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Grand Boulevard, Chicago, IL - homes for sale
113 of 113 results displayed
- New
$649,000Active7 beds 4 baths441 E 42nd Street, Chicago, IL 60653
MLS# 12604306Listed by: REALTY OF AMERICA, LLC
- Open Sat, 12 to 2pmNew
$725,000Active11 beds 6 baths4326 S Calumet Avenue, Chicago, IL 60653
MLS# 12598987Listed by: COMPASS - New
$1,125,000Active9 beds 6 baths4841 S Prairie Avenue, Chicago, IL 60615
MLS# 12605340Listed by: NORTH CLYBOURN GROUP, INC. - New
$799,000Active9 beds 6 baths4736 S Prairie Avenue, Chicago, IL 60615
MLS# 12606041Listed by: NORTH CLYBOURN GROUP, INC. - Open Sat, 1 to 3pmNew
$679,900Active7 beds 1 baths4330 S Langley Avenue, Chicago, IL 60653
MLS# 12601051Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE - New
$299,999Active3 beds 2 baths1,600 sq. ft.4336 S Saint Lawrence Avenue #G, Chicago, IL 60653
MLS# 12457247Listed by: CADENCE REALTY - New
$1,450,000Active12 beds 10 baths5029 S Indiana Avenue, Chicago, IL 60615
MLS# 12604602Listed by: PEDESTAL REALTY LLC - New
$799,000Active5 beds 4 baths3,200 sq. ft.700 E 46th Street, Chicago, IL 60653
MLS# 12603157Listed by: FULTON GRACE REALTY - New
$695,000Active4 beds 4 baths3,024 sq. ft.4234 S St Lawrence Avenue, Chicago, IL 60653
MLS# 12602515Listed by: BAIRD & WARNER 
$375,000Pending3 beds 3 baths1,600 sq. ft.4316 S Michigan Avenue #3S, Chicago, IL 60653
MLS# 12601333Listed by: FULTON GRACE REALTY- New
$349,998Active4 beds 2 baths4558 S King Drive #6, Chicago, IL 60653
MLS# 12600260Listed by: FORZA ADVANTAGE REALTY - Open Sat, 11am to 12pmNew
$469,900Active4 beds 3 baths1,985 sq. ft.4559 S Michigan Avenue #2S, Chicago, IL 60653
MLS# 12599832Listed by: RE/MAX PREMIER - New
$415,000Active3 beds 3 baths2,195 sq. ft.4411 S Calumet Avenue, Chicago, IL 60653
MLS# 12590848Listed by: COMPASS 
$249,000Pending6 beds 2 baths4931 S Champlain Avenue, Chicago, IL 60615
MLS# 12597130Listed by: CENTURY 21 S.G.R., INC.
$770,000Active7 beds 5 baths611 E 50th Place, Chicago, IL 60615
MLS# 12596802Listed by: RE/MAX PREMIER LUXURY COLLECTION
$999,000Active5 beds 4 baths3,000 sq. ft.559 E 50th Street, Chicago, IL 60615
MLS# 12595894Listed by: EXIT STRATEGY REALTY / EMA MANAGEMENT
$1,249,900Pending5 beds 4 baths4,500 sq. ft.515 E Oakwood Boulevard, Chicago, IL 60653
MLS# 12591936Listed by: COLDWELL BANKER REALTY
$660,000Active4 beds 4 baths3,000 sq. ft.4914 S Washington Park Court, Chicago, IL 60615
MLS# 12591501Listed by: REDFIN CORPORATION
$299,900Active4 beds 2 baths2,221 sq. ft.4505 S Indiana Avenue, Chicago, IL 60653
MLS# 12588740Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$1,199,000Pending9 beds 6 baths4934 S Champlain Avenue, Chicago, IL 60615
MLS# 12591435Listed by: COMPASS
$399,000Active3 beds 4 baths2,900 sq. ft.4403 S Prairie Avenue, Chicago, IL 60653
MLS# 12589773Listed by: COLDWELL BANKER REALTY
$500,000Active5 beds 2 baths4829 S Champlain Avenue, Chicago, IL 60615
MLS# 12590468Listed by: BAIRD & WARNER
$205,000Pending3 beds 2 baths4337 S Prairie Avenue #3, Chicago, IL 60653
MLS# 12560533Listed by: BERKSHIRE HATHAWAY HOMESERVICES CHICAGO
$649,900Active4 beds 4 baths2,750 sq. ft.3918 S King Drive #1S, Chicago, IL 60653
MLS# 12569248Listed by: FULTON GRACE REALTY- Open Sun, 1 to 2pm
$175,000Active2 beds 2 baths1,600 sq. ft.4837 S Forrestville Avenue #1, Chicago, IL 60615
MLS# 12586052Listed by: STRAIGHT-A REALTY, LLC 
$1,199,000Pending9 beds 6 baths4932 S Champlain Avenue, Chicago, IL 60615
MLS# 12587039Listed by: COMPASS
$969,000Active9 beds 6 baths5008 S Prairie Avenue, Chicago, IL 60615
MLS# 12586841Listed by: BAIRD & WARNER
$499,000Active3 beds 4 baths3,200 sq. ft.4553 S King Drive, Chicago, IL 60653
MLS# 12585989Listed by: REALTY OF AMERICA, LLC
$275,000Pending4 beds 2 bathsAddress Withheld By Seller, Chicago, IL 60653
MLS# 12585056Listed by: REAL PEOPLE REALTY
$114,900Active0 Acres4642 S Indiana Avenue, Chicago, IL 60653
MLS# 12582519Listed by: CITY SUBURBAN REAL ESTATE OF IL, INC.
$129,900Active0 Acres4550 S Cottage Grove Avenue, Chicago, IL 60653
MLS# 12582525Listed by: CITY SUBURBAN REAL ESTATE OF IL, INC.
$250,000Pending3 beds 3 baths1,800 sq. ft.4548 S Indiana Avenue #G-S, Chicago, IL 60653
MLS# 12575980Listed by: IRPINO REAL ESTATE, INC.
$1,200,000Active9 beds 6 baths4906 S Saint Lawrence Avenue, Chicago, IL 60615
MLS# 12581757Listed by: EXP REALTY
$285,000Active3 beds 2 baths1,500 sq. ft.4315 S Forrestville Avenue #3S, Chicago, IL 60653
MLS# 12575307Listed by: COLDWELL BANKER REALTY
$1,199,900Active5 beds 5 baths5,080 sq. ft.Address Withheld By Seller, Chicago, IL 60615
MLS# 12501118Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$329,900Active3 beds 2 baths543 E 43rd Street #3W, Chicago, IL 60653
MLS# 12580554Listed by: COLEBROOK REALTY GROUP
$529,900Active3 beds 3 baths1,900 sq. ft.4443 S Vincennes Avenue #2, Chicago, IL 60653
MLS# 12578594Listed by: FULTON GRACE REALTY
$499,900Pending3 beds 3 baths1,900 sq. ft.4443 S Vincennes Avenue #1, Chicago, IL 60653
MLS# 12578516Listed by: FULTON GRACE REALTY
$579,900Pending3 beds 3 baths2,200 sq. ft.4443 S Vincennes Avenue #3, Chicago, IL 60653
MLS# 12577298Listed by: FULTON GRACE REALTY
$295,000Active3 beds 3 baths1,600 sq. ft.4543 S Prairie Avenue #3S, Chicago, IL 60653
MLS# 12577775Listed by: KEEP IT REALTY, LTD
$445,000Active3 beds 2 baths1,400 sq. ft.4208 S Calumet Avenue #201, Chicago, IL 60653
MLS# 12576619Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$489,000Active3 beds 2 baths1,400 sq. ft.4208 S Calumet Avenue #301, Chicago, IL 60653
MLS# 12575503Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$695,000Active9 beds 5 baths4552 S Indiana Avenue, Chicago, IL 60653
MLS# 12574368Listed by: ANCHOR REAL ESTATE, INC.
$64,900Pending0 Acres212 E 41st Street, Chicago, IL 60653
MLS# 12573943Listed by: COLDWELL BANKER REALTY
$1,200,000Active9 beds 6 baths4950 S Michigan Avenue, Chicago, IL 60615
MLS# 12570137Listed by: HORVATH & TREMBLAY IL, LLC
$1,200,000Active9 beds 6 baths4952 S Michigan Avenue, Chicago, IL 60615
MLS# 12571108Listed by: HORVATH & TREMBLAY IL, LLC
$89,900Pending2 beds 1 baths850 sq. ft.346 E 41st Street #2, Chicago, IL 60653
MLS# 12571882Listed by: AREA WIDE REALTY
$725,000Pending4 beds 4 baths2,232 sq. ft.347 E 44th Street, Chicago, IL 60653
MLS# 12565786Listed by: COMPASS
$354,900Pending3 beds 3 baths2,600 sq. ft.4439 S Calumet Avenue #1S, Chicago, IL 60653
MLS# 12565626Listed by: REALTY OF AMERICA, LLC
$760,000Pending10 beds 4 baths521 E 46th Place, Chicago, IL 60653
MLS# 12567000Listed by: TAYLOR REALTY GROUP LLC
$625,000Pending11 beds 7 baths4529 S Vincennes Avenue, Chicago, IL 60653
MLS# 12564923Listed by: REAL PEOPLE REALTY
$278,900Active3 beds 2 baths1,400 sq. ft.450 E Bowen Avenue #2W, Chicago, IL 60653
MLS# 12561817Listed by: COLDWELL BANKER REALTY
$349,900Active3 beds 3 baths1,600 sq. ft.4316 S Michigan Avenue #4S, Chicago, IL 60653
MLS# 12569220Listed by: FULTON GRACE REALTY
$395,000Pending3 beds 2 baths1,400 sq. ft.4208 S Calumet Avenue #101, Chicago, IL 60653
MLS# 12553965Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$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- Open Sat, 12 to 2pm
$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 
$525,000Active5 beds 2 baths4615 S Evans Street, Chicago, IL 60653
MLS# 12549807Listed by: EXAREALTY LLC
$650,000Pending4 beds 4 baths3,200 sq. ft.626 E Oakwood Boulevard, Chicago, IL 60653
MLS# 12531246Listed by: COLDWELL BANKER REALTY
$125,000Active3 beds 2 baths850 sq. ft.752 E 43rd Street #2E, Chicago, IL 60653
MLS# 12548986Listed by: KELLER WILLIAMS PREFERRED RLTY
$774,900Active5 beds 4 baths3,200 sq. ft.4223 S Wabash Avenue, Chicago, IL 60653
MLS# 12548602Listed by: COLDWELL BANKER REALTY
$614,990Active5 beds 4 baths3,400 sq. ft.5032 S Michigan Avenue, Chicago, IL 60615
MLS# 12548115Listed by: BLUE DOOR DAVE INC
$1,199,000Active9 beds 6 baths4739 S Indiana Avenue, Chicago, IL 60615
MLS# 12595635Listed by: NORTH CLYBOURN GROUP, INC.
$372,500Active3 beds 3 baths1,700 sq. ft.4646 S Prairie Avenue #2S, Chicago, IL 60653
MLS# 12542386Listed by: REDFIN CORPORATION
$175,000Active3 beds 2 baths2,200 sq. ft.5014 S Prairie Avenue #1, Chicago, IL 60615
MLS# 12540481Listed by: JAMESON SOTHEBY'S INTL REALTY
$663,900Pending4 beds 4 baths1,854 sq. ft.4732 S Evans Avenue, Chicago, IL 60615
MLS# 12542359Listed by: REAL BROKER LLC
$999,000Pending9 beds 6 baths4634 S Langley Avenue, Chicago, IL 60653
MLS# 12543724Listed by: REALTY OF AMERICA, LLC
$195,000Active3 beds 2 baths1,800 sq. ft.4148 S King Drive #G3, Chicago, IL 60653
MLS# 12530413Listed by: BERG PROPERTIES
$335,000Pending3 beds 3 baths2,200 sq. ft.512 E Oakwood Boulevard #2, Chicago, IL 60653
MLS# 12573882Listed by: REAL BROKER LLC
$329,999Pending3 beds 2 baths1,800 sq. ft.4245 S Langley Avenue #2, Chicago, IL 60653
MLS# 12534495Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$726,000Active6 beds 5 baths5027 S Indiana Avenue, Chicago, IL 60615
MLS# 12535032Listed by: PEDESTAL REALTY LLC
$255,000Active2 beds 2 baths1,400 sq. ft.4925 S Forrestville Avenue #3S, Chicago, IL 60615
MLS# 12533926Listed by: INFINITI PROPERTIES, INC.
$825,000Active7 beds 4 baths4813 S Prairie Avenue, Chicago, IL 60615
MLS# 12563163Listed by: O W AUCTION GROUP LLC
$349,900Pending3 beds 3 baths1,600 sq. ft.4316 S Michigan Avenue #2N, Chicago, IL 60653
MLS# 12562860Listed by: FULTON GRACE REALTY
$269,000Active3 beds 2 baths1,300 sq. ft.4809 S Wabash Avenue #1, Chicago, IL 60615
MLS# 12524994Listed by: EXP REALTY
$270,000Pending3 beds 2 baths1,820 sq. ft.4828 S Indiana Avenue #201, Chicago, IL 60615
MLS# 12531780Listed by: CENTURY 21 CIRCLE
$335,000Pending4 beds 3 baths2,188 sq. ft.4049 S Indiana Avenue, Chicago, IL 60653
MLS# 12524061Listed by: KELLER WILLIAMS ONECHICAGO
$839,000Active4 beds 4 baths706 E 41 Street, Chicago, IL 60653
MLS# 12526004Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$420,000Pending6 beds 3 baths2,500 sq. ft.4754 S Langley Avenue, Chicago, IL 60615
MLS# 12585962Listed by: FORTE PROPERTIES, INC.
$245,000Active2 beds 2 baths4755 S St Lawrence Avenue #B3, Chicago, IL 60615
MLS# 12582538Listed by: COLDWELL BANKER REALTY
$225,000Pending3 beds 2 baths1,850 sq. ft.4144 S King Drive #11M, Chicago, IL 60653
MLS# 12521176Listed by: COLDWELL BANKER REALTY
$155,000Active1 beds 1 baths900 sq. ft.405 E Oakwood Boulevard #4L, Chicago, IL 60653
MLS# 12592144Listed by: FROG CITY REALTY LLC
$599,000Pending5 beds 3 baths618 E 50th Place, Chicago, IL 60615
MLS# 12513345Listed by: CURRENT PROPERTIES LLC
$1,395,000Pending9 beds 7 baths4827 S Saint Lawrence Avenue, Chicago, IL 60615
MLS# 12484774Listed by: VILLAGE REALTY, INC.
$650,000Active9 beds 6 baths4507 S Michigan Avenue, Chicago, IL 60653
MLS# 12510407Listed by: COMPASS
$699,000Pending5 beds 4 baths12 W 44th Street, Chicago, IL 60609
MLS# 12509385Listed by: EXIT STRATEGY REALTY / EMA MANAGEMENT
$349,900Pending3 beds 3 baths1,600 sq. ft.4316 S Michigan Avenue #2S, Chicago, IL 60653
MLS# 12508988Listed by: FULTON GRACE REALTY
$1,250,000Pending10 beds 7 baths4800 S Michigan Avenue, Chicago, IL 60615
MLS# 12509780Listed by: RE/MAX PREMIER LUXURY COLLECTION
$225,000Pending2 beds 2 baths1,500 sq. ft.542 E 44th Street #GARDEN, Chicago, IL 60653
MLS# 12579424Listed by: COLDWELL BANKER REALTY
$64,900Active0 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
$689,000Pending5 beds 4 baths16 W 44th Street, Chicago, IL 60609
MLS# 12501333Listed by: EXIT STRATEGY REALTY / EMA MANAGEMENT
$475,000Pending4 beds 3 baths4559 S Michigan Avenue #3N, Chicago, IL 60653
MLS# 12500182Listed by: PRINCE REALTY GROUP LLC
$350,000Pending0 Acres4524 S Michigan Avenue, Chicago, IL 60653
MLS# 12492517Listed by: BAIRD & WARNER
$899,999Active6 beds 5 baths4244 S Prairie Avenue, Chicago, IL 60653
MLS# 12557129Listed by: REDFIN CORPORATION
$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
$149,999Active2 beds 1 baths800 sq. ft.5004 S Champlain Avenue #1, Chicago, IL 60615
MLS# 12455146Listed by: DUARTE REALTY COMPANY
$85,000Pending0 Acres4343 S Forrestville Avenue, Chicago, IL 60653
MLS# 12470516Listed by: INFINITI PROPERTIES, INC.
$489,000Active0 Acres131 E 43rd Street, Chicago, IL 60653
MLS# 12469456Listed by: AVENUE 1 REALTY GROUP
$159,900Pending3 beds 1 baths4055 S Calumet Avenue #3, Chicago, IL 60653
MLS# 12453169Listed by: CRUMP REALTY GROUP, INC
$369,000Active4 beds 3 baths2,600 sq. ft.4759 S Forrestville Avenue #1W, Chicago, IL 60615
MLS# 12575889Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$689,000Pending5 beds 4 baths18 W 44th Street, Chicago, IL 60609
MLS# 12411328Listed by: EXIT STRATEGY REALTY / EMA MANAGEMENT
$445,000Active3 beds 2 baths1,600 sq. ft.4730 S Champlain Avenue #3, Chicago, IL 60615
MLS# 12540527Listed by: CENTURY 21 IMPACT
$879,000Active4 beds 4 baths702 E 41 Street, Chicago, IL 60653
MLS# 12578771Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$290,000Active3 beds 2 baths4242 S Vincennes Avenue #2, Chicago, IL 60653
MLS# 12328037Listed by: KELLER WILLIAMS PREFERRED REALTY
$399,000Active0.29 Acres300 E 47th Street, Chicago, IL 60653
MLS# 12267192Listed by: IPROPERTIES
$32,000Active0.03 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 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.