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Prairie District, Chicago, IL - homes for sale
99 of 99 results displayed
- Open Sun, 12:30 to 1:30pmNew
$365,000Active2 beds 2 baths1600 S Indiana Avenue #1106, Chicago, IL 60616
MLS# 12556344Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
- Open Sat, 11am to 12:30pmNew
$775,000Active3 beds 2 baths1,667 sq. ft.100 E 14th Street #2205, Chicago, IL 60605
MLS# 12556749Listed by: BAIRD & WARNER - Open Sat, 10am to 1pmNew
$590,000Active2 beds 2 baths1,650 sq. ft.1439 S Michigan Avenue #104, Chicago, IL 60605
MLS# 12550330Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE - New
$575,000Active2 beds 2 baths1,400 sq. ft.100 E 14th Street #2010, Chicago, IL 60605
MLS# 12552579Listed by: COMPASS - New
$344,000Active1 beds 1 baths934 sq. ft.1235 S Prairie Avenue #2406, Chicago, IL 60605
MLS# 12541718Listed by: JAMESON SOTHEBY'S INTL REALTY - New
$239,000Active1 beds 1 baths990 sq. ft.212 E Cullerton Street #410, Chicago, IL 60616
MLS# 12553866Listed by: AREA606 PROPERTIES, LLC 
$1,450,000Pending3 beds 4 baths4,000 sq. ft.1335 S Prairie Avenue #1501, Chicago, IL 60605
MLS# 12554843Listed by: COMPASS- New
$265,000Active1 beds 1 baths1601 S Michigan Avenue #304, Chicago, IL 60616
MLS# 12545318Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE - New
$325,000Active1 beds 1 baths850 sq. ft.233 E 13th Street #1008, Chicago, IL 60605
MLS# 12552864Listed by: REDFIN CORPORATION - New
$415,000Active2 beds 2 baths1,200 sq. ft.1910 S Indiana Avenue #421, Chicago, IL 60616
MLS# 12545381Listed by: EXP REALTY - New
$30,000Active0 AcresAddress Withheld By Seller, Chicago, IL 60605
MLS# 12552580Listed by: BERKSHIRE HATHAWAY HOMESERVICES CHICAGO - New
$1,580,000Active4 beds 5 baths3,292 sq. ft.1640 S Prairie Avenue, Chicago, IL 60616
MLS# 12538376Listed by: VINA REALTY, INC. - New
$675,000Active2 beds 2 baths1,639 sq. ft.1201 S Prairie Avenue #805, Chicago, IL 60605
MLS# 12552437Listed by: JAMESON SOTHEBY'S INTL REALTY - New
$399,900Active2 beds 2 baths233 E 13th Street #2210, Chicago, IL 60605
MLS# 12552142Listed by: COMPASS - New
$30,000Active0 AcresAddress Withheld By Seller, Chicago, IL 60616
MLS# 12549220Listed by: BERKSHIRE HATHAWAY HOMESERVICES CHICAGO - New
$695,000Active3 beds 2 baths1,571 sq. ft.1629 S Prairie Avenue #801, Chicago, IL 60616
MLS# 12532846Listed by: BERKSHIRE HATHAWAY HOMESERVICES CHICAGO - New
$259,999Active1 beds 1 baths1801 S Michigan Avenue #302, Chicago, IL 60616
MLS# 12535114Listed by: @PROPERTIES CHRISTIES INTERNATIONAL REAL ESTATE - New
$1,275,000Active3 beds 4 baths1917 S Calumet Avenue, Chicago, IL 60616
MLS# 12550516Listed by: COMPASS 
$429,000Active2 beds 2 baths1,267 sq. ft.1600 S Indiana Avenue #803, Chicago, IL 60616
MLS# 12548762Listed by: COLDWELL BANKER REALTY
$550,000Active3 beds 2 baths1,570 sq. ft.1717 S Prairie Avenue #805, Chicago, IL 60616
MLS# 12486533Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE- Open Sat, 1 to 2pm
$649,000Active2 beds 2 baths1,351 sq. ft.1235 S Prairie Avenue #1303, Chicago, IL 60605
MLS# 12542208Listed by: BAIRD & WARNER 
$515,000Pending2 beds 2 baths1,244 sq. ft.1629 S Prairie Avenue #1904, Chicago, IL 60616
MLS# 12544811Listed by: CONCENTRIC REALTY, INC
$644,900Active2 beds 2 baths1,250 sq. ft.1201 S Prairie Avenue #3404, Chicago, IL 60605
MLS# 12545552Listed by: JAMESON SOTHEBY'S INTL REALTY
$949,000Active3 beds 3 baths2,076 sq. ft.Address Withheld By Seller, Chicago, IL 60605
MLS# 12505050Listed by: JAMESON SOTHEBY'S INTL REALTY
$360,000Pending1 beds 2 baths1,111 sq. ft.1600 S Prairie Avenue #1409, Chicago, IL 60616
MLS# 12543542Listed by: BERKSHIRE HATHAWAY HOMESERVICES CHICAGO
$375,000Pending2 beds 2 baths1600 S Indiana Avenue #907, Chicago, IL 60616
MLS# 12544685Listed by: HOMESCAPE REALTY LLC
$600,000Pending2 beds 2 baths1,550 sq. ft.1335 S Prairie Avenue #1802, Chicago, IL 60605
MLS# 12540307Listed by: BERKSHIRE HATHAWAY HOMESERVICES CHICAGO
$485,000Active2 beds 2 baths1,128 sq. ft.1322 S Prairie Avenue #408, Chicago, IL 60605
MLS# 12544786Listed by: LAKESIDE PROPERTIES GROUP, LLC- Open Sat, 11am to 1pm
$400,000Active2 beds 2 baths1,200 sq. ft.1631 S Michigan Avenue #604, Chicago, IL 60616
MLS# 12543699Listed by: KELLER WILLIAMS ONECHICAGO 
$295,000Pending1 beds 1 baths832 sq. ft.1600 S Indiana Avenue #1602, Chicago, IL 60616
MLS# 12543360Listed by: COMPASS
$419,000Pending2 beds 2 baths1,200 sq. ft.1901 S Calumet Avenue #1404, Chicago, IL 60616
MLS# 12532222Listed by: COMPASS- Open Sat, 10am to 1pm
$599,000Active2 beds 2 baths1,700 sq. ft.1439 S Michigan Avenue #107, Chicago, IL 60605
MLS# 12540180Listed by: COLDWELL BANKER REALTY 
$599,900Pending2 beds 2 baths1,560 sq. ft.1235 S Prairie Avenue #2805, Chicago, IL 60605
MLS# 12527597Listed by: REDFIN CORPORATION
$185,500Pending-- beds 1 baths650 sq. ft.212 E Cullerton Street #811, Chicago, IL 60616
MLS# 12538950Listed by: POWER REALTY CHICAGOLAND,PLLC
$395,000Active2 beds 2 baths1,200 sq. ft.1600 S Indiana Avenue #1708, Chicago, IL 60616
MLS# 12538432Listed by: AMERICORP, LTD
$422,000Active2 beds 2 baths1,200 sq. ft.1901 S Calumet Avenue #2205, Chicago, IL 60616
MLS# 12538597Listed by: COLDWELL BANKER REALTY
$25,000Active0 Acres1305 S Michigan Avenue #201, Chicago, IL 60605
MLS# 12535205Listed by: COMPASS
$450,000Active2 beds 2 baths1,100 sq. ft.1250 S Indiana Avenue #606, Chicago, IL 60605
MLS# 12534133Listed by: SINCERE REAL ESTATE & PROPERTY MANAGEMENT
$385,000Active2 beds 2 baths1,100 sq. ft.1305 S Michigan Avenue #1606, Chicago, IL 60605
MLS# 12536118Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$399,000Pending2 beds 2 baths1,213 sq. ft.1600 S Indiana Avenue #1303, Chicago, IL 60616
MLS# 12530907Listed by: COMPASS
$999,000Active3 beds 3 baths1,833 sq. ft.Address Withheld By Seller, Chicago, IL 60605
MLS# 12510317Listed by: RE/MAX PREMIER
$679,999Active2 beds 2 baths1,529 sq. ft.1235 S Prairie Avenue #2101, Chicago, IL 60605
MLS# 12531834Listed by: AMERICORP, LTD
$625,000Pending2 beds 3 baths1327 S Indiana Parkway, Chicago, IL 60605
MLS# 12530430Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$625,000Active2 beds 3 baths1942 S Prairie Avenue #3, Chicago, IL 60616
MLS# 12531010Listed by: KELLER WILLIAMS PREFERRED REALTY
$27,500Active0 Acres1305 S Michigan Avenue #223, Chicago, IL 60605
MLS# 12437526Listed by: PERFECT PROPERTIES
$475,000Active2 beds 2 baths1,400 sq. ft.212 E Cullerton Street #PH06, Chicago, IL 60616
MLS# 12528018Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE- New
$359,000Active2 beds 2 baths950 sq. ft.2025 S Indiana Avenue #209, Chicago, IL 60616
MLS# 12551942Listed by: BAIRD & WARNER 
$625,000Pending2 beds 2 baths1,400 sq. ft.100 E 14th Street #2106, Chicago, IL 60605
MLS# 12524177Listed by: COMPASS
$575,000Pending3 beds 2 baths1,700 sq. ft.1841 S Calumet Avenue #707, Chicago, IL 60616
MLS# 12525097Listed by: SIMPLY MODERN REAL ESTATE
$440,000Pending2 beds 2 baths1,300 sq. ft.125 E 13th Street #1002, Chicago, IL 60605
MLS# 12523681Listed by: PRINCE REALTY GROUP LLC
$925,000Pending2 beds 2 baths1,722 sq. ft.1201 S Prairie Avenue #3602, Chicago, IL 60605
MLS# 12520452Listed by: AMERICORP, LTD
$390,000Pending2 beds 2 baths1,100 sq. ft.1841 S Calumet Avenue #908, Chicago, IL 60616
MLS# 12517853Listed by: COMPASS
$439,000Pending2 beds 2 baths1,316 sq. ft.125 E 13th Street #601, Chicago, IL 60605
MLS# 12499738Listed by: JAMESON SOTHEBY'S INTL REALTY
$445,888Active2 beds 2 baths1,500 sq. ft.221 E Cullerton Street #317, Chicago, IL 60616
MLS# 12517633Listed by: RE/MAX ENTERPRISES
$415,000Active2 beds 2 baths1,175 sq. ft.1305 S Michigan Avenue #907, Chicago, IL 60605
MLS# 12516075Listed by: COMPASS
$359,900Active2 beds 2 baths1,519 sq. ft.1727 S Indiana Avenue #320, Chicago, IL 60616
MLS# 12511310Listed by: COLDWELL BANKER REALTY
$379,900Active2 beds 2 baths1,450 sq. ft.1601 S Michigan Avenue #108, Chicago, IL 60616
MLS# 12509163Listed by: RE/MAX CITYVIEW
$324,900Pending2 beds 2 baths1632 S Indiana Avenue #403, Chicago, IL 60616
MLS# 12509079Listed by: EXIT STRATEGY REALTY
$775,000Pending2 beds 2 baths1,700 sq. ft.1211 S Prairie Avenue #3603, Chicago, IL 60605
MLS# 12508361Listed by: BAIRD & WARNER
$410,000Active2 beds 2 baths1,250 sq. ft.1901 S Calumet Avenue #2912, Chicago, IL 60616
MLS# 12506501Listed by: NEW WEST REALTY PARTNERS LLC
$655,000Active2 beds 2 baths1,550 sq. ft.1335 S Prairie Avenue #1802, Chicago, IL 60605
MLS# 12504894Listed by: BERKSHIRE HATHAWAY HOMESERVICES CHICAGO
$390,000Active2 beds 2 baths1,205 sq. ft.1841 S Calumet Avenue #1903, Chicago, IL 60616
MLS# 12504324Listed by: CHICAGOLAND BROKERS, INC.
$575,000Active2 beds 2 baths1,238 sq. ft.1201 S Prairie Avenue #2404, Chicago, IL 60605
MLS# 12504693Listed by: BERG PROPERTIES
$729,000Active3 beds 2 baths1,571 sq. ft.1629 S Prairie Avenue #801, Chicago, IL 60616
MLS# 12483142Listed by: BERKSHIRE HATHAWAY HOMESERVICES CHICAGO
$340,000Active2 beds 2 baths900 sq. ft.2025 S Indiana Avenue #407, Chicago, IL 60616
MLS# 12496683Listed by: COMPASS- New
$479,900Active2 beds 2 baths1,232 sq. ft.1322 S Prairie Avenue #801, Chicago, IL 60605
MLS# 12534943Listed by: COLDWELL BANKER REALTY 
$350,000Pending2 beds 1 baths1,300 sq. ft.1631 S Michigan Avenue #312, Chicago, IL 60616
MLS# 12499893Listed by: COMPASS
$3,499,000Active4 beds 5 baths9,542 sq. ft.1211 S Prairie Avenue #5400, Chicago, IL 60605
MLS# 12498447Listed by: KELLER WILLIAMS ONECHICAGO
$340,000Pending1 beds 1 baths934 sq. ft.1235 S Prairie Avenue #3206, Chicago, IL 60605
MLS# 12490763Listed by: CHARLES RUTENBERG REALTY OF IL
$375,000Pending2 beds 2 baths1,176 sq. ft.1600 S Indiana Avenue #908, Chicago, IL 60616
MLS# 12485709Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE- Open Sat, 2 to 3pm
$350,000Active1 beds 1 baths934 sq. ft.1235 S Prairie Avenue #2506, Chicago, IL 60605
MLS# 12480354Listed by: BAIRD & WARNER 
$344,000Pending1 beds 1 baths1201 S Prairie Avenue #403, Chicago, IL 60605
MLS# 12452453Listed by: BAIRD & WARNER
$485,500Active2 beds 2 baths1,425 sq. ft.1631 S Michigan Avenue #410, Chicago, IL 60616
MLS# 12467786Listed by: BAIRD & WARNER
$259,900Active1 beds 1 baths815 sq. ft.1250 S Indiana Avenue #802, Chicago, IL 60605
MLS# 12473109Listed by: RE/MAX PREMIER
$35,000Active0 Acres1322 S Prairie Avenue #GU27, Chicago, IL 60605
MLS# 12469904Listed by: COLDWELL BANKER REALTY- Open Sun, 1 to 3pm
$1,120,000Active3 beds 3 baths2,076 sq. ft.1335 S Prairie Avenue #2005, Chicago, IL 60605
MLS# 12468531Listed by: ENGEL & VOELKERS CHICAGO 
$399,900Pending2 beds 2 baths1,226 sq. ft.1600 S Prairie Avenue #904, Chicago, IL 60616
MLS# 12464846Listed by: WEICHERT,REALTORS-FIRSTCHICAGO
$319,900Active1 beds 1 baths966 sq. ft.1235 S Prairie Avenue #807, Chicago, IL 60605
MLS# 12523734Listed by: REDFIN CORPORATION
$424,000Active2 beds 2 baths320 E 21st Street #501, Chicago, IL 60616
MLS# 12507317Listed by: BAIRD & WARNER
$375,000Pending2 beds 2 baths1,253 sq. ft.1515 S Prairie Avenue #803, Chicago, IL 60605
MLS# 12526841Listed by: COMPASS
$375,000Active2 beds 2 baths1,027 sq. ft.320 E 21st Street #204, Chicago, IL 60616
MLS# 12455090Listed by: KALE REALTY
$309,900Pending1 beds 1 baths851 sq. ft.233 E 13th Street #804, Chicago, IL 60605
MLS# 12451270Listed by: REDFIN CORPORATION- New
$1,250,000Active3 beds 3 baths2,420 sq. ft.1211 S Prairie Avenue #4805, Chicago, IL 60605
MLS# 12555100Listed by: COLDWELL BANKER REALTY 
$1,000,000Active3 beds 2 baths1,746 sq. ft.1201 S Prairie Avenue #2403, Chicago, IL 60605
MLS# 12343405Listed by: JAMESON SOTHEBY'S INTERNATIONAL REALTY
$400,000Active2 beds 2 baths1,070 sq. ft.1901 S Calumet Avenue #2212, Chicago, IL 60616
MLS# 12545358Listed by: PLATINUM PARTNERS REALTORS
$274,999Active1 beds 1 baths766 sq. ft.1717 S Prairie Avenue #608, Chicago, IL 60616
MLS# 12548723Listed by: OPTION PREMIER LLC
$405,000Active2 beds 2 baths1,070 sq. ft.1901 S Calumet Avenue #2712, Chicago, IL 60616
MLS# 12537625Listed by: KELLER WILLIAMS ONECHICAGO
$25,000Active0 Acres1600 S Indiana Avenue #P-84, Chicago, IL 60616
MLS# 12412477Listed by: CENTURY 21 S.G.R., INC.
$499,000Pending2 beds 2 baths1,358 sq. ft.100 E 14th Street #1502, Chicago, IL 60605
MLS# 12531806Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$27,500Active0 Acres1841 S Calumet Avenue #P197, Chicago, IL 60616
MLS# 12347214Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE- New
$785,000Active3 beds 2 baths2,300 sq. ft.Address Withheld By Seller, Chicago, IL 60616
MLS# 12495787Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE - $35,000Active0 Acres
1629 S Prairie Avenue #GU-70, Chicago, IL 60616
MLS# 12320557Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE 
$1,690,000Active3 beds 3 baths2,920 sq. ft.1211 S Prairie Avenue #6201, Chicago, IL 60605
MLS# 12294905Listed by: BAIRD & WARNER
$420,000Pending2 beds 2 baths1,400 sq. ft.212 E Cullerton Street #504, Chicago, IL 60616
MLS# 12449235Listed by: HOMESMART CONNECT LLC
$35,000Active0 Acres120 E Cullerton Street #P-94, Chicago, IL 60616
MLS# 12207300Listed by: LUX LIFE REALTY LLC
$24,500Active0 Acres1550 S Indiana Avenue #P31, Chicago, IL 60605
MLS# 12275971Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$1,120,000Pending3 beds 3 baths2,276 sq. ft.1211 S Prairie Avenue #1404, Chicago, IL 60605
MLS# 12267107Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$24,000Active0 Acres1841 S Calumet Avenue #GU-211, Chicago, IL 60616
MLS# 12035388Listed by: COLDWELL BANKER REALTY
$32,000Active0 Acres1322 S Prairie Avenue #G-8, Chicago, IL 60605
MLS# 12259254Listed by: JAMESON SOTHEBY'S INTL REALTY
Local realty services provided by:CENTURY 21 New Beginnings
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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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.