Chicago, IL Homes for Sale under $500,000

• 

  

  

  /24

  $435,000

  • 3 Beds
  • 2 Baths
  • 1,900 Sq Ft

  3912 W 107th St, Chicago, IL 60655

  Welcome home to this spacious and well-maintained Mount Greenwood gem offering 3 bedrooms, 2 full bathrooms, and approximately 1,800 square feet of living space. Step onto the full-width front porch, the perfect spot for morning coffee or relaxing with friends and family. Inside, you'll find refinished hardwood floors throughout the living room and first-floor bedrooms, along with the convenience

  Marc Dumas Baird & Warner

  3912 W 107th St, Chicago, IL 60655
• 

  

  

  /45

  $499,900

  Pending

  • 4 Beds
  • 2 Baths

  2025 N Laporte Ave, Chicago, IL 60639

  Excellent 2 flat brick home with high unfinished basement. Property located in the Cragin neighborhood, just west of Hermosa. Between 2014 and 2023 the following has been done: Roof, windows, sewer lining, tuckpointing, lintels, fence, garage siding. 2 bedroom in each unit separate dining room and living room. 2nd floor needs TLC. Building sold As-Is.

  Veronica Tapia Tapia Realty, Inc.

  2025 N Laporte Ave, Chicago, IL 60639
• 

  

  

  /17

  $349,999

  Pending

  • Studio
  • 1 Bath
  • 650 Sq Ft

  400 E Randolph St Unit 2101, Chicago, IL 60601

  650 sq. ft. convertible studio/junior one-bedroom offers a spacious layout and an oversized south-facing balcony with breathtaking views of Lake Michigan, Monroe Harbor, Grant Park, and Millennium Park. The open-concept kitchen features off-white cabinetry, while luxury vinyl flooring throughout the unit. The generously sized sleeping area easily fits a king-size bed and offers abundant closet

  Bo Xu Jameson Sotheby's Intl Realty

  400 E Randolph St Unit 2101, Chicago, IL 60601
• 

  

  

  /28

  $449,999

  Pending

  • 7 Beds
  • 3 Baths

  7238 S Union Ave, Chicago, IL 60621

  HONEY STOP THE CAR! Modern Two-Flat Masterpiece with Designer Finishes & Duplexed Living Welcome to 7238 South Union, a stunning, full-scale gut renovation that blends modern design with thoughtful functionality in the heart of Chicago. Rebuilt from the studs up, this impeccable two-flat offers the feel of new construction with elevated finishes throughout. Step inside to soaring 10-foot

  Candice Payne 5th Group Corp

  7238 S Union Ave, Chicago, IL 60621
• 

  

  

  /21

  $299,000

  $21K PRICE DROP

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

  8425 S Marshfield Ave, Chicago, IL 60620

  Beautifully updated 4-bedroom, 2.5-bath brick raised ranch featuring gleaming hardwood floors throughout and a warm, inviting layout designed for comfortable living and entertaining. The spacious living room showcases elegant vaulted ceilings and detailed crown molding, creating an open and sophisticated atmosphere filled with natural light. The stunning kitchen is equipped with stainless steel

  Lateefah Neal NTS Realty Group, LLC

  8425 S Marshfield Ave, Chicago, IL 60620
• 

  

  /37

  $395,000

  Pending

  • 4 Beds
  • 2 Baths

  7615 W Addison St, Chicago, IL 60634

  Multiple offers received, highest and best due by 230 pm Sunday/today. Welcome to this beautifully maintained all-brick ranch, lovingly cared for by the same owner for 26 years, a true testament to exceptional pride of ownership. This inviting home offers 3 spacious bedrooms, 2 full baths, a 2-car garage, and a large finished basement complete with an additional bedroom, full kitchen, and full

  Stephanie Welter Keller Williams Success Realty

  7615 W Addison St, Chicago, IL 60634
• 

  

  /23

  $450,000

  Pending

  • 3 Beds
  • 2 Baths

  4216 N Winchester Ave Unit 3, Chicago, IL 60613

  Tucked along a quiet, residential one-way street in North Center, this 3 bedroom, 2 bathroom penthouse blends vintage charm with modern conveniences. Sunlight streams from the bay windows into the spacious living room, with a separate dining area accented by a built-in feature. Perfect for book collectors! East-facing windows overlook tree-lined Winchester, and warm hardwood floors run

  Tiffeny Meyers Baird & Warner

  4216 N Winchester Ave Unit 3, Chicago, IL 60613
• 

  

  /29

  $474,873

  • 3 Beds
  • 2.5 Baths
  • 1,707 Sq Ft

  4820 S Lotus Ave, Chicago, IL 60638

  The owner's vision is evident in every inch of this superbly crafted, custom-built 2-story home, only 17 years young and constructed with a level of craftsmanship rarely found today. Situated on a double lot with a side drive in the popular Central Stickney location, this impressive residence welcomes you with an attractive all-face brick exterior and a distinctive roofline accented by twin front

  Thomas Domasik RE/MAX 10 in the Park

  4820 S Lotus Ave, Chicago, IL 60638
• 

  

  /17

  $249,999

  Pending

  • 3 Beds
  • 2 Baths
  • 1,571 Sq Ft

  7717 S Luella Ave, Chicago, IL 60649

  Melissa Broadway Kale Realty

  7717 S Luella Ave, Chicago, IL 60649
• 

  

  /11

  $329,000

  Pending

  • 3 Beds
  • 1 Bath
  • 1,400 Sq Ft

  4716 S Lawndale Ave, Chicago, IL 60632

  Rare oversized lot (37 x 125)-significantly wider than the typical 25 x 125 in the area-offering a spacious side yard and allowing for larger, more comfortable bedroom layouts that truly set this home apart. Endless potential awaits in this solid brick home! Featuring a huge walk-in attic with expansion possibilities, this property offers incredible upside for investors, rehabbers, or

  Yunmei Luo Newlife Realty LLC

  4716 S Lawndale Ave, Chicago, IL 60632
• 

  

  /29

  $299,900

  • 5 Beds
  • 2.5 Baths

  4826 S Kolin Ave, Chicago, IL 60632

  Wow, what a great opportunity to own this lovely 5-bedroom, 2.5-bathroom home! Perfect for the savvy investor or anyone looking to build some serious sweat equity, this property features a solid, spacious layout throughout with excellent potential for an income-generating opportunity. Along with ample living space, the home includes a convenient 2-car garage and is situated in a prime location

  Ivan Santos O'Neil Property Group, LLC

  4826 S Kolin Ave, Chicago, IL 60632
• 

  

  /26

  $489,000

  Pending

  • 4 Beds
  • 4 Baths

  1627 N Lotus Ave, Chicago, IL 60639

  Very well maintained and updated Brick 2 unit with finished basement and separate utilities !!. Updated kitchens and baths are a true delight, 42 inch cabinets in kitchen and most appliances stay! Hardwood floors throughout, both units are 2 bedrooms plus 2nd floor could possibly be 3bedrooms. 3 Gas forced air heating units plus 2 car garage with newer roof and pad. Long term MTM tenants.

  Cedrick Hunter Hunter's Realty, Inc.

  1627 N Lotus Ave, Chicago, IL 60639
• 

  

  /21

  $259,900

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

  2363 E 70th Place Unit B, Chicago, IL 60649

  Spacious 3 bedroom, 2.5 bath Condo located in the desirable South Shore neighborhood. This unit offers a functional layout with generous room sizes, a cozy fireplace in the living room, and plenty of natural light throughout. Features include a 1 car detached garage for added convenience and ample storage space. Conveniently located near parks, schools, shopping public transportation and Lake

  Michael Olszewski Area Wide Realty

  2363 E 70th Place Unit B, Chicago, IL 60649
• 

  

  /17

  $360,000

  $15K PRICE DROP Pending

  • 1 Bed
  • 1 Bath
  • 820 Sq Ft

  1030 N State St Unit 10K, Chicago, IL 60610

  South facing 820 sq. ft. one bed with incredible city skyline views from all windows and private balcony. Large living and dining area with beautiful hardwood floors throughout. The kitchen features maple cabinets and dishwasher. The bath has a maple vanity and granite. Large bedroom with custom designed walk-in closet offering excellent storage. Prime Gold coast location. One storage cage

  Dawn Venit Baird & Warner

  1030 N State St Unit 10K, Chicago, IL 60610
• 

  

  /23

  $449,900

  Pending

  • 7 Beds
  • 3 Baths

  2233 S Spaulding Ave, Chicago, IL 60623

  This brick two-unit in South Lawndale brings a fresh, modern energy to a classic Chicago building. Inside, both apartments feature a bright, open concept, three-bedroom, one-bathroom layout that feels more like a custom condo than a traditional rental. The main living areas are centered around sleek, built-in electric fireplaces, creating a perfect focal point for the space. Each kitchen is

  Monica Villarreal Baird & Warner

  2233 S Spaulding Ave, Chicago, IL 60623
• 

  

  /14

  $269,000

  $20K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 3,125 Sq Ft

  10426 S Calhoun Ave, Chicago, IL 60617

  Fully updated 3 story 4 bed/2 bath featuring new kitchen and baths, gleaming hardwood flooring throughout, open lay out with finished basement.

  Mitch Gundogdu Kale Realty

  10426 S Calhoun Ave, Chicago, IL 60617
• 

  

  /24

  $475,000

  Pending

  • 2 Beds
  • 2 Baths
  • 1,241 Sq Ft

  2605 W North Ave Unit 2A, Chicago, IL 60647

  Spacious 2BD/2BA split-floor-plan condo in boutique brick elevator building. Primary suite w/ walk-in closet, dual vanity & en suite shower w/ 3 massage jets. Guest bath features jetted soaking tub. Chef's kitchen: SS appliances, quartz countertops, 42" cabinets & breakfast bar island. Open living/dining w/ dark hardwood floors, tall ceilings & large windows. Private deck off living area. Garage

  Juveria Fatima American Homes Real Estate Corp.

  2605 W North Ave Unit 2A, Chicago, IL 60647
• 

  

  /3

  $499,770

  • Land
  • 0 Sq Ft

  3106 W Wallen Ave, Chicago, IL 60645

  Fantastic opportunity to build your dream home in highly sought-after West Rogers Park. If you can't find the perfect home, why not create it? This vacant lot is fully prepped and ready for new construction of a single-family home on a beautiful, tree-lined private street. Located just moments from Devon Ave., Pratt Blvd., parks, shops, and everything the neighborhood has to offer, this parcel

  Andrew Glatz Crown Heights Realty

  3106 W Wallen Ave, Chicago, IL 60645
• 

  

  /25

  $309,000

  Open Sat 12PM - 2PM

  • 5 Beds
  • 2 Baths
  • 2,400 Sq Ft

  2481 E 74th St, Chicago, IL 60649

  Beautifully updated 5-bedroom, 2-bathroom home in Prime South Shore. Features include a new kitchen, hardwood floors throughout, spacious bedrooms and living areas, a large basement with endless potential, a brand-new deck, a newly built 2-car detached garage, and a generous backyard perfect for entertaining or relaxing. Move-in ready with thoughtful updates throughout, this home offers the

  Minh Huynh Fulton Grace Realty

  2481 E 74th St, Chicago, IL 60649
• 

  

  /19

  $395,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,040 Sq Ft

  4457 W Leland Ave, Chicago, IL 60630

  Location, location, location! In sought after Irving Park/Mayfair neighborhood. Nicely kept classic offers endless potential, featuring spacious living/dining area, eat-in kitchen, three good size bedrooms, and hardwood floors. Full finished basement includes high ceilings, bathroom and laundry area, providing additional living space. Minutes from Blue line and expressways, surrounded by great

  Diana Morales Coldwell Banker Realty

  4457 W Leland Ave, Chicago, IL 60630
• 

  

  /34

  $309,999

  • 1 Bed
  • 1 Bath
  • 854 Sq Ft

  811 W 15th Place Unit 804, Chicago, IL 60608

  Premier University Village 1-Bedroom with Panoramic Downtown Views Freshly painted. This premier upper-floor 1-bedroom, 1-bath residence offers breathtaking panoramic views of the Chicago skyline from one of the building's highest floors. Step outside onto your expansive 177-square-foot private terrace and enjoy stunning city views by day and sparkling skyline lights by night. Inside, the

  Cory Tanzer Option Premier LLC

  811 W 15th Place Unit 804, Chicago, IL 60608
• 

  

  /19

  $327,999

  $2K PRICE DROP Pending

  • 6 Beds
  • 2 Baths

  5527 S Hermitage Ave, Chicago, IL 60636

  Well-maintained 2-unit building offering 3 bedrooms and 1 bathroom in each unit. Ideal for investors or first-time homebuyers looking to live in one unit while generating rental income from the other. The basement features ceiling height that may offer potential for a future garden unit. Situated on a quiet block, this property is a great opportunity for both investment and owner-occupied living.

  Reggie Eaton Park Place Realty Group LLC

  5527 S Hermitage Ave, Chicago, IL 60636
• 

  

  /41

  $409,900

  • 5 Beds
  • 3 Baths
  • 2,800 Sq Ft

  9044 S Throop St, Chicago, IL 60620

  Exceptional craftsmanship and thoughtful design shine throughout this beautifully renovated 5-bedroom, 3-bath home. Bathed in natural light, the spacious living and formal dining areas offer an inviting setting for gatherings both large and small. The stunning kitchen is the heart of the home, featuring granite countertops, a breakfast bar, glass tile backsplash, stainless steel appliances, and

  Nikia Evans Keller Williams Preferred Rlty

  9044 S Throop St, Chicago, IL 60620
• 

  

  /24

  $220,000

  • Studio
  • 1 Bath
  • 550 Sq Ft

  440 N Mcclurg Ct Unit 607S, Chicago, IL 60611

  Beautifully newly renovated studio in the heart of Streeterville, perfectly positioned across from the river in the coveted River East neighborhood. This sun-filled home boasts a southwest exposure with lovely views of the landscaped sundeck below. Sleek porcelain flooring runs throughout, complemented by a stylishly updated kitchen featuring granite countertops, a breakfast bar, stainless steel

  Amy Hoffmann Corcoran Urban Real Estate

  440 N Mcclurg Ct Unit 607S, Chicago, IL 60611
• 

  

  /24

  $399,000

  Pending

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft

  123 S Green St Unit 505B, Chicago, IL 60607

  Incredible opportunity for spectacular home in PRIME West Loop! Rarely available 1 bed + den in the West Loop's premier building: The Emerald. Stunning East facing city skyline views add incredible wow factor from the moment you walk in. Gorgeous hand scraped hardwood floors, modern high-end open kitchen w/ full height espresso cabinets, stainless steel appliances, & granite countertops opens up

  Brad Lippitz Compass

  123 S Green St Unit 505B, Chicago, IL 60607
• 

  

  /14

  $499,000

  Pending

  • 2 Beds
  • 2 Baths

  2733 W Hirsch St Unit 2W, Chicago, IL 60622

  Stunning newer-construction 2 bed, 2 bath condo in the heart of West Town offering an ideal single-level layout, oversized windows, and a massive private rear deck. This sun-drenched home features an expansive open-concept living and dining space with floor-to-ceiling front windows, dark hardwood floors throughout, and a modern chef's kitchen complete with quartz countertops, stainless steel

  Patrick Shino Fulton Grace Realty

  2733 W Hirsch St Unit 2W, Chicago, IL 60622
• 

  

  /32

  $320,000

  • 6 Beds
  • 3 Baths

  7424 S Calumet Ave, Chicago, IL 60619

  This well-maintained brick two-flat offers an exceptional opportunity for both owner-occupants and investors alike. The property features two residential units plus a full walkout basement that significantly expands its functionality and income potential. The first floor welcomes you with a gracious foyer that opens into a living room and dining room, ideal for entertaining. An enclosed front

  Riley Hextell eXp Realty

  7424 S Calumet Ave, Chicago, IL 60619
• 

  

  /31

  $225,000

  Open Sat 12PM - 2PM

  • 2 Beds
  • 2 Baths
  • 937 Sq Ft

  Unlisted Address

  Newly rehabbed brick Jeffrey Manor-South Deering 2 BR 2 BA 3-Level Townhome with, full/finished basement, office/bonus room, 2-car garage and backyard. Rehab almost complete, schedule a tour today. New kitchen w/SS appliances, updated bathrooms (2nd Flr and basement), HVAC, water heater, washer/dryer, paint, with flooring updates throughout. Exterior facade pressure washed and tuck pointed,

  Chris Davis ARD Real Estate PLLC

  Unlisted Address
• 

  

  /14

  $339,999

  Pending

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

  5052 S Drexel Blvd Unit 3C, Chicago, IL 60615

  Bright and spacious 4-bedroom, 2-bath condo in the Kenwood/Hyde Park Historic District. This freshly painted, move-in-ready third-floor home offers approximately 2,200 square feet of living space with hardwood floors, an oversized living room, formal dining room, and a grand interior hallway ideal for art display. The kitchen features stainless steel appliances and generous cabinet and counter

  Laura Norris Northern Illinois Realty Group

  5052 S Drexel Blvd Unit 3C, Chicago, IL 60615
• 

  

  /11

  $250,000

  • 1 Bed
  • 1 Bath
  • 728 Sq Ft

  1345 S Wabash Ave Unit 408, Chicago, IL 60605

  Welcome to this beautiful concrete loft in Chicago's vibrant South Loop neighborhood! This stunning north-facing unit is filled with natural light and boasts breathtaking views overlooking the green space next door. This modern home features top-of-the-line finishes, including quartz counters, Florense cabinets, and a Duravit vanity, along with stainless steel appliances and Grohe fixtures. Enjoy

  Quentin Green Compass

  1345 S Wabash Ave Unit 408, Chicago, IL 60605
• 

  

  /15

  $375,000

  Pending

  • 2 Beds
  • 1 Bath

  4448 N Beacon St Unit 3, Chicago, IL 60640

  Welcome to Sheridan Park! This sunny and bright top-floor 2 bed/1 bath condo blends vintage charm with modern updates in a beautiful courtyard building on a quiet, tree-lined street. Hardwood floors run throughout the home, while the recently updated kitchen offers stylish, move-in-ready living. The spacious living area flows seamlessly from the kitchen, creating an ideal layout for everyday

  Jennifer Carlino @properties Christie's International Real Estate

  4448 N Beacon St Unit 3, Chicago, IL 60640
• 

  

  /53

  $384,900

  Pending

  • 5 Beds
  • 2 Baths
  • 2,120 Sq Ft

  8244 S Troy St, Chicago, IL 60652

  Welcome to this spectacular 5 bedroom, 2 full bathroom, raised ranch brick home with an open concept layout and a spacious finished basement. This beautifully updated home offers an abundance of space and natural light throughout. The gleaming hard-wood floors welcome you in the spacious living room that features a spectacular fireplace and wonderful views of the gorgeous tree lined street. The

  Arturo Olivares Premier Choice Realty Inc

  8244 S Troy St, Chicago, IL 60652
• 

  

  /28

  $499,000

  • 1 Bed
  • 1 Bath
  • 687 Sq Ft

  211 N Harbor Dr Unit 3605, Chicago, IL 60601

  Live effortlessly in this beautifully upgraded 1-bedroom home on the 36th floor of the iconic CIRRUS tower. Floor-to-ceiling windows frame stunning skyline views, while smart blinds, a custom closet, and in-unit laundry make everyday living easy. The modern kitchen features sleek cabinetry, quartz counters, and premium Gaggenau and Bosch appliances. CIRRUS offers unmatched amenities, including a

  Sunita Punyani Coldwell Banker Realty

  211 N Harbor Dr Unit 3605, Chicago, IL 60601
• 

  

  /22

  $247,500

  Pending

  • 1 Bed
  • 1 Bath
  • 762 Sq Ft

  655 W Irving Park Rd Unit 3315, Chicago, IL 60613

  Perched high above the city in Unit 3315 at 655 W. Irving Park, this bright and inviting home offers sweeping views, abundant natural light, and a thoughtfully designed layout perfect for both everyday living and entertaining. Large windows frame the skyline and lake, filling the space with warmth and energy throughout the day. The open living and dining area flows seamlessly, creating a

  Arthur Bacon Compass

  655 W Irving Park Rd Unit 3315, Chicago, IL 60613
• 

  

  /10

  $219,888

  $9K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 1,800 Sq Ft

  11916 S Stewart Ave, Chicago, IL 60628

  Stunning oversized home offering the perfect combination of space, comfort, and endless possibilities! This beautifully maintained property features 5 spacious bedrooms, 2 full bathrooms, and a fully finished basement designed for comfortable living and entertaining. Bright and inviting throughout, this home offers generous room sizes, abundant natural light, and a warm layout that instantly

  Eva Diaz ExaRealty LLC

  11916 S Stewart Ave, Chicago, IL 60628
• 

  

  /34

  $225,000

  Pending

  • 4 Beds
  • 1 Bath
  • 3,750 Sq Ft

  9426 S Racine Ave, Chicago, IL 60620

  Welcome to this inviting four bedroom, one bathroom brick bungalow that offers both comfort and character. The home features a fully finished basement, providing plenty of additional living space for entertaining or relaxing. Step outside to enjoy the beautiful fenced-in backyard, perfect for gatherings, gardening, or letting pets play safely. This well-maintained property is ready for you to

  Whitney Simmons Keller Williams Preferred Rlty

  9426 S Racine Ave, Chicago, IL 60620
• 

  

  /23

  $254,900

  $15K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  1633 E 93rd St, Chicago, IL 60617

  Welcome to this charming and well-maintained 3 bedroom, 2 bathroom two-story home situated on a desirable corner lot in the heart of Chicago's highly sought-after Calumet Heights neighborhood. Known for its pride of ownership, quiet residential feel, and beautifully maintained blocks, Calumet Heights offers the perfect blend of neighborhood charm and city convenience. This home features excellent

  Briana Cattledge Coldwell Banker Realty

  1633 E 93rd St, Chicago, IL 60617
• 

  

  /31

  $342,000

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,306 Sq Ft

  4849 N Central Ave Unit C, Chicago, IL 60630

  Welcome home! You are steps away from Jewel- Osco, Starbucks, Several Restaurants, Jefferson Park and the Blue line in this Townhome with a front entrance steps off of Central Avenue. This 3 bedroom, 1.5 bath town home has been well taken care of by the owner for the last 24 years. Convenience overload in this Jefferson Park town home. Windows, Heat and A/C replaced in 2025, 2 Stories and a

  Abby Powell Baird & Warner

  4849 N Central Ave Unit C, Chicago, IL 60630
• 

  

  /9

  $248,000

  • 1 Bed
  • 1 Bath
  • 640 Sq Ft

  3595 S Archer Ave Unit 2E, Chicago, IL 60609

  WELCOME TO ARCHER HOMES, a new quality construction at 3595 S Archer Ave in McKinley Park. This mixed-use development offers 27 modern residential condos, 2 live/work units, 2 retail spaces, and 23 deeded parking spots - all in a sleek, elevator-equipped building you'll be proud to call home. PRIME LOCATION, INCREDIBLE CONVENIENCE : Step outside to instant connectivity - the CTA Orange Line

  Daniel Kong Richland Global Inc

  3595 S Archer Ave Unit 2E, Chicago, IL 60609
• 

  

  /24

  $300,000

  $150K PRICE DROP Pending

  • 6 Beds
  • 2 Baths

  5524 S Paulina St, Chicago, IL 60636

  Highly motivated seller selling as-is! Searching for a great investment opportunity or looking to live in one unit while generating rental income from the other? This is it! This well-maintained 2-flat features 3 bedrooms and 1 bathroom in each unit, beautiful hardwood floors, and enclosed patios for added living space. A garage provides extra convenience and storage. Don't miss your chance to

  Scott Machart Crosstown Realtors, Inc.

  5524 S Paulina St, Chicago, IL 60636

Showing Results 441 - 480, Page 12 of 18