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Douglas, Chicago, IL - homes for sale
64 of 64 results displayed
- New
$399,000Active2 beds 2 baths3105 S Giles Avenue #1S, Chicago, IL 60616
MLS# 12635115Listed by: COMPASS
$125,000Pending1 beds 1 baths850 sq. ft.2901 S Michigan Avenue #1010, Chicago, IL 60616
MLS# 12628735Listed by: BAIRD & WARNER- New
$140,000Active1 beds 1 baths345 E Eastgate Place #306, Chicago, IL 60616
MLS# 12628698Listed by: CENTURY 21 S.G.R., INC. - Open Sat, 12 to 4pmNew
$339,000Active3 beds 2 baths1,500 sq. ft.16 W 36th Street, Chicago, IL 60609
MLS# 12627182Listed by: KELLER WILLIAMS INFINITY - New
$209,000Active1 beds 1 baths954 sq. ft.3115 S Michigan Avenue #504, Chicago, IL 60616
MLS# 12622030Listed by: KALE REALTY - New
$169,999Active2 beds 2 baths1,100 sq. ft.3021 S Michigan Avenue #306, Chicago, IL 60616
MLS# 12625060Listed by: AIHOME REALTY GROUP LLC - New
$125,000Active1 beds 1 baths800 sq. ft.2901 S Michigan Avenue #1610, Chicago, IL 60616
MLS# 12623380Listed by: KALE REALTY 
$579,000Active2 beds 3 baths2,185 sq. ft.350 E Eastgate Place, Chicago, IL 60616
MLS# 12619160Listed by: CENTURY 21 CIRCLE
$113,000Pending-- beds 1 baths500 sq. ft.3021 S Michigan Avenue #507, Chicago, IL 60616
MLS# 12621495Listed by: AMERICAN INTERNATIONAL REALTY CORP.
$175,000Active2 beds 1 baths1,200 sq. ft.3001 S Michigan Avenue #1707, Chicago, IL 60616
MLS# 12618807Listed by: COLDWELL BANKER REALTY
$125,000Pending1 beds 1 baths779 sq. ft.2941 S Michigan Avenue #105, Chicago, IL 60616
MLS# 12615042Listed by: REDFIN CORPORATION
$630,000Pending3 beds 3 baths2,543 sq. ft.2523 S Calumet Avenue, Chicago, IL 60616
MLS# 12619844Listed by: AMS REALTY INC.
$160,000Active1 beds 1 baths760 sq. ft.2605 S Indiana Avenue #1008, Chicago, IL 60616
MLS# 12613517Listed by: COMPASS
$149,900Active2 beds 2 baths1,325 sq. ft.2605 S Indiana Avenue #402, Chicago, IL 60616
MLS# 12618006Listed by: KELLER WILLIAMS PREFERRED RLTY
$499,500Pending2 beds 2 baths1,700 sq. ft.3413 S Indiana Avenue, Chicago, IL 60616
MLS# 12617136Listed by: COMPASS
$165,000Active2 beds 2 baths1,125 sq. ft.2605 S Indiana Avenue #301, Chicago, IL 60616
MLS# 12617529Listed by: KELLER WILLIAMS PREMIERE PROPERTIES
$1,288,000Active9 beds 9 baths3762 S Indiana Avenue, Chicago, IL 60653
MLS# 12606301Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$375,000Active2 beds 2 baths2545 S Dearborn Street #309, Chicago, IL 60616
MLS# 12614470Listed by: REDFIN CORPORATION
$319,900Pending3 beds 2 baths3821 S Calumet Avenue, Chicago, IL 60653
MLS# 12606015Listed by: COLDWELL BANKER REALTY
$190,000Active2 beds 2 baths1,500 sq. ft.2605 S Indiana Avenue #302, Chicago, IL 60616
MLS# 12608656Listed by: REAL PEOPLE REALTY
$155,000Pending1 beds 1 baths760 sq. ft.2605 S Indiana Avenue #1604, Chicago, IL 60616
MLS# 12604505Listed by: ASK NAGEL
$220,000Pending2 beds 2 baths1,200 sq. ft.3100 S King Drive #903, Chicago, IL 60616
MLS# 12607014Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$155,000Active1 beds 1 baths790 sq. ft.2901 S Michigan Avenue #505, Chicago, IL 60616
MLS# 12604870Listed by: BERKSHIRE HATHAWAY HOMESERVICES CHICAGO
$399,000Active0 Acres300 E Pershing Road, Chicago, IL 60653
MLS# 12606489Listed by: CHICAGO REAL ESTATE RESOURCES
$299,900Active2 beds 2 baths1,277 sq. ft.347 E 25th Place #1E, Chicago, IL 60616
MLS# 12572259Listed by: BAIRD & WARNER
$154,000Active1 beds 1 baths727 sq. ft.2605 S Indiana Avenue #1909, Chicago, IL 60616
MLS# 12599594Listed by: DARKO TESANOVIC
$100,000Pending-- beds 1 baths600 sq. ft.2921 S Michigan Avenue #413, Chicago, IL 60616
MLS# 12597302Listed by: KALE REALTY
$200,000Active3 beds 2 baths1,700 sq. ft.601 E 32nd Street #1001, Chicago, IL 60616
MLS# 12591875Listed by: COLDWELL BANKER REALTY
$109,900Active0.05 Acres310 E Pershing Road, Chicago, IL 60653
MLS# 12593016Listed by: NELLY CORP REALTY
$389,900Pending6 beds 3 baths3,230 sq. ft.3143 S Giles Avenue, Chicago, IL 60616
MLS# 12591764Listed by: PARKVUE REALTY CORPORATION
$680,000Active5 beds 3 baths2,556 sq. ft.338 E 25th Place, Chicago, IL 60616
MLS# 12591411Listed by: KALE REALTY
$949,900Active4 beds 4 baths3,285 sq. ft.Address Withheld By Seller, Chicago, IL 60616
MLS# 12588515Listed by: PAMELA HOLT- $199,000Active0 Acres
3423 S Calumet Avenue, Chicago, IL 60616
MLS# 12588286Listed by: COMPASS 
$150,000Pending1 beds 1 baths2901 S Michigan Avenue #1909, Chicago, IL 60616
MLS# 12584609Listed by: REDFIN CORPORATION
$330,000Active6 beds 2 baths2,204 sq. ft.3549 S Indiana Avenue, Chicago, IL 60653
MLS# 12581786Listed by: ILLINOIS REAL ESTATE PARTNERS
$139,900Pending1 beds 1 baths345 E Eastgate Place #204, Chicago, IL 60616
MLS# 12581897Listed by: BAIRD & WARNER
$349,900Active0 Acres3364 S Giles Avenue, Chicago, IL 60616
MLS# 12581356Listed by: COMPASS
$1,200,000Active8 beds 10 baths11,108 sq. ft.3736 S Michigan Avenue, Chicago, IL 60653
MLS# 12580025Listed by: COMPASS
$170,000Pending1 beds 1 baths650 sq. ft.207 E 31st Street #2G, Chicago, IL 60616
MLS# 12578678Listed by: CENTURY 21 REALTY ASSOCIATES
$170,000Pending2 beds 2 baths1,237 sq. ft.2901 S Michigan Avenue #808-9, Chicago, IL 60616
MLS# 12549244Listed by: BAIRD & WARNER- $5,400Active0 Acres
50 E 26th Street #PU-61, Chicago, IL 60616
MLS# 12577522Listed by: AVENUE 1 REALTY GROUP 
$259,000Pending2 beds 2 baths1,500 sq. ft.214 E 37th Street #2, Chicago, IL 60653
MLS# 12574796Listed by: JAMESON SOTHEBY'S INTL REALTY
$340,000Active2 beds 2 baths1,288 sq. ft.317 E 25th Street #3E, Chicago, IL 60616
MLS# 12571252Listed by: JAMESON SOTHEBY'S INTL REALTY
$175,000Pending2 beds 2 baths1,038 sq. ft.606 E Woodland Park Avenue #608, Chicago, IL 60616
MLS# 12565964Listed by: TAYLOR REALTY GROUP LLC
$110,000Active1 beds 1 baths900 sq. ft.606 E Woodland Park Avenue #105, Chicago, IL 60616
MLS# 12567005Listed by: TAYLOR REALTY GROUP LLC
$335,000Active2 beds 2 baths1,500 sq. ft.31 E 26th Street #3, Chicago, IL 60616
MLS# 12560219Listed by: CENTURY 21 S.G.R., INC.
$339,900Pending3 beds 2 baths1,300 sq. ft.3301 S Michigan Avenue #3, Chicago, IL 60616
MLS# 12593540Listed by: RIVER WEST REALTY, INC.
$150,000Pending1 beds 1 baths695 sq. ft.345 E Eastgate Place #604, Chicago, IL 60616
MLS# 12547829Listed by: BEST CHICAGO PROPERTIES, LLC
$170,000Pending2 beds 2 baths1,244 sq. ft.2901 S Michigan Avenue #1803-4, Chicago, IL 60616
MLS# 12544810Listed by: CHICAGO REALTY PARTNERS, LTD
$131,900Active2 beds 2 baths1,500 sq. ft.601 E 32nd Street #400, Chicago, IL 60616
MLS# 12524217Listed by: TAYLOR REALTY GROUP LLC
$360,000Active0 Acres3630 S Giles Avenue, Chicago, IL 60653
MLS# 12519863Listed by: RE/MAX 10
$230,000Active0 Acres3529 S Prairie Avenue, Chicago, IL 60653
MLS# 12519919Listed by: RE/MAX 10
$144,000Pending1 beds 1 baths750 sq. ft.2605 S Indiana Avenue #708, Chicago, IL 60616
MLS# 12516404Listed by: CENTURY 21 S.G.R., INC.
$30,000Active0 Acres2545 S Dearborn Street #P-56, Chicago, IL 60616
MLS# 12480797Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$30,000Active0 Acres2545 S Dearborn Street #P-91, Chicago, IL 60616
MLS# 12481608Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$90,000Active0 Acres3333 S Indiana Avenue, Chicago, IL 60616
MLS# 12466069Listed by: COLDWELL BANKER REALTY
$997,000Active4 beds 4 baths3245 S Calumet Avenue, Chicago, IL 60616
MLS# 12451154Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$899,000Active4 beds 4 baths3249 S Calumet Avenue, Chicago, IL 60616
MLS# 12451617Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$224,000Active3 beds 2 baths1,700 sq. ft.601 E 32nd Street #801, Chicago, IL 60616
MLS# 12430784Listed by: BETTER HOMES FOR AMERICA, LLC
$165,000Active2 beds 2 baths2605 S Indiana Avenue #2201, Chicago, IL 60616
MLS# 12584740Listed by: BAIRD & WARNER
$139,900Active3 beds 3 baths1,000 sq. ft.3041 S Michigan Avenue #506, Chicago, IL 60616
MLS# 12367249Listed by: REALTY SERVICES CONSORTIUM
$149,500Pending1 beds 1 baths769 sq. ft.2941 S Michigan Avenue #407, Chicago, IL 60616
MLS# 12494111Listed by: COLDWELL BANKER REALTY
$549,000Pending3 beds 3 baths2,563 sq. ft.3330 S Indiana Avenue #2S, Chicago, IL 60616
MLS# 12574504Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$69,900Active0.08 Acres19 E 37th Place, Chicago, IL 60653
MLS# 12552242Listed by: BAIRD & WARNER
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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 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.
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 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.