3,879

Chicago, IL Homes for Sale under $300,000

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  • /2

    $10,000

    • Land
    • 0 Sq Ft

    125 W 103rd St, Chicago, IL 60628

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

    Agent Photo

    Jeanine Czerwin

    Wirtz Real Estate Group Inc.

    125 W 103rd St, Chicago, IL 60628
  • /25

    $140,000

    Pending
    • 1 Bed
    • 1 Bath
    • 550 Sq Ft

    1633 E Hyde Park Blvd Unit 1D, Chicago, IL 60615

    Historic Hyde Park Condo in a Landmark Building. Experience timeless charm in this beautifully maintained vintage condominium located in one of Hyde Park's distinguished landmark buildings, designed by renowned architect Horatio Wilson, who also designed the first luxury high-rise on DuSable Lake Shore Drive. Completed in 1910 and featured in the December 1910 edition of American Architect

    Agent Photo

    Jeanne Keating

    Compass

    1633 E Hyde Park Blvd Unit 1D, Chicago, IL 60615
  • /2

    $10,000

    Pending
    • Land
    • 0 Sq Ft

    5655 S Peoria St, Chicago, IL 60621

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

    Agent Photo

    Jeanine Czerwin

    Wirtz Real Estate Group Inc.

    5655 S Peoria St, Chicago, IL 60621
  • /17

    $159,000

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

    13932 S Chippewa Ave, Chicago, IL 60633

    Spacious 3-bedroom, 2-bath single-family home situated on two lots with a detached 2-car garage and an oversized side yard. The main level features two bedrooms, a full bath, a living room, and kitchen. The finished attic offers additional living space, including a bedroom, full bath, kitchen, and family room, providing plenty of flexibility for a variety of needs.

    Agent Photo

    Victor Senteno

    Senteno Real Estate LLC

    13932 S Chippewa Ave, Chicago, IL 60633
  • /2

    $10,000

    • Land
    • 0 Sq Ft

    10516 S La Salle St, Chicago, IL 60628

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

    Agent Photo

    Jeanine Czerwin

    Wirtz Real Estate Group Inc.

    10516 S La Salle St, Chicago, IL 60628
  • /2

    $10,000

    • Land
    • 0 Sq Ft

    10215 S Lafayette Ave, Chicago, IL 60628

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

    Agent Photo

    Jeanine Czerwin

    Wirtz Real Estate Group Inc.

    10215 S Lafayette Ave, Chicago, IL 60628
  • /2

    $10,000

    • Land
    • 0 Sq Ft

    1119 W 111th St, Chicago, IL 60643

    ATTENTION DEVELOPERS/BUILDERS/INVESTORS. EXCELLENT OPPORTUNITY TO BUY AND BUILD ALSO FOR SALE SEPARATELY ARE LOTS 1114 110th pl 1155 110th st and 1119 111th st

    Agent Photo

    Jeanine Czerwin

    Wirtz Real Estate Group Inc.

    1119 W 111th 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

    Agent Photo

    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

    Agent Photo

    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

    Agent Photo

    Kathy O'Radnik

    RE/MAX 1st Service

    9840 S Pulaski Rd Unit 106, Oak Lawn, IL 60453
  • /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
  • /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
  • /23

    $299,990

    $25K PRICE DROP
    • 1 Bed
    • 1.5 Baths
    • 1,505 Sq Ft

    633 S Plymouth Ct Unit 702, Chicago, IL 60605

    Live the authentic loft lifestyle in the historic Pope Building, ideally located in the heart of Printer's Row! This oversized 1-bedroom, 1.5-bath concrete loft offers approximately 1,500 square feet of open living space with soaring 12-foot ceilings, beautiful hardwood floors, and oversized windows that flood the home with natural light. The expansive open-concept floor plan is perfect for both

    Matt Laricy Americorp, Ltd

    633 S Plymouth Ct Unit 702, Chicago, IL 60605
  • /23

    $219,000

    • 1 Bed
    • 1 Bath
    • 900 Sq Ft

    4250 N Marine Dr Unit 531, Chicago, IL 60613

    Welcome to 4250 N Marine Dr #531, a spacious and thoughtfully updated one-bedroom home in the iconic Imperial Towers. This oversized open floor plan creates a comfortable layout with generous room sizes, wood laminate flooring, newer windows, excellent natural light, and updated window treatments installed in 2023. Throughout the home, you'll find abundant closet space and smart storage

    Trevor Hughes Paper Plane Realty

    4250 N Marine Dr Unit 531, Chicago, IL 60613
  • /18

    $219,999

    • Studio
    • 1 Bath
    • 570 Sq Ft

    345 N Lasalle St Unit 1109, Chicago, IL 60654

    Welcome to the perfect River North studio at The Sterling Private Residences, offering an unbeatable location and a full suite of amenities. This bright and inviting home features engineered flooring, oversized windows that fill the space with natural light, and an open kitchen with a breakfast bar overlooking the living area. The unit has been thoughtfully updated with new lighting, a newer

    Matt Laricy Americorp, Ltd

    345 N Lasalle St Unit 1109, Chicago, IL 60654
  • /26

    $155,000

    $10K PRICE DROP
    • Studio
    • 1 Bath
    • 600 Sq Ft

    5455 N Sheridan Rd Unit 2509, Chicago, IL 60640

    Bright and roomy studio condo in the heart of Edgewater, offering 600 square ft of well-planned living space on the shores of Lake Michigan. Enjoy sweeping views of the lake in this cozy home. The kitchen features stainless steel appliances, a dishwasher, and butcher block countertops, giving the space a fresh, modern vibe. Two generous closets provide excellent built-in storage that's hard to

    Michael Dailey Westward360 RM

    5455 N Sheridan Rd Unit 2509, Chicago, IL 60640
  • /21

    $225,000

    • 1 Bed
    • 1 Bath
    • 683 Sq Ft

    440 N Wabash Ave Unit 2907, Chicago, IL 60611

    Experience exceptional city living in this bright and spacious 1-bedroom, 1-bath condo in the heart of River North. Floor-to-ceiling windows fill the home with natural light and showcase stunning south-facing views of the skyline and Riverwalk. The kitchen features stainless steel appliances and granite countertops, while wood laminate flooring runs throughout the space. Generous closet space

    Matt Laricy Americorp, Ltd

    440 N Wabash Ave Unit 2907, Chicago, IL 60611
  • /16

    $195,000

    • 1 Bed
    • 1 Bath

    20 E Goethe St Unit 206, Chicago, IL 60610

    Vintage Gold Coast charm meets city convenience in this inviting 1 bedroom, 1 bath condo. Hardwood floors and high ceilings throughout, while the open main living area offers plenty of space for a dining table or home office set up. The kitchen features a peninsula with breakfast bar for additional counterspace. The bedroom has a large window and the updated full bath features a soaking tub plus

    Layching Quek Redfin Corporation

    20 E Goethe St Unit 206, Chicago, IL 60610
  • /16

    $265,000

    • 2 Beds
    • 1 Bath
    • 906 Sq Ft

    4250 N Marine Dr Unit 2130, Chicago, IL 60613

    Two bedrooms. Lake view. Endless possibilities. Perched on the 21st floor of sought-after, investor friendly Imperial Towers, this bright and move-in-ready home offers something buyers rarely find at this price point: the flexibility of a two-bedroom floor plan without sacrificing light, views, or location. Whether you need a dedicated home office, guest room, creative space, or simply room to

    Wanda Austin-Wingood Redfin Corporation

    4250 N Marine Dr Unit 2130, Chicago, IL 60613
  • /38

    $265,000

    • 4 Beds
    • 2 Baths

    9913 S Parnell Ave, Chicago, IL 60628

    Welcome to 9913 S. Parnell! This spacious 4-bedroom, 2-bath home offers a functional layout with plenty of flexibility. The open kitchen creates a welcoming gathering space. The home offers a three-season room on the main level, ideal for a home office, playroom, or additional living space, and a finished basement including a dedicated office/den area. Recent improvements completed in June 2026

    Jean Walker Redfin Corporation

    9913 S Parnell Ave, Chicago, IL 60628
  • /10

    $274,900

    • 1 Bed
    • 1 Bath
    • 1,080 Sq Ft

    260 E Chestnut St Unit 2505, Chicago, IL 60611

    Move right into this beautifully maintained one bedroom in an unbeatable location. This home offers a clean, functional layout with great natural light and a comfortable living space that's easy to make your own. Truly move in ready, making it a perfect option for a primary residence, in town, or investment. Located just steps from everything Streeterville has to offer, you're surrounded by top

    Jacob Reiner Redfin Corporation

    260 E Chestnut St Unit 2505, Chicago, IL 60611

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