Highland Park, IL Homes

• 

  

  

  /20

  Est $893,326

  Not Listed For Sale

  312 Charal Ln, Highland Park, IL 60035

  • 4 Beds
  • 5 Baths
  • 3,254 Sq Ft
  • Built 1963

  312 Charal Ln, Highland Park, IL 60035

  Last Sold Summary

  • 11 Days On Market

  Last Listing Agent Lisa Rome Jameson Sotheby's International Realty
• 

  

  

  /26

  $995,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 3,511 Sq Ft

  890 Dryden Ln, Highland Park, IL 60035

  Multiple offers received. Highest and best due by Monday, 8/31/26 by 9am. Amazing opportunity to make this 4 bedroom, 2 full and 1 half bath brick home your own, ideally located in a desirable East Highland Park neighborhood close to town, train, the Green Bay Trail and schools. The first floor features a spacious entry with slate flooring, separate formal living and dining rooms, an eat-in

  Beth Wexler @properties Christie's International Real Estate

  890 Dryden Ln, Highland Park, IL 60035
• 

  

  /2

  $718,000

  Sold Dec 19, 2025

  32 Valley Rd, Highland Park, IL 60035

  • 3 Beds
  • 2.5 Baths
  • 2,663 Sq Ft
  • Built 1936

  Last Sold Summary

  • 3% Below List Price
  • $270/SF
  • 48 Days On Market

  Current Estimated Value $770,070

  Last Listing Agent Courtney Cook @properties Christie's International Real Estate

  32 Valley Rd, Highland Park, IL 60035
• 

  

  

  /22

  Est $1,015,409

  Not Listed For Sale

  322 Charal Ln, Highland Park, IL 60035

  • 4 Beds
  • 2.5 Baths
  • 3,150 Sq Ft
  • Built 1961

  322 Charal Ln, Highland Park, IL 60035

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Geri Emalfarb @properties Christie's International Real Estate
• 

  Price To Be Determined

  New Construction

  • 2 Beds
  • 3.5 Baths
  • 3,000 Sq Ft

  The Carlisle II Plan, Highland Park, IL 60035

  1064 Livingston St Unit 42257192, Highland Park, IL 60035
• 

  

  /37

  $660,000

  Sold Apr 20, 2026

  627 Pleasant Ave, Highland Park, IL 60035

  • 3 Beds
  • 1.5 Baths
  • 1,352 Sq Ft
  • Built 1940

  Last Sold Summary

  • 2% Above List Price
  • $488/SF
  • 11 Days On Market

  Current Estimated Value $677,862

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

  627 Pleasant Ave, Highland Park, IL 60035
• 

  

  /35

  Est $998,824

  Not Listed For Sale

  360 Charal Ln, Highland Park, IL 60035

  • 5 Beds
  • 3.5 Baths
  • 2,911 Sq Ft
  • Built 1970

  360 Charal Ln, Highland Park, IL 60035

  Last Sold Summary

  • 11 Days On Market

  Last Listing Agent Janet Borden Compass
• 

  

  /9

  $375,000

  • Land
  • 39,204 Sq Ft
  • $416,667 per Acre

  0 Highmoor Rd Unit MRD12402785, Highland Park, IL 60035

  Beautiful 39,600 SF LOT. NO H.O.A. Build your "Dream Home" on this Wide, Wooded, VACANT Parcel. 132 Foot Frontage by 300 Feet Deep! FAR = 25.04, Max floor area (sf) 9,916. Max FAR 11,166. Choice of Highland Park High School or Deerfield High School.

  Carol Santi Coldwell Banker Realty

  0 Highmoor Rd Unit MRD12402785, Highland Park, IL 60035
• 

  

  /16

  $305,000

  Sold Jan 09, 2026

  2066 Saint Johns Ave Unit 404, Highland Park, IL 60035

  • 2 Beds
  • 2 Baths
  • 1,450 Sq Ft
  • Built 1984

  Last Sold Summary

  • 4% Below List Price
  • $210/SF
  • 39 Days On Market

  Current Estimated Value $322,030

  Last Listing Agent Bill Bommarito Norshore Realty, LLC.

  2066 Saint Johns Ave Unit 404, Highland Park, IL 60035
• 

  

  /25

  Est $1,013,465

  Not Listed For Sale

  766 Timber Hill Rd, Highland Park, IL 60035

  • 4 Beds
  • 2.5 Baths
  • 3,567 Sq Ft
  • Built 1963

  766 Timber Hill Rd, Highland Park, IL 60035

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Monica Childs @properties Christie's International Real Estate
• 

  Price To Be Determined

  New Construction

  • 2 Beds
  • 2.5 Baths
  • 2,450 Sq Ft

  The Ashford Plan, Highland Park, IL 60035

  1064 Livingston St Unit 42257178, Highland Park, IL 60035
• 

  

  /14

  $190,000

  Sold Sep 26, 2025

  1950 Sheridan Rd Unit 105, Highland Park, IL 60035

  • 2 Beds
  • 1.5 Baths
  • 1,136 Sq Ft
  • Built 2025

  Last Sold Summary

  • $167/SF
  • 39 Days On Market

  Last Listing Agent Shari Saratovsky Core Realty & Investments, Inc

  1950 Sheridan Rd Unit 105, Highland Park, IL 60035
• 

  

  /40

  Est $1,034,571

  Not Listed For Sale

  383 Hastings Ave, Highland Park, IL 60035

  • 4 Beds
  • 4 Baths
  • 3,200 Sq Ft
  • Built 1968

  383 Hastings Ave, Highland Park, IL 60035

  Last Sold Summary

  Last Listing Agent Philip Skowron Compass
• 

  

  /25

  $489,000

  $6K PRICE DROP Pending

  • 2 Beds
  • 2 Baths
  • 1,926 Sq Ft

  1000 Deerfield Rd Unit 303, Highland Park, IL 60035

  Beautifully renovated, designer's own corner penthouse with balcony and southwest treetop views in a pet-friendly, boutique 12-unit elevator building, near vibrant downtown Highland Park and Sunset Valley Golf Club. Two bedrooms plus Den, 2 baths, 2 car heated garage parking. Bright & open concept condo is a rare find at over 1,900 sf, with a spacious covered balcony. Originally designed as a

  Deborah Fischer Berkshire Hathaway HomeServices Chicago

  1000 Deerfield Rd Unit 303, Highland Park, IL 60035
• 

  

  /37

  $1,130,000

  Sold Jul 20, 2026

  423 Pleasant Ave, Highland Park, IL 60035

  • 4 Beds
  • 2.5 Baths
  • 2,276 Sq Ft
  • Built 1938

  Last Sold Summary

  • 5% Above List Price
  • $496/SF
  • 7 Days On Market

  Current Estimated Value $1,104,005

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

  423 Pleasant Ave, Highland Park, IL 60035
• 

  

  /27

  Est $1,028,080

  Not Listed For Sale

  240 Hastings Ave, Highland Park, IL 60035

  • 5 Beds
  • 3 Baths
  • 2,887 Sq Ft
  • Built 1964

  240 Hastings Ave, Highland Park, IL 60035

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Philip Skowron Compass
• 

  

  /40

  $1,650,000

  • 5 Beds
  • 5.5 Baths
  • 4,748 Sq Ft

  767 Whiteoaks Ln, Highland Park, IL 60035

  Mid-century modern perfection by renowned architect Henry L. Newhouse II! This beautiful home has been thoughtfully renovated to capture and preserve the outstanding elements incorporated into the original design. Blending architectural heritage with sophisticated luxury, this stunning home centers around a private, lushly landscaped courtyard framed by dramatic wrap-around windows. The high-end

  Janet Borden Compass

  767 Whiteoaks Ln, Highland Park, IL 60035
• 

  

  /28

  $670,000

  Sold Jun 15, 2026

  601 Mulberry Place Unit 3B, Highland Park, IL 60035

  • 3 Beds
  • 3 Baths
  • 2,792 Sq Ft
  • Built 1991

  Last Sold Summary

  • 3% Above List Price
  • $240/SF
  • 7 Days On Market

  Current Estimated Value $684,613

  Last Listing Agent Greg Desmond @properties Christie's International Real Estate

  601 Mulberry Place Unit 3B, Highland Park, IL 60035
• 

  

  /18

  Est $900,334

  Not Listed For Sale

  344 Hastings Ave, Highland Park, IL 60035

  • 4 Beds
  • 2.5 Baths
  • 2,377 Sq Ft
  • Built 1962

  344 Hastings Ave, Highland Park, IL 60035

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Bridgett McKenzie Engel & Voelkers Chicago North Shore
• 

  

  /31

  $399,900

  • 2 Beds
  • 2.5 Baths

  1119 Deerfield Place Unit 1119, Highland Park, IL 60035

  Rarely available end-unit townhome with beautiful fountain and water views! This spacious 2-bedroom plus loft home offers hardwood floors throughout, two fireplaces, wonderful natural light, and a peaceful setting that makes this property truly special. The inviting living room features a cozy fireplace and sliding glass doors opening to a large private deck-the perfect place to relax, entertain,

  Debra Kaden RE/MAX Top Performers

  1119 Deerfield Place Unit 1119, Highland Park, IL 60035
• 

  

  /33

  $1,495,000

  Sold Apr 09, 2026

  2005 Keats Ln, Highland Park, IL 60035

  • 6 Beds
  • 5.5 Baths
  • 5,900 Sq Ft
  • Built 1981

  Last Sold Summary

  • $253/SF

  Current Estimated Value $1,547,097

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

  2005 Keats Ln, Highland Park, IL 60035
• 

  /2

  Est $1,246,208

  Not Listed For Sale

  415 Dell Ln, Highland Park, IL 60035

  • 4 Beds
  • 3.5 Baths
  • 3,974 Sq Ft
  • Built 1949

  415 Dell Ln, Highland Park, IL 60035

  Last Sold Summary

  • 52 Days On Market

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

  

  /25

  $749,000

  Pending

  • 4 Beds
  • 3 Baths
  • 1,960 Sq Ft

  2714 Fort Sheridan Ave, Highland Park, IL 60035

  Awesome brick 4 bedrooms / 3 bathroom Cape Cod! Features include gorgeous hardwood floors throughout, 2 very spacious bedrooms upstairs and a full beautifully remodeled bath with double vanity & large walk in shower. On the main level are two large bedrooms, remodeled full bathroom, large living & dining room, and a spacious white eat-in kitchen. Full finished basement with newly epoxied floors

  Cory Albiani @properties Christie's International Real Estate

  2714 Fort Sheridan Ave, Highland Park, IL 60035
• 

  

  /26

  $895,000

  Sold Aug 21, 2026

  839 Edgewood Ct, Highland Park, IL 60035

  • 5 Beds
  • 4.5 Baths
  • 3,224 Sq Ft
  • Built 1977

  Last Sold Summary

  • 5% Above List Price
  • $278/SF
  • 2 Days On Market

  Current Estimated Value $864,959

  Last Listing Agent Janet Weinberg @properties Christie's International Real Estate

  839 Edgewood Ct, Highland Park, IL 60035
• 

  

  /21

  Est $1,369,657

  Not Listed For Sale

  429 Groveland Ave, Highland Park, IL 60035

  • 5 Beds
  • 4.5 Baths
  • 4,332 Sq Ft
  • Built 1951

  429 Groveland Ave, Highland Park, IL 60035

  Last Sold Summary

  • 11 Days On Market

  Last Listing Agent Linda Fink @properties Christie's International Real Estate
• 

  

  /38

  $750,000

  Pending

  • 3 Beds
  • 3.5 Baths
  • 2,394 Sq Ft

  972 Coventry Ln, Highland Park, IL 60035

  Welcome to this beautifully maintained single-family home in a desirable maintenance-free community, lovingly cared for by its original owners. Designed for comfortable and convenient living, the home features a sought-after first-floor primary suite along with a private office/den, making the main level ideal for both everyday living and working from home.Upstairs, an additional ensuite bedroom

  Ted Pickus @properties Christie's International Real Estate

  972 Coventry Ln, Highland Park, IL 60035
• 

  /2

  $540,000

  Sold Jul 15, 2026

  1227 Lynn Terrace, Highland Park, IL 60035

  • 4 Beds
  • 3 Baths
  • 2,768 Sq Ft
  • Built 1963

  Last Sold Summary

  • 2% Below List Price
  • $195/SF
  • 4 Days On Market

  Current Estimated Value $527,664

  Last Listing Agent Christopher Lobrillo Grandview Realty, LLC

  1227 Lynn Terrace, Highland Park, IL 60035
• 

  

  /41

  Est $2,375,263

  Not Listed For Sale

  508 Sheridan Rd, Highland Park, IL 60035

  • 6 Beds
  • 9 Baths
  • 6,890 Sq Ft
  • Built 2005

  508 Sheridan Rd, Highland Park, IL 60035

  Last Sold Summary

  • 23 Days On Market

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

  

  /48

  $2,200,000

  Pending

  • 4 Beds
  • 3.5 Baths
  • 4,322 Sq Ft

  165 Maple Ave, Highland Park, IL 60035

  Dramatic Architecture in a Prime East Location! This Stunning Contemporary with a Main Floor Primary Suite sits on a Gorgeous, Professionally Landscaped Parcel of Close to an Acre with Sweeping Ravine Views. Set Far back from the Street, Offering Privacy, yet a Short Walk to Town this Exudes the Best of Everything. It Lives like a Ranch with All You Need on the Main Level, and 3 Bedrooms on the

  Janet Borden Compass

  165 Maple Ave, Highland Park, IL 60035
• 

  

  /31

  $703,000

  Sold Feb 27, 2026

  643 Broadview Ave, Highland Park, IL 60035

  • 3 Beds
  • 1.5 Baths
  • 1,349 Sq Ft
  • Built 1933

  Last Sold Summary

  • 41% Above List Price
  • $521/SF
  • 5 Days On Market

  Current Estimated Value $679,593

  Last Listing Agent Nancy Gibson @properties Christie's International Real Estate

  643 Broadview Ave, Highland Park, IL 60035
• 

  

  /44

  Est $920,483

  Not Listed For Sale

  505 Groveland Ave, Highland Park, IL 60035

  • 4 Beds
  • 2.5 Baths
  • 2,986 Sq Ft
  • Built 1962

  505 Groveland Ave, Highland Park, IL 60035

  Last Sold Summary

  • 5 Days On Market

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

  

  /40

  $2,699,900

  Open Sat 12PM - 2PM $799K PRICE DROP

  • 6 Beds
  • 7 Baths
  • 6,325 Sq Ft

  282 Linden Park Place, Highland Park, IL 60035

  Stunning Custom Contemporary on Coveted Double Lot in Highland Park designed, built and meticulously maintained by the current owners. This one-of-a-kind home sits on over an acre on a beautiful ravine on one of Highland Park's most sought after streets - just steps from town, top-rated schools, the Lake, parks, and more. With soaring ceilings and expansive open living spaces, the home offers an

  Linda Levin Jameson Sotheby's Intl Realty

  282 Linden Park Place, Highland Park, IL 60035
• 

  

  /31

  $690,000

  Sold Dec 15, 2025

  325 Lincolnwood Rd, Highland Park, IL 60035

  • 4 Beds
  • 2.5 Baths
  • 2,134 Sq Ft
  • Built 1928

  Last Sold Summary

  • 8% Below List Price
  • $323/SF
  • 19 Days On Market

  Current Estimated Value $750,425

  Last Listing Agent Janet Borden Compass

  325 Lincolnwood Rd, Highland Park, IL 60035
• 

  

  /26

  Est $792,883

  Not Listed For Sale

  419 Sheridan Rd, Highland Park, IL 60035

  • 2 Beds
  • 1.5 Baths
  • 2,067 Sq Ft
  • Built 1948

  419 Sheridan Rd, Highland Park, IL 60035

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Karen Skurie Baird & Warner
• 

  

  /20

  $429,000

  $11K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,049 Sq Ft

  1534 Mcdaniels Ave Unit 3E, Highland Park, IL 60035

  Exceptional space and value in an in-town Highland Park location! This spacious three-bedroom, two-bath condominium offers generous room sizes, abundant natural light, southern exposure, and an oversized private balcony-an excellent opportunity to bring your own design ideas and create a home that reflects your style. A welcoming foyer leads to spacious living and dining areas, while the kitchen

  Noah Levy Compass

  1534 Mcdaniels Ave Unit 3E, Highland Park, IL 60035
• 

  

  /6

  $272,000

  Sold Oct 03, 2025

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

  • 2 Beds
  • 2 Baths
  • 1,420 Sq Ft
  • Built 1984

  Last Sold Summary

  • 6% Below List Price
  • $192/SF
  • 33 Days On Market

  Current Estimated Value $307,245

  Last Listing Agent Bill Bommarito Norshore Realty, LLC.

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

  

  /45

  Est $1,014,911

  Not Listed For Sale

  487 Sheridan Rd, Highland Park, IL 60035

  • 4 Beds
  • 3.5 Baths
  • 2,056 Sq Ft
  • Built 1956

  487 Sheridan Rd, Highland Park, IL 60035

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Michael Dickstein @properties Christie's International Real Estate
• 

  

  /31

  $1,099,000

  • 3 Beds
  • 2.5 Baths
  • 2,951 Sq Ft

  723 De Tamble Ave, Highland Park, IL 60035

  Welcome to 723 De Tamble Avenue, a classic all-brick Colonial set on an expansive, professionally landscaped lot in desirable East Highland Park. Entirely renovated in the last two years, this sun-filled home seamlessly blends timeless character with modern updates and an open, inviting floor plan. The foyer welcomes you into a spacious living room with a gas fireplace, while the open-concept

  Meredith Edwards Compass

  723 De Tamble Ave, Highland Park, IL 60035
• 

  

  /29

  $799,000

  Sold Jan 30, 2026

  368 Woodland Rd, Highland Park, IL 60035

  • 3 Beds
  • 2.5 Baths
  • 1,912 Sq Ft
  • Built 1924

  Last Sold Summary

  • $418/SF
  • 6 Days On Market

  Current Estimated Value $833,742

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

  368 Woodland Rd, Highland Park, IL 60035
• 

  

  /48

  Est $1,578,131

  Not Listed For Sale

  110 Lakewood Place, Highland Park, IL 60035

  • 6 Beds
  • 4.5 Baths
  • 4,972 Sq Ft
  • Built 1939

  110 Lakewood Place, Highland Park, IL 60035

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent William Platt Jameson Sotheby's International Realty

Showing Results 241 - 280, Page 7 of 18