Chicago, IL Homes for Sale under $500,000

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  /36

  $499,999

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  3507 N Narragansett Ave, Chicago, IL 60634

  Welcome to this beautifully updated 4 bedroom, 2.5 bath home on Chicago's Northside, blending modern upgrades with comfort and functionality. Step inside to find a spacious main level with new hardwood floors, fresh paint, and recessed lighting (2021) that brightens every corner. The kitchen was fully rehabbed in 2020, offering a sleek and stylish space with plenty of room to cook and entertain.

  Christopher Arteaga Realty of America, LLC

  3507 N Narragansett Ave, Chicago, IL 60634
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  /22

  $445,000

  • 2 Beds
  • 2 Baths

  2342 W Adams St Unit 406, Chicago, IL 60612

  DEVELOPER'S CLOSEOUT! LAST UNIT LEFT! Developer is offering $10,000 in closing credits if the contract is accepted by December 25, 2025 -don't miss this opportunity! Fortress Home introducing 31- Unit Boutique ELEVATOR building and offering an urban chic living with thoughtfully designed open concept floorplan. The sleek gourmet kitchen provides custom two-tone cabinetry, quartz counters,

  Svitlana Creadon Compass

  2342 W Adams St Unit 406, Chicago, IL 60612
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  /43

  $499,000

  • 4 Beds
  • 3 Baths
  • 1,450 Sq Ft

  3307 N Nottingham Ave, Chicago, IL 60634

  ESTATE SALE! This Brick English Tudor was professionally renovated approximately 10 years ago, maintaining its high-quality finishes. The first floor features hardwood floors and a flowing floor plan including the Living Room, Dining Room, a bedroom and full bath on the main level. The huge eat-in Kitchen has with custom cabinets, newer stainless steel appliances, granite countertops, and a large

  Diana Soldo Massaro Baird & Warner

  3307 N Nottingham Ave, Chicago, IL 60634
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  /25

  $494,000

  • 2 Beds
  • 2 Baths
  • 1,530 Sq Ft

  179 E Lake Shore Dr Unit 19S, Chicago, IL 60611

  Magnificent Drake Tower stunning 2-bedroom residence featuring views of Oak Street and Lake Shore Drive North. It is a combination of history and vintage charm along with the comforts of new spacepak central ac;Closets by design in primary, guest and utility closets; new window treatments throughout; new lighting in primary, guest bedrooms and livingroom; new kitchen faucet, tiled backsplash and

  Lisa McGuirt Baird & Warner

  179 E Lake Shore Dr Unit 19S, Chicago, IL 60611
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  /30

  $489,000

  • 4 Beds
  • 3 Baths

  4607 S Karlov Ave, Chicago, IL 60632

  A brick single family house in Archer Heights with a wider lot size approximately 32'x125' ft. 2022 Newer central air/heat, paint, backyard wood privacy fence. 2025 newer water heater. 4 bedrooms and 3 bathrooms. Each floor has a bathroom. A huge living room and dining area with a lot of windows and natural light. Kitchen with double sinks, quartz countertop, newer flooring, and plenty of storage

  Nancy Ip Landmark & Property Group, Inc

  4607 S Karlov Ave, Chicago, IL 60632
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  /28

  $495,000

  • 7 Beds
  • 2 Baths

  43 N Menard Ave, Chicago, IL 60644

  Fantastic 2-Unit Investment Opportunity in Austin, Chicago Located in the vibrant and rapidly developing Austin neighborhood, this well-maintained 2-unit property presents an excellent opportunity for investors or owner-occupants alike. Very spacious apartments. Unit 1 has 3 bedrooms 1 bath and unit 2 has 4 beds and 1 bath, highlighted by gleaming hardwood floors throughout. The recently

  Aaron Vanderbilt Baird & Warner

  43 N Menard Ave, Chicago, IL 60644
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  /11

  $465,000

  • 7 Beds
  • 2 Baths

  Unlisted Address

  Stunning renovation with permits. All work cleared city inspections. Walk into this sun filled property featuring hardwood floors, LED lighting, neutral decorations, wood cabinets and granite countertops. Each unit has indv heat and AC, nice sized bedrooms (queen sized beds), unfinished basement (previously had an apartment), new rear porch, newly tuckpointed, new vinyl windows, roof with silver

  April Troope TADD Realty

  Unlisted Address
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  /39

  $409,000

  • 3 Beds
  • 3 Baths
  • 1,350 Sq Ft

  11404 S Millard Ave, Chicago, IL 60655

  Welcome to 11404 Millard, a beautifully renovated brick ranch offering three bedrooms, three baths, and an attached garage. This home has been thoughtfully updated from top to bottom and is truly ready for a new beginning. The main level features gleaming hardwood floors throughout, highlighted by an inviting living room where oversized windows flood the space with natural sunlight. A separate

  Nancy Hotchkiss Berkshire Hathaway HomeServices Chicago

  11404 S Millard Ave, Chicago, IL 60655
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  /38

  $422,000

  • 2 Beds
  • 1.5 Baths
  • 1,086 Sq Ft

  111 S Morgan St Unit 510, Chicago, IL 60607

  Discover this stunning and spacious 2-bedroom, 1.5-bath concrete loft in the heart of the vibrant West Loop. This home features an open floor plan with brand-new hardwood floors and a cozy fireplace, perfect for relaxing evenings. The kitchen is a chef's dream, with gleaming granite countertops, rich maple cabinetry, stainless steel appliances, and a central island. Step out from the living room

  Tatyana Varan @properties Christie's International Real Estate

  111 S Morgan St Unit 510, Chicago, IL 60607
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  /36

  $499,000

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft

  321 S Sangamon St Unit 605, Chicago, IL 60607

  This stunning 2-bedroom, 2-bathroom corner condo in the vibrant West Loop neighborhood of Chicago offers both style and comfort. Boasting an expansive wrap-around balcony, the unit provides breathtaking city views and ample outdoor space for relaxation or entertaining. Inside, the open-concept living area features floor-to-ceiling windows, allowing natural light to flood the space, complemented

  Peter Diaz @properties Christie's International Real Estate

  321 S Sangamon St Unit 605, Chicago, IL 60607
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  /14

  $445,000

  • 5 Beds
  • 3 Baths

  1651 N Mayfield Ave, Chicago, IL 60639

  Welcome to 1651 N Mayfield Ave!! Amazing Chicago North Austin Brick 2 Flat!!! Perfect for Investment or families! Huge Units, Features 2bedrooms+Den, 1 baths, great living area, large kitchen, living & dining room. Full basement with a 1bedroom and 1bathroom already in place and ready for your ideas, extra income or in-law suite .New heating and cooling units installed in 2019. All tenants pays

  Diego Mondragon Smart Home Realty

  1651 N Mayfield Ave, Chicago, IL 60639
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  /8

  $400,000

  7157 S Yale Ave, Chicago, IL 60621

  7157 S Yale Ave is a 12-unit building in Chicago's southwest Englewood neighborhood. This building has a unit mix of 6 large one bed/one bath units (easily converted to 2 bedrooms), 3 two bed/one bath units, and 3 one bed,one bath units, varying in sq ft and projected market rent. This REO property will require rehab but is a solid building. Built in 1905 and boasting 11,181 sq ft of space, 7157

  Steve Kehoe Compass

  7157 S Yale Ave, Chicago, IL 60621
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  /23

  $445,000

  • 7,902 Sq Ft

  7304 S Union Ave, Chicago, IL 60621

  ATTENTION INVESTORS 14.5 CAP, 5GRM! Introducing 7304 S Union Avenue - a rare opportunity to acquire a solid 6-unit, brick property on Chicago's South Side with immediate upside and strong projected returns. This 7,900 sq. ft. building sits on a 5,000 sq. ft. lot and features classic architecture, secure gated entry, and a welcoming foyer that reflect long-term care and thoughtful updates. Three

  Chris Sweitzer Compass

  7304 S Union Ave, Chicago, IL 60621
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  /37

  $459,500

  • 6 Beds
  • 2.5 Baths
  • 1,793 Sq Ft

  3449 N Lavergne Ave, Chicago, IL 60641

  Wow! Must see this Gorgeous Brick Single Family Home, approx. 2000 SQ FT, including attic and basement. Incredible home in desirable Portage Park! Great opportunity to own this home, perfect for a large family, 6 bedrooms and 2.5 bathrooms. Beautiful kitchen. New windows. The roof, furnace, central air conditioning and 2-car garage are 8 years old. Finished basement. The basement needs a little

  Angel Navarro RE/MAX 10 Lincoln Park

  3449 N Lavergne Ave, Chicago, IL 60641
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  /26

  $417,900

  • 2 Beds
  • 1 Bath
  • 1,030 Sq Ft

  550 N Kingsbury St Unit 316, Chicago, IL 60654

  Stunning timber loft in the heart of River North. Spacious 2 bed/1 bath with an open concept that is perfect for entertaining and everyday living. Living room dining area combination. Lots of light with the oversized windows. Condo is in excellent condition and beautifully decorated. All exposed brick & timber with high ceilings. Cozy fireplace for the cold Chicago nights! Newer furnace 2022, hot

  Denise Pav Century 21 Circle

  550 N Kingsbury St Unit 316, Chicago, IL 60654
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  /18

  $425,000

  • 3 Beds
  • 2 Baths

  7458 W Touhy Ave, Chicago, IL 60631

  Edison Park Brick Ranch, facing Olcott, with 2 car garage and parking pad off of Olcott! 3 bedrooms, 2 baths and rec room in basement along with a huge amount of storage and separate laundry. Loads of street parking in front on Olcott and great lot 43 x 125! Well cared for home (only 2 owners ever) with newer windows, roof, blinds and freshly painted. Some updating to be done but everything is in

  Eileen O'Grady Newell Berkshire Hathaway HomeServices Chicago

  7458 W Touhy Ave, Chicago, IL 60631
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  /21

  $440,000

  • 3 Beds
  • 2.5 Baths
  • 1,825 Sq Ft

  1108 E Marquette Rd Unit 207, Chicago, IL 60637

  Experience elevated living in the heart of Woodlawn at 1108 E Marquette Rd, Unit 207; a luxury duplex-up residence surrounded by new development and just minutes from the future Obama Presidential Library, University of Chicago, Jackson Park, and the lakefront. This stunning home features real hardwood floors throughout and an open-concept main level designed for both everyday comfort and stylish

  Whitney Hampton Keller Williams ONEChicago

  1108 E Marquette Rd Unit 207, Chicago, IL 60637
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  /16

  $499,900

  • 6 Beds
  • 3 Baths

  206 N Leamington Ave, Chicago, IL 60644

  Brick 2-Flat + Garden Unit in Austin! Two occupied income-producing units, one move in ready unit for owner occupant opportunity. This property features two spacious 2BR units plus sun room and finished 2BR garden apartment with legal ceiling heights. The property sits on a corner lot with two separate PINS, fenced yard, and privacy landscaping that can be included for a packaged deal. Perfect

  Keona Robinson Real People Realty

  206 N Leamington Ave, Chicago, IL 60644
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  /35

  $400,000

  • 4 Beds
  • 3 Baths

  7825 S Paulina St, Chicago, IL 60620

  This meticulously updated legal two-flat in Auburn Gresham blends classic charm with modern amenities, ideal for an owner-occupant or savvy investor. Both 2-bedroom units feature elegant hardwood floors, renovated kitchens and baths, and spacious living and dining areas, with an additional bonus room. The full, finished basement offers a large and open concept that's perfect for entertainment or

  James Dukes Illinois Real Estate Partners

  7825 S Paulina St, Chicago, IL 60620
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  /28

  $449,999

  • 6 Beds
  • 2 Baths

  1934 S Saint Louis Ave, Chicago, IL 60623

  Solid 2-unit in North Lawndale! Live in one unit and rent the other for added income. Both units offer spacious layouts with good natural light. Full basement provides storage and potential for expansion. Fenced yard and convenient location near transit, parks, and neighborhood amenities. Great opportunity for owner-occupants or investors.

  Martha Mendoza Gutierrez Realty of America, LLC

  1934 S Saint Louis Ave, Chicago, IL 60623
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  /36

  $479,000

  • 8 Beds
  • 4 Baths

  2838 S Keeler Ave, Chicago, IL 60623

  Legal 2 unit was rehabbed completely in 2017 with new HVAC, Electrical, Plumbing, Roof, Windows, Kitchens, baths and hardwood floors and Doors. Each unit offers 4 bedrooms, 2 baths. Call or txt to schedule your private showing today.

  Roberto Almazan Su Familia Real Estate Inc

  2838 S Keeler Ave, Chicago, IL 60623
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  /33

  $439,000

  • 4 Beds
  • 2 Baths
  • 1,095 Sq Ft

  6513 N Neva Ave, Chicago, IL 60631

  Attention City Employees! Rarely available cul-de-sac location in the highly sought-after Norwood Park community! This beautifully maintained, bright, and spacious 3+1 bedroom, 2-bath raised ranch offers exceptional comfort, character, and value. Step inside to find gorgeous hardwood floors that flow seamlessly throughout the living room, dining area, and all bedrooms. The open-concept layout

  Jacek Predki Avondale Realty LLC

  6513 N Neva Ave, Chicago, IL 60631
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  /46

  $499,000

  • 1 Bed
  • 1.5 Baths
  • 1,045 Sq Ft

  57 E Delaware Place Unit 3504, Chicago, IL 60611

  High floor stunning corner home with northeast views of boundless lake, city and sky. With an abundance of natural light, this oversized one-bed, one and a half bath condo at The Bristol sits in the beloved Gold Coast high-rise at Rush Street and Michigan Avenue. Floor to ceiling windows with eastbound views of the sunrise from the dining area combined with a spacious living area next to the

  Ljubica Delic @properties Christie's International Real Estate

  57 E Delaware Place Unit 3504, Chicago, IL 60611
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  /21

  $419,000

  • 4 Beds
  • 2 Baths
  • 1,060 Sq Ft

  10353 S Spaulding Ave, Chicago, IL 60655

  This beautifully remodeled ranch offers the perfect blend of classic charm and modern amenities. Everything has been updated from the roof, mechanicals, bathrooms, stunning new kitchen, electrical, windows, floors and fresh paint throughout. All thats left to do is find its new owner! Don't miss this opportunity to own this gorgeous remodeled house, in the heart of Mt. Greenwood, that combines

  Laura Freeman Berkshire Hathaway HomeServices Chicago

  10353 S Spaulding Ave, Chicago, IL 60655
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  /48

  $475,000

  • 1 Bed
  • 1 Bath
  • 1,100 Sq Ft

  505 N Lake Shore Dr Unit 1101, Chicago, IL 60611

  One of a kind 1,100 square foot 1 bedroom, 1 bathroom home at Lake Point Tower, the only residential building east of Lake Shore Drive. The moment you walk in you are greeted by a vast and welcoming foyer with coat closet and designer tile separating the living areas. As you stroll into the main living quarters, the stunning windows that run along the entire West, North and East of the home

  Ljubica Delic @properties Christie's International Real Estate

  505 N Lake Shore Dr Unit 1101, Chicago, IL 60611
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  /21

  $465,000 Open Sun 12PM - 2PM

  • 2 Beds
  • 2 Baths
  • 1,150 Sq Ft

  600 N Kingsbury St Unit 906, Chicago, IL 60654

  An exceptional investment opportunity in the heart of River North, a spacious 2-bedroom, 2-bath home can deliver immediate rental income and the kind of consistent demand investors love. The unit showcases sweeping skyline views through floor-to-ceiling windows and opens onto a generous balcony-an inviting place to pause, breathe, and take in the city. The interior feels warm and elevated with

  Erin Booker Engel & Voelkers Chicago North Shore

  600 N Kingsbury St Unit 906, Chicago, IL 60654
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  /18

  $429,000

  • 2 Beds
  • 2 Baths

  1735 N Paulina St Unit 212, Chicago, IL 60622

  The concrete loft you've been waiting for in Bucktown. 14 foot ceilings, western exposure provides sunlight all day long, split floor plan, heated garage parking included and it's just steps away. Granite counters, stainless steel appliances (gas range), in unit laundry. Professionally managed, very well run and quiet building with healthy reserves. With a premium exposure, end of the hallway

  Ben Pera Coldwell Banker Realty

  1735 N Paulina St Unit 212, Chicago, IL 60622
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  /30

  $495,000

  • 4 Beds
  • 3 Baths
  • 1,700 Sq Ft

  2510 N Linder Ave, Chicago, IL 60639

  This exceptional updated home showcases 4 bedrooms, 3 baths, and a warm living space featuring quartz countertops and stainless steel appliances and freshly painted. The main bedroom is situated on the upper level, while two additional bedrooms are on the main level. The finished basement provides the perfect space for related living with one bedroom, a full bathroom and a additonal room used as

  Maria Delgado Su Familia Real Estate Inc

  2510 N Linder Ave, Chicago, IL 60639
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  /19

  $459,000

  • 9 Beds
  • 3 Baths

  5718 S Sangamon St, Chicago, IL 60621

  Hey check out this newly rehabbed 2 flat located in the englewood neighborhood. This beautiful 2 story greystone features 9 bedrooms 3 bathrooms total. each unit estimates around 1400 square feet.The garden unit features 2 beds and 1 bath, 1st floor feat 3 bed 1 bath, 2nd floor feat 4 bed 1 bath. attached is a 2 car garage.

  dontes gartley Blue Door Dave Inc

  5718 S Sangamon St, Chicago, IL 60621
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  /29

  $499,999

  • 14 Beds
  • 4 Baths

  6601 S St Lawrence Ave, Chicago, IL 60637

  Multi-unit investment property with strong upside. The building includes 4 units: two with 3 bedrooms and two with 4 bedrooms, totaling 14 beds and 4 full baths. Three units are occupied; one is vacant. AS IS sale. Cosmetic improvements will be needed. Estimated ARV in the area is around $750K, making this a solid option for those looking to build equity.

  Sherita Owens Keller Williams ONEChicago

  6601 S St Lawrence Ave, Chicago, IL 60637
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  /29

  $425,000

  • 2 Beds
  • 2 Baths
  • 1,355 Sq Ft

  2327 W Wolfram St Unit 311, Chicago, IL 60618

  Bright 1,200+ SF 2-bedroom, 2-bath condo in an elevator building with rooftop deck and panoramic city views. Steps from the Chicago Riverwalk, restaurants, nightlife, Diversey River Bowl, and Ravinia Brewery. Sun-filled interior with hardwood floors throughout, updated kitchen featuring granite counters, farm sink, and brushed-gold fixtures. Spacious primary suite with double vanities, upgraded

  Puneet Kapoor Keller Williams Infinity

  2327 W Wolfram St Unit 311, Chicago, IL 60618
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  /61

  $469,000

  • 6 Beds
  • 4 Baths

  5125 S Elizabeth St, Chicago, IL 60609

  Beautifully updated and well-maintained, this frame 3-flat is a great opportunity for both investors and owner-occupants. The first and second floors each offer 2 bedrooms and 1 bathroom, while the spacious third floor features 3 bedrooms, 1 bathroom, and a large family room-perfect for additional living space or entertaining. All units have been updated with modern kitchens that include granite

  Ronald Ohr Avenue 1 Realty Group

  5125 S Elizabeth St, Chicago, IL 60609
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  /28

  $409,900

  • 5 Beds
  • 3 Baths

  741 N Trumbull Ave, Chicago, IL 60624

  Brick 2 Spacious units, both with formal dining room and built-in hutch. Equal Housing "Everyone deserves the American Dream". Selling in As-Is condition, offers must have a pre-approval and/or proof of funds with cash offers.

  Gaspar Flores Su Familia Real Estate Inc

  741 N Trumbull Ave, Chicago, IL 60624
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  /33

  $454,999

  • 9 Beds
  • 3 Baths

  1940 N Pulaski Rd, Chicago, IL 60639

  Brick 2 unit in Hermosa Park/ Logan Square Area. Each unit has 3 bedrooms, 1 bathroom, living room & formal dining room. Finished basement has additional 3 Rms,1 full bathroom. Live in or buy as investment property. Close to public transportation & Shopping. Seller wants to sell in AS-IS condition. Small violation on city records due to a sump pump pumping water into Alley instead of sewer.

  Ramon Alicea Golden Key Realty

  1940 N Pulaski Rd, Chicago, IL 60639
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  /32

  $498,765

  • 4 Beds
  • 2 Baths
  • 2,400 Sq Ft

  2701 S Hillock Ave, Chicago, IL 60608

  Welcome to 2701 S Hillock Ave - Renovated 4-Bedroom Home in the Heart of Bridgeport This freshly updated 4-bedroom, 2-bathroom single-family brick ranch blends vintage charm with modern style in one of Chicago's most sought-after neighborhoods. Located in Bridgeport on a quiet, tree-lined street, this move-in-ready home features a thoughtful renovation that maximizes light, flow, and function.

  Cameron Sutton @properties Christie's International Real Estate

  2701 S Hillock Ave, Chicago, IL 60608
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  /32

  $474,999

  • 2 Beds
  • 2 Baths
  • 1,225 Sq Ft

  222 N Columbus Dr Unit 4008, Chicago, IL 60601

  Move right into this gorgeous unit on the 40th floor, a beautifully updated northeast corner condo with stunning floor-to-ceiling windows that showcase a breathtaking panoramic view of Millennium Park. This spacious and thoughtfully designed split two-bedroom layout features rich hardwood floors throughout, a bright and airy open living/dining area, sleek granite countertops, upgraded stainless

  Sharon Wang RE/MAX SAWA

  222 N Columbus Dr Unit 4008, Chicago, IL 60601
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  /27

  $499,998

  • 2 Beds
  • 2 Baths
  • 1,417 Sq Ft

  1529 S State St Unit PH-1, Chicago, IL 60605

  Welcome to this breathtaking corner penthouse at 1529 S State St, where skyline and lakefront views take center stage! This spacious home features soaring ceilings up to 16 feet, an open floor plan, in unit washer/dryer and a beautifully updated kitchen complete with white granite countertops, stainless steel appliances, custom cabinetry and premium Grohe fixtures. Thoughtfully positioned light

  Danielle Dowell Berkshire Hathaway HomeServices Chicago

  1529 S State St Unit PH-1, Chicago, IL 60605
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  /26

  $485,000

  • 4 Beds
  • 2 Baths

  5646 W Grover St, Chicago, IL 60630

  Rehabbed Bungalow in Vibrant Jefferson Park! Step into this sun-filled home featuring gleaming new floors, brand-new windows, and a timeless classic layout. The heart of the home is the expansive, fully renovated kitchen with new quartz countertops, new white shaker cabinets, new stainless steel appliances, and plenty of space for a dining table.4th bedroom is staged as a dinning room. The main

  Magdalena Malyszko HomeSmart Connect LLC

  5646 W Grover St, Chicago, IL 60630
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  /27

  $415,000

  • 2 Beds
  • 2 Baths

  2545 S Dearborn St Unit 509, Chicago, IL 60616

  Newly Renovated Unique Loft in Historic OPERA LOFTS is an Exceptional Place to Call Home with Original Artifacts and Relics Displayed Throughout the Building.The Open Floorpan Features High Ceilings and Exposed Brick and Views of Downtown From Your Large Balcony. Newly Renovated Kitchen Features Brand New HIGH END BOSCH Stainless Steel Appliance Package, Stone Counters, Modern Tile Backsplash and

  Renata Williamson @properties Christie's International Real Estate

  2545 S Dearborn St Unit 509, Chicago, IL 60616
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  /16

  $445,888

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft

  221 E Cullerton St Unit 317, Chicago, IL 60616

  EXCELLENT LOFT LIVING IN THE SOUTH LOOP: 2-BEDROOMS, 2-BATHS PLUS DEN/OFFICE!! THIS SPACIOUS LOFT IS ONLY MINUTES TO THE LOOP, CHINATOWN, SOLDIER FIELD, LAKE MICHIGAN AND THE UNIVERSITY OF CHICAGO. IT FEATURES A MASTER BR WITH EN SUITE BATHROOM. SOME OF MANY AMENITIES ARE HARDWOOD FLRS. THRU-OUT, KITCHEN HAS GRANITE CTRS PLUS STAINLESS STEEL APPLIANCES. GREAT ROOM STYLE LIVING SPACE. 4X10

  Michael Ibarra RE/MAX Enterprises

  221 E Cullerton St Unit 317, Chicago, IL 60616

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