Chicago, IL Homes

• 

  

  

  /50

  $509,900

  Pending

  • 6 Beds
  • 3 Baths

  1025 N Trumbull Ave, Chicago, IL 60651

  Spacious all-brick 2 flat featuring a fully finished garden-level unit, ideal for extended family living or generating additional rental income. Each unit offers 2 bedrooms and 1 bathroom, while Units 1 and 2 include a versatile bonus room perfect for a third bedroom, home office, or den. The first and second floor units are equipped with gas-forced air heating and central air conditioning for

  

  Rafay Qamar

  Real Broker LLC

  (872) 326-9642

  1025 N Trumbull Ave, Chicago, IL 60651
• Explore Chicago

• 

  

  

  /70

  Starting at $1,698 Per Month

  • Studio - 2 Beds

  555 W Madison St, Chicago, IL 60661

  What do you want to do tonight? The simple question holds such anticipation, especially here at Presidential Towers, where you can get just about anywhere on foot. With a Fitness Formula Club, a relaxing sundeck, and several restaurants in the building, the options are endless. So go ahead, live life on your terms. Schedule a tour of our apartments in Chicago near the West Loop today!

  Presidential Towers

  (708) 725-1991

  

  555 W Madison St, Chicago, IL 60661
• 

  

  

  /24

  $345,000

  Sold Jun 11, 2026

  3806 N Troy St Unit 3, Chicago, IL 60618

  • 2 Beds
  • 1 Bath
  • 1,011 Sq Ft
  • Built 1929

  Last Sold Summary

  • 6% Above List Price
  • $341/SF
  • 1 Day On Market

  Current Estimated Value $316,517

  Last Listing Agent Nadiia Glavin Keller Williams ONEChicago

  3806 N Troy St Unit 3, Chicago, IL 60618
• 

  

  

  /20

  Est $774,213

  Not Listed For Sale

  842 N Winchester Ave Unit 2, Chicago, IL 60622

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Built 2018

  842 N Winchester Ave Unit 2, Chicago, IL 60622

  Last Sold Summary

  • 4 Days On Market
• 

  

  

  /32

  $675,000

  $5K PRICE DROP

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

  500 W Superior St Unit 1602, Chicago, IL 60654

  Renovated end unit - all new kitchen, hardwood flooring, interior doors and trim. Architecturally significant building - The Montgomery, converted 2006 - originally designed by Minoru Yamasaki in 1972 concurrently with his design of the World Trade Center. Panoramic south views from floor-to-ceiling windows stretching from the living area into the primary suite. Large bedrooms separated by living

  

  Matthew Lind

  Compass

  (773) 299-1209

  500 W Superior St Unit 1602, Chicago, IL 60654
• 

  

  /47

  $2,000 Per Month

  • Studio
  • 1 Bath
  • 650 Sq Ft
  • Condo for Rent

  400 E Randolph St Unit 1702, Chicago, IL 60601

  Great newer open kitchen with granite counters. Be in the midst of Downtown Chicago - it's all about location!!! Rent this unit and be close to work, play, school, etc. Close to the lake... The building has great amenities. State-of-the-art health and fitness. Including a steam room, sauna, indoor pool in a geodesic dome, whirlpool, half-court basketball, and much more. Great Deal. Parking is

  

  Shelley Stunard

  Berkshire Hathaway HomeServices Chicago

  (872) 326-5407

  400 E Randolph St Unit 1702, Chicago, IL 60601
• 

  

  /27

  $765,000

  Sold Jun 03, 2026

  860 W Buckingham Place Unit 2W, Chicago, IL 60657

  • 3 Beds
  • 2 Baths
  • 1,510 Sq Ft
  • Built 1997

  Last Sold Summary

  • 5% Above List Price
  • $507/SF
  • 6 Days On Market

  Current Estimated Value $726,341

  Last Listing Agent Lauren Sauer @properties Christie's International Real Estate

  860 W Buckingham Place Unit 2W, Chicago, IL 60657
• 

  

  /28

  Est $330,020

  Not Listed For Sale

  2144 N Lincoln Park W Unit 8C, Chicago, IL 60614

  • 1 Bed
  • 1 Bath
  • Built 1971

  2144 N Lincoln Park W Unit 8C, Chicago, IL 60614

  Last Sold Summary

  • 4 Days On Market
• 

  

  /34

  $799,990

  Pending

  • 3 Beds
  • 2.5 Baths
  • 3,000 Sq Ft

  1255 N Sandburg Terrace Unit 2912E, Chicago, IL 60610

  Stunning panoramic penthouse in the heart of Gold Coast/Old Town. This rare 3 bedroom plus den/office/4th bed, 2.5 bath residence offers approx. 3,000 sq. ft. of living space. Oversized windows on the North, East and West flood the home with natural light. 2 balconies offer Sunrises over the Lake and mesmerizing Sunsets over the City. The expansive layout features wide plank LVT flooring

  

  Kevin Green

  @properties Christie's International Real Estate

  (773) 692-8838

  1255 N Sandburg Terrace Unit 2912E, Chicago, IL 60610
• 

  

  /49

  Starting at $1,000 Per Month

  • Studio - 1 Bed

  4901 S Drexel Blvd, Chicago, IL 60615

  4901 S Drexel Blvd is conveniently located in Chicago's Hyde Park area near 51st and Cottage Grove. This 122 unit property features great amenities and is easily accessible via the Metra Electric line at 47th and CTA bus lines 4, 15, & 47. Section 8 is accepted. Call today to schedule your showing!

  4901 S Drexel

  (855) 589-9093

  4901 S Drexel Blvd, Chicago, IL 60615
• 

  

  /29

  $435,000

  Sold Jun 11, 2026

  2102 N Moody Ave, Chicago, IL 60639

  • 4 Beds
  • 4 Baths
  • 922 Sq Ft
  • Built 1918

  Last Sold Summary

  • 1% Above List Price
  • $472/SF
  • 15 Days On Market

  Current Estimated Value $358,560

  Last Listing Agent Araceli Montalvo Extreme Realty LLC

  2102 N Moody Ave, Chicago, IL 60639
• 

  

  /45

  Not Listed For Sale

  6111 S St Lawrence Ave, Chicago, IL 60637

  • 13 Beds
  • Built 1912

  6111 S St Lawrence Ave, Chicago, IL 60637

  Last Sold Summary

  • 9 Days On Market
• 

  

  /20

  $489,000

  $10K PRICE DROP

  • 9 Beds
  • 3 Baths

  11146 S Vernon Ave, Chicago, IL 60628

  YOUR NEXT INVESTMENT IS HERE!! This updated 3 unit property features 3 bed/1bath in each unit. All units have identical layouts.

  

  Bill Eliopoulos

  Cosmos Realty Investors, Inc.

  (872) 360-8203

  11146 S Vernon Ave, Chicago, IL 60628
• 

  

  /6

  $2,650 Per Month

  • 3 Beds
  • 1.5 Baths
  • 1,300 Sq Ft
  • Apartment for Rent

  6849 N Overhill Ave Unit 2, Chicago, IL 60631

  Just Remodeled 3BR Apartment in the Heart of Edison Park - Garage Included! Welcome home to this beautifully remodeled 3-bedroom, 1.5-bath apartment in one of Chicago's most sought-after neighborhoods-Edison Park! Filled with natural sunlight and featuring New central A/C, this spacious unit offers the perfect blend of comfort, convenience, and location. Step inside to find hardwood floors

  

  Mary Aloisio

  @properties Christie's International Real Estate

  (872) 327-6662

  6849 N Overhill Ave Unit 2, Chicago, IL 60631
• 

  

  /22

  $620,000

  Sold Oct 03, 2025

  5712 S Dorchester Ave Unit 3, Chicago, IL 60637

  • 3 Beds
  • 2 Baths
  • 2,500 Sq Ft
  • Built 1913

  Last Sold Summary

  • 11% Below List Price
  • $248/SF
  • 164 Days On Market

  Current Estimated Value $729,167

  Last Listing Agent Lilianna Sekula-Lark Compass

  5712 S Dorchester Ave Unit 3, Chicago, IL 60637
• 

  

  /17

  Est $231,635

  Not Listed For Sale

  3041 W Belle Plaine Ave Unit G, Chicago, IL 60618

  • 2 Beds
  • 1 Bath
  • 16,000 Sq Ft
  • Built 1917

  3041 W Belle Plaine Ave Unit G, Chicago, IL 60618

  Last Sold Summary

  • 186 Days On Market
• 

  

  /14

  $320,000

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  1600 S Indiana Ave Unit 1401, Chicago, IL 60616

  Large one bedroom at Lakeside Tower - an excellent South loop location. The living space is open and flows naturally into the kitchen, where granite counters, stainless appliances, and a breakfast bar give you a functional layout. The primary bedroom is a standout, offering floor-to-ceiling windows. The 10 ft ceilings create something closer to a penthouse feel than a mid rise condo. In-unit

  

  Ali Arciniega

  ALLURE Real Estate

  (872) 224-2262

  1600 S Indiana Ave Unit 1401, Chicago, IL 60616
• 

  

  /56

  Starting at $2,360 Per Month

  • Studio - 3 Beds

  180 N Jefferson St, Chicago, IL 60661

  At 180 N. Jefferson, a new life begins, Turn your living experience around—where comfort wins! With huge floorplans, there's room to spare, Great value awaits—you won't find it elsewhere!Steps from the L, your commute's a breeze, To Fulton Market or the Loop with ease. Close to BoA, Google, and Salesforce Tower, So close you can come home for your lunch hour!Our staff is friendly, here day and

  180 North Jefferson

  (708) 303-6736

  

  180 N Jefferson St, Chicago, IL 60661
• 

  

  /11

  $338,000

  Sold Aug 26, 2025

  8637 S Honore St, Chicago, IL 60620

  • 4 Beds
  • 2.5 Baths
  • 2,750 Sq Ft
  • Built 1951

  Last Sold Summary

  • 1% Above List Price
  • $123/SF
  • 11 Days On Market

  Current Estimated Value $337,884

  Last Listing Agent The Galarza Team Century 21 New Beginnings

  8637 S Honore St, Chicago, IL 60620
• 

  

  /18

  Est $530,624

  Not Listed For Sale

  1362 W Evergreen Ave Unit 2, Chicago, IL 60642

  • 2 Beds
  • 2 Baths
  • 4,913 Sq Ft
  • Built 2018

  1362 W Evergreen Ave Unit 2, Chicago, IL 60642

  Last Sold Summary
• 

  

  /21

  $295,000

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft

  707 W Junior Terrace Unit 3S, Chicago, IL 60613

  Welcome to this beautifully updated 2 bedroom, 1 bath condo in one of Buena Park's most distinguished landmarked pre-war buildings. Step inside and you'll immediately notice the care that went into this renovation. Refinished hardwood floors run throughout the spacious layout, complemented by fresh paint, newly painted cabinetry, updated lighting, and new stainless steel appliances. The result is

  

  Tina Hollins

  Coldwell Banker Realty

  (312) 564-4676

  707 W Junior Terrace Unit 3S, Chicago, IL 60613
• 

  

  /18

  $2,550 Per Month

  • 2 Beds
  • 1 Bath
  • 1,136 Sq Ft
  • Apartment for Rent

  6302 W Holbrook St Unit 1, Chicago, IL 60646

  Welcome to 6302 W. Holbrook Ave in Norwood Park, where comfort, flexibility, and everyday convenience come together in a spacious 2 bedroom, 1 bath rental. The home offers a separate living room for relaxing, a dedicated dining room for meals or hosting, and a modern kitchen with an island that adds prep space, seating potential, and everyday function. A walk-in pantry provides excellent storage,

  

  Hugo Araujo

  Coldwell Banker Realty

  (872) 270-5976

  6302 W Holbrook St Unit 1, Chicago, IL 60646
• 

  /2

  $21,000

  Sold Oct 29, 2025

  111 W Maple St Unit 216, Chicago, IL 60610

  • Land
  • 0 Sq Ft

  Last Sold Summary

  • 11% Below List Price
  • 45 Days On Market

  Current Estimated Value $188,482

  Last Listing Agent Katherine Hoffman Gold Coast Realty Chicago

  111 W Maple St Unit 216, Chicago, IL 60610
• 

  

  /4

  Est $103,146

  Not Listed For Sale

  9922 S Perry Ave, Chicago, IL 60628

  • 3 Beds
  • 1 Bath
  • 1,065 Sq Ft
  • Built 1927

  9922 S Perry Ave, Chicago, IL 60628

  Last Sold Summary

  • 69 Days On Market
• 

  

  /34

  $145,000

  Pending

  • 4 Beds
  • 2 Baths

  5308 S Bishop St, Chicago, IL 60609

  If you've been searching for a property where vision and hard work can make a difference, this one deserves a closer look. This classic brick 2-unit offers space, flexibility, and the chance to build value through repairs and improvements. Each unit features 2 bedrooms, 1 bath, living room, and formal dining room, providing layouts that continue to appeal to a variety of living arrangements. The

  

  Tamika Marks

  Trademarks & Associates

  (773) 867-5188

  5308 S Bishop St, Chicago, IL 60609
• 

  

  /60

  Starting at $1,015 Per Month

  • Studio - 3 Beds

  3233 S King Dr, Chicago, IL 60616

  Lake Meadows is a premier residential community located in the heart of the historic Bronzeville neighborhood, just south of downtown Chicago. Spread over 70 acres of open space and mature trees, Lake Meadows offers a peaceful and comfortable living environment for residents. Studios, 1-Bedroom, 2-Bedroom, and 3-Bedroom floorplans can be found within the four high-rise residential buildings and

  Lake Meadows Apartments

  (708) 797-6733

  

  3233 S King Dr, Chicago, IL 60616
• 

  

  /38

  $1,200,000

  Sold Jun 27, 2025

  1640 W Blackhawk St, Chicago, IL 60622

  • 8 Beds
  • 7 Baths
  • Built 1892

  Last Sold Summary

  • 4% Below List Price
  • 23 Days On Market

  Last Listing Agent Michael Hall Baird & Warner

  1640 W Blackhawk St, Chicago, IL 60622
• 

  

  /18

  Not Listed For Sale

  1922 W Hood Ave Unit 5D, Chicago, IL 60660

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Built 1950

  1922 W Hood Ave Unit 5D, Chicago, IL 60660

  Last Sold Summary

  • 26 Days On Market
• 

  

  /17

  $70,000

  • 5 Beds
  • 1.5 Baths
  • 2,132 Sq Ft

  11808 S Emerald Ave, Chicago, IL 60628

  Restore the Grandeur. Reclaim the Elegance. Revive a Piece of Chicago History. This classic American Foursquare is more than a home-it's an opportunity to bring craftsmanship, character, and timeless design back to center stage. Offering 5 bedrooms and 1.5 baths, this spacious residence showcases the generous room sizes, traditional floor plan, and architectural presence that made Foursquare

  

  Tamika Marks

  Trademarks & Associates

  (872) 327-5807

  11808 S Emerald Ave, Chicago, IL 60628
• 

  

  /11

  $1,500 Per Month

  • 1 Bed
  • 1 Bath
  • Apartment for Rent

  3145 S May St Unit 1F, Chicago, IL 60608

  Spacious and well-maintained 1-bedroom, 1-bath apartment available on a quiet tree-lined street in the desirable Bridgeport neighborhood. This charming unit offers a comfortable living space in a convenient location close to everyday essentials. Enjoy easy access to a nearby grocery store, local dining, and two city parks within walking distance. On-site laundry facilities add everyday

  

  Jeanne Keating

  Compass

  (872) 328-7874

  3145 S May St Unit 1F, Chicago, IL 60608
• 

  

  /30

  $635,900

  Sold Jun 01, 2026

  10308 S Spaulding Ave, Chicago, IL 60655

  • 4 Beds
  • 3.5 Baths
  • 3,100 Sq Ft
  • Built 1947

  Last Sold Summary

  • 1% Above List Price
  • $205/SF
  • 5 Days On Market

  Current Estimated Value $611,712

  Last Listing Agent Caroline Cunningham Harkins & Associates, Inc.

  10308 S Spaulding Ave, Chicago, IL 60655
• 

  

  /45

  Not Listed For Sale

  154 W 74th St, Chicago, IL 60621

  • 8 Beds
  • 3 Baths
  • Built 1910

  154 W 74th St, Chicago, IL 60621

  Last Sold Summary

  • 8 Days On Market
• 

  

  /11

  $118,500

  $15K PRICE DROP Pending

  • 1 Bed
  • 1 Bath

  953 E 61st St Unit 1E, Chicago, IL 60637

  Comfortable Condo Near the University of Chicago - Ideal for Living or Investing. This sunny, inviting condo sits just one block from the University of Chicago and offers unbeatable convenience to campus, the Red Line, JewelOsco, and everyday essentials. Whether you're looking for a personal home or a solid investment, this location delivers. Inside, enjoy natural light throughout, easycare

  

  Ericka Taylor

  Coldwell Banker Realty

  (773) 825-3943

  953 E 61st St Unit 1E, Chicago, IL 60637
• 

  

  /38

  Starting at $2,800 Per Month

  • Studio - 3 Beds

  211 W Scott St, Chicago, IL 60610

  Discover luxury living at The Scott Residences in Old Town Chicago. Choose from convertible, one-, two-, and three-bedroom apartments featuring modern finishes and spacious layouts. Enjoy the convenience of an on-site Starbucks and easy access to top dining, shopping, and entertainment. Community amenities include a stylish club lounge, rooftop deck with skyline views, fire pit, fitness center,

  The Scott Residences

  (773) 389-2557

  

  211 W Scott St, Chicago, IL 60610
• 

  

  /28

  $240,000

  Sold May 04, 2026

  5415 N Sheridan Rd Unit 915, Chicago, IL 60640

  • 1 Bed
  • 1 Bath
  • 680 Sq Ft
  • Built 1973

  Last Sold Summary

  • $353/SF
  • 22 Days On Market

  Current Estimated Value $235,693

  Last Listing Agent Ann Carson @properties Christie's International Real Estate

  5415 N Sheridan Rd Unit 915, Chicago, IL 60640
• 

  

  /13

  Not Listed For Sale

  8501 S Essex Ave, Chicago, IL 60617

  • 6 Beds
  • 2 Baths
  • Built 1950

  8501 S Essex Ave, Chicago, IL 60617

  Last Sold Summary

  • 5 Days On Market
• 

  

  /22

  $272,000

  $8K PRICE DROP

  • 4 Beds
  • 1 Bath
  • 2,500 Sq Ft

  8445 S May St, Chicago, IL 60620

  Welcome to this thoughtfully renovated, solid brick Chicago bungalow offering the perfect blend of timeless character and modern comfort. This beautifully updated 4-bedroom, 1-bath home showcases quality craftsmanship and a bright, inviting interior filled with natural light and clean, neutral finishes throughout. The main level features durable luxury vinyl plank flooring, while all four

  

  Allan McLeod-Smith

  Smith and Jones Realty, LLC

  (872) 279-2070

  8445 S May St, Chicago, IL 60620
• 

  

  /22

  $2,600 Per Month

  • 3 Beds
  • 1 Bath
  • 1,350 Sq Ft
  • House for Rent

  2524 W 109th Place, Chicago, IL 60655

  Check out this remodeled 3-bedroom, 1-bath single-level home Includes updated kitchen, bathroom, and flooring throughout. The bright, open-concept living and dining area welcomes you with abundant natural light streaming through a large picture window. The kitchen features high-end cabinetry, sleek chrome hardware, a contemporary backsplash, stainless steel appliances, quartz countertops, and a

  

  Jeanine Czerwin

  Wirtz Real Estate Group Inc.

  (872) 266-6374

  2524 W 109th Place, Chicago, IL 60655
• 

  

  /28

  $315,000

  Sold Sep 26, 2025

  1600 S Jefferson St Unit 203, Chicago, IL 60616

  • 1 Bed
  • 1.5 Baths
  • 1,000 Sq Ft
  • Built 1920

  Last Sold Summary

  • 2% Below List Price
  • $315/SF
  • 20 Days On Market

  Current Estimated Value $322,607

  Last Listing Agent Cory Tanzer Option Premier LLC

  1600 S Jefferson St Unit 203, Chicago, IL 60616
• 

  

  /41

  Est $2,889,599

  Not Listed For Sale

  2702 N Paulina St, Chicago, IL 60614

  • 7 Beds
  • 5.5 Baths
  • 5,000 Sq Ft
  • Built 2018

  2702 N Paulina St, Chicago, IL 60614

  Last Sold Summary

  • 23 Days On Market

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