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Grand Boulevard, Chicago, IL - homes for sale
92 of 92 results displayed
- New
$390,000Active3 beds 3 baths1,800 sq. ft.4032 S Calumet Street #1S, Chicago, IL 60653
MLS# 12658444Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
- New
$739,000Active4 beds 4 baths2,100 sq. ft.4557 S Prairie Avenue, Chicago, IL 60653
MLS# 12655272Listed by: EXIT STRATEGY REALTY / EMA MANAGEMENT - New
$1,350,000Active13 beds 8 baths4541 S Forrestville Avenue, Chicago, IL 60653
MLS# 12651023Listed by: EXP REALTY - Open Sat, 1 to 3pmNew
$675,000Active4 beds 4 baths3,000 sq. ft.433 E 46th Place, Chicago, IL 60653
MLS# 12645132Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE - Open Sat, 2 to 4pmNew
$300,000Active3 beds 2 baths1,570 sq. ft.4345 S Indiana Avenue #4S, Chicago, IL 60653
MLS# 12646814Listed by: BERKSHIRE HATHAWAY HOMESERVICES CHICAGO - Open Fri, 12:30 to 1:30pmNew
$649,900Active4 beds 4 baths2,750 sq. ft.3918 S King Drive #1S, Chicago, IL 60653
MLS# 12650085Listed by: FULTON GRACE REALTY 
$529,900Active3 beds 3 baths1,900 sq. ft.4447 S Vincennes Avenue #2, Chicago, IL 60653
MLS# 12650083Listed by: FULTON GRACE REALTY
$300,000Active3 beds 3 baths1,800 sq. ft.4644 S Prairie Avenue #2N, Chicago, IL 60653
MLS# 12649837Listed by: KELLER WILLIAMS ONECHICAGO
$1,225,000Active9 beds 6 baths4130 S Calumet Avenue, Chicago, IL 60653
MLS# 12644401Listed by: NORTH CLYBOURN GROUP, INC.
$699,000Active5 beds 4 baths3,200 sq. ft.4538 S Saint Lawrence Avenue, Chicago, IL 60653
MLS# 12590661Listed by: BERKSHIRE HATHAWAY HOMESERVICES CHICAGO
$199,500Active2 beds 2 baths4852 S Prairie Avenue #2B, Chicago, IL 60615
MLS# 12647183Listed by: NORTH CLYBOURN GROUP, INC.
$649,900Active7 beds 3 baths4330 S Langley Avenue, Chicago, IL 60653
MLS# 12643940Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$325,000Active3 beds 2 baths1,480 sq. ft.616 E 46th Street #2, Chicago, IL 60653
MLS# 12644601Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$489,999Pending5 beds 2 baths4829 S Champlain Avenue, Chicago, IL 60615
MLS# 12644151Listed by: BAIRD & WARNER
$349,900Active3 beds 3 baths1,600 sq. ft.4316 S Michigan Avenue #4S, Chicago, IL 60653
MLS# 12644024Listed by: FULTON GRACE REALTY
$365,000Pending4 beds 4 baths3,400 sq. ft.4956 S Champlain Avenue #1S, Chicago, IL 60615
MLS# 12643523Listed by: REAL BROKER LLC
$580,000Pending11 beds 7 baths4529 S Vincennes Avenue, Chicago, IL 60653
MLS# 12642304Listed by: REAL PEOPLE REALTY
$89,900Pending2 beds 1 baths850 sq. ft.346 E 41st Street #2, Chicago, IL 60653
MLS# 12621668Listed by: AREA WIDE REALTY- Open Sat, 1 to 3pm
$479,000Pending3 beds 2 baths1,400 sq. ft.4208 S Calumet Avenue #301, Chicago, IL 60653
MLS# 12640937Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE - Open Sat, 1 to 3pm
$425,000Active3 beds 2 baths1,400 sq. ft.4208 S Calumet Avenue #201, Chicago, IL 60653
MLS# 12640895Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE 
$520,000Pending5 beds 4 baths4812 S Langley Avenue, Chicago, IL 60615
MLS# 12640402Listed by: KELLER WILLIAMS ONECHICAGO
$710,000Pending11 beds 6 baths4326 S Calumet Avenue, Chicago, IL 60653
MLS# 12640697Listed by: COMPASS- Open Sat, 12 to 2pm
$440,000Active4 beds 3 baths3,200 sq. ft.4937 S Prairie Avenue, Chicago, IL 60615
MLS# 12640215Listed by: HOMESMART CONNECT LLC 
$164,000Active2 beds 2 baths5014 S King Drive #2W, Chicago, IL 60615
MLS# 12633010Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$285,000Active3 beds 2 baths2,600 sq. ft.4242 S Vincennes Avenue #2, Chicago, IL 60653
MLS# 12328021Listed by: KELLER WILLIAMS PREFERRED REALTY
$399,995Active3 beds 3 baths2,195 sq. ft.4411 S Calumet Avenue, Chicago, IL 60653
MLS# 12637520Listed by: COMPASS
$429,999Active3 beds 2 baths1,850 sq. ft.4245 S Langley Avenue #3, Chicago, IL 60653
MLS# 12635124Listed by: BLUE DOOR DAVE INC
$799,000Active9 beds 6 baths4736 S Prairie Avenue, Chicago, IL 60615
MLS# 12633743Listed by: NORTH CLYBOURN GROUP, INC.
$1,125,000Active9 beds 6 baths4841 S Prairie Avenue, Chicago, IL 60615
MLS# 12633744Listed by: NORTH CLYBOURN GROUP, INC.
$685,000Active0.3 Acres4401 S Wabash Avenue, Chicago, IL 60653
MLS# 12607905Listed by: TONETTE LUMPKIN
$340,000Pending3 beds 2 baths1,480 sq. ft.614 E 46th Street #3, Chicago, IL 60653
MLS# 12629038Listed by: RE/MAX PREMIER
$585,000Active4 beds 3 baths2,520 sq. ft.4757 S Langley Avenue, Chicago, IL 60615
MLS# 12631915Listed by: NV REALTY LLC
$210,000Active2 beds 3 baths1,500 sq. ft.4541 S Prairie Avenue #1N, Chicago, IL 60653
MLS# 12630413Listed by: RE-CHRG INC
$879,000Pending4 beds 4 baths3,100 sq. ft.702 E 41 Street, Chicago, IL 60653
MLS# 12629869Listed by: FULTON GRACE REALTY
$630,000Pending7 beds 4 baths419 E 46th Street, Chicago, IL 60653
MLS# 12628022Listed by: CHARLES RUTENBERG REALTY
$839,900Active4 beds 4 baths3,100 sq. ft.704 E 41 Street, Chicago, IL 60653
MLS# 12626330Listed by: FULTON GRACE REALTY
$675,000Pending4 beds 4 baths3,024 sq. ft.4234 S St Lawrence Avenue, Chicago, IL 60653
MLS# 12627511Listed by: BAIRD & WARNER
$230,000Active3 beds 2 baths1,800 sq. ft.4949 S Calumet Avenue #3S, Chicago, IL 60653
MLS# 12624819Listed by: KALE REALTY
$230,000Pending3 beds 2 baths1,680 sq. ft.5001 S King Drive #GN, Chicago, IL 60615
MLS# 12625815Listed by: EXP REALTY
$337,490Active3 beds 2 baths1,700 sq. ft.543 E 43rd Street #3W, Chicago, IL 60653
MLS# 12624768Listed by: COLEBROOK REALTY GROUP
$499,900Pending3 beds 2 baths1,950 sq. ft.4816 S St. Lawrence Avenue #302, Chicago, IL 60615
MLS# 12605113Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$249,900Pending2 beds 1 baths1,000 sq. ft.4134 S Michigan Avenue, Chicago, IL 60653
MLS# 12622976Listed by: LOOP REALTY FIRM
$365,000Active3 beds 3 baths1,700 sq. ft.4646 S Prairie Avenue #2S, Chicago, IL 60653
MLS# 12622482Listed by: REDFIN CORPORATION
$355,000Active3 beds 3 baths1,800 sq. ft.4518 S King Drive #2A, Chicago, IL 60653
MLS# 12632766Listed by: REALTY OF AMERICA, LLC
$1,199,000Active9 beds 6 baths4934 S Champlain Avenue, Chicago, IL 60615
MLS# 12620467Listed by: COMPASS
$175,000Pending4 beds 3 baths1,540 sq. ft.4730 S Wabash Avenue, Chicago, IL 60615
MLS# 12620072Listed by: EXP REALTY
$799,000Active8 beds 4 baths4040 S Calumet Avenue, Chicago, IL 60653
MLS# 12584754Listed by: RE/MAX TOP PERFORMERS
$850,000Active5 beds 4 baths3,000 sq. ft.3915 S Calumet Avenue, Chicago, IL 60653
MLS# 12617542Listed by: BAIRD & WARNER
$1,225,000Active9 beds 6 bathsAddress Withheld By Seller, Chicago, IL 60653
MLS# 12618634Listed by: COMPASS- Open Sun, 3 to 4pm
$175,000Active2 beds 2 baths1,250 sq. ft.4207 S Indiana Avenue #G, Chicago, IL 60653
MLS# 12617059Listed by: STRAIGHT-A REALTY, LLC 
$650,000Pending5 beds 4 baths4744 S Indiana Avenue, Chicago, IL 60615
MLS# 12612099Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$889,000Active10 beds 8 baths4041 S Calumet Avenue, Chicago, IL 60653
MLS# 12610417Listed by: WILLIAM A. KOWALSKI
$159,900Active3 beds 2 baths2,251 sq. ft.5016 S Prairie Avenue #1, Chicago, IL 60615
MLS# 12599397Listed by: JAMESON SOTHEBY'S INTL REALTY
$649,000Active7 beds 4 baths441 E 42nd Street, Chicago, IL 60653
MLS# 12604306Listed by: REALTY OF AMERICA, LLC
$299,999Active3 beds 2 baths1,600 sq. ft.4336 S Saint Lawrence Avenue #G, Chicago, IL 60653
MLS# 12457247Listed by: CADENCE REALTY
$249,000Pending6 beds 2 baths4931 S Champlain Avenue, Chicago, IL 60615
MLS# 12597130Listed by: CENTURY 21 S.G.R., INC.
$760,000Active7 beds 5 baths611 E 50th Place, Chicago, IL 60615
MLS# 12596802Listed by: RE/MAX PREMIER LUXURY COLLECTION
$999,000Active5 beds 4 baths3,570 sq. ft.559 E 50th Street, Chicago, IL 60615
MLS# 12595894Listed by: EXIT STRATEGY REALTY / EMA MANAGEMENT
$299,900Active4 beds 2 baths2,221 sq. ft.4505 S Indiana Avenue, Chicago, IL 60653
MLS# 12588740Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE- Open Sun, 2 to 3pm
$175,000Active2 beds 2 baths1,600 sq. ft.4837 S Forrestville Avenue #1, Chicago, IL 60615
MLS# 12586052Listed by: STRAIGHT-A REALTY, LLC 
$275,000Pending4 beds 2 bathsAddress Withheld By Seller, Chicago, IL 60653
MLS# 12585056Listed by: REAL PEOPLE REALTY
$285,000Pending3 beds 2 baths1,500 sq. ft.4315 S Forrestville Avenue #3S, Chicago, IL 60653
MLS# 12575307Listed by: COLDWELL BANKER REALTY
$295,000Active3 beds 3 baths1,600 sq. ft.4543 S Prairie Avenue #3S, Chicago, IL 60653
MLS# 12577775Listed by: KEEP IT REALTY, LTD
$695,000Pending9 beds 5 baths4552 S Indiana Avenue, Chicago, IL 60653
MLS# 12574368Listed by: ANCHOR REAL ESTATE, INC.
$750,000Active10 beds 4 baths521 E 46th Place, Chicago, IL 60653
MLS# 12567000Listed by: TAYLOR REALTY GROUP LLC
$233,000Active2 beds 2 baths1,200 sq. ft.5014 S King Drive #2E, Chicago, IL 60615
MLS# 12553046Listed by: FUQUA REAL ESTATE SERVICES LLC
$1,285,000Active9 beds 6 baths4206 S Calumet Avenue, Chicago, IL 60653
MLS# 12535451Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$435,000Active3 beds 2 baths1,500 sq. ft.4351 S Vincennes Avenue #2, Chicago, IL 60653
MLS# 12531752Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$749,900Active5 beds 4 baths3,200 sq. ft.4223 S Wabash Avenue, Chicago, IL 60653
MLS# 12548602Listed by: COLDWELL BANKER REALTY
$1,199,000Pending9 beds 6 baths4739 S Indiana Avenue, Chicago, IL 60615
MLS# 12595635Listed by: NORTH CLYBOURN GROUP, INC.
$175,000Pending3 beds 2 baths2,200 sq. ft.5014 S Prairie Avenue #1, Chicago, IL 60615
MLS# 12540481Listed by: JAMESON SOTHEBY'S INTL REALTY
$669,000Active4 beds 4 baths1,854 sq. ft.4732 S Evans Avenue, Chicago, IL 60615
MLS# 12542359Listed by: REAL BROKER LLC
$730,000Active6 beds 5 baths5027 S Indiana Avenue, Chicago, IL 60615
MLS# 12535032Listed by: PEDESTAL REALTY LLC
$252,000Active2 beds 2 baths1,400 sq. ft.4925 S Forrestville Avenue #3S, Chicago, IL 60615
MLS# 12533926Listed by: INFINITI PROPERTIES, INC.
$269,000Active3 beds 2 baths1,300 sq. ft.4809 S Wabash Avenue #1, Chicago, IL 60615
MLS# 12524994Listed by: EXP REALTY
$155,000Active1 beds 1 baths900 sq. ft.405 E Oakwood Boulevard #4L, Chicago, IL 60653
MLS# 12592144Listed by: FROG CITY REALTY LLC
$650,000Active9 beds 6 baths4507 S Michigan Avenue, Chicago, IL 60653
MLS# 12510407Listed by: COMPASS
$64,900Pending0 Acres3913 S Prairie Avenue, Chicago, IL 60653
MLS# 12534624Listed by: REDFIN CORPORATION
$415,000Active5 beds 3 baths3,000 sq. ft.4953 S Michigan Avenue #7, Chicago, IL 60615
MLS# 12504049Listed by: SIANA REALTY LLC
$350,000Pending0 Acres4524 S Michigan Avenue, Chicago, IL 60653
MLS# 12492517Listed by: BAIRD & WARNER
$199,999Pending2 beds 2 baths1,219 sq. ft.443 E 45th Place #1, Chicago, IL 60653
MLS# 12486819Listed by: COLDWELL BANKER REALTY
$124,900Active0.08 Acres58 E 43rd Street, Chicago, IL 60653
MLS# 12470623Listed by: KALE REALTY
$489,000Active0 Acres131 E 43rd Street, Chicago, IL 60653
MLS# 12469456Listed by: AVENUE 1 REALTY GROUP
$369,000Pending4 beds 3 baths4759 S Forrestville Avenue #1W, Chicago, IL 60615
MLS# 12575889Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$445,000Active3 beds 2 baths1,600 sq. ft.4730 S Champlain Avenue #3, Chicago, IL 60615
MLS# 12540527Listed by: CENTURY 21 IMPACT
$399,000Active0.29 Acres300 E 47th Street, Chicago, IL 60653
MLS# 12267192Listed by: IPROPERTIES
$30,000Active0.03 Acres715 E 46th Street, Chicago, IL 60653
MLS# 12264659Listed by: PEDESTAL REALTY LLC
$400,000Pending0 Acres421 E 43rd Street, Chicago, IL 60653
MLS# 12011614Listed by: COLDWELL BANKER REALTY
$749,900Active4 beds 4 baths530 E 44th Place, Chicago, IL 60653
MLS# 12552193Listed by: BAIRD & WARNER
$18,000Active0 Acres4441 S Indiana Avenue #P-7, Chicago, IL 60653
MLS# 11222807Listed by: LIFESTYLE PROPERTIES
$15,000Active0 Acres4832 S Indiana Avenue #G-28, Chicago, IL 60615
MLS# 11222831Listed by: LIFESTYLE PROPERTIES
$650,000Active0.4 Acres121 E 47th Street, Chicago, IL 60653
MLS# 11409973Listed by: PETER DROSSOS REAL ESTATE
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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.