Chicago, IL Homes for Sale under $400,000

• 

  

  

  /35

  $399,900

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

  7918 S Anthony Ave, Chicago, IL 60619

  Welcome home to this fully renovated 5-bedroom, 3-bath beauty offering the perfect blend of modern luxury and everyday comfort. With 3 bedrooms upstairs, 1 on the main level, and 1 in the finished basement, there's flexible space for living, working, and hosting. The stunning modern kitchen features soft-close cabinetry, quartz countertops, porcelain tile flooring, and premium Samsung stainless

  Frank Montro Keller Williams Preferred Rlty

  7918 S Anthony Ave, Chicago, IL 60619
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  /36

  $399,898

  • 2 Beds
  • 2 Baths
  • 1,560 Sq Ft

  6033 N Sheridan Rd Unit 18K, Chicago, IL 60660

  Fully Remodeled 2-Bedroom, 2-Bath Condo with Expansive Balcony at Malibu East - Edgewater! Discover modern lakefront living in this beautifully remodeled 2-bedroom, 2-bathroom home spanning over 1,500 sq. ft. in the desirable Malibu East building in Edgewater. This north-facing unit features a large balcony that extends the full width of the residence, offering stunning views of Lake Michigan and

  Armin Jalali Sohi Domain Properties LLC

  6033 N Sheridan Rd Unit 18K, Chicago, IL 60660
• 

  

  

  /23

  $339,900

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

  Unlisted Address

  This brick single-family home, nestled in the vibrant heart of Little Village, offers three levels of living space with 6 bedrooms and 3 bathrooms-a fantastic opportunity for a large or growing family. Conveniently located near local shops, popular restaurants, and all the amenities of city living, this property combines comfort, space, and unbeatable accessibility. AS-IS

  Sandra Gamboa Realty of America, LLC

  Unlisted Address
• 

  

  

  /32

  $345,000

  • 2 Beds
  • 1 Bath
  • 1,350 Sq Ft

  1812 S Federal St Unit G16, Chicago, IL 60616

  Fantastic opportunity to buy a unique condo that lives like a ranch home in the very hot South Loop neighborhood! Walk through a beautifully landscaped courtyard and up to your own patio space perfect to grill and entertain. Large Open living space with fireplace, mounted TV, and custom built in cabinets. Kitchen was recently redone with farmhouse sink, granite counters, tile backsplash, and all

  Lawrence Dunning Fulton Grace Realty

  1812 S Federal St Unit G16, Chicago, IL 60616
• 

  

  

  /28

  $399,900

  • 5 Beds
  • 3 Baths

  741 N Trumbull Ave, Chicago, IL 60624

  Brick 2 Spacious units, both with formal dining room and built-in hutch. Equal Housing "Everyone deserves the American Dream". Selling in As-Is condition, offers must have a pre-approval and/or proof of funds with cash offers.

  Gaspar Flores Su Familia Real Estate Inc

  741 N Trumbull Ave, Chicago, IL 60624
• 

  

  /34

  $399,000

  • 4 Beds
  • 2 Baths

  6121 S Woodlawn Ave Unit 2, Chicago, IL 60637

  University of Chicago Campus. Bright and roomy with thoughtful details throughout, this 4-bedroom, 2-bath home offers comfortable living in a well-maintained building. The open kitchen includes 42" wood cabinets with crown molding, ample cabinet and counter space, AND a butler's pantry for easy prepping and additional storage space. The kitchen connects to the dining area with chandelier, large

  Naja Morris @properties Christie's International Real Estate

  6121 S Woodlawn Ave Unit 2, Chicago, IL 60637
• 

  

  /15

  $323,000

  • 6 Beds
  • 3 Baths

  4022 W Cermak Rd, Chicago, IL 60623

  Located in North Lawndale this 3flat presents a strong investment opportunity for a buyer seeking a valuable property. This Well-kept Grey Stone. With a vision for transformation and a touch of TLC this property holds the key to any real estate portfolio. THIS PROPERTY HAS LOADS OF WOODWORK WHICH SHOW PRIDE OF OWNERSHIP. THIS IS AN AS IS PROPERTY.

  Anita Smith NB ELITE REALTY LLC

  4022 W Cermak Rd, Chicago, IL 60623
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  /11

  $399,000

  • Land
  • 0 Acre

  5401 W Montrose Ave, Chicago, IL 60641

  Exceptional investment opportunity located at the signalized intersection of Montrose and Long in Chicago's vibrant Portage Park neighborhood. This high-visibility corner property offers approximately 62 feet of frontage on Montrose Avenue with a total lot size of 7,000 SF. Zoned B3-1, this site allows for a wide range of commercial and mixed-use development possibilities. Property was a dry

  David Piotrowski Keller Williams ONEChicago

  5401 W Montrose Ave, Chicago, IL 60641
• 

  

  /19

  $325,000

  • 9 Beds
  • 3 Baths

  8909 S Houston Ave, Chicago, IL 60617

  Welcome to this 3-unit property, designed for modern living and savvy investing. The layouts provide spacious living areas with plenty of natural light, Modern fixtures throughout, Updated kitchen and bathrooms, Washer and dryer hook-up in each unit. This building is ideal for owner-occupiers seeking rental income or investors looking for a turn-key asset. Located in a thriving neighborhood with

  Elaine Dubois Abram Property Management & Real Estate LLC

  8909 S Houston Ave, Chicago, IL 60617
• 

  /2

  $349,900

  • 8 Beds
  • 3 Baths

  6137 S Morgan St, Chicago, IL 60621

  DUPLEXED DOWN Beautifully Renovated 2-Unit Building with a 2 car garage featuring 8 bedrooms and 3 baths! Gorgeously updated from top to bottom, this property features modern kitchens, updated bathrooms, and gleaming hardwood floors. Located on a quiet, peaceful block, this home is ideal for both owner-occupants and investors. Seller is willing to provide closing costs assistance with the right

  Jaskirat Vig Blue Door Dave Inc

  6137 S Morgan St, Chicago, IL 60621
• 

  

  /22

  $350,000

  • 6 Beds
  • 2 Baths

  1916 N Pulaski Rd, Chicago, IL 60639

  Come check out this two-unit building ready for you to move in! A brand new roof was put in last year. Brand new cement in front of the building. New kitchen cabinets and counter were installed in the summer of 2024 for the first-floor unit. This two-unit building is found at the center of the Hermosa neighborhood on the main street of Pulaski. Rents can easily be increased to justify current

  Jaime Madrid RE/MAX 10

  1916 N Pulaski Rd, Chicago, IL 60639
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  /32

  $333,300

  • 4 Beds
  • 3 Baths
  • 2,314 Sq Ft

  11258 S Church St, Chicago, IL 60643

  Beautifully renovated two-story home located in a nice block of Morgan Park. 4-bedroom, 3-bathroom. Modern kitchen with high quality cabinetry, quartz countertops. Hardwood floors, high ceiling, SS appliances. New roof, new siding. Fenced all around the property with BRAND NEW 2 cars garage. AC will be installed before closing.

  Sonny Ruan Chi Real Estate Group LLC

  11258 S Church St, Chicago, IL 60643
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  /35

  $350,000 Pre-Foreclosure

  • 5 Beds
  • 2 Baths
  • 840 Sq Ft

  4134 N Kolmar Ave, Chicago, IL 60641

  Charming 5-bedroom, 2-bath single-family home in the heart of Irving Park! This classic Chicago residence offers 840 sq ft of living space on a 3,150 sq ft lot. The home features a traditional layout, full partially finished basement, and original architectural details. Ideal for first-time buyers or investors looking to renovate or build new. Located on a quiet, tree-lined street just steps from

  Jose Fernandez Better Homes and Gardens

  4134 N Kolmar Ave, Chicago, IL 60641
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  /21

  $329,000

  • 1 Bed
  • 1 Bath
  • 725 Sq Ft

  300 N State St Unit 4512, Chicago, IL 60654

  Iconic city living meets modern luxury in this fully gut-rehabbed residence at Marina Towers. Completely renovated from top to bottom, this one-bedroom offers stunning, unobstructed views of the Chicago River, Lake Michigan, and the downtown skyline. The open-concept living and dining area features brand-new kitchen is outfitted with warm wood cabinetry, stainless steel appliances, generous

  Nitasha Kassam @properties Christie's International Real Estate

  300 N State St Unit 4512, Chicago, IL 60654
• 

  

  /21

  $325,000

  • 4 Beds
  • 2 Baths

  9534 S Bishop St, Chicago, IL 60643

  Discover an investment that feels like home in the Washington Heights community of Chicago. This well cared for two flat offers comfort, flexibility, and a great chance to build long term equity. Each unit features two inviting bedrooms plus an office, one bathroom, a generous living room, a separate dining room, and an eat in kitchen. There is plenty of space for tenants or future owners to

  Scott Schoon Keller Williams Preferred Rlty

  9534 S Bishop St, Chicago, IL 60643
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  /26

  $325,000

  • 1 Bed
  • 1 Bath
  • 860 Sq Ft

  200 N Dearborn St Unit 4407, Chicago, IL 60601

  Sky-High Sophistication on the 44th Floor. Discover a rare opportunity to own one of the most desirable corner residences in the heart of downtown Chicago. Soaring high above the city on the 44th floor, this spacious 1-bedroom, 1-bath home offers an exceptional combination of luxury, light, and breathtaking views. Step inside to an open-concept living and dining area framed by floor-to-ceiling

  Alexander Tzallas RE/MAX 10 Lincoln Park

  200 N Dearborn St Unit 4407, Chicago, IL 60601
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  /29

  $319,900

  • 5 Beds
  • 3 Baths
  • 2,650 Sq Ft

  11348 S Stewart Ave, Chicago, IL 60628

  STUNNING, FULLY RENOVATED CHICAGO BRICK BUNGALOW OFFERING 5 BEDROOMS AND 3 FULL BATHROOMS, INCLUDING A BEAUTIFULLY FINISHED BASEMENT WITH PREMIUM WATERPROOF VINYL FLOORING IDEAL FOR LUXURY LIVING, ENTERTAINING, OR MULTI-GENERATIONAL USE. THE SUN-FILLED OPEN-CONCEPT KITCHEN FEATURES 42''WHITE SHAKER CABINETRY, DESIGNER QUARTZ COUNTERTOPS,AND AN OVERSIZED THREE-SEAT ISLAND, FLOWING SEAMLESSLY INTO

  Patricia Perez-Garcia Century 21 New Beginnings

  11348 S Stewart Ave, Chicago, IL 60628
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  /36

  $379,900

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

  1601 S Michigan Ave Unit 108, Chicago, IL 60616

  Welcome to the South Loop! This is one of the largest lofts in this price range. Duplex-up! Exposed brick and ductwork throughout this unique space. Living room has a wall of windows with remote controlled blinds, northern exposure, and 17ft ceilings! Kitchen is beautifully crafted with newer stainless steel appliances. Rare bonus room that can be used as den, studio, guest suite, office or

  Bill Karner Re/Max Cityview

  1601 S Michigan Ave Unit 108, Chicago, IL 60616
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  /20

  $374,900

  • 1 Bed
  • 1.5 Baths

  1200 S Federal St Unit D, Chicago, IL 60605

  When you turn into Federal Square at Dearborn Park in exciting South Loop, you'll think you are not in Chicago anymore! Yet, you are stones throw from all things cultural - museums, the lake front, theatres, award winning restaurants, world class shopping, parks and so much more. That's because this incredible community is an anomaly to city living with its gracious landscaping and grand

  Maribel Selva Coldwell Banker Realty

  1200 S Federal St Unit D, Chicago, IL 60605
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  /17

  $365,000

  • 4 Beds
  • 2 Baths

  3240 S Parnell Ave, Chicago, IL 60616

  GREAT OPPORTUNITY FOR INVESTORS! HIGHLY SOUGTH AFTER BRIDGEPORT AREA 2 UNIT BUILDING, WAITING FOR RENOVATION. BRICK EXTERIOR, LARGE DECK ON 2ND FLOOR, 2 CAR GARAGE. EACH UNIT HAS 2 BEDROOMS, SEPARATE LIVING AND DINING ROOM, KITCHEN AND SPACIOS BATHROOM. ENCLOSED BACK PORCH COULD BECOME AN OFFICE OR ADDITIONAL BEDROOM. LOCATED ON QUIET, RESIDENTIAL STREET. SHORT WALK FROM COMISKEY PARK - HOME OF

  Jack Stempien RE/MAX City

  3240 S Parnell Ave, Chicago, IL 60616
• 

  

  /23

  $329,900

  • 3 Beds
  • 1 Bath
  • 1,148 Sq Ft

  1940 N Ridgeway Ave Unit 2, Chicago, IL 60647

  Fantastic value in Logan Square. This 3BR/1BA condo is only two blocks from the 606 Trail. This unit is truly in move-in condition, freshly painted in a neutral palette with newly refinished hardwood floors throughout. Bright and open layout with ample living room/dining room space that features a Juliet Balcony. The kitchen features 42" shaker cabinets, granite counters, new refrigerator(2025),

  Ron Cabrera Compass

  1940 N Ridgeway Ave Unit 2, Chicago, IL 60647
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  /15

  $349,000

  • 5 Beds
  • 2 Baths
  • 2,670 Sq Ft

  11315 S Avenue G, Chicago, IL 60617

  Single Family home w/functional multi-level set-up. Upper-Level Offers= 3BR, 1BA, Living Room/ Dining Room condo style set-up, and Hardwood Floors throughout. Lower-Level Offers= same 2-BR set-up of the upper level but with high end Engineer Floors throughout. Home was tastefully updated with white shaker style kitchen cabinets,stainless steel appliances, Property also offers a separate

  Nelly Millan TRP Realty LLC

  11315 S Avenue G, Chicago, IL 60617
• 

  

  /21

  $389,900

  • 2 Beds
  • 2 Baths

  701 W Jackson Blvd Unit 302, Chicago, IL 60661

  Step into this stylish 2-bedroom, 2-bath timber loft perfectly positioned at the crossroads of West Loop, Greektown, and the Financial District. This intimate loft residence showcases soaring 12-foot exposed timber ceilings, an airy open-concept layout, and an updated kitchen highlighted by white shaker cabinetry, stainless steel appliances and Quartz countertop. The unit has been freshly painted

  Sylwia Machnik Exit Realty Redefined

  701 W Jackson Blvd Unit 302, Chicago, IL 60661
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  /28

  $345,000

  • 1 Bed
  • 1 Bath
  • 782 Sq Ft

  30 E Huron St Unit 5410, Chicago, IL 60611

  Elevate your lifestyle in this stunning city retreat-where luxury, convenience, and breathtaking views meet. Experience luxury living in this spacious high-floor 1 bedroom / 1 bathroom condo in the heart of River North! This bright and open home features hardwood floors throughout, a large kitchen with granite countertops, stainless steel appliances (including a wine cooler), and plenty of

  Niles Patel CORE Capital Group LLC

  30 E Huron St Unit 5410, Chicago, IL 60611
• 

  

  /10

  $315,000

  • 5 Beds
  • 3 Baths

  7923 S Carpenter St, Chicago, IL 60620

  Located along a quiet, tree-lined street in Auburn Gresham, this timeless brick 2-flat has been lovingly maintained and is ready for its next chapter. Picture mornings on the screened in porch with coffee in hand. Step inside and you'll find two spacious units, each with sunlit living rooms, separate dining spaces, and eat-in kitchens waiting for your personal touch. The enclosed rear porches

  Armando Zires @properties Christie's International Real Estate

  7923 S Carpenter St, Chicago, IL 60620
• 

  

  /35

  $380,000

  • 8 Beds
  • 3 Baths

  1613 S Central Park Ave, Chicago, IL 60623

  Beautiful Legal 3-Flat Greystone in North Lawndale! This charming building blends classic Chicago architecture with modern finishes. The second-floor unit features gleaming hardwood floors, 3 spacious bedrooms, 1 full bath, a large updated kitchen, and separate utilities including its own furnace and water heater. The first-floor unit also showcases hardwood flooring, 2 bedrooms, 1 full bath, and

  Jonathan Gil Equity Realty

  1613 S Central Park Ave, Chicago, IL 60623
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  /9

  $355,000

  • 5 Beds
  • 2 Baths

  2320 N Mulligan Ave, Chicago, IL 60639

  Great opportunity in this two units building on oversized fenced lot! Two car detached garage. Close to schools, restaurants, parks, public transportation. Sold as is.

  Grazyna Przybysz Chicago Area Realty Inc

  2320 N Mulligan Ave, Chicago, IL 60639
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  /6

  $319,000

  • 5 Beds
  • 2 Baths
  • 836 Sq Ft

  5730 S Washtenaw Ave, Chicago, IL 60629

  Single family home located in a fast appreciating gage park area surrounded by all commodities. House has 5 large rooms w/closets, large kitchen, new windows, new A/C, new boiler. Bath on 1st floor has been remodeled with whirlpool. Beautiful full finished basement with full bath, bar and family rm. Property has front iron fence, new private fence in the back yard and concrete patio and two car

  Victor Macias PROSALES REALTY

  5730 S Washtenaw Ave, Chicago, IL 60629
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  /33

  $380,000

  • 6 Beds
  • 3 Baths
  • 1,328 Sq Ft

  4849 S Paulina St, Chicago, IL 60609

  This very spacious home offers beautiful wood floors throughout and an open-concept kitchen. The property features three full bathrooms, new electrical service, new plumbing, new furnace, and new central air conditioning. Additional upgrades include new windows and updated mechanicals, providing peace of mind for the next owner. The basement includes its own kitchen, bathroom, and separate

  Jaime Navarro HomeSmart Connect LLC

  4849 S Paulina St, Chicago, IL 60609
• 

  

  /39

  $360,000

  • 4 Beds
  • 3 Baths

  1436 N Luna Ave, Chicago, IL 60651

  Chicago two-flat, perfect for investors or owner-occupants! Both units are fully vacant and ready for immediate rental income. Each apartment offers 2 bedrooms and 1 bath, providing comfortable, functional layouts. The property also features a full basement with an additional bedroom and bath, offering extra living space or potential for expansion. This is a fantastic opportunity to add value,

  Frank Montro Keller Williams Preferred Rlty

  1436 N Luna Ave, Chicago, IL 60651
• 

  

  /17

  $335,000

  • 6 Beds
  • 2 Baths

  7918 S Evans Ave, Chicago, IL 60619

  Gorgeous brick 2-flat family building in a prime Chicago location with easy access to Downtown, Hyde Park, major expressway, schools, and shopping. Both spacious 3-bedroom units feature formal living and dining rooms, remodeled kitchens, and updated bathrooms. The property has been freshly painted throughout and includes a newer boiler and hot water tank, plus a brand-new rear patio stairwell. A

  Marcus Troutman Kale Realty

  7918 S Evans Ave, Chicago, IL 60619
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  /29

  $325,000

  • 3 Beds
  • 2.5 Baths
  • 1,173 Sq Ft

  6458 S Claremont Ave, Chicago, IL 60636

  WELCOME HOME TO THIS NEWLY REMODELED BRICK RANCH. THIS PROPERTY FEATURES 3 VERY SPACIOUS BEDROOMS ON THE MAIN FLOOR, 2 FULL BATHROOMS AND A HALF BATH. REFINISHED HARDWOOD FLOORS ON THE MAIN LEVEL. NEW KITCHEN CABINETS WITH NEW QUARTZ COUNTERTOPS, AND A STUNNIG BACSPLASH. ALL NEW STAINLESS STEEL APPLIANCES. COMBO DINING-KITCHEN AREA. BASEMENT IS THE PERFECT SPACE FOR GATHERING, WITH AN OPEN LAYOUT

  Jose Godinez RE/MAX Partners

  6458 S Claremont Ave, Chicago, IL 60636
• 

  

  /17

  $350,000

  • 2 Beds
  • 2 Baths

  1550 S Blue Island Ave Unit 1210, Chicago, IL 60608

  Pinnacle urban luxury defines this sleek high-rise penthouse. Step into a life of comfort and style at University Station! This split 2-bed, 2-bath corner unit commands breathtaking southeast city skyline views. Natural light floods the open-concept living area and gourmet kitchen. The piece de resistance is the unparalleled deck, offering an expansive outdoor oasis for morning coffee and

  Manuel Godinez RE/MAX Mi Casa

  1550 S Blue Island Ave Unit 1210, Chicago, IL 60608
• 

  

  /23

  $339,000

  • 2 Beds
  • 2 Baths
  • 920 Sq Ft

  1 E 8th St Unit 307, Chicago, IL 60605

  Discover vibrant Chicago living in this stunning 2-bed, 2-bath South Loop condo at One Place! Meticulously maintained and freshly painted, this move-in-ready home boasts an open-concept kitchen with stainless steel appliances and granite countertops, seamlessly flowing into a bright living room with city views on State Street. Enjoy the convenience of in-unit laundry and spacious bedrooms, each

  Jennie Ku United Real Estate - Chicago

  1 E 8th St Unit 307, Chicago, IL 60605
• 

  

  /17

  $309,000

  • 5 Beds
  • 2 Baths
  • 1,128 Sq Ft

  1319 E 89th St, Chicago, IL 60619

  Come check out 1319 E 89th St-this spacious 5-bedroom home has been thoughtfully updated and is ready to impress! Featuring 2 gorgeous new bathrooms and a fully renovated kitchen with brand-new appliances, this property offers a fresh, modern feel while still being warm and inviting. With a new roof recently installed, you'll have added confidence in the home's longevity. It's a wonderful

  Ernesto Villa Kale Realty

  1319 E 89th St, Chicago, IL 60619
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  /14

  $320,000

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

  5205 S Linder Ave, Chicago, IL 60638

  Welcome to your new home! This property features 3 Bedrooms, 2 Full Bathrooms, and an extra room that can be used as an office. The addition upstairs and the Full Basement that is partially finished adds lots of space. New Roof, Stainless steel appliances, oversized lot, cemented yard patio, 2.5 car garage, and a covered patio next to the garage, give you all the attributes a home should have.

  Anthony Lucio Keller Williams Preferred Realty

  5205 S Linder Ave, Chicago, IL 60638
• 

  

  /38

  $375,000

  • 4 Beds
  • 2 Baths
  • 1,637 Sq Ft

  2546 W 115th St, Chicago, IL 60655

  Beautifully Renovated Brick Georgian in Highly Desired Morgan Park! Welcome home to this stunning 4 bedroom, 2 bathroom brick Georgian perfectly positioned in the heart of Morgan Park, right on the edge of Mount Greenwood and Beverly. This home blends timeless charm with modern upgrades throughout. Step into a bright and inviting main level featuring a brand-new kitchen with sleek cabinetry,

  Andrew Weis Keller Williams Preferred Realty

  2546 W 115th St, Chicago, IL 60655
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  /5

  $395,000 Open House 1/31

  • 3 Beds
  • 2 Baths
  • 1,445 Sq Ft

  937 N Saint Louis Ave, Chicago, IL 60651

  This is home is part of the Cook County Modular Homes Program pilot! This home comes with $20k down payment assistance PLUS additional DPA for income eligible buyers with need. Buyers need NOT be 1st time home owners to purchase home BUT must divest of any ownership in other property already owned and MUST occupy home as primary residence. Application and HUD certified home buyer education

  Sonia Salazar Del Real Inherent Homes LLC

  937 N Saint Louis Ave, Chicago, IL 60651
• 

  

  /14

  $300,000

  • 2 Beds
  • 1 Bath
  • 1,044 Sq Ft

  1645 W Ogden Ave Unit 431, Chicago, IL 60612

  Spectacular 2 bed/1 bath loft in the booming West Chicago neighborhood. This Paramount Loft boasts a open floorplan w/balcony that is great for entertaining while still retaining the quiet moments of being home. Soaring 14' ceilings, concrete pillars, & fireplace in the living room, and large kitchen with breakfast bar make this beautiful loft a one-of-a-kind home. The unit offers one parking

  Matthew Johnston Fulton Grace Realty

  1645 W Ogden Ave Unit 431, Chicago, IL 60612
• 

  /2

  $335,000

  • 5 Beds
  • 3 Baths

  7810 S Green St, Chicago, IL 60620

  Beautifully Updated 2-Flat-Move-In Ready! This well-maintained 2-flat features a spacious first-floor duplex ideal for added living space or rental income, plus a bright second-floor unit with 2 bedrooms. Both units have been thoughtfully updated and are in move-in condition, offering modern finishes and comfortable layouts. Perfect for owner-occupants or investors looking for a turnkey property.

  Charles Martin O.D. Neal Realty Associates

  7810 S Green St, Chicago, IL 60620

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