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Douglas, Chicago, IL - homes for sale
76 of 76 results displayed
- New
$465,000Active2 beds 3 baths2,187 sq. ft.308 E 25th Place, Chicago, IL 60616
MLS# 12458086Listed by: COLDWELL BANKER REALTY
- Open Sat, 12 to 2pmNew
$899,000Active4 beds 4 baths3254 S Martin King Dr Avenue, Chicago, IL 60616
MLS# 12457496Listed by: COMPASS - New
$224,900Active2 beds 2 baths1,200 sq. ft.3100 S King Drive #903, Chicago, IL 60616
MLS# 12362968Listed by: COLDWELL BANKER REALTY - New
$145,000Active1 beds 1 baths780 sq. ft.2605 S Indiana Avenue #608, Chicago, IL 60616
MLS# 12455354Listed by: CENTURY 21 REALTY ASSOCIATES - New
$124,900Active-- beds 1 baths500 sq. ft.2901 S Michigan Avenue #2109, Chicago, IL 60616
MLS# 12455641Listed by: CAGAN'S REALTY, INC. - Open Sun, 11am to 3pmNew
$850,000Active3 beds 1 baths235 W 23rd Street, Chicago, IL 60616
MLS# 12453898Listed by: CENTURY 21 REALTY ASSOCIATES - New
$335,000Active2 beds 2 baths1,300 sq. ft.31 E 26th Street #4, Chicago, IL 60616
MLS# 12443703Listed by: KELLER WILLIAMS PREFERRED RLTY - New
$269,900Active2 beds 2 baths1,107 sq. ft.3115 S Michigan Avenue #301, Chicago, IL 60616
MLS# 12453131Listed by: COLDWELL BANKER - New
$997,000Active3 beds 4 baths3,000 sq. ft.3245 S Calumet Avenue, Chicago, IL 60616
MLS# 12451154Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE - New
$899,000Active3 beds 4 baths3,000 sq. ft.3249 S Calumet Avenue, Chicago, IL 60616
MLS# 12451617Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE - New
$145,000Active2 beds 2 baths1,175 sq. ft.3100 S King Drive #904, Chicago, IL 60616
MLS# 12450277Listed by: E-PROFESSIONAL REALTY - New
$149,000Active2 beds 2 baths900 sq. ft.3100 S King Drive #1102, Chicago, IL 60616
MLS# 12437773Listed by: REAL BROKER, LLC - Open Sat, 10am to 11:30pm
$389,000Active2 beds 2 baths2545 S Dearborn Street #332, Chicago, IL 60616
MLS# 12441226Listed by: JAMESON SOTHEBY'S INTL REALTY 
$250,000Active3 beds 1 baths1,208 sq. ft.8228 S Lasalle Street, Chicago, IL 60620
MLS# 12444164Listed by: KELLER WILLIAMS PREFERRED REALTY
$145,000Pending2 beds 1 baths960 sq. ft.52 E 37th Street, Chicago, IL 60653
MLS# 12444469Listed by: ARNI REALTY INCORPORATED
$125,000Pending1 beds 1 baths700 sq. ft.3021 S Michigan Avenue #204, Chicago, IL 60616
MLS# 12441775Listed by: EXIT STRATEGY REALTY
$409,900Pending4 beds 3 baths2,400 sq. ft.2717 S Michigan Avenue, Chicago, IL 60616
MLS# 12438798Listed by: COLDWELL BANKER REALTY
$149,500Pending1 beds 1 baths700 sq. ft.2941 S Michigan Avenue #305, Chicago, IL 60616
MLS# 12436716Listed by: RE/MAX CITYVIEW
$267,000Pending2 beds 2 baths1,300 sq. ft.3115 S Michigan Avenue #503, Chicago, IL 60616
MLS# 12419055Listed by: ENGEL & VOELKERS CHICAGO
$99,900Pending-- beds 1 baths500 sq. ft.2941 S Michigan Avenue #505, Chicago, IL 60616
MLS# 12435918Listed by: EHOMES REALTY, LTD
$132,000Active1 beds 1 baths990 sq. ft.3001 S Michigan Avenue #1305, Chicago, IL 60616
MLS# 12433782Listed by: EXP REALTY
$350,000Active3 beds 3 baths3634 S Giles Avenue, Chicago, IL 60653
MLS# 12434403Listed by: EXP REALTY
$242,000Active2 beds 2 baths1,239 sq. ft.3536 S Prairie Avenue #1, Chicago, IL 60653
MLS# 12434020Listed by: COLDWELL BANKER REALTY
$475,000Active2 beds 2 baths2517 S Calumet Avenue #31A, Chicago, IL 60616
MLS# 12293410Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$299,900Pending3 beds 3 baths3,000 sq. ft.74 E Pershing Road #2, Chicago, IL 60653
MLS# 12431848Listed by: REALTY OF AMERICA, LLC
$308,500Active3 beds 2 baths1,700 sq. ft.601 E 32nd Street #801, Chicago, IL 60616
MLS# 12430784Listed by: BETTER HOMES FOR AMERICA, LLC
$389,900Pending2 beds 2 baths1,342 sq. ft.2545 S Dearborn Street #611, Chicago, IL 60616
MLS# 12425501Listed by: COMPASS
$224,999Pending2 beds 2 baths1,300 sq. ft.3811 S Langley Avenue #301, Chicago, IL 60653
MLS# 12444560Listed by: BERKSHIRE HATHAWAY HOMESERVICES CHICAGO
$167,900Pending2 beds 2 baths1,325 sq. ft.2605 S Indiana Avenue #402, Chicago, IL 60616
MLS# 12420374Listed by: KELLER WILLIAMS PREFERRED RLTY
$419,000Active6 beds 3 baths1,584 sq. ft.3722 S Wabash Avenue, Chicago, IL 60653
MLS# 12416460Listed by: KELLER WILLIAMS ONECHICAGO
$749,000Active4 beds 4 baths4,453 sq. ft.3215 S Calumet Avenue, Chicago, IL 60616
MLS# 12414658Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$325,000Pending4 beds 3 baths2,700 sq. ft.3143 S Giles Avenue, Chicago, IL 60616
MLS# 12414034Listed by: COLDWELL BANKER REALTY
$220,000Pending2 beds 2 baths1,500 sq. ft.3252 S Prairie Avenue #2S, Chicago, IL 60616
MLS# 12409729Listed by: EXP REALTY
$199,000Active2 beds 1 baths1,300 sq. ft.601 E 32nd Street #PH5, Chicago, IL 60616
MLS# 12401334Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$275,000Active2 beds 2 baths3120 S Indiana Avenue #206, Chicago, IL 60616
MLS# 12402358Listed by: BAIRD & WARNER- New
$339,900Active2 beds 2 baths1,500 sq. ft.21 E 26th Street #3, Chicago, IL 60616
MLS# 12453597Listed by: BERKSHIRE HATHAWAY HOMESERVICES CHICAGO 
$469,000Active2 beds 3 baths2,000 sq. ft.353 E Eastgate Place, Chicago, IL 60616
MLS# 12412757Listed by: CENTURY 21 CIRCLE
$349,900Active3 beds 2 baths1,300 sq. ft.343 E 25th Place #18C, Chicago, IL 60616
MLS# 12397158Listed by: CONCENTRIC REALTY, INC
$182,000Active2 beds 1 baths1,012 sq. ft.601 E 32nd Street #907, Chicago, IL 60616
MLS# 12398274Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$339,900Active2 beds 2 baths1,143 sq. ft.2545 S Dearborn Street #323, Chicago, IL 60616
MLS# 12438721Listed by: CITY HABITAT REALTY LLC
$185,000Pending2 beds 2 baths2605 S Indiana Avenue #2201, Chicago, IL 60616
MLS# 12391766Listed by: BAIRD & WARNER
$290,900Active3 beds 3 baths2,000 sq. ft.3041 S Michigan Avenue #504, Chicago, IL 60616
MLS# 12214398Listed by: KW CROSSROADS
$115,000Pending3 beds 2 baths1,200 sq. ft.3816 S King Drive #1, Chicago, IL 60653
MLS# 12389914Listed by: 606 BROKERS LLC
$474,999Pending6 beds 3 baths3725 S Wabash Avenue, Chicago, IL 60653
MLS# 12386315Listed by: KELLER WILLIAMS PREFERRED RLTY
$135,000Pending1 beds 1 baths527 sq. ft.345 E Eastgate Place #505, Chicago, IL 60616
MLS# 12387047Listed by: WESTWARD360 RM
$155,000Pending0 Acres3158 S Prairie Avenue, Chicago, IL 60616
MLS# 12382502Listed by: KELLER WILLIAMS ONECHICAGO
$132,000Active-- beds 1 baths500 sq. ft.2901 S Michigan Avenue #903, Chicago, IL 60616
MLS# 12379718Listed by: REALTY EXECUTIVES ELITE
$238,000Active2 beds 1 baths1,115 sq. ft.3522 S State Street #301, Chicago, IL 60609
MLS# 12378554Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$329,000Pending2 beds 2 baths1,375 sq. ft.207 E 31st Street #2B, Chicago, IL 60616
MLS# 12377710Listed by: CENTURY 21 REALTY ASSOCIATES
$328,000Pending2 beds 2 baths1,500 sq. ft.27 E 26th Street #5, Chicago, IL 60616
MLS# 12375642Listed by: COLDWELL BANKER REALTY
$699,000Pending4 beds 4 baths3125 S Giles Avenue, Chicago, IL 60616
MLS# 12412741Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$309,900Active2 beds 2 baths25 E 26th Street #4, Chicago, IL 60616
MLS# 12371816Listed by: HOMESMART REALTY GROUP
$169,900Pending3 beds 2 baths1,000 sq. ft.3041 S Michigan Avenue #506, Chicago, IL 60616
MLS# 12367249Listed by: REALTY SERVICES CONSORTIUM
$120,000Active1 beds 1 baths500 sq. ft.2901 S Michigan Avenue #1706, Chicago, IL 60616
MLS# 12369980Listed by: REALTY OF AMERICA, LLC
$150,000Pending3 beds 1 baths960 sq. ft.75 E 37th Place, Chicago, IL 60653
MLS# 12448237Listed by: KELLER WILLIAMS ONECHICAGO
$349,900Active0 Acres3628-30 S Giles Avenue, Chicago, IL 60653
MLS# 12364857Listed by: ARCHER HOME CENTER
$150,000Active2 beds 2 baths109 E 37th Place, Chicago, IL 60653
MLS# 12448251Listed by: KELLER WILLIAMS ONECHICAGO
$259,900Active2 beds 2 baths1,500 sq. ft.25 E 26th Street, Chicago, IL 60616
MLS# 12362267Listed by: HOMES REALTY OF CHICAGO INC
$185,000Active1 beds 1 baths345 E Eastgate Place #203, Chicago, IL 60616
MLS# 12350341Listed by: CONCENTRIC REALTY, INC
$304,000Active2 beds 2 baths1,188 sq. ft.347 E 25th Place #19-B, Chicago, IL 60616
MLS# 12344950Listed by: RICHLAND PROPERTIES AND HOMES
$299,000Pending2 beds 1 baths990 sq. ft.2545 S Dearborn Street #508, Chicago, IL 60616
MLS# 12271979Listed by: EXIT STRATEGY REALTY
$739,900Pending4 beds 4 baths2,940 sq. ft.336 E Pershing Road, Chicago, IL 60653
MLS# 12449030Listed by: FULTON GRACE REALTY
$7,900Active0 Acres50 E 26th Street #PU-61, Chicago, IL 60616
MLS# 12342181Listed by: AVENUE 1 REALTY GROUP
$205,000Pending2 beds 1 baths900 sq. ft.345 E Eastgate Place #602, Chicago, IL 60616
MLS# 12409560Listed by: BEST CHICAGO PROPERTIES, LLC
$275,000Active3 beds 2 baths2,400 sq. ft.3833 S Giles Avenue, Chicago, IL 60653
MLS# 12325004Listed by: FULTON GRACE REALTY
$424,900Active2 beds 2 baths3105 S Giles Avenue #4S, Chicago, IL 60616
MLS# 12323666Listed by: RE/MAX PREMIER
$1,999,000Pending0.49 Acres2628 S State Street, Chicago, IL 60616
MLS# 12306369Listed by: STRAIGHT-A REALTY, LLC
$99,900Active0.08 Acres3821 S State Street, Chicago, IL 60609
MLS# 12306394Listed by: STRAIGHT-A REALTY, LLC
$155,000Pending1 beds 1 baths727 sq. ft.2605 S Indiana Avenue #1508, Chicago, IL 60616
MLS# 12289603Listed by: HOMESMART CONNECT LLC
$249,000Pending2 beds 2 baths3252 S Prairie Avenue #3S, Chicago, IL 60616
MLS# 12286031Listed by: COLDWELL BANKER REALTY
$115,000Active-- beds 1 baths450 sq. ft.3021 S Michigan Avenue #311, Chicago, IL 60616
MLS# 12218197Listed by: INFINITI PROPERTIES, INC.
$720,000Pending4 beds 4 baths3,000 sq. ft.3407 S Calumet Avenue, Chicago, IL 60616
MLS# 12187198Listed by: KALE REALTY
$185,000Active1 beds 1 baths527 sq. ft.345 E Eastgate Place #301, Chicago, IL 60616
MLS# 12107777Listed by: JH REALTY AND MANAGEMENT INC
$185,000Active1 beds 1 baths345 E Eastgate Place #303, Chicago, IL 60616
MLS# 12107833Listed by: JH REALTY AND MANAGEMENT INC- $599,995Active4 beds 4 baths2,146 sq. ft.
3422 S Prairie Avenue, Chicago, IL 60616
MLS# 12434061Listed by: PREMIER CHICAGO REAL ESTATE 
$69,900Active0.08 Acres19 E 37th Place, Chicago, IL 60653
MLS# 12272887Listed by: BAIRD & WARNER
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Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.
Protect your home and budget with an American Home Shield© home warranty. Learn more© 2025 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.