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Kenwood, Chicago, IL - homes for sale
89 of 89 results displayed
- New
$545,000Active4 beds 3 baths2,600 sq. ft.5036 S Drexel Boulevard #3N, Chicago, IL 60615
MLS# 12650825Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
- New
$120,000Active-- beds 1 baths750 sq. ft.4800 S Chicago Beach Drive #2308S, Chicago, IL 60615
MLS# 12664473Listed by: RE/MAX PREMIER - New
$164,900Active2 beds 1 baths1,125 sq. ft.827 E 48th Street #C, Chicago, IL 60615
MLS# 12670926Listed by: CAROL A. HOLLAND - New
$285,000Active2 beds 2 baths1,657 sq. ft.4361 S Greenwood Avenue #1N, Chicago, IL 60653
MLS# 12662739Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE - New
$1,700,000Active4 beds 4 baths3,000 sq. ft.1203 E 50th Street, Chicago, IL 60615
MLS# 12655874Listed by: COMPASS - New
$25,000Active2 beds 1 baths1,100 sq. ft.4850 S Lake Park Avenue #1605, Chicago, IL 60615
MLS# 12665267Listed by: LOIS WHITE REALTY - New
$535,000Active3 beds 4 baths2,600 sq. ft.4355 S Lake Park Avenue #2N, Chicago, IL 60653
MLS# 12668198Listed by: KELLER WILLIAMS PREFERRED RLTY - Open Thu, 4 to 6pmNew
$465,000Active4 beds 2 baths2,000 sq. ft.1140 E Hyde Park Boulevard #3D, Chicago, IL 60615
MLS# 12668036Listed by: REDFIN CORPORATION 
$99,000Pending1 beds 1 baths522 sq. ft.4800 S Chicago Beach Drive #2708S, Chicago, IL 60615
MLS# 12667595Listed by: KELLER WILLIAMS PREFERRED RLTY- New
$345,000Active3 beds 2 baths1,800 sq. ft.4321 S Ellis Avenue #2, Chicago, IL 60653
MLS# 12664866Listed by: COLDWELL BANKER REALTY - New
$259,500Active2 beds 2 baths1,628 sq. ft.5000 S East End Avenue #24B, Chicago, IL 60615
MLS# 12664839Listed by: COMPASS - New
$650,000Active4 beds 3 baths4701 S Woodlawn Avenue, Chicago, IL 60615
MLS# 12663757Listed by: NORTH CLYBOURN GROUP, INC. 
$57,000Active2 beds 1 baths1,112 sq. ft.4800 S Lake Park Avenue #706A, Chicago, IL 60615
MLS# 12659599Listed by: KELLER WILLIAMS ONECHICAGO
$230,000Active2 beds 2 baths1,200 sq. ft.4800 S Chicago Beach Drive #2006S, Chicago, IL 60615
MLS# 12653707Listed by: COLDWELL BANKER REALTY
$0Active1 beds 1 baths700 sq. ft.835 E 49th Street #3, Chicago, IL 60615
MLS# 12601878Listed by: DOMAIN REALTY
$325,000Pending3 beds 2 baths1,800 sq. ft.4740 S Ingleside Avenue #3S, Chicago, IL 60615
MLS# 12653031Listed by: AMERICAN INTERNATIONAL REALTY
$299,999Active2 beds 2 baths1,276 sq. ft.1150 E 46th Street, Chicago, IL 60653
MLS# 12624902Listed by: COMPASS
$172,000Active1 beds 1 baths711 sq. ft.4800 S Chicago Beach Drive #2112N, Chicago, IL 60615
MLS# 12647747Listed by: REDFIN CORPORATION- Open Thu, 4 to 6pm
$600,000Active4 beds 3 baths3,500 sq. ft.5054 S Woodlawn Avenue #3C, Chicago, IL 60615
MLS# 12645844Listed by: REDFIN CORPORATION 
$729,900Active4 beds 4 baths2,882 sq. ft.1410 E 48th Street, Chicago, IL 60615
MLS# 12649485Listed by: BAIRD & WARNER
$58,000Active3 beds 1 baths1,227 sq. ft.4850 S Lake Park Avenue #2111, Chicago, IL 60615
MLS# 12649015Listed by: REAL BROKER, LLC
$120,933Pending1 beds 1 baths796 sq. ft.4800 S Chicago Beach Drive #1910S, Chicago, IL 60615
MLS# 12519785Listed by: COLDWELL BANKER REALTY
$289,000Pending2 beds 2 baths1,500 sq. ft.4720 S Woodlawn Avenue #D, Chicago, IL 60615
MLS# 12641730Listed by: FULTON GRACE REALTY
$999,000Active4 beds 4 baths2,600 sq. ft.4717 S Ingleside Avenue, Chicago, IL 60615
MLS# 12646708Listed by: BAIRD & WARNER
$949,000Active4 beds 4 baths2,403 sq. ft.4719 S Ingleside Avenue, Chicago, IL 60615
MLS# 12646888Listed by: BAIRD & WARNER
$2,475,000Active8 beds 5 baths5,000 sq. ft.4923 S Greenwood Avenue, Chicago, IL 60615
MLS# 12485443Listed by: BERKSHIRE HATHAWAY HOMESERVICES CHICAGO
$179,000Active3 beds 2 baths1,310 sq. ft.5050 S East End Avenue #8D, Chicago, IL 60615
MLS# 12615874Listed by: COMPASS
$625,000Active4 beds 2 baths2,200 sq. ft.4451 S Ellis Avenue, Chicago, IL 60653
MLS# 12642027Listed by: BAIRD & WARNER
$1,175,000Active5 beds 5 baths4,810 sq. ft.4915 S Martin Luther King Drive, Chicago, IL 60615
MLS# 12632883Listed by: RE/MAX PREMIER
$585,000Active3 beds 3 baths2,101 sq. ft.4701 S Woodlawn Avenue #B, Chicago, IL 60615
MLS# 12636607Listed by: KM REALTY GROUP, LLC
$135,000Pending-- beds 1 baths514 sq. ft.4800 S Chicago Beach Drive #1209S, Chicago, IL 60615
MLS# 12640271Listed by: RE/MAX PREMIER
$249,999Pending2 beds 2 baths1,327 sq. ft.4534 S Woodlawn Avenue #4-11, Chicago, IL 60653
MLS# 12611631Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$40,000Pending2 beds 1 baths1,400 sq. ft.4850 S Lake Park Avenue #1507B, Chicago, IL 60615
MLS# 12603738Listed by: REAL BROKER, LLC
$259,000Pending3 beds 2 baths1,300 sq. ft.4938 S Drexel Boulevard #210, Chicago, IL 60615
MLS# 12639636Listed by: ACHIEVE REAL ESTATE GROUP INC
$899,000Pending4 beds 4 baths3,378 sq. ft.4856 S Cornell Avenue, Chicago, IL 60615
MLS# 12629597Listed by: COMPASS
$675,000Pending3 beds 3 baths2,500 sq. ft.1226 E Madison Park #1, Chicago, IL 60615
MLS# 12625810Listed by: COLDWELL BANKER REALTY
$375,000Pending3 beds 2 baths1,800 sq. ft.1034 E 47th Street #1W, Chicago, IL 60653
MLS# 12633152Listed by: COMPASS
$250,000Pending2 beds 2 baths1,600 sq. ft.4530 S Woodlawn Avenue #1004, Chicago, IL 60653
MLS# 12617916Listed by: PURVEY PROPERTIES, INC.
$137,000Pending1 beds 1 baths796 sq. ft.4800 S Chicago Beach Drive #203S, Chicago, IL 60615
MLS# 12630090Listed by: PURE RADIANCE REALTY
$30,000Pending2 beds 1 baths1,250 sq. ft.Address Withheld By Seller, Chicago, IL 60615
MLS# 12625545Listed by: F.J. WILLIAMS REALTY LLC
$200,000Pending2 beds 1 baths1,105 sq. ft.1145 E 50th Street, Chicago, IL 60615
MLS# 12629042Listed by: EXP REALTY
$1,485,000Active5 beds 5 baths3,647 sq. ft.4558 S Ellis Avenue, Chicago, IL 60653
MLS# 12614239Listed by: KELLER WILLIAMS THRIVE
$245,000Pending4 beds 3 baths2,138 sq. ft.4808 S Dorchester Avenue #3N, Chicago, IL 60615
MLS# 12624419Listed by: CHICAGO REALTY PARTNERS, LTD
$232,000Pending2 beds 2 baths1,162 sq. ft.1040 E 47th Street #3N, Chicago, IL 60653
MLS# 12622332Listed by: EXIT STRATEGY REALTY
$1,545,000Active4 beds 4 baths4,250 sq. ft.4916 S Blackstone Avenue, Chicago, IL 60615
MLS# 12617167Listed by: EXIT STRATEGY REALTY
$55,000Active2 beds 1 baths1,237 sq. ft.4800 S Lake Park Avenue #605, Chicago, IL 60615
MLS# 12621474Listed by: EQUITABLE INVESTMENT GROUP INC
$115,000Active2 beds 1 baths1,100 sq. ft.5050 S East End Avenue #3B, Chicago, IL 60615
MLS# 12614735Listed by: COMPASS
$900,000Active3 beds 3 baths4840 S Dorchester Avenue #1, Chicago, IL 60615
MLS# 12618439Listed by: COMPASS
$715,000Pending3 beds 3 baths2,700 sq. ft.4922 S Cornell Avenue #B, Chicago, IL 60615
MLS# 12611787Listed by: CENTURY 21 UNIVERSAL
$469,000Active4 beds 3 baths3,200 sq. ft.928 E 46th Street, Chicago, IL 60653
MLS# 12611552Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$215,000Active2 beds 2 baths1,600 sq. ft.5000 S East End Avenue #2D, Chicago, IL 60615
MLS# 12609791Listed by: KM REALTY GROUP, LLC
$925,000Active6 beds 5 baths4836 S Dorchester Avenue, Chicago, IL 60615
MLS# 12605785Listed by: PRINCE REALTY GROUP LLC
$127,900Pending1 beds 1 baths4529.5 S Drexel Boulevard #3E, Chicago, IL 60653
MLS# 12605067Listed by: ANCHOR REAL ESTATE, INC.
$219,900Active2 beds 2 baths1,000 sq. ft.4523.5 S Drexel Boulevard #1E, Chicago, IL 60653
MLS# 12605087Listed by: ANCHOR REAL ESTATE, INC.
$129,900Pending1 beds 1 baths900 sq. ft.4529 S Drexel Boulevard #3E, Chicago, IL 60653
MLS# 12605099Listed by: ANCHOR REAL ESTATE, INC.
$134,900Pending1 beds 1 baths900 sq. ft.4525 S Drexel Boulevard #3W, Chicago, IL 60653
MLS# 12605111Listed by: ANCHOR REAL ESTATE, INC.
$154,900Active2 beds 1 baths4523.5 S Drexel Boulevard #3W, Chicago, IL 60653
MLS# 12605121Listed by: ANCHOR REAL ESTATE, INC.
$169,900Pending2 beds 1 baths900 sq. ft.4529.5 S Drexel Boulevard #2W, Chicago, IL 60653
MLS# 12605128Listed by: ANCHOR REAL ESTATE, INC.
$124,900Pending1 beds 2 baths645 sq. ft.4527 S Drexel Boulevard #1W, Chicago, IL 60653
MLS# 12605046Listed by: ANCHOR REAL ESTATE, INC.
$829,900Active5 beds 3 baths3,200 sq. ft.1201 E Madison Park Drive #3, Chicago, IL 60615
MLS# 12601588Listed by: KELLER WILLIAMS ONECHICAGO
$1,849,000Active6 beds 5 baths4,700 sq. ft.4801 S Kimbark Avenue, Chicago, IL 60615
MLS# 12515990Listed by: BERKSHIRE HATHAWAY HOMESERVICES CHICAGO
$229,500Active3 beds 2 baths1,465 sq. ft.5050 S East End Avenue #1E, Chicago, IL 60615
MLS# 12592977Listed by: PRIME TIME REALTY GROUP LLC
$405,000Pending3 beds 2 baths1,800 sq. ft.4510 S Greenwood Avenue #2, Chicago, IL 60653
MLS# 12575603Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$1,295,000Pending5 beds 4 baths3,460 sq. ft.5029 S Dorchester Avenue, Chicago, IL 60615
MLS# 12579972Listed by: BERKSHIRE HATHAWAY HOMESERVICES CHICAGO
$139,700Active1 beds 1 baths773 sq. ft.4800 S Chicago Beach Drive #2611N, Chicago, IL 60615
MLS# 12569673Listed by: @PROPERTIES COMMERCIAL- Open Thu, 5 to 7pm
$387,500Active3 beds 2 baths2,000 sq. ft.1354 E 48th Street #2E, Chicago, IL 60615
MLS# 12581893Listed by: JAMESON SOTHEBY'S INTL REALTY 
$209,900Pending2 beds 1 baths1,200 sq. ft.Address Withheld By Seller, Chicago, IL 60615
MLS# 12578041Listed by: KELLER WILLIAMS ONECHICAGO
$325,000Pending3 beds 2 baths1,850 sq. ft.4730 S Drexel Avenue #3N, Chicago, IL 60615
MLS# 12571281Listed by: EXIT REALTY REDEFINED
$285,000Pending3 beds 2 baths1,597 sq. ft.5014 S Blackstone Avenue #GN, Chicago, IL 60615
MLS# 12571775Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$2,900,000Active7 beds 5 baths7,500 sq. ft.4933 S Woodlawn Avenue, Chicago, IL 60615
MLS# 12540892Listed by: BERKSHIRE HATHAWAY HOMESERVICES CHICAGO
$140,000Active-- beds 1 baths550 sq. ft.4800 S Chicago Beach Drive #908S, Chicago, IL 60615
MLS# 12561814Listed by: ENTERPRISE REALTY POWER BROKER
$219,750Pending3 beds 3 baths1,927 sq. ft.5000 S East End Avenue #23A, Chicago, IL 60615
MLS# 12561014Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$300,000Active4 beds 4 baths4,197 sq. ft.4950 S Chicago Beach Drive #4A, Chicago, IL 60615
MLS# 12559256Listed by: COLDWELL BANKER REALTY
$80,000Active0 Acres4328 S Berkeley Avenue, Chicago, IL 60653
MLS# 12537428Listed by: PEDESTAL REALTY LLC
$301,000Pending3 beds 3 baths2,200 sq. ft.1640 E 50th Street #13B, Chicago, IL 60615
MLS# 12546060Listed by: BERKSHIRE HATHAWAY HOMESERVICES CHICAGO
$299,999Pending2 beds 2 baths1,276 sq. ft.1150 E 46th Street, Chicago, IL 60653
MLS# 12544610Listed by: COMPASS
$99,000Pending2 beds 1 baths1,037 sq. ft.829 E 48th Street #D, Chicago, IL 60615
MLS# 12544837Listed by: MCCOLLY REAL ESTATE
$339,999Pending4 beds 2 baths2,200 sq. ft.5052 S Drexel Boulevard #3C, Chicago, IL 60615
MLS# 12543992Listed by: NORTHERN ILLINOIS REALTY GROUP
$139,900Active1 beds 1 baths850 sq. ft.4800 S Chicago Beach Drive #804N, Chicago, IL 60615
MLS# 12541173Listed by: RE/MAX 10
$125,000Pending1 beds 1 baths800 sq. ft.4800 S Chicago Beach Drive #1606N, Chicago, IL 60615
MLS# 12534689Listed by: PURVEY PROPERTIES, INC.
$37,500Pending2 beds 1 baths1,200 sq. ft.4800 S Lake Park Avenue #1612, Chicago, IL 60615
MLS# 12509615Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$59,900Pending3 beds 2 baths1,400 sq. ft.4850 S Lake Park Avenue #702B, Chicago, IL 60615
MLS# 12488616Listed by: UNITED REAL ESTATE-CHICAGO
$325,000Active2 beds 1 baths1,315 sq. ft.1424 E Hyde Park Boulevard #2, Chicago, IL 60615
MLS# 12494692Listed by: MELIORA REAL ESTATE GROUP LLC
$99,900Pending1 beds 1 baths801 sq. ft.4800 S Chicago Beach Drive #1202S, Chicago, IL 60615
MLS# 12480073Listed by: REDEFINED REAL ESTATE LLC
$289,000Active3 beds 2 baths1,865 sq. ft.5000 S East End Avenue #24A, Chicago, IL 60615
MLS# 12464413Listed by: CORE REALTY & INVESTMENTS INC.
$274,900Pending2 beds 2 baths1,800 sq. ft.5000 S Cornell Avenue #9A, Chicago, IL 60615
MLS# 12545803Listed by: ANCHOR REAL ESTATE, INC.
$179,000Active1 beds 1 baths990 sq. ft.4800 S Chicago Beach Drive #2611S, Chicago, IL 60615
MLS# 12319530Listed by: BERKSHIRE HATHAWAY HOMESERVICES CHICAGO
$160,000Active2 beds 1 baths800 sq. ft.4939 S Dorchester Avenue #3H, Chicago, IL 60615
MLS# 12210116Listed by: KALE REALTY
$250,000Pending6 beds 3 baths3,600 sq. ft.1356 E Hyde Park Boulevard #2, Chicago, IL 60615
MLS# 12120674Listed by: EXIT STRATEGY REALTY / EMA MANAGEMENT
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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 Rossow
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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.