5-Bedroom Homes for Sale in Chicago, IL

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  /25

  $339,900 Open Sun 12PM - 2PM

  • 7 Beds
  • 2 Baths

  6214 S Morgan St, Chicago, IL 60621

  Discover this stunningly rehabbed 2-unit gem, designed to deliver comfort, style, and income potential! The first unit offers 3 bedrooms & 1 bath & the second unit offers 4 bedrooms & 1 bath. This building is completely updated with brand-new roof, siding, HVAC, plumbing, windows, flooring, and modern appliances-all completed in 2025. The concrete and backyard have also been revamped in 2025. A

  Nicole Flores Baird & Warner

  6214 S Morgan St, Chicago, IL 60621
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  /18

  $315,000

  • 6 Beds
  • 3 Baths

  1837 W Garfield Blvd, Chicago, IL 60636

  Lovely all-brick two-flat in the heart of Chicago! Both units are spacious with formal living and dining rooms, and each includes central air. The building is fully occupied with long-term tenants, providing immediate rental income and strong cash flow. An unfinished basement offers storage or investor potential. Located steps from CTA bus stops and just a short walk to the Garfield Red Line,

  Dimitris Mellos James Group Properties LLC

  1837 W Garfield Blvd, Chicago, IL 60636
• 

  

  

  /18

  $455,000

  • 6 Beds
  • 3 Baths

  4554 S Washtenaw Ave, Chicago, IL 60632

  Discover a turnkey 2-flat in the heart of Brighton Park, expertly updated to blend classic Chicago bungalow charm with modern functionality. Both units have been fully renovated with long-term durability and tenant appeal in mind, featuring updated kitchens, stainless steel appliances, all-new windows, and pristine hardwood floors throughout. The lower-level in-law unit offers flexible options

  George Spiropoulos Compass

  4554 S Washtenaw Ave, Chicago, IL 60632
• 

  

  

  /17

  $550,000

  • 7 Beds
  • 3 Baths

  6234 S Rhodes Ave, Chicago, IL 60637

  Beautiful renovated brick 2 Unit with 7 bedrooms and 3 baths, one unit duplexed down, in unit laundry, hardwood floors, separate utilities, 2 car brick garage, wet bar, eat-in kitchens, granite countertops, beautiful white 40-inch cabinets, high-end stainless steel appliances including fridge, stove, dishwasher, and microwave, and more. New front-loading washers and dryers provided in each unit.

  Angel Swan A7 Realty Group, Inc

  6234 S Rhodes Ave, Chicago, IL 60637
• 

  

  

  /23

  $999,000

  • 9 Beds
  • 6 Baths

  5201 S Wabash Ave, Chicago, IL 60615

  Recent New Construction in Booming Washington Park. Massive upside with tenants that are far beyond market rents. Large 3-bedroom 2-bath units, set on mammoth 161 deep lot. Fully Appointed Kitchen Cabinetry, Integrated Appliances, Quartz Island Custom Back splash, Engineered Hardwood floors, Curated Gallery of Cohesive Design offering relief from ordinary, sequestered primary suite, lifestyles

  Lawrence Dunning Fulton Grace Realty

  5201 S Wabash Ave, Chicago, IL 60615
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  /47

  $919,000

  • 8 Beds
  • 6 Baths

  4933 S Wabash Ave, Chicago, IL 60615

  Fully Gutted to the studs inside and out...all new; foundation floor, new steel support beams, sub flooring, and all major infrastructure! Enormous Units feature 1360 sq ft per unit; Fine finishes include Brazilian pecan solid hardwood flooring, quartz countertops, premium soft close cabinets, marble floor foyer, stunning bathrooms, accentuated master bedroom walls, energy efficient HVAC. Fully

  Lawrence Dunning Fulton Grace Realty

  4933 S Wabash Ave, Chicago, IL 60615
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  /38

  $695,000

  • 5 Beds
  • 3 Baths

  4829 N Karlov Ave, Chicago, IL 60630

  Meticulously maintained, beautifully preserved this solid, sunny, brick two flat with a full basement apartment having 2 entrances (front/back). 1st & 2nd Floors both have 2 BD/1BTH each, with additional Tandem Bedrooms/Offices, and Basement Apartment has large 1 BD/1BTH. Newer 3 Car Garage, use for 2 cars and have one for storage, or rent out all 3. Plenty of storage throughout the property.

  Maria Filipovich RE/MAX Deal Makers

  4829 N Karlov Ave, Chicago, IL 60630
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  /21

  $159,999

  • 5 Beds
  • 2 Baths

  4025 W Wilcox St, Chicago, IL 60624

  CALLING ALL INVESTORS AND CONTRACTORS!! LEGAL 2 UNIT PLUS BASEMENT. FULLY GUTTED READY FOR YOUR IDEAS! PRIME LOCATION! MINS FROM CHICAGO DOWNTOWN. STRONG ARVS. NEW SIDING THROUGHOUT AND NEW REAR DECK. SOLD AS IS.

  Karen Flores Realty of America, LLC

  4025 W Wilcox St, Chicago, IL 60624
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  /6

  $465,000

  • 7 Beds
  • 3 Baths

  9121 S Mackinaw Ave, Chicago, IL 60617

  Modern 2-Unit with In-Law Suite! This beautifully updated 2-unit building features spacious 3-bedroom, 1-bath layouts in each unit, plus a fully finished in-law suite offering complete privacy-perfect for extended family, guests, or additional rental income. Each unit has been thoughtfully upgraded with modern finishes, bright living spaces, and functional layouts, making it move-in ready for

  Diana Nufio Realty of America, LLC

  9121 S Mackinaw Ave, Chicago, IL 60617
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  /35

  $1,300,000

  • 5 Beds
  • 5 Baths
  • 4,761 Sq Ft

  1036 E Hyde Park Blvd, Chicago, IL 60615

  Spacious is the word that comes to mind as you view this solid brick residence in the well sought after Hyde park area. This property has a connection to the 44th president Barack Obama as the family grew up with them & shared a backyard. The 2 1/2 garage was leased to the secret service detail assigned to protect the Obama's. The former garage, now two story coach house, was rehabbed to suit

  Rodney Allen Greyson Brokerage Group LLC

  1036 E Hyde Park Blvd, Chicago, IL 60615
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  /27

  $675,000

  • 6 Beds
  • 3 Baths

  3815 W Diversey Ave, Chicago, IL 60647

  Logan Square 2 unit with 3 bedroom apartments. Spacious living rooms, formal dining rooms & large kitchens. Enclosed rear porch, 2nd floor unit has a private outdoor front balcony. Think ( City of Chicago ADU - Additional Dwelling Units Program ) with a full unfinished Basement having great ceiling height, front and rear entry for a possible 3rd unit. Lovely rear yard for family & friends to

  Eduardo Padro Pearson Realty Group

  3815 W Diversey Ave, Chicago, IL 60647
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  /32

  $499,999

  • 8 Beds
  • 3 Baths

  4453 W Adams St, Chicago, IL 60624

  Welcome to this beautifully renovated brick **3-unit building in West Garfield Park**, a rare opportunity in today's market for both homeowners and savvy investors. This property combines historic Chicago charm with modern updates, offering spacious layouts, stylish finishes, and endless potential for generating income or enjoying multi-generational living. Step inside and you'll find a

  Alejandro Merida Realty of America, LLC

  4453 W Adams St, Chicago, IL 60624
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  /41

  $475,000

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

  11200 S Longwood Dr, Chicago, IL 60643

  Re-introducing 11200 S. Longwood, nestled in the south-after Beverly/Morgan Park neighborhood with a NEW PRICE, NEW BASEMENT FLOORING AND NEW PAINT--this home is ready to welcome its next owner. Discover the perfect blend of traditional charm and timeless elegance in this stately 5-bedroom, 3.5-bath, three-story brick Colonial on the iconic Longwood Drive. Situated on an oversized lot, this home

  Kemeyon McNair Baird & Warner

  11200 S Longwood Dr, Chicago, IL 60643
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  /7

  $519,900

  • 8 Beds
  • 5 Baths

  4818 W Washington Blvd, Chicago, IL 60644

  Well-maintained and updated 3-unit brick property in Chicago's South Austin neighborhood. This building offers two large 3-bedroom, 2-bath units and one 2-bedroom, 1-bath unit, each featuring modern kitchens with granite countertops, upgraded bathrooms, newer HVAC, and in-unit washer/dryer hookups. The combination of modern upgrades and classic Chicago architecture makes this property highly

  Alonzo Abron A Progeny Global LLC

  4818 W Washington Blvd, Chicago, IL 60644
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  /10

  $500,000

  • 9 Beds
  • 3 Baths

  1839 S Drake Ave, Chicago, IL 60623

  Beautifully updated brick 2-flat with a finished non-conforming garden unit located in the heart of Chicago's North Lawndale neighborhood. Recent renovations include updated electrical and plumbing, newer HVAC, in-unit washer/dryer hookups, and refreshed interiors throughout. Each apartment features spacious layouts, modern kitchens with granite countertops, and upgraded bathrooms. Unit Mix:

  Alonzo Abron A Progeny Global LLC

  1839 S Drake Ave, Chicago, IL 60623
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  /61

  $599,000

  • 5 Beds
  • 4 Baths

  2238 W 18th Place, Chicago, IL 60608

  Two unit building in prime Pilsen neighborhood. Owners unit is duplexed up to attic with 3 full baths, 3 large bedrooms with large closets. Features; Hardwood floors, cathedral ceilings, stainless steel appliances, Granite counter tops, 2 balconies, large wood deck off kitchen. Beautiful yard with dog run, Wrought iron fence in front, Vinyl fence in back. New solid Block Garage with remote

  Lawrence Dunning Fulton Grace Realty

  2238 W 18th Place, Chicago, IL 60608
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  /29

  $330,000

  • 10 Beds
  • 3 Baths

  3831 W Jackson Blvd, Chicago, IL 60624

  Solid 3 unit Greystone located in East Garfield Park neighborhood. Many updates, two units have month to month tenants and the third is owners unit. Parking pad in back with plenty of room to add a garage. Excellent income opportunity as is or upgrade units for higher return.

  Michael Tootelian BAAN Properties, LLC

  3831 W Jackson Blvd, Chicago, IL 60624
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  /36

  $1,300,000

  • 8 Beds
  • 4 Baths

  1635 N Honore St, Chicago, IL 60622

  Prime Bucktown Investment Opportunity! Legal 4-Unit All-Brick Building. Own a fully leased, low-maintenance investment property in one of Chicago's most sought-after neighborhoods. The building has been extensively updated while retaining its vintage character, making it both attractive to renters and secure for long-term ownership. Each unit features modern forced-air HVAC, in-unit laundry, many

  Steven Schnur CL3 Property Management

  1635 N Honore St, Chicago, IL 60622
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  /31

  $439,000

  • 5 Beds
  • 2 Baths

  Unlisted Address

  INVESTORS OPPORTUNITY!!!! 2 UNIT BUILDING IN THE HEART OF PILSEN WITH LOTS OF POTENTIAL INCLUDING A LARGE BRICK COACH HOUSE ON THE SAME LOT: PROPERTY WILL NEED SOME WORK BUT OVER ALL IT'S A GREAT MONEY MAKER JUST MINUTES FROM PINK LINE TRAIN. SOLD AS IS CONDITION. NO REPAIRS WILL BE DONE. CASH OFFERS WELCOME.

  Romelia Anaya Su Hogar Real Estate

  Unlisted Address
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  /12

  $454,900

  • 5 Beds
  • 2 Baths

  435 N Leclaire Ave, Chicago, IL 60644

  Attention buyers , investors! Beautifully renovated 2 flat on Chicago West side just minutes from Eisenhower X way and L Blue Line to the Loop and Austin. Shopping, schools, parks and all city conveniences within walking distance or minutes away.This spacious , bright and sunny 2 apartment building shines with all new exterior : windows, soffits, fascia , new roof and gutters, new

  Leonel Segura Arc Red Inc Arc Realty Group

  435 N Leclaire Ave, Chicago, IL 60644
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  /22

  $475,000

  • 6 Beds
  • 4 Baths

  5355 S Wood St, Chicago, IL 60609

  Welcome to your dream property! This beautifully renovated two-unit offers a rare opportunity to enjoy modern living across four levels. Both units feature 3 bedrooms and 2 full bathrooms, showcasing all new finishes and high-end features throughout including charming kitchens with slim oak cabinets, sleek quartz countertops, chic porcelain backsplash and contemporary stainless steel appliances.

  Darius Hennington Kale Realty

  5355 S Wood St, Chicago, IL 60609
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  /28

  $614,000

  • 6 Beds
  • 3 Baths

  6141 N Campbell Ave, Chicago, IL 60659

  Brown Brick 2-flat with un finished basement 3bed rooms each floor. first floor has 1.1 bath. second floor 1 bath. 3 Brick car garage . basement can be finished and become legal after contacting the city for permit. more info with seller attorney. SOLD AS IS CONDITION. MOTIVATED SELLER.

  Sam Abushhab American International Realty

  6141 N Campbell Ave, Chicago, IL 60659
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  /34

  $1,100,000

  • 6 Beds
  • 3 Baths

  1331 N Campbell Ave, Chicago, IL 60622

  New Listing alert 1331 N Campbell Ave Chicago IL 60622 2 unit offered at 1.1 Mill Location Location Location!! And when in doubt about Real Estate focus on LOCATION!! Located smack in the middle of Wicker Park, Logan Square and Humboldt Park. 3 blocks walking distance from the sought after Humboldt Park lagoon so you can constantly check for the return of Chance the Snapper!!! Classic brick

  Rene Mendoza Core Realty & Investments Inc.

  1331 N Campbell Ave, Chicago, IL 60622
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  /8

  $498,000

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

  3000 W 38th St, Chicago, IL 60632

  large single family home with 3 level of living spaces, 5 bedrooms and 3 full baths, full bathrooms in master suit, 2 sky lights and one gas fire place in family rooms, large family room, half basement, central heat and Air, house was build in 1990, lot size 125'x45', roof is 12 years old, hardwood floor thought out the home, 2 car garage, over 3000 sq feet of living space, conveniently location.

  Tiffany Toy Lucky Land Realty, Inc.

  3000 W 38th St, Chicago, IL 60632
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  /29

  $149,900

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

  7047 S Eberhart Ave, Chicago, IL 60637

  Attention investors and savvy owner occupants looking for a huge value-add opportunity in the red-hot Greater Grand Crossing neighborhood! This house is much large than it looks and includes 5 bedrooms, 2.5 baths and a detached garage. The property needs some TLC and is being sold AS-IS. Detached two car garage needs work. Home will not pass FHA.

  Keith Hatzfeld Homeriver Illinois LLC

  7047 S Eberhart Ave, Chicago, IL 60637
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  /30

  $1,199,900

  • 6 Beds
  • 5 Baths

  1720 N Ashland Ave, Chicago, IL 60622

  Enormous duplex units available for owner occupancy, each over 2,400 SF of interior space; even larger when including the outdoor decks. First floor duplex down is a 3 bed / 3 bath unit and the top floor duplex up is a 3 bed / 2 bath. Both units feature unique amenities including a shared roof top deck, fireplace in top floor unit, rear entry two-car garage, and large bedrooms and bathrooms.

  Philip Leigh Essex 312, LLC

  1720 N Ashland Ave, Chicago, IL 60622
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  /26

  $825,000

  • 5 Beds
  • 3 Baths

  3315 N Drake Ave, Chicago, IL 60618

  Custom refined multi-family with in-law suite and tons of smart home features in Avondale! Whether you're looking for an investment property or a home for the extended family, this property provides endless possibilities, featuring two remarkable units and a private in-law suite. UNIT 1 (MAIN FLOOR): The open-concept layout features a spacious living and dining area filled with west facing

  Ross Wall @properties Christie's International Real Estate

  3315 N Drake Ave, Chicago, IL 60618
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  /6

  $100,000

  • 7 Beds
  • 4 Baths

  645 E 113th St, Chicago, IL 60628

  Prime Investment Opportunity in Historic Pullman. For the savvy investor/discerning buyer, unlock the full potential of this 2-unit located in the rapidly revitalizing Pullman district. With a ton of square footage plus a full, unfinished basement, this property offers a rare opportunity to add significant value through renovation, reconfiguration, or redevelopment. Whether you're seeking to

  Sharial Howard @properties Christie's International Real Estate

  645 E 113th St, Chicago, IL 60628
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  /8

  $35,000

  • 5 Beds
  • 2 Baths

  627 E 92nd Place, Chicago, IL 60619

  Frame two unit building needs a complete gut rehab. Price to sell and sold as-is. Large units. Building located in a area with many rehab projects. Sold as is. No survey provided.

  David Williamson Choice Realty Group Inc.

  627 E 92nd Place, Chicago, IL 60619
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  /37

  $495,000 Open Sat 11AM - 1PM

  • 8 Beds
  • 3 Baths

  4704 W Monroe St, Chicago, IL 60644

  Investment opportunity in the vibrant Austin Neighborhood, just blocks from Oak Park! This refurbished legal 2-flat features three rental units: two 3-bedroom/1-bath units and a garden unit with 2 bedrooms and 1 bath. Each unit boasts updated bathrooms, gourmet kitchens with stainless steel appliances, and in-unit laundry. The lower-level unit has egress and ample storage, making it ideal for

  Cierra Thurman Keller Williams ONEChicago

  4704 W Monroe St, Chicago, IL 60644
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  /16

  $900,000

  • 6 Beds
  • 4 Baths

  6321 N Hermitage Ave, Chicago, IL 60660

  Newly Rehabbed Vintage all Blonde Brick Octagon 2 unit. This is in Edgewater ,one of Chicagos Hottest Neighborhoods. New Kitchen and Baths. The first and second floor boasts a large floor plan. Oak Flooring in the Full Living Room and Full Dining room, the bedrooms and the hallways. 3 Bedroom 1.5 bath apartments on the 1st and 2nd Floor. Both units have back porches. Newer bathrooms

  John Knuth Landstar Realty Group Inc.

  6321 N Hermitage Ave, Chicago, IL 60660
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  /26

  $504,000

  • 7 Beds
  • 4 Baths

  233 N Lorel Ave, Chicago, IL 60644

  Welcome to South Austin, lots of new construction and commercial building is going up. A hot pocket in the city of Chicago. A beautifully renovated 2-unit building done with city approved plans and permits. Perfect for house hacking where you can live in one unit and rent out the other. This was a complete full gut renovation. Offering modern elegance and stylish finishes throughout! 1st fl

  Steve Budzik ICandy Realty LLC

  233 N Lorel Ave, Chicago, IL 60644
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  /9

  $524,900

  • 12 Beds
  • 9 Baths

  3852 W Gladys Ave, Chicago, IL 60624

  Jumbo legal 3-unit, brick with an extra garden unit in Garfield Park! Each unit covers 1500 SF and has 4 bedrooms and 2 full bathrooms. Garden unit with 3 bedrooms and one full bath. Separate furnace, ample living rooms, and large sized bedrooms. Minutes away from Downtown Chicago and 2 blocks away from interstate 290 makes this a great investment in both size and location!

  Ryan Casper eXp Realty

  3852 W Gladys Ave, Chicago, IL 60624
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  /27

  $340,000

  • 6 Beds
  • 3 Baths

  8240 S Evans Ave, Chicago, IL 60619

  This well-maintained, brick three-flat awaits a new owner. All three units feature a generously-sized living room and formal dining room, two bedrooms and one bathroom. The second bedroom includes a tandem room that may be used as an office, TV room, expanded closet space, etc. The kitchens have adjoining pantry closets. The basement is large and neat, offering plenty of space for work, play and

  Vanessa Mccoy Coldwell Banker Realty

  8240 S Evans Ave, Chicago, IL 60619
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  /22

  $465,000

  • 9 Beds
  • 3 Baths

  725 N Trumbull Ave, Chicago, IL 60624

  All-brick legal 3-unit building featuring three spacious 3 bed / 1 bath units. Recent updates include select interior improvements and maintenance, with room for added value. Each unit offers a functional layout with generous living space. Conveniently located near public transit, parks, and the thriving local restaurant. This is a great opportunity to build equity while collecting steady cash

  Mike Ryan HomeSmart Connect LLC

  725 N Trumbull Ave, Chicago, IL 60624
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  /22

  $129,900

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

  7019 S Indiana Ave, Chicago, IL 60637

  CLASSIC 5 BR. MINI-MANSION ON A HUGE DOUBLE LOT. ROOF 2YRS. OLD, BRAND NEW FURNACE!! HUGE ENTRY FOYER. SPACIOUS AND IN MOVE-IN COND. IMMED. OCCUPANCY. BRING ALL OFFERS! SELLER PREFERS "AS IS"

  David Williamson Choice Realty Group Inc.

  7019 S Indiana Ave, Chicago, IL 60637
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  /41

  $1,875,000

  • 5 Beds
  • 4.5 Baths
  • 4,200 Sq Ft

  1302 N Bell Ave, Chicago, IL 60622

  This is your chance to own one of Wicker Park's finest estates! Perfectly situated within walking distance to parks, schools, shopping, dining, transportation, and more-this oversized 5-bedroom, 4.5-bathroom residence offers the best of city living for today's modern family. Designed to impress, the home boasts two indoor fireplaces and one outdoor fireplace, a built-in Sonos surround sound

  Paul Mancini @properties Christie's International Real Estate

  1302 N Bell Ave, Chicago, IL 60622
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  /44

  $1,000,000

  • 8 Beds
  • 5 Baths

  2857 N Avers Ave, Chicago, IL 60618

  Rare brick 4-Flat on an extra-wide corner lot on the border of Avondale and Logan Square! The corner building has very large and bright 2 bedroom 1 bathroom apartments. The front apartments have a large living and dining room in addition to great bedroom sizes. The rear units have a living room and a large exterior porch. All apartments have forced air heat and most have central air. The

  Lucas Blahnik @properties Christie's International Real Estate

  2857 N Avers Ave, Chicago, IL 60618
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  /40

  $765,000

  • 6 Beds
  • 4 Baths

  3575 W Dickens Ave, Chicago, IL 60647

  Welcome to 3575 W Dickens Ave - Your new investment is a LEGAL 4 Unit building in the highly sought-after Logan Square neighborhood. Where do I start? This beautiful building has been renovated over the last year, it has newer electrical, newer plumbing, new roof, new flooring, new kitchens, new bathrooms, most of the windows are new, new siding, new grass, etc. The list goes on. 6 Total bedrooms

  Antonio Sarmiento 606 Brokers LLC

  3575 W Dickens Ave, Chicago, IL 60647
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  /13

  $109,900

  • 5 Beds
  • 2.5 Baths
  • 2,146 Sq Ft

  334 N Lorel Ave, Chicago, IL 60644

  Welcome to this spacious 5-bedroom, 2.1-bathroom single family home in Chicago's vibrant Austin neighborhood. This property offers a generous layout, including a full basement that provides additional space for storage or future finishing potential. This home needs some work and is an excellent opportunity for investors or DIY enthusiasts looking to add value. With solid bones, the property

  Michael Olszewski Area Wide Realty

  334 N Lorel Ave, Chicago, IL 60644

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