Chicago, IL Homes for Sale under $500,000

• 

  

  

  /27

  $450,000

  Pending

  • 2 Beds
  • 1 Bath
  • 1,125 Sq Ft

  644 W Melrose St Unit 3E, Chicago, IL 60657

  Timeless vintage charm meets modern sophistication in this beautifully maintained 2-bedroom plus den residence on one of Lakeview's most picturesque tree-lined streets. Situated in an intimate, well-kept building, this sun-drenched third floor home offers an exceptional blend of original character, thoughtful updates, and an unbeatable location just blocks from the lakefront, neighborhood dining,

  Martin Dzik RE/MAX Professionals

  644 W Melrose St Unit 3E, Chicago, IL 60657
• 

  

  

  /34

  $388,000

  Pending

  • 9 Beds
  • 3 Baths

  9020 S Burley Ave, Chicago, IL 60617

  Welcome to South Chicago at 9020 S. Burley Ave, a well-maintained legal 3-unit building located near Lake Michigan. This fully occupied income-producing property offers an excellent opportunity for investors seeking stable rental income with future upside potential. All three units are currently rented on month-to-month leases, providing immediate cash flow and future flexibility. Each spacious

  Marco Ponce Coldwell Banker Realty

  9020 S Burley Ave, Chicago, IL 60617
• 

  

  

  /26

  $359,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,108 Sq Ft

  3923 W 106th St, Chicago, IL 60655

  This immaculately maintained step ranch is located in the Mount Greenwood neighborhood on a quiet street yet conveniently located to restaurants, shopping, expressways, public transportation, and parks! Upon entering, you will be greeted with real hardwood floors leading to a freshly painted kitchen next to a cozy & airy living room that features soft consistent light throughout the day. Two

  Jeffry Phillips Berkshire Hathaway HomeServices Chicago

  3923 W 106th St, Chicago, IL 60655
• 

  

  

  /58

  $344,900

  Pending

  • 5 Beds
  • 2 Baths
  • 1,952 Sq Ft

  8819 S Carpenter St, Chicago, IL 60620

  Welcome to this spectacular rehabbed brick single family home on a double lot with a side driveway. This spacious home features 5 Bedrooms, 2 Full Baths and a related living arrangement with private entrance in the full finished basement. A rare find, featuring tons of space, and plenty of natural light. The beautiful dining room is perfect for entertaining family and guests. Enjoy the luxury of

  Arturo Olivares Premier Choice Realty Inc

  8819 S Carpenter St, Chicago, IL 60620
• 

  

  

  /16

  $495,000

  Pending

  • 2 Beds
  • 2 Baths

  2720 N Sawyer Ave Unit 3, Chicago, IL 60647

  Penthouse condo in the dream Logan Square location! This unit is flooded with natural light. It features Southern exposure and treetop views in the main living area, a light-filled kitchen, and ample side light in every bedroom. There is a spacious living area with ample room for a dining table or WFH scenario. The bedrooms are generously sized, and even the entry foyer is roomy. There are lots

  Lauren Hundman Westward360 RM

  2720 N Sawyer Ave Unit 3, Chicago, IL 60647
• 

  

  /17

  $325,000

  Pre-Foreclosure

  • 6 Beds
  • 2 Baths

  8125 S Evans Ave, Chicago, IL 60619

  Welcome to a versatile and income-generating multi-family mult-unit situated in a cozy, well-maintained neighborhood within the Chatham community. Whether you're seeking a live-in owner opportunity or a landlord investment, this residence is poised for rental income or owner-occupancy with solid upside potential. Don't miss your chance to own a piece of historic character in a vibrant South Side

  Xiomara Maldonado North Clybourn Group, Inc.

  8125 S Evans Ave, Chicago, IL 60619
• 

  

  /22

  $300,000

  • 2 Beds
  • 1 Bath
  • 920 Sq Ft

  1500 W Monroe St Unit 123, Chicago, IL 60607

  There's nothing cookie-cutter about this West Loop timber loft. Warm, inviting, and full of authentic Chicago character, this beautifully updated 2 bed / 1 bath home combines soaring 13' timber ceilings, exposed brick, hardwood floors, and oversized windows that pour natural light into the space throughout the day. The open-concept layout feels both spacious and comfortable, with a cozy gas

  Nicole Mozolewski Baird & Warner

  1500 W Monroe St Unit 123, Chicago, IL 60607
• 

  

  /33

  $465,000

  • 2 Beds
  • 2 Baths
  • 1,208 Sq Ft

  480 N Mcclurg Ct Unit 1013N, Chicago, IL 60611

  Beautifully Renovated, sunny south-facing 2-bedroom/2-bath residence with a private balcony. The desirable split-bedroom layout offers excellent privacy, both bedrooms large and the same size. The stylish, contemporary kitchen is open to the living room with stainless appliances and quartz counters. New hardwood looking flooring throughout living areas. Baths have been renovated with walk in

  Gail Spreen Jameson Sotheby's Intl Realty

  480 N Mcclurg Ct Unit 1013N, Chicago, IL 60611
• 

  

  /30

  $349,900

  Pending

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

  1223 E Hyde Park Blvd Unit 3, Chicago, IL 60615

  Beautifully updated 3-bedroom, 2-bath condo in the heart of Hyde Park. This oversized floor plan features a spacious separate living room and formal dining room, with hardwood floors throughout and newly installed custom aluminum windows. The sun-filled living room offers a decorative fireplace, built-in bookshelves, and a charming bay window. The formal dining room is accented with a chandelier

  Paul Fortman @properties Christie's International Real Estate

  1223 E Hyde Park Blvd Unit 3, Chicago, IL 60615
• 

  

  /15

  $239,900

  Pending

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

  6490 N Northwest Hwy Unit 5F, Chicago, IL 60631

  Edison Park top floor condo is freshly painted with new vinyl flooring features a spacious living room, dining room, master bedroom with adjacent bath, 2nd bedroom & 1/2 bath, an eat in kitchen, balcony, and generous closet space. The kitchen features granite counters, ceramic flooring & dishwasher. Building features an elevator; free laundry & a party room and is pet friendly and allows rentals.

  Catherine Byrne Baird & Warner

  6490 N Northwest Hwy Unit 5F, Chicago, IL 60631
• 

  

  /15

  $449,000

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

  345 W Fullerton Pkwy Unit 801, Chicago, IL 60614

  A rare opportunity to own one of Lincoln Park's most coveted Tier 01 residences-an elegant, oversized 1,150+ sq ft home perfectly positioned across from Lincoln Park, the Zoo, and the shimmering expanse of Lake Michigan. Located within the prestigious Lincoln Elementary and Lincoln Park High School districts. This refined 2-bedroom, 2-bath residence showcases sweeping, views of Lake Michigan, the

  Mircea Ciubancan Real People Realty

  345 W Fullerton Pkwy Unit 801, Chicago, IL 60614
• 

  

  /44

  $299,000

  Pending

  • 5 Beds
  • 2 Baths
  • 1,837 Sq Ft

  3312 W 62nd St, Chicago, IL 60629

  Turn-key, spacious, and full of potential-this stunning brick bungalow is the one buyers have been waiting for! Boasting 5 generously sized bedrooms and 2 full baths, this home offers the perfect blend of comfort, style, and flexibility. The expansive finished basement creates an ideal space for entertaining, a home theater, gym, or extended living arrangement. Upstairs, a full, expandable attic

  Lorena Verdin Verdin Real Estate Group

  3312 W 62nd St, Chicago, IL 60629
• 

  

  /30

  $415,000

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

  6635 W 64th Place, Chicago, IL 60638

  Experience the height of architectural elegance in this unique three-story brick townhome, perfectly situated in Chicago's sought-after Clearing neighborhood. The journey begins in the sophisticated living salon, a space defined by its dramatic, oversized arched windows that flood the home with natural light and a stately fireplace that serves as a warm centerpiece for evening relaxation.

  Dan Ortiz Baird & Warner

  6635 W 64th Place, Chicago, IL 60638
• 

  

  /19

  $225,000

  • 2 Beds
  • 1 Bath

  3930 N Pine Grove Ave Unit 316, Chicago, IL 60613

  Welcome home to this beautiful residence at Lake Park Plaza in the heart of Lakeview! Thoughtfully converted into a functional two-bedroom layout, this home offers exceptional flexibility for today's lifestyle, whether you're working remotely, entertaining guests, or simply seeking additional living space. The kitchen features stainless steel appliances, butcher block countertops, and ample

  Matt Laricy Americorp, Ltd

  3930 N Pine Grove Ave Unit 316, Chicago, IL 60613
• 

  

  /24

  $219,900

  Pending

  • 5 Beds
  • 1.5 Baths
  • 1,007 Sq Ft

  Unlisted Address

  Discover your newly renovated home, where charm meets modern elegance. This property, updated in 2026, features five spacious bedrooms, one half-bath, and one full bath. The interior boasts freshly painted walls, along with new flooring and carpeting throughout. The kitchen is a highlight with its brand-new granite countertops, complemented by new doors and windows. Located conveniently across

  Andres Olaez Keller Williams ONEChicago

  Unlisted Address
• 

  

  /19

  $379,900

  $110K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 3,109 Sq Ft

  5317 S Prairie Ave, Chicago, IL 60615

  Washington Park 3 bedroom & 3.5 bath Greystone with rear brick paver patio and detached 1 car garage. Hardwood floors throughout. Primary bedroom with ensuite bath with dual vanity, separate shower and bathtub. Lower-level features finished basement, full bathroom, laundry room and exterior access. The seller does not provide a survey. Buyer is responsible for both buyer and seller's portion of

  Mera Kordic RE/MAX Premier

  5317 S Prairie Ave, Chicago, IL 60615
• 

  

  /27

  $330,000

  Pending

  • 4,512 Sq Ft

  5150 W Ohio St, Chicago, IL 60644

  SELLING AS-IS - CONTRACTOR SPECIAL. A rare opportunity to own a high-yield, all-brick 5-unit investment property. This versatile building features three spacious 2-bedroom units, each offering the potential to convert the sunroom into a third bedroom. These units include large living rooms, separate dining rooms, generous bedrooms, and kitchens with oversized pantries, along with full bathrooms

  Katarzyna Kaminska United Real Estate-Chicago

  5150 W Ohio St, Chicago, IL 60644
• 

  

  /30

  $239,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,114 Sq Ft

  12033 S Wallace St, Chicago, IL 60628

  Freshly rehabbed sun filled 4 bedroom 2.5 bath home with a 2.5 car detached garage. Features 4- 2nd floor bedrooms and full unfinished basement. Large lot 37.5 feet wide.

  Steve Cotsirilos Lifestyle Properties

  12033 S Wallace St, Chicago, IL 60628
• 

  

  /39

  $440,000

  $10K PRICE INCREASE Pending

  • 6 Beds
  • 3 Baths

  5542 S Nottingham Ave, Chicago, IL 60638

  Great opportunity to own a solid legal 2-unit building in the desirable Garfield Ridge neighborhood! This well-maintained property offers two spacious units, each featuring 2 bedrooms and 1 full bath, making it perfect for both owner-occupants and investors alike. The main level showcases an inviting layout with a bright living area including ceramic flooring and recessed lighting. The upper unit

  Miguel Sanchez Ruiz Realty, Inc.

  5542 S Nottingham Ave, Chicago, IL 60638
• 

  

  /17

  $298,000

  • 2 Beds
  • 2 Baths
  • 1,210 Sq Ft

  6800 N California Ave Unit 2O, Chicago, IL 60645

  Newly renovated move- in ready Royalton 2-bedroom, 2-bathroom. Large kitchen center island with sleek modern cabinetry, updated appliances, two sinks, two dishwashers, and quartz countertops. Modern bathrooms recently updated. Master bathroom features a walk-in shower and heated floors. Main bathroom has heated Jacuzzi tub. In-unit gas washing machine and dryer.

  Udi Yeger GTS Real Estate & Management

  6800 N California Ave Unit 2O, Chicago, IL 60645
• 

  

  /15

  $449,999

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

  956 W 36th St, Chicago, IL 60609

  Welcome to this single-family home in the heart of Bridgeport, ideally located just steps from Donovan Park. Situated on an extra long 147ft lot, this well-maintained residence offers incredible space and flexibility for today's buyer. The main living area features 4 bedrooms and 2 full bathrooms, providing ample room for family living, guests, or work-from-home needs. In addition, the home offer

  Susan Corcoran Coldwell Banker Realty

  956 W 36th St, Chicago, IL 60609
• 

  

  /13

  $205,000

  • 4 Beds
  • 2 Baths

  2821 E 77th Place, Chicago, IL 60649

  Legal 2 flat - 2 units with 2 bedrooms and 1 bathroom each. The basement has it owner meter. To make a legal 3 unit it would need to be dug out 3 fleet deeper. however duplexing the 1st unit would be easy and make lot more money.

  Joshua Berngard Fulton Grace Realty

  2821 E 77th Place, Chicago, IL 60649
• 

  

  /15

  $217,500

  • 2 Beds
  • 1 Bath

  4916 N Kedzie Ave Unit 2W, Chicago, IL 60625

  Larger than other recent sales in the complex, this sun-filled 2-bedroom, 1-bath condo is ideally located in the heart of Albany Park. The home features hardwood floors, in-unit washer/dryer, central air, and excellent afternoon light throughout. The well-designed layout maximizes every square foot of living space. Recent updates include a brand-new refrigerator in 2024, and a hot water heater in

  Michael Beaver Baird & Warner

  4916 N Kedzie Ave Unit 2W, Chicago, IL 60625
• 

  

  /17

  $380,000

  Pending

  • 5 Beds
  • 2 Baths

  532 N Lawler Ave, Chicago, IL 60644

  Completely remodeled 2-flat in the Austin area of Chicago, finished in 2026. This spacious property features brand-new appliances, modern finishes throughout, and a finished basement providing additional living space. Ideal opportunity for owner-occupants or investors seeking a move-in ready building with strong potential. Property is AS-IS

  Lizzethe Sasco Sasco Realty Group

  532 N Lawler Ave, Chicago, IL 60644
• 

  

  /19

  $368,900

  • 3 Beds
  • 1 Bath
  • 1,040 Sq Ft

  5804 W 59th St, Chicago, IL 60638

  Hot Garfield Ridge, Priced to sell. Estate Sale being conveyed "AS IS" 3 bedrooms 1 bath, full finished basement, new HVAC, new electric in 2 car garage, Bay window in living room. Very nice home, Make Your Appointment today!

  Natalie Jonas First Rate Realty, Inc.

  5804 W 59th St, Chicago, IL 60638
• 

  

  /10

  $249,900

  Pending

  • 1 Bed
  • 1 Bath
  • 820 Sq Ft

  5415 N Sheridan Rd Unit 2904, Chicago, IL 60640

  Stunning water view ! Located in the prestigious Park Tower Condominium in Edgewater Chicago, this is the largest one-bedroom tier in the building. The residence features an updated layout with a modern kitchen showcasing white quartz countertops, sleek cabinetry, and contemporary finishes. The spa-inspired bathroom offers a walk-in rain shower for a touch of luxury. Monthly assessments includes

  Todd Szwajkowski Baird & Warner

  5415 N Sheridan Rd Unit 2904, Chicago, IL 60640
• 

  

  /31

  $499,000

  Pending

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

  3750 N Lake Shore Dr Unit 3G, Chicago, IL 60613

  Welcome to 3750 N. Lake Shore Drive 3G, a beautifully appointed 2-bedroom, 1.5-bath residence offering approximately 1,700 square feet in one of Lakeview's most iconic 1926 Beaux-Arts co-op buildings. This elegant home seamlessly blends timeless architectural character with thoughtful updates for today's living. Gorgeous hardwood floors run throughout, complemented by classic vintage details,

  Jonathon Spradling @properties Christie's International Real Estate

  3750 N Lake Shore Dr Unit 3G, Chicago, IL 60613
• 

  

  /55

  $387,900

  • 8 Beds
  • 3 Baths
  • 1,354 Sq Ft

  3005 W 55th St, Chicago, IL 60632

  Location! Location! Location! Beautifully maintained Deluxe Chicago Bungalow offering way more than meets the eye awaits a new owner! Welcome to this spacious 8 BEDROOM, 3 FULL BATH versatile Chicago home in the heart of the vibrant Gage Park neighborhood! This property offers generous living space, abundant potential for related-living, multi-generational living or expanding your real estate

  Juan Spezzia Home Sellers Realty Inc.

  3005 W 55th St, Chicago, IL 60632
• 

  

  /3

  $390,000

  • 5 Beds
  • 4 Baths

  6642 S Evans Ave, Chicago, IL 60637

  Stop by this all brick 4 unit in the booming Woodlawn area! This property comes with a rear coach house over a 2 car garage and a Finished Basement that houses 2 bedrooms. All units feature stainless steel appliances, individual heat and gas, and refinished hardwood floors throughout. It has easy access to public transportation and is close to University of Chicago. Property is being sold As-Is.

  Kaela Clay Hunter's Realty, Inc.

  6642 S Evans Ave, Chicago, IL 60637
• 

  

  /24

  $485,000

  Pending

  • 6 Beds
  • 2 Baths

  1033 N Lawndale Ave, Chicago, IL 60651

  Welcome to this newly rehabbed, classic 2-Flat in rapidly appreciating Humboldt Park. Live in one unit and rent the other, or perhaps this could be your new investment property! This updated property offers new electrical, plumbing, windows, back porch and front porch. Beautiful interiors boast refinished hardwood floors, modern bathrooms, new kitchens featuring contemporary grey cabinets, quartz

  Susan Nice Baird & Warner

  1033 N Lawndale Ave, Chicago, IL 60651
• 

  /2

  $250,000

  • Land
  • 9,583 Sq Ft
  • $1,136,364 per Acre

  3159 W Madison St, Chicago, IL 60612

  Interstate 290 (Eisenhower Expressway) Chicago Transit Authority (CTA) EL train stops at Kedzie/Homan CTA bus on Madison Street and Kedzie Ave

  Arleatha Kelly Arleatha Kelly

  3159 W Madison St, Chicago, IL 60612
• 

  

  /22

  $319,900

  Pending

  • 6 Beds
  • 3 Baths
  • 2,450 Sq Ft

  7634 S Loomis Blvd, Chicago, IL 60620

  LARGE, FRESHLY UPDATED HOUSE WITH 6 GOOD SIZE BEDROOMS AND 3 FULL BATHS. OPEN KITCHEN WITH NEW WHITE CABINETS, BACKSPLASH, GRANITE COUNTERTOPS AND SS APPLIANCES. NEW UPDATED CERAMIC BATHROOMS WITH ELEGANT ACCESSORIES. HARDWOOD FLOORS THROUGHOUT FIRST FLOOR. BASEMENT DUPLEXED TO FIRST FLOOR FOR ADDITIONAL LIVING SPACE. QUIET BLOCK. MAKE IT YOUR HOME BEFORE IS TO LATE.

  Alicja Grzych Chicagoland Brokers, Inc.

  7634 S Loomis Blvd, Chicago, IL 60620
• 

  

  /18

  $280,000

  • 4 Beds
  • 2 Baths
  • 1,727 Sq Ft

  5230 W 51st St, Chicago, IL 60638

  Welcome to this charming home in the heart of Garfield Ridge! This serene residence offers a perfect blend of comfort and functionality, featuring spacious living areas filled with natural light and a layout ideal for everyday living and entertaining. The kitchen provides ample cabinetry and workspace, while the generously sized bedrooms offer comfort and versatility. Enjoy outdoor living with a

  Nelson Derbigny Metrolina Realty LLC

  5230 W 51st St, Chicago, IL 60638
• 

  

  /26

  $300,000

  Pending

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft

  111 S Morgan St Unit 703, Chicago, IL 60607

  Welcome to your West Loop abode-where sunsets steal the show and city living feels effortlessly elevated. Perched on the 7th floor with coveted west-facing views, this bright and airy 1-bedroom, 1-bath home is perfectly positioned to capture Chicago's golden hour, with warm natural light pouring in each evening. Step out onto your private balcony and take it all in-your own front-row seat to the

  Sarah Ahmed @properties Christie's International Real Estate

  111 S Morgan St Unit 703, Chicago, IL 60607
• 

  

  /15

  $249,900

  Pending

  • 4 Beds
  • 2 Baths
  • 1,032 Sq Ft

  8906 S Halsted St, Chicago, IL 60620

  Auburn Greasier Upgraded Ranch Home That Has Two Levels Of Living. Main Level Features Large Living Room, Three Bedrooms And Hardwood Floors Throughout The Main Level Also Has A Full Four-Piece Bathroom Including A Soaking Tub, A Separate Shower, Lavatory, And Sink. There Is An Eat In Kitchen With Stainless Steel Appliances, Including, Stove, Refrigerator, Dishwasher, And Microwave Oven. There Is

  Yvette Crisp Coldwell Banker Realty

  8906 S Halsted St, Chicago, IL 60620
• 

  

  /26

  $275,000

  $25K PRICE DROP

  • Studio
  • 1 Bath
  • 650 Sq Ft

  450 E Waterside Dr Unit 707, Chicago, IL 60601

  Welcome to this rarely available luxury studio, where floor-to-ceiling windows flood the space with natural light by day and showcase dazzling city lights by night. Step outside to your private recessed balcony-perfect for morning coffee, daytime emails & calls, or evening relaxation. This highly sought-after residence lives like a gated community in the ultra-exclusive New Eastside neighborhood,

  Alexandre Stoykov Compass

  450 E Waterside Dr Unit 707, Chicago, IL 60601
• 

  

  /36

  $394,999

  $5K PRICE DROP Pre-Foreclosure

  • 4 Beds
  • 3 Baths

  1701 N Nagle Ave, Chicago, IL 60707

  Conveniently located near the Galewood Metra station, restaurants, and WonderWorks Children's Museum. This brick 2-flat in the desirable North Austin/Galewood neighborhood presents an opportunity for experienced investors or rehabbers. Each unit offers 2 bedrooms and 1 bathroom with tandem rear porches plus a full walk-out basement. Property requires repairs and updates and is being sold strictly

  Jessica Rivera Berkshire Hathaway HomeServices Chicago

  1701 N Nagle Ave, Chicago, IL 60707
• 

  

  /11

  $349,900

  Pending

  • 6 Beds
  • 3 Baths

  329 N Lorel Ave, Chicago, IL 60644

  Austin 2/flat in great condition, newer windows, hot water tank, both units are currently vacant. Each unit offers 3 bedrooms, living room, dining room, bath and kit. This property also features A full finished basement with 3 bedroom , living room, kitchen and bath, Rear concrete slab in place for garage. Separate utilities!!

  Billy Smith A. Vision Realty and Mgmt Co.

  329 N Lorel Ave, Chicago, IL 60644
• 

  

  /28

  $239,000

  Pending

  • 3 Beds
  • 2 Baths
  • 924 Sq Ft

  3315 W 61st St, Chicago, IL 60629

  Calling all investors and savvy buyers! Opportunity knocks in the heart of Chicago Lawn-a vibrant, community-focused neighborhood known for its local restaurants, family-owned shops, and convenient access to public transportation. This 3-bedroom, 2 full bathroom home offers great potential and a flexible layout ready for your vision. A charming enclosed front sunroom welcomes you in, adding extra

  Ana Osorio eXp Realty

  3315 W 61st St, Chicago, IL 60629
• 

  

  /30

  $359,000

  • 4 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  8155 S Wabash Ave, Chicago, IL 60619

  One-of-a-kind, rarely available Georgian resting on an oversized lot, nestled in the heart of Chatham! This beautifully rehabbed home offers 2,000sf of thoughtfully designed living space, featuring an open, spacious floor plan filled with natural light. The interior showcases gleaming hardwood floors, recessed lighting, a stunning eat-in kitchen featuring quartz countertops, 42" cabinetry, and

  Rachel Ruffin Executive Realty Group LLC

  8155 S Wabash Ave, Chicago, IL 60619

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