Highland Park, IL Homes

• 

  

  

  /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 Diplomat Realty, Inc.

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

  

  

  /30

  Est $909,091

  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
• 

  

  

  /9

  $375,000

  Pending

  • 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
• 

  

  

  /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 $670,271

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

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

  

  

  /15

  Est $546,242

  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
• 

  

  /27

  $375,000

  Pending

  • 2 Beds
  • 2.5 Baths
  • 1,548 Sq Ft

  1071 Deerfield Place Unit 1071, Highland Park, IL 60035

  Welcome to this absolutely charming 2-bedroom, 2.1-bath townhome in a highly sought-after Highland Park location w/ beautiful pond views. The living room features a gas-log fireplace, overlooks the pond, and has direct access to a private patio, perfect for relaxing or enjoying your morning coffee. The kitchen offers ample cabinet space, a casual eating area, and a large window overlooking the

  Stephanie Absler-Orsi RE/MAX Top Performers

  1071 Deerfield Place Unit 1071, 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 $1,496,515

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

  2005 Keats Ln, Highland Park, IL 60035
• 

  

  /25

  Est $887,334

  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
• 

  

  /25

  $2,900,000

  • 4 Beds
  • 5.5 Baths
  • 5,590 Sq Ft

  1551 Mill Trail, Highland Park, IL 60035

  The epitome of luxurious one-level living. Set on a magnificent 3+ acre parcel in an exclusive private enclave, this extraordinary property is surrounded on three sides by the Heller Nature Preserve, offering 97 acres of protected land, serene privacy, and breathtaking natural beauty. Enjoy miles of scenic trails ideal for hiking, cross-country skiing, and horseback riding-an unmatched setting

  Honore Frumentino @properties Christie's International Real Estate

  1551 Mill Trail, 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 $657,510

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

  643 Broadview Ave, Highland Park, IL 60035
• 

  

  /36

  Est $569,988

  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
• 

  

  /40

  $3,199,999

  Open Sun 11AM - 2PM $299K 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 $714,530

  Last Listing Agent Janet Borden Compass

  325 Lincolnwood Rd, Highland Park, IL 60035
• 

  

  /22

  Est $820,883

  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
• 

  

  /20

  $539,999

  Open Sun 2PM - 4PM

  • 3 Beds
  • 2 Baths
  • 1,534 Sq Ft

  1804 Winthrop Rd, Highland Park, IL 60035

  Welcome to 1804 Winthrop Drive, a beautifully updated home perfectly situated across from Devonshire Park. Renovated in 2017 by previous owners, this move in ready home combines modern updates, thoughtful functionality, and an exceptional location. It feeds into highly sought after Deerfield elementary and middle schools and offers the rare choice of either Deerfield High School or Highland Park

  Jennifer Boudreau Compass

  1804 Winthrop Rd, 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 $294,798

  Last Listing Agent Bill Bommarito Norshore Realty, LLC.

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

  

  /25

  Est $863,944

  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
• 

  

  /25

  $424,000

  Pending

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

  628 Calais Cir, Highland Park, IL 60035

  Rarely available and ideally situated overlooking the park, this lovingly maintained 3-bedroom, 2.5-bath townhome offers one of the best locations in Chantilly. Ready for your personal updates and design vision, this home features three spacious upstairs bedrooms, including a primary suite with private bath plus an additional full guest bath. The kitchen includes newer stainless steel appliances

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

  628 Calais Cir, Highland Park, IL 60035
• 

  

  /24

  $1,100,000

  Sold Jun 27, 2025

  3150 Warbler Place, Highland Park, IL 60035

  • 6 Beds
  • 4.5 Baths
  • 4,000 Sq Ft
  • Built 1987

  Last Sold Summary

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

  Current Estimated Value $1,128,968

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

  3150 Warbler Place, Highland Park, IL 60035
• 

  

  /30

  Est $597,539

  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
• 

  

  /30

  $824,900

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,974 Sq Ft

  1837 Eastwood Ave, Highland Park, IL 60035

  Very desirable center entry colonial on beautifully landscaped oversized lot in ideal Sherwood Forest location! Sunny, spacious, two story, 4 bedroom floor plan with 2.5 baths. Eat- in kitchen with sliders to the patio. Family room with wood burning fireplace and sliders to the back yard. Beautiful hardwood floors. Formal dining room and main floor family room make this the perfect home for

  Irena Godin Barr Agency, Inc

  1837 Eastwood 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 $800,928

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

  368 Woodland Rd, Highland Park, IL 60035
• 

  

  /31

  Est $827,218

  Not Listed For Sale

  373 Flora Place, Highland Park, IL 60035

  • 4 Beds
  • 3.5 Baths
  • 2,425 Sq Ft
  • Built 1959

  373 Flora Place, Highland Park, IL 60035

  Last Sold Summary

  • 7 Days On Market
• 

  

  /23

  $849,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,328 Sq Ft

  319 Hastings Ave, Highland Park, IL 60035

  Opportunity awaits in this spacious 4-bedroom, 2.1-bath mid-century ranch located in a desirable East Highland Park neighborhood. Offering an easy, functional floor plan and generous room sizes throughout, this home provides the perfect canvas for buyers looking to personalize and update over time. The main living spaces are filled with natural light and showcase the clean lines and timeless

  Beth Alberts Compass

  319 Hastings Ave, Highland Park, IL 60035
• 

  

  /65

  $1,025,000

  Sold Dec 16, 2025

  3760 Gilgare Ln, Highland Park, IL 60035

  • 6 Beds
  • 6 Baths
  • 5,004 Sq Ft
  • Built 1890

  Last Sold Summary

  • 18% Below List Price
  • $205/SF
  • 55 Days On Market

  Current Estimated Value $1,122,621

  Last Listing Agent Donna Mancuso Jameson Sotheby's International Realty

  3760 Gilgare Ln, Highland Park, IL 60035
• 

  

  /16

  Est $824,294

  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
• 

  

  /20

  $469,000

  • 3 Beds
  • 2.5 Baths
  • 2,528 Sq Ft

  1470 Saint Tropez Ct, Highland Park, IL 60035

  Come see this bright and light 3 bdrm 2.5 bath end-unit home in Chantilly! This favorite and larger floor plan faces an interior courtyard (no road in front of your windows) with serene and lovely garden views.The entry leads to the living room, dining room and powder room. The spacious family room with wet bar, adjoins the living room, dining room and kitchen offering flexibilty and great flow.

  Susan Zeller Jennings Realty,Inc.

  1470 Saint Tropez Ct, Highland Park, IL 60035
• 

  

  /38

  $659,000

  Sold Sep 11, 2025

  1802 Winthrop Rd, Highland Park, IL 60035

  • 4 Beds
  • 2.5 Baths
  • 2,491 Sq Ft
  • Built 1961

  Last Sold Summary

  • 1% Below List Price
  • $265/SF
  • 3 Days On Market

  Current Estimated Value $671,632

  Last Listing Agent Jill Okun Berkshire Hathaway HomeServices Chicago

  1802 Winthrop Rd, Highland Park, IL 60035
• 

  

  /26

  Est $919,338

  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
• 

  

  /33

  $925,000

  Pending

  • 5 Beds
  • 3.5 Baths
  • 4,426 Sq Ft

  559 Hillside Dr, Highland Park, IL 60035

  Nestled in the highly sought-after Ravinia neighborhood, this spectacular and sun-drenched five-bedroom, 3.5-bath home offers an abundance of space and charm. The main level boasts beautiful hardwood flooring throughout, featuring a massive living room with vaulted ceilings and a cozy fireplace that serves as the perfect centerpiece for entertaining. Seamlessly connected to the living area is a

  Aaron Greenberg Kale Realty

  559 Hillside Dr, Highland Park, IL 60035
• 

  /2

  $1,700,000

  Sold Oct 15, 2025

  800 Deerfield Rd Unit 306, Highland Park, IL 60035

  • 3 Beds
  • 4.5 Baths
  • 3,268 Sq Ft
  • Built 1991

  Last Sold Summary

  • $520/SF
  • 3 Days On Market

  Current Estimated Value $1,766,418

  Last Listing Agent Alex Entratter @properties Christie's International Real Estate

  800 Deerfield Rd Unit 306, Highland Park, IL 60035
• 

  

  /20

  Est $847,867

  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
• 

  

  /88

  $1,900,000

  $580K PRICE DROP

  • 6 Beds
  • 6 Baths
  • 6,908 Sq Ft

  1499 Sheridan Rd, Highland Park, IL 60035

  Spectacular Historic Queen Anne Revival on Nearly 3/4 Acre in East Highland Park. A rare opportunity to own a magnificent Queen Anne Revival residence, beautifully set on a private lot just under 3/4 of an acre in sought-after East Highland Park. This exceptional home offers the best of all worlds-historic beauty and grandeur paired seamlessly with modern additions and amenities designed for

  Vince Dinh HomeSmart Connect LLC

  1499 Sheridan Rd, Highland Park, IL 60035
• 

  

  /28

  $400,000

  Sold Sep 08, 2025

  1223 Cavell Ave, Highland Park, IL 60035

  • 3 Beds
  • 1.5 Baths
  • 1,600 Sq Ft
  • Built 1952

  Last Sold Summary

  • $250/SF
  • 14 Days On Market

  Current Estimated Value $431,904

  Last Listing Agent Janet Borden Compass

  1223 Cavell Ave, Highland Park, IL 60035
• 

  

  /22

  Est $943,329

  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
• 

  

  /36

  $1,199,999

  • 5 Beds
  • 3.5 Baths
  • 3,256 Sq Ft

  2130 Magnolia Ln, Highland Park, IL 60035

  This beautifully maintained and recently updated home offers 4 spacious bedrooms and 2 full bathrooms, along with a convenient half bath. Additionally, there's an extra bedroom and bathroom in the basement, perfect for guests or a private retreat. The house features a formal living room, a cozy family room, an eat-in kitchen, and a practical mudroom, providing ample space for everyday living and

  Ted Pickus @properties Christie's International Real Estate

  2130 Magnolia Ln, Highland Park, IL 60035
• 

  

  /17

  $250,000

  Sold Sep 12, 2025

  2086 Saint Johns Ave Unit 306, Highland Park, IL 60035

  • 2 Beds
  • 2 Baths
  • 1,532 Sq Ft
  • Built 1979

  Last Sold Summary

  • $163/SF
  • 10 Days On Market

  Current Estimated Value $351,635

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

  2086 Saint Johns Ave Unit 306, Highland Park, IL 60035
• 

  

  /35

  Est $970,117

  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
• 

  

  /30

  $1,750,000

  $100K PRICE DROP

  • 3 Beds
  • 5 Baths
  • 3,488 Sq Ft

  260 Whistler Rd Unit 2B-C, Highland Park, IL 60035

  Experience unparalleled scale and sophistication in this one-of-a-kind Drill Hall residence within a boutique, luxury Fort Sheridan elevator building. Two units, offering an alternative to ranch inspired living, were expertly combined to create this 3 bedroom, 3.2 bath gallery style condominium with the added features of 3 spacious, private balconies overlooking the Meadow and the Pond, 2 loft

  Judy Weiss @properties Christie's International Real Estate

  260 Whistler Rd Unit 2B-C, Highland Park, IL 60035
• 

  

  /23

  $280,000

  Sold Jun 25, 2025

  2020 St Johns Ave Unit 507, Highland Park, IL 60035

  • 2 Beds
  • 2 Baths
  • 1,268 Sq Ft
  • Built 1987

  Last Sold Summary

  • 6% Below List Price
  • $221/SF
  • 6 Days On Market

  Current Estimated Value $315,368

  Last Listing Agent Catherine Mudd Compass

  2020 St Johns Ave Unit 507, Highland Park, IL 60035

Showing Results 281 - 320, Page 8 of 18