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Highland Park, IL - single-family homes for sale
80 of 80 results displayed
- New
$639,000Active3 beds 2 baths1,700 sq. ft.1320 Deerfield Place, Highland Park, IL 60035
MLS# 12756230Listed by: JAKUBCO DEVELOPMENT, INC
- New
$3,350,000Active6 beds 7 baths1008 Bob O Link Road, Highland Park, IL 60035
MLS# 12756483Listed by: COMPASS - New
$2,799,000Active6 beds 9 baths9,886 sq. ft.1630 Ridge Road, Highland Park, IL 60035
MLS# 12754915Listed by: JAMESON SOTHEBY'S INTL REALTY - New
$899,000Active5 beds 3 baths3,079 sq. ft.358 Hastings Avenue, Highland Park, IL 60035
MLS# 12748876Listed by: BAIRD & WARNER - New
$899,000Active5 beds 4 baths2,496 sq. ft.650 Green Bay Road, Highland Park, IL 60035
MLS# 12743833Listed by: BAIRD & WARNER - New
$750,000Active3 beds 4 baths2,394 sq. ft.972 Coventry Lane, Highland Park, IL 60035
MLS# 12750368Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE - New
$393,000Active2 beds 1 baths1,247 sq. ft.1458 Linden Avenue, Highland Park, IL 60035
MLS# 12756090Listed by: REALTY ONE GROUP INC. - Open Sun, 1 to 3pmNew
$1,195,000Active3 beds 3 baths2,951 sq. ft.723 Detamble Avenue, Highland Park, IL 60035
MLS# 12751434Listed by: COMPASS - New
$3,900,000Active4 beds 6 baths5,500 sq. ft.22 Lakeview Terrace, Highland Park, IL 60035
MLS# 12750752Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE 
$749,000Pending4 beds 3 baths1,960 sq. ft.2714 Fort Sheridan Avenue, Highland Park, IL 60035
MLS# 12686916Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$1,675,000Active6 beds 9 baths5,339 sq. ft.1745 Sundrop Circle, Highland Park, IL 60035
MLS# 12746465Listed by: COMPASS
$649,000Pending4 beds 3 baths2,200 sq. ft.872 Virginia Road, Highland Park, IL 60035
MLS# 12744419Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$575,000Pending3 beds 2 baths1,890 sq. ft.1767 Clifton Avenue, Highland Park, IL 60035
MLS# 12731197Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$775,000Pending4 beds 4 baths2,971 sq. ft.2843 Twin Oaks Drive, Highland Park, IL 60035
MLS# 12735177Listed by: COMPASS
$2,500,000Active5 beds 4 baths5,443 sq. ft.89 Cary Avenue, Highland Park, IL 60035
MLS# 12737545Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$625,000Active3 beds 2 baths1,708 sq. ft.475 Burton Avenue, Highland Park, IL 60035
MLS# 12737978Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$740,000Active4 beds 2 baths2,496 sq. ft.263 Barberry Road, Highland Park, IL 60035
MLS# 12743730Listed by: JOSEPH D RYAN
$2,200,000Pending4 beds 4 baths4,322 sq. ft.165 Maple Avenue, Highland Park, IL 60035
MLS# 12735433Listed by: COMPASS
$1,599,000Active5 beds 5 baths4,491 sq. ft.251 Oakland Drive, Highland Park, IL 60035
MLS# 12735318Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$995,000Pending4 beds 3 baths3,511 sq. ft.890 Dryden Lane, Highland Park, IL 60035
MLS# 12739925Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$1,350,000Active4 beds 4 baths2,300 sq. ft.1120 Ridgewood Drive, Highland Park, IL 60035
MLS# 12730887Listed by: BAIRD & WARNER
$1,450,000Pending5 beds 6 baths5,118 sq. ft.315 N Deere Park Drive, Highland Park, IL 60035
MLS# 12740788Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE- Open Sat, 1 to 3pm
$499,900Active4 beds 2 baths1,279 sq. ft.1243 Ridge Road, Highland Park, IL 60035
MLS# 12728790Listed by: RE/MAX SUBURBAN 
$679,000Active4 beds 3 baths2,647 sq. ft.815 Barberry Road, Highland Park, IL 60035
MLS# 12644189Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$1,499,000Active4 beds 4 baths4,254 sq. ft.327 Marshman Avenue, Highland Park, IL 60035
MLS# 12737417Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$1,045,000Pending5 beds 4 baths4,092 sq. ft.1557 Cavell Avenue, Highland Park, IL 60035
MLS# 12735830Listed by: BAIRD & WARNER
$1,699,000Pending5 beds 4 baths3,884 sq. ft.1620 Ravine Terrace, Highland Park, IL 60035
MLS# 12738056Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$775,000Pending4 beds 3 baths2,750 sq. ft.1752 Mccraren Road, Highland Park, IL 60035
MLS# 12734839Listed by: AMERICORP, LTD
$1,750,000Active6 beds 5 baths5,300 sq. ft.1848 Balsam Road, Highland Park, IL 60035
MLS# 12735339Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$975,000Pending3 beds 5 baths3,618 sq. ft.1367 Lincoln Avenue S, Highland Park, IL 60035
MLS# 12724825Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$549,000Pending3 beds 2 baths1,829 sq. ft.1880 Midland Avenue, Highland Park, IL 60035
MLS# 12724852Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$1,599,000Active6 beds 7 baths5,000 sq. ft.215 Prospect Avenue, Highland Park, IL 60035
MLS# 12733085Listed by: BERKSHIRE HATHAWAY HOMESERVICES CHICAGO
$499,000Pending3 beds 1 baths1,217 sq. ft.1704 Park Avenue W, Highland Park, IL 60035
MLS# 12705659Listed by: COMPASS
$595,000Active2 beds 2 baths1,744 sq. ft.1353 Golf Avenue, Highland Park, IL 60035
MLS# 12733411Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$569,000Pending4 beds 2 baths1,878 sq. ft.415 Bloom Street, Highland Park, IL 60035
MLS# 12732836Listed by: BEYCOME BROKERAGE REALTY LLC
$549,000Active3 beds 2 baths1,308 sq. ft.1746 Richfield Avenue, Highland Park, IL 60035
MLS# 12705272Listed by: COMPASS
$750,000Pending4 beds 3 baths3,861 sq. ft.1645 Sherwood Road, Highland Park, IL 60035
MLS# 12721149Listed by: BAIRD & WARNER
$545,000Active4 beds 2 baths1,818 sq. ft.552 Burton Avenue, Highland Park, IL 60035
MLS# 12728137Listed by: BAIRD & WARNER
$1,095,000Pending3 beds 3 baths2,301 sq. ft.251 Central Avenue, Highland Park, IL 60035
MLS# 12687420Listed by: COMPASS
$1,995,000Pending6 beds 8 baths10,795 sq. ft.260 Beech Street, Highland Park, IL 60035
MLS# 12725585Listed by: NORTH CLYBOURN GROUP, INC.
$699,000Pending3 beds 2 baths2,324 sq. ft.732 Hill Street, Highland Park, IL 60035
MLS# 12724223Listed by: COLDWELL BANKER REALTY
$1,395,000Active4 beds 4 baths2,330 sq. ft.23 Heritage Drive, Highland Park, IL 60035
MLS# 12716202Listed by: COMPASS
$625,000Pending2 beds 2 baths2,193 sq. ft.1871 Elmwood Drive, Highland Park, IL 60035
MLS# 12705309Listed by: COMPASS
$589,900Pending3 beds 2 baths1,591 sq. ft.1269 Eastwood Avenue, Highland Park, IL 60035
MLS# 12720329Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$949,500Pending3 beds 3 baths2,292 sq. ft.905 Villas Court, Highland Park, IL 60035
MLS# 12708105Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$625,000Pending3 beds 3 baths1,877 sq. ft.3107 Dato Avenue, Highland Park, IL 60035
MLS# 12716773Listed by: KOMAR
$2,550,000Pending4 beds 6 baths5,590 sq. ft.1551 Mill Trail, Highland Park, IL 60035
MLS# 12714956Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$2,500,000Active6 beds 7 baths5,072 sq. ft.701 Lincoln Avenue W, Highland Park, IL 60035
MLS# 12703691Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$1,249,000Pending2 beds 3 baths235 Moraine Road, Highland Park, IL 60035
MLS# 12710115Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$4,995,000Active9 beds 14 baths10,777 sq. ft.2441 Woodbridge Lane, Highland Park, IL 60035
MLS# 12678213Listed by: COMPASS- Open Sat, 12:30 to 3pm
$873,500Active4 beds 2 baths2,622 sq. ft.1538 Oakwood Avenue, Highland Park, IL 60035
MLS# 12699488Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE 
$1,150,000Active5 beds 6 baths6,360 sq. ft.201 Aspen Lane, Highland Park, IL 60035
MLS# 12693363Listed by: COMPASS
$1,095,000Pending4 beds 5 baths3,069 sq. ft.310 Linden Park Place, Highland Park, IL 60035
MLS# 12705118Listed by: COMPASS
$1,695,000Pending5 beds 7 baths5,074 sq. ft.395 Cedar Avenue, Highland Park, IL 60035
MLS# 12682607Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$1,399,000Pending4 beds 3 baths3,000 sq. ft.195 Lakeside Place, Highland Park, IL 60035
MLS# 12705449Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$4,399,000Active6 beds 6 baths966 Wade Street, Highland Park, IL 60035
MLS# 12501567Listed by: FULTON GRACE REALTY
$1,399,000Active5 beds 5 baths3,400 sq. ft.2009 Skyelar Court, Highland Park, IL 60035
MLS# 12696254Listed by: ENGEL & VOELKERS CHICAGO NORTH SHORE
$1,499,000Pending5 beds 7 baths5,026 sq. ft.390 Hazel Avenue, Highland Park, IL 60035
MLS# 12690825Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$885,000Pending6 beds 4 baths3,392 sq. ft.770 North Avenue, Highland Park, IL 60035
MLS# 12686627Listed by: ENGEL & VOELKERS CHICAGO NORTH SHORE
$649,900Active3 beds 2 baths1,746 sq. ft.Address Withheld By Seller, Highland Park, IL 60035
MLS# 12663892Listed by: COLDWELL BANKER REALTY
$2,599,000Active6 beds 7 baths8,256 sq. ft.493 Hazel Avenue, Highland Park, IL 60035
MLS# 12686426Listed by: COMPASS
$509,000Pending3 beds 2 baths1,190 sq. ft.1230 Ferndale Avenue, Highland Park, IL 60035
MLS# 12671640Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$975,000Pending4 beds 5 baths4,772 sq. ft.146 Towers Keep, Highland Park, IL 60035
MLS# 12684495Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$1,095,000Active6 beds 6 baths3,396 sq. ft.2925 Parkside Drive, Highland Park, IL 60035
MLS# 12685702Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$1,679,000Pending4 beds 5 baths4,374 sq. ft.955 Wildwood Lane, Highland Park, IL 60035
MLS# 12676605Listed by: BAIRD & WARNER
$599,000Active4 beds 2 baths1,368 sq. ft.639 Melody Lane, Highland Park, IL 60035
MLS# 12675992Listed by: COMPASS
$3,850,000Pending6 beds 11 baths10,000 sq. ft.2214 Churchill Lane, Highland Park, IL 60035
MLS# 12678290Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$550,000Active5 beds 4 baths2,340 sq. ft.2648 Western Avenue, Highland Park, IL 60035
MLS# 12671439Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$3,800,000Active7 beds 7 baths7,891 sq. ft.34 Logan Loop, Highland Park, IL 60035
MLS# 12662752Listed by: JAMESON SOTHEBY'S INTERNATIONAL REALTY
$795,000Pending4 beds 4 baths2,904 sq. ft.460 Hazel Avenue, Highland Park, IL 60035
MLS# 12659564Listed by: COMPASS
$4,399,900Active5 beds 8 baths9,437 sq. ft.2665 Bentley Road, Highland Park, IL 60035
MLS# 12659749Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$1,175,000Pending4 beds 3 baths2,769 sq. ft.881 Marion Avenue, Highland Park, IL 60035
MLS# 12641044Listed by: COMPASS
$1,495,000Pending5 beds 6 baths5,819 sq. ft.3464 Old Mill Road, Highland Park, IL 60035
MLS# 12645085Listed by: EXIT STRATEGY REALTY
$1,200,000Pending3 beds 2 baths2,669 sq. ft.87 Ravinoaks Lane, Highland Park, IL 60035
MLS# 12586707Listed by: BAIRD & WARNER
$799,000Active2 beds 2 baths1,974 sq. ft.1619 Mcgovern Avenue, Highland Park, IL 60035
MLS# 12624604Listed by: REALTYLINE CO.
$2,699,900Active6 beds 7 baths6,325 sq. ft.282 Linden Park Place, Highland Park, IL 60035
MLS# 12604911Listed by: JAMESON SOTHEBY'S INTL REALTY
$1,950,000Pending3 beds 5 baths4,750 sq. ft.775 Stonegate Drive, Highland Park, IL 60035
MLS# 12571028Listed by: BAIRD & WARNER
$6,750,000Active5 beds 9 baths8,186 sq. ft.117 Belle Avenue, Highland Park, IL 60035
MLS# 12455514Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$1,780,000Active6 beds 6 baths6,908 sq. ft.1499 Sheridan Road, Highland Park, IL 60035
MLS# 12553390Listed by: HOMESMART CONNECT LLC
$675,000Pending4 beds 2 baths2,030 sq. ft.537 County Line Road, Highland Park, IL 60035
MLS# 12543071Listed by: JAMESON SOTHEBY'S INTERNATIONAL 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. MLSNI Member Broker: Lisa McKinney
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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.