Chicago, IL Homes for Sale under $400,000

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  /17

  $364,900

  • 6 Beds
  • 3 Baths

  5119 S Washtenaw Ave, Chicago, IL 60632

  2 large apartments and finished attic with additional bathroom. In a great area, close to transportation, shopping and parks. This would make a great investment for a first time buyer or someone looking to purchase a rental property. 1st floor was recently repainted and shows very well. Easy to show.

  Louis Kiessling City Life Realty

  5119 S Washtenaw Ave, Chicago, IL 60632
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  /16

  $370,000

  • 5 Beds
  • 2 Baths
  • 1,288 Sq Ft

  5418 W Flournoy St, Chicago, IL 60644

  Discover the allure of this freshly renovated home at 5418 W Flournoy St, complete with buyer's credit! Boasting 5 bedrooms and 2 bathrooms, this charming residence blends modern comforts with a convenient location near I-290, ideal for hassle-free commuting. Recently revamped in 2024, enjoy the updated amenities and a sleek contemporary design. Nestled in a welcoming community, unwind in the

  Michael Scanlon eXp Realty

  5418 W Flournoy St, Chicago, IL 60644
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  /18

  $395,000

  • 1 Bed
  • 1 Bath
  • 930 Sq Ft

  850 N Lake Shore Dr Unit 709, Chicago, IL 60611

  **48 HOURS ADVANCED NOTICE REQUIRED TO TOUR OCCUPIED RESIDENCE.** One, two, and three bedroom units available ranging from 1000-3700+ square feet. 709 is a 930 sq ft north facing 1 bedroom residence with 11' ceilings and all new SS Bosch kitchen appliances and new, in-unit Whirlpool washer and dryer. This beautifully renovated historical building, nestled along Chicago's picturesque lakefront,

  Lisa McMillan Wolf Residential Group LLC

  850 N Lake Shore Dr Unit 709, Chicago, IL 60611
• 

  

  

  /25

  $390,000

  • 2 Beds
  • 2 Baths
  • 1,205 Sq Ft

  1841 S Calumet Ave Unit 1903, Chicago, IL 60616

  Welcome home to this beautifully appointed 2-bedroom, 2-bath condo, located in the highly desirable Museum Park Place of Chicago's South Loop. This unit is steps from the lakefront, Soldier Field, Northerly Island, Museum Campus, and public transportation. This bright and spacious residence offers breathtaking lake, city, and Museum Campus views through floor-to-ceiling windows that flood the

  Brittany Katsis Chicagoland Brokers, Inc.

  1841 S Calumet Ave Unit 1903, Chicago, IL 60616
• 

  

  

  /19

  $399,000

  • 6 Beds
  • 5 Baths
  • 2,700 Sq Ft

  6748 S Indiana Ave, Chicago, IL 60637

  Modern Luxury Meets Spacious Design in This Fully Renovated 6-Bedroom Home Welcome to 6748 S Indiana, a stunning brick home reimagined with a full top-to-bottom renovation and a brand-new second-floor addition that expands the layout to an impressive 6 bedrooms and 4 bathrooms. With 2,700 sq ft above grade and an additional 3,500 sq ft below, this property offers exceptional space, modern style,

  Candice Payne 5th Group Corp

  6748 S Indiana Ave, Chicago, IL 60637
• 

  

  /18

  $350,000

  • Studio
  • 1 Bath

  401 N Wabash Ave Unit 2310, Chicago, IL 60611

  Experience the pinnacle of a luxury pied-a-terre without the hassle of ownership. A highly sought-after investment opportunity, this deluxe king suite at the Trump International Hotel provides immediate income potential when not in personal use. Whether you're visiting for business or leisure, enjoy world-class amenities including state of the art health club overlooking the city, an indoor pool,

  Alexandre Stoykov Compass

  401 N Wabash Ave Unit 2310, Chicago, IL 60611
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  /2

  $400,000

  • 8 Beds
  • 8 Baths

  1817 S Ashland Ave, Chicago, IL 60608

  A 4-unit building, brick 2-story apartment building is for sale via auction. Situated in a desirable Pilsen location within the business shopping district at 18th and Ashland Avenue, this building is currently gutted with plans to develop as four, 2 bedroom and 2 bath units with central air conditioning and in-unit washer/dryer set ups. Minutes from Medical District, 18th Street

  Brad Thompson Millennium Properties RE, Inc.

  1817 S Ashland Ave, Chicago, IL 60608
• 

  

  /15

  $324,900

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

  7425 S Vernon Ave, Chicago, IL 60619

  Welcome to this beautifully updated brick Chicago bungalow, where vintage craftsmanship meets modern luxury. This home features original hardwood floors, a spa-inspired master suite, and a private upper-level living area that's perfect for guests, family, or extended stay. Interior Highlights: * Restored hardwood floors throughout the main level * Spacious master suite with luxury wet room

  Eugene Williams Real People Realty

  7425 S Vernon Ave, Chicago, IL 60619
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  /24

  $329,000

  • 4 Beds
  • 2.5 Baths
  • 1,116 Sq Ft

  900 N Springfield Ave, Chicago, IL 60651

  Well-Maintained Home in Growing Humboldt Park Area Well-maintained home located in a rapidly growing area of Humboldt Park. This property offers strong equity potential and solid bones for the right buyer with vision. Surrounded by ongoing development, this is an opportunity to get in early while the area continues to appreciate. The home is move-in ready and features three bedrooms, and two full

  Miguel Soza Smart Home Realty

  900 N Springfield Ave, Chicago, IL 60651
• 

  

  /31

  $375,000

  • 5 Beds
  • 2 Baths
  • 1,000 Sq Ft

  2541 N Mont Clare Ave, Chicago, IL 60707

  Beautiful Brick Home in Montclare - 5 Beds, 2 Baths, Updated Throughout! Solid brick 5-bedroom, 2-bath home in desirable Montclare neighborhood. Features vaulted ceilings, skylight, and refinished hardwood floors. Recent updates include: new roof, gutters, and 2.5-car garage (2022); new hot water tank, HVAC/AC, and electrical (2023). Spacious finished basement with second kitchen-ideal for

  Sandra Gamboa Realty of America, LLC

  2541 N Mont Clare Ave, Chicago, IL 60707
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  /2

  $325,000

  • 7 Beds
  • 3 Baths

  9422 S Calumet Ave, Chicago, IL 60619

  Don't miss this income-generating opportunity located just minutes from Chicago State University! This solid 2-unit property offers a total of 6 bedrooms and 3 bathrooms, providing excellent rental potential for student housing, multi-family tenants, or house hacking.

  Turon Turner Atlas Asset Management Realty LLC

  9422 S Calumet Ave, Chicago, IL 60619
• 

  

  /16

  $399,999

  7459 S Champlain Ave, Chicago, IL 60619

  Exciting Investment Opportunity in Greater Grand Crossing! Don't miss this 5-unit property with an included vacant lot, offering excellent potential for investors. The main building features four residential units plus a coach house, all under the same PIN (644 E 75th St). Currently, 3 of the 5 units are rented, with two vacant units providing the opportunity to bring in updated, market-rate

  Jonathan Williams Coldwell Banker Realty

  7459 S Champlain Ave, Chicago, IL 60619
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  /10

  $329,000

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft

  2007 N Sedgwick St Unit 202, Chicago, IL 60614

  Rare opportunity to own a 1-bedroom, 1-bath residence in a prime Lincoln Park location at 2007 N. Sedgewick. This home offers sun-filled west-facing views, a smart and efficient layout, and the exceptional advantage of two deeded parking spaces-a true rarity in the neighborhood. Residents also enjoy a private rooftop deck with sweeping city views, creating the perfect space to relax or entertain.

  Mark Weiss Mark B. Weiss Real Estate, LLC

  2007 N Sedgwick St Unit 202, Chicago, IL 60614
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  /3

  $400,000

  5639 S Princeton Ave Unit 43, Chicago, IL 60621

  All brick 6 flat in the booming Englewood community! All units are 3 bedroom, 1 bath apartments. Minutes from the Dan Ryan, this property boast individual heating and updated kitchen and baths throughout. This property has been well kept and is ready for its next investor or owner occupant. Building has a 12% cap rate with below market rent. Stop by today! Property is being sold As-Is.

  Kaela Clay Hunter's Realty, Inc.

  5639 S Princeton Ave Unit 43, Chicago, IL 60621
• 

  

  /23

  $334,900

  • 2 Beds
  • 2 Baths

  1632 S Indiana Ave Unit 403, Chicago, IL 60616

  Welcome home to this sophisticated Brick and Timber 2 bed / 2 bath Loft in the beating heart of the Chicago South Loop! Fixed in the highly sought-after Bicycle Station Lofts, where historic charm meets modern comfort -- This unit offers Soaring 12-foot ceilings, exposed brick and timber beams, and dramatic floor-to-ceiling windows that fill the open-concept living space with incredible natural

  Nick Libert EXIT Strategy Realty

  1632 S Indiana Ave Unit 403, Chicago, IL 60616
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  /11

  $324,900

  • 5,280 Sq Ft

  5256 W Chicago Ave, Chicago, IL 60651

  CORNER building! PROPOSED PLANS INCLUDED, of 7 unit apartment building! Plus full height basemen for additional square footage. 3 Private parking spots on property. NEW WINDOWS, NEW ROOF, NEW TUCK POINTING. Building is completely gutted and cleaned out on the interior. Perfect opportunity for investors to complete this project! This building is CURRENTLY a 3 unit building. CASH ONLY! All showing

  Jonie Montalbano @properties Christie?s International Real Estate

  5256 W Chicago Ave, Chicago, IL 60651
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  /22

  $365,000

  • 2 Beds
  • 2 Baths

  1464 S Michigan Ave Unit 704, Chicago, IL 60605

  Beautiful Southeast corner 2 bed/ 2 bath unit located on Chicago's iconic Michigan Avenue. The inviting foyer sets the perfect entrance, leading you into a thoughtfully designed layout that seamlessly blends style and comfort. The heart of this home boasts a custom kitchen with exquisite cabinetry, offering both functionality and aesthetic appeal. Perfect for culinary enthusiasts, the spacious

  Chuck Gullett Best Chicago Properties, LLC

  1464 S Michigan Ave Unit 704, Chicago, IL 60605
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  /37

  $359,000

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

  1101 S State St Unit H2104, Chicago, IL 60605

  Experience skyline and partial lake views from this beautiful 2 bed, 2 bath corner unit in a prime South Loop location. This move-in ready home offers modern comfort and timeless elegance with a spacious layout and high-end finishes throughout. Kitchen features shaker cabinets, soft-close drawers, premium stainless steel appliances, sleek black granite countertops and an oversized breakfast

  Teri Campbell Century 21 Circle

  1101 S State St Unit H2104, Chicago, IL 60605
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  /23

  $349,000 Open Sat 1PM - 4PM

  • 6 Beds
  • 3 Baths
  • 3,200 Sq Ft

  8548 S Essex Ave, Chicago, IL 60617

  SPACIOUS BRICK BUNGALOW THAT FEATURES 6 BEDROOMS, 3 FULL BATHS, SPACIOUS KITCHEN WITH LOADS OF CABINETS. FULL FINISHED BASEMENT WITH A FAMILY ROOM. TURN- KEY READY. Welcome to your newly renovated single-family home! This stylish living space creates a bright, Open Floor Plan, and airy feel throughout. Enjoy a modern kitchen featuring an Island, Quartz Countertops, brand-new stainless-steel

  Shunte Thomas Majestic Real Estate Company

  8548 S Essex Ave, Chicago, IL 60617
• 

  

  /22

  $328,900

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

  8040 S Harvard Ave, Chicago, IL 60620

  Classic Chicago Bungalow Home!! Very well cared for home by the same owner. Modern updates in 2025/Gut rebuilt in 2011. Beautiful gleaning hardwood floors throughout. HUGE Master suite, 3 bed & 3-full bath. 4th bed easy add-on. 2025 updates including LUXURY primary bath with soaking tub, custom porcelain tile in both first and second floor full baths and custom closets in master! HUGE Eat in

  Natasha Jenkins Coldwell Banker Realty

  8040 S Harvard Ave, Chicago, IL 60620
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  /14

  $335,000

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  910 W Madison St Unit 409, Chicago, IL 60607

  Beautiful and Rare One-Bedroom with Large Terrace in Prime West Loop Location. Discover this exceptional one-bedroom, one-bath home nestled in one of Chicago's most sought-after neighborhoods. Bright and inviting, the space is filled with natural light and features an expansive private patio-perfect for relaxing or entertaining. Inside, enjoy brand new floors throughout, a spacious laundry room

  Paul Mancini @properties Christie's International Real Estate

  910 W Madison St Unit 409, Chicago, IL 60607
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  /17

  $319,000

  • 5 Beds
  • 3 Baths
  • 2,200 Sq Ft

  8048 S Avalon Ave, Chicago, IL 60619

  Newly rehabbed 2-story, spacious 6-bedroom, 3-bath home for sale in the desirable Chatham neighborhood. This property features a fully finished basement, central air for year-round comfort, and a modern kitchen. "Plus, the 6-bedroom layout offers so much space for families, hosting guests, or even creating dedicated work or hobby areas. Chatham is known for its charm, so this home is a gem in the

  Aji Ojo Coldwell Banker Realty

  8048 S Avalon Ave, Chicago, IL 60619
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  /54

  $309,900

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

  10531 S Morgan St, Chicago, IL 60643

  WOW!!! // THIS HOME IS A STUNNER!! // ALL BRICK HOME BETTER THAN NEW // 5 BEDROOMS // 2 BATHS // FULL BASEMENT // QUARTZ COUNTER TOPS // WELL MAINTAINED // CLOSE TO SHOPPING // EXPRESSWAYS // PUBLIC TRASPORTATION // SECURITY SYSTEM W/CAM // HOME WARRANTY AVAILABLE!

  Kevin Conners Chase Real Estate LLC

  10531 S Morgan St, Chicago, IL 60643
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  /26

  $375,000

  • 2 Beds
  • 2 Baths
  • 1,176 Sq Ft

  1600 S Indiana Ave Unit 908, Chicago, IL 60616

  Experience the best of South Loop living in this stunning 2-bedroom, 2-bath condo at Lakeside Tower. Hardwood floors, granite countertops, stainless steel appliances, and floor-to-ceiling windows create a bright, open space that feels as welcoming as it is elegant. Step out onto your private east-facing balcony and soak in sweeping, unobstructed views of Soldier Field, the Museum Campus, and Navy

  Kiva Wenig @properties Christie's International Real Estate

  1600 S Indiana Ave Unit 908, Chicago, IL 60616
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  /18

  $349,900

  • 2 Beds
  • 2 Baths
  • 1,457 Sq Ft

  5555 N Cumberland Ave Unit 803, Chicago, IL 60656

  Welcome to this spacious 2-bed, 2-bath condo at Cumberland Crossing an 8th floor corner unit that fills with natural light all day long. The open-concept layout makes the living, dining, and kitchen areas flow perfectly, giving the whole place an easy, modern feel. The kitchen features a large island and plenty of cabinet space, the entire condo has tile flooring throughout, durable,

  Tomas Sumsky Baird & Warner

  5555 N Cumberland Ave Unit 803, Chicago, IL 60656
• 

  

  /19

  $335,900

  • 5 Beds
  • 2.5 Baths
  • 1,388 Sq Ft

  11056 S State Line Rd, Chicago, IL 60617

  Welcome to this spacious and inviting 5-bedroom -plus den/office, 3-bath home offers that hard-to-find blend of comfort, character, and room to grow. From the moment you arrive, you'll feel the cozy, quaint charm that sets this property apart. Freshly painted, with new flooring and carpeting. Newer Windows, and Roof. Garage has Brand new vinyl siding, a new garage overhead door, with transponder

  Liz Moreno Better Homes & Gardens Real Estate

  11056 S State Line Rd, Chicago, IL 60617
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  /26

  $349,000

  • 1 Bed
  • 1 Bath

  2811 N Bell Ave Unit 202, Chicago, IL 60618

  Discover a rare opportunity to own a beautifully updated residence in the highly sought-after Rivers Edge Condominiums, perfectly positioned along the peaceful North Branch of the Chicago River. This expansive 1,000 sq. ft. home welcomes you with a front foyer, generous closet space, and a sun-filled south-facing living area that captures river views and a sparkling city skyline. The open concept

  Katherine Karvelas @properties Christie's International Real Estate

  2811 N Bell Ave Unit 202, Chicago, IL 60618
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  /2

  $319,000

  • 7 Beds
  • 4 Baths

  3415 S Wallace St, Chicago, IL 60616

  2-flat in a prime Bridgeport location, perfect for owner-occupancy or investment. Property features central heat. The first-floor unit offers 4 bedrooms and 3 baths; second-floor unit includes 3 bedrooms and 1 bath. A spacious backyard area provides excellent potential for a future garage or other additional improvement. Property is sold as is..

  Sharon Wong Century 21 Realty Associates

  3415 S Wallace St, Chicago, IL 60616
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  /76

  $349,900

  • 2 Beds
  • 2 Baths
  • 1,450 Sq Ft

  8735 W Catherine Ave Unit 8, Chicago, IL 60656

  Wow!!! What an opportunity to own this beautiful, luxuries 2-story Condo just on the West edge of the city of Chicago in walking distance to Catherine Chevalier Woods, LA|FITNES, minutes from O'Hare, I-90, CTA and Blue Line. This unit was rehabbed in 2019. Offers breathtaking 2 story living room with wood/gas fireplace, sliding door to a huge 19x5 ft. balcony with southern exposure. Custom

  Robert Obrzut Realty Champions, Inc.

  8735 W Catherine Ave Unit 8, Chicago, IL 60656
• 

  

  /12

  $369,000

  • 3,040 Sq Ft

  4530 S Paulina St, Chicago, IL 60609

  Great investment opportunity in a rapidly growing area! This well-maintained 6-unit building offers significant upside potential with all units rented below market rate. Tenants are month-to-month, and each pays their own utilities, reducing overhead costs. The owner has kept up with maintenance, including a new roof installed in 2018. With a little work, this property can be transformed for

  Yomaira Roman Herrera RE/MAX LOYALTY

  4530 S Paulina St, Chicago, IL 60609
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  /2

  $320,000

  • 5 Beds
  • 2 Baths

  6827 S Langley Ave, Chicago, IL 60637

  Beautiful 2 flat grey stone, rehabbed in 2016 1st floor unit has 2 beds/1 bath and has bamboo flooring throughout, separate living and dining areas. Kitchen has 42inch cabinets and granite counters 2nd floor unit is 3beds/1 bath 42inch cabinets with granite counter tops. Units are individually heated. Enclosed back porch with storage area. Large backyard with a side yard on its own separate pin

  Yvonne Lindsey Charles Rutenberg Realty of IL

  6827 S Langley Ave, Chicago, IL 60637
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  /16

  $320,200

  • 3 Beds
  • 1.5 Baths
  • 1,356 Sq Ft

  1534 E 86th Place, Chicago, IL 60619

  Come check out this Cozy Brick 3 Bedroom home with a huge Living room with hardwood floors throughout the house ,A Large master Bed room on the upper lever ,Nice kitchen ,Finish basement with a storage area. two car Garage. Don't miss your chance to make this beautifully maintained home yours!

  Geraldine Banks Banks Realty

  1534 E 86th Place, Chicago, IL 60619
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  /4

  $349,900

  • 4 Beds
  • 2 Baths
  • 1,741 Sq Ft

  5644 S Wabash Ave, Chicago, IL 60637

  Fully Remodeled Home on a nice block In Washington Park. Featuring 4 Bedrooms 2 Full Baths, Beautiful New Kitchen Cabinets With Quartz Tops, new remodeled bathrooms, new flooring, new mechanicals, new everything! Enclosed Porch, 2 car garage. Buyer credit available for appliances. What A Beautiful Place To Call Home. Schedule Your Showings Today!

  Mario Reme Homevue Realty, Inc

  5644 S Wabash Ave, Chicago, IL 60637
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  /28

  $339,000

  • 5 Beds
  • 2.5 Baths
  • 2,185 Sq Ft

  2038 E 73rd St, Chicago, IL 60649

  Brick bungalow in South Shore with open concept layout, newly renovated eat-in kitchen, three spacious bedrooms, bonus room, and versatile third floor. Unfinished basement for expansion and a newly installed backyard fence for outdoor entertaining. Convenient location near Lakefront, Jackson Park, Museum of Science and Industry, Rainbow Beach, grocery stores, and public transportation.

  Laura Rodriguez Realty of America, LLC

  2038 E 73rd St, Chicago, IL 60649
• 

  

  /29

  $325,000

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft

  124 W Polk St Unit 707, Chicago, IL 60605

  Experience urban living at its finest in this stylish Printers Row loft! This spacious 2-bedroom, 1-bath residence boasts a split floor plan with an expansive open layout, rich hardwood floors, exposed brick, and soaring 12-ft ceilings. Oversized windows flood the space with natural light, while an in-unit washer and dryer add convenience. The modern kitchen is featuring stainless steel

  David Wong Century 21 Realty Associates

  124 W Polk St Unit 707, Chicago, IL 60605
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  /11

  $369,000

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft

  3205 W Division St Unit 402F, Chicago, IL 60651

  Experience Excellence is Division Kedzie Condominiums. Brand new gut rehabbed classic brick corner building w/ 2 bedroom-2 bathroom units. Beautiful, cheery hardwood floors, gourmet kitchens, stainless steel appliances, high-end stone selections, laundry in unit, large master bedrooms with master bathroom, enormous living rooms with exposed brick. Fantastic views of lush Humboldt Park. Come and

  Vitaliy Kutnyy Core Realty & Investments Inc.

  3205 W Division St Unit 402F, Chicago, IL 60651
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  /13

  $350,000 Open Sat 11AM - 1PM

  • 2 Beds
  • 2 Baths
  • 1,140 Sq Ft

  330 W Diversey Pkwy Unit 1508, Chicago, IL 60657

  Stunning lake views surround this bright corner unit at 330 W Diversey Parkway! This spacious 2-bedroom, 2-bath home offers a large open living and dining area, wood floors throughout most of the unit, and a well-sized second bedroom ideal for guests or a home office. Floor-to-ceiling windows bring in natural light all day and showcase panoramic views of the lake and park. Located in a

  Victoria Jarzabek Compass

  330 W Diversey Pkwy Unit 1508, Chicago, IL 60657
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  /49

  $384,900

  • 3 Beds
  • 3 Baths

  4105 S Drexel Blvd Unit 1SR, Chicago, IL 60653

  Welcome to this marvelous over-sized duplex condo in the picturesque sought after neighborhood of historic Bronzeville. Featuring 3 bedrooms and 3 full bathrooms, this beautifully updated duplex offers an abundance of space that is drenched with natural light. The gleaming luxury hardwood floors welcome you in the spacious living room with a grandiose patio door that offers wonderful views of the

  Arturo Olivares Grandview Realty LLC

  4105 S Drexel Blvd Unit 1SR, Chicago, IL 60653
• 

  

  /40

  $369,900 Open Sat 12PM - 2PM

  • 1 Bed
  • 1 Bath

  901 W Madison St Unit 921, Chicago, IL 60607

  Bright and sunny southwest corner 1 bed/1 bath in high amenity building overlooking Mary Bartelme Park. Entirely freshly painted, this unit is appointed with BRAND NEW hardwood floors throughout, big windows, large balcony, in-unit washer/dryer, and custom window treatments. Kitchen features 42" cabinets, BRAND NEW Quartz countertops, Quartz backsplash, island with overhang, and stainless steel

  Armando Chacon Century 21 S.G.R., Inc.

  901 W Madison St Unit 921, Chicago, IL 60607
• 

  /2

  $334,000

  • 6 Beds
  • 2 Baths

  5026 W Fulton St, Chicago, IL 60644

  Here's an opportunity to buy a 2 unit apartment building in Austin area. Investors or a family looking to live in one unit and rent the other for additional cash flow. Don't miss out on starting your real estae portfolio. PROPERTY has 3 bedrooms in 1st and 2nd floor each with 1 bathroom. Basement has 2 bedrooms in need of renovation plus a bath and storage. Large lot with two car parking

  Cherylette Hilton Coldwell Banker Realty

  5026 W Fulton St, Chicago, IL 60644

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