Highland Park, IL Homes

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  /29

  $805,000

  Sold Aug 05, 2026

  620 Homewood Ave Unit 307, Highland Park, IL 60035

  • 3 Beds
  • 2.5 Baths
  • 2,194 Sq Ft
  • Built 2000

  Last Sold Summary

  • 1% Above List Price
  • $367/SF

  Current Estimated Value $785,993

  Last Listing Agent Cory Albiani @properties Christie's International Real Estate

  620 Homewood Ave Unit 307, Highland Park, IL 60035
• 

  

  

  /37

  Est $1,444,915

  Not Listed For Sale

  774 Stonegate Dr, Highland Park, IL 60035

  • 5 Beds
  • 3.5 Baths
  • 3,050 Sq Ft
  • Built 1965

  774 Stonegate Dr, Highland Park, IL 60035

  Last Sold Summary

  • 101 Days On Market

  Last Listing Agent Brooke Bakalar Sloane @properties Christie's International Real Estate
• 

  

  

  /27

  $699,000

  Pending

  • 3 Beds
  • 2 Baths
  • 2,324 Sq Ft

  732 Hill St, Highland Park, IL 60035

  Experience modern luxury in this beautifully remodeled 3-bedroom, 2-bath ranch, where timeless design meets exceptional craftsmanship. From the moment you step inside, you'll be welcomed by an expansive open-concept layout featuring soaring vaulted ceilings, abundant natural light, and beautifully refinished hardwood floors throughout. The heart of the home is the stunning chef's kitchen,

  Alam Chunawala Coldwell Banker Realty

  732 Hill St, Highland Park, IL 60035
• 

  

  

  /30

  $760,000

  Sold Oct 24, 2025

  1812 Sherwood Rd, Highland Park, IL 60035

  • 4 Beds
  • 2.5 Baths
  • 2,477 Sq Ft
  • Built 1977

  Last Sold Summary

  • 9% Below List Price
  • $307/SF
  • 62 Days On Market

  Current Estimated Value $816,569

  Last Listing Agent Patricia Denenberg @properties Christie's International Real Estate

  1812 Sherwood Rd, Highland Park, IL 60035
• 

  

  /2

  Est $1,030,845

  Not Listed For Sale

  885 Timber Hill Rd, Highland Park, IL 60035

  • 3 Beds
  • 3.5 Baths
  • 2,362 Sq Ft
  • Built 1964

  885 Timber Hill Rd, Highland Park, IL 60035

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Jamie Roth Engel & Voelkers Chicago North Shore
• 

  

  /21

  $750,000

  • 2 Beds
  • 2.5 Baths
  • 1,692 Sq Ft

  271 Whistler Rd Unit 104B, Highland Park, IL 60035

  Step into this completely renovated (by homeowner) and beautifully appointed Fort Sheridan townhome and prepare to be mesmerized. An unobstructed park view sets the stage for this exceptional home, where 11-foot ceilings, sophisticated design, and state-of-the-art technology come together to create a truly one-of-a-kind living experience. The home has been thoughtfully opened up to create an

  Susan Brown Burklin @properties Christie's International Real Estate

  271 Whistler Rd Unit 104B, Highland Park, IL 60035
• 

  

  /5

  $272,000

  Sold May 08, 2026

  1695 2nd St Unit 305, Highland Park, IL 60035

  • 1 Bed
  • 1 Bath
  • 935 Sq Ft
  • Built 1982

  Last Sold Summary

  • 3% Below List Price
  • $291/SF
  • 18 Days On Market

  Current Estimated Value $278,343

  Last Listing Agent Julie McWilliams Berkshire Hathaway HomeServices Chicago

  1695 2nd St Unit 305, Highland Park, IL 60035
• 

  

  /30

  Est $998,780

  Not Listed For Sale

  249 Hastings Ave, Highland Park, IL 60035

  • 4 Beds
  • 2.5 Baths
  • 2,429 Sq Ft
  • Built 1963

  249 Hastings Ave, Highland Park, IL 60035

  Last Sold Summary

  • 9 Days On Market

  Last Listing Agent Janet Borden Compass
• 

  

  /21

  $393,000

  • 3 Beds
  • 1 Bath
  • 1,247 Sq Ft

  1458 Linden Ave, Highland Park, IL 60035

  Alright, thrill-seekers and fearless renovators-here's a unique opportunity on prime Linden Avenue in East Highland Park. This charming 1920s two-bedroom, one-bath cottage has certainly been through its share of challenges. After years of difficult tenants and other issues, the property was cleared out and rehabilitated in 2024. While some improvements have been completed, the home still has some

  Jorge Romero Realty One Group Inc.

  1458 Linden Ave, Highland Park, IL 60035
• 

  

  /5

  $2,840,000

  Sold Jun 22, 2026

  650 Walnut St Unit 301, Highland Park, IL 60035

  • 3 Beds
  • 3.5 Baths
  • 4,105 Sq Ft
  • Built 2025

  Last Sold Summary

  • 3% Above List Price
  • $692/SF
  • 444 Days On Market

  Last Listing Agent Shari Saratovsky Core Realty & Investments, Inc

  650 Walnut St Unit 301, Highland Park, IL 60035
• 

  

  /15

  Est $567,422

  Not Listed For Sale

  165 Green Bay Rd, Highland Park, IL 60035

  • 3 Beds
  • 2 Baths
  • 1,497 Sq Ft
  • Built 1951

  165 Green Bay Rd, Highland Park, IL 60035

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Carly Jones Engel & Voelkers Chicago North Shore
• 

  

  /13

  $599,000

  $100K PRICE DROP Pending

  • 4 Beds
  • 2 Baths
  • 1,368 Sq Ft

  639 Melody Ln, Highland Park, IL 60035

  Welcome to 639 Melody Lane in the heart of Highland Park, IL-a picture-perfect home for those seeking a blend of classic charm and modern amenities. This solid brick ranch, with 3 bedrooms and 2 full bathrooms is the ideal setting for creating lasting memories. Step through the front door and be greeted by gleaming hardwood floors that stretch across a seamless layout. The formal living room,

  Deb Baker Compass

  639 Melody Ln, Highland Park, IL 60035
• 

  

  /40

  $530,000

  Sold Apr 08, 2026

  1334 Ferndale Ave, Highland Park, IL 60035

  • 3 Beds
  • 2 Baths
  • 1,770 Sq Ft
  • Built 1953

  Last Sold Summary

  • 1% Above List Price
  • $299/SF
  • 6 Days On Market

  Current Estimated Value $549,249

  Last Listing Agent Adam Max Compass

  1334 Ferndale Ave, Highland Park, IL 60035
• 

  

  /25

  Est $965,049

  Not Listed For Sale

  211 Green Bay Rd, Highland Park, IL 60035

  • 4 Beds
  • 2.5 Baths
  • 2,600 Sq Ft
  • Built 1948

  211 Green Bay Rd, Highland Park, IL 60035

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Jodi Taub @properties Christie's International Real Estate
• 

  

  /69

  $3,850,000

  Pending

  • 6 Beds
  • 11 Baths
  • 10,000 Sq Ft

  2214 Churchill Ln, Highland Park, IL 60035

  Elegant and sophisticated custom built 6 bedroom, 7 full and 4 half bath home located on 1 acre that is reminiscent of a luxury hotel complete with patio, pool and spa. This limestone clad home boasts unsurpassed quality construction and is accompanied with high-end interior designer appointed finishes throughout. Some of the home's highlights include: hand scraped, hand beveled hardwood floors,

  Beth Wexler @properties Christie's International Real Estate

  2214 Churchill Ln, Highland Park, IL 60035
• 

  

  /59

  $6,500,000

  Sold Jun 08, 2026

  55 S Deere Park Dr, Highland Park, IL 60035

  • 5 Beds
  • 9 Baths
  • 9,749 Sq Ft
  • Built 1978

  Last Sold Summary

  • 26% Below List Price
  • $667/SF
  • 248 Days On Market

  Current Estimated Value $4,569,423

  Last Listing Agent Erin Smith @properties Christie's International Real Estate

  55 S Deere Park Dr, Highland Park, IL 60035
• 

  

  /29

  Est $675,202

  Not Listed For Sale

  225 Green Bay Rd, Highland Park, IL 60035

  • 3 Beds
  • 2 Baths
  • 1,532 Sq Ft
  • Built 1951

  225 Green Bay Rd, Highland Park, IL 60035

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Cory Albiani @properties Christie's International Real Estate
• 

  

  /29

  $775,000

  Pending

  • 4 Beds
  • 4 Baths
  • 2,971 Sq Ft

  2843 Twin Oaks Dr, Highland Park, IL 60035

  This Beautifully Updated Mid Century Highlands Home Sits on a Large Wooded Lot and has a High End Kitchen with White Cabinets, Granite Countertops, Stone Subway Tile Backsplash, Stainless Appliances, Double Oven, and More. An Addition with a Spacious Mudroom and an Extra Half Bath Expands the Main Floor. There are 4 bedrooms and 2 Baths on the 2nd Floor. Other Features Include Hardwood and Stone

  Janet Borden Compass

  2843 Twin Oaks Dr, Highland Park, IL 60035
• 

  

  /43

  $714,900

  Sold Nov 06, 2025

  1572 Mcdaniels Ave, Highland Park, IL 60035

  • 3 Beds
  • 3.5 Baths
  • 2,333 Sq Ft
  • Built 1925

  Last Sold Summary

  • 5% Below List Price
  • $306/SF
  • 7 Days On Market

  Current Estimated Value $768,748

  Last Listing Agent Harry Maisel @properties Christie's International Real Estate

  1572 Mcdaniels Ave, Highland Park, IL 60035
• 

  

  /36

  Est $636,781

  Not Listed For Sale

  638 Melody Ln, Highland Park, IL 60035

  • 2 Beds
  • 2 Baths
  • 1,071 Sq Ft
  • Built 1926

  638 Melody Ln, Highland Park, IL 60035

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Cory Albiani @properties Christie's International Real Estate
• 

  

  /30

  $1,399,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 3,000 Sq Ft

  195 Lakeside Place, Highland Park, IL 60035

  Nestled on a picturesque tree-lined street in sought-after East Highland Park, this beautifully updated 4-bedroom, 2.1-bath home seamlessly blends timeless character with today's modern conveniences. The heart of the home is a stunning chef's kitchen addition featuring Sub-Zero full size refrigerator and freezer, Viking double-oven range, Miele dishwasher, two wine refrigerators, large island

  Jodi Taub @properties Christie's International Real Estate

  195 Lakeside Place, Highland Park, IL 60035
• 

  

  /23

  $1,225,000

  Sold Mar 02, 2026

  1832 Eastwood Ave, Highland Park, IL 60035

  • 4 Beds
  • 3.5 Baths
  • 3,089 Sq Ft
  • Built 1969

  Last Sold Summary

  • 3% Above List Price
  • $397/SF
  • 3 Days On Market

  Current Estimated Value $1,247,345

  Last Listing Agent Margie Brooks Baird & Warner

  1832 Eastwood Ave, Highland Park, IL 60035
• 

  

  /26

  Est $916,706

  Not Listed For Sale

  630 Melody Ln, Highland Park, IL 60035

  • 4 Beds
  • 3.5 Baths
  • 2,668 Sq Ft
  • Built 1927

  630 Melody Ln, Highland Park, IL 60035

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Jodi Taub @properties Christie's International Real Estate
• 

  

  /76

  $1,995,000

  Pending

  • 6 Beds
  • 8 Baths
  • 10,795 Sq Ft

  260 Beech St, Highland Park, IL 60035

  Tucked away in one of Highland Park's most coveted east-of-Sheridan enclaves, just moments from the lakefront and jaw-dropping Rosewood Beach, this sprawling residence blends timeless architecture with refined amenities and over 10,000 square feet, offering a rare lifestyle of elegance, privacy, and ease. Situated on a lush, tree-canopied setting at nearly 3/4 of an acre, with manicured gardens,

  Karen Biazar North Clybourn Group, Inc.

  260 Beech St, Highland Park, IL 60035
• 

  

  /30

  $1,352,000

  Sold Mar 20, 2026

  194 Whistler Rd Unit 301, Highland Park, IL 60035

  • 3 Beds
  • 3.5 Baths
  • 3,484 Sq Ft
  • Built 1891

  Last Sold Summary

  • 15% Above List Price
  • $388/SF

  Current Estimated Value $1,344,461

  Last Listing Agent Janet Borden Compass

  194 Whistler Rd Unit 301, Highland Park, IL 60035
• 

  

  /22

  Est $874,986

  Not Listed For Sale

  586 Melody Ln, Highland Park, IL 60035

  • 3 Beds
  • 2.5 Baths
  • 2,271 Sq Ft
  • Built 1935

  586 Melody Ln, Highland Park, IL 60035

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Beth Wexler @properties Christie's International Real Estate
• 

  

  /26

  $269,000

  • 2 Beds
  • 2 Baths
  • 1,123 Sq Ft

  2046 Saint Johns Ave Unit 3H, Highland Park, IL 60035

  Experience the best of Highland Park in this beautifully updated southeast-corner condo, offering abundant natural light, spacious living areas, and an exceptional location just steps from downtown, the Metra, restaurants, shopping, and Lake Michigan. A gracious foyer with hardwood flooring opens to a bright, expansive living room with sliding doors leading to a large private balcony-perfect for

  Marlene Rubenstein Baird & Warner

  2046 Saint Johns Ave Unit 3H, Highland Park, IL 60035
• 

  

  /39

  $949,000

  Sold Aug 28, 2026

  365 Green Bay Rd, Highland Park, IL 60035

  • 4 Beds
  • 2.5 Baths
  • 2,704 Sq Ft
  • Built 1967

  Last Sold Summary

  • $351/SF
  • 4 Days On Market

  Current Estimated Value $939,773

  Last Listing Agent Cory Albiani @properties Christie's International Real Estate

  365 Green Bay Rd, Highland Park, IL 60035
• 

  

  /25

  Est $889,701

  Not Listed For Sale

  337 Flora Place, Highland Park, IL 60035

  • 4 Beds
  • 2.5 Baths
  • 2,434 Sq Ft
  • Built 1948

  337 Flora Place, Highland Park, IL 60035

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Brooke Bakalar Sloane @properties Christie's International Real Estate
• 

  Price To Be Determined

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 3,100 Sq Ft

  The Bostonian Plan, Highland Park, IL 60035

  1064 Livingston St Unit 42257179, Highland Park, IL 60035
• 

  

  /11

  $1,402,600

  Sold Oct 10, 2025

  111 Sheridan Rd, Highland Park, IL 60035

  • 5 Beds
  • 4.5 Baths
  • 6,227 Sq Ft
  • Built 2005

  Last Sold Summary

  • 6% Below List Price
  • $225/SF
  • 0 Days On Market

  Current Estimated Value $1,561,534

  Last Listing Agent Merle Kirsner-Styer Engel & Voelkers Chicago North Shore

  111 Sheridan Rd, Highland Park, IL 60035
• 

  

  /30

  Est $646,864

  Not Listed For Sale

  345 Flora Place, Highland Park, IL 60035

  • 3 Beds
  • 1.5 Baths
  • 1,497 Sq Ft
  • Built 1954

  345 Flora Place, Highland Park, IL 60035

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Bleu Randall Compass
• 

  

  /20

  $799,000

  $100K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,974 Sq Ft

  1619 Mcgovern Ave, Highland Park, IL 60035

  Modern Parisian-Inspired Carriage House Steps from Downtown Highland Park Fully renovated down to the studs, this unique carriage house blends historic charm with modern design and amenities. The primary living space is located on the second floor and features vaulted ceilings with steel collar ties, exposed brick walls, and an open-concept layout ideal for entertaining. Chef's kitchen includes

  Daniel Daoud Realtyline Co.

  1619 Mcgovern Ave, Highland Park, IL 60035
• 

  

  /46

  $775,000

  Sold May 11, 2026

  50 Red Oak Ln, Highland Park, IL 60035

  • 4 Beds
  • 2.5 Baths
  • 2,416 Sq Ft
  • Built 1969

  Last Sold Summary

  • $321/SF
  • 6 Days On Market

  Current Estimated Value $805,241

  Last Listing Agent John Nash Jameson Sotheby's International Realty

  50 Red Oak Ln, Highland Park, IL 60035
• 

  

  /16

  Est $868,752

  Not Listed For Sale

  267 Charal Ln, Highland Park, IL 60035

  • 4 Beds
  • 2.5 Baths
  • 2,288 Sq Ft
  • Built 1961

  267 Charal Ln, Highland Park, IL 60035

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Lisa Davis @properties Christie's International Real Estate
• 

  

  /26

  $649,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  872 Virginia Rd, Highland Park, IL 60035

  Come see this fabulous four-bedroom, 2.5-bath ranch-style home featuring a desirable open floor plan and an unbeatable location near the West Ridge Community Center and Sherwood Elementary School. Thoughtfully updated and move-in ready, this home offers beautiful hardwood floors throughout and plenty of inviting living space. The bright, functional kitchen opens to the dining and living areas and

  Annika Valdiserri @properties Christie's International Real Estate

  872 Virginia Rd, Highland Park, IL 60035
• 

  

  /13

  $299,000

  Sold Nov 10, 2025

  1601 Oakwood Ave Unit 406, Highland Park, IL 60035

  • 2 Beds
  • 2 Baths
  • 1,240 Sq Ft
  • Built 1981

  Last Sold Summary

  • 11% Below List Price
  • $241/SF
  • 26 Days On Market

  Current Estimated Value $330,840

  Last Listing Agent Diana Marcus @properties Christie's International Real Estate

  1601 Oakwood Ave Unit 406, Highland Park, IL 60035
• 

  

  /26

  Est $938,580

  Not Listed For Sale

  295 Charal Ln, Highland Park, IL 60035

  • 4 Beds
  • 2.5 Baths
  • 2,260 Sq Ft
  • Built 1962

  295 Charal Ln, Highland Park, IL 60035

  Last Sold Summary

  • 6 Days On Market

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

  

  /31

  $1,450,000

  Pending

  • 5 Beds
  • 6 Baths
  • 5,118 Sq Ft

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

  Charming 1929 English Tudor in prime Braeside location with beach rights. This 5 bedroom, 4.2 bath home combines solid stone construction and classic architectural detail with substantial living space (4100 SF) and many recent updates, including a new composite roof (2023), new copper gutters, many new windows, and new hardwood flooring on the second floor. The inviting main floor features a

  Debbie Scully @properties Christie's International Real Estate

  315 N Deere Park Dr W, Highland Park, IL 60035
• 

  

  /28

  $825,000

  Sold Nov 04, 2025

  590 Rambler Ln, Highland Park, IL 60035

  • 4 Beds
  • 3 Baths
  • 2,800 Sq Ft
  • Built 1954

  Last Sold Summary

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

  Current Estimated Value $866,282

  Last Listing Agent Eve Del Monte Coldwell Banker Realty

  590 Rambler Ln, Highland Park, IL 60035

Showing Results 201 - 240, Page 6 of 18