Chicago, IL Homes for Sale under $400,000

• 

  

  

  /22

  $399,900

  • 3 Beds
  • 2 Baths
  • 1,205 Sq Ft

  5320 N Sheridan Rd Unit 2502, Chicago, IL 60640

  Rarely Available 3 Bedroom Penthouse at The Metropolitan Condominiums consistently ranked as one of the most sought-after high-rises on Sheridan Road in Edgewater Beach. This stunning 3-bedroom, 2-bathroom condo boasts breathetaking views from the East, South, and West. With 2 deeded garage parking spots, this condo offers all the style and comfort you need to move right in and enjoy. Beautiful

  David Duncan Berkshire Hathaway HomeServices Chicago

  5320 N Sheridan Rd Unit 2502, Chicago, IL 60640
• 

  

  

  /22

  $340,000 Open Sat 1PM - 2:30PM

  • 3 Beds
  • 2 Baths
  • 1,173 Sq Ft

  8627 S Kostner Ave, Chicago, IL 60652

  Welcome home to this beautifully all-brick home offering over 2,000 sq ft of finished living space! The seller recently painted the entire home, added a brand-new 2-car garage, and finished the basement, making this classic beauty truly move-in ready. The main level features 3 spacious bedrooms (with room to add a 4th bedroom downstairs) and 2 full baths. Enjoy a huge eat-in kitchen with granite

  Faith Washington Keller Williams Preferred Rlty

  8627 S Kostner Ave, Chicago, IL 60652
• 

  

  

  /29

  $379,999

  • 5 Beds
  • 3 Baths
  • 1,552 Sq Ft

  5544 S California Ave, Chicago, IL 60629

  Located in the heart of Gage Park!! Charming & Fully Remodeled Brick Bungalow - A Perfect Blend of Modern Comfort & Convenience! This beautifully updated 5-bedroom, 3-bathroom home offers the ideal combination of style and functionality. Step inside to discover spacious, refinished living areas, including a welcoming living room, elegant dining room, and a fully renovated kitchen designed with

  Victor Naranjo Cloud Gate Realty LLC

  5544 S California Ave, Chicago, IL 60629
• 

  

  

  /33

  $310,000

  • 4 Beds
  • 1.5 Baths
  • 1,880 Sq Ft

  6046 S Melvina Ave, Chicago, IL 60638

  Wow! This 4 Bedroom, 2 Bath Ranch home is just Terrific!! It is HUGE! With it's Massive main level Addition and Finished Upper Level, we boast Tons of Living space! Just one small step up to enter the home, we are Perfect for those looking to avoid stairs on the main level of the home, yet enjoy the separate bedrooms, bath, and extra living space the upper level provides! The main level of the

  Paul Hendershott Double TT Real Estate Inc.

  6046 S Melvina Ave, Chicago, IL 60638
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  /4

  $400,000

  • 11 Beds
  • 7 Baths

  Unlisted Address

  LARGE 3 FLAT EACH UNIT HAS 3BDS/2BTHS, HARDWOOD FLOORS, 2ND AND 3RD FLOOR UNITS UPDATED, REGULARY MAINTAINED BOILER, NEW HOT WATER TANK, NEWER ROOF. GREAT INVESTMENT OPPORTUNITY. ACCESS TO PUBLIC TRANSPORTATION INCLUDING METRA, CLOSE PROXIMITY TO THE LAKE, BEACH, PARK, SOUTH SHORE CULTURAL CENTER, MUSEUM OF SCIENCE & INDUSTRY AND THE OBAMA PRESIDENTIAL CENTER SLATED TO OPEN SPRING OF 2026.

  Tanesha Pratt Coldwell Banker Realty

  Unlisted Address
• 

  

  /34

  $325,000

  • 2 Beds
  • 1.5 Baths
  • 700 Sq Ft

  450 W Briar Place Unit 13G, Chicago, IL 60657

  Welcome home to 450 W Briar place! Perfectly placed just one block off Lake Michigan and close to everything, this is truly urban living at its finest! Walk to Mariano's, Belmont Harbor, Wrigley Field, multiple theaters and all the shopping, dining and public transportation that this incredible neighborhood has to offer! Rare opportunity to own the largest and only 2 bed - 1.5 bath in the

  Sarah Leonard Legacy Properties, A Sarah Leonard Company, LLC

  450 W Briar Place Unit 13G, Chicago, IL 60657
• 

  

  /21

  $369,000

  • 2 Beds
  • 2 Baths
  • 1,004 Sq Ft

  1118 W Pratt Blvd Unit 2, Chicago, IL 60626

  Pristine 2 bedroom, 2 bath condo located in a lovely gated courtyard building just steps from Lake Michigan. This sun-filled home boasts soaring 10' tray ceilings, gleaming hardwood floors with custom inlays, gas fireplace, elegant crown molding, and recessed lighting throughout. The open-concept cherry and granite kitchen features stainless steel appliances (Kitchen Aid dishwasher August 2024,

  Erica Zupancic @properties Christie's International Real Estate

  1118 W Pratt Blvd Unit 2, Chicago, IL 60626
• 

  

  /27

  $315,000

  • 2 Beds
  • 2.5 Baths
  • 1,451 Sq Ft

  2550 W 112th St Unit 15-O, Chicago, IL 60655

  Absolutely stunning & completely remodeled end-unit townhome in sought after Maplewood Manor! Bright & sunny unit features spacious living room with sliding doors to patio, new engineered wood flooring, gas fireplace, & gorgeous built-in bookshelves. Dining room features custom built movable island, recessed lighting, & chandelier. Gorgeous new kitchen features new engineered wood flooring, new

  Robert Fitzpatrick Berkshire Hathaway HomeServices Chicago

  2550 W 112th St Unit 15-O, Chicago, IL 60655
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  /17

  $340,000

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

  5543 W Higgins Ave Unit 1, Chicago, IL 60630

  Welcome home to this beautifully bright, inviting, and refreshed 4 BR/2BATH condo in the heart of Jefferson Park! This Jeff Park gem lives like a single family home with the convenience of condo living. Nearly 1700 sq ft offers room to spread out- perfect for working from home, hosting guests, or creating a playroom or hobby space. Fresh designer-neutral paint throughout, updated and refreshed

  Kelly Kozil Coldwell Banker Realty

  5543 W Higgins Ave Unit 1, Chicago, IL 60630
• 

  

  /23

  $395,900

  • 5 Beds
  • 3 Baths
  • 1,102 Sq Ft

  Unlisted Address

  Beautifully Updated Brick Bungalow Featuring New Updated Kitchen, plumbing, electrical, and much more!! Kitchen and Bathroom was fully remodeled in 2024 with modern finishes. Additional updates include roof (2016) and tuckpointing (2021). The upper level offers a kitchenette and full bath, perfect for related living or as a guest studio. Full finished basement features 3-bedroom, full kitchen and

  Sandra Araiza Smart Home Realty

  Unlisted Address
• 

  

  /20

  $329,900

  • 1 Bed
  • 1 Bath
  • 899 Sq Ft

  225 W Huron St Unit 516, Chicago, IL 60654

  Located in the heart of River North, this 1 bed / 1 bath loft has a great layout featuring exposed brick, timber beams, and hardwood floors throughout giving it a cool urban vibe. The combined living and dining area is bright and inviting. The renovated kitchen boasts sleek quartz countertops with a waterfall edge, stainless steel appliances, a wine fridge, and modern lighting. The large bedroom

  Shelly Gubser Compass

  225 W Huron St Unit 516, Chicago, IL 60654
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  /36

  $399,898

  • 2 Beds
  • 2 Baths
  • 1,560 Sq Ft

  6033 N Sheridan Rd Unit 18K, Chicago, IL 60660

  Fully Remodeled 2-Bedroom, 2-Bath Condo with Expansive Balcony at Malibu East - Edgewater! Discover modern lakefront living in this beautifully remodeled 2-bedroom, 2-bathroom home spanning over 1,500 sq. ft. in the desirable Malibu East building in Edgewater. This north-facing unit features a large balcony that extends the full width of the residence, offering stunning views of Lake Michigan and

  Armin Jalali Sohi Domain Properties LLC

  6033 N Sheridan Rd Unit 18K, Chicago, IL 60660
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  /27

  $319,999

  • 6 Beds
  • 2 Baths

  3624 W Lexington St, Chicago, IL 60624

  Discover this charming and versatile two-unit building located in the vibrant East Garfield Park neighborhood. With an unbeatable location just two blocks from the I-290 expressway, commuting to downtown Chicago has never been easier! Each unit has 3 spacious bedrooms and a full bathroom, providing ample space for families or tenants / Enjoy a finished porch in each apartment, perfect for a den,

  Adam Balawender Chicagoland Brokers, Inc.

  3624 W Lexington St, Chicago, IL 60624
• 

  

  /22

  $365,000

  • 4 Beds
  • 2.5 Baths
  • 1,890 Sq Ft

  2816 W 85th St, Chicago, IL 60652

  Welcome to your dream home in the sought-after Ashburn area! This stunning,4-bedroom, 2.5-bathroom brick house perfectly blends modern comfort and classic charm, making it an ideal retreat for families and entertaining. As you step inside, you'll immediately notice the beautiful hardwood floors that grace the entire first level, creating a warm and inviting atmosphere. The spacious eat-in kitchen

  Tyson Davison Davison Realty

  2816 W 85th St, Chicago, IL 60652
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  /30

  $325,000

  • 1 Bed
  • 1 Bath

  222 E Pearson St Unit 1406, Chicago, IL 60611

  Stunning views from this south facing Streetervile condo! Convenient location for Northwestern and Luries children's hospital. This 1+ bedroom condo is perfect for someone looking for extra office space. Ample closet space. Large kitchen with hardwood floors and in-unit laundry. HOA includes heat, water, internet and cable. 24 hour door-staff, roof top deck, fitness center, and hospitality room.

  Keith Endo @properties Christie's International Real Estate

  222 E Pearson St Unit 1406, Chicago, IL 60611
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  /19

  $339,000

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

  7545 S Merrill Ave, Chicago, IL 60649

  Welcome to 7545, a beautifully updated South Shore brick bungalow that perfectly blends timeless charm with modern comfort. This 4-bedroom, 2-bath home offers three levels of living space, featuring designer tiling, modern light fixtures, and an open-concept living and dining area ideal for entertaining. The renovated kitchen showcases sleek finishes, ample cabinetry, and thoughtful design

  Melanie Miller Keller Williams ONEChicago

  7545 S Merrill Ave, Chicago, IL 60649
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  /47

  $344,900

  • 2 Beds
  • 2 Baths
  • 1,105 Sq Ft

  833 W 15th Place Unit 606W, Chicago, IL 60608

  Welcome to your new home in the heart of University Village! This spacious and sun-drenched 2-bedroom, 2-bathroom condo offers the perfect blend of comfort, style, and urban convenience. Located in a well-maintained, elevator building, this unit boasts unobstructed views of the iconic Chicago skyline from the private balcony and oversized windows. Inside, you'll find an open-concept living and

  Gena Ontiveros Keller Williams ONEChicago

  833 W 15th Place Unit 606W, Chicago, IL 60608
• 

  

  /31

  $399,000

  • 2 Beds
  • 2 Baths
  • 1,533 Sq Ft

  6033 N Sheridan Rd Unit 8E, Chicago, IL 60660

  Welcome to this stunning, beautifully remodeled condo offering the perfect mix of modern elegance and classic charm, located in the highly sought-after Malibu East building in Edgewater. This spacious south-facing condo features 2 bedrooms and 2 full bathrooms along with a large private balcony and floor-to-ceiling windows with ample light and breathtaking views of Lake Michigan and Hollywood

  Salman Hakimzadeh Khoee Kale Realty

  6033 N Sheridan Rd Unit 8E, Chicago, IL 60660
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  /14

  $339,900

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

  6147 N Sheridan Rd Unit 7A, Chicago, IL 60660

  Enjoy stunning open views of Lake Michigan from your private balcony in this updated 2-bed, 2-bath home. This unit features white shaker cabinets, quartz countertops, and stainless-steel appliances. Storage is abundant with two walk-in closets plus a full-size caged storage unit. The building offers only four residences per floor, 24-hour door staff, an outdoor pool with sun and grill deck, an

  George Flannick George Flannick

  6147 N Sheridan Rd Unit 7A, Chicago, IL 60660
• 

  

  /14

  $319,900

  • 3 Beds
  • 2.5 Baths
  • 1,750 Sq Ft

  4520 S King Dr Unit 4B, Chicago, IL 60653

  This recently renovated and updated three-bedroom, two-and-a-half-bath condominium in the heart of Bronzeville offers over 1,750 square feet of contemporary living space. Situated on the top floor of a boutique building, the residence showcases high ceilings, refined crown molding, rich hardwood floors, and a thoughtfully designed open layout. The modern kitchen features quartz countertops,

  Vernetta Jackson RE/MAX Premier

  4520 S King Dr Unit 4B, Chicago, IL 60653
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  /39

  $372,000

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft

  400 N Lasalle Dr Unit 1211, Chicago, IL 60654

  Welcome home to this rare corner condo in the heart of River North, complete with heated garage parking included-an added convenience rarely available in this building. Sunlight fills the space through floor-to-ceiling windows, newer wide-plank wood laminate flooring, all framed by beautiful North, West, and South city views. The open layout makes everyday living and entertaining easy, with a

  Sheetal Balani Compass

  400 N Lasalle Dr Unit 1211, Chicago, IL 60654
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  /41

  $349,900

  • 3 Beds
  • 2 Baths
  • 1,675 Sq Ft

  3305 S Damen Ave, Chicago, IL 60608

  Welcome to your new home with a prime location where convenience meets comfort. This home is perfectly situated just steps away from local shops, restaurants, and only minutes from the expressway, making your commute easy and your weekends full of possibilities. Whether you're a first-time buyer or searching for your next investment, this property is a can't-miss opportunity in one of Chicago's

  Jose Arroyo Cloud Gate Realty LLC

  3305 S Damen Ave, Chicago, IL 60608
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  /41

  $360,000

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

  7219 S Peoria St, Chicago, IL 60621

  Beautifully rehabbed 3-story single-family home featuring 6 bedrooms and 3 full bathrooms! Fully renovated in 2021, this spacious property offers approximately 2,000 sq. ft. of living space with modern finishes throughout. The main level welcomes you with an open living room, large kitchen with plenty of cabinet space, stainless steel appliances, and bright dining area. The second level includes

  Sara Campo Realty of America, LLC

  7219 S Peoria St, Chicago, IL 60621
• 

  

  /15

  $348,000

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft

  2800 N Lake Shore Dr Unit 712, Chicago, IL 60657

  Lovely south-facing unit overlooking Lincoln Park and Diversey Harbor. This vibrant one bedroom offers unbeatable access to lakefront living and city convenience. Featuring rich Brazilian cherry hardwood floors, expansive floor-to-ceiling mirrors that amplify natural light, and generous storage throughout, this home blends character with comfort. Full amenity building with onsite management, 24/7

  Nathan Wolf John Haderlein & Son, Inc.

  2800 N Lake Shore Dr Unit 712, Chicago, IL 60657
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  /30

  $334,999

  • 3 Beds
  • 2.5 Baths
  • 1,600 Sq Ft

  3428 W 55th St, Chicago, IL 60632

  Meticulously maintained and thoughtfully updated oversized Georgian, steps from Senka Park, K-12 schools, and the heart of Gage Park. This home offers major recent improvements throughout, including brand-new central AC (2025) and two fully renovated full bathrooms (2025). Additional updates include a modern 2023 kitchen with quartz countertops and stainless steel appliances, 2023 windows, 2023

  Enrique Gaytan Realty of America, LLC

  3428 W 55th St, Chicago, IL 60632
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  /3

  $349,000

  • 5 Beds
  • 3 Baths

  4425 W Cortez St, Chicago, IL 60651

  Investor-friendly brick 3-flat in Chicago's West Humboldt Park neighborhood! This fully occupied building features 3 units with a total of 5 bedrooms and 3 baths, generating $2,300 per month in current rent (below market rates - great upside potential). Each unit is tenant-maintained and in good condition. Recent updates include newer windows, a newer back porch, and updated electrical panels.

  Landon Kelly Real Broker, LLC

  4425 W Cortez St, Chicago, IL 60651
• 

  

  /31

  $345,000

  • 5 Beds
  • 2.5 Baths
  • 1,596 Sq Ft

  4747 W Monroe St, Chicago, IL 60644

  Welcome to 4747 W Monroe St - Your Next Investment Opportunity! This spacious 5-bedroom, 3-bathroom home, is ready for your personal touch. Recently repainted and featuring beautiful hardwood floors throughout, it offers a fully finished basement, updated bathrooms, and sun-filled rooms perfect for living and entertaining. Enjoy the large backyard, two-car garage, and plenty of closet space in

  Melida Orbe Kale Realty

  4747 W Monroe St, Chicago, IL 60644
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  /14

  $350,000

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  910 W Madison St Unit 409, Chicago, IL 60607

  Beautiful and Rare One-Bedroom with Large Terrace in Prime West Loop Location. Discover this exceptional one-bedroom, one-bath home nestled in one of Chicago's most sought-after neighborhoods. Bright and inviting, the space is filled with natural light and features an expansive private patio-perfect for relaxing or entertaining. Inside, enjoy brand new floors throughout, a spacious laundry room

  Paul Mancini @properties Christie's International Real Estate

  910 W Madison St Unit 409, Chicago, IL 60607
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  /14

  $320,000

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

  5205 S Linder Ave, Chicago, IL 60638

  Welcome to your new home! This property features 3 Bedrooms, 2 Full Bathrooms, and an extra room that can be used as an office. The addition upstairs and the Full Basement that is partially finished adds lots of space. New Roof, Stainless steel appliances, oversized lot, cemented yard patio, 2.5 car garage, and a covered patio next to the garage, give you all the attributes a home should have.

  Anthony Lucio Keller Williams Preferred Realty

  5205 S Linder Ave, Chicago, IL 60638
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  /25

  $350,000

  • 2 Beds
  • 2 Baths

  6033 N Sheridan Rd Unit 43H, Chicago, IL 60660

  Enjoy breathtaking, unobstructed views of Lake Michigan from every room in this spacious two-bedroom, two-bath corner condo in Edgewater. With over 1,200 square feet of living space and a flowing, open layout, this home perfectly blends tranquility with modern city living. The expansive living and dining area features huge sliding doors that open to a private balcony, offering panoramic lake and

  Jeremy Fisher Compass

  6033 N Sheridan Rd Unit 43H, Chicago, IL 60660
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  /35

  $335,000

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

  208 W Washington St Unit 1913, Chicago, IL 60606

  Experience sophisticated city living in this completely reimagined and one-of-a-kind Loop condo. Perched on a high floor with sunny southern exposure and a private balcony, this residence has been thoughtfully modernized with a brand-new kitchen, updated baths, refinished hardwood floors, fresh contemporary paint, and commercial-grade lighting that elevates every space. Two bedrooms, or one bed

  Tony Mattar Compass

  208 W Washington St Unit 1913, Chicago, IL 60606
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  /11

  $359,900

  • 2 Beds
  • 2 Baths
  • 870 Sq Ft

  2435 N Monticello Ave, Chicago, IL 60647

  Brick home in a prime Logan Square location! Situated near shopping, dining, parks, and public transportation, this property offers great potential for homeowners or investors. Don't miss this opportunity to own in one of Chicago's most sought-after neighborhoods.

  Stephen Zidek Grandview Realty LLC

  2435 N Monticello Ave, Chicago, IL 60647
• 

  

  /14

  $334,900

  • 3 Beds
  • 1.5 Baths
  • 1,243 Sq Ft

  1516 N Central Ave, Chicago, IL 60651

  Great opportunity in Chicago! Conveniently located near parks, schools, shopping, and public transportation. Bring your ideas and make this home your own!

  Christopher Clark Grandview Realty, LLC

  1516 N Central Ave, Chicago, IL 60651
• 

  

  /23

  $399,000

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

  401 E Ontario St Unit 809, Chicago, IL 60611

  LOCATION, LOCATION, LOCATION! This OVERSIZED CORNER unit with gorgeous city and lake views in the vibrant heart of Streeterville. A truly walkable lifestyle where everything is just steps from your front door! This beautifully designed 2 BED / 2 BATH home features an expansive open-concept kitchen, living, and dining layout, a custom-built bar and complemented by generous storage solutions

  Azin Amiran Jameson Sotheby's Intl Realty

  401 E Ontario St Unit 809, Chicago, IL 60611
• 

  

  /21

  $384,900

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

  8734 S Honore St, Chicago, IL 60620

  This beautifully remodeled property (2025) offers a perfect blend of modern updates and flexible living spaces. Step inside to an almost openconcept main level featuring a bright dining and living room, a stylish kitchen with a coffee bar and walkin pantry, plus the convenience of a mainfloor laundry room. A bedroom and full bath on this level provide comfort and accessibility. Upstairs, you'll

  Klaudia Wheadon Pro 1 Realty R & C Corp.

  8734 S Honore St, Chicago, IL 60620
• 

  

  /17

  $324,900

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

  1000 W 15th St Unit 234, Chicago, IL 60608

  Welcome to Unit 234 at University Commons, where comfort and charm collide! This two bedroom / two bath condo has been freshly painted and featuring new carpet, this space invites you to kick back and relax. The primary suite includes an en-suite bath with a soaking tub. The second bedroom and full guest bath offer flexibility for guests, office space, or a roommate setup. Picture yourself by the

  Nathan Crothers Compass

  1000 W 15th St Unit 234, Chicago, IL 60608
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  /28

  $343,000

  • 3 Beds
  • 1.5 Baths
  • 1,344 Sq Ft

  1700 W 105th St, Chicago, IL 60643

  Welcome to this inviting 3-bedroom, 2-bathroom brick bungalow nestled in the heart of East Beverly. This home combines classic charm with thoughtful functionality. Step inside to a warm living room anchored by a fireplace-perfect for cozy evenings. The home's layout flows naturally into a spacious dining area and kitchen, ready for your personal touch. Enjoy the outdoors from the back porch,

  Michael Scanlon eXp Realty

  1700 W 105th St, Chicago, IL 60643
• 

  

  /15

  $315,000

  • 2 Beds
  • 2 Baths

  801 S Plymouth Ct Unit 602, Chicago, IL 60605

  Desirable end unit condo featuring two bedrooms, two bathrooms, and large private terrace. Welcoming foyer entry with a walk-in storage closet. Open concept layout with hardwood floors throughout and filled with natural light from the South and West facing windows. Large updated kitchen with stylish lighting and backsplash, granite countertops, plenty of cabinet space and eat-in breakfast bar.

  Nadine Ferrata Compass

  801 S Plymouth Ct Unit 602, Chicago, IL 60605
• 

  

  /35

  $399,000

  • 4 Beds
  • 2.5 Baths

  4641 S Trumbull Ave, Chicago, IL 60632

  Welcome to this charming 4-bedroom, 2.5-bathroom home at 4641 S Trumbull-a well-kept gem with plenty of space and comfort. The first floor and attic feature beautiful hardwood floors, while the finished basement includes a handy in-law kitchen, perfect for guests or extended family. Located just steps from Archer Ave, this home offers quick access to I-55 for an easy commute downtown. Whether

  Evan Peng Landmark & Property Group, Inc

  4641 S Trumbull Ave, Chicago, IL 60632
• 

  

  /20

  $379,900

  • 4 Beds
  • 2 Baths
  • 1,226 Sq Ft

  13529 S Burley Ave, Chicago, IL 60633

  Welcome to this charming, well-maintained home sitting on 3 lots with taxes around $1,500! Conveniently located near the Hegewisch train station with easy access to I-94 for a quick commute! Major updates include new garage roof and roof (2015), hot water heater (2018), electric panel (2023), AC and new A-coils (2025), along with many other upgrades. Stainless steel appliances all stay. Home

  Alondra Lopez G & R Realty, Inc.

  13529 S Burley Ave, Chicago, IL 60633

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