Chicago, IL Homes for Sale under $500,000

• 

  

  

  /21

  $488,000

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

  3225 S Archer Ave Unit 3W, Chicago, IL 60608

  Beautiful condo located on Archer Ave, 3rd level unit, 1600 sqft large with 9ft high ceiling, front and back balcony, huge living space, dining and kitchen combo makes it even bigger, 3 bedrooms, 2 full baths. In-unit laundry

  Zihao Zhang Century 21 Realty Associates

  3225 S Archer Ave Unit 3W, Chicago, IL 60608
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  /29

  $499,900 New Construction

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

  4316 S Michigan Ave Unit 1S, Chicago, IL 60653

  Step into something extraordinary at 4316 S Michigan Ave where design, comfort, and opportunity align in one of Bronzeville's most dynamic locations. Now offering an incredible 3.99 interest rate opportunity, creating unmatched value for today's buyer. Welcome to a beautifully crafted new-construction home that immediately draws you in with warmth, flow, and intention. From the moment you enter,

  Jennifer Bell Fulton Grace Realty

  4316 S Michigan Ave Unit 1S, Chicago, IL 60653
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  /25

  $499,900

  • 6 Beds
  • 3 Baths
  • 1,757 Sq Ft

  3549 N Octavia Ave, Chicago, IL 60634

  Spacious and versatile single-family home offering 6 bedrooms and 3 full baths in the highly desirable Dunning neighborhood! This well-maintained home provides exceptional living space and flexibility, perfect for large or multi-generational households. The main level features hardwood floors, comfortable living areas, and two generously sized bedrooms, while the upper level includes additional

  Mary DeLaLeurs Torg Realty Inc

  3549 N Octavia Ave, Chicago, IL 60634
• 

  

  

  /73

  $409,999

  • 6 Beds
  • 2 Baths

  7703 S East End Ave, Chicago, IL 60649

  This property features two apartments plus a basement. The property has been fully renovated. Everything is brand new, offering modern finishes and move-in-ready condition. Apartment 1 is currently tenant-occupied and is not available for viewing unless there is serious interest. Showings for this unit will be arranged only after the buyer has viewed the second unit. Apartment 2 is vacant and

  Henry Torn ListWithFreedom.com

  7703 S East End Ave, Chicago, IL 60649
• 

  

  

  /19

  $479,900

  • Studio
  • 1 Bath
  • 907 Sq Ft

  401 N Wabash Ave Unit 2304, Chicago, IL 60611

  This expansive studio spans over 900 square feet, making it the perfect "pied-a-terre" or investment rental unit. Enjoy breathtaking east-facing views of Lake Michigan, the Chicago River, and iconic city landmarks. The studio is impeccably furnished and fully equipped, featuring a Snaidero-designed kitchen with Miele and Sub-Zero stainless steel appliances. The luxurious bathroom includes a

  James Qiu Kale Realty

  401 N Wabash Ave Unit 2304, Chicago, IL 60611
• 

  

  /33

  $485,000

  • 5 Beds
  • 3 Baths

  4532 W Maypole Ave, Chicago, IL 60624

  Welcome home! Completely rebuilt in 2025-2026 and now ready for new occupants. Everything is new - from the basement foundation, walls, plumbing, electrical, roof, windows, flooring, bathrooms, kitchen, porch, and parking. You will love Unit 1 with its tall ceilings - open, spacious, and filled with natural light. The new kitchen is bright and open to the living/dining area and features beautiful

  Gabriela Docarova HomeSmart Connect LLC

  4532 W Maypole Ave, Chicago, IL 60624
• 

  

  /27

  $475,000

  • 5 Beds
  • 3 Baths

  2320 S Albany Ave, Chicago, IL 60623

  This stunning two-unit multifamily property boasts spacious and beautiful interiors. It features a new roof, siding, and several interior updates. With a total of 5 bedrooms and 3 full bathrooms, each unit comes with its own laundry space. It's the ideal investment opportunity!

  Andres Olaez Keller Williams ONEChicago

  2320 S Albany Ave, Chicago, IL 60623
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  /9

  $499,000

  • Land
  • 29,620 Sq Ft
  • $733,824 per Acre

  201 W 83rd St, Chicago, IL 60620

  Prime 0.68-acre (29,553 SF) outlot available in Chatham Market, one of Chicago's strongest South Side retail destinations anchored by Walmart and Lowe's. This highly visible site offers 130 feet of frontage on 83rd Street with daily traffic counts of 15,400+ cars, making it an ideal location for national tenants seeking high exposure. Surrounded by national brands including Chase, BMO Harris,

  Nedal Kawash Kawash Group

  201 W 83rd St, Chicago, IL 60620
• 

  

  /25

  $418,000

  • 2 Beds
  • 1 Bath

  1355 N Sandburg Terrace Unit 2801D, Chicago, IL 60610

  Spectacular city views from this high-floor southwest corner unit in Sandburg Village, featuring a large balcony. The open kitchen features custom slim shaker white upper cabinets and slim shaker white oak lower cabinets. Taj Mahal quartz countertops, under cabinet lighting. Bosch appliance package, and an oven with separate warming drawer. Hansgrohe water fixtures. Large primary bedroom with

  Randy Michaels American Capital Realty & Mgmt

  1355 N Sandburg Terrace Unit 2801D, Chicago, IL 60610
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  /26

  $485,000 Open Sat 12PM - 2PM

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

  5606 S Parkside Ave, Chicago, IL 60638

  Spacious two-story home conveniently located near Chicago Midway International Airport! This well-maintained property offers a large main-level bedroom, full bath, hardwood floors, and recessed lighting throughout. The open kitchen and dining area features white cabinetry, quartz countertops, and a center island-perfect for everyday living and entertaining. The second level includes three

  Jacquelyn Pantoja Cloud Gate Realty LLC

  5606 S Parkside Ave, Chicago, IL 60638
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  /10

  $478,500

  • 9 Beds
  • 3.5 Baths
  • 3,750 Sq Ft

  3432 W 60th Place, Chicago, IL 60629

  YOU'LL BE AMAZED BY THIS SPACIOUS ONE-OWNER HOME BUILT IN 2005!! FEATURING THREE LEVELS OF LIVING SPACE, THS PROPERTY OFFERS 9 BEDROOMS AND 3.5 BATHROOMS, PERFECT FOR A LARGE FAMILY OR MULTI-GENERATIONAL LIVING. ENJOY A FINISHED BASEMENT WITH HIGH CEILING, A 2 CAR GARAGE ALONG WITH AN ADDITIONAL CARPORT ENSURES PLENTY OF PARKING.

  Lordes Cortes Midwest Real Estate Brokerage LLC

  3432 W 60th Place, Chicago, IL 60629
• 

  

  /21

  $489,000

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

  600 N Kingsbury St Unit 906, Chicago, IL 60654

  An exceptional investment opportunity in the heart of River North, a spacious 2-bedroom, 2-bath home can deliver immediate rental income and the kind of consistent demand investors love. The unit showcases sweeping skyline views through floor-to-ceiling windows and opens onto a generous balcony-an inviting place to pause, breathe, and take in the city. The interior feels warm and elevated with

  Erin Booker Engel & Voelkers Chicago North Shore

  600 N Kingsbury St Unit 906, Chicago, IL 60654
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  /20

  $425,000

  • 2 Beds
  • 1 Bath
  • 1,150 Sq Ft

  437 W Division St Unit 409, Chicago, IL 60610

  Beautiful, Sunny, Two bed, One bath unit in a highly maintained, clean, elevator building. Garage parking spot included. Unit has wonderful open views of a green park and city skyline. Hardwood floors, beautiful granite countertops and stainless steel appliances in open kitchen layout. Outstanding neighborhood of Old Town with restaurants, grocery, city culture and activities all around and not

  Mark Lale Best Chicago Properties, LLC

  437 W Division St Unit 409, Chicago, IL 60610
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  /9

  $499,900

  • 6,636 Sq Ft

  352 S Hamlin Blvd, Chicago, IL 60624

  Historic Graystone 6-Unit in Garfield Park - Investment Opportunity Welcome to 351 S Hamlin Blvd., a stately three-story Graystone nestled in the heart of Garfield Park. This legal 6-unit building offers timeless charm with original woodwork and solid bones, making it a rare find for investors seeking both character and cash flow. Unit Breakdown: Apt 1F - 1BR | $650/mo | M2M tenancy since

  Ryan Casper eXp Realty

  352 S Hamlin Blvd, Chicago, IL 60624
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  /23

  $435,000

  • 2 Beds
  • 2 Baths
  • 1,309 Sq Ft

  310 S Michigan Ave Unit 1609, Chicago, IL 60604

  Welcome to this bright and spacious 2 bedroom, 2 bathroom corner unit in the iconic Metropolitan Tower - a historic 1924 landmark address on one of Chicago's most celebrated boulevards. Thoughtfully laid out, this unit welcomes you through a generous foyer that opens into a flowing floor plan. The heart of the home is an impressively long galley kitchen offering abundant cabinetry and counter

  Benjamin Lissner Baird & Warner

  310 S Michigan Ave Unit 1609, Chicago, IL 60604
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  /31

  $500,000

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft

  474 N Lake Shore Dr Unit 4205, Chicago, IL 60611

  Experience breathtaking, unobstructed lake views from this corner unit on the 42nd floor, featuring 2 bedrooms and 2 bathrooms with north and east exposures. Located in the heart of Streeterville, just steps from Navy Pier, this condo offers expansive vistas through two walls of windows.The kitchen boasts beautifully refaced cabinets, granite countertops, and modern stainless steel appliances.

  Kenyatta Land HomeSmart Connect LLC

  474 N Lake Shore Dr Unit 4205, Chicago, IL 60611
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  /20

  $499,000

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

  110 E Delaware Place Unit 404, Chicago, IL 60611

  Rarely available Gold Coast condo at 110 E Delaware Place. Unit # 404 is a spacious and unique residence with a 40' private outdoor terrace overlooking East Delaware Place. The only unit with a terrace in the largest tier of the building. Corner unit offers excellent privacy, with only four units on each floor. This south-facing 2BR/2.1BA condo has over 1,600 SF, a large foyer with built-in

  Grace Mullarkey Coldwell Banker Real Estate Group

  110 E Delaware Place Unit 404, Chicago, IL 60611
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  /23

  $499,999

  • 6 Beds
  • 3 Baths

  6623 S Vernon Ave, Chicago, IL 60637

  Welcome to 6623 S Vernon Ave, a beautifully updated two-unit building located in Chicago's Woodlawn neighborhood, offering an excellent opportunity for both investors and owner-occupants. This well-maintained property features spacious units with modern updates and flexible living space. Each unit offers bright living areas, generously sized bedrooms, and updated finishes throughout. The kitchens

  Lindsay Weinstein DEI Realty LLC

  6623 S Vernon Ave, Chicago, IL 60637
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  /36

  $475,000

  • 3 Beds
  • 2 Baths
  • 1,625 Sq Ft

  1445 N State Pkwy Unit 1904, Chicago, IL 60610

  Welcome to Unit 1904, a stunning three-bedroom, two-bath corner residence offering 1,600 sq. ft. of modern, open-concept living in one of Chicago's most iconic neighborhoods. Step inside and immediately feel the light pour in through expansive windows, framing sweeping city views and enhancing the spacious, airy layout. The open living and dining space flows seamlessly-perfect for entertaining,

  Lizanne Pilot Coldwell Banker Realty

  1445 N State Pkwy Unit 1904, Chicago, IL 60610
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  /2

  $450,000

  • Land
  • 0 Sq Ft

  1457 E Marquette Rd, Chicago, IL 60637

  Woodlawn Development Opportunity! Now is the time to build in Woodlawn-one of Chicago's most dynamic and well-connected neighborhoods. This prime location offers unmatched access to nearby parks, institutions, and transit: Washington Park, Jackson Park, the Midway Plaisance, and the University of Chicago's south campus are all just minutes away. Enjoy easy transportation via the CTA Green Line,

  Michelle Browne @properties Christie's International Real Estate

  1457 E Marquette Rd, Chicago, IL 60637
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  /44

  $479,000 Open Sun 10AM - 12PM

  • 5 Beds
  • 3 Baths

  1400 N Lawndale Ave, Chicago, IL 60651

  Welcome to this beautifully remodeled multi-unit residence situated on a corner lot in the vibrant Humboldt Park neighborhood. Operating at an 8.5% cap rate, each unit has been thoughtfully updated with modern amenities, offering the perfect blend of comfort and convenience. All units feature modern updates including granite counters and stainless steel appliances in every unit, ceramic tile

  Jana Pierce Real Broker LLC

  1400 N Lawndale Ave, Chicago, IL 60651
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  /18

  $419,000

  • 4 Beds
  • 3 Baths
  • 1,250 Sq Ft

  5650 S Newland Ave, Chicago, IL 60638

  Luxury living meets modern comfort in this stunning two-story brick home located in the heart of Garfield Ridge. Boasting 4 spacious bedrooms, 3 full baths, and a 2.5-car garage, this beautifully updated residence offers both style and functionality for today's lifestyle. Completely remodeled in 2018, every detail has been thoughtfully upgraded with professional craftsmanship, giving you peace of

  Andre Rodriguez E-Professional Realty

  5650 S Newland Ave, Chicago, IL 60638
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  /28

  $429,999

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

  5227 S Neenah Ave, Chicago, IL 60638

  Welcome to this beautifully updated 2-story Georgian nestled in the highly coveted northwest pocket of Garfield Ridge. This classic home has been thoughtfully expanded to offer the space today's buyers are looking for, including a larger kitchen, a full bathroom on the main level, and a separate dining room perfect for everyday living and entertaining. Upstairs, you'll find three spacious

  Clarissa Vega Avenue Properties Chicago

  5227 S Neenah Ave, Chicago, IL 60638
• 

  

  /19

  $496,000

  • 5 Beds
  • 2 Baths
  • 1,992 Sq Ft

  Unlisted Address

  Immaculately maintained and spacious 5 bedrooms 2 bath home on large 50 x 140 lot in highly sought after Garfield Ridge! With the add on of an addition this beautiful updated home offers a flexible floor plan with living space on three finished levels. Features include living room with floor to ceiling windows, updated kitchen with a ton of white cabinets including a great buffet wall, ss

  Catty Salgado Core Realty & Investments Inc.

  Unlisted Address
• 

  

  /21

  $435,000 Open Sat 1PM - 3PM

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

  4351 S Vincennes Ave Unit 2, Chicago, IL 60653

  Looking for a Bronzeville condo that actually lives like a home? Welcome to the Flats on Vincennes, an all-brick duplex that gives you the space, light, and privacy you desire. This large, two-level home offers an easy, functional layout with plenty of room to breathe. The open living and dining area is bright, ideal for hosting, relaxing, and of course, everyday living. The kitchen is modern and

  Naja Morris @properties Christie's International Real Estate

  4351 S Vincennes Ave Unit 2, Chicago, IL 60653
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  /30

  $440,000

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

  400 N La Salle Dr Unit 2002, Chicago, IL 60654

  Luxury Corner Residence with Iconic Skyline View & Resort-Style Living. Welcome to Residence 2002 - a custom-designed 2-bed, 2-bath corner home set high above River North with unobstructed North, East, and South views of Chicago's legendary skyline. Floor-to-ceiling corner windows and soaring 9' ceilings flood the space with natural light, while the private balcony offers the perfect setting for

  Amir Fouad @properties Christie's International Real Estate

  400 N La Salle Dr Unit 2002, Chicago, IL 60654
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  /26

  $489,000

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

  175 E Delaware Place Unit 4503, Chicago, IL 60611

  TWO-BEDROOMS WITH A SKY TERRACE, TWO OPERABLE WINDOWS, WITH NO DIAGONALS ON THE 45TH FLOOR, NO OBSTRUCTIONS AND A SEA OF AMENITIES, INCLUDING A FULL GROCERY STORE (POTASH), AN IN-DOOR POOL, ETC. THIS UNIT FACES NORTH WITH BREATHTAKING VIEWS OF LAKE MICHIGAN AND THE CITY. THIS IS TENANT OCCUPIED WITH A CAT THROUGH 07/31/26 AND THEY WOULD LIKE TO STAY LONGER, THEREFORE, THIS WOULD BE GREAT FOR AN

  Pat Cohen Baird & Warner

  175 E Delaware Place Unit 4503, Chicago, IL 60611
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  /15

  $415,000

  • 1 Bed
  • 1 Bath

  420 E Waterside Dr Unit 907, Chicago, IL 60601

  Welcome to The Regatta in coveted Lakeshore East! This fully-renovated, rarely-available, 1 bed/1 bath condo blends modern elegance with everyday comfort. The open-concept living and dining areas boast floor-to-ceiling windows with custom black-out drapes, filling the space with natural light from the private, covered balcony. The kitchen features recently-updated stainless steel appliances,

  Samuel Check Compass

  420 E Waterside Dr Unit 907, Chicago, IL 60601
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  /2

  $420,000

  • 8 Beds
  • 4 Baths

  9116 S South Chicago Ave, Chicago, IL 60617

  Come see this nice, 4 unit building located in a nice area. Each unit has 2 bedrooms and 2 of the units are currently rented out. When the building is fully rented out it grosses over 3,000 per month. The building has recent updates which include; the roof, siding, windows, electrical, and furnaces. The tenants in the building are all long term, there is only one residential house nearby and 2

  Winston Robbins Hometown Real Estate Group LLC

  9116 S South Chicago Ave, Chicago, IL 60617
• 

  

  /23

  $439,000

  • 4 Beds
  • 2 Baths
  • 2,780 Sq Ft

  11605 South Ave N, Chicago, IL 60617

  Stunning quad level brick home with standout curb appeal, vaulted ceilings, and sun filled living spaces. Features include hardwood floors, a cozy brick fireplace, an open kitchen with granite countertops, spacious bedrooms, updated baths, and a finished basement perfect for extra living or recreation. A private backyard, detached oversized garage, and well kept mechanicals complete this

  Rigoberto Garcia Grinker & Garcia Real Estate

  11605 South Ave N, Chicago, IL 60617
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  /26

  $499,000 Open Sat 1PM - 3PM

  • 2 Beds
  • 1 Bath
  • 1,433 Sq Ft

  1872 N Clybourn Ave Unit 204, Chicago, IL 60614

  Stunning Lincoln Park loft in a sought-after Pappageorge Haymes designed building, offering over 1,400 square feet of true loft living. Soaring 14+ foot ceilings, exposed brick and timber beams, and dramatic 10' windows flood the space with natural light and create an airy, open feel throughout. The expansive living and dining area is ideal for both everyday living and entertaining, seamlessly

  KC Kaage Compass

  1872 N Clybourn Ave Unit 204, Chicago, IL 60614
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  /26

  $425,000 Open Sat 11AM - 1PM

  • 5 Beds
  • 2 Baths

  7811 S Honore St, Chicago, IL 60620

  Classic Chicago brick two-flat, completely redesigned and truly move-in ready. Meticulously renovated by a seasoned contractor and professional design team, this exceptional property seamlessly blends timeless architectural charm with high end modern finishes. The bright, open floor plans feature brand new finishes throughout, including well appointed kitchens with pantry storage, creating a

  Christina Horne Chicagoland Realty & Associates Inc

  7811 S Honore St, Chicago, IL 60620
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  /13

  $500,000

  6741 S Eberhart Ave, Chicago, IL 60637

  Center entrance. Condo quality, 5 unit property that includes 11 bedrooms and 6 bathrooms. Building has updated electrical and plumbing system. Separate energy meters. In unit laundry hook up. Hardwood floors throughout. Six car parking space on site. PROPERTY LISTED ON HUBZU AUCTION. Vacant lot next door is also for sale.

  Aman Abaomer Dralyuk Real Estate Inc.

  6741 S Eberhart Ave, Chicago, IL 60637
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  /14

  $425,000

  • 2 Beds
  • 1 Bath

  1408 W Catalpa Ave Unit 3, Chicago, IL 60640

  Top floor south facing Andersonville vintage unit in boutique building. Open kitchen with breakfast bar, stainless steel appliances, under cabinet built-in wine cooler, custom cabinetry, granite stone countertops. Gas fireplace with built-in bookshelves. Hardwood floors throughout, washer/dryer, upgraded bathroom with stone tiles and soaking tub. Private outdoor space. Large private storage room

  Amanda Sharp @properties Christie's International Real Estate

  1408 W Catalpa Ave Unit 3, Chicago, IL 60640
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  /11

  $403,000 New Construction

  • 3 Beds
  • 1.5 Baths
  • 1,020 Sq Ft

  3188 S Archer Ave Unit 301, Chicago, IL 60608

  A new boutique apartment development is set for this EXCELLENT location. This modern unit offers 3 bedrooms and 1.5 bathrooms, with 1020 SF of living space. Large windows fill the space with natural light, creating a bright and airy atmosphere. The open kitchen features brand-new appliances, including a stove, refrigerator, range hood, and dishwasher, perfectly designed to meet modern living

  Sharon Wong Century 21 Realty Associates

  3188 S Archer Ave Unit 301, Chicago, IL 60608
• 

  

  /11

  $460,000

  • 7 Beds
  • 2 Baths

  Unlisted Address

  Stunning renovation with permits. All work cleared city inspections. Walk into this sun filled property featuring hardwood floors, LED lighting, neutral decorations, wood cabinets and granite countertops. Each unit has indv heat and AC, nice sized bedrooms (queen sized beds), unfinished basement (previously had an apartment), new rear porch, newly tuckpointed, new vinyl windows, roof with silver

  April Troope TADD Realty

  Unlisted Address
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  /33

  $475,000 Open Sun 1PM - 3PM

  • 5 Beds
  • 2 Baths
  • 1,880 Sq Ft

  5147 S Lorel Ave, Chicago, IL 60638

  Check out this HUGE Chicago Bungalow, There are 2 PIN Numbers, 1 for the house and 1 for the lot being sold as a package deal and being conveyed AS IS. It has a newer boiler. Hardwood floors under carpet on first floor, 5 bedrooms and 2 full baths. 3 levels of living, This house is move in ready, for your big Family. Side lot is 30 x 125 and buildable, if you want. Schedule a showing today!!!!

  Natalie Jonas First Rate Realty, Inc.

  5147 S Lorel Ave, Chicago, IL 60638
• 

  

  /10

  $450,000

  • 3 Beds
  • 2.5 Baths
  • 1,285 Sq Ft

  2749 W North Shore Ave, Chicago, IL 60645

  Huge windows and lots of natural sunlight in this end-unit, 2 story townhouse! 1925 square feet of total living space, including the full, finished basement! Three bedrooms upstairs, 2 full and 1 half baths. A dedicated parking space included in price! Recreation room in the basement. Kitchen has 2 ovens, 2 stoves, 2 sinks, and a garbage disposal. 60 amp setup ready for electric car charger in

  Yale Zimmerman Charles Rutenberg Realty of IL

  2749 W North Shore Ave, Chicago, IL 60645
• 

  

  /42

  $484,900

  • 6 Beds
  • 2 Baths

  742 N Trumbull Ave, Chicago, IL 60624

  Wonderful opportunity for homeowners, investors, Recently remodeled 2 unit with finished basement. Located in a prime Chicago neighborhood with great potential Discover the potential of this classic brick 2-unit building in Chicago's West Garfield Park neighborhood. Each spacious unit features 3 bedrooms and 1 full bath, ideal for rental income or multigenerational living. A finished basement is

  Louis Kiessling City Life Realty

  742 N Trumbull Ave, Chicago, IL 60624
• 

  

  /17

  $499,999

  • 5 Beds
  • 3 Baths

  11814 S Hale Ave, Chicago, IL 60643

  Exceptional investment opportunity in the highly sought after Morgan Park/Beverly/19th Ward area, located within a CHA Mobility Zone. This legal three unit has been beautifully maintained and offers strong, consistent cash flow. The first and second floor units each feature two bedrooms plus a bonus room, spacious living rooms, large eat in kitchens, crown molding, and hardwood floors. The second

  Meechawayl Morgan Coldwell Banker Realty

  11814 S Hale Ave, Chicago, IL 60643

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