5-Bedroom Homes for Sale in Chicago, IL

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  /38

  $729,900

  • 6 Beds
  • 4 Baths
  • 3,605 Sq Ft

  5901 W Foster Ave, Chicago, IL 60630

  Welcome to this stunning 6 bedroom, 4 bathroom home that blends modern updates with timeless charm. Situated on a rare double wide lot, this property offers unique space and versatility not often found in the neighborhood. Recently renovated, the home boasts an open floor plan with three separate living spaces, offering the perfect combination of comfort and flexibility for today's lifestyle.

  Thomas Ennessy REVV Realty LLC

  5901 W Foster Ave, Chicago, IL 60630
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  /35

  $649,000

  • 5 Beds
  • 4 Baths
  • 2,875 Sq Ft

  7440 S Oglesby Ave, Chicago, IL 60649

  Luxury not often found at twice the price! Welcome to 7440 South Oglesby Avenue, an extraordinary, masterfully reimagined brick bungalow nestled on a tranquil, tree-lined street. This remarkable residence, with its stunning blend of classic design and luxurious modern amenities, offers over 3,000 square feet of living space, five spacious bedrooms, and four spa-inspired bathrooms-perfect for a

  Wayne Beals Exit Strategy Realty / EMA Management

  7440 S Oglesby Ave, Chicago, IL 60649
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  /28

  $775,000

  • 5 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  9305 S Hoyne Ave, Chicago, IL 60643

  Rarely Available, Updated Multi-Story Home with Timeless Finishes This exceptional multi-story home, rarely available in today's market, offers an expansive and thoughtfully designed layout featuring 4 to 5 bedrooms, ideal for modern living. Located on a generously sized lot, close to schools, this residence combines both comfort and elegance with timeless finishes throughout. The main

  Thomas O'Connor Berkshire Hathaway HomeServices Chicago

  9305 S Hoyne Ave, Chicago, IL 60643
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  /20

  $775,000

  • 5 Beds
  • 3 Baths

  5151 W Winona St, Chicago, IL 60630

  Welcome to this exquisite agent-owned residence located in the heart of Jefferson Park. This spacious home offers 5 bedrooms and 3 full bathrooms, perfectly accommodating family living and entertaining. As you step through the foyer, you're greeted by beautiful hardwood floors that flow seamlessly into the open-concept living, dining, and kitchen areas. The main level features a convenient

  Richard Kasper Compass

  5151 W Winona St, Chicago, IL 60630
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  /42

  $675,000

  • 5 Beds
  • 4.5 Baths
  • 1,100 Sq Ft

  5850 S Indiana Ave, Chicago, IL 60637

  Family moments are best spent at HOME and I'm here to tell you that this is the HOME of your dreams. This expansive residence sits in an oversized lot (32X150) and offers eight generously sized bedrooms (5 above grade and 3 in basement) plus a loft currently serving as an office, and a TV Room/Den along with 4.5 impeccably updated bathrooms (one of them in the basement). The main level flows with

  Karla Mina MPower Residential Brokerage LLC

  5850 S Indiana Ave, Chicago, IL 60637
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  /30

  $795,000

  • 5 Beds
  • 4 Baths
  • 4,752 Sq Ft

  8021 W Rascher Ave, Chicago, IL 60656

  OVERSIZED CUSTOM HOME in PRIME LOCATION- MAINE SOUTH DISTRICT, NEAR O'HARE 7 DOWNTOWN. Welcome to 8,158 sq ft of land and almost 5,000 sq ft of house potential in one of the most desirable areas - Norwood Park Township. Just minutes from O'Hare and the Blue Line, and easy access to downtown Chicago, this move-in-ready home offers the space, layout, and location you've been waiting for-with room

  Craig Fallico Baird & Warner

  8021 W Rascher Ave, Chicago, IL 60656
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  /27

  $799,900

  • 5 Beds
  • 3 Baths
  • 3,659 Sq Ft

  4025 N Menard Ave, Chicago, IL 60634

  Stunning Oversized Historic Brick Bungalow on a Rare Double Lot! Experience the perfect blend of historic charm and modern convenience in this authentic 6-bedroom, 3-bathroom home, proudly recognized by the Chicago Brick Bungalow Society. Being sold for the first time in over 50 years, this property is rich in character, showcasing beautifully preserved doors, intricate moldings, hardwood floors,

  Heidi Manczko @properties Christie's International Real Estate

  4025 N Menard Ave, Chicago, IL 60634
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  /27

  $599,900

  • 6 Beds
  • 2.5 Baths
  • 2,836 Sq Ft

  3013 N Oriole Ave, Chicago, IL 60707

  WELCOME to this charming two story home with 6 bedrooms and full finished basement.The main level has 2 bedrooms and three bedrooms are on the second level.The kitchen with granite countertops, backsplash, SS appliances. Hardwood flooring throughout.Master bedroom with vaulted ceiling. Enjoy life's daily pleasures like morning coffee or summer evening refreshment on your deck. Two car

  Dorota Lason United Real Estate Elite

  3013 N Oriole Ave, Chicago, IL 60707
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  /46

  $699,000

  • 5 Beds
  • 3.5 Baths
  • 3,290 Sq Ft

  6626 S Ingleside Ave, Chicago, IL 60637

  BEAUTIFUL FURNISHED MODEL NOW OPEN! BRAND NEW CONSTRUCTION...IN POPULAR WOODLAWN NEIGHBORHOOD! READY FOR MOVE-IN! Contemporary 5BR/3.5BA features modern design and stunning finishes. Including; spacious kitchen with white shaker style cabinetry, stainless steel appliances w/beverage cooler, breakfast bar, & STUNNING BRAND NEW CONSTRUCTION IN THE HIGHLY DESIRABLE WOODLAWN NEIGHBORHOOD! MOVE-IN

  Duval Williams @properties Christie's International Real Estate

  6626 S Ingleside Ave, Chicago, IL 60637
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  /51

  $669,900

  • 8 Beds
  • 3 Baths
  • 3,837 Sq Ft

  5019 N Kostner Ave, Chicago, IL 60630

  Charming and Spacious North Mayfair Brick Bungalow A rare oversized bungalow with 8 bedrooms, 3 full bathrooms, and 3,800 sq. ft. of living space, located directly across from Palmer Elementary School. With three fully finished levels and thoughtful updates throughout, this move-in ready home is perfect for large or multi-generational families. Recent Updates: New roof, windows, living &

  Tu Nguyen Century 21 Circle

  5019 N Kostner Ave, Chicago, IL 60630
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  /40

  $729,900

  • 5 Beds
  • 4 Baths
  • 3,930 Sq Ft

  3129 N Oconto Ave, Chicago, IL 60707

  Move right into the gorgeous, custom-built, only 20-year-old home in the vibrant Belmont Heights! This fabulous home features 6 Bedrooms, 4 Full Baths, an open floor plan, and a hardwood floor throughout the 1st and 2nd levels. The 9-foot ceiling (8.5 FT in the Basement) and an abundance of natural sunlight contribute to a warmth and spacious feel. The Kitchen features a center island, SS

  Katherine Shubert City Homes Real Estate, Inc.

  3129 N Oconto Ave, Chicago, IL 60707
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  /33

  $629,900

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

  6319 N Whipple St, Chicago, IL 60659

  This is the one Experience the timeless elegance with stunning modern design.!Move in condition ! Meticolously done Spacious,Elegant, quality crftmanship! 5 bedroom & 3 Full baths,Finished basement with a modern bath and nice size bedroom also basement entrance.The suprises are waiting for the future owner is incredible. A total turn key opportunity for next occupant. A great satisfaction and

  Mohammed Chowdhury Equity Market Realty Inc.

  6319 N Whipple St, Chicago, IL 60659
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  /36

  $549,900

  • 6 Beds
  • 3 Baths
  • 3,199 Sq Ft

  1720 N Major Ave, Chicago, IL 60639

  AN AMAZING TWO STORY HOME, LARGE SINGLE FAMILY BRICK BUNGALOW. FEATURING 9 BEDROOMS, 3 FULL BATHS, FULL FINISHED BASEMENT WITH 3 BEDROOMS, FULL BATH, AND HUGE FAMILY ROOM 2ND FLOOR INCLUDES 3 GENEROUSLY SIZED BEDROOMS, LARGE FAMILY ROOM, FULL BATH W/ JACUZZI AND HUGE WALK-IN CLOSET OR CAN BE A BEDROOM. THERE ARE GLEAMING HARDWOOD FLOORS IN THE LIVING ROOM, DINING ROOM AND BEDROOMS. 5 CAR SPACE IN

  Kawther Salem Beaulieu Real Estate

  1720 N Major Ave, Chicago, IL 60639
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  /25

  $1,500,000

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

  6425 N Tower Ct, Lincolnwood, IL 60712

  Located in Lincolnwood's premier neighborhood, The Towers, this exceptionally well built, expansive home offers luxury, space, and thoughtful design throughout. The recently updated eat-in kitchen features Wolf and Sub-Zero appliances, granite countertops, custom cabinetry, a butlers pantry and a walk-in pantry. The family room includes a fireplace, warm wood floors, and floor-to-ceiling windows

  Juliana Yeager @properties Christie's International Real Estate

  6425 N Tower Ct, Lincolnwood, IL 60712
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  /41

  $820,000

  • 5 Beds
  • 4 Baths
  • 2,228 Sq Ft

  7630 N Oleander Ave, Niles, IL 60714

  3,258 Sq Ft of Timeless Elegance awaits you at 7630 N Oleander, a rare offering that combines sophistication, comfort, and an unmatched location. This expansive 5-bedroom, 4-bathroom residence is thoughtfully designed with a full finished basement capitulating a full bathroom and full kitchen and a 2-car garage, ensuring both functionality and refined living. The chef's kitchen is appointed with

  Jennifer Haug HomeSmart Connect

  7630 N Oleander Ave, Niles, IL 60714
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  /11

  $175,000

  • 5 Beds
  • 2 Baths
  • 1,509 Sq Ft

  6939 S Ada St, Chicago, IL 60636

  SPACIOUS 5 BED 2 BATH HOME WITH HARDWOOD FLOORING. LARGE REAR PORCH AND YARD AREA WITH PARKING PAD. POTENTIAL FOR A 6TH BEDROOM ON THE 2ND FLOOR. UNFINISHED BASEMENT AWAITS YOUR CREATIVE IDEAS. SUPER LOW TAXES UNDER 700 PER YEAR

  Joseph Konney Top Care Realty LLC

  6939 S Ada St, Chicago, IL 60636
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  /23

  $950,000

  • 6 Beds
  • 3 Baths

  4850 N Rockwell St, Chicago, IL 60625

  Introducing this classic 3 unit brick building...situated on a lovely tree-lined street in the heart of Lincoln Square. Fully occupied and well-maintained, this building offers a tremendous investment opportunity. All 3 units are 2 bedroom / 1 bathroom layouts and are very spacious in size (almost 1400 sqft). Each apartment gets great natural light and has a separate living room, dining room and

  Owen Duffy Fulton Grace Realty

  4850 N Rockwell St, Chicago, IL 60625
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  /32

  $515,000

  • 8 Beds
  • 3 Baths

  1510 S Hamlin 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 updates in 2017 Roof, complete tear-off w/ new membrane w/ 1/2" insulation in 2017 with fresh silver coating applied in 2022,All Low-E Argon gas double hung windows.Basement floor dug w/new sewer line,2022 new glass block windows,2/3 of basement has

  Clemente Lopez Chicagoland Brokers, Inc.

  1510 S Hamlin Ave, Chicago, IL 60623
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  /50

  $375,000

  • 5 Beds
  • 2 Baths
  • 1,600 Sq Ft

  6540 S Vernon Ave, Chicago, IL 60637

  Beautifully updated home situated on a spacious double lot, offering plenty of outdoor space and ample street parking. This 5-bedroom, 2-bath property features generous living, dining, and family rooms, providing flexibility and comfort for everyday living. For added convenience, a washer and dryer are included. With its updates and roomy layout, this home is move-in ready and perfect for a

  Erika Villegas Re/Max In The Village

  6540 S Vernon Ave, Chicago, IL 60637
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  /47

  $545,000

  • 5 Beds
  • 3 Baths

  3623 S Emerald Ave, Chicago, IL 60609

  Welcome to 3623 S. Emerald Avenue, a beautifully updated brick two-flat in the heart of Bridgeport. With its classic Chicago facade, bold yellow entry doors, and modern interiors. This property is ideal for both investors and owner-occupants seeking style, comfort, and income potential. Each unit offers a modern layout with tall ceilings, hardwood floors, and oversized windows that fill the space

  Brian Aurelio @properties Christie's International Real Estate

  3623 S Emerald Ave, Chicago, IL 60609
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  /21

  $1,350,000 Open Sat 12PM - 2PM

  • 8 Beds
  • 4 Baths

  1431 N Maplewood Ave, Chicago, IL 60622

  Stunning Greystone 3-Flat with spacious units, a 2-car garage, and strong in-place rental income. Fully updated with new mechanicals, plumbing, and electrical, this turnkey property ensures low maintenance for years ahead. Unit 1 (3BD/2BA Duplex-Down, $3,200/mo) features hardwood floors, a granite/stainless kitchen, private deck, spa-like marble baths, radiant heated concrete floors on the lower

  Tim Stassi Dwell One Realty

  1431 N Maplewood Ave, Chicago, IL 60622
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  /39

  $4,250,000

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

  2730 N Magnolia Ave Unit 32, Chicago, IL 60614

  Enjoy living on an extra wide, 40' lot on this beautiful Lincoln Park tree lined block. This newer construction custom home feels very current and well as totally timeless. An inviting front porch is the perfect place to relax and also welcomes you into this classically designed space. The width can be felt immediately and allows for grand room sizes and perfect spaces for entertaining as well as

  Emily Sachs Wong @properties Christie's International Real Estate

  2730 N Magnolia Ave Unit 32, Chicago, IL 60614
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  /9

  $250,000

  • 6 Beds
  • 2 Baths

  4643 W Monroe St, Chicago, IL 60644

  This Two unit brick property with 2 Car garage offers great potential! Both units are occupied by MTM tenants! Both Units need to be updated. First floor has 3 bedrooms and 1 bathroom. Second floor offers 3 bedrooms and 1 bathroom. Both units include separate living and dining rooms plus back porch. Full unfinished basement has a separate entrance and exit along with a kitchen, bathroom, and

  Autoria Morrow A Morrow Properties

  4643 W Monroe St, Chicago, IL 60644
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  /25

  $689,000 Open Sat 11AM - 1PM

  • 5 Beds
  • 3 Baths

  2032 N Whipple St, Chicago, IL 60647

  Don't miss this rare opportunity to own a move-in ready, income-producing two-flat in Logan Square! Perfectly situated on one of the most charming blocks of North Whipple, right off Palmer Square Park & near the 606, this meticulously rehabbed (2014) property combines timeless character with modern updates. The main-floor unit offers 2 bedrooms/1 bath (previously rented at $1,850), while the

  Michael Adams Baird & Warner

  2032 N Whipple St, Chicago, IL 60647
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  /26

  $150,000

  • 5 Beds
  • 2 Baths

  5750 S Paulina St, Chicago, IL 60636

  2-Flat in North Englewood. 2-beds, 1-bath in the main level and 3-beds, 1 bath in the second level. Unfinished basement provides additional space for storage or future use. Exterior features include a fenced backyard and a 2-car parking space in the back. Property is in need of TLC. **Estate sale, sold as-is.**

  Ashley Kaehn Compass

  5750 S Paulina St, Chicago, IL 60636
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  /49

  $2,400,000

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

  4730 S Greenwood Ave, Chicago, IL 60615

  A Timeless Treasure in Kenwood - Where History Meets Modern Luxury. After a meticulous two-year renovation, this historic urban estate once again shines in all its grandeur - an extraordinary blend of early 20th-century elegance and contemporary design, nestled on an expansive 50 x 300-foot lot in the heart of the Kenwood Historic District. Originally built in 1904, J.B. Cole's residence was

  Susan O'Connor Berkshire Hathaway HomeServices Chicago

  4730 S Greenwood Ave, Chicago, IL 60615
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  /24

  $699,000

  • 7 Beds
  • 3 Baths

  7027 W Diversey Ave, Chicago, IL 60707

  Great Investment Opportunity in Monclare! This legal three-flat is beautifully maintained and offers two spacious 3-bedrooms, 1-bath units and one 1-bedroom, 1-bath unit. Features include a utility room with a coin-operated washer and dryer, a newer roof, new concrete, a new chimney, fresh paint, 2 detached car garages, and a large backyard. Building systems include three boilers for heat, three

  Andrea Hernandez xr realty

  7027 W Diversey Ave, Chicago, IL 60707
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  /15

  $1,500,000

  • 9 Beds
  • 7 Baths

  1045 N California Ave, Chicago, IL 60622

  Booming California/Augusta corridor new construction contemporary style (true) four unit building. Property consists of three oversized 3b/2b units with 12' ceilings on all floors and one wonderful commercial space with long term tenant. Three parking spaces in rear, two of which are tandem. Penthouse unit has rooftop access with an additional office/den area. Rooftop has incredible downtown

  Adam Max Compass

  1045 N California Ave, Chicago, IL 60622
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  /16

  $1,800,000

  • 9 Beds
  • 6 Baths

  1343 N Western Ave, Chicago, IL 60622

  Rare Wicker Park opportunity - four oversized luxury 3BD/2BA units in a 2020 new-construction building originally designed as condos. Modern layouts with quartz waterfall countertops, stainless appliances, in-unit laundry, designer baths & private balconies. All utilities separately metered. Three rear parking spaces offer added income. Current rents are below market, creating upside for

  Adam Max Compass

  1343 N Western Ave, Chicago, IL 60622
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  /3

  $164,900

  • 5 Beds
  • 2 Baths

  7958 S Kingston Ave, Chicago, IL 60617

  Attention Investors! Solid 2-flat with tons of potential-bring your vision and finishing touches to unlock full ARV. Property features spacious units with good natural light, hardwood floors, and accent wall in the living area. The layout offers strong rental potential once rehabbed. Some repairs have been started, but additional work is needed. Large windows, private decks, and a functional

  Arthur Weller eXp Realty

  7958 S Kingston Ave, Chicago, IL 60617
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  /21

  $790,000 Open Sun 10AM - 12PM

  • 8 Beds
  • 3 Baths

  2754 W Giddings St, Chicago, IL 60625

  Come check out this legal 3-unit located in prime Lincoln Square! Perfect for an owner-user or investor! Units 2 & 3 are comprised of 3-bedrooms and 1-bathroom with approximately 1,700-square feet each. Garden unit is a 2-bedroom / 1-bath. All units have individual washer and dryers! Unit 3 was renovated in 2020 with new kitchen, Garden unit was renovated in 2022 and Unit 2 was renovated in 2017

  Kelsey Zurweller Horvath & Tremblay IL, LLC

  2754 W Giddings St, Chicago, IL 60625
• 

  /2

  $382,900

  • 9 Beds
  • 3 Baths

  7052 S Normal Blvd, Chicago, IL 60621

  Come and view your new home today in the heart of Englewood! This fully insulated remodeled spacious 2-Flat has been properly permitted and inspected, features 9 nice sized bedrooms, one full bath on each floor. Each kitchen features granite counter tops, stainless steel appliances, microwave, beautiful 42' custom cabinets providing tons of storage along with separate dining and living room

  EFREM LAMBERT Anchor Realty Group, Inc

  7052 S Normal Blvd, Chicago, IL 60621
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  /28

  $499,000 Open Sat 10AM - 12PM

  • 6 Beds
  • 4 Baths

  1302 W 98th Place, Chicago, IL 60643

  Rarely available! Nestled on a quiet block in the Washington Heights neighborhood, this lovely 4-unit brick building presents a remarkable opportunity for a savvy investor or homeowner! This income producing property features three 2-bedroom units, and one spacious 1-bedroom unit. One of the units has been recently renovated and the other units have long term, stable tenants in place! 3 out of 4

  Rashauna Scott Keller Williams ONEChicago

  1302 W 98th Place, Chicago, IL 60643
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  /17

  $115,000

  • 6 Beds
  • 2 Baths

  3912 W Arthington St, Chicago, IL 60624

  Two Flat with large spacious rooms. Six Bedrooms Two Bathrooms with a Full Basement. Each unit has 3BR/1 bath. Separate access to the basement through the rear and front of the property. Seller requires that all individuals that get access to the property must sign and date the Disclosure and Releases. Additional Information Tab. Completed documents need to be emailed to the Listing Agent prior

  Scott Newman Keller Williams ONEChicago

  3912 W Arthington St, Chicago, IL 60624
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  /45

  $2,125,000

  • 6 Beds
  • 7 Baths

  548 W Fullerton Pkwy, Chicago, IL 60614

  548 Fullerton is a legal 3 flat with RM-5 zoning on 175' deep lot, generating $169,740 in rental income! Units 1 + 2 are full floor units. The third floor is currently configured as 2 separate units counted as one + the rental income and details are combined as one unit #3 in details. Lastly the garden studio apartment currently generates 21,600 and is included in the total income of unit 1.

  Klopas Stratton Team Jameson Sotheby's Int'l Realty

  548 W Fullerton Pkwy, Chicago, IL 60614
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  /2

  $635,000

  • 8 Beds
  • 3 Baths

  2434 W Pershing Rd, Chicago, IL 60632

  Sturdy brick legal 2 flat building with a finished basement in Brighton Park. Spacious units that offer living room, dining room , kitchen , bath and 3 bedrooms . Full finished basement offers 2 bedrooms and 1 bathroom. Tenants pay their own utilities. Each have separate mechanicals. The owner has kept up the building and it's ready for the next investor. Recent updates include furnaces and

  Taurino Morales Keller Williams Preferred Realty

  2434 W Pershing Rd, Chicago, IL 60632
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  /9

  $215,000

  • 5 Beds
  • 2 Baths

  33 W 112th Place, Chicago, IL 60628

  Amazing investment opportunity! Framed 2 flat offering main floor 2 bed 1 bath currently on month to month 1200 per month Sec 8. 2nd floor 3 bed 1 bath in process of a refresh. Each unit has separate electric, HWH, and heat. Full unfinished basement. Enjoy current cash flow or make it your own investment.

  Mark Rantis Keller Williams Success Realty

  33 W 112th Place, Chicago, IL 60628
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  /28

  $735,000

  • 6 Beds
  • 8 Baths

  3920 N Austin Ave, Chicago, IL 60634

  First time on market in over 25 yrs.!! This is a fantastic opportunity for a owner occ or investor. This Brick 4 unit has 4 separate gas forced (HVAC) systems, 4 hot water heaters and seporate elect. Possibility for duplexing down basement. Roof is 9 yrs, windows aprox 7 yrs, many other updates have been done over the past couple years. Coin laundry owned by seller, great extra income. Rents

  Mark Chereso Gateway Realty LLC

  3920 N Austin Ave, Chicago, IL 60634
• 

  

  /29

  $449,700

  • 5 Beds
  • 2 Baths

  2443 W Arthington St, Chicago, IL 60612

  Beautiful 2 unit with both units occupied. Leases are currently month to month in case you would like to occupy one of the units yourself, while renting the other one out! If you would like both tenants to sign a one year lease, they are also willing to do that. Tenants pay gas and electric, and owner pays for the common lighting electricity (only 200 dollars so far for the year) and water. Great

  Neil Gates Chase Real Estate LLC

  2443 W Arthington St, Chicago, IL 60612
• 

  

  /31

  $545,000

  • 6 Beds
  • 3 Baths

  3529 W 63rd Place, Chicago, IL 60629

  AMAZING OPPORTUNITY TO OWN THIS HUGE BRICK 2 FLAT!! 3 BEDROOM APARTMENTS WITH 1 BATH EACH. CENTRAL HEAT AND BEAUTIFUL HARDWOOD FLOORS WITH LARGE LIVING ROOMS AND DINING ROOMS!! SEPARATE UTILITIES!! FINISHED BASEMENT WITH FULL BATH!!

  Hill Torres Urbanitas Inc.

  3529 W 63rd Place, Chicago, IL 60629

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