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Uptown, Chicago, IL - homes for sale
104 of 104 results displayed
- New
$525,000Active3 beds 2 baths1,700 sq. ft.4648 N Winthrop Avenue #3S, Chicago, IL 60640
MLS# 12736381Listed by: REDFIN CORPORATION
- New
$225,000Active1 beds 1 baths650 sq. ft.4422 N Ashland Avenue #1E, Chicago, IL 60640
MLS# 12739172Listed by: BERKSHIRE HATHAWAY HOMESERVICES CHICAGO - New
$485,000Active2 beds 2 baths1,700 sq. ft.940 W Carmen Avenue #3W, Chicago, IL 60640
MLS# 12734941Listed by: BAIRD & WARNER - New
$650,000Active3 beds 2 baths1,500 sq. ft.4040 N Kenmore Avenue #3S, Chicago, IL 60613
MLS# 12737967Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE - New
$275,000Active2 beds 1 baths900 sq. ft.731 W Bittersweet Place #2S, Chicago, IL 60613
MLS# 12738591Listed by: ELDORRADO CHICAGO REAL ESTATE - New
$724,000Active3 beds 2 baths4858 N Kenmore Avenue #2N, Chicago, IL 60640
MLS# 12719198Listed by: RE/MAX 10 LINCOLN PARK - New
$525,000Active2 beds 2 baths1,500 sq. ft.4149 N Kenmore Avenue #2S, Chicago, IL 60613
MLS# 12728935Listed by: BAIRD & WARNER - New
$430,000Active2 beds 2 baths4925 N Glenwood Avenue #3E, Chicago, IL 60640
MLS# 12738026Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE - New
$615,000Active3 beds 3 baths1,700 sq. ft.4662 N Winthrop Avenue #1S, Chicago, IL 60640
MLS# 12736528Listed by: COLDWELL BANKER REALTY - New
$259,000Active1 beds 1 baths900 sq. ft.4250 N Marine Drive #1330, Chicago, IL 60613
MLS# 12737202Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE - New
$975,000Active6 beds 4 baths4327 N Kenmore Avenue, Chicago, IL 60613
MLS# 12735799Listed by: COMPASS - New
$600,000Active4 beds 2 baths2,885 sq. ft.1730 W Winona Street, Chicago, IL 60640
MLS# 12735940Listed by: BAIRD & WARNER - New
$299,999Active2 beds 2 baths1,100 sq. ft.929 W Eastwood Avenue #GW, Chicago, IL 60640
MLS# 12736975Listed by: COMPASS - New
$219,000Active1 beds 1 baths900 sq. ft.4250 N Marine Drive #531, Chicago, IL 60613
MLS# 12736913Listed by: PAPER PLANE REALTY 
$325,000Pending1 beds 2 baths1,035 sq. ft.4834 N Kenmore Avenue #GN, Chicago, IL 60640
MLS# 12731410Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$599,000Pending2 beds 2 baths1,500 sq. ft.5055 N Clark Street #2S, Chicago, IL 60640
MLS# 12733138Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE- New
$485,000Active2 beds 2 baths1,300 sq. ft.4536 N Sheridan Road #303, Chicago, IL 60640
MLS# 12735842Listed by: BAIRD & WARNER - New
$189,900Active-- beds 1 baths525 sq. ft.4250 N Marine Drive #2505, Chicago, IL 60613
MLS# 12732010Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE - New
$425,000Active2 beds 3 baths1,500 sq. ft.4627 N Kenmore Avenue #1E, Chicago, IL 60640
MLS# 12569327Listed by: COMPASS - New
$599,500Active2 beds 2 baths1,310 sq. ft.4846 N Clark Street #209, Chicago, IL 60640
MLS# 12734659Listed by: GUTMAN REAL ESTATE 
$167,000Pending2 beds 1 baths5052 N Marine Drive #D3, Chicago, IL 60640
MLS# 12735410Listed by: BAIRD & WARNER- New
$185,000Active-- beds 1 baths525 sq. ft.4343 N Clarendon Avenue #1518, Chicago, IL 60613
MLS# 12730932Listed by: ALLURE REAL ESTATE 
$574,500Pending2 beds 2 baths4129 N Kenmore Avenue #3S, Chicago, IL 60613
MLS# 12734181Listed by: COMPASS
$599,900Pending3 beds 2 baths1,560 sq. ft.4717 N Clark Street #3N, Chicago, IL 60640
MLS# 12720344Listed by: BAIRD & WARNER
$450,000Pending2 beds 2 baths1,150 sq. ft.4644 N Paulina Street #1N, Chicago, IL 60640
MLS# 12732686Listed by: BERKSHIRE HATHAWAY HOMESERVICES CHICAGO
$319,000Pending1 beds 1 baths4745 N Ravenswood Avenue #408, Chicago, IL 60640
MLS# 12729890Listed by: BRIGHT FUTURE REALTY
$389,900Active2 beds 2 baths1,200 sq. ft.4753 N Beacon Street #2, Chicago, IL 60640
MLS# 12731409Listed by: COMPASS
$549,999Active2 beds 2 baths1,250 sq. ft.1100 W Montrose Avenue #502, Chicago, IL 60613
MLS# 12714824Listed by: AMERICORP, LTD
$169,900Active-- beds 1 baths4343 N Clarendon Avenue #2801, Chicago, IL 60613
MLS# 12731268Listed by: RE/MAX PREMIER
$774,900Active3 beds 3 baths2,200 sq. ft.853 W Lakeside Place #1W, Chicago, IL 60640
MLS# 12731302Listed by: RE/MAX PREMIER
$520,000Pending3 beds 2 baths823 W Lakeside Place #3E, Chicago, IL 60640
MLS# 12720695Listed by: KELLER WILLIAMS ONECHICAGO
$269,900Pending2 beds 1 baths1,020 sq. ft.4746 N Paulina Street #1E, Chicago, IL 60640
MLS# 12725099Listed by: RE/MAX MI CASA
$239,000Pending1 beds 1 baths835 W Lawrence Avenue #2N, Chicago, IL 60640
MLS# 12730152Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$375,000Active2 beds 1 baths1,000 sq. ft.4250 N Marine Drive #807, Chicago, IL 60613
MLS# 12726056Listed by: BERG PROPERTIES
$425,000Pending2 beds 2 baths4117 N Sheridan Road #2N, Chicago, IL 60613
MLS# 12727592Listed by: KM REALTY GROUP, LLC
$129,000Pending-- beds 1 baths4240 N Clarendon Avenue #307N, Chicago, IL 60613
MLS# 12727889Listed by: BAIRD & WARNER, INC.
$585,000Pending3 beds 2 baths1,700 sq. ft.4215 N Sheridan Road #1N, Chicago, IL 60613
MLS# 12727470Listed by: COMPASS
$389,500Active2 beds 2 baths1,482 sq. ft.841 W Belle Plaine Avenue #3, Chicago, IL 60613
MLS# 12717805Listed by: RE/MAX 10 LINCOLN PARK
$799,000Active4 beds 4 baths3,200 sq. ft.844 W Agatite Avenue #2W, Chicago, IL 60640
MLS# 12726586Listed by: BAIRD & WARNER
$164,000Active-- beds 1 baths600 sq. ft.4343 N Clarendon Street #2110, Chicago, IL 60613
MLS# 12726311Listed by: RE/MAX PREMIER
$385,000Pending2 beds 2 baths1625 W Ainslie Street #1E, Chicago, IL 60640
MLS# 12709221Listed by: COMPASS
$475,000Pending2 beds 2 baths934 W Cuyler Avenue #3D, Chicago, IL 60613
MLS# 12724899Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$750,000Active5 beds 3 baths2,351 sq. ft.1721 W Foster Avenue, Chicago, IL 60640
MLS# 12722256Listed by: BAIRD & WARNER
$275,000Pending1 beds 1 baths800 sq. ft.1714 W Leland Avenue #1B, Chicago, IL 60640
MLS# 12710073Listed by: KELLER WILLIAMS ONECHICAGO
$525,000Pending3 beds 2 baths1,800 sq. ft.704 W Buena Avenue #1E, Chicago, IL 60613
MLS# 12713555Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$249,900Active1 beds 1 baths900 sq. ft.4727 N Paulina Street #G, Chicago, IL 60640
MLS# 12720254Listed by: REDFIN CORPORATION
$474,900Active2 beds 1 baths4170 N Marine Drive #19M, Chicago, IL 60613
MLS# 12719907Listed by: CIRCLE ONE REALTY
$799,000Pending3 beds 4 baths2,500 sq. ft.716 W Junior Terrace #A, Chicago, IL 60613
MLS# 12712539Listed by: RE/MAX PREMIER
$725,000Pending2 beds 2 baths1,522 sq. ft.1226 W Winnemac Avenue #3S, Chicago, IL 60640
MLS# 12716650Listed by: BERG PROPERTIES
$465,000Pending3 beds 2 baths2,200 sq. ft.907 W Ainslie Street #1, Chicago, IL 60640
MLS# 12718322Listed by: CIRCLE ONE REALTY
$299,000Pending1 beds 1 baths915 sq. ft.4250 N Marine Drive #2909, Chicago, IL 60613
MLS# 12712861Listed by: COLDWELL BANKER REALTY
$425,000Pending2 beds 2 baths1,400 sq. ft.4848 N Sheridan Road #407, Chicago, IL 60640
MLS# 12710041Listed by: BAIRD & WARNER
$169,900Pending1 beds 1 baths850 sq. ft.5056 N Marine Drive #4A, Chicago, IL 60640
MLS# 12695459Listed by: COLDWELL BANKER REALTY
$825,000Pending3 beds 2 baths1,850 sq. ft.1238 W Argyle Street #3, Chicago, IL 60640
MLS# 12705201Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$275,000Pending1 beds 1 baths725 sq. ft.926 W Ainslie Street #3S, Chicago, IL 60640
MLS# 12690734Listed by: BAIRD & WARNER
$32,500Active0 Acres4814 N Clark Street #P-53, Chicago, IL 60640
MLS# 12708197Listed by: RE/MAX PREMIER
$550,000Pending3 beds 2 baths2,000 sq. ft.817 W Lawrence Avenue #1, Chicago, IL 60640
MLS# 12648442Listed by: BAIRD & WARNER
$350,000Pending2 beds 2 baths1,200 sq. ft.4457 N Magnolia Avenue #G, Chicago, IL 60640
MLS# 12698085Listed by: REDFIN CORPORATION
$675,000Pending3 beds 2 baths1,500 sq. ft.4728 N Malden Street #3N, Chicago, IL 60640
MLS# 12706937Listed by: BAIRD & WARNER
$325,000Pending2 beds 2 baths1,000 sq. ft.711 W Gordon Terrace #306, Chicago, IL 60613
MLS# 12699046Listed by: REAL BROKER LLC
$265,000Active2 beds 1 baths906 sq. ft.4250 N Marine Drive #2130, Chicago, IL 60613
MLS# 12704336Listed by: REDFIN CORPORATION
$639,000Active3 beds 2 baths1,750 sq. ft.645 W Bittersweet Place #1, Chicago, IL 60613
MLS# 12702944Listed by: COMPASS- Open Sun, 11am to 1pm
$399,000Active2 beds 2 baths1,897 sq. ft.4214 N Kenmore Avenue #GF, Chicago, IL 60613
MLS# 12701333Listed by: REAL PEOPLE REALTY 
$549,900Pending2 beds 2 baths1,200 sq. ft.4820 N Paulina Street #3N, Chicago, IL 60640
MLS# 12694459Listed by: XR REALTY
$775,000Pending3 beds 2 baths4537 N Clark Street #3C, Chicago, IL 60640
MLS# 12699231Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$2,000,000Active6 beds 5 baths4,800 sq. ft.4844 N Hermitage Avenue, Chicago, IL 60640
MLS# 12692669Listed by: COMPASS
$599,000Pending3 beds 2 baths1,600 sq. ft.4447 N Magnolia Avenue #2, Chicago, IL 60640
MLS# 12697779Listed by: CHICAGO PROPERTIES FIRM
$1,400,000Active8 beds 6 baths824 W Gunnison Street, Chicago, IL 60640
MLS# 12697506Listed by: COLDWELL BANKER REALTY
$320,000Active2 beds 1 baths1,000 sq. ft.4980 N Marine Drive #1134, Chicago, IL 60640
MLS# 12692095Listed by: ELLSBURY GROUP LLC
$149,900Pending1 beds 1 baths1,000 sq. ft.5000 N Marine Drive #12E, Chicago, IL 60640
MLS# 12695947Listed by: COMPASS
$299,900Pending2 beds 2 baths4250 N Marine Drive #716, Chicago, IL 60613
MLS# 12690958Listed by: EXIT STRATEGY REALTY
$210,000Pending1 beds 1 baths750 sq. ft.4343 N Clarendon Avenue #2304, Chicago, IL 60613
MLS# 12676641Listed by: COMPASS
$239,000Active2 beds 1 baths1,000 sq. ft.4700 N Ashland Avenue #1, Chicago, IL 60640
MLS# 12692418Listed by: CENTURY 21 CIRCLE
$149,900Active1 beds 1 baths1,000 sq. ft.5000 N Marine Drive #14E, Chicago, IL 60640
MLS# 12691860Listed by: FULTON GRACE REALTY
$169,900Pending-- beds 1 baths520 sq. ft.4250 N Marine Drive #2414, Chicago, IL 60613
MLS# 12691147Listed by: BEYCOME BROKERAGE REALTY LLC
$199,000Pending1 beds 1 baths850 sq. ft.5115 N Kenmore Avenue #3S, Chicago, IL 60640
MLS# 12690473Listed by: COMPASS
$274,900Active2 beds 2 baths1,000 sq. ft.1625 W Ainslie Street #BE, Chicago, IL 60640
MLS# 12690418Listed by: PROCURE REALTY GROUP
$150,000Pending-- beds 1 baths525 sq. ft.4343 N Clarendon Avenue #1918, Chicago, IL 60613
MLS# 12656087Listed by: COMPASS
$155,000Pending-- beds 1 baths600 sq. ft.720 W Gordon Terrace #3R, Chicago, IL 60613
MLS# 12686339Listed by: REALTY ONE GROUP EXCEL
$129,900Pending-- beds 1 baths4880 N Marine Drive #304, Chicago, IL 60640
MLS# 12687366Listed by: KELLER WILLIAMS ONECHICAGO
$405,000Pending2 beds 1 baths1,200 sq. ft.4444 N Beacon Street #2, Chicago, IL 60640
MLS# 12678882Listed by: RE/MAX LOYALTY
$474,900Pending2 beds 1 baths4170 N Marine Drive #24H, Chicago, IL 60613
MLS# 12688822Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$175,000Pending1 beds 1 baths650 sq. ft.4980 N Marine Drive #1431, Chicago, IL 60640
MLS# 12688096Listed by: EXP REALTY
$549,000Pending3 beds 2 baths1,800 sq. ft.934 W Agatite Avenue #1, Chicago, IL 60640
MLS# 12685842Listed by: ALLURE REAL ESTATE
$2,250,000Active6 beds 5 baths4,560 sq. ft.4442 N Greenview Avenue, Chicago, IL 60640
MLS# 12685898Listed by: COMPASS
$2,375,000Pending6 beds 5 baths4,560 sq. ft.4444 N Greenview Avenue, Chicago, IL 60640
MLS# 12685909Listed by: COMPASS
$300,000Pending2 beds 2 baths1,500 sq. ft.1047 W Leland Avenue #1W, Chicago, IL 60640
MLS# 12667932Listed by: KELLER WILLIAMS ONECHICAGO
$2,199,000Pending7 beds 6 baths1705 W Leland Avenue, Chicago, IL 60640
MLS# 12681836Listed by: BERKSHIRE HATHAWAY HOMESERVICES CHICAGO
$539,900Pending3 beds 3 baths1,834 sq. ft.4647 N Kenmore Avenue #B, Chicago, IL 60640
MLS# 12692388Listed by: EXIT STRATEGY REALTY
$925,000Active3 beds 3 baths2,095 sq. ft.4504 N Clark Street #404, Chicago, IL 60640
MLS# 12671717Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$1,300,000Active10 beds 5 baths4749 N Dover Street, Chicago, IL 60640
MLS# 12669951Listed by: REDFIN CORPORATION
$305,000Pending2 beds 1 baths1,000 sq. ft.908 W Sunnyside Avenue #2C, Chicago, IL 60640
MLS# 12674238Listed by: BAIRD & WARNER
$169,999Active1 beds 1 baths850 sq. ft.5044 N Marine Drive #A7, Chicago, IL 60640
MLS# 12673920Listed by: CENTURY 21 S.G.R., INC.
$465,000Pending3 beds 2 baths1,400 sq. ft.4336 N Kenmore Avenue #2S, Chicago, IL 60613
MLS# 12652478Listed by: COMPASS
$179,000Pending1 beds 1 baths750 sq. ft.720 W Gordon Terrace #10B, Chicago, IL 60613
MLS# 12668719Listed by: ENGEL & VOELKERS CHICAGO
$449,900Active2 beds 2 baths1,400 sq. ft.4170 N Marine Drive #12J, Chicago, IL 60613
MLS# 12657566Listed by: EXP REALTY
$325,000Active2 beds 2 baths1,050 sq. ft.4343 N Clarendon Avenue #2717, Chicago, IL 60613
MLS# 12647692Listed by: PICHE PARTNERS
$570,000Active3 beds 4 baths2,100 sq. ft.1000 W Leland Avenue #12BC, Chicago, IL 60640
MLS# 12622656Listed by: CHICAGO AREA REALTY INC
$325,000Pending2 beds 2 baths1,200 sq. ft.720 W Gordon Terrace #6K, Chicago, IL 60613
MLS# 12622194Listed by: SK CHICAGO REALTY
$240,000Active1 beds 1 baths906 sq. ft.4250 N Marine Drive #1731, Chicago, IL 60613
MLS# 12619329Listed by: RE/MAX 10 LINCOLN PARK
$1,099,900Pending3 beds 3 baths2,600 sq. ft.4542 N Ashland Avenue, Chicago, IL 60640
MLS# 12613166Listed by: ESSEX 312, LLC
$424,000Active3 beds 2 baths1,400 sq. ft.842 W Belle Plaine Avenue #GW, Chicago, IL 60613
MLS# 12606872Listed by: LANDMARK PROPERTY MANAGEMENT, INC.
$999,000Pending0 Acres4612 N Magnolia Avenue, Chicago, IL 60640
MLS# 12449994Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$30,000Active0 Acres1215 W Gunnison Street #P-13, Chicago, IL 60640
MLS# 12552696Listed by: FULTON GRACE REALTY
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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.