5-Bedroom Homes for Sale in Cook County IL

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  /20

  $1,695,000

  • 5 Beds
  • 3.5 Baths
  • 4,100 Sq Ft

  9725 Woods Dr Unit 1913, Skokie, IL 60077

  MUST SEE THIS LUXURY AND ELEGANT PENTHOUSE ON THE 19TH FLOOR OF AN APARTMENT BUILDING. IT IS ONE OF THE LARGEST AND BEAUTIFUL RESIDENCES IN OPTIMA.OVER 4100 SQ FT OF LIVING AREA WITH PANORAMIC VIEWS.VERY PRIVATE. A LOT OF CUSTOM-MADE ITEMS LIKE WINDOW TREATMENTS, DESIGNER BATH FINISHES WITH ATTENTION TO DETAIL, AND MORE. BOTH SUITES ARE SEPARATED BY THE KITCHEN/DINING ROOM/GREAT ROOM. KITCHEN

  Urszula Topolewicz United Real Estate Elite

  9725 Woods Dr Unit 1913, Skokie, IL 60077
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  /2

  $620,000

  • 8 Beds
  • 4 Baths

  1900 Scoville Ave, Berwyn, IL 60402

  Rare opportunity to own a cash-flowing 4-unit brick building in the heart of Berwyn, surrounded by constant rental demand and long-term growth potential. This solid 1920s 4-flat offers immediate income with tenants in place and plenty of upside for the savvy investor-add value with cosmetic upgrades, maximize rents, or create additional revenue streams through parking and laundry. With

  Sandra Dita Lopez Berkshire Hathaway HomeServices Chicago

  1900 Scoville Ave, Berwyn, IL 60402
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  /25

  $689,000

  • 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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  /15

  $415,000

  • 6 Beds
  • 3 Baths
  • 1,983 Sq Ft

  315 Cherrywood Rd, Buffalo Grove, IL 60089

  Spacious and updated 6-bedroom, 3-bath home in desirable Buffalo Grove. Features 2 main-level bedrooms and 4 upstairs, including a primary suite with a private en-suite bath. All bathrooms have been beautifully updated. Home includes an unfinished walk-out basement, a 1-car detached garage, and a fully fenced backyard-perfect for privacy and outdoor enjoyment.

  Nicole Tudisco Wheatland Realty

  315 Cherrywood Rd, Buffalo Grove, IL 60089
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  /37

  $549,000

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

  2009 Dundee Rd, Northbrook, IL 60062

  Move in condition ranch meticulously maintained with so much space! Living room/dining room combo. 3 beds on 1st floor and 1 full bath. Cozy family room with sliding door to large deck. High ceiling basement has family room with kitchenette, 2 spacious bedrooms, full bath with shower and laundry room. Recessed lighting throughout basement. PREMIUM 750 SQ. FT. 3 CAR BRICK GARAGE with heater

  Mary Beirne Baird & Warner

  2009 Dundee Rd, Northbrook, IL 60062
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  /54

  $1,595,000

  • 5 Beds
  • 8 Baths
  • 8,800 Sq Ft

  628 Greenwood Rd, Northbrook, IL 60062

  Luxury Living at Its Finest - 5BR +2BD | 6.2BA | 3 car garage. almost 0.5-acre land. Introducing an unparalleled architectural gem. A stunning stone walkway framed by elegant brickwork welcomes you to this custom-built, over 8500-square-foot luxury residence featuring 7 spacious bedrooms, 6 full and 2 half baths. Step into the grand foyer adorned with marble flooring and a sweeping staircase,

  Elena Maliavina @properties Christie's International Real Estate

  628 Greenwood Rd, Northbrook, IL 60062
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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

  Michael 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

  Michael Max Compass

  1343 N Western Ave, Chicago, IL 60622
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  /45

  $1,850,000

  • 5 Beds
  • 5 Baths
  • 4,000 Sq Ft

  1712 W Fletcher St, Chicago, IL 60657

  Thoughtfully designed and pristinely kept, this 4000 SQFT, two-story single-family home is located on a quiet, tree-lined street in the sought-after Burley School District in West Lakeview. Clean lines and sophisticated detailing create a neutral, yet elegant design throughout this incredible home. The graciously sized living room welcomes you home and features a gas fireplace with marble

  Carrie McCormick @properties Christie's International Real Estate

  1712 W Fletcher St, Chicago, IL 60657
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  /41

  $1,795,000

  • 5 Beds
  • 4.5 Baths

  924 Chestnut Ave, Wilmette, IL 60091

  Just Listed! 924 Chestnut Avenue is a beautifully renovated and expanded 5-bedroom, 4.1 bath home in the highly sought-after CAGE neighborhood and super close to dreamy Chestnut Beach and the stunning up and coming Plaza de Lago! Step into the welcoming foyer and flow into the expansive living room featuring beautiful gas-log fireplace with stone surround and loads of natural light. You will love

  Frank Capitanini Compass

  924 Chestnut Ave, Wilmette, IL 60091
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  /31

  $340,000

  • 5 Beds
  • 2 Baths

  3820 S 57th Ave, Cicero, IL 60804

  Your opportunity to house hack has arrived! This property is perfect for an owner-occupant looking to live in one unit and rent out the other, or for an investor seeking to expand their portfolio. This classic brick two-flat features two units, including an updated first-floor unit with 2 bedrooms and 1 bath and a second-floor unit with 3 bedrooms and 1 bath. Both units showcase updated bathrooms

  Kevin Rodriguez RE/MAX FUTURE

  3820 S 57th Ave, Cicero, IL 60804
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  /52

  $2,950,000

  • 6 Beds
  • 5.5 Baths

  925 Ashland Ave, Wilmette, IL 60091

  In the heart of East Wilmette's coveted CAGE neighborhood, 925 Ashland seamlessly blends the timeless character of a 1920s brick home with the a complete gut-renovation and expansion (2019) by Elmshire Builders. Spanning four fully finished levels, no detail was overlooked. The first floor was thoughtfully designed for both everyday living and elegant entertaining. A gracious entry opens to

  Julie Fleetwood Jameson Sotheby's International Realty

  925 Ashland Ave, Wilmette, IL 60091
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  /27

  $1,899,000

  • 6 Beds
  • 4.5 Baths
  • 5,090 Sq Ft

  2252 Orrington Ave, Evanston, IL 60201

  Elegant, spacious, and full of light, 2252 Orrington is a 1915 Colonial sited on a 1/3 acre lot within blocks of Lake Michigan, downtown Evanston, and Northwestern University. Updated and beautifully restored, this stately home features 6+ bedrooms, main floor private office, formal living room, dining room, family room, and a large English eat-in kitchen with island. Wonderful details include

  Sally Mabadi Compass

  2252 Orrington Ave, Evanston, IL 60201
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  /16

  $990,000

  • 9 Beds
  • 6 Baths

  2448 W Grenshaw St, Chicago, IL 60612

  Fantastic investment opportunity with strong cash flow or an ideal owner-occupied property where the other two units cover the mortgage and still generate income. Conveniently located in the Tri Taylor/UIC Medical Center Neighborhood, this brick building is well-maintained on all four sides. It includes three separate PINs. Each of the three units features three spacious bedrooms and two

  Yusuf Ozer Troy Real Estate LLC

  2448 W Grenshaw St, Chicago, IL 60612
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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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  /19

  $399,900

  • 6 Beds
  • 2 Baths

  1801 Lyons St, Evanston, IL 60201

  Fantastic Opportunity in Evanston! This classic 2-flat offers incredible potential for the right buyer. Each spacious unit features 3 bedrooms and 1 bathroom, with plenty of natural light and a functional layout. The property includes a full unfinished basement, providing additional space for storage or future expansion. With some updates and vision, this property can be transformed into a

  David Dominguez Realty of America, LLC

  1801 Lyons St, Evanston, IL 60201
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  /21

  $790,000

  • 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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  /17

  $375,000

  • 6 Beds
  • 3 Baths
  • 2,137 Sq Ft

  2520 Dora St, Franklin Park, IL 60131

  Spacious 2-story brick ranch offering 2,137 sq ft of living space on an oversized 50x190 lot. This home features a formal dining room, kitchen, first-floor family room, 6 bedrooms, and 3 full baths plus a side drive leading to a 2.5-car detached garage. Nestled in a quiet neighborhood, this property is a true diamond in the rough-ready for your vision and updates. With its generous square footage

  Victor Aguilar Coldwell Banker Realty

  2520 Dora St, Franklin Park, IL 60131
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  /25

  $499,000

  • 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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  /7

  $225,000

  • 5 Beds
  • 3 Baths

  554 W 14th Place, Chicago Heights, IL 60411

  3 Unit building, FULLY occupied with tenants in each unit. Cash flowing multi unit building. The building was rehabbed in 2023 with new windows, new carpet, updated bathrooms.

  Vance Smith Infiniti Properties, Inc.

  554 W 14th Place, Chicago Heights, IL 60411
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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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  /33

  $295,000

  • 5 Beds
  • 3 Baths
  • 2,813 Sq Ft

  3363 S Manor Dr, Lansing, IL 60438

  Case #137-435648 Insured Status IE (Applies to FHA rehab loan only) Check out this 5 bedroom, 3 bathroom ranch with a full basement. There is an attached 2 car garage. This home has 2 furnaces, 2 water heaters and 2 central air units. 2 PARCELS NUMBERS

  Joe Moke Weichert Realtors-The Moke Agency

  3363 S Manor Dr, Lansing, IL 60438
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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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  /20

  $99,000

  • 6 Beds
  • 2 Baths

  510 157th St, Calumet City, IL 60409

  HERE'S YOUR NEXT GREAT REHAB PROJECT!! - Don't miss this incredible opportunity to make lots of $$$ with this 2 family ALL BRICK home, 3 bedrooms in each unit, full basement and 2 car garage- located minutes from grade school, OWN, REHAB and FLIP OR OWN, REHAB AND RENT - YOUR CHOICE! PRICED TO SELL! PROPERTY IS SOLD IN "AS-IS" CONDITION- SELLER MAKES NO REPAIRS OR OFFERS ANY REPAIR CREDITS.

  Ryan Cherney Circle One Realty

  510 157th St, Calumet City, IL 60409
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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
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  /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
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  /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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  /40

  $449,900

  • 6 Beds
  • 2 Baths

  6806 S Rockwell St, Chicago, IL 60629

  Fantastic opportunity in the Chicago Lawn area! This solid brick 2-unit property offers spacious layouts in both apartments, each featuring a bright living room, kitchen with dining area, 3 bedrooms, and 1 full bath. Appliances include refrigerator, stove, and microwave for added convenience. The unfinished basement provides additional storage space and includes laundry hookups. A brand-new 2-car

  Jose Martinez RE/MAX Mi Casa

  6806 S Rockwell St, Chicago, IL 60629
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  /14

  $829,000

  • 9 Beds
  • 6 Baths

  6349 S Maryland Ave, Chicago, IL 60637

  Set in exceptionally well-located Woodlawn on the confluence of Hyde Park walking distance to University of Chicago Campus. Built New 2022 Developer Owned and Operated. Expansive footprint, 3 flats all 3 bedroom 2 baths Exceptional Elegance, Intelligent Design, Professional Fully Appointed Kitchen Cabinetry, Integrated Appliances, Quartz Island Engineered floors, Fireplace, Curated Gallery of

  Karen Biazar North Clybourn Group, Inc.

  6349 S Maryland Ave, Chicago, IL 60637
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  /47

  $495,000

  • 9 Beds
  • 3 Baths

  6605 S Maryland Ave, Chicago, IL 60637

  Fully Rehabbed 2-Unit in Prime East Woodlawn! Welcome to this spacious two-unit building in East Woodlawn, near the University of Chicago and the Obama Presidential Center. Tons of new construction on Maryland Ave. The property has 9 bedrooms and 3 bathrooms, offering great living space and rental potential. Each unit has separate utilities. While there's no central air, both units have HVAC

  Phillip Younan Fulton Grace Realty

  6605 S Maryland Ave, Chicago, IL 60637
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  /38

  $500,000

  • 5 Beds
  • 3 Baths

  4229 N Kedzie Ave, Chicago, IL 60618

  Welcome to Albany Park! This charming 2-flat property is perfect for owner-occupants looking to generate rental income. The top unit features a spacious duplex-up layout with 3 bedrooms & 1.1 bathrooms. Top unit also offers updated kitchen cabinetry. The first-floor unit offers 2 bedrooms and 1 bathroom. Both units boast updated bathrooms, modern light fixtures, and beautifully refinished floors

  Loreal Urso Baird & Warner

  4229 N Kedzie Ave, Chicago, IL 60618
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  /29

  $775,000

  • 8 Beds
  • 3 Baths

  4946 N Mozart St, Chicago, IL 60625

  LOCATION, LOCATION, LOCATION!!! DON'T MISS OUT ON THIS CHARMING CLASSIC JUMBO RED BRICK 2 FLAT WITH GREAT BONES IN THE DESIRABLE LINCOLN SQUARE/BUD LONG NEIGHBORHOOD!!! GREAT OPPORTUNITY FOR OWNER OCCUPIED OR SAVVY INVESTOR TO REMODEL TO YOUR PREFERENCE OR RENT OUT FOR POSITIVE CASH FLOW. LOCATED ON A QUIET RESIDENTIAL STREET NEAR TO RIVER PARK WITH A POOL, RIVER, KAYAK LAUNCH, TENNIS COURT,

  Sophath Sath PROSALES REALTY

  4946 N Mozart St, Chicago, IL 60625
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  /26

  $379,900

  • 5 Beds
  • 2 Baths
  • 1,596 Sq Ft

  6535 26th Place, Berwyn, IL 60402

  Solid brick bungalow in the heart of Berwyn. This property is in move in condition featuring fresh paint throughout. Brand new carpeting on both levels. Gleaming hardwood floors in the living room and dining area. White cabinetry, laminate floors and granite counter tops in the kitchen. 2 Bedrooms and a full bath on the main level. The 2nd level features a loft area, 3 additional bedrooms and

  Edward Lukasik RE/MAX Professionals

  6535 26th Place, Berwyn, IL 60402
• 

  

  /35

  $530,000

  • 9 Beds
  • 3 Baths

  3849 W Maypole Ave, Chicago, IL 60624

  Welcome to 3849 W Maypole Ave, a beautifully maintained three-story multi-unit property offering incredible space, functionality, and income potential! Each floor features 3 spacious bedrooms, a full bathroom, living room, dining area, and a fully equipped kitchen - ideal for owner-occupants or investors looking for rental income. Located right across from the iconic Garfield Park, enjoy

  Noemi Ochoa Luna Realty Group

  3849 W Maypole Ave, Chicago, IL 60624

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