5-Bedroom Homes for Sale in Chicago, IL

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  /41

  $1,649,900

  • 5 Beds
  • 5 Baths
  • 4,500 Sq Ft

  1150 E 49th St, Chicago, IL 60615

  This luxurious five-bedroom single-family home in Hyde Park-Kenwood has been custom renovated to offer a perfect blend of mid-century charm and modern living. Completely reconstructed to the studs, the home features an open floor plan with intimate spaces filled with natural light and pre wired for entertainment through the house. Upon entering, you are welcomed by an elevated family room

  

  Kimberly Chase-Harding

  Berkshire Hathaway HomeServices Chicago

  (872) 201-3978

  1150 E 49th St, Chicago, IL 60615
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  /21

  $470,000

  • 6 Beds
  • 3 Baths

  1547 S Kolin Ave, Chicago, IL 60623

  Elevate your investment portfolio with this impressive income generating three unit property in the heart of North Lawndale. Each unit boasts a comfortable layout, featuring two bedrooms and a full bathroom, complemented by modern stainless steel appliances for a touch of sophistication. Notably, two of the units underwent a comprehensive rehabilitation in 2024, showcasing updated kitchens and

  

  Danisha Jones

  Coldwell Banker Realty

  (872) 296-7998

  1547 S Kolin Ave, Chicago, IL 60623
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  /48

  $1,700,000

  • 6 Beds
  • 2 Baths

  2732 W Belmont Ave, Chicago, IL 60618

  Incredibly Rare opportunity to own this multifaceted one-of-a-kind property with unmatched potential and versatility offering a fully Stabilized All Brick 2-Unit building updated to modern standards and fully renovated with contemporary condo quality finishes + a Huge 1,800 sqft All Brick original carriage house/garage w/16.5' ceiling height offering extensive/creative use potential + an

  

  Cyrus Seraj

  Compass

  (872) 331-4300

  2732 W Belmont Ave, Chicago, IL 60618
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  /21

  $325,000

  • 8 Beds
  • 3 Baths

  5514 S Winchester Ave, Chicago, IL 60636

  Motivated Seller!! Uncover a remarkable investment opportunity within this very well maintained brick 2-flat, showcasing two spacious apartments, each encompassing 4 bedrooms. Utilized as an Airbnb, this property presents an ideal prospect for those seeking flexible living spaces or potential income generation. Full partially finished basement that adds to its potential. Move into one unit and

  

  Mike Musa

  Keller Williams Preferred Rlty

  (312) 651-6747

  5514 S Winchester Ave, Chicago, IL 60636
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  /11

  $235,000

  • 6 Beds
  • 2 Baths

  7621 S Lowe Ave, Chicago, IL 60620

  Multi-Family Building featuring 2-3 Bedroom - 1 Bath units! What a great opportunity to house hack, while building equity. Property was fully updated in 2016, along with a new back porch. Unfinished basement offers opportunity for additional living space. This property is being sold in as-is condition and is perfect for either an owner-occupant or outside investor! Property is being Sold

  

  Reginald Patterson

  eXp Realty, LLC

  (312) 262-5267

  7621 S Lowe Ave, Chicago, IL 60620
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  /20

  $1,299,000

  • 6 Beds
  • 5 Baths

  938 N Washtenaw Ave, Chicago, IL 60622

  Where do I start to describe this exquisite building!!! Completely rebuilt from roof to basement & even the garage. No expense spared.

  

  Laura Catrambone-Gerace

  Coldwell Banker Stratford Place

  (872) 312-9707

  938 N Washtenaw Ave, Chicago, IL 60622
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  /2

  $399,900

  • 6 Beds
  • 2 Baths

  3637 S Hermitage Ave, Chicago, IL 60609

  CASH ONLY

  

  Ernestina Preciado

  RE/MAX 10

  (872) 278-6238

  3637 S Hermitage Ave, Chicago, IL 60609
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  /2

  $115,000

  • 6 Beds
  • 3 Baths
  • 1,968 Sq Ft

  11941 S La Salle St, Chicago, IL 60628

  

  Tamika Marks

  Trademarks & Associates

  (773) 917-1051

  11941 S La Salle St, Chicago, IL 60628
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  /47

  $515,000

  • 9 Beds
  • 5 Baths

  4135 W 31st St, Chicago, IL 60623

  A Rare Multi-Unit Gem - Perfect for Investors or Multi-Generational Living! Imagine owning a beautifully maintained 3-unit multi-family building that offers both space and convenience. From the moment you arrive, you'll notice the mint-condition exterior a sign of the care and upkeep this property has received over the years. Step inside, and you're greeted by oversized units with original

  

  Karina Hiselman

  Compass

  (312) 584-2999

  4135 W 31st St, Chicago, IL 60623
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  /45

  $725,000

  • 5 Beds
  • 3 Baths
  • 2,976 Sq Ft

  4356 N Kostner Ave, Chicago, IL 60641

  This impeccably maintained and thoughtfully updated home is in the heart of Chicago's vibrant Irving Park neighborhood. Located on the corner of Kostner and Montrose this 4+1 bedrooms, 3 full baths residence effortlessly blends classic charm with modern convenience, featuring a sun-drenched open floor plan with breathtaking 10ft ceilings, gourmet kitchen with quartz countertops and high-end

  

  Jerzy Mastalerczyk

  Real Broker LLC

  (872) 335-2738

  4356 N Kostner Ave, Chicago, IL 60641
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  /45

  $1,375,000

  • 5 Beds
  • 4.5 Baths
  • 4,638 Sq Ft

  6485 N Tower Ct, Lincolnwood, IL 60712

  For the first time ever this stately corner Lincolnwood Towers home is on the market. With a professionally landscaped and manicured lot this home has great curb appeal from all angles. As you walk up to the main door of the home you are met with a circle driveway and walk into an open and bright foyer with an office immediately on your right and large family room w/ fireplace on your left. The

  

  Jim Streff

  Berkshire Hathaway HomeServices Chicago

  (224) 478-1878

  6485 N Tower Ct, Lincolnwood, IL 60712
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  /54

  $860,000

  • 5 Beds
  • 3.5 Baths
  • 3,900 Sq Ft

  9324 S Damen Ave, Chicago, IL 60643

  Charming 3-Story Victorian in North Beverly with Timeless Elegance and Modern Comforts - Welcome to this stunning 3-story Victorian gem nestled in the heart of North Beverly-where classic charm meets contemporary convenience. This beautifully preserved 5-bedroom, 3.1-bath home boasts exquisite architectural details, including some original woodwork, copper gutters/downspouts & flashing, hardwood

  Brian Conover Elevate Real Estate Group

  9324 S Damen Ave, Chicago, IL 60643
• 

  

  /21

  $650,000

  • 6 Beds
  • 4 Baths
  • 2,870 Sq Ft

  10628 S Longwood Dr, Chicago, IL 60643

  Discover a unique opportunity to own a stunning property perched atop a hill on a spacious lot in one of Beverly's most sought-after locations. This grand, three-story home features six generously sized bedrooms and 2.5 baths, offering ample space and endless possibilities to make it your own. Imagine the potential in this expansive residence: whether you're envisioning a creative oasis, an

  Deanous Reid F.J. Williams Realty LLC

  10628 S Longwood Dr, Chicago, IL 60643
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  /58

  $849,900

  • 5 Beds
  • 4.5 Baths
  • 3,875 Sq Ft

  6460 S Kenwood Ave, Chicago, IL 60637

  Welcome to 6460 S Kenwood, a stunning 5-bedroom, 4.1-bathroom home located in the heart of Woodlawn Proper-a neighborhood celebrated for its vibrant history and dynamic revitalization. This meticulously designed residence offers modern luxury, smart home technology, and exceptional outdoor spaces, making it the perfect urban retreat. The first floor welcomes you with an expansive layout that

  Jennifer Bell Fulton Grace Realty

  6460 S Kenwood Ave, Chicago, IL 60637
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  /35

  $649,000

  • 5 Beds
  • 3 Baths
  • 2,500 Sq Ft

  2913 N Nordica Ave, Chicago, IL 60634

  Perfect for big family 3 floors with separate entrances Kitchen and full bathroom on each floor Hardwood floors 2 car garage independent heating and air condition on second floor Tons of storage space Agent related to the seller

  Greg Kowalik Hometown Real Estate Group LLC

  2913 N Nordica Ave, Chicago, IL 60634
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  /59

  $4,200,000

  • 5 Beds
  • 5.5 Baths
  • 4,949 Sq Ft

  900 W Washington Blvd Unit PHW, Chicago, IL 60607

  Explore the property in 3D! Click the 3D button to take a virtual tour and walk through every detail. This stunning top-floor duplex PENTHOUSE offers panoramic views to the north, west, and south, with an expansive wrap-around terrace. Situated in Noir, one of the Midwest's most sought-after luxury residences and the first LEED Gold Certified building in the region, this modern 5-bedroom,

  Matt Laricy Americorp, Ltd

  900 W Washington Blvd Unit PHW, Chicago, IL 60607
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  /31

  $1,179,900

  • 5 Beds
  • 4.5 Baths
  • 4,550 Sq Ft

  7319 W Ibsen St, Chicago, IL 60631

  Built in 2015, this perfect Hardie Board single family is ready for its next owner! Fantastic floorplan and designer finishes. First floor features open floorplan, with french door office. Gracious island and professional appliances. Mud room leads to large rear deck, spacious back yard and patio, and 3 car garage. With 4 beds and 2 baths up, plus laundry and excellent closet space, this home

  Tim Sheahan Compass

  7319 W Ibsen St, Chicago, IL 60631
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  /63

  $1,200,000

  • 5 Beds
  • 3.5 Baths
  • 3,404 Sq Ft

  2642 N Drake Ave, Chicago, IL 60647

  Beautifully renovated single-family home, fully gut-rehabbed in 2014, sits on an over-sized lot along a picturesque, tree-lined street in the heart of Logan Square. With 5 bedrooms, 3.5 baths, and a thoughtfully designed floor plan, this home offers incredible natural light from all four exposures, sought-after finishes, and exceptional space inside and out. The gourmet kitchen features

  Amanda McMillan @properties Christie's International Real Estate

  2642 N Drake Ave, Chicago, IL 60647
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  /56

  $1,995,000

  • 6 Beds
  • 4.5 Baths
  • 5,000 Sq Ft

  4256 N Keeler Ave, Chicago, IL 60641

  One of a kind, custom built home situated on an expansive 150x47 corner lot in Old Irving Park presents an unsurpassed combination of classic design and warmth.This stunning residence encased in oversized custom European windows and flooded with natural light has been thoughtfully designed to create the perfect floorplan for both everyday comfort and function. Upon entering through the wraparound

  Kimberly Brychel @properties Christie's International Real Estate

  4256 N Keeler Ave, Chicago, IL 60641
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  /29

  $1,100,000

  • 5 Beds
  • 3 Baths

  4132 N Keeler Ave, Chicago, IL 60641

  The Ropp-Grabil House is a true piece of Chicago history. Built circa 1871, it was part of the first wave of development in the Irving Park neighborhood. Designed in the Italianate style, the home features oriel windows, bracketed eaves, and a distinctive cupola. Meticulously restored, it preserves its original grandeur while seamlessly integrating modern amenities. Nestled on a lushly

  Tamara Kasey Compass

  4132 N Keeler Ave, Chicago, IL 60641
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  /33

  $699,000

  • 5 Beds
  • 3 Baths
  • 2,982 Sq Ft

  6319 N Whipple St, Chicago, IL 60659

  Seeing is believing, Do not missed this opportunity.Make an appointment for tour asap.The suprises are waiting for the future owner is incredible. A total turn key opportunity for next occupant. A great satisfaction and pleasure could be found in this property. So, get prepared for surprise. This step ranch offers an excellent space,and great functionality as soon you walkin to this

  Mohammed Chowdhury Equity Market Realty Inc.

  6319 N Whipple St, Chicago, IL 60659
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  /45

  $715,000

  • 5 Beds
  • 3 Baths
  • 2,250 Sq Ft

  2656 W Coyle Ave, Chicago, IL 60645

  Welcome to this stunning five-bedroom, three-bath Jumbo Chicago Brick Bungalow, perfectly located on a corner lot along a peaceful, tree-lined street. The spacious first floor features a welcoming foyer, beautifully refinished hardwood floors, and elegant crown molding throughout. The eat-in kitchen is equipped with stainless steel appliances and a built-in butler's pantry. The sunny living room

  Acimina Bachas Duarte Realty Company

  2656 W Coyle Ave, Chicago, IL 60645
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  /27

  $695,000

  • 5 Beds
  • 3 Baths
  • 2,613 Sq Ft

  5171 W Montrose Ave, Chicago, IL 60641

  Stunning 5-Bedroom Home in Portage Park on an extra wide lot! Completely renovated down to the studs, this 5-bedroom, 3-bathroom home blends high-end finishes with thoughtful design and modern convenience. This meticulously maintained, architect-designed, architect-owned home that is drenched in sunlight from 3 unobstructed sides will have you enjoying space both inside and out. Step inside to

  Tatiyana Piper Berkshire Hathaway HomeServices Starck Real Estate

  5171 W Montrose Ave, Chicago, IL 60641
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  /19

  $699,900

  • 6 Beds
  • 4 Baths
  • 3,900 Sq Ft

  5529 W Cornelia Ave, Chicago, IL 60641

  Welcome to this stunning, fully rehabbed single-family brick octagonal bungalow, where timeless architecture meets modern living. This beautifully updated home features six spacious bedrooms and four full bathrooms, offering ample room for comfortable living. The main level welcomes you with a bright, open-concept living and dining area, perfect for gatherings and everyday enjoyment. The

  Ryan Casper eXp Realty, LLC

  5529 W Cornelia Ave, Chicago, IL 60641
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  /40

  $739,000

  • 5 Beds
  • 4 Baths
  • 3,426 Sq Ft

  1933 N Nordica Ave, Chicago, IL 60707

  This beautiful brick classic Tudor nestles on a deep double lot in the Galewood Neighborhood of Chicago. Experience a suburban feel with city benefits. This home features exquisite architectural detail including coved ceilings & arched doors, two fireplaces, hardwood floors, zoned heating & air, 200 amp electrical service, a steam shower, oversized bedrooms, wood paneled three season porch, eat

  Matthew Walton Current Properties LLC

  1933 N Nordica Ave, Chicago, IL 60707
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  /30

  $589,000

  • 7 Beds
  • 4.5 Baths
  • 5,100 Sq Ft

  3936 S King Dr Unit JR, Chicago, IL 60653

  Historic Greystone with Iconic Chicago Legacy - Bronzeville. Step into history with this grand 3-story Greystone, formerly the residence of Harold Washington, Chicago's first Black mayor. Nestled in the vibrant Bronzeville community, this architectural masterpiece boasts original, timeless features that will captivate anyone seeking vintage charm. The home exudes elegance with inlaid wood floors,

  Paulette Edwards Coldwell Banker Realty

  3936 S King Dr Unit JR, Chicago, IL 60653
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  /54

  $3,100,000

  • 5 Beds
  • 5.5 Baths
  • 4,700 Sq Ft

  128 S Green St Unit 5AB, Chicago, IL 60607

  Centrally located in the vibrant West Loop, this remarkable 5-bedroom, 5.1-bathroom residence offers luxurious single-level living. The crowning jewel is its exclusive 1000 SQFT rooftop deck, seamlessly blending indoor and outdoor living spaces. Meticulously designed and impeccably executed, this rooftop oasis is tailored for entertaining, featuring Smart Home integrated outdoor entertainment

  Carrie McCormick @properties Christie's International Real Estate

  128 S Green St Unit 5AB, Chicago, IL 60607
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  /26

  $624,999

  • 5 Beds
  • 4 Baths
  • 4,012 Sq Ft

  604 N Latrobe Ave, Chicago, IL 60644

  Experience contemporary elegance in this Newly Constructed 5-bedroom, 4-bathroom residence, meticulously designed for both comfort and sophistication. Spanning over 4,000 square feet, this home offers an array of upscale amenities, including a rooftop retreat and a fully finished basement equipped with a sleek wet bar, 2 car detached garage in the sought-after Austin Area. Key Features: Gourmet

  Jonathan Minerick Homecoin.com

  604 N Latrobe Ave, Chicago, IL 60644
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  /42

  $559,900 Open Sat 12PM - 2PM

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

  4249 N Central Park Ave, Chicago, IL 60618

  Income-Generating 3 Level Home, Perfect for Investors, Airbnb Hosts, or Multigenerational Living! This recently rehabbed 5BD/3BA home spans 3 separate living areas, each with its own fully equipped kitchen. It's ideal for investors, short-term rentals, house hacking, or extended family living. The main level features 9' ceilings, solid oak hardwood floors, and oversized windows that flood the

  Ryan McKane Redfin Corporation

  4249 N Central Park Ave, Chicago, IL 60618
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  /37

  $670,000

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

  5815 N Merrimac Ave, Chicago, IL 60646

  Stunning Brick English Tudor in Coveted Norwood Park! Step into this beautifully renovated English Tudor, where classic charm meets modern luxury. Every detail of this home has been thoughtfully updated, starting with a brand-new kitchen featuring sleek quartz countertops, stylish backsplash, and high-end stainless steel LG appliances.Throughout the home, you'll find gorgeous refinished hardwood

  Terry Hegarty eXp Realty, LLC

  5815 N Merrimac Ave, Chicago, IL 60646
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  /37

  $849,000

  • 5 Beds
  • 3.5 Baths
  • 4,139 Sq Ft

  3443 S Indiana Ave, Chicago, IL 60616

  Experience this Luxurious single-family home in the vibrant city of Chicago's Gap Neighborhood. Spanning an impressive 4,200 square feet, this residence offers a harmonious blend of modern luxury and timeless elegance. With five spacious bedrooms and 3.5 bathrooms, this home is perfect for those seeking both comfort and style. The meticulously renovated baths, featuring marble finishes and a

  Michael Giliano Compass

  3443 S Indiana Ave, Chicago, IL 60616
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  /36

  $879,000

  • 5 Beds
  • 4.5 Baths
  • 3,452 Sq Ft

  5524 W Byron St, Chicago, IL 60641

  Welcome to this breathtaking, completely renovated brick bungalow in a sought-after Chicago, Portage Park neighborhood. Boasting over 3,000 sq ft of meticulously designed living space, this home offers 5 spacious bedrooms and 4.5 luxurious bathrooms, making it the perfect blend of modern comfort and classic charm. Every inch of this property has been thoughtfully transformed with high-end

  Dora Karlos Berkshire Hathaway HomeServices Starck Real Estate

  5524 W Byron St, Chicago, IL 60641
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  /31

  $2,650,000

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

  1157 W Erie St Unit 6, Chicago, IL 60642

  Perfectly located on the border of River West and West Loop, in an exclusive boutique building with only nine residences, this exceptional full-floor penthouse redefines luxury living. Over 4,800 square feet and accessible via a private elevator, this home boasts unparalleled city views and a rare, expansive private rooftop terrace, all thoughtfully designed to make the most of every square foot.

  Emily Sachs Wong @properties Christie's International Real Estate

  1157 W Erie St Unit 6, Chicago, IL 60642
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  /38

  $819,000

  • 5 Beds
  • 3.5 Baths
  • 3,024 Sq Ft

  10731 S Troy St, Chicago, IL 60655

  BETTER THAN NEW CONSTRUCTION! This stunning 5-bedroom, 3.5-bath home sits on a rare DOUBLE LOT in highly sought-after Mount Greenwood School District and is packed with upgrades you won't find anywhere else! Step inside to find real hardwood floors throughout the first floor, a showstopping staircase, and an open-concept kitchen with a massive island, seating, stainless steel appliances, and a

  Stefanie Campbell @properties Christie's International Real Estate

  10731 S Troy St, Chicago, IL 60655
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  /52

  $895,000

  • 5 Beds
  • 3 Baths
  • 2,199 Sq Ft

  3751 N Harding Ave, Chicago, IL 60618

  Discover this beautifully updated 5-bedroom, 3-bathroom corner lot home in Chicago's desirable Villa District. Blending historic charm with modern upgrades, this home features a fully renovated second-floor hallway and bath (2023), a finished basement with a full bath and sauna, and new triple-pane windows throughout most of the home, preserving select historic details. Recent updates include

  Jessy Perez Berkshire Hathaway HomeServices Chicago

  3751 N Harding Ave, Chicago, IL 60618
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  /15

  $725,000

  • 5 Beds
  • 3 Baths
  • 2,462 Sq Ft

  2325 W Winnemac Ave, Chicago, IL 60625

  LOOK AT THIS 5 BED 3 BATH HOME 50x99 LOT HERE! USE YOUR IMAGINATION BUILDERS, REHABBERS, DEVELOPERS, OR ANYONE WHO WANTS TO PUT THEIR PERSONAL TOUCHES INSIDE THIS EXPANSIVE HOME ON THIS MASSIVE 50x99 LOT! OR, POTENTIALLY DIVIDE INTO 2 PARCELS AND BUILD 2 NEW HOMES OR MULTI UNITS! OR EVEN JUST BUILD A NEW MASSIVE HOME, THE OPPORTUNITIES ARE ENDLESS HERE! CONVENIENTLY SITUATEX NEAR LOCSL

  Misael Chacon Beycome brokerage realty LLC

  2325 W Winnemac Ave, Chicago, IL 60625
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  /10

  $290,000

  • 7 Beds
  • 3 Baths

  1506 N Mayfield Ave, Chicago, IL 60651

  North Austin 2-Flat with additional Basement Unit - Great Investment Opportunity! This solid brick 2-flat in North Austin offers two spacious units plus a garden apartment in the basement. The first-floor unit and basement are currently occupied by non-paying tenants - buyer will assume responsibility for the occupants. The second-floor unit is vacant, in decent condition, and can be

  Bobby Vasilev Remax Future

  1506 N Mayfield Ave, Chicago, IL 60651
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  /16

  $1,299,000

  • 11 Beds
  • 8 Baths

  4906 N Whipple St, Chicago, IL 60625

  Prime Investment Opportunity in Albany Park! This fully rented 4-unit building offers an incredible opportunity for investors or those looking to convert into condos for a fantastic return. The property features three spacious 3-bedroom, 2-bathroom units, each thoughtfully updated with gleaming hardwood floors, recessed lighting, and modern kitchens equipped with stainless steel appliances. Each

  Sylwia Machnik Exit Realty Redefined

  4906 N Whipple St, Chicago, IL 60625
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  /17

  $179,900

  • 5 Beds
  • 5 Baths

  Unlisted Address

  Located in the hotter than hot East Woodlawn community this building provides a unique opportunity to a buyer who has vision for finishing a project! The home is a brick two unit which was in the midst of renovations, the home can be kept as a two unit or very easily turned into a single family residence! The main level unit has been duplexed to the second floor to create a single family like

  Ryan Smith RE/MAX Properties

  Unlisted Address
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  /32

  $365,000

  • 5 Beds
  • 2 Baths
  • 2,300 Sq Ft

  5336 S Harding Ave, Chicago, IL 60632

  Prime West Elsdon, Five-step raised ranch with a recently finished lower level, set on a wide lot. Ideally located with walkable access to Pulaski Avenue, a nine-minute walk to the Orange Line, and a seven-minute drive to Midway Airport. This move-in ready, all-brick home has been carefully maintained with many recent updates and offers upper and lower living areas-ideal for related living,

  Santiago Valdez Compass

  5336 S Harding Ave, Chicago, IL 60632

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