3,900

Chicago, IL Homes for Sale under $500,000

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  • /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

Showing Results 641 - 680, Page 17 of 18

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