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Grand Boulevard, Chicago, IL - homes for sale
116 of 116 results displayed
- New
$235,000Active2 beds 2 baths1,200 sq. ft.4023 S Calumet Avenue #2N, Chicago, IL 60653
MLS# 12731251Listed by: FULTON GRACE REALTY
- Open Sun, 12 to 2pmNew
$344,900Active3 beds 2 baths1,800 sq. ft.4326 S King Drive #2, Chicago, IL 60653
MLS# 12731514Listed by: EXIT STRATEGY REALTY - New
$999,950Active9 beds 6 baths4053 S Prairie Avenue, Chicago, IL 60653
MLS# 12723096Listed by: NORTH CLYBOURN GROUP, INC. - Open Sat, 1 to 2:30pmNew
$1,099,000Active9 beds 6 baths4841 S Prairie Avenue, Chicago, IL 60615
MLS# 12730632Listed by: NORTH CLYBOURN GROUP, INC. - Open Sat, 12 to 3pmNew
$420,000Active4 beds 3 baths2,500 sq. ft.4839 S Vincennes Avenue #1, Chicago, IL 60615
MLS# 12661298Listed by: KELLER WILLIAMS ONECHICAGO - New
$399,000Active3 beds 3 baths1,628 sq. ft.4756 S Evans Avenue, Chicago, IL 60615
MLS# 12727849Listed by: EQUITABLE INVESTMENT GROUP INC - New
$304,995Active3 beds 2 baths1,700 sq. ft.543 E 43rd Street #3W, Chicago, IL 60653
MLS# 12726944Listed by: COLEBROOK REALTY GROUP - Open Sat, 1 to 3pmNew
$345,000Active3 beds 3 baths1,436 sq. ft.735 E 50th Street #2, Chicago, IL 60615
MLS# 12726659Listed by: BAIRD & WARNER - New
$365,000Active4 beds 3 baths2,200 sq. ft.710 E 51st Street, Chicago, IL 60615
MLS# 12725874Listed by: KALE REALTY - Open Sat, 11am to 12:30pmNew
$1,225,000Active9 beds 6 baths4130 S Calumet Avenue, Chicago, IL 60653
MLS# 12725597Listed by: NORTH CLYBOURN GROUP, INC. - Open Sat, 11am to 12:30pmNew
$299,000Active3 beds 2 baths4705 S Champlain Avenue #202, Chicago, IL 60615
MLS# 12725608Listed by: NORTH CLYBOURN GROUP, INC. - New
$599,000Active0.39 Acres4401 S Wabash Avenue, Chicago, IL 60653
MLS# 12721846Listed by: COLDWELL BANKER REALTY - New
$679,900Active5 beds 4 baths3,000 sq. ft.544 E 46th Place, Chicago, IL 60653
MLS# 12725475Listed by: SU FAMILIA REAL ESTATE INC - Open Sun, 12 to 2pmNew
$349,900Active3 beds 2 baths1,600 sq. ft.660 E 51st Street #2W, Chicago, IL 60615
MLS# 12720485Listed by: OPTION PREMIER LLC - New
$325,000Active3 beds 3 baths348 E 41st Street, Chicago, IL 60653
MLS# 12723976Listed by: COLDWELL BANKER REALTY - New
$599,900Active0 Acres4317-27 S State Street, Chicago, IL 60609
MLS# 12724356Listed by: CITY SUBURBAN REAL ESTATE OF IL, INC. 
$799,000Pending9 beds 6 baths438 E 45th Place, Chicago, IL 60653
MLS# 12711183Listed by: NORTH CLYBOURN GROUP, INC.
$175,000Pending2 beds 3 baths1,500 sq. ft.4541 S Prairie Avenue #1N, Chicago, IL 60653
MLS# 12722961Listed by: RE-CHRG INC- New
$299,000Active2 beds 2 baths1,250 sq. ft.641 E Pershing Avenue #301, Chicago, IL 60653
MLS# 12722570Listed by: JAMESON SOTHEBY'S INTL REALTY 
$250,000Active2 beds 2 baths1,200 sq. ft.4417 S Calumet Avenue #2S, Chicago, IL 60653
MLS# 12722152Listed by: RLB REALTY GROUP, INC.
$875,000Active5 beds 4 baths3,000 sq. ft.3915 S Calumet Avenue, Chicago, IL 60653
MLS# 12721943Listed by: BAIRD & WARNER
$859,000Active11 beds 4 baths432 E 45th Place, Chicago, IL 60653
MLS# 12720528Listed by: INTELLECTUAL REAL ESTATE SERVICES AND INVESTMENTS- Open Sat, 11am to 12:30pm
$479,000Active3 beds 2 baths4132 S Calumet Avenue #301, Chicago, IL 60653
MLS# 12720317Listed by: NORTH CLYBOURN GROUP, INC. - Open Sat, 11am to 12:30pm
$394,000Active3 beds 2 baths4132 S Calumet Avenue #101, Chicago, IL 60653
MLS# 12718621Listed by: NORTH CLYBOURN GROUP, INC. 
$499,900Pending3 beds 3 baths2,800 sq. ft.4316 S Michigan Avenue #1N, Chicago, IL 60653
MLS# 12719978Listed by: FULTON GRACE REALTY
$755,000Active4 beds 4 baths3,956 sq. ft.4956 S Indiana Avenue, Chicago, IL 60615
MLS# 12718764Listed by: KALE REALTY
$199,000Pending3 beds 2 baths1,800 sq. ft.4949 S Calumet Avenue #3S, Chicago, IL 60653
MLS# 12718485Listed by: KALE REALTY
$149,000Active2 beds 2 baths1,200 sq. ft.4947 S Calumet Avenue #4N, Chicago, IL 60615
MLS# 12718492Listed by: KALE REALTY
$420,777Pending6 beds 3 baths2,500 sq. ft.4754 S Langley Avenue, Chicago, IL 60615
MLS# 12717299Listed by: FORTE PROPERTIES, INC.
$249,000Active3 beds 2 baths1,500 sq. ft.4520 S King Drive #1B, Chicago, IL 60653
MLS# 12715641Listed by: COLDWELL BANKER REALTY
$449,900Active4 beds 3 baths3,000 sq. ft.435 E 42nd Street #1, Chicago, IL 60653
MLS# 12552430Listed by: TAMBRA CHADWELL
$1,100,000Pending13 beds 8 baths4541 S Forrestville Avenue, Chicago, IL 60653
MLS# 12714290Listed by: EXP REALTY
$299,000Active0 Acres5031 S Michigan Avenue, Chicago, IL 60615
MLS# 12713871Listed by: REAL BROKER, LLC
$337,500Pending4 beds 2 baths2,500 sq. ft.Address Withheld By Seller, Chicago, IL 60615
MLS# 12710636Listed by: HOMETRADE REALTY LLC
$799,000Active9 beds 6 baths4736 S Prairie Avenue, Chicago, IL 60615
MLS# 12713309Listed by: NORTH CLYBOURN GROUP, INC.
$199,900Active2 beds 2 baths850 sq. ft.4847 S Vincennes Avenue #203, Chicago, IL 60615
MLS# 12666213Listed by: BAIRD & WARNER
$594,990Pending8 beds 3 baths4016 S Indiana Avenue, Chicago, IL 60653
MLS# 12701934Listed by: KELLER WILLIAMS PREFERRED RLTY
$749,900Active4 beds 4 baths530 E 44th Place, Chicago, IL 60653
MLS# 12703860Listed by: BAIRD & WARNER
$635,000Pending5 beds 3 baths5,500 sq. ft.4507 S Prairie Avenue, Chicago, IL 60653
MLS# 12654290Listed by: COLDWELL BANKER REALTY- Open Sat, 1 to 3pm
$395,000Pending3 beds 2 baths1,400 sq. ft.4206 S Calumet Avenue #101, Chicago, IL 60653
MLS# 12708792Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE 
$229,500Active3 beds 2 baths4614 S Calumet Avenue #3S, Chicago, IL 60653
MLS# 12702892Listed by: BAIRD & WARNER
$320,000Pending3 beds 2 baths1,500 sq. ft.4224 S King Drive #4S, Chicago, IL 60653
MLS# 12707691Listed by: JASON MITCHELL REAL ESTATE IL
$314,900Pending3 beds 2 baths2,087 sq. ft.4935 S Vincennes Avenue #2S, Chicago, IL 60615
MLS# 12705413Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$357,500Pending3 beds 2 baths4705 S Champlain Avenue #204, Chicago, IL 60615
MLS# 12705458Listed by: NORTH CLYBOURN GROUP, INC.
$130,000Pending0 Acres4344 S Vincennes Avenue, Chicago, IL 60653
MLS# 12704664Listed by: COLDWELL BANKER REALTY
$355,000Active3 beds 3 baths1,800 sq. ft.4518 S King Drive #2A, Chicago, IL 60653
MLS# 12705591Listed by: REALTY OF AMERICA, LLC
$350,000Active3 beds 4 baths2,569 sq. ft.4718 S Langley Avenue, Chicago, IL 60615
MLS# 12704859Listed by: KELLER WILLIAMS ONECHICAGO- Open Sat, 2 to 3:30pm
$949,000Active5 beds 4 baths3,570 sq. ft.559 E 50th Street, Chicago, IL 60615
MLS# 12705056Listed by: EXIT STRATEGY REALTY / EMA MANAGEMENT 
$275,000Active3 beds 2 baths1,300 sq. ft.4819 S Prairie Avenue #3, Chicago, IL 60615
MLS# 12699878Listed by: L. UPSHAW REALTY
$235,000Active2 beds 2 baths1,200 sq. ft.4921 S King Drive #1S, Chicago, IL 60615
MLS# 12702097Listed by: PREMIER MIDWEST REALTY, INC
$650,000Active7 beds 4 baths441 E 42nd Street, Chicago, IL 60653
MLS# 12701914Listed by: CHARLES RUTENBERG REALTY OF IL
$925,000Active9 beds 6 baths4408 S Michigan Avenue, Chicago, IL 60653
MLS# 12690193Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$337,900Active3 beds 3 baths1,600 sq. ft.212 E 44th Street #3, Chicago, IL 60653
MLS# 12699813Listed by: UNITED REAL ESTATE-CHICAGO- Open Sat, 11am to 1pm
$839,900Active4 beds 4 baths3,100 sq. ft.708 E 41 Street, Chicago, IL 60653
MLS# 12694144Listed by: FULTON GRACE REALTY 
$320,000Active3 beds 2 baths1,480 sq. ft.616 E 46th Street #2, Chicago, IL 60653
MLS# 12700151Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$435,000Pending3 beds 2 baths1,600 sq. ft.4730 S Champlain Avenue #3, Chicago, IL 60615
MLS# 12699021Listed by: CENTURY 21 IMPACT
$649,800Active4 beds 4 baths2,300 sq. ft.4442 S Drexel Boulevard #G, Chicago, IL 60653
MLS# 12694375Listed by: RE/MAX PREMIER
$495,000Pending8 beds 4 baths716-718 W 51st Street, Chicago, IL 60609
MLS# 12689455Listed by: RE/MAX LOYALTY
$349,900Pending3 beds 3 baths1,600 sq. ft.4316 S Michigan Avenue #4S, Chicago, IL 60653
MLS# 12689237Listed by: FULTON GRACE REALTY
$64,900Active0 Acres3913 S Prairie Avenue, Chicago, IL 60653
MLS# 12687481Listed by: REDFIN CORPORATION
$725,000Active5 beds 4 baths3,200 sq. ft.4223 S Wabash Avenue, Chicago, IL 60653
MLS# 12676917Listed by: COLDWELL BANKER REALTY
$650,000Active4 beds 4 baths3,000 sq. ft.433 E 46th Place, Chicago, IL 60653
MLS# 12686485Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$439,900Active3 beds 3 baths2,400 sq. ft.4414 S King Drive #F, Chicago, IL 60653
MLS# 12683540Listed by: EXIT REALTY REDEFINED
$90,000Active0 Acres712 E 42nd Street, Chicago, IL 60653
MLS# 12684087Listed by: EXIT STRATEGY REALTY
$529,900Pending3 beds 3 baths1,900 sq. ft.4441 S Vincennes Avenue #2, Chicago, IL 60653
MLS# 12681498Listed by: FULTON GRACE REALTY
$895,000Pending11 beds 8 baths4030 S Indiana Avenue, Chicago, IL 60653
MLS# 12677712Listed by: ESSEX 312, LLC
$650,000Pending8 beds 3 baths4823 S Indiana Avenue, Chicago, IL 60615
MLS# 12649249Listed by: SERENE REALTY, INC.
$605,000Active7 beds 2 baths4339 S Indiana Avenue, Chicago, IL 60653
MLS# 12676518Listed by: LISTWITHFREEDOM.COM
$325,000Active3 beds 3 baths1,800 sq. ft.4548 S Indiana Avenue #1S, Chicago, IL 60653
MLS# 12673687Listed by: IRPINO REAL ESTATE, INC.
$99,900Active0 Acres4642 S Indiana Avenue, Chicago, IL 60653
MLS# 12687733Listed by: CITY SUBURBAN REAL ESTATE OF IL, INC.
$674,900Pending5 beds 4 baths3,200 sq. ft.4538 S Saint Lawrence Avenue, Chicago, IL 60653
MLS# 12674101Listed by: BERKSHIRE HATHAWAY HOMESERVICES CHICAGO
$145,000Active0.08 Acres428 E 44th Street, Chicago, IL 60653
MLS# 12661101Listed by: RE/MAX PREMIER
$240,000Active3 beds 2 baths1,600 sq. ft.4815 S Champlain Avenue #2, Chicago, IL 60615
MLS# 12668621Listed by: KM REALTY GROUP, LLC
$315,000Pending3 beds 2 baths4705 S Champlain Avenue #301, Chicago, IL 60615
MLS# 12669370Listed by: NORTH CLYBOURN GROUP, INC.
$320,000Pending3 beds 2 baths4705 S Champlain Avenue #401, Chicago, IL 60615
MLS# 12666974Listed by: NORTH CLYBOURN GROUP, INC.
$304,000Pending3 beds 2 baths4705 S Champlain Avenue #404, Chicago, IL 60615
MLS# 12660567Listed by: NORTH CLYBOURN GROUP, INC.
$435,000Pending3 beds 2 baths1,500 sq. ft.4351 S Vincennes Avenue #2, Chicago, IL 60653
MLS# 12664761Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$104,900Active0.06 Acres4240 S Saint Lawrence Avenue, Chicago, IL 60653
MLS# 12664835Listed by: COLDWELL BANKER REALTY
$209,000Active2 beds 1 baths1,074 sq. ft.4451 S Indiana Avenue #2S, Chicago, IL 60653
MLS# 12659425Listed by: ARNI REALTY INCORPORATED
$350,000Pending3 beds 3 baths1,800 sq. ft.4032 S Calumet Street #1S, Chicago, IL 60653
MLS# 12658444Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$739,000Active4 beds 4 baths2,100 sq. ft.4557 S Prairie Avenue, Chicago, IL 60653
MLS# 12655272Listed by: EXIT STRATEGY REALTY / EMA MANAGEMENT
$300,000Pending3 beds 2 baths1,570 sq. ft.4345 S Indiana Avenue #4S, Chicago, IL 60653
MLS# 12646814Listed by: BERKSHIRE HATHAWAY HOMESERVICES CHICAGO
$300,000Active3 beds 3 baths1,800 sq. ft.4644 S Prairie Avenue #2N, Chicago, IL 60653
MLS# 12649837Listed by: KELLER WILLIAMS ONECHICAGO
$649,900Pending7 beds 3 baths4330 S Langley Avenue, Chicago, IL 60653
MLS# 12643940Listed 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 
$440,000Active4 beds 3 baths3,200 sq. ft.4937 S Prairie Avenue, Chicago, IL 60615
MLS# 12640215Listed by: HOMESMART CONNECT LLC
$285,000Active3 beds 2 baths2,600 sq. ft.4242 S Vincennes Avenue #2, Chicago, IL 60653
MLS# 12328021Listed by: KELLER WILLIAMS PREFERRED REALTY
$399,995Pending3 beds 3 baths2,195 sq. ft.4411 S Calumet Avenue, Chicago, IL 60653
MLS# 12637520Listed by: COMPASS
$430,000Pending4 beds 3 baths2,520 sq. ft.4757 S Langley Avenue, Chicago, IL 60615
MLS# 12631915Listed by: NV REALTY LLC
$775,000Active8 beds 6 baths4525 S Evans Avenue, Chicago, IL 60653
MLS# 12589301Listed by: JUNIPER REAL ESTATE LLC
$630,000Pending7 beds 4 baths419 E 46th Street, Chicago, IL 60653
MLS# 12628022Listed by: CHARLES RUTENBERG REALTY
$799,000Active8 beds 4 baths4040 S Calumet Avenue, Chicago, IL 60653
MLS# 12584754Listed by: RE/MAX TOP PERFORMERS
$1,225,000Active9 beds 6 bathsAddress Withheld By Seller, Chicago, IL 60653
MLS# 12618634Listed by: COMPASS
$175,000Active2 beds 2 baths1,250 sq. ft.4207 S Indiana Avenue #G, Chicago, IL 60653
MLS# 12617059Listed by: STRAIGHT-A REALTY, LLC
$899,000Pending10 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
$299,999Pending3 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.
$735,000Active7 beds 5 baths611 E 50th Place, Chicago, IL 60615
MLS# 12596802Listed by: RE/MAX PREMIER LUXURY COLLECTION
$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
$250,000Pending3 beds 3 baths1,600 sq. ft.4543 S Prairie Avenue #3S, Chicago, IL 60653
MLS# 12577775Listed by: KEEP IT REALTY, LTD
$740,000Active10 beds 4 baths521 E 46th Place, Chicago, IL 60653
MLS# 12567000Listed by: TAYLOR REALTY GROUP LLC
$1,199,000Pending9 beds 6 baths4739 S Indiana Avenue, Chicago, IL 60615
MLS# 12595635Listed by: NORTH CLYBOURN GROUP, INC.
$730,000Pending6 beds 5 baths5027 S Indiana Avenue, Chicago, IL 60615
MLS# 12535032Listed by: PEDESTAL REALTY LLC
$259,000Pending3 beds 2 baths1,300 sq. ft.4809 S Wabash Avenue #1, Chicago, IL 60615
MLS# 12524994Listed by: EXP REALTY
$155,000Pending1 beds 1 baths900 sq. ft.405 E Oakwood Boulevard #4L, Chicago, IL 60653
MLS# 12592144Listed by: FROG CITY REALTY LLC
$395,000Active5 beds 3 baths3,000 sq. ft.4953 S Michigan Avenue #7, Chicago, IL 60615
MLS# 12504049Listed by: SIANA REALTY LLC
$489,000Active0 Acres131 E 43rd Street, Chicago, IL 60653
MLS# 12469456Listed by: AVENUE 1 REALTY GROUP
$369,000Active4 beds 3 baths4759 S Forrestville Avenue #1W, Chicago, IL 60615
MLS# 12575889Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$399,000Active0.29 Acres300 E 47th Street, Chicago, IL 60653
MLS# 12267192Listed by: IPROPERTIES- $28,000Active0.03 Acres
715 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
$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. MLSNI Member Broker: Lisa McKinney
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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.
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.