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Little Italy, Chicago, IL - homes for sale
101 of 101 results displayed
- Open Sat, 10am to 12pmNew
$499,999Active3 beds 2 baths1,590 sq. ft.1069 W 14th Place #332, Chicago, IL 60608
MLS# 12669837Listed by: OPTION PREMIER LLC
- Open Sat, 11am to 12:30pmNew
$299,999Active2 beds 1 baths840 sq. ft.1110 W 15th Street #316, Chicago, IL 60608
MLS# 12691061Listed by: OPTION PREMIER LLC - Open Sat, 2:30 to 4:30pmNew
$399,000Active2 beds 2 baths1,226 sq. ft.1150 W 15th Street #302, Chicago, IL 60608
MLS# 12667198Listed by: BAIRD & WARNER - New
$425,000Active2 beds 2 baths1,300 sq. ft.1355 W Fillmore Street #B, Chicago, IL 60607
MLS# 12693902Listed by: COMPASS - Open Sat, 11am to 1pmNew
$775,000Active3 beds 3 baths2,200 sq. ft.1320 W Grenshaw Street #2, Chicago, IL 60607
MLS# 12689280Listed by: REDFIN CORPORATION - Open Sat, 3 to 5pmNew
$399,999Active1 beds 2 baths1071 W 15th Street #109, Chicago, IL 60608
MLS# 12699586Listed by: OPTION PREMIER LLC - New
$695,000Active4 beds 4 baths1,868 sq. ft.1033 S Claremont Avenue, Chicago, IL 60612
MLS# 12699102Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE - Open Wed, 5 to 7pmNew
$334,999Active2 beds 1 baths1,200 sq. ft.1525 S Sangamon Street #504, Chicago, IL 60608
MLS# 12698036Listed by: OPTION PREMIER LLC - New
$335,000Active2 beds 2 baths1,100 sq. ft.811 S Lytle Street #110, Chicago, IL 60607
MLS# 12694014Listed by: REDFIN CORPORATION - New
$599,990Active3 beds 2 baths1429 W Fillmore Street #3, Chicago, IL 60607
MLS# 12679257Listed by: KELLER WILLIAMS ONECHICAGO 
$399,999Pending2 beds 2 baths1301 W Fillmore Street #B, Chicago, IL 60607
MLS# 12688477Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE- Open Mon, 5 to 7pmNew
$299,999Active1 beds 1 baths880 sq. ft.1071 W 15th Street #314, Chicago, IL 60608
MLS# 12696826Listed by: OPTION PREMIER LLC - New
$949,500Active4 beds 4 baths3,000 sq. ft.729 W 15th Street, Chicago, IL 60607
MLS# 12694156Listed by: COMPASS 
$399,000Pending2 beds 2 baths1,226 sq. ft.1001 W 15th Street #318, Chicago, IL 60608
MLS# 12689763Listed by: COMPASS- New
$340,000Active3 beds 1 baths1,000 sq. ft.614 S Loomis Street #2, Chicago, IL 60607
MLS# 12693680Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE - New
$225,000Active1 beds 1 baths800 sq. ft.1550 S Blue Island Avenue #808, Chicago, IL 60608
MLS# 12684278Listed by: HASHLANG, INC. - New
$850,000Active6 beds 4 baths3,000 sq. ft.1400 W Flournoy Street, Chicago, IL 60607
MLS# 12688145Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE - New
$230,000Active2 beds 1 baths900 sq. ft.1406 W Flournoy Street #3, Chicago, IL 60607
MLS# 12688334Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE - New
$255,000Active2 beds 1 baths900 sq. ft.1404 W Flournoy Street #3, Chicago, IL 60607
MLS# 12688648Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE - New
$235,000Active2 beds 1 baths900 sq. ft.1404 W Flournoy Street #1, Chicago, IL 60607
MLS# 12688668Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE - New
$235,000Active2 beds 1 baths800 sq. ft.616 S Loomis Street #2, Chicago, IL 60607
MLS# 12688698Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE - New
$350,000Active5 beds 2 baths1,800 sq. ft.614 S Loomis Street #1, Chicago, IL 60607
MLS# 12688710Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE 
$670,000Pending2 beds 2 baths1,165 sq. ft.234 W Polk Street #2712, Chicago, IL 60607
MLS# 12684757Listed by: JAMESON SOTHEBY'S INTL REALTY- New
$325,000Active3 beds 2 baths1,150 sq. ft.519 S Maplewood Avenue #4N, Chicago, IL 60612
MLS# 12692316Listed by: BAIRD & WARNER - New
$749,000Active5 beds 3 baths916 S Bishop Street, Chicago, IL 60607
MLS# 12691934Listed by: C. GALLUCCI REALTY, INC. 
$275,000Active2 beds 2 baths1,100 sq. ft.2513 W Congress Parkway #1, Chicago, IL 60612
MLS# 12687938Listed by: SU FAMILIA REAL ESTATE INC
$629,000Pending3 beds 3 baths2,400 sq. ft.824 S Bell Avenue #1, Chicago, IL 60612
MLS# 12671141Listed by: COMPASS
$1,475,000Pending4 beds 4 baths2,070 sq. ft.904 S Miller Street, Chicago, IL 60607
MLS# 12688097Listed by: NET GAIN REALTY LLC- Open Sat, 10:30am to 12pm
$949,900Active3 beds 3 baths2,769 sq. ft.706 S Ada Street, Chicago, IL 60607
MLS# 12688205Listed by: AMERICORP, LTD 
$269,900Pending2 beds 2 baths1,250 sq. ft.2521 W Congress Parkway #4, Chicago, IL 60612
MLS# 12688248Listed by: BAIRD & WARNER
$760,000Pending2 beds 2 baths1,268 sq. ft.234 W Polk Street #2902, Chicago, IL 60607
MLS# 12684739Listed by: JAMESON SOTHEBY'S INTL REALTY
$1,100,000Active0.25 Acres2452 W Harrison Street, Chicago, IL 60612
MLS# 12686125Listed by: BROOKLINE REAL ESTATE LLC- Open Sat, 11am to 1pm
$359,000Active2 beds 2 baths1,200 sq. ft.833 W 15th Place #303W, Chicago, IL 60608
MLS# 12669041Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE 
$1,650,000Pending5 beds 4 baths4,300 sq. ft.1456 S Emerald Avenue, Chicago, IL 60607
MLS# 12665501Listed by: JAMESON SOTHEBY'S INTL REALTY
$395,000Active2 beds 2 baths1,400 sq. ft.1359 W Fillmore Street #B, Chicago, IL 60607
MLS# 12681856Listed by: BETANCOURT REALTY
$245,000Active1 beds 1 baths800 sq. ft.1525 S Sangamon Street #415, Chicago, IL 60608
MLS# 12683968Listed by: NEW WEST REALTY PARTNERS LLC
$674,900Pending4 beds 3 baths2,400 sq. ft.1425 W Fillmore Street #1, Chicago, IL 60607
MLS# 12682944Listed by: COMPASS
$549,999Pending3 beds 2 baths1000 W 15th Street #328, Chicago, IL 60608
MLS# 12682748Listed by: OPTION PREMIER LLC
$305,000Active1 beds 1 baths854 sq. ft.811 W 15th Place #804, Chicago, IL 60608
MLS# 12682753Listed by: OPTION PREMIER LLC
$368,000Pending2 beds 1 baths1,075 sq. ft.839 S Laflin Street #3, Chicago, IL 60607
MLS# 12682758Listed by: OPTION PREMIER LLC
$1,300,000Active4 beds 3 baths3,374 sq. ft.818 S Bishop Street, Chicago, IL 60607
MLS# 12677264Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$288,999Active2 beds 1 baths1,000 sq. ft.727 S Ashland Avenue #C, Chicago, IL 60607
MLS# 12679518Listed by: C. GALLUCCI REALTY, INC.- Open Sat, 10:30am to 12pm
$815,000Active3 beds 3 baths2,323 sq. ft.839 S Miller Street #1, Chicago, IL 60607
MLS# 12587792Listed by: RE/MAX PREMIER 
$525,000Active3 beds 2 baths1,450 sq. ft.1153 W Washburne Avenue #301, Chicago, IL 60608
MLS# 12673163Listed by: RE/MAX SAWA- Open Sat, 1 to 3pm
$399,999Active2 beds 2 baths1,226 sq. ft.1000 W 15th Street #326, Chicago, IL 60608
MLS# 12669873Listed by: OPTION PREMIER LLC 
$384,900Active2 beds 2 baths1,194 sq. ft.811 W 15th Place #807, Chicago, IL 60608
MLS# 12670902Listed by: RE/MAX 10
$344,999Pending2 beds 2 baths980 sq. ft.1151 W 14th Place #131, Chicago, IL 60608
MLS# 12674772Listed by: OPTION PREMIER LLC
$699,000Active3 beds 4 baths604 S Laflin Street, Chicago, IL 60607
MLS# 12672822Listed by: LANDMARK PROPERTY MANAGEMENT, INC.
$849,000Pending6 beds 3 baths1419 W Lexington Street, Chicago, IL 60607
MLS# 12668576Listed by: C. GALLUCCI REALTY, INC.
$469,900Pending3 beds 2 baths1,700 sq. ft.1151 W 14th Place #332, Chicago, IL 60608
MLS# 12670655Listed by: RE/MAX CITY
$269,999Pending2 beds 1 baths900 sq. ft.1111 W 14th Place #111, Chicago, IL 60608
MLS# 12663788Listed by: OPTION PREMIER LLC
$299,500Active2 beds 2 baths1,200 sq. ft.1015 S Western Avenue #4, Chicago, IL 60612
MLS# 12666658Listed by: EXP REALTY
$425,000Pending2 beds 2 baths1,200 sq. ft.1311 W Fillmore Street #2, Chicago, IL 60607
MLS# 12664712Listed by: COMPASS
$749,900Pending4 beds 4 baths2,390 sq. ft.2512 W Polk Street, Chicago, IL 60612
MLS# 12664011Listed by: FULTON GRACE REALTY
$369,999Active2 beds 2 baths1,194 sq. ft.1000 W 15th Street #232, Chicago, IL 60608
MLS# 12653529Listed by: OPTION PREMIER LLC
$374,900Pending2 beds 2 baths1,039 sq. ft.1111 W 14th Place #129, Chicago, IL 60608
MLS# 12659285Listed by: RE/MAX ALL PRO
$1,050,000Pending5 beds 4 baths2,930 sq. ft.828 S Bell Avenue, Chicago, IL 60612
MLS# 12660209Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$260,000Active1 beds 1 baths988 sq. ft.1525 S Sangamon Street #610, Chicago, IL 60608
MLS# 12660229Listed by: OPTION PREMIER LLC
$335,000Active2 beds 2 baths970 sq. ft.1070 W 15th Street #113, Chicago, IL 60608
MLS# 12658687Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$285,000Pending2 beds 2 baths1,400 sq. ft.2538 W Flournoy Street #2, Chicago, IL 60612
MLS# 12653298Listed by: COMPASS
$369,000Active2 beds 1 baths1,126 sq. ft.1441 W Fillmore Street #A, Chicago, IL 60607
MLS# 12658456Listed by: E-PROFESSIONAL REALTY
$725,000Pending5 beds 3 baths2,494 sq. ft.812 S Bell Avenue, Chicago, IL 60612
MLS# 12656753Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$515,000Active3 beds 3 baths1,710 sq. ft.1525 S Sangamon Street #806, Chicago, IL 60608
MLS# 12651927Listed by: FULTON GRACE REALTY
$279,900Pending2 beds 1 baths817 sq. ft.1070 W 15th Street #312, Chicago, IL 60608
MLS# 12650230Listed by: COMPASS
$899,900Active9 beds 4 baths2312 W Taylor Street, Chicago, IL 60612
MLS# 12653329Listed by: COLDWELL BANKER REALTY
$270,000Pending2 beds 2 baths2519 W Congress Parkway #3, Chicago, IL 60612
MLS# 12639781Listed by: COMPASS
$599,900Pending2 beds 2 baths1,159 sq. ft.234 W Polk Street #2905, Chicago, IL 60607
MLS# 12651369Listed by: JAMESON SOTHEBY'S INTL REALTY
$739,900Pending4 beds 4 baths2,655 sq. ft.2528 W Polk Street, Chicago, IL 60612
MLS# 12650803Listed by: COLDWELL BANKER REAL ESTATE GROUP
$259,900Pending1 beds 1 baths750 sq. ft.811 S Lytle Street #410, Chicago, IL 60607
MLS# 12645013Listed by: CENTURY 21 S.G.R., INC.
$385,000Pending2 beds 2 baths1,109 sq. ft.833 W 15th Place #506, Chicago, IL 60608
MLS# 12642458Listed by: KELLER WILLIAMS ONECHICAGO
$840,000Active2 beds 2 baths1,323 sq. ft.234 W Polk Street #3906, Chicago, IL 60607
MLS# 12645401Listed by: JAMESON SOTHEBY'S INTL REALTY
$775,000Pending8 beds 4 baths608 S Oakley Boulevard, Chicago, IL 60612
MLS# 12643166Listed by: SPERRY VAN NESS
$299,000Active1 beds 1 baths1069 W 14th Place #228, Chicago, IL 60608
MLS# 12605072Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$299,000Pending0.14 Acres2417-19 W Flournoy Street, Chicago, IL 60612
MLS# 12636114Listed by: REALTY OF AMERICA, LLC
$649,900Pending2 beds 3 baths1219 W Grenshaw Street, Chicago, IL 60607
MLS# 12639342Listed by: KELLER WILLIAMS ONECHICAGO
$399,000Pending2 beds 2 baths1,150 sq. ft.1308 W Fillmore Street #4, Chicago, IL 60607
MLS# 12638683Listed by: THE NAV AGENCY
$525,000Pending3 beds 3 baths1,444 sq. ft.730 S Claremont Avenue, Chicago, IL 60612
MLS# 12635777Listed by: SELECT A FEE RE SYSTEM
$630,000Pending2 beds 3 baths1012 S Loomis Street #D, Chicago, IL 60607
MLS# 12633247Listed by: COMPASS
$395,000Pending2 beds 2 baths1335 W Fillmore Street #B, Chicago, IL 60607
MLS# 12626676Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$105,000Active0.25 Acres1302 S Oakley Avenue, Chicago, IL 60608
MLS# 12627189Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$100,000Active0 Acres1330 S Oakley Avenue, Chicago, IL 60608
MLS# 12625849Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$354,999Active2 beds 2 baths980 sq. ft.1151 W 14th Place #106, Chicago, IL 60608
MLS# 12622763Listed by: OPTION PREMIER LLC
$511,500Pending2 beds 3 baths2,154 sq. ft.814 W 15th Place, Chicago, IL 60608
MLS# 12615708Listed by: TRADEMARKS & ASSOCIATES
$339,000Active2 beds 1 baths900 sq. ft.1110 W 15th Street #125, Chicago, IL 60608
MLS# 12607477Listed by: BAIRD & WARNER
$1,025,000Pending9 beds 3 baths1113 S Racine Avenue, Chicago, IL 60607
MLS# 12605996Listed by: NEW ERA CHICAGO, LLC
$699,000Pending0.04 Acres518 S Western Avenue, Chicago, IL 60612
MLS# 12581957Listed by: ESSEX 312, LLC
$224,900Active1 beds 1 baths900 sq. ft.1525 S Sangamon Street #315P, Chicago, IL 60608
MLS# 12604147Listed by: HOFF, REALTORS
$849,000Pending8 beds 4 baths1347 W Flournoy Street, Chicago, IL 60607
MLS# 12604453Listed by: C. GALLUCCI REALTY, INC.
$194,900Active1 beds 1 baths730 sq. ft.1525 S Sangamon Street #414, Chicago, IL 60608
MLS# 12597866Listed by: SU FAMILIA REAL ESTATE INC
$2,950,000Pending5 beds 5 baths3,767 sq. ft.6 N Carpenter Street #5B, Chicago, IL 60607
MLS# 12537934Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE- Open Sun, 11am to 1pm
$675,000Active2 beds 2 baths1,219 sq. ft.234 W Polk Street #3503, Chicago, IL 60607
MLS# 12578541Listed by: JAMESON SOTHEBY'S INTL REALTY 
$700,000Pending-- beds -- baths1114 W Polk Street, Chicago, IL 60607
MLS# 12536515Listed by: BROOKLINE REAL ESTATE LLC
$325,000Active2 beds 1 baths1,131 sq. ft.1524 S Sangamon Street #513, Chicago, IL 60608
MLS# 12510942Listed by: COLDWELL BANKER REALTY
$465,000Pending8 beds 2 baths718 S Claremont Avenue, Chicago, IL 60612
MLS# 12423859Listed by: KELLER WILLIAMS PREFERRED RLTY
$2,100,000Pending1.51 Acres1615 W 15th Street, Chicago, IL 60608
MLS# 12357771Listed by: STRAUSS REALTY LTD
$99,000Active0 Acres1003 S Campbell Avenue, Chicago, IL 60612
MLS# 12346917Listed by: CHICAGO PROPERTIES FIRM
$230,000Active0.06 Acres2224 W Taylor Street, Chicago, IL 60612
MLS# 12279296Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$359,999Active2 beds 2 baths1,200 sq. ft.1525 S Sangamon Street #317-P, Chicago, IL 60608
MLS# 12259148Listed by: SHAKIR A. SIDDIQI
$99,000Active0 Acres1001 S Campbell Avenue, Chicago, IL 60612
MLS# 12197556Listed by: CHICAGO PROPERTIES FIRM
$1,000,000Pending2 beds 2 baths234 W Polk Street #3412, Chicago, IL 60607
MLS# 11950922Listed by: WOLF RESIDENTIAL GROUP LLC
$791,000Pending2 beds 2 baths234 W Polk Street #2310, Chicago, IL 60607
MLS# 11950913Listed by: WOLF RESIDENTIAL GROUP LLC
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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.