Chicago, IL Homes under $500,000

• 

  

  

  /22

  $425,000

  • 2 Beds
  • 2 Baths
  • 1,265 Sq Ft

  520 S State St Unit 1211, Chicago, IL 60605

  Experience Unparalleled Luxury in Printer's Row/South Loop Welcome to a meticulously upgraded condominium that blends modern elegance with urban sophistication. Located in the heart of Printer's Row/South Loop, this stunning two-bedroom, two-bathroom residence offers spacious living with refined finishes throughout. Step inside to discover cherry hardwood floors, stainless steel appliances,

  Elias Masud Compass

  520 S State St Unit 1211, Chicago, IL 60605
• 

  

  

  /17

  $400,000

  • 2 Beds
  • 2 Baths
  • 1,180 Sq Ft

  200 N Dearborn St Unit 2006, Chicago, IL 60601

  Spacious and recently renovated, this 2 bed, 2 bath home features a desirable open floor plan and a private balcony-ideal for everyday living or entertaining. Thoughtful updates include rich dark hardwood floors, custom lighting, and professionally designed closets throughout. The open-concept kitchen is both functional and stylish, with sleek European-style cabinetry, quartz countertops, tile

  Elias Masud Compass

  200 N Dearborn St Unit 2006, Chicago, IL 60601
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  /37

  $415,000

  • 2 Beds
  • 2 Baths
  • 1,070 Sq Ft

  1901 S Calumet Ave Unit 2712, Chicago, IL 60616

  Enjoy stunning, unobstructed city views from every room and the private balcony of this 2 bedroom / 2 bathroom residence, situated in Harbor View-one of the most impeccably managed and striking, full-amenity buildings in the South Loop! This thoughtfully designed split floor plan wastes no space, featuring expansive floor-to-ceiling windows, soaring 9' ceilings, upgraded granite countertops,

  Michael Samm Keller Williams ONEChicago

  1901 S Calumet Ave Unit 2712, Chicago, IL 60616
• 

  

  

  /51

  $499,900

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

  6 N Michigan Ave Unit 801, Chicago, IL 60602

  Unique luxury two bedroom, two bath loft style home with 10' ceilings and panoramic views of the skyline, lakefront and Millennium Park. Chef's kitchen features Stainless Steel Italian appliances, oversize quartz countertops and Scavolini cabinetry. Open floorplan living/dining room is bright, spacious and enjoys beautiful views. Hardwood floors throughout the unit. Primary bedroom features an

  William Wenthen WDW Properties

  6 N Michigan Ave Unit 801, Chicago, IL 60602
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  /24

  $479,000

  • 4 Beds
  • 3 Baths
  • 2,800 Sq Ft

  4444 S Berkeley Ave, Chicago, IL 60653

  Great opportunity to live on Berkeley Ave. One of the most lovely historic streets in North Kenwood conveniently located with just blocks to the lake, Du Sable LSD & interstate. The property has been updated over the years however still maintains many of the original details through out the home. The original glass front door welcomes you in where you will be captured by all the wonderful vintage

  Anna Foley-Henry Baird & Warner

  4444 S Berkeley Ave, Chicago, IL 60653
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  /26

  $460,000

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft

  1941 N New England Ave, Chicago, IL 60707

  Beautifully renovated from top to bottom, this stylish 3-bed, 2-bath residence sits on a picturesque tree-lined block in Galewood, just west of Oak Park Ave. A sun-filled living room with gleaming hardwood floors opens to the formal dining room, creating an effortless flow for everyday living and entertaining. The designer kitchen impresses with quartz counters, custom cabinetry, and

  Christopher Anthony Keller Williams ONEChicago

  1941 N New England Ave, Chicago, IL 60707
• 

  

  /25

  $499,999

  • 2 Beds
  • 2 Baths

  3750 N Lake Shore Dr Unit 16H, Chicago, IL 60613

  Nestled atop the historic 1920s Beaux-Arts coop at 3750 N Lake Shore Drive, this top-floor penthouse unit is a masterpiece for Art Deco enthusiasts. Designed by Michelle Herman of Marvin Herman & Associates Architectural firm, this residence epitomizes timeless elegance with a modern flair. Located in Lakeview's prestigious boutique building, this highly sought-after residence offers luxury

  Joel Halperin Baird & Warner

  3750 N Lake Shore Dr Unit 16H, Chicago, IL 60613
• 

  

  /22

  $400,000

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  1101 S State St Unit C407, Chicago, IL 60605

  Absolutely one of a kind South Loop home with 500 sq ft private patio plus attached balcony overlooking outdoor pool gardens with sunset Sear's Tower views! This corner unit is beaming with tons of southern light! Spacious split 2 bed 2 bath floor plan with custom built ins. Rehabbed kitchen includes tons of storage, granite counters, custom backsplash and SS apps. Dual primary suites make ideal

  Lindsey Richardson Baird & Warner

  1101 S State St Unit C407, Chicago, IL 60605
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  /4

  $500,000

  • Land
  • 0.00 Acre

  1028 N Ashland Ave, Chicago, IL 60622

  Vacant Lot In the Heart of West Town On Ashland, Zoned B1-2 amenties all around, Foot traffic as well as Public transportation at your Door Step. Walk to fine dining and entertainment. Expressway access 2 minutes away. Parks and Leisure around the corner. Motivated Sellers

  Gerardo Galan Galan Realty

  1028 N Ashland Ave, Chicago, IL 60622
• 

  

  /21

  $415,000

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft

  111 E Chestnut St Unit 55D, Chicago, IL 60611

  A must-see in person, this beautifully updated 1,000 sq ft one-bedroom on the 55th floor offers incredible western views over Connors Park through eight floor-to-ceiling windows-ideal for sunset and nighttime cityscapes. The space shows even better in person with fresh paint throughout, brand-new hardwood floors in the living room and bedroom, and newly installed roller shades-blackout in the

  Brett Bucholz Coldwell Banker Realty

  111 E Chestnut St Unit 55D, Chicago, IL 60611
• 

  

  /33

  $479,000

  • 6 Beds
  • 3 Baths

  1435 N Kolin Ave, Chicago, IL 60651

  ESTATE SALE, spacious frame two flat on double lot in Humbolt Park area. Beautiful original hardwood flooring and trim. Basement has additional bedrooms and full bath. Detached brick garage and workshop / shed. Property being sold AS-IS.

  Tony Inacay RE/MAX City

  1435 N Kolin Ave, Chicago, IL 60651
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  /29

  $499,000

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft

  1663 W Farwell Ave, Chicago, IL 60626

  BIG PRICE DROP!!! LARGE HOME ON OVERSIZE LOT FEATURING LOADS OF LIGHT FROM BIG WINDOWS, TWO SETS OF FRENCH DOORS AND AN OPEN PLAN ON THE 1ST FLOOR CONTAING THE LIVING/DINNING COMBO, FAMILY ROOM, SPACIOUS KITCHEN WITH ISLAND AND FULL BATH. SECOND FLOOR FEATURES 3 BEDROOMS INCLUDING A SPACIOUS MASTER WITH GENEROUS WALK IN CLOSET AND ANOTHER FULL BATH. ALL CLOSETS OUTFITTED WITH CALIFORNIA CLOSET

  Paul Solitro Baird & Warner

  1663 W Farwell Ave, Chicago, IL 60626
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  /45

  $469,000

  • 2 Beds
  • 3 Baths
  • 2,000 Sq Ft

  353 E Eastgate Place, Chicago, IL 60616

  Built in 2007, featuring 3-Levels of living space with 2 bedrooms, 3 full baths approximately 2,000 Sq. ft. Kitchen Island with S.S. appliances, hardwood floors, 2nd level deck with gas pipeline for BBQ, and roof top deck. 2-Attached car garage. Convenient location with short distance and access to I-55, Dan Ryan, Kennedy, Lake Shore Dr., Parks, Soldier Field, Lakefront via the 18th St. bridge,

  Mark Ahmad Century 21 Circle

  353 E Eastgate Place, Chicago, IL 60616
• 

  

  /11

  $400,000

  • 1 Bed
  • 1 Bath

  910 N Lake Shore Dr Unit 1615, Chicago, IL 60611

  Spectacular, totally rehabbed apartment w/ panoramic unobstructed views of Lake Michigan from floor-to-ceiling windows, in full-amenity iconic Mies Van Der Rohe bldg. Stunning high-end materials were used throughout this custom renovation, which offers a refined, minimalist aesthetic, and no surface was left untouched. Features expansive living rm w/ custom A/V cabinet w/ birch bark doors. Dining

  Ian Schwartz Coldwell Banker Realty

  910 N Lake Shore Dr Unit 1615, Chicago, IL 60611
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  /12

  $424,900

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

  4833 N Harding Ave Unit 1, Chicago, IL 60625

  A beautiful newer construction building on a tree lined street featuring a FIRST FLOOR Simplex unit with an open layout 1400 square feet of living space. TWO bedroom , master bath with 2 vanities + huge second bath , huge kitchen with island , stone counter tops , new stainless steel appliances, open living space .washer and dryer in unit, hardwood floors thru out, closets galore, private 7 x 9

  Davis Peera EXIT Strategy Realty

  4833 N Harding Ave Unit 1, Chicago, IL 60625
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  /16

  $495,000

  • Land
  • 0.00 Acre

  7150 W Grand Ave, Chicago, IL 60707

  Pleased to present a development opportunity in the Montclare neighborhood of Chicago. The property, situated on a 14,810 SF (0.34 acre) lot, offers significant potential for developers. Located on a busy corner with substantial foot and vehicle traffic, the property provides substantial exposure for new development. The lot spans 14,810 SF (0.34 acres), offering space for various development

  Manuel Torrejon-Regalado Keller Williams ONEChicago

  7150 W Grand Ave, Chicago, IL 60707
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  /22

  $424,000

  • 1 Bed
  • 1 Bath
  • 873 Sq Ft

  600 N Fairbanks Ct Unit 2304, Chicago, IL 60611

  Spacious high-floor condo in the heart of Streeterville at the iconic Helmut Jahn-designed 600 N Fairbanks. This beautiful residence includes showcases 10' concrete ceilings, floor-to-ceiling glass windows, and elegant hardwood flooring throughout. The Italian Snaidero kitchen is equipped with high-end stainless-steel appliances, including Wolf, Miele, and SubZero, and is enhanced by upscale

  Ann Cheng Coldwell Banker Gladstone

  600 N Fairbanks Ct Unit 2304, Chicago, IL 60611
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  /14

  $489,900

  • 5 Beds
  • 2 Baths
  • 1,917 Sq Ft

  3516 N Neenah Ave, Chicago, IL 60634

  Rehabbed 1.5 story single family home with finished attic with 2 bedrooms, kitchen, bathroom, beautiful laminated floors and new appliances, plenty closet space and separate private entrance. First floor unit offer 2 good size bedrooms and extra room ideal for office space nursery, etc., new bathroom,new kitchen, new fixtures and appliances, laminated floors, freshly painted.. full unfinished

  Miguel Luviano MIguel A. Luviano

  3516 N Neenah Ave, Chicago, IL 60634
• 

  

  /21

  $414,900

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  5831 S Meade Ave, Chicago, IL 60638

  Nestled in the heart of Garfield Ridge, this spacious brick home has been meticulously maintained by its long-time owners. The main level features natural hardwood floors in the living room and all three bedrooms. The eat-in kitchen boasts a large island for cooking, custom oak cabinetry, stainless steel appliances, and ceramic tiles throughout. Additionally, the main level includes a newly

  Nick Temen HomeSmart Realty Group

  5831 S Meade Ave, Chicago, IL 60638
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  /38

  $450,000

  • 2 Beds
  • 2 Baths
  • 1,361 Sq Ft

  33 W Ontario St Unit 40D, Chicago, IL 60654

  Meticulously maintained 2-bedroom in the heart of River North! This 40th floor enormous home features an expansive living area with plenty of room for a dining area, a cozy gas fireplace, a large wall of windows with extra-tall ceilings that enhance the sense of space. Each of the two bedrooms is generously sized and features its own walk-in closet. The open kitchen with high-end stainless-steel

  Linda Christon BROKER Main Street Real Estate Group

  33 W Ontario St Unit 40D, Chicago, IL 60654
• 

  

  /21

  $475,000

  • 2 Beds
  • 3 Baths
  • 1,300 Sq Ft

  7004 W School St, Chicago, IL 60634

  Beautifully updated Schorsch brick raised ranch featuring fresh paint throughout and new carpet (2024), an updated kitchen (2023) with all-new appliances, new furnace and central heat/AC (2024), water boiler (2021), and windows with lifetime warranty (2006). This move-in ready home offers 3 full baths and 2 bedrooms plus finished basement with a bedroom and walk-in closet (5.5' x 10'), brand-new

  Svitlana Atamanchuk KOMAR

  7004 W School St, Chicago, IL 60634
• 

  

  /22

  $469,900

  • 3 Beds
  • 2 Baths
  • 1,394 Sq Ft

  6161 N Kildare Ave, Chicago, IL 60646

  Sauganash Park! This Spacious Brick Ranch is almost 1400 sq. ft. on the main level which includes a light and bright living room with a bow window, recessed lights and a decorative fireplace, formal dining area, large kitchen with newer vinyl flooring, plenty of table space, a garden window and granite countertops, 3 very good-sized bedrooms with ample closet space and a full bath with a newer

  Jill McKee Coldwell Banker Realty

  6161 N Kildare Ave, Chicago, IL 60646
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  /15

  $499,999

  • 2 Beds
  • 2 Baths
  • 1,206 Sq Ft

  659 W Randolph St Unit 1720, Chicago, IL 60661

  One of the most sought after 2 bed, 2 bath southeast corner units in the building! Floor-to-ceiling windows showcase stunning city views in this spacious layout with light hardwood floors, a large open-concept living area, and king-sized primary suite. Features include a sleek European kitchen with island, granite counters, and stainless appliances, plus custom closets, in-unit laundry, and a

  Chris Sweitzer Baird & Warner

  659 W Randolph St Unit 1720, Chicago, IL 60661
• 

  

  /31

  $439,000

  • 2 Beds
  • 2 Baths
  • 1,410 Sq Ft

  21 W Chestnut St Unit 1509, Chicago, IL 60610

  Spacious Corner Condo with Stunning City Views in Prime Gold Coast Location! Bring your vision and transform this bright, expansive 2-bedroom, 2-bathroom condo-the largest two-bedroom layout in the building-into your dream home. Perched on the 15th floor of a boutique Gold Coast building, this corner unit offers sweeping north and east views of the city skyline and a sun-drenched, thoughtfully

  Elliot Jaffe Jaffe Realty Inc.

  21 W Chestnut St Unit 1509, Chicago, IL 60610
• 

  

  /28

  $499,900

  • 4 Beds
  • 3 Baths
  • 2,348 Sq Ft

  6240 S Kolmar Ave, Chicago, IL 60629

  Rare Opportunity - Oversized Double Lot with Income Potential! This well-maintained legal 2-flat with a fully finished in-law suite in the basement is perfect for investors or large/multi-generational families seeking space, flexibility, and long-term value. With a total of 6 bedrooms and 3 full bathrooms, this property offers multiple living arrangements or rental opportunities under one roof.

  Roberto Vinci Kale Realty

  6240 S Kolmar Ave, Chicago, IL 60629
• 

  

  /19

  $424,000

  • 6 Beds
  • 2 Baths

  3447 W Melrose St, Chicago, IL 60618

  Attention all Investors! Great opportunity to buy in Avondale. This a multi unit building first floor duplex up, it offers 3 bedrooms, updated kitchen and bath. Open Concep on the first floor. There are separated utilities for each unit. The first floor is not finished/gutted needs your ideas for completion. The house offers a big enclose yard, two car garage, great location close

  Maria Munoz-Boyd Coldwell Banker Realty

  3447 W Melrose St, Chicago, IL 60618
• 

  

  /11

  $489,000

  • 9 Beds
  • 6 Baths

  1224 S Harding Ave, Chicago, IL 60623

  Great investment opportunity in the hot North Lawndale area!!! Solid beautiful 3 flat featuring 3 bedroom/2 bath units. 2 units have been completely renovated with new kitchens, with quartz countertops, baths, windows, trim, HVAC upgrades, and paint. Brand new porch built last year with full permits. Tenants pay their own gas and electric. Each unit has laundry hook ups. Quiet building on a

  Ryan Banks HomeSmart Realty Group

  1224 S Harding Ave, Chicago, IL 60623
• 

  

  /22

  $449,914

  • 3 Beds
  • 2.5 Baths
  • 818 Sq Ft

  4160 W Eddy St, Chicago, IL 60641

  Much larger Victorian than it looks, 2 and a half baths, possible related living for extended family, side driveway, good yard space, handicap ramp built with the help of Chicago's first responders, 3 bedrooms, and parking for 3 cars in side drive, 1 car garage. Million Dollar homes around, make this your Million Dollar baby to call home. Bathroom on each level for your convenience, laundry on

  Jennifer Harris Charles Rutenberg Realty of IL

  4160 W Eddy St, Chicago, IL 60641
• 

  

  /39

  $449,900

  • 4 Beds
  • 3 Baths
  • 1,692 Sq Ft

  5414 W Haddon Ave, Chicago, IL 60651

  This beautifully renovated High- End Luxury masterpiece features modern finishes and thoughtful design. It has been updated and improved to modern standards, making it more comfortable, efficient, and often more valuable.The house features a chef's kitchen with a large Calacatta peace quartz island, 6 bedrooms and 2.1 baths. Enjoy peace of mind with a new roof, plumbing, siding, electrical,

  Silvia Hernandez RE/MAX City

  5414 W Haddon Ave, Chicago, IL 60651
• 

  

  /16

  $439,900

  • 4 Beds
  • 3 Baths
  • 1,870 Sq Ft

  3326 W 107th St, Chicago, IL 60655

  Must See! Spacious 4 bedroom, 3 bath home in the highly desirable Mount Greenwood neighborhood-just steps from McKiernan Park and within walking distance to top-rated schools. This home offers a large master bedroom, second-floor laundry, and recessed lighting throughout. The kitchen features newer stainless steel appliances, and the finished basement includes a full bath and additional laundry

  Maureen McNamara Coldwell Banker Realty

  3326 W 107th St, Chicago, IL 60655
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  /30

  $499,900

  • 4 Beds
  • 2 Baths

  5549 S Meade Ave, Chicago, IL 60638

  Welcome to one of the best kept secrets in Garfield Ridge! This 4 bedroom, 2 full bath legal 2 flat is a must see!!! This special home was loved and cared for by the same owner for almost 50 years. Very well- maintained and clean. Each unit provides a full kitchen, 2 bedrooms, 1 full bathroom, and a living room. Both living rooms have carpeting with hardwood floors underneath. The first floor

  Natale Panzeca CS Real Estate

  5549 S Meade Ave, Chicago, IL 60638
• 

  

  /23

  $440,000

  • 3 Beds
  • 2 Baths
  • 1,912 Sq Ft

  5857 N Central Ave, Chicago, IL 60646

  Welcome to 5857 N Central Ave - a wonderful opportunity to own a solid 3-bedroom, 2-bath ranch on an oversized 35 x 200 lot! All bedrooms are located on the main level and offer generous space, with hardwood floors throughout the living room and bedrooms. The eat-in kitchen features large windows that provide beautiful views of the expansive backyard. Outside, enjoy the low-maintenance PVC

  Marlene Rubenstein Baird & Warner

  5857 N Central Ave, Chicago, IL 60646
• 

  

  /41

  $440,000

  • 3 Beds
  • 4.5 Baths
  • 3,912 Sq Ft

  7711 S Ridgeland Ave, Chicago, IL 60649

  PRICE IMPROVEMENT! Don't miss your second chance on becoming the NEW owner of this LUXURY style home for a lot LESS! Step into a world of unparalleled elegance and modern sophistication with this FULLY customized, exquisitely Renovated LUXURY home**-A sanctuary so perfect, you'll never want to leave. From the moment you enter, you'll be captivated by the grandeur of the soaring high ceilings and

  Dominique Garner Village Realty, Inc.

  7711 S Ridgeland Ave, Chicago, IL 60649
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  /38

  $500,000

  • 2 Beds
  • 2 Baths
  • 1,600 Sq Ft

  260 E Chestnut St Unit 2701, Chicago, IL 60611

  Welcome home to this grand corner unit boasting incredible views in an A+ downtown location. The layout was thoughtfully redesigned from a 3 bedroom to a 2 bedroom/2 bath creating more function and wow-factor. The main living space features a large living area, open concept dining and a custom wet bar with 2nd dishwasher great for entertaining. The kitchen features a huge walk-in pantry, granite

  Kyle Jamicich Compass

  260 E Chestnut St Unit 2701, Chicago, IL 60611
• 

  

  /17

  $475,000

  • 5 Beds
  • 3 Baths

  6419 S Kenwood Ave, Chicago, IL 60637

  Excellent investment opportunity in prime East Woodlawn location! Just blocks from the future Obama President Center, this well-maintained property offers strong potential in one of Chicago's fastest growing neighborhoods. The upper level duplex features a spacious 3 bedroom, 2 bath layout, perfect for owner occupants or higher rental income. The first floor walk-in unit includes 2 bedrooms and 1

  Joy Gilbert Century 21 Universal

  6419 S Kenwood Ave, Chicago, IL 60637
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  /40

  $424,900

  • 1 Bed
  • 1.5 Baths
  • 1,026 Sq Ft

  100 E Huron St Unit 2301, Chicago, IL 60611

  Enjoy the view of the beautiful City from an elegant one-bedroom, one-and-a-half-bath condo with bay windows. This spacious unit features a kitchen with white Italian cabinetry, a granite countertop, and stainless steel appliances, all of which are open to the dining and living room areas, with marble floors and floor-to-ceiling windows. The main bedroom has a large custom walk-in closet and a

  Evana Dong Charles Rutenberg Realty

  100 E Huron St Unit 2301, Chicago, IL 60611
• 

  

  /25

  $498,000

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

  10215 S Charles St, Chicago, IL 60643

  THIS HOME IS A FOOLER....Stunning Beverly Brick Bungalow is absolutely beautiful ....Come and stroll through this stunning recently updated Bungalow! Features 4 bedrooms, 3 bathrooms, full finished basement, 2.5 car brick garage and huge fenced backyard! Zone heating and AC 2 furnaces & 2 central air units! Foyer leads to the bright beautiful large living room with original wood crown molding,

  Adrianne Hill-Smith Real People Realty

  10215 S Charles St, Chicago, IL 60643
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  /4

  $425,000

  • 4,052 Sq Ft

  7619 S Wabash Ave, Chicago, IL 60619

  Beautiful well maintained brick multi-family building in a very desirable Chicago location. Property was purchased by current owner as a four unit. Owner rehabbed property in 2011, converted/added one basement unit and roughed out the second basement unit. All units are rented with long term tenants. Rents are below market rent for the area. Property is being sold "As Is." Please, bring your

  Gwendolyn Weatherspoon Galewood Better Realty Partners, LLC

  7619 S Wabash Ave, Chicago, IL 60619
• 

  

  /15

  $410,000

  8038 S Ingleside Ave, Chicago, IL 60619

  2 story brick building consisting of 8-1 bedrooms. New hot water boiler providing heat. New railings and concrete on front decks. Agent is related to owner. Owner will consider package deal with listing #12407698,12407065

  Ursula Micklin Charles Rutenberg Realty of IL

  8038 S Ingleside Ave, Chicago, IL 60619
• 

  

  /16

  $430,000

  • 3 Beds
  • 2 Baths
  • 1,033 Sq Ft

  2327 W 21st St, Chicago, IL 60608

  Welcome to this beautifully updated brick home featuring 3 bedrooms and 2 bathrooms. Step inside to find freshly painted interiors and hardwood floors that flow throughout the main level, including the spacious living room and bedrooms. The home boasts an updated kitchen, perfectly situated next to the dining area-ideal for both everyday living and entertaining. The full basement offers

  Cynthia Chavez Keller Williams Infinity

  2327 W 21st St, Chicago, IL 60608

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