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Chicago Homes $250,000-$500,000 Real Estate Search

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Chicago homes for sale $250,000- $500,000

3310 W 114Th Street, Chicago image
3310 W 114Th Street, Chicago $500,000

Rare opportunity to own a multi-unit property in the heart of Mt Greenwood on a quiet residential street. This 2 Flat has lots of potential. 1st Floor Unit has 3 bedroom...

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  • 6 Beds
  • 3 Baths
  • 12751332 MLS
  • NEW Status
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616 W Fulton Street Unit #519, Chicago image
616 W Fulton Street Unit #519, Chicago $500,000

Skyline views, a private balcony and incredible storage set this sun-filled, south-facing 2-bedroom, 2-bath end-unit timber loft apart. Located in the desirable Fulton Ri...

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  • 2 Beds
  • 2 Baths
  • 12751805 MLS
  • NEW Status
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1436 N Bosworth Avenue Unit #2, Chicago image
1436 N Bosworth Avenue Unit #2, Chicago $500,000

If you thought you missed out on this one, you're in luck! It ended up not being the right fit for the new owner, but it could be for you! Situated on an extra-wide, ...

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  • 2 Beds
  • 2 Baths
  • 12749812 MLS
  • ACTIVE Status
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545 N Dearborn Street Unit #3107, Chicago image
545 N Dearborn Street Unit #3107, Chicago $500,000

Luxury Living in the River North! Elevate your lifestyle at Grand Plaza, one of River North's sought-after luxury residential towers. Located in the heart of Chicago's mo...

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  • 2 Beds
  • 2 Baths
  • 12687661 MLS
  • ACTIVE Status
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824 W Superior Street Unit #B211-B212, Chicago image
824 W Superior Street Unit #B211-B212, Chicago $500,000

Two River West condo loft units combined present a rare opportunity to own versatile, move-in-ready Live/Work spaces in one of Chicago's most centrally located neighborho...

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  • 12747467 MLS
  • ACTIVE Status
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2936 N Keating Avenue, Chicago image
2936 N Keating Avenue, Chicago $500,000

Discover this turn-Key home in Belmont Gardens, ideally situated just south of Old Irving Park! Don't miss your opportunity to own this newly renovated 4-bedroom, 2-bath...

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  • 4 Beds
  • 2 Baths
  • 12734867 MLS
  • ACTIVE Status
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Chicago image
Chicago — China Club Loft $500,000 ▼

None

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  • 2 Beds
  • 2 Baths
  • 12713630 MLS
  • PRICE CHANGE Status
  • China Club Loft Bldg.
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5730 W Windsor Avenue, Chicago image
5730 W Windsor Avenue, Chicago $500,000

This legal 2-flat with a non-conforming garden unit sits on a generous 37-foot-wide lot with garage parking in one of Chicago's most in-demand Northwest Side neighborhood...

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  • 5 Beds
  • 3 Baths
  • 12693558 MLS
  • ACTIVE Status
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6351 S Evans Avenue, Chicago image
6351 S Evans Avenue, Chicago $500,000 ▼

Welcome to this four-bedroom, three-and-one-half bathroom home in West Woodlawn. This home was rehabbed in 2019 with classic materials that continue to showcase its eleg...

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  • 3 Beds
  • 4 Baths
  • 12683860 MLS
  • ACTIVE Status
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5544 S Carpenter Street, Chicago image
5544 S Carpenter Street, Chicago $500,000

None

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  • 10 Beds
  • 5 Baths
  • 12673549 MLS
  • ACTIVE Status
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The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Copyright 2026 MRED LLC. All rights reserved.

Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

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Neringa Northcutt Luxury Chicago Real Estate Group
@properties
548 W. Webster Ave
Chicago, IL 60614
312 919 7070
Neringa@NeringaNorthcutt.com

 
 
 
 

  • Lakeview
  • Old Town
  • Gold Coast
  • Streeterville
  • West Loop
  • Fulton River District
  • River West
  • Bucktown
  • West Town
  • Ukrainian Village
  • Wicker Park
  • Noble Square
  • Roscoe Village
  • Logan Square
  • Avondale
  • North Center
  • Lincoln Square
  • Buena Park
  • Andersonville
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