Chicago, IL Homes for Sale under $300,000

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  /7

  $49,900

  • 4 Beds
  • 2 Baths
  • 1,424 Sq Ft

  7048 S Perry Ave, Chicago, IL 60621

  Experienced investors. Bring your vision to this two-story frame residence offers four bedrooms, two bathrooms. Convenient access to major transportation routes adds to the investment potential. Bring your contractor, complete your due diligence and explore the possibilities offered by this sizable lot. Drive-by access only at this time. Property sold strictly As-Is, Where-Is. Buyer responsible

  

  Reginald Patterson

  eXp Realty

  7048 S Perry Ave, Chicago, IL 60621
• 

  

  

  /5

  $85,000

  • Land
  • 2,450 Acres
  • $35 per Acre

  5619 S Perry Ave, Chicago, IL 60621

  Buildable vacant lot in Chicago's gorgeous Woodlawn community. This lot is located within one mile of the University of Chicago Campus, the planned President Barack Obama Presidential Library Center, and multiple highly anticipated developments. This lot can be sold individually or as part of a portfolio. This is an excellent opportunity for a investor to develop a townhouse community or cluster

  

  Krystyna Soprych

  RE/MAX 10 in the Park

  5619 S Perry Ave, Chicago, IL 60621
• 

  

  /2

  $10,000

  • Land
  • 0 Sq Ft

  6401 S Morgan St, Chicago, IL 60621

  ATTENTION DEVELOPERS/BUILDERS/INVESTORS. EXCELLENT OPPORTUNITY TO BUY AND BUILD

  

  Jeanine Czerwin

  Wirtz Real Estate Group Inc.

  6401 S Morgan St, Chicago, IL 60621
• 

  

  /2

  $10,000

  Pending

  • Land
  • 0 Sq Ft

  1052 W 115th St, Chicago, IL 60643

  ATTENTION DEVELOPERS/BUILDERS/INVESTORS. EXCELLENT OPPORTUNITY TO BUY AND BUILD IN MORGAN PARK ALSO LISTED FOR SALE SEPARATELY 1046/1050/1052

  

  Jeanine Czerwin

  Wirtz Real Estate Group Inc.

  1052 W 115th St, Chicago, IL 60643
• 

  

  /2

  $10,000

  • Land
  • 0 Sq Ft

  5643 S Racine Ave, Chicago, IL 60636

  ATTENTION DEVELOPERS/BUILDERS/INVESTORS. EXCELLENT OPPORTUNITY TO BUY AND BUILD

  

  Jeanine Czerwin

  Wirtz Real Estate Group Inc.

  5643 S Racine Ave, Chicago, IL 60636
• 

  /2

  $10,000

  • Land
  • 0 Sq Ft

  5803 S Carpenter St, Chicago, IL 60621

  ATTENTION DEVELOPERS/BUILDERS/INVESTORS. EXCELLENT OPPORTUNITY TO BUY AND BUILD

  

  Jeanine Czerwin

  Wirtz Real Estate Group Inc.

  5803 S Carpenter St, Chicago, IL 60621
• 

  /2

  $10,000

  Pending

  • Land
  • 0 Sq Ft

  1004 W 103rd St, Chicago, IL 60643

  ATTENTION DEVELOPERS/BUILDERS/INVESTORS. EXCELLENT OPPORTUNITY TO BUY AND BUILD

  

  Jeanine Czerwin

  Wirtz Real Estate Group Inc.

  1004 W 103rd St, Chicago, IL 60643
• 

  

  /31

  $139,900

  $10K PRICE DROP Pending

  • 1 Bed
  • 1 Bath
  • 1,300 Sq Ft

  714 N Austin Blvd Unit 202, Oak Park, IL 60302

  Investor or First Homebuyer. Awesome 1-bedroom condo in a prime location! This spacious unit features beautiful hardwood floors throughout, a generously sized living room, a separate dining room, a large bedroom, a fresh coat of paint, and a wall-mounted air conditioner. Cook and entertain with ease in the updated kitchen, which boasts brand-new stainless steel appliances. Conveniently located

  

  Angela Walker

  Angela Walker Homes Real Estate Group

  714 N Austin Blvd Unit 202, Oak Park, IL 60302
• 

  

  /23

  $249,000

  • 3 Beds
  • 2 Baths
  • 1,179 Sq Ft

  8728 S Rockwell Ave, Evergreen Park, IL 60805

  Welcome to this charming 3-bedroom, 2-bathroom two-story home nestled on a quiet residential street in the heart of Evergreen Park. Well maintained and thoughtfully laid out, this home offers spacious living areas, abundant natural light, and a versatile floor plan suited for a variety of lifestyles. The main level features a bright and inviting living room with large front windows, a functional

  

  Israel Valadez

  Realty of America, LLC

  8728 S Rockwell Ave, Evergreen Park, IL 60805
• 

  

  /31

  $119,900

  $10K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft

  9840 S Pulaski Rd Unit 106, Oak Lawn, IL 60453

  Welcome to this well maintained first floor one bedroom, one bath condo in the heart of Oak Lawn. Located in a well cared for building with two elevators, secure parking, and outstanding amenities, this home offers the perfect combination of comfort, convenience, and low maintenance living. As you enter the building, you'll appreciate the bright and welcoming foyer with easy access to your

  

  Kathy O'Radnik

  RE/MAX 1st Service

  9840 S Pulaski Rd Unit 106, Oak Lawn, IL 60453
• 

  

  /23

  $214,900

  Pre-Foreclosure

  • 4 Beds
  • 2.5 Baths
  • 1,008 Sq Ft

  2850 E 94th St, Chicago, IL 60617

  Classic Chicago bungalow offering 4 bedrooms and 2.5 baths with a partially finished basement. The main level features hardwood floors throughout the living area & bedrooms, a bright living and dining room combination with a large picture window, and a spacious kitchen with an island and room for a table. Three main-floor bedrooms share a hall bath with soaking tub, and a convenient half bath is

  Cesar Juarez Redfin Corporation

  2850 E 94th St, Chicago, IL 60617
• 

  

  /26

  $240,000

  • 1 Bed
  • 1 Bath

  247 E Chestnut St Unit 1804, Chicago, IL 60611

  Spacious, light filled one bedroom in a boutique building with an excellent location walking distance to Michigan Avenue and the lakefront! Freshly painted, updated kitchen & Nathroom, new kitchen countertop and Air conditioners. Garage Parking is available at $200 per month. Cable and internet package is mandatory for $93.38 per month. Seller will payoff special assessment before closing. Move

  Michael Xu RE/MAX Suburban

  247 E Chestnut St Unit 1804, Chicago, IL 60611
• 

  

  /16

  $249,995

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft

  1525 S Sangamon St Unit 311P, Chicago, IL 60608

  Welcome home to the largest one-bedroom floor plan in sought-after University Village Lofts! This spacious and sun-filled home features soaring 10-foot concrete ceilings, floor-to-ceiling windows, and a generous private balcony with desirable southern exposure, filling the space with natural light throughout the day. The open-concept living area is highlighted by a custom built-in wall unit,

  Matt Laricy Americorp, Ltd

  1525 S Sangamon St Unit 311P, Chicago, IL 60608
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  /29

  $299,999

  • 1 Bed
  • 1 Bath
  • 1,087 Sq Ft

  10 E Ontario St Unit 4207, Chicago, IL 60611

  Location, Location, Location! Enjoy elevated city living in this beautifully updated, oversized one-bedroom residence in the heart of River North. Spanning approximately 1,087 square feet, this high-floor home offers expansive city views, abundant natural light through floor-to-ceiling windows, and a private balcony to take it all in. The thoughtfully designed open layout features a spacious

  Matt Laricy Americorp, Ltd

  10 E Ontario St Unit 4207, Chicago, IL 60611
• 

  

  /15

  $245,000

  • 1 Bed
  • 1 Bath

  526 W Roscoe St Unit 2A, Chicago, IL 60657

  Top-floor penthouse in the heart of East Lakeview! Completely refreshed in 2026, this move-in-ready home features a newly opened kitchen with brand-new appliances, an updated bathroom, refinished hardwood floors, and fresh paint throughout. The spacious living room flows seamlessly into the charming open kitchen, creating a bright and inviting living space. The generously sized bedroom offers

  Matt Laricy Americorp, Ltd

  526 W Roscoe St Unit 2A, Chicago, IL 60657
• 

  

  /17

  $245,000

  Pending

  • 1 Bed
  • 1 Bath
  • 770 Sq Ft

  20 N State St Unit 611, Chicago, IL 60602

  Stylish loft living in the heart of downtown at 20 N State St #611! This inviting unit features beautiful hardwood floors, exposed brick walls, and an open-concept layout perfect for modern living and entertaining. The updated kitchen seamlessly flows into the living space, offering both functionality and contemporary appeal. Enjoy the convenience of in-unit laundry and unwind in the enclosed

  Kellye Jackson Redfin Corporation

  20 N State St Unit 611, Chicago, IL 60602
• 

  

  /13

  $299,000

  Pending

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  1636 N Wells St Unit 2907, Chicago, IL 60614

  Beautifully updated high-floor 1-bedroom condo in sought-after Americana Towers in the heart of Old Town. This spacious east-facing home features floor-to-ceiling windows, an open-concept layout with lake views. Enjoy your brand new stainless steel appliances (2026), wooden cabinets, and granite counter tops that flow seamlessly into expansive living and dining spaces perfect for entertaining.

  David Betancourt Redfin Corporation

  1636 N Wells St Unit 2907, Chicago, IL 60614
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  /5

  $175

  • Land
  • 0 Sq Ft

  2642 W Chicago Ave Unit P, Chicago, IL 60622

  Patrick Wright Dwell Chicago Inc

  2642 W Chicago Ave Unit P, Chicago, IL 60622
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  /14

  $300,000

  Pending

  • 1 Bed
  • 1 Bath

  550 W Surf St Unit 302, Chicago, IL 60657

  Vintage charm meets thoughtful modern updates in this exceptional East Lake View end unit at the iconic Commodore, one of Chicago's most iconic pre-war buildings. Filled with natural light, this turnkey home offers a spacious and inviting floor plan with beautiful original character throughout. The stylishly renovated kitchen features stainless steel appliances, a touchless Kohler faucet, and

  Elizabeth Caya Redfin Corporation

  550 W Surf St Unit 302, Chicago, IL 60657
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  /24

  $300,000

  Pending

  • 2 Beds
  • 2 Baths

  211 E Ohio St Unit 2118, Chicago, IL 60611

  Enjoy abundant natural light in this highly sought-after south-facing 2-bedroom, 2-bathroom condo at The Grand Ohio, ideally located in the heart of Streeterville. The unit features a well-appointed kitchen with 42-inch maple cabinetry, granite countertops, stainless steel that flows seamlessly into the spacious living and dining area-perfect for both everyday living and entertaining. Both

  Stacey Dombar Redfin Corporation

  211 E Ohio St Unit 2118, Chicago, IL 60611
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  /20

  $299,950

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  1550 N Lake Shore Dr Unit 23E, Chicago, IL 60610

  NEWLY RENOVATED! Experience elevated city living in this beautifully renovated 1-bedroom, 1-bath residence with rare northeast views in one of Chicago's most coveted Gold Coast locations. Perched on the 23rd floor directly across from Lincoln Park, this home showcases sweeping, unobstructed views of Lake Michigan, North Avenue Beach, Lake Shore Drive, Lincoln Park, and the downtown skyline.

  Matt Laricy Americorp, Ltd

  1550 N Lake Shore Dr Unit 23E, Chicago, IL 60610
• 

  

  /33

  $220,000

  Pending

  • 1 Bed
  • 1 Bath

  1601 S Michigan Ave Unit 405, Chicago, IL 60616

  Experience urban living in this newly painted 4th-floor loft condo at 1601 S Michigan Ave #405. This 1-bedroom, 1-bathroom home features impressive 11-foot ceilings and charming exposed brick in the living room, which opens onto an attached, refinished balcony with a northern exposure. The living area is centered around a cozy, gas ventless fireplace. The kitchen is updated with modern appliances

  Miguel Lopez Redfin Corporation

  1601 S Michigan Ave Unit 405, Chicago, IL 60616
• 

  

  /47

  $284,900

  Pending

  • 4 Beds
  • 2 Baths

  13442 S Avenue N, Chicago, IL 60633

  Spacious four bedroom, two bathroom home offering plenty of room across three finished levels. The main floor features hardwood floors, recessed lighting, and an open living and dining space that is perfect for everyday living and entertaining. The updated kitchen includes stainless steel appliances, granite countertops, a decorative backsplash, and plenty of cabinet and counter space. A

  Jacob Reiner Redfin Corporation

  13442 S Avenue N, Chicago, IL 60633
• 

  

  /19

  $235,000

  • 1 Bed
  • 1 Bath
  • 822 Sq Ft

  50 E 16th St Unit 514, Chicago, IL 60616

  Enjoy modern loft living in the heart of the South Loop at The Guild! This spacious 1-bedroom, 1-bath residence features soaring 10-foot concrete ceilings, an open-concept layout, and abundant natural light. The kitchen is equipped with stainless steel appliances, granite countertops, and ample cabinet space, flowing seamlessly into the living and dining areas with hardwood laminate flooring

  Matt Laricy Americorp, Ltd

  50 E 16th St Unit 514, Chicago, IL 60616
• 

  

  /27

  $300,000

  Pending

  • 2 Beds
  • 2 Baths
  • 1,325 Sq Ft

  2204 N Natchez Ave Unit 1N, Chicago, IL 60707

  Sunny and beautifully maintained 2BR/2BA condo in the sought-after Galewood Palmer Pointe subdivision in Belmont Central. This east-facing unit features a spacious open-concept layout with soaring 9-foot ceilings, elegant crown molding, and a striking wood-burning fireplace. The large kitchen is designed for both style and function, offering 42-inch cabinets, granite countertops, stainless steel

  Jacqueline Alter Redfin Corporation

  2204 N Natchez Ave Unit 1N, Chicago, IL 60707
• 

  

  /20

  $250,000

  • 1 Bed
  • 1 Bath

  536 W Belmont Ave Unit 2S, Chicago, IL 60657

  Discover this cozy, approximately 500-square-foot one-bedroom, one-bathroom condo at 536 W Belmont Ave. The unit features a functional living room/kitchen combo layout with hardwood floors throughout and a comfortable, carpeted bedroom. The bathroom was beautifully remodeled in June 2021. In-unit stackable laundry is included, and the home offers a pleasant dual-exposure layout with a west-facing

  Miguel Lopez Redfin Corporation

  536 W Belmont Ave Unit 2S, Chicago, IL 60657
• 

  

  /20

  $275,000

  Pending

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

  1001 W 102nd St, Chicago, IL 60643

  **UNDER CONTRACT - SUNDAY OH CANCELED** Welcome to 1001 West 102nd St! This charming and meticulously maintained Chicago ranch is ready for you to call home. The entire home has been freshly painted and features major improvements since 2017, including all-new electrical, plumbing, HVAC, roof, 2-car garage, windows, walkways, doors, and trim. There is nothing left to do but move right in! The

  Daniel Close Redfin Corporation

  1001 W 102nd St, Chicago, IL 60643
• 

  

  /17

  $169,900

  $2K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 711 Sq Ft

  4800 S Chicago Beach Dr Unit 2112N, Chicago, IL 60615

  Welcome to lakefront living at its finest in this iconic Newport building in Kenwood/Hyde Park. This bright and spacious 1-bedroom, 1-bath residence on a high floor offers sweeping south - and east-facing views of Lake Michigan and a thoughtfully designed open-concept floor plan. Natural light pours through expansive windows, highlighting the stone accent wall with mounted TV and electric

  Andrea Jiles Redfin Corporation

  4800 S Chicago Beach Dr Unit 2112N, Chicago, IL 60615
• 

  

  /13

  $150,000

  Pending

  • 3 Beds
  • 1 Bath
  • 2,080 Sq Ft

  1424 W 115th St, Chicago, IL 60643

  Unlock the potential in this charming Chicago home in West Pullman! Hardwood floors and abundant natural light create a warm, welcoming atmosphere in the spacious living room. The bright eat-in kitchen offers room for casual dining and everyday convenience. Three generously sized bedrooms and a full bathroom complete the main level. The unfinished basement provides endless possibilities with

  Melissa Kingsbury Redfin Corporation

  1424 W 115th St, Chicago, IL 60643
• 

  

  /14

  $125,000

  Pending

  • Studio
  • 1 Bath
  • 700 Sq Ft

  2401 W Balmoral Ave Unit 1C, Chicago, IL 60625

  Move right into this light-filled, beautifully updated studio in a fantastic location! A large picture window fills the space with natural light, while luxury vinyl plank flooring runs throughout for a clean, modern look. The updated kitchen features stainless steel appliances, a breakfast bar peninsula, and plenty of cabinet space. Two spacious closets provide excellent storage, and an

  Oscar Ochoa Redfin Corporation

  2401 W Balmoral Ave Unit 1C, Chicago, IL 60625
• 

  

  /18

  $165,000

  • 3 Beds
  • 1 Bath
  • 1,327 Sq Ft

  11217 S Eggleston Ave, Chicago, IL 60628

  Beautifully renovated 3-bedroom, 1-bath home full of charm and potential! Recently updated with new flooring and fresh paint throughout, this move-in ready gem offers a flexible and functional layout. An inviting enclosed front porch welcomes you in and flows into a spacious living room, which seamlessly connects to the dining room and a remodeled kitchen with white cabinets and counters plus

  Cesar Juarez Redfin Corporation

  11217 S Eggleston Ave, Chicago, IL 60628
• 

  

  /24

  $300,000

  Pending

  • 1 Bed
  • 1 Bath

  1600 S Indiana Ave Unit 1504, Chicago, IL 60616

  Wake up to postcard-perfect sunrises, sparkling views of Lake Michigan, and the iconic Chicago skyline from your very own home in the sky! A rare combination of modern updates, low HOA's, and an unbeatable location- this is one you don't want to miss! As you enter into this beautifully updated 1-bed / 1-bath you are greeted by soaring 10' floor-to-ceiling windows that flood the open-concept

  Robert Yoshimura Compass

  1600 S Indiana Ave Unit 1504, Chicago, IL 60616
• 

  

  /20

  $279,000

  $16K PRICE DROP

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

  Unlisted Address

  Rarely available 3-bedroom, 2-bath residence , offering a sophisticated blend of comfort, style, and convenience. This spacious, move-in-ready home features beautiful newer finishes throughout, creating a fresh and elegant atmosphere ideal for both everyday living and entertaining. Generously sized living spaces flow seamlessly to large private balconies, where you can relax and enjoy beautiful

  Steliana Mladenova Better Homes & Gardens Real Estate

  Unlisted Address
• 

  

  /33

  $249,900

  Pending

  • 1 Bed
  • 1 Bath
  • 589 Sq Ft

  3660 N Lake Shore Dr Unit 1506, Chicago, IL 60613

  Do not miss an opportunity to own this one bed one bath with balcony and incredible view of Lake Michigan in the New York Private Residences in Lakeview! This functional floorplan offers a large living room with designated dining area, a 13 foot North/East facing private balcony, an extra walk in storage room, and sizable bedroom with full wall closet. The white kitchen offers breakfast bar

  Jason Wagner Greystone Realty

  3660 N Lake Shore Dr Unit 1506, Chicago, IL 60613
• 

  

  /32

  $265,000

  Pending

  • 1 Bed
  • 1 Bath

  2208 W Winnemac Ave Unit 2, Chicago, IL 60625

  Discover the perfect combination of historic charm and modern convenience in this beautiful 1-bedroom, 1-bath condominium. Featuring timeless details and tasteful upgrades throughout, this move-in-ready home is ready to welcome its next owner. Step inside and you'll immediately notice the gleaming hardwood floors, soaring ceilings, elegant crown molding, and oversized windows that flood the home

  Konrad Kociolek Keller Williams Success Realty

  2208 W Winnemac Ave Unit 2, Chicago, IL 60625
• 

  

  /18

  $165,000

  • 1 Bed
  • 1 Bath

  6933 N Kedzie Ave Unit 803, Chicago, IL 60645

  Bright, spacious and filled with natural light, this 8th-floor residence at Winston Towers offers comfortable living with beautiful treetop and skyline views. Rich hardwood floors flow through the generously sized living and dining areas, while large windows bring in wonderful sunlight throughout the day. The kitchen offers abundant cabinetry, plenty of workspace and a dedicated dining area

  Daniel Close Redfin Corporation

  6933 N Kedzie Ave Unit 803, Chicago, IL 60645
• 

  

  /15

  $165,000

  Pending

  • 1 Bed
  • 1 Bath
  • 726 Sq Ft

  1937 W Pratt Blvd Unit 2N, Chicago, IL 60626

  Charming 1-bedroom, 1-bathroom unit that's truly move-in ready! Beautiful Brazilian cherry hardwood floors run throughout the entire home, and a parking space adds incredible value in this area. The unit has been freshly painted and features new appliances. Enjoy morning walks with your dog at Warren Park just across the street, or relax with your summer coffee on the spacious back deck. Whether

  Matt Laricy Americorp, Ltd

  1937 W Pratt Blvd Unit 2N, Chicago, IL 60626
• 

  

  /12

  $159,900

  • 1 Bed
  • 1 Bath
  • 675 Sq Ft

  7320 N Rogers Ave Unit 210, Chicago, IL 60626

  Beautifully Updated 1-Bedroom Condo in the Heart of Rogers Park! Ideally situated on the southwest corner overlooking the expansive green space of Pottawattomie Park, this bright and move-in ready home offers comfort, convenience, and location. Positioned on the second floor with elevator access, the unit features a spacious living room, a separate dining area, and abundant natural light

  Matt Laricy Americorp, Ltd

  7320 N Rogers Ave Unit 210, Chicago, IL 60626
• 

  

  /16

  $275,000

  • 1 Bed
  • 1 Bath

  20 N State St Unit 1013, Chicago, IL 60602

  Rare opportunity to own a truly unique industrial penthouse loft in one of the Loop's most distinctive residential buildings-a converted warehouse unlike any other in the neighborhood. Located on the top floor, this exceptional residence features dramatic soaring ceilings, the highest in the building, creating an expansive and airy living space rarely found in downtown Chicago. Character and

  Matt Laricy Americorp, Ltd

  20 N State St Unit 1013, Chicago, IL 60602
• 

  

  /21

  $264,900

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  1221 N Dearborn St Unit 812N, Chicago, IL 60610

  Sleek, stylish, and updated, this Gold Coast duplex one-bedroom lives like a private retreat in the heart of the city. Two levels of living space with beautiful red oak hardwood floors in a natural finish, complemented by a rebuilt hardwood staircase and modern lighting that gives the home a clean, contemporary feel. The redesigned kitchen features quartz countertops, stainless steel appliances,

  Camie Cirrincione Redfin Corporation

  1221 N Dearborn St Unit 812N, Chicago, IL 60610

Showing Results 521 - 560, Page 14 of 18