $925,000 Sold May 01, 2025

  • 2,959 Sq Ft
  • $313/SF
  • 4 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1924

  403 Carol Ct, Highland Park, IL 60035

  Prepare to be impressed as you step inside this warm and inviting, expanded 1920s colonial home in the highly coveted Braeside neighborhood. This 4 bedroom / 2.5 bath home has been thoughtfully expanded and offers a perfect mix of classic charm and modern comforts. Featuring beautiful hardwood floors throughout, the first floor has a well thought out floorplan including a welcoming living

  Jacqueline Lotzof Compass

  403 Carol Ct, Highland Park, IL 60035
• 

  

  /12

  Est $301,351 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,137 Sq Ft

  2024 Saint Johns Ave Unit 202, Highland Park, IL 60035

  2024 Saint Johns Ave Unit 202, Highland Park, IL 60035
• 

  

  /32

  $1,079,000

  • 3 Beds
  • 2.5 Baths
  • 2,804 Sq Ft

  1939 York Ln, Highland Park, IL 60035

  Fall in love with this fabulously updated 3 bed, 2.5 bath Mid-Century Modern Ranch home with an attached 2 car garage with individual driveways and garage doors in desirable Sherwood Forest. The home is designed for casual living with an open floor plan and wraps around a nice courtyard, creating an amazing indoor/outdoor flow. The living room showcases floor-to-ceiling windows, which flood the

  Jodi Taub @properties Christie's International Real Estate

  1939 York Ln, Highland Park, IL 60035
• 

  /2

  $2,795 per month

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

  650 Elm Place Unit 215, 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 1Bed/1Ba + Flex 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, LLC

  650 Elm Place Unit 215, Highland Park, IL 60035
• 

  

  /31

  $340,000 Sold May 01, 2025

  • 1,878 Sq Ft
  • $181/SF
  • 40 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1920

  415 Bloom St, Highland Park, IL 60035

  Prime location, stylish home, garage parking and spacious lot. Renovated modern kitchen and bathroom with quality finishes. Spacious lower level for storage and laundry. 3 bedrooms on 2nd level, first floor with bedroom/office option. Exterior has a cedar and stacked stone facade. 1 car garage with extra exterior parking, large outdoor space. Fantastic location close to Metra, Highwood

  Alison Wertheimer @properties Christie's International Real Estate

  415 Bloom St, Highland Park, IL 60035
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  /43

  Not Listed For Sale

  • Studio
  • 4,418 Sq Ft

  1155 Saint Johns Ave, Highland Park, IL 60035

  1155 Saint Johns Ave, Highland Park, IL 60035
• 

  

  /31

  $1,050,000

  • 4 Beds
  • 4 Baths
  • 3,230 Sq Ft

  346 Sumac Rd, Highland Park, IL 60035

  Move Right in to this beautiful updated 4 bedroom, 4 Bath, plus bonus room and screened in porch home on over .25 acre lot in wonderful neighborhood. This home was totally transformed in 2006 with a well thought out addition and updates. Large Family room, with volume tray ceiling with skylights and Living room both hosting handsome fireplaces with dinning room perfectly placed between the two

  Ted Pickus @properties Christie's International Real Estate

  346 Sumac Rd, Highland Park, IL 60035
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  /35

  $2,540 - $5,010 per month

  McGovern House

  1-2 Beds

  Central Ave, Highland Park, IL 60035

  McGovern House offers a selection of luxurious one and two-bedroom apartments for rent in Downtown Highland Park, IL! Each residence is adorned with modern features and finishes, including an open-concept living space with hardwood floors, custom two-toned cabinetry, white quartz countertops, stainless steel appliances, upgraded under-cabinet light fixtures, spacious plush-carpeted bedrooms with

  Central Ave, Highland Park, IL 60035
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  /9

  $455,000 Sold Apr 30, 2025

  • 1,846 Sq Ft
  • $246/SF
  • 7 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2001

  950 Augusta Way Unit 101, Highland Park, IL 60035

  SOLD BEFORE PROCESSING. Spacious and serene, this over 1800 square ft 2 bed 2 bath condo in the sought after Legacy club offers privacy and convenience on the first floor. The large primary suite, versatile second bedroom, and open living space feature hardwood floors and loads of space to call your home. Wonderful storage, in unit laundry a beautiful kitchen boasting granite counter tops and a

  Debbie Glickman @properties Christie's International Real Estate

  950 Augusta Way Unit 101, Highland Park, IL 60035
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  /35

  Est $1,103,776 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,204 Sq Ft

  1661 Hickory St Unit 11, Highland Park, IL 60035

  1661 Hickory St Unit 11, Highland Park, IL 60035
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  /49

  $1,499,000 Open Sat 10AM - 1PM

  • 5 Beds
  • 4.5 Baths

  2051 Churchill Ln, Highland Park, IL 60035

  Effortless Elegance in a Private, Park-Like Setting: This stunning 6,000 sq ft home has been beautifully updated with designer touches throughout-straight out of the pages of a magazine. Nestled on a professionally landscaped acre surrounded by towering trees, this property offers unmatched privacy and a serene setting for both grand-scale entertaining and everyday luxury living. The heart of

  Jody Dickstein @properties Christie's International Real Estate

  2051 Churchill Ln, Highland Park, IL 60035
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  /2

  $3,985 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, LLC

  650 Elm Place Unit 412, Highland Park, IL 60035
• 

  

  /29

  $875,000 Sold Apr 30, 2025

  • 3,140 Sq Ft
  • $279/SF
  • 56 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1910

  1537 Sheridan Rd, Highland Park, IL 60035

  This stunning 3-bedroom, 3-bathroom Prairie-style home is nestled in the sought-after East Highland Park neighborhood. The spacious rooms are enhanced by gorgeous woodwork, a grand wood-burning fireplace, and a sun-filled family room. The home boasts beautiful hardwood floors throughout and a deck that overlooks a picturesque ravine, all surrounded by mature trees on three sides. Additional

  Ryan Cherney Circle One Realty

  1537 Sheridan Rd, Highland Park, IL 60035
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  /34

  Est $1,083,677 Not Listed For Sale

  • 3 Beds
  • 5 Baths
  • 3,204 Sq Ft

  1657 Hickory St Unit 10, Highland Park, IL 60035

  1657 Hickory St Unit 10, Highland Park, IL 60035
• 

  

  /30

  $1,150,000

  • 2 Beds
  • 3.5 Baths
  • 3,079 Sq Ft

  2530 Hybernia Dr, Highland Park, IL 60035

  Perfect Ranch home with pond and waterway views. Large great room with 12 ft ceiling, currently being utilized as living room and dining room. Separate dining room currently being used as den. Big kitchen with island, stainless steel appliances that include double ovens plus great storage including pantry and desk. Wonderful bay breakfast area that over looks back yard and water features.

  Ted Pickus @properties Christie's International Real Estate

  2530 Hybernia Dr, Highland Park, IL 60035
• 

  

  /14

  $5,250 per month

  Bloom Street Townhomes - 425 Bloom St

  3 Beds

  425 Bloom St, Highland Park, IL 60035

  Lease options currently range from 6 - 17 months. Prices and special offers are valid for new residents only. Pricing, lease options, and availability are subject to change at any time.

  425 Bloom St, Highland Park, IL 60035
• 

  

  /46

  $1,030,000 Sold Apr 29, 2025

  • 4,191 Sq Ft
  • $246/SF
  • 18 Days On Market

  • 6 Beds
  • 4.5 Baths
  • Built 1923

  1167 Lincoln Ave S, Highland Park, IL 60035

  With every brush stroke, this homeowner painted a masterpiece and turned his house into a home; a home full of rich and vibrant colors depicting the warmth and love with which the homeowner spent decades of care, curating fond memories that would leave a lasting and indelible impression. Situated on nearly half an acre, this majestic, three-story, New England-style English Colonial spans over

  Michael Cell @properties Christie's International Real Estate

  1167 Lincoln Ave S, Highland Park, IL 60035
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  /55

  Est $1,452,391 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 5,197 Sq Ft

  2678 Marl Oak Dr, Highland Park, IL 60035

  2678 Marl Oak Dr, Highland Park, IL 60035
• 

  

  /41

  $1,599,999

  • 5 Beds
  • 5.5 Baths
  • 7,113 Sq Ft

  3507 Bradley Ct, Highland Park, IL 60035

  Where generations come together - and memories are made. Discover the perfect blend of space, comfort and connection in this stunning multi-generational home in Fort Sheridan of Highland Park Illinois. 3507 Bradley Court sits high overlooking the bluff with seasonal views of Lake Michigan and Openlands Lakeshore Preserve. Enjoy coveted privacy on 1/2 acre with easy trail access to Lake Michigan.

  Suzie Hempstead Berkshire Hathaway HomeServices Chicago

  3507 Bradley Ct, Highland Park, IL 60035
• 

  /2

  $3,605 per month

  • 2 Beds
  • 2 Baths
  • 1,306 Sq Ft
  • Apartment for Rent

  650 Elm Place Unit 217, 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 + FLEX comes with tasteful interiors features lofty ceilings, keyless

  Danielle Sittloh eXp Realty, LLC

  650 Elm Place Unit 217, Highland Park, IL 60035
• 

  

  /29

  $1,050,000 Sold Apr 28, 2025

  • 2,521 Sq Ft
  • $417/SF
  • 3 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1937

  526 Braeside Rd, Highland Park, IL 60035

  Welcome to this incredibly updated English-style home that blends timeless charm with modern luxury. Located in desirable East Highland Park, this 3+bed home has undergone a masterful renovation and features beautiful hardwood floors, striking wood-beamed ceilings, and a cozy wood-burning fireplace. While still maintaining the old-world charm and character of the home, modern and designer

  Lori Nieman @properties Christie's International Real Estate

  526 Braeside Rd, Highland Park, IL 60035
• 

  

  /36

  Est $1,305,854 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,212 Sq Ft

  514 Hill St, Highland Park, IL 60035

  514 Hill St, Highland Park, IL 60035
• 

  

  /48

  $1,199,000

  • 3 Beds
  • 3.5 Baths
  • 3,906 Sq Ft

  194 Whistler Rd Unit 301, Highland Park, IL 60035

  One-of-a-Kind, Top-of-the-Line Renovation in Historic Fort Sheridan Mess Hall. Experience luxury living in this completely renovated, maintenance-free condo, housed in the original Mess Hall at Fort Sheridan. This unique residence offers approx 3,900 sq. ft. of single-level living plus a lofted office, accessibility via a semi-private elevator from the heated, attached garage. Step into a

  Alison Wertheimer @properties Christie's International Real Estate

  194 Whistler Rd Unit 301, Highland Park, IL 60035
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  /20

  $3,025 - $3,500 per month

  Ravinia Crossing

  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
• 

  

  /28

  $1,090,000 Sold Apr 25, 2025

  • 2,964 Sq Ft
  • $368/SF
  • 0 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2007

  535 Ridge Rd, Highland Park, IL 60035

  *** OFFER ACCEPTED BY SELLER*** Just unpack and move right in to this spectacular 5 bedroom 4.1 bath home fabulously situated across from West Ridge Park. This home truly has it all. Upon entering, the inviting foyer warmly greets you and gives you a taste of what awaits. The magnificent dining room has the coolest shiplap ceiling and is perfect for entertaining large or smaller gatherings Make

  Debbie Glickman @properties Christie's International Real Estate

  535 Ridge Rd, Highland Park, IL 60035
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  /49

  Est $2,184,806 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 4,120 Sq Ft

  321 N Deere Park Dr E, Highland Park, IL 60035

  321 N Deere Park Dr E, Highland Park, IL 60035
• 

  

  /35

  $899,990

  • 3 Beds
  • 3 Baths
  • 3,500 Sq Ft

  385 Vine Ave, Highland Park, IL 60035

  Two Homes for the price of One in East Highland Park. An incredible opportunity awaits in East Highland Park. Two charming homes on one property. Perfectly located near top-rated schools, the lake, downtown, and the train. Main home: Classic 2 story farmhouse(1896)with timeless character. 3 bedrooms on 2nd floor plus 1st floor bedroom/library. 3 full bathrooms. Spacious dining room with

  Joe Giampa Coldwell Banker Realty

  385 Vine Ave, Highland Park, IL 60035
• 

  

  /15

  $3,500 per month

  • 3 Beds
  • 2 Baths
  • 1,388 Sq Ft
  • House for Rent

  565 Ridge Rd, Highland Park, IL 60035

  Welcome to this beautiful, well maintained rental with three bedrooms and two full bathrooms. Hardwood floors are throughout the majority of the home. Aside from Eat In kitchen there is a separate dining area. Lower level features a large family room and the oversized second bathroom with laundry. There is a large backyard and patio area for outdoor enjoyment. Rental available around June 9th -

  Denise Sowder Berkshire Hathaway HomeServices Starck Real Estate

  565 Ridge Rd, Highland Park, IL 60035
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  /32

  $1,245,000 Sold Apr 24, 2025

  • 3,741 Sq Ft
  • $333/SF
  • 11 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1930

  1244 Sherwood Rd, Highland Park, IL 60035

  Move right into this completely updated 5bd 3.1ba home in the heart of Sherwood Forest. Charm abounds in this spacious 3800+ sq foot home. Home is set on double lot with a magnificent backyard and patio. Inside you will find 5 large bedrooms, 3 full baths and 1 half bath. All bathrooms have been redone, and the half bath was added in 2018. It has a huge primary suite with 2 walk-in closets and

  Amy Dowell @properties Christie's International Real Estate

  1244 Sherwood Rd, Highland Park, IL 60035
• 

  

  /17

  Est $443,500 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,190 Sq Ft

  1534 Mcdaniels Ave Unit 2D, Highland Park, IL 60035

  1534 Mcdaniels Ave Unit 2D, Highland Park, IL 60035
• 

  

  /24

  $1,549,000

  • 3 Beds
  • 2.5 Baths
  • 2,447 Sq Ft

  1560 Oakwood Ave Unit 205, Highland Park, IL 60035

  Ready now!! Luxury Fulton Development condo residence. Magnificent high-end finishes in this 3 bedroom, 2 1/2 bath condo in a convenient in-town location. Discover unparalleled living in this newer boutique condo in the heart of downtown Highland Park, boasting high-end appliances and high-end finishes. This residence epitomizes modern elegance, comfort, and easy living. Unit 205 is an end

  Maxine Goldberg Engel & Voelkers Chicago North Shore

  1560 Oakwood Ave Unit 205, Highland Park, IL 60035
• 

  

  /10

  $1,995 per month

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  696 Elm Place Unit 111, Highland Park, IL 60035

  Lovely 1 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 111, Highland Park, IL 60035
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  /38

  $875,000 Sold Apr 24, 2025

  • Land
  • 0.68 Acre
  • $1,286,765 per Acre

  • 88 Days On Market

  969 Wade St, Highland Park, IL 60035

  Private Road with a 29,278 sq.ft. parcel. Per Village - 7,538 sq.ft. home can be built! Enjoy the proximity to Lake, Ravinia train station, Ravinia Festival, and the downtown area. The property has a charming, remodeled home on site; however, the VALUE is in the land. The survey is attached under Additional Information. Gas to property. Electric to property. Water to property. Also listed

  Mirella Caputo @properties Christie's International Real Estate

  969 Wade St, Highland Park, IL 60035
• 

  

  /27

  Est $3,256,633 Not Listed For Sale

  • 4 Beds
  • 5.5 Baths
  • 7,436 Sq Ft

  41 S Deere Park Dr, Highland Park, IL 60035

  41 S Deere Park Dr, Highland Park, IL 60035

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