12,814

Highland Park, IL Homes

Section Image
    • /25

      Est $863,601

      Not Listed For Sale

      798 Timber Hill Rd, Highland Park, IL 60035

      • 4 Beds
      • 3.5 Baths
      • 2,624 Sq Ft
      • Built 1964
      798 Timber Hill Rd, Highland Park, IL 60035

      Last Sold Summary

      • 3 Days On Market

  • /41

    $1,850,000

    • 5 Beds
    • 5.5 Baths
    • 6,562 Sq Ft

    1448 Sheridan Rd, Highland Park, IL 60035

    Set on a beautifully landscaped property in sought-after East Highland Park, this luxurious home offers 5 bedrooms and 5.1 baths across thoughtfully designed living spaces. Blending classic architectural character with modern updates, the home is equally suited for everyday living and entertaining. The kitchen with a large center island has been recently enhanced with custom cabinetry, updated

    Margie Brooks Baird & Warner

    1448 Sheridan Rd, Highland Park, IL 60035
  • /31

    $658,800

    Sold Jan 05, 2026

    1140 Ridge Rd, Highland Park, IL 60035

    • 3 Beds
    • 2.5 Baths
    • 2,248 Sq Ft
    • Built 1955

    Last Sold Summary

    • 2% Above List Price
    • $293/SF
    • 4 Days On Market

    Current Estimated Value $674,490

    Last Listing Agent Peggy Glickman @properties Christie's International Real Estate

    1140 Ridge Rd, Highland Park, IL 60035
    • /25

      Est $909,467

      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

  • /12

    $1,290,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 2,790 Sq Ft

    1170 Linden Ave, Highland Park, IL 60035

    Set on a .77 acre lot, this classic 1929-built residence offers endless potential in one of East Highland Park's most desirable neighborhoods. The home exudes curb appeal with its stately facade and mature landscaping. Inside, you'll find approximately 2800 square feet of well-proportioned living space. The first floor features a living room with fireplace, a formal dining room, and a cozy family

    Carol Strauss @properties Christie's International Real Estate

    1170 Linden Ave, Highland Park, IL 60035
  • /25

    $1,525,000

    Sold Apr 17, 2026

    995 Harvard Ct, Highland Park, IL 60035

    • 5 Beds
    • 4.5 Baths
    • 3,238 Sq Ft
    • Built 2016

    Last Sold Summary

    • 2% Above List Price
    • $471/SF
    • 5 Days On Market

    Current Estimated Value $1,479,815

    Last Listing Agent Aimee Glovsky Compass

    995 Harvard Ct, Highland Park, IL 60035
    • /40

      Est $950,361

      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

  • /2

    $299,900

    • Land
    • 0 Sq Ft

    550 Skokie Ave, Highland Park, IL 60035

    Rare opportunity to build your dream home on a beautiful wooded lot in an exceptional North Shore location. Surrounded by mature trees and situated on a quiet residential street, this property offers a peaceful setting while remaining just minutes from the vibrant downtown districts of both Highwood and Highland Park. Perfect for homeowners seeking to build a one-of-a-kind dream home or

    Alex Panek American International Realty

    550 Skokie Ave, Highland Park, IL 60035
  • /33

    $890,000

    Sold Jul 31, 2025

    935 Central Ave Unit 5, Highland Park, IL 60035

    • 4 Beds
    • 4.5 Baths
    • 3,012 Sq Ft
    • Built 1996

    Last Sold Summary

    • 2% Below List Price
    • $295/SF
    • 37 Days On Market

    Current Estimated Value $915,409

    Last Listing Agent Margie Brooks Baird & Warner

    935 Central Ave Unit 5, Highland Park, IL 60035
    • /27

      Est $980,216

      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

  • /9

    $899,900

    $50K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 3,164 Sq Ft

    1851 Cooper Ln, Highland Park, IL 60035

    INTERIOR OF HOME CAN BE SHOWN STARTING 3/3. APPOINTMENT MUST BE CONFIRMED. PLEASE DO NOT COMMENT ABOUT PROPERTY IN THE HOME WHERE ELDERLY OCCUPANTS ARE PRESENT. NO SIGN ON PROPERTY. Prime Highland Park property being marketed as complete gut rehab or tear down on private cul de sac with higher priced homes. Option is yours to remodel or tear down and build. Home and property are being sold in as

    Alice Scifo RE/MAX Advisors

    1851 Cooper Ln, Highland Park, IL 60035
  • /27

    $1,350,000

    Sold May 15, 2026

    2372 Tennyson Ln, Highland Park, IL 60035

    • 7 Beds
    • 6.5 Baths
    • 6,306 Sq Ft
    • Built 1986

    Last Sold Summary

    • 10% Below List Price
    • $214/SF
    • 1 Day On Market

    Current Estimated Value $1,659,669

    Last Listing Agent Janet Borden Compass

    2372 Tennyson Ln, Highland Park, IL 60035
    • /18

      Est $876,597

      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

  • /3

    $135,000

    • Land
    • 0 Sq Ft

    1 Burtis Ave, Highland Park, IL 60035

    Builder's Dream Opportunity! Seize this prime Highland Park lot - a 7,900 sq. ft. blank canvas ready for a stunning 3,085 sq. ft. home! Perfectly located near Highland Park and Highwood's vibrant festivals, top-rated restaurants, and thriving businesses, this property offers the best location. With utilities already in place from a previous home, you can hit the ground running on your next

    Melissa Newman @properties Christie's International Real Estate

    1 Burtis Ave, Highland Park, IL 60035
  • /31

    $1,100,000

    Sold Jun 18, 2026

    Unlisted Address

    • 5 Beds
    • 3 Baths
    • 3,410 Sq Ft
    • Built 1923

    Last Sold Summary

    • 14% Above List Price
    • $323/SF

    Current Estimated Value $938,041

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

    Unlisted Address
    • /2

      Est $1,229,507

      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

  • /34

    $1,299,000

    Pending
    • 4 Beds
    • 4.5 Baths
    • 4,376 Sq Ft

    1639 Thornwood Ln, Highland Park, IL 60035

    Beautiful 4-bedroom, 4.1-bath home in desirable Hybernia, set on an extra-large, fully fenced lot with spectacular pond and garden views on a quiet cul-de-sac. This thoughtfully designed home features a grand two-story entry, gracious room sizes, high ceilings, and abundant natural light throughout. The recently remodeled kitchen is a standout, featuring new appliances, an eating area, built-ins,

    Lauren Rabin @properties Christie's International Real Estate

    1639 Thornwood Ln, Highland Park, IL 60035
  • /2

    $742,000

    Sold Oct 08, 2025

    590 Broadview Ave, Highland Park, IL 60035

    • 3 Beds
    • 1.5 Baths
    • 2,151 Sq Ft
    • Built 1928

    Last Sold Summary

    • 10% Above List Price
    • $345/SF
    • 5 Days On Market

    Current Estimated Value $737,821

    Last Listing Agent David Chung Compass

    590 Broadview Ave, Highland Park, IL 60035
    • /21

      Est $1,245,062

      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

  • /15

    $499,000

    Open Sun 1PM - 3PM $51K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,616 Sq Ft

    1958 Castlewood Rd, Highland Park, IL 60035

    Opportunity knocks on coveted Castlewood Road! This 3-bedroom, 2-bathroom home sits on a generous 1/3-acre lot in one of Highland Park's most established neighborhoods - and it's ready for someone with the vision to bring it back to its full glory. Built in 1956 with the solid bones of mid-century construction, this 1,616 sq ft property offers the kind of square footage and lot size that buyers

    Scott Rose Baird & Warner

    1958 Castlewood Rd, Highland Park, IL 60035
  • /15

    $1,081,000

    Sold Jan 22, 2026

    2035 Kipling Ct, Highland Park, IL 60035

    • 4 Beds
    • 2.5 Baths
    • 3,408 Sq Ft
    • Built 1976

    Last Sold Summary

    • 1% Above List Price
    • $317/SF
    • 3 Days On Market

    Current Estimated Value $1,092,826

    Last Listing Agent Jacqueline Lotzof Compass

    2035 Kipling Ct, Highland Park, IL 60035
    • /41

      Est $2,396,225

      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

  • /29

    $1,950,000

    Pending
    • 3 Beds
    • 4.5 Baths
    • 4,750 Sq Ft

    775 Stonegate Dr, Highland Park, IL 60035

    Rarely available 4,700 sqft ranch set on an expansive, meticulously landscaped property offering exceptional privacy and presence. This elegant 3 bedroom, 4.1-bath residence is thoughtfully designed and rich in architectural detail, unfolding in a refined yet understated and unexpected manner. The expansive foyer creates a gracious sense of arrival, immediately drawing the eye toward the stunning

    Margie Brooks Baird & Warner

    775 Stonegate Dr, Highland Park, IL 60035
  • /30

    $1,050,000

    Sold Jun 05, 2026

    144 Oak Knoll Terrace, Highland Park, IL 60035

    • 4 Beds
    • 3.5 Baths
    • 3,191 Sq Ft
    • Built 1953

    Last Sold Summary

    • $329/SF
    • 0 Days On Market

    Current Estimated Value $1,174,870

    Last Listing Agent Lindsey Kaplan @properties Christie's International Real Estate

    144 Oak Knoll Terrace, Highland Park, IL 60035
    • /44

      Est $976,244

      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

  • /29

    $1,175,000

    $123K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,769 Sq Ft

    881 Marion Ave, Highland Park, IL 60035

    Some homes just feel right the moment you walk in - and 881 Marion is one of them. Tucked on a beautiful stretch of Marion Avenue in Highland Park's beloved Braeside neighborhood, this 4-bedroom, 2.5-bathroom home has been thoughtfully transformed from the inside out, with carefully considered improvements that make everyday living feel effortless. The layout was reimagined with real life in mind

    Jacqueline Lotzof Compass

    881 Marion Ave, Highland Park, IL 60035
  • /35

    $686,000

    Sold May 27, 2026

    1380 Glencoe Ave, Highland Park, IL 60035

    • 3 Beds
    • 1.5 Baths
    • 1,189 Sq Ft
    • Built 1955

    Last Sold Summary

    • 15% Above List Price
    • $577/SF
    • 4 Days On Market

    Current Estimated Value $588,932

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

    1380 Glencoe Ave, Highland Park, IL 60035
    • /45

      Est $1,003,867

      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

  • /33

    $749,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 3,500 Sq Ft

    411 Laurel Ave, Highland Park, IL 60035

    Amazing in town, walk to everywhere, Central and East Highland Park location! Bring this grand 1920's home to it's original splendor or build new! This 4 bedroom plus 2.5 bathroom home has great bones and old world charm with large bedrooms, hardwood floors throughout, a 3rd story walk-up attic area, unfinished basement, a huge yard, and a detached 2 car garage plus parking pad off of the alley.

    Cory Albiani @properties Christie's International Real Estate

    411 Laurel Ave, Highland Park, IL 60035
  • /42

    $1,562,500

    Sold Sep 18, 2025

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

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

    Last Sold Summary

    • 2% Below List Price
    • $501/SF
    • 13 Days On Market

    Current Estimated Value $1,548,213

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

    350 N Deere Park Dr W, Highland Park, IL 60035
    • /45

      Est $2,156,012

      Not Listed For Sale

      124 Lakewood Place, Highland Park, IL 60035

      • 5 Beds
      • 5.5 Baths
      • 7,200 Sq Ft
      • Built 1999
      124 Lakewood Place, Highland Park, IL 60035

      Last Sold Summary

      • 60 Days On Market

  • /39

    $2,300,000

    Pending
    • 5 Beds
    • 4.5 Baths
    • 4,575 Sq Ft

    990 Sheridan Rd, Highland Park, IL 60035

    Experience the height of North Shore sophistication at 990 Sheridan Road -- an impressive ranch offering 4575 square feet of refined living space. Located down a long driveway, this exceptionally pristine ranch is set among towering trees. Three car heated garage, motor court, and circular drive awaits you. From the moment you enter, the home's grand scale is revealed through the Foyer's soaring

    Merle Kirsner-Styer Engel & Voelkers Chicago North Shore

    990 Sheridan Rd, Highland Park, IL 60035
  • /38

    $1,675,000

    Sold Jul 01, 2025

    1263 Glencoe Ave, Highland Park, IL 60035

    • 4 Beds
    • 3.5 Baths
    • 3,474 Sq Ft
    • Built 1999

    Last Sold Summary

    • 12% Above List Price
    • $482/SF
    • 3 Days On Market

    Current Estimated Value $1,660,525

    Last Listing Agent Debbie Scully @properties Christie's International Real Estate

    1263 Glencoe Ave, Highland Park, IL 60035
    • /56

      Est $2,238,666

      Not Listed For Sale

      136 Lakewood Place, Highland Park, IL 60035

      • 2 Beds
      • 4.5 Baths
      • 4,339 Sq Ft
      • Built 1957
      136 Lakewood Place, Highland Park, IL 60035

      Last Sold Summary

      • 4 Days On Market

  • /15

    $2,500,000

    New Construction
    • 6 Beds
    • 5.5 Baths
    • 4,968 Sq Ft

    1350 Glencoe Ave, Highland Park, IL 60035

    Introducing The Lincoln Collection - an exclusive offering of nine new construction residences on the former Lincoln School site. Currently under construction and available July 2026. Perfectly positioned on a professionally landscaped .31-acre homesite, this exceptional 6-bedroom, 5.1-bath home offers approximately 5,400 square feet of curated living space across three impeccably finished

    Beth Wexler @properties Christie's International Real Estate

    1350 Glencoe Ave, Highland Park, IL 60035
  • /7

    $520,000

    Sold Aug 15, 2025

    1780 Rosemary Rd, Highland Park, IL 60035

    • 3 Beds
    • 3 Baths
    • 1,400 Sq Ft
    • Built 1955

    Last Sold Summary

    • 5% Below List Price
    • $371/SF
    • 53 Days On Market

    Current Estimated Value $531,173

    Last Listing Agent Amaliia Baturina Your House Realty

    1780 Rosemary Rd, Highland Park, IL 60035
    • /31

      Est $1,476,595

      Not Listed For Sale

      168 Lakewood Place, Highland Park, IL 60035

      • 5 Beds
      • 4.5 Baths
      • 3,465 Sq Ft
      • Built 1949
      168 Lakewood Place, Highland Park, IL 60035

      Last Sold Summary

      • 4 Days On Market

  • /34

    $1,679,000

    • 4 Beds
    • 4.5 Baths
    • 4,374 Sq Ft

    955 Wildwood Ln, Highland Park, IL 60035

    Rare opportunity to own a fully renovated 4-bedroom, 4.1 bathroom home set on a stunning East Highland Park ravine lot with nearly one acre of land at the end of a private cul-de-sac. Combining timeless elegance with extensive modern updates designed for today's lifestyle, this home features spacious living areas, hardwood floors throughout and magnificent views from every window. The beautifully

    Margie Brooks Baird & Warner

    955 Wildwood Ln, Highland Park, IL 60035
  • /29

    $655,000

    Sold Jun 27, 2025

    225 Green Bay Rd, Highland Park, IL 60035

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

    Last Sold Summary

    • 1% Above List Price
    • $428/SF
    • 0 Days On Market

    Current Estimated Value $659,693

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

    225 Green Bay Rd, Highland Park, IL 60035
    • /39

      Est $1,005,609

      Not Listed For Sale

      355 Oakland Dr, Highland Park, IL 60035

      • 4 Beds
      • 3.5 Baths
      • 3,146 Sq Ft
      • Built 1923
      355 Oakland Dr, Highland Park, IL 60035

      Last Sold Summary

      • 6 Days On Market

Showing Results 321 - 360, Page 9 of 18

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