Chicago, IL Homes for Sale under $300,000

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  /9

  $225,000

  • 1 Bed
  • 1 Bath
  • 860 Sq Ft

  5455 N Sheridan Rd Unit 908, Chicago, IL 60640

  Welcome to this beautifully renovated 1-bedroom, 1-bath residence offering breathtaking views of Lake Michigan and the Chicago skyline. Perched on a high floor, this light-filled home combines modern design with thoughtful functionality, creating the perfect urban retreat. The updated kitchen is both stylish and practical, featuring custom cabinetry, sleek granite countertops, and a full suite of

  Lina Survilaite Baird & Warner

  5455 N Sheridan Rd Unit 908, Chicago, IL 60640
• 

  

  

  /19

  $210,000

  • Studio
  • 1 Bath
  • 545 Sq Ft

  405 N Wabash Ave Unit 1305, Chicago, IL 60611

  Don't compromise on space! This bright, West-facing studio in River North offers a unique layout with the potential to be converted into a Junior 1-Bedroom. Whether you're looking for a chic city base or a savvy investment, this unit delivers. You'll love the layout: The separate sleeping alcove provides natural division, while the additional nook is a "work-from-home" dream. The unit also

  Haroon Khan Streeterville Realty, LLC

  405 N Wabash Ave Unit 1305, Chicago, IL 60611
• 

  

  

  /23

  $285,000

  • 4 Beds
  • 2 Baths

  7923 S Lowe Ave, Chicago, IL 60620

  Recently updated 2-unit apartment building offering cash flow and long-term upside. Both units feature modern finishes and thoughtful upgrades, making this a low-maintenance investment from day one. Situated on a quiet cul-de-sac, the property delivers the perfect balance of privacy and convenience. Located just steps from the coming soon Metra train station and minutes from the expressway.

  Munir Matariyeh Real Broker, LLC

  7923 S Lowe Ave, Chicago, IL 60620
• 

  

  

  /22

  $299,900

  • 2 Beds
  • 1 Bath

  6157 N Sheridan Rd Unit 9J, Chicago, IL 60660

  Be the first one to live in this brand new, gut rehabbed, 2 bedroom condo. Enjoy the mesmerizing and forever south-east views of downtown and Lake Michigan from every room. Better yet, enjoy Navy Pier fireworks right form your new home. Finishes inside are to the highest standards. Contemporary, soft-close kitchen cabinets with under-cabinet LED lighting. Trendy quartz counter-top & breakfast bar

  Ryan Cherney Circle One Realty

  6157 N Sheridan Rd Unit 9J, Chicago, IL 60660
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  /33

  $289,900

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

  2305 N Austin Ave Unit 3, Chicago, IL 60639

  Welcome home to this beautifully updated top-floor 2-bedroom, 2-bath residence offering 1,200 square feet of thoughtfully designed living space. Fully repainted and move-in ready, this bright and airy unit features espresso hardwood floors and newly added recessed lighting throughout, creating a warm and modern feel. The updated kitchen includes resurfaced maple cabinetry, sleek new countertops,

  Wendy Andrade @properties Christie's International Real Estate

  2305 N Austin Ave Unit 3, Chicago, IL 60639
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  /36

  $249,000

  • 8 Beds
  • 2 Baths

  7524 S Ellis Ave, Chicago, IL 60619

  Excellent cash-flowing investment opportunity on Chicago's South Side. This legal 2-unit property features two incredibly spacious units, each with 4 bedrooms and 1 bathroom, making it highly attractive for strong rental demand. Previously updated with modern finishes throughout, the units include 42-inch espresso kitchen cabinets, granite countertops, and stylish glass/stone backsplashes.

  Dan Nelson Compass

  7524 S Ellis Ave, Chicago, IL 60619
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  /28

  $249,000

  • 3 Beds
  • 2 Baths
  • 1,216 Sq Ft

  7925 S Richmond St, Chicago, IL 60652

  This cozy home is located in the heart of the Beautiful Ashburn neighborhood in Chicago. It features 3 bedrooms and 2 full baths. There are hardwood floors throughout. The additional room on the main level can be used for entertaining, an office or a "sunroom." The large finished basement features a storage room, and a laundry room. Schedule your showing today. You won't be disappointed. This

  Leslie Smith Mosaic Realty LLC

  7925 S Richmond St, Chicago, IL 60652
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  /17

  $245,000

  • 1 Bed
  • 1 Bath

  900 N Lake Shore Dr Unit 1608, Chicago, IL 60611

  Spacious and beautifully proportioned large one-bedroom residence in one of Chicago's most iconic architecturally significant buildings. This residence offers a generous layout, strong bones, and excellent potential, with just a few updates needed to elevate it to its full value. The expansive living and dining area provides ideal space for both everyday living and entertaining. Priced to sell,

  Sophie Beaudoin RE/MAX Top Performers

  900 N Lake Shore Dr Unit 1608, Chicago, IL 60611
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  /16

  $299,995

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

  4012 S Western Ave Unit 2, Chicago, IL 60609

  Experience refined city living in this beautifully appointed 3-bedroom, 2-bathroom condo offering approximately 1,500 square feet of thoughtfully designed space. Being professionally painted in 2024 and hardwood floors throughout, this home blends comfort and sophistication. The serene primary suite serves as a private retreat, complete with a spa-inspired en-suite bathroom featuring double

  Jonathan Ayala Pearson Realty Group

  4012 S Western Ave Unit 2, Chicago, IL 60609
• 

  

  /22

  $299,000

  • 1 Bed
  • 1 Bath
  • 875 Sq Ft

  1560 N Sandburg Terrace Unit 3206J, Chicago, IL 60610

  Enjoy spectacular lake and city views from this sunny, east-facing one-bedroom home in the sought-after James House at Sandburg Village. Perched on the 32nd floor, this spacious condo offers sweeping views of Lake Michigan, North Avenue Beach, and the historic Gold Coast neighborhood from its expansive private balcony perfect for sunrise coffee or evening cocktails. The bright, open living space

  Tommy Choi Keller Williams ONEChicago

  1560 N Sandburg Terrace Unit 3206J, Chicago, IL 60610
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  /27

  $240,000

  • 1 Bed
  • 1 Bath
  • 650 Sq Ft

  1455 N Sandburg Terrace Unit 1105B, Chicago, IL 60610

  Morning workouts next door at FFC, a quick class at CorePower, Bunda, or SoulCycle, and evenings that naturally spill into dinner at Happy Camper, Professor Pizza, Kamehachi, or Kayao, followed by cocktails at Sparrow or Double Fun, this is a location that effortlessly supports both routine and spontaneity. Everyday convenience is just as seamless, with Fresh Market, Jewel-Osco, and Aldi all

  John Grafft Compass

  1455 N Sandburg Terrace Unit 1105B, Chicago, IL 60610
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  /18

  $299,000

  • 1 Bed
  • 1 Bath

  2342 W Adams St Unit 208, Chicago, IL 60612

  Elevator building offering urban chic living. This thoughtfully designed condo offers a bright, open-concept floor plan with modern finishes throughout. The sleek gourmet kitchen features custom two-tone cabinetry, elegant quartz countertops with a waterfall feature, stainless steel appliances, and a large peninsula that seamlessly flows into the sun-filled living and dining area.

  Svitlana Creadon Compass

  2342 W Adams St Unit 208, Chicago, IL 60612
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  /25

  $270,000

  • 1 Bed
  • 1 Bath

  Unlisted Address

  Come view this impeccably maintained one bedroom loft in the highly desirable One River Place! This concrete loft boasts 12 foot concrete ceilings, hardwood floors throughout, and an updated kitchen with newer quartz counters including an island with breakfast bar seating and plenty of prep space. The chef's kitchen also includes stainless steel appliances, custom cabinetry, backsplash, and

  Dennis Huyck Keller Williams ONEChicago

  Unlisted Address
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  /6

  $295,000

  • 1 Bed
  • 1 Bath
  • 558 Sq Ft

  303 W Ohio St Unit 1404, Chicago, IL 60654

  Beautiful 1 bed / 1 bath condo in River North's sought-after Silver Tower. Bright south-facing unit with floor-to-ceiling windows and an open layout. Features include new hardwood floors (2026), granite kitchen with stainless steel appliances, new dishwasher (2024), and in-unit washer/dryer (2025).Full-amenity building with 24-hour door staff, fitness center, and stunning rooftop with city views

  Jingen Xu Land Fairy Realty Corp.

  303 W Ohio St Unit 1404, Chicago, IL 60654
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  /5

  $289,000

  • 4 Beds
  • 2.5 Baths
  • 1,000 Sq Ft

  10755 S Vernon Ave, Chicago, IL 60628

  Back on the market for a short time as Buyer could not move forward! A Beautiful Raised Ranch home with 4 bedrooms and 2.5 Bathrooms sitting inside a Beautiful manicured Family-owned and quiet block. The home has a Bathroom in the Master bedroom on the main level. Featuring Original Hardwood Floors throughout, Quartz countertops, Shaker Cabinets, New Appliances, Back yard with a mini-Deck, yard

  Anthony Davis Real People Realty

  10755 S Vernon Ave, Chicago, IL 60628
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  /28

  $289,900

  • 1 Bed
  • 1.5 Baths

  1250 S Indiana Ave Unit 1013, Chicago, IL 60605

  Step into stylish and comfortable living with this freshly painted 1-bedroom, 1.1-bath condo in the boutique Lakeside at the Park building, nestled in the heart of Chicago's vibrant South Loop. This thoughtfully designed unit boasts an open floor plan and a large, covered balcony-a perfect spot to unwind after a long day. The kitchen shines with stainless steel appliances, oversized cabinets, and

  Amy Duong Kim Compass

  1250 S Indiana Ave Unit 1013, Chicago, IL 60605
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  /34

  $249,000

  • 4 Beds
  • 3 Baths

  12253 S Peoria St, Chicago, IL 60643

  Beautifully renovated 4-bedroom, 3-bath home on a quiet West Pullman street. This spacious property features three levels of living space, including a finished basement and the convenience of one full bathroom on each floor. Enjoy a brand-new kitchen, fully updated bathrooms, new siding, and new windows. The home also includes a 1-1/2-car garage and offers easy access to expressways, shopping,

  Orlando Morales RE/MAX Premier

  12253 S Peoria St, Chicago, IL 60643
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  /20

  $225,000

  • 6 Beds
  • 3 Baths

  940 N Hamlin Ave, Chicago, IL 60651

  Capitalize on the rapid appreciation of this high-growth "Path of Progress" neighborhood with a versatile brick 2-flat featuring a finished basement. Perfectly suited for a high-end "fix and flip" or a duplex-down conversion to maximize rental yield, this property offers two spacious 2-bed/1-bath units and a finished basement with two additional rooms and a full bath. Zoned RS-3, the building is

  Oscar Darden DEI Realty LLC

  940 N Hamlin Ave, Chicago, IL 60651
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  /16

  $225,000

  • 2 Beds
  • 2 Baths

  3849 W Ainslie St Unit 1, Chicago, IL 60625

  Welcome to this beautifully renovated, move-in ready raised first-floor residence in the heart of Albany Park. Available for immediate occupancy, this thoughtfully updated condo, features a brand-new kitchen and bathrooms, modern fixtures, fresh paint, hardwood floors, newer stainless steel appliances, and convenient in-unit laundry. All major mechanicals-including the furnace and water

  Jordan Euson Compass

  3849 W Ainslie St Unit 1, Chicago, IL 60625
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  /35

  $280,000

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft

  3930 N Pine Grove Ave Unit 816, Chicago, IL 60613

  This rare corner gem, large one bedroom unit with balcony in Chicago's beautiful Lakeview East neighborhood offers an unparalleled blend of sophistication and serenity at Lake Park Plaza- a luxury high-rise renowned for its resort-style living. Indulge in a fully rehabbed kitchen that exudes timeless elegance: sleek quartz countertops paired with a stunning mother-of-pearl and marble backsplash

  Hunter Andre Baird & Warner

  3930 N Pine Grove Ave Unit 816, Chicago, IL 60613
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  /22

  $269,000

  • 1 Bed
  • 1 Bath
  • 753 Sq Ft

  211 E Ohio St Unit 1804, Chicago, IL 60611

  Stunning north-facing 1-bedroom residence at The Grand Ohio! Offering a turnkey opportunity for both homeowners and investors alike. This bright and sophisticated home features rich hardwood floors throughout, a spacious walk-in closet, and an expansive eat-in kitchen appointed with granite countertops, breakfast bar, sleek tile backsplash, and stainless-steel appliances. The spa-inspired

  Linda Kramer Berkshire Hathaway HomeServices Chicago

  211 E Ohio St Unit 1804, Chicago, IL 60611
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  /27

  $275,000

  • 4 Beds
  • 2 Baths

  7023 S Aberdeen St, Chicago, IL 60621

  Attention owner occupants or investors! Don't miss this cash-flowing opportunity. Well maintained two-unit gem with plenty of updates . Both 2bed 1 bath units are move-in-ready for new tenant or owner occupant, ready to produce income from day one. Both units offer expansive living space and comfortably large kitchens. The property offers tremendous value-add potential with a full unfinished

  Dan Nelson Compass

  7023 S Aberdeen St, Chicago, IL 60621
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  /18

  $259,000

  • 2 Beds
  • 1.5 Baths
  • 980 Sq Ft

  8 W Monroe St Unit 1800, Chicago, IL 60603

  Sunny 2 bedrooms with 1 1/2 bathrooms condo unit located in Downtown Theatre District. High ceiling, Large windows, 42" Oak cabinet, granite countertop kitchen with center island. Two spacious bedrooms with windows and both have floor to ceiling walls, primary bedroom has walk-in closet and linen closet. Washer and dryer located in unit laundry closet. Monthly assessment covers most utilities

  David Zhou American International Realty

  8 W Monroe St Unit 1800, Chicago, IL 60603
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  /8

  $299,900

  • 6 Beds
  • 3 Baths

  8236 S May St, Chicago, IL 60620

  Excellent Investment Opportunity in Auburn Gresham. Discover the potential in this solid all-brick 2-unit property located in the Auburn Gresham neighborhood. Each unit offers 3 bedrooms and 1 bathroom with functional layouts, well-maintained, providing a strong foundation for rental income or owner-occupant use. The property also features a full basement, offering additional possibilities for

  Deonte Barbee Real Broker LLC

  8236 S May St, Chicago, IL 60620
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  /24

  $239,000

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft

  5815 N Spaulding Ave Unit 2B, Chicago, IL 60659

  This updated second-floor condo features 2 spacious bedrooms, 1 full bathroom, a bright living room, separate dining area, hardwood floors and a modern kitchen with maple cabinets, granite countertops, and stainless steel appliances. The living room opens to a private balcony-perfect for relaxing or entertaining. One outdoor parking space is included. The HOA covers heat, water, gas, parking,

  Leo Bui LPT Realty LLC

  5815 N Spaulding Ave Unit 2B, Chicago, IL 60659
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  /14

  $227,999

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  211 E Ohio St Unit 1102, Chicago, IL 60611

  ** Deeded Parking worth $35,000 is included in the price** A perfect opportunity to own this spacious 1 bedroom/ 1 bathroom condo at the fabulous Grand Ohio in PRIME Streeterville location. ** In unit Laundry** Unit is on the desired north side of building with no future obstructed views with new building. With a remodeled bathroom, new light fixtures and fresh paint throughout, this unit is

  Srinivas Ravula Raavstar, Inc.

  211 E Ohio St Unit 1102, Chicago, IL 60611
• 

  

  /14

  $285,000

  • 6 Beds
  • 2.5 Baths
  • 2,800 Sq Ft

  3855 W 31st St, Chicago, IL 60623

  great opportunity for this over sized brick bungalow on prime location

  Diana Nufio You Properties LLC

  3855 W 31st St, Chicago, IL 60623
• 

  

  /17

  $229,999

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

  14024 S Saginaw Ave, Chicago, IL 60633

  Beautifully remodeled split level. Wonderful neighborhood! Open concept with two nice spa-like bathrooms. Kitchen well designed and very spacious! Quartz countertops, soft-close cabinets, and the perfect home for you! This is affordable luxury!

  Ruben Camacho Weichert, Realtors - All Pro

  14024 S Saginaw Ave, Chicago, IL 60633
• 

  

  /23

  $220,000

  • 5 Beds
  • 2 Baths
  • 1,100 Sq Ft

  9419 S Wabash Ave, Chicago, IL 60619

  PRICED TO SELL! Investor special / fixer-upper with strong value-add potential in Chicago-perfect for investors, rehabbers, flippers, or handy homebuyers looking to build equity. This 4-bedroom, 2-bath home features a spacious layout with large bedrooms, generous living areas, and a full unfinished basement ready for renovation, expansion, or additional living space. Property needs work and is

  Lance Ellazar Realty of America, LLC

  9419 S Wabash Ave, Chicago, IL 60619
• 

  

  /18

  $215,000

  • 8 Beds
  • 3 Baths

  5045 S Hoyne Ave, Chicago, IL 60609

  Great investment opportunity, New Roof, new siding and front stairs. Located near shopping and public transportation. Second floor unit has four bedrooms, dining room and laundry room. Long term tenants on month to month.

  Griselda Ferreira G F Realty

  5045 S Hoyne Ave, Chicago, IL 60609
• 

  

  /23

  $250,000

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

  6147 N Sheridan Rd Unit 27A, Chicago, IL 60660

  New Paint, New flooring... Come and make the rest of this unit a ShowStopper!! The Lake Views are incredible in an oversized 2 bed/2bath on the Lake condo with your own Balcony! You can make this an outstanding condo that has its own Private balcony on the Sheridan Road strip!! Great Boutique elevator and doorman building...water front pool, workout room, sauna, extra storage, and 1 garage space

  Jen Fay Re/Max Premier

  6147 N Sheridan Rd Unit 27A, Chicago, IL 60660
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  /14

  $269,000

  • 4 Beds
  • 2 Baths
  • 3,125 Sq Ft

  10426 S Calhoun Ave, Chicago, IL 60617

  Fully updated 3 story 4 bed/2 bath featuring new kitchen and baths, gleaming hardwood flooring throughout, open lay out with finished basement.

  Mitch Gundogdu Kale Realty

  10426 S Calhoun Ave, Chicago, IL 60617
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  /27

  $275,000

  • 6 Beds
  • 2 Baths

  7948 S Drexel Ave, Chicago, IL 60619

  Well-maintained brick 2-flat located in the desirable East Chatham. Each unit features 3 spacious bedrooms and 1 full bath, offering comfortable living space for owners or tenants alike. The finished basement is duplexed, providing additional living space - perfect for extended family, recreation, or added rental potential. Enjoy rear parking with space for 2 cars and convenient access to

  Jana Pierce Real Broker LLC

  7948 S Drexel Ave, Chicago, IL 60619
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  /17

  $300,000

  • 3 Beds
  • 2 Baths
  • 1,260 Sq Ft

  3441 W 83rd St, Chicago, IL 60652

  Come see this Lovely Ashburn Home. This well-maintained property features 3 beds and 2 full baths, hardwood flooring throughout the living room and all bedrooms. The spacious eat-in kitchen has updated cabinet fronts and granite countertops. There's a fully finished basement for entertaining with a full bath and shower. Newer windows all around including the gorgeous front custom picture window.

  Rae Caulton Rae Lynn Realty LLC

  3441 W 83rd St, Chicago, IL 60652
• 

  

  /20

  $229,900

  • 2 Beds
  • 2 Baths
  • 1,241 Sq Ft

  6651 S Maryland Ave Unit 1E, Chicago, IL 60637

  Welcome home to this awesome 2-bedroom, 2-bath duplex-up condo in the heart of Woodlawn. This home features hardwood floors throughout the main level, an open layout, and exposed brick that adds character and warmth. The primary suite includes an ensuite bathroom, offering comfort and privacy. Kitchen features stainless steel refrigerator and other appliances will be upgraded to stainless steel

  Sheree Bradley Kale Realty

  6651 S Maryland Ave Unit 1E, Chicago, IL 60637
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  /53

  $290,000

  • 1 Bed
  • 1 Bath

  70 W Huron St Unit 2003, Chicago, IL 60654

  PANORAMIC VIEWS FROM EVERY ROOM! Meticulously maintained and in immaculate condition, this sun-drenched corner home offers everything you've been searching for-the perfect blend of generous living space, sought-after upgrades, a private balcony, and SPECTACULAR VIEWS! Floor-to-ceiling windows flood the home with natural light and frame breathtaking panoramic skyline views with a peek of the lake.

  Linda Christon BROKER Fulton Grace Realty

  70 W Huron St Unit 2003, Chicago, IL 60654
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  /24

  $263,000

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

  7926 S Michigan Ave, Chicago, IL 60619

  This newly updated brick bungalow has room for the whole family! 5 bedrooms, 2 bath, large living room, large dining room, updated modern kitchen with full finished basement and laundry room along with 2-1/2 car garage. House has new roof and new HVAC system, all ready for you to move right in and ENJOY!! Property conveyed with Special Warranty Deed and tax prorations 100%. Please submit all

  Ryan Cherney Circle One Realty

  7926 S Michigan Ave, Chicago, IL 60619
• 

  

  /21

  $295,000

  • 6 Beds
  • 2 Baths

  6744 S Aberdeen St, Chicago, IL 60621

  This versatile property is currently configured as a spacious single-family home but could easily be converted back into a two-flat. The first floor features a layout with two bedrooms, a full bathroom with a bathtub, a large living room, a formal dining room, and an expansive kitchen - perfect for everyday living or entertaining. Upstairs, you'll find three additional bedrooms, a family room,

  Marcos Gonzalez Cloud Gate Realty LLC

  6744 S Aberdeen St, Chicago, IL 60621
• 

  

  /29

  $240,000

  • 5 Beds
  • 2 Baths
  • 2,336 Sq Ft

  1018 W 115th St, Chicago, IL 60643

  Welcome to your future home located at 1018 W 115th Street, a beautifully refreshed Chicago home located in the historic Roseland neighborhood. Updated in 2025, this property offers the kind of solid Chicago construction and thoughtful improvements that buyers are constantly searching for. Step inside and you will immediately feel the difference. Natural light fills the home while the refreshed

  Mynor Ochoa PROSALES REALTY

  1018 W 115th St, Chicago, IL 60643
• 

  

  /54

  $269,000

  • 3 Beds
  • 2.5 Baths
  • 1,275 Sq Ft

  1134 W 104th St, Chicago, IL 60643

  Washington Heights beauty fully remodeled down to the studs, this sun-filled Cape Cod features an open-concept main level with recessed LED lighting and new flooring. a modern kitchen with 42" shaker cabinets, granite countertops, white backsplash , and stainless steel appliances. The main floor includes a freshly carpeted bedroom and full stand up shower ceramic tiled bath, while the upper level

  Peter Hernandez RE/MAX Mi Casa

  1134 W 104th St, Chicago, IL 60643

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