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Kenwood, Chicago, IL - homes for sale
75 of 75 results displayed
- New
$925,000Active6 beds 5 baths4836 S Dorchester Avenue, Chicago, IL 60615
MLS# 12605785Listed by: PRINCE REALTY GROUP LLC
- New
$127,900Active1 beds 1 baths4529.5 S Drexel Boulevard #3E, Chicago, IL 60653
MLS# 12605067Listed by: ANCHOR REAL ESTATE, INC. - New
$219,900Active2 beds 2 baths1,000 sq. ft.4523.5 S Drexel Boulevard #1E, Chicago, IL 60653
MLS# 12605087Listed by: ANCHOR REAL ESTATE, INC. - New
$129,900Active1 beds 1 baths900 sq. ft.4529 S Drexel Boulevard #3E, Chicago, IL 60653
MLS# 12605099Listed by: ANCHOR REAL ESTATE, INC. - New
$134,900Active1 beds 1 baths900 sq. ft.4525 S Drexel Boulevard #3W, Chicago, IL 60653
MLS# 12605111Listed by: ANCHOR REAL ESTATE, INC. - New
$154,900Active2 beds 1 baths4523.5 S Drexel Boulevard #3W, Chicago, IL 60653
MLS# 12605121Listed by: ANCHOR REAL ESTATE, INC. - New
$169,900Active2 beds 1 baths900 sq. ft.4529.5 S Drexel Boulevard #2W, Chicago, IL 60653
MLS# 12605128Listed by: ANCHOR REAL ESTATE, INC. - New
$124,900Active1 beds 2 baths645 sq. ft.4527 S Drexel Boulevard #1W, Chicago, IL 60653
MLS# 12605046Listed by: ANCHOR REAL ESTATE, INC. - Open Sat, 11am to 1pmNew
$849,900Active5 beds 3 baths1201 E Madison Park Drive #3, Chicago, IL 60615
MLS# 12601588Listed by: KELLER WILLIAMS ONECHICAGO - New
$1,849,000Active6 beds 5 baths4,700 sq. ft.4801 S Kimbark Avenue, Chicago, IL 60615
MLS# 12515990Listed by: BERKSHIRE HATHAWAY HOMESERVICES CHICAGO 
$650,000Active4 beds 3 baths4701 S Woodlawn Avenue, Chicago, IL 60615
MLS# 12598026Listed by: NORTH CLYBOURN GROUP, INC.
$310,000Pending2 beds 2 baths1,700 sq. ft.4552 S Oakenwald Avenue #3N, Chicago, IL 60653
MLS# 12592390Listed by: FULTON GRACE REALTY
$345,000Pending3 beds 2 baths1,700 sq. ft.1024 E 46th Street #2W, Chicago, IL 60653
MLS# 12562359Listed by: EXIT STRATEGY REALTY
$109,900Active1 beds 1 baths522 sq. ft.4800 S Chicago Beach Drive #2708S, Chicago, IL 60615
MLS# 12594470Listed by: KELLER WILLIAMS PREFERRED RLTY
$275,000Pending3 beds 3 baths5000 S Cornell Avenue #20A, Chicago, IL 60615
MLS# 12592212Listed by: ULTIMATE REALTY GROUP LLC
$232,500Active3 beds 2 baths1,465 sq. ft.5050 S East End Avenue #1E, Chicago, IL 60615
MLS# 12592977Listed by: PRIME TIME REALTY GROUP LLC- Open Sat, 12 to 2pm
$405,000Active3 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
$399,000Active3 beds 2 baths1,800 sq. ft.1034 E 47th Street #1W, Chicago, IL 60653
MLS# 12576055Listed by: COMPASS
$152,500Active1 beds 1 baths773 sq. ft.4800 S Chicago Beach Drive #2611N, Chicago, IL 60615
MLS# 12569673Listed by: @PROPERTIES COMMERCIAL
$390,000Active3 beds 2 baths2,000 sq. ft.1354 E 48th Street #2E, Chicago, IL 60615
MLS# 12581893Listed by: JAMESON SOTHEBY'S INTL REALTY
$229,750Active2 beds 1 baths1,200 sq. ft.Address Withheld By Seller, Chicago, IL 60615
MLS# 12578041Listed by: KELLER WILLIAMS ONECHICAGO
$240,000Active2 beds 2 baths1,200 sq. ft.4800 S Chicago Beach Drive #2006S, Chicago, IL 60615
MLS# 12544488Listed by: COLDWELL BANKER REALTY
$139,500Active1 beds 1 baths734 sq. ft.4800 S Chicago Beach Drive #810S, Chicago, IL 60615
MLS# 12577602Listed by: EXIT STRATEGY REALTY
$1,000,000Active4 beds 4 baths2,403 sq. ft.4721 S Ingleside Avenue, Chicago, IL 60615
MLS# 12568045Listed by: JAMESON SOTHEBY'S INTL REALTY
$550,000Pending4 beds 4 baths4647 S Lake Park Avenue #D, Chicago, IL 60653
MLS# 12572073Listed by: COMPASS
$325,000Active3 beds 2 baths1,850 sq. ft.4730 S Drexel Avenue #3N, Chicago, IL 60615
MLS# 12571281Listed by: EXIT REALTY REDEFINED
$729,000Pending4 beds 4 baths4,000 sq. ft.4950 S Chicago Beach Drive #13A, Chicago, IL 60615
MLS# 12569097Listed by: BERKSHIRE HATHAWAY HOMESERVICES CHICAGO
$285,000Active3 beds 2 baths1,597 sq. ft.5014 S Blackstone Avenue #GN, Chicago, IL 60615
MLS# 12571775Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$225,000Pending2 beds 2 baths4800 S Chicago Beach Drive #1407S, Chicago, IL 60615
MLS# 12595296Listed by: CAPTAIN REALTY LLC
$129,000Active1 beds 1 baths800 sq. ft.4800 S Chicago Beach Drive #2104S, Chicago, IL 60615
MLS# 12569841Listed by: CENTURY 21 S.G.R., INC.
$2,900,000Active7 beds 5 baths7,500 sq. ft.4933 S Woodlawn Avenue, Chicago, IL 60615
MLS# 12540892Listed by: BERKSHIRE HATHAWAY HOMESERVICES CHICAGO
$147,500Active3 beds 2 baths1,454 sq. ft.5050 S East End Avenue #9C, Chicago, IL 60615
MLS# 12565924Listed by: THE MARGIE SMIGEL GROUP, LLC
$509,900Active3 beds 4 baths2,300 sq. ft.1151 E 46th Street, Chicago, IL 60653
MLS# 12565360Listed by: MIDWEST SIGNATUREPROPERTIES CO
$150,000Active-- beds 1 baths550 sq. ft.4800 S Chicago Beach Drive #908S, Chicago, IL 60615
MLS# 12561814Listed by: ENTERPRISE REALTY POWER BROKER
$315,000Pending2 beds 2 baths1,100 sq. ft.4337 S Berkeley Avenue #2, Chicago, IL 60653
MLS# 12563374Listed by: REALTY OF AMERICA, LLC
$369,900Pending3 beds 3 baths1,572 sq. ft.4452 S University Avenue #1S, Chicago, IL 60653
MLS# 12561691Listed by: MNK REALTY PROFESSIONALS LLC
$235,500Active3 beds 3 baths1,927 sq. ft.5000 S East End Avenue #23A, Chicago, IL 60615
MLS# 12561014Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$135,000Pending2 beds 1 baths1,190 sq. ft.5050 S East End Avenue #7A, Chicago, IL 60615
MLS# 12561827Listed by: OPTION PREMIER LLC
$300,000Active4 beds 4 baths4,197 sq. ft.4950 S Chicago Beach Drive #4A, Chicago, IL 60615
MLS# 12559256Listed by: COLDWELL BANKER REALTY
$789,000Pending2 beds 3 baths2,700 sq. ft.4950 S Chicago Beach Drive #13B, Chicago, IL 60615
MLS# 12510146Listed by: BERKSHIRE HATHAWAY HOMESERVICES CHICAGO
$200,000Active2 beds 1 baths1,450 sq. ft.1360 E Madison Park #B, Chicago, IL 60615
MLS# 12556940Listed by: OPTION PREMIER LLC
$84,000Active0 Acres4328 S Berkeley Avenue, Chicago, IL 60653
MLS# 12537428Listed by: PEDESTAL REALTY LLC
$265,000Pending2 beds 2 baths1,500 sq. ft.4518 S Woodlawn Avenue, Chicago, IL 60615
MLS# 12551618Listed by: EXP REALTY
$345,000Pending3 beds 2 baths1,600 sq. ft.4800 S Chicago Beach Drive #2612S, Chicago, IL 60615
MLS# 12547458Listed by: RE/MAX PREMIER
$199,000Active2 beds 2 baths1,200 sq. ft.4800 S Chicago Beach Drive #2206S, Chicago, IL 60615
MLS# 12548657Listed by: PURVEY PROPERTIES, INC.
$301,000Active3 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
$339,999Active4 beds 2 baths2,200 sq. ft.5052 S Drexel Boulevard #3C, Chicago, IL 60615
MLS# 12543992Listed by: NORTHERN ILLINOIS REALTY GROUP
$144,900Active1 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.
$110,000Pending1 beds 1 baths801 sq. ft.4800 S Chicago Beach Drive #412N, Chicago, IL 60615
MLS# 12530366Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$599,900Active4 beds 4 baths2,400 sq. ft.4343 S Ellis Avenue, Chicago, IL 60653
MLS# 12510798Listed by: CENTURY 21 IMPACT
$175,000Pending1 beds 1 baths773 sq. ft.4800 S Chicago Beach Drive #503N, Chicago, IL 60615
MLS# 12552878Listed by: COMPASS
$215,000Pending1 beds 1 baths900 sq. ft.4537 S Drexel Boulevard #503, Chicago, IL 60653
MLS# 12519610Listed by: ANI REAL ESTATE
$595,000Pending6 beds 3 baths3,300 sq. ft.Address Withheld By Seller, Chicago, IL 60615
MLS# 12510208Listed by: BERKSHIRE HATHAWAY HOMESERVICES CHICAGO
$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
$325,000Pending3 beds 2 baths1,450 sq. ft.4507 S Lake Park Avenue #3S, Chicago, IL 60653
MLS# 12492515Listed by: COLDWELL BANKER REAL ESTATE GROUP
$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
$125,000Pending2 beds 1 baths1,110 sq. ft.5050 S East End Avenue #4B, Chicago, IL 60615
MLS# 12566699Listed by: THE MARGIE SMIGEL 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
$112,000Pending-- beds 1 baths514 sq. ft.4800 S Chicago Beach Drive #408S, Chicago, IL 60615
MLS# 12471364Listed by: BERKSHIRE HATHAWAY HOMESERVICES CHICAGO
$2,400,000Pending6 beds 6 baths4,200 sq. ft.4730 S Greenwood Avenue, Chicago, IL 60615
MLS# 12541443Listed by: BERKSHIRE HATHAWAY HOMESERVICES CHICAGO
$489,000Active4 beds 3 baths3,200 sq. ft.928 E 46th Street, Chicago, IL 60653
MLS# 12506434Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$299,000Active3 beds 2 baths1,865 sq. ft.5000 S East End Avenue #24A, Chicago, IL 60615
MLS# 12464413Listed by: CORE REALTY & INVESTMENTS INC.
$166,000Active2 beds 1 baths1,037 sq. ft.Address Withheld By Seller, Chicago, IL 60615
MLS# 12527926Listed by: CAROL A. HOLLAND
$525,000Pending4 beds 3 baths2,500 sq. ft.4721 S Woodlawn Avenue #E, Chicago, IL 60615
MLS# 12412632Listed by: KM REALTY GROUP, LLC
$975,000Active7 beds 5 baths3,852 sq. ft.4553 S Ellis Avenue, Chicago, IL 60653
MLS# 12559908Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$200,000Active3 beds 3 baths1,850 sq. ft.5000 S Cornell Avenue #3A, Chicago, IL 60615
MLS# 12444593Listed by: NEX-GEN REAL ESTATE & PROPERTY MANAGMENT CO.
$265,000Pending3 beds 2 baths4740 S Ingleside Avenue #2N, Chicago, IL 60615
MLS# 12369797Listed by: RE/MAX PREMIER
$179,000Active1 beds 1 baths990 sq. ft.4800 S Chicago Beach Drive #2611S, Chicago, IL 60615
MLS# 12319530Listed by: BERKSHIRE HATHAWAY HOMESERVICES CHICAGO
$160,000Pending2 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.
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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.