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Highland Park, IL - homes for sale
70 of 70 results displayed
- New
$395,000Active2 beds 2 baths1,400 sq. ft.1230 Park Avenue W #225, Highland Park, IL 60035
MLS# 12554003Listed by: ONIX REALTY, INC.
- New
$1,175,000Active5 beds 4 baths3,414 sq. ft.1878 Sunset Road, Highland Park, IL 60035
MLS# 12538819Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE - New
$525,000Active2 beds 2 baths1,490 sq. ft.1633 2nd Street #508, Highland Park, IL 60035
MLS# 12554791Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE 
$250,000Pending2 beds 2 baths1,120 sq. ft.677 Roger Williams Avenue #677, Highland Park, IL 60035
MLS# 12555189Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$799,000Pending3 beds 3 baths2,409 sq. ft.568 Burton Avenue, Highland Park, IL 60035
MLS# 12547914Listed by: BAIRD & WARNER
$820,000Pending4 beds 3 baths2,766 sq. ft.1912 Old Briar Road, Highland Park, IL 60035
MLS# 12554553Listed by: CIRCLE ONE REALTY- New
$350,000Active2 beds 2 baths1,600 sq. ft.1695 2nd Street #402, Highland Park, IL 60035
MLS# 12539985Listed by: BAIRD & WARNER - New
$2,480,000Active6 beds 6 baths6,908 sq. ft.1499 Sheridan Road, Highland Park, IL 60035
MLS# 12553390Listed by: HOMESMART CONNECT LLC 
$1,099,000Pending4 beds 3 baths2,599 sq. ft.135 Lakewood Place, Highland Park, IL 60035
MLS# 12531937Listed by: JAMESON SOTHEBY'S INTERNATIONAL REALTY- New
$269,000Active2 beds 2 baths1,260 sq. ft.1230 Park Avenue W #213, Highland Park, IL 60035
MLS# 12553107Listed by: COMPASS 
$1,495,000Pending3 beds 3 baths2,625 sq. ft.689 Crofton Avenue S, Highland Park, IL 60035
MLS# 12546900Listed by: COMPASS
$1,250,000Pending6 beds 6 baths4,116 sq. ft.3390 Old Mill Road, Highland Park, IL 60035
MLS# 12552407Listed by: COMPASS- Open Sun, 1 to 4pmNew
$699,000Active3 beds 3 baths2,197 sq. ft.595 Ravinia Road, Highland Park, IL 60035
MLS# 12543593Listed by: BAIRD & WARNER - New
$149,000Active0 Acres1 Burtis Avenue, Highland Park, IL 60035
MLS# 12551158Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE 
$399,000Pending3 beds 2 baths1,373 sq. ft.971 Windsor Road, Highland Park, IL 60035
MLS# 12550718Listed by: JAMES CLARK
$349,900Pending2 beds 2 baths1,532 sq. ft.2086 Saint Johns Avenue #306, Highland Park, IL 60035
MLS# 12538074Listed by: CORE REALTY & INVESTMENTS INC.
$800,000Active5 beds 4 baths2,715 sq. ft.375 Park Avenue, Highland Park, IL 60035
MLS# 12549585Listed by: EXP REALTY
$489,000Pending3 beds 2 baths1,270 sq. ft.1115 Sandwick Court, Highland Park, IL 60035
MLS# 12134494Listed by: REALTY CONNECT INC
$255,000Active1 beds 1 baths850 sq. ft.2103 Saint Johns Avenue #A, Highland Park, IL 60035
MLS# 12549423Listed by: BARR AGENCY, INC
$650,000Pending3 beds 2 baths1,580 sq. ft.1257 Forest Avenue, Highland Park, IL 60035
MLS# 12548773Listed by: CORE REALTY & INVESTMENTS, INC
$850,000Pending4 beds 3 baths3,675 sq. ft.2446 Western Avenue, Highland Park, IL 60035
MLS# 12544863Listed by: COMPASS
$2,299,000Active6 beds 7 baths4,289 sq. ft.1839 Shelley Court, Highland Park, IL 60035
MLS# 12546592Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$1,650,000Pending4 beds 4 baths3,330 sq. ft.203 Prospect Avenue, Highland Park, IL 60035
MLS# 12538967Listed by: BAIRD & WARNER
$1,195,000Pending4 beds 4 baths3,089 sq. ft.1832 Eastwood Avenue, Highland Park, IL 60035
MLS# 12519512Listed by: BAIRD & WARNER
$749,000Pending4 beds 3 baths1,981 sq. ft.626 Barberry Road, Highland Park, IL 60035
MLS# 12545574Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$780,000Pending3 beds 3 baths2,300 sq. ft.945 Villas Court, Highland Park, IL 60035
MLS# 12538989Listed by: COMPASS
$725,000Pending4 beds 3 baths3,562 sq. ft.3349 University Avenue, Highland Park, IL 60035
MLS# 12545702Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$690,000Active4 beds 2 baths2,030 sq. ft.537 County Line Road, Highland Park, IL 60035
MLS# 12543071Listed by: JAMESON SOTHEBY'S INTERNATIONAL REALTY
$1,199,900Active3 beds 4 baths3,350 sq. ft.1066 Livingston (lot 2) Avenue, Highland Park, IL 60035
MLS# 12538211Listed by: MC NAUGHTON REALTY GROUP
$1,199,900Active4 beds 4 baths2,900 sq. ft.1062 Livingston (lot 4) Avenue, Highland Park, IL 60035
MLS# 12538222Listed by: MC NAUGHTON REALTY GROUP
$649,000Active3 beds 3 baths1,387 sq. ft.2325 Shady Lane, Highland Park, IL 60035
MLS# 12540190Listed by: AMERICAN INTERNATIONAL REALTY
$1,699,000Pending6 beds 6 baths5,400 sq. ft.370 Briar Lane, Highland Park, IL 60035
MLS# 12544394Listed by: COLDWELL BANKER REALTY
$650,000Pending3 beds 3 baths2,820 sq. ft.850 Evergreen Way, Highland Park, IL 60035
MLS# 12543671Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$849,000Active5 beds 4 baths2,462 sq. ft.835 Yale Lane, Highland Park, IL 60035
MLS# 12494594Listed by: COMPASS
$625,000Active3 beds 3 baths1,722 sq. ft.840 Auburn Court, Highland Park, IL 60035
MLS# 12535773Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$280,000Active2 beds 2 baths1,260 sq. ft.1220 Park Avenue W #134, Highland Park, IL 60035
MLS# 12539090Listed by: EXP REALTY
$969,900Active5 beds 4 baths2,730 sq. ft.Address Withheld By Seller, Highland Park, IL 60035
MLS# 12497623Listed by: CENTURY 21 CIRCLE
$629,000Pending4 beds 3 baths3,055 sq. ft.1653 Mccraren Road, Highland Park, IL 60035
MLS# 12523925Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$1,599,000Pending4 beds 5 baths4,222 sq. ft.1666 Cloverdale Avenue, Highland Park, IL 60035
MLS# 12527269Listed by: COMPASS- Open Sat, 12 to 3pm
$675,000Active4 beds 3 baths2,406 sq. ft.Address Withheld By Seller, Highland Park, IL 60035
MLS# 12524849Listed by: BAIRD & WARNER 
$799,000Pending3 beds 3 baths1,912 sq. ft.368 Woodland Road, Highland Park, IL 60035
MLS# 12519749Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$1,435,000Pending4 beds 4 baths3,782 sq. ft.1725 Lilly Court, Highland Park, IL 60035
MLS# 12514322Listed by: ENGEL & VOELKERS CHICAGO NORTH SHORE
$3,800,000Active7 beds 8 baths7,891 sq. ft.34 Logan Loop, Highland Park, IL 60035
MLS# 12482072Listed by: JAMESON SOTHEBY'S INTERNATIONAL REALTY
$950,000Pending6 beds 5 baths4,272 sq. ft.1210 North Avenue, Highland Park, IL 60035
MLS# 12536114Listed by: COMPASS
$1,649,000Pending5 beds 5 baths5,000 sq. ft.1816 Rosemary Road, Highland Park, IL 60035
MLS# 12499430Listed by: BAIRD & WARNER
$1,225,000Pending4 beds 5 baths4,225 sq. ft.3287 Western Avenue, Highland Park, IL 60035
MLS# 12499556Listed by: BAIRD & WARNER
$549,000Pending3 beds 2 baths1,524 sq. ft.566 Bellevue Place, Highland Park, IL 60035
MLS# 12501496Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$725,000Pending4 beds 4 baths2,400 sq. ft.860 Green Bay Road, Highland Park, IL 60035
MLS# 12475977Listed by: KALE REALTY
$900,000Pending0 Acres0 Moraine Road, Highland Park, IL 60035
MLS# 12488908Listed by: SKY HIGH REAL ESTATE INC.
$395,000Pending3 beds 3 baths1,890 sq. ft.1490 Avignon Court, Highland Park, IL 60035
MLS# 12479527Listed by: KURMAN REALTY GROUP
$379,900Active2 beds 2 baths1,407 sq. ft.1795 Lake Cook Road #110, Highland Park, IL 60035
MLS# 12467888Listed by: REALTY ONE GROUP INC.
$449,000Pending3 beds 2 baths1,080 sq. ft.927 Half Day Road, Highland Park, IL 60035
MLS# 12460624Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$474,900Active4 beds 3 baths2,079 sq. ft.512 Hill Street, Highland Park, IL 60035
MLS# 12479268Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$1,050,000Pending3 beds 3 baths2,600 sq. ft.1060 Livingston (lot 5) Avenue, Highland Park, IL 60035
MLS# 12447385Listed by: MC NAUGHTON REALTY GROUP
$750,000Pending4 beds 3 baths2,522 sq. ft.1239 Cambridge Court, Highland Park, IL 60035
MLS# 12438954Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$550,000Pending3 beds 3 baths2,296 sq. ft.666 Barberry Road, Highland Park, IL 60035
MLS# 12429984Listed by: EXIT REALTY REDEFINED
$5,995,000Active5 beds 8 baths9,000 sq. ft.55 Prospect Avenue, Highland Park, IL 60035
MLS# 12468025Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$8,750,000Active5 beds 9 baths9,749 sq. ft.55 S Deere Park Drive, Highland Park, IL 60035
MLS# 12409049Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$375,000Pending0.9 Acres0 Highmoor Road, Highland Park, IL 60035
MLS# 12402785Listed by: COLDWELL BANKER REALTY
$1,299,900Active4 beds 4 baths3,900 sq. ft.2514 Hidden Oak (lot 9) Circle, Highland Park, IL 60035
MLS# 12397588Listed by: MC NAUGHTON REALTY GROUP
$1,399,999Active4 beds 4 baths3,216 sq. ft.1672 Huntington Lane, Highland Park, IL 60035
MLS# 12378492Listed by: CIRCLE ONE REALTY
$1,875,000Active6 beds 7 baths5,000 sq. ft.215 Prospect Avenue, Highland Park, IL 60035
MLS# 12518546Listed by: BERKSHIRE HATHAWAY HOMESERVICES CHICAGO
$499,900Active3 beds 2 baths1,850 sq. ft.1039 Deerfield Place #1039, Highland Park, IL 60035
MLS# 12538869Listed by: EXP REALTY
$5,999,000Active9 beds 12 baths10,777 sq. ft.2441 Woodbridge Lane, Highland Park, IL 60035
MLS# 12331011Listed by: JAMESON SOTHEBY'S INTERNATIONAL REALTY
$1,199,900Active3 beds 4 baths3,350 sq. ft.1068 Livingston (lot 1) Avenue, Highland Park, IL 60035
MLS# 12301049Listed by: MC NAUGHTON REALTY GROUP
$1,199,900Active3 beds 4 baths3,400 sq. ft.2522 Hidden Oak (lot 7) Circle, Highland Park, IL 60035
MLS# 12262003Listed by: MC NAUGHTON REALTY GROUP- New
$2,999,000Active6 beds 7 baths8,256 sq. ft.493 Hazel Avenue, Highland Park, IL 60035
MLS# 12508727Listed by: COMPASS 
$2,840,000Pending3 beds 4 baths4,105 sq. ft.650 Walnut Street #301, Highland Park, IL 60035
MLS# 12089216Listed by: DIPLOMAT REALTY, INC.
$1,490,000Pending1.33 Acres0 Patten Road, Highland Park, IL 60035
MLS# 12055789Listed by: LPT REALTY
$290,000Active0.22 Acres0 Skokie Avenue, Highland Park, IL 60035
MLS# 10984015Listed by: COLDWELL BANKER REALTY
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Copyright 2026 Midwest Real Estate Data LLC. All rights reserved. The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of the Midwest Real Estate Data LLC. Listing information is deemed reliable but not guaranteed.
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©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.