Homes for Sale in Chicago, IL with 5-Bedrooms

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  /27

  $375,000

  • 9 Beds
  • 4 Baths

  7547 S Union Ave, Chicago, IL 60620

  This charming 4-unit multi-family investment gem in the heart of Auburn Gresham offers immediate income potential and strong upside for savvy buyers seeking cash flow in a revitalizing South Side Chicago neighborhood. Built in 1903 with classic character, this solid brick building totals approximately 4,308 sq ft on a generous 5,040 sq ft lot, featuring three spacious 2-bedroom/1-bath units and

  Juneitha Shambee Juneitha Shambee

  7547 S Union Ave, Chicago, IL 60620
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  /7

  $437,987

  • 7 Beds
  • 3 Baths

  5433 S Homan Ave, Chicago, IL 60632

  Solid multi-unit opportunity offering strong income potential! This property features multiple levels of living space, each with its own kitchen and bathroom setup. The first floor includes 3 bedrooms, 1 bath, living room, and kitchen. The second floor offers 2 bedrooms, 1 bath, living room, and kitchen. The lower level provides additional finished living space with 2 bedrooms, 1 bath, living

  Natalia Martinez Realty of America, LLC

  5433 S Homan Ave, Chicago, IL 60632
• 

  

  /2

  $329,000

  • 5 Beds
  • 2 Baths
  • 1,300 Sq Ft

  2164 N Major Ave, Chicago, IL 60639

  Brick 2 leveled ranch home. Great layout, eat-in kitchen, separate dining room, and living room and den. Hardwood floors throughout. Finished lower level with separate entrance and additional 3 bedrooms.

  Joe Betancourt Betancourt Realty

  2164 N Major Ave, Chicago, IL 60639
• 

  

  

  /25

  $278,000 Open Sat 11AM - 1PM

  • 5 Beds
  • 2.5 Baths
  • 1,879 Sq Ft

  11315 S Stewart Ave, Chicago, IL 60628

  Welcome home! This move-in ready single-family property is perfect whether you're buying your first home or adding to your investment portfolio. Recently renovated with a modern touch, it features an open and airy layout filled with natural light, complemented by crisp white cabinetry and elegant quartz countertops. Enjoy 5 spacious bedrooms, 2 full baths, and a convenient half bath in the

  Irene Perez Coldwell Banker Realty

  11315 S Stewart Ave, Chicago, IL 60628
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  /43

  $699,999

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

  5402 N Mobile Ave, Chicago, IL 60630

  Fabulous remodeled Victorian style in JEFFERSON PARK. Quiet street location, close to transportation and Expressway, 5 bedrooms, 3 1/2 bathrooms, one bedroom can be used for an office, 3 bedrooms on the second floor 1 bedroom/office on first floor, and 1 bedroom in the basement, all the rooms have large closets. This approximately 3,200 SQ. FT. Home boosts Quality workmanship throughout.

  Viorica Ionut Viorica Ionut

  5402 N Mobile Ave, Chicago, IL 60630
• 

  

  /28

  $186,000

  • 5 Beds
  • 1.5 Baths
  • 1,900 Sq Ft

  8136 S Manistee Ave, Chicago, IL 60617

  SOUTHEAST CHICAGO BEAUTY! THIS CHARMING 5-BEDROOM, 1.5-BATH BRICK BUNGALOW IS THE PERFECT PLACE TO CALL HOME! STEP INSIDE TO A BRIGHT, OPEN LIVING ROOM FILLED WITH NATURAL SUNLIGHT THAT FLOWS INTO A LARGE FORMAL DINING ROOM - PERFECT FOR ENTERTAINING OR FAMILY GATHERINGS. THE SPACIOUS KITCHEN OFFERS PLENTY OF CABINETS AND STORAGE SPACE. THE MAIN LEVEL FEATURES THREE COMFORTABLE BEDROOMS AND A

  Daniel Walsh Prime Real Estate Group Inc

  8136 S Manistee Ave, Chicago, IL 60617
• 

  

  /23

  $390,000

  • 5 Beds
  • 2 Baths

  7337 S Green St, Chicago, IL 60621

  This property may qualify for a $20,000 homebuyer grant through the Cook County Land Bank Authority, offering an excellent opportunity for added affordability. Beautifully renovated 2-unit building offering modern finishes, open layouts, and turnkey convenience. The first-floor unit features 2 bedrooms, a bright living area, and a newly updated kitchen and fully renovated bath. The second-floor

  Whitney Walker Whitney Realty Collective

  7337 S Green St, Chicago, IL 60621
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  /6

  $770,000

  • 7 Beds
  • 5 Baths

  611 E 50th Place, Chicago, IL 60615

  Beautiful 1890's greystone with 1920's addition on a double lot in Bronzeville/Washington Park. Call LA for information

  Nickola Wells RE/MAX Premier Luxury Collection

  611 E 50th Place, Chicago, IL 60615
• 

  /2

  $359,000 Open Sat 2PM - 3PM

  • 7 Beds
  • 3 Baths

  7920 S Langley Ave, Chicago, IL 60619

  Fully rehabbed multi-family investment opportunity with strong rental potential and Section 8 approval. The first-floor unit features a spacious duplex layout with a fully finished basement, offering 4 bedrooms and 2 bathrooms. The second-floor unit includes 3 bedrooms and ample living space. First-floor unit will be delivered vacant at closing-ideal for owner-occupants or to place a new tenant

  Landon Kelly Real Broker, LLC

  7920 S Langley Ave, Chicago, IL 60619
• 

  

  /23

  $515,000

  • 6 Beds
  • 3 Baths

  6623 S Vernon Ave, Chicago, IL 60637

  Welcome to 6623 S Vernon Ave, a beautifully updated two-unit building located in Chicago's Woodlawn neighborhood, offering an excellent opportunity for both investors and owner-occupants. This well-maintained property features spacious units with modern updates and flexible living space. Each unit offers bright living areas, generously sized bedrooms, and updated finishes throughout. The kitchens

  Lindsay Weinstein DEI Realty LLC

  6623 S Vernon Ave, Chicago, IL 60637
• 

  

  /28

  $309,999

  • 5 Beds
  • 3 Baths
  • 1,924 Sq Ft

  1473 W 73rd St, Chicago, IL 60636

  Stunning, fully rehabbed home showcasing high-end, modern finishes throughout. This move-in-ready property features all new electrical, plumbing, wiring, flooring, recessed lighting, water heater, and furnace. No detail has been overlooked. Step into a bright open-concept layout with a spacious living and dining area highlighted by an elegant chandelier. The beautifully updated kitchen offers

  Clarissa Vega Avenue Properties Chicago

  1473 W 73rd St, Chicago, IL 60636
• 

  

  /23

  $800,000

  • 9 Beds
  • 3 Baths

  2032 W Birchwood Ave, Chicago, IL 60645

  Oversized corner brick 3 flat with 3 car garage in rapidly growing Rogers Park. Minutes from restaurants, nightlife, shopping, and the Howard Red/Purple/Yellow lines. Each unit features spacious 3br 1ba est. 1,400 square foot. All units have their own outdoor porch, a large dining room, a bright sunroom, and in unit laundry. Recent upgrade to 200amp electrical. Central heat and AC. Great for a

  Henry Lazerow Fulton Grace Realty

  2032 W Birchwood Ave, Chicago, IL 60645
• 

  

  /18

  $294,900

  • 6 Beds
  • 2 Baths

  1229 E 71st St, Chicago, IL 60619

  AMAZING INVESTMENT OR OWNER-OCCUPANT OPPORTUNITY! THIS VACANT TWO-FLAT BUILDING IS READY FOR ITS NEXT CHAPTER-PERFECT FOR A SAVVY INVESTOR OR FIRST-TIME HOME BUYER LOOKING TO LIVE IN ONE UNIT AND RENT THE OTHER! CONVENIENTLY LOCATED NEAR RETAIL AND TRANSPORTATION, THIS SOLID BRICK 2-FLAT FEATURES A TOTAL OF 6 BEDROOMS AND 2 FULL BATHS, SITUATED ON A FULLY FENCED LOT WITH FRONT AND BACK YARDS, AN

  Daniel Walsh Prime Real Estate Group Inc

  1229 E 71st St, Chicago, IL 60619
• 

  

  /9

  $450,000

  • 5 Beds
  • 2 Baths

  642 N Central Park Ave, Chicago, IL 60624

  Offering a Beautiful Rehabbed Humboldt Park Two Flat Brick Building; all gutted to its bones and putted it back together in 2021, all New Plumbing, Electricity system & A/C system; 1st floor features living and dining room and two bedrooms, 2nd Floor has three bedrooms, all hardwood floors, new kitchens and appliances; New Two Car Garage, ETC; too much to list here, this is a must see; show with

  Augusto Norena Kale Realty

  642 N Central Park Ave, Chicago, IL 60624
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  /49

  $549,900

  • 10 Beds
  • 3 Baths

  4214 W Wilcox St, Chicago, IL 60624

  Located in Garfield Park, this classic Chicago greystone 2-unit with additional garden/in-law suite offers exceptional space, flexibility, and recent updates throughout. Ideal for owner-occupants or investors, this property features three well-appointed units with modern improvements while maintaining timeless character. The second-floor unit offers 4 bedrooms, including a primary suite with a

  Karla Garcia HomeSmart Connect, LLC.

  4214 W Wilcox St, Chicago, IL 60624
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  /25

  $1,150,000

  • 5 Beds
  • 4.5 Baths
  • 4,001 Sq Ft

  6420 N Navajo Ave, Chicago, IL 60646

  This stately brick Colonial makes a lasting impression on a picturesque tree-lined street in Edgebrook, showcasing timeless architecture paired with thoughtful, modern updates. The gracious foyer sets the tone, opening into beautifully proportioned spaces that balance sophistication with everyday comfort. At the heart of the home is a contemporary kitchen, fully renovated in 2019 with crisp white

  Elias Masud Compass

  6420 N Navajo Ave, Chicago, IL 60646
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  /47

  $595,000

  • 7 Beds
  • 3 Baths
  • 2,000 Sq Ft

  3728 N Oak Park Ave, Chicago, IL 60634

  Sprawling, Beautifully Updated Home with Three Levels of Living Space. Discover space and versatility in this beautifully updated, two-story residence featuring a truly unique layout designed for modern living. Spanning three finished levels, this home offers hardwood floors and abundant natural light throughout. The main level welcomes you with a spacious living room that flows seamlessly into a

  Jolanta Grocholska Baird & Warner

  3728 N Oak Park Ave, Chicago, IL 60634
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  /31

  $1,129,000

  • 8 Beds
  • 4 Baths

  6129 N Ravenswood Ave, Chicago, IL 60660

  Fully Rehabbed and Turnkey Two-Unit Gem in Edgewater, featuring two duplex units. Perfect for an investor looking for a turnkey asset, both units are leased until the summer of 2027. Each unit features open-concept living spaces, hardwood floors, high ceilings, and tons of natural light. Both residences are designed with versatile office spaces and dens, providing the perfect balance for today's

  Lawrence Dunning Fulton Grace Realty

  6129 N Ravenswood Ave, Chicago, IL 60660
• 

  

  /17

  $270,000

  • 5 Beds
  • 3 Baths

  10044 S La Salle St, Chicago, IL 60628

  This well-maintained two-unit property on a quiet, tree-lined street in the heart of Roseland offers an excellent opportunity for both homeowners and investors. The first-floor duplex-down unit features four bedrooms, two full baths, a spacious living room, separate dining room, and a den in the walk-out basement. The second-floor unit includes a large one-bedroom layout with a full bath,

  Israel Dominguez Realty of America, LLC

  10044 S La Salle St, Chicago, IL 60628
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  /8

  $60,000

  • 5 Beds
  • 2 Baths

  8422 S Baltimore Ave, Chicago, IL 60617

  Legal 2-flat with incredible income potential! Great opportunity for investors or savvy buyers looking to add value. This property needs some work, but offers strong upside and the chance to create a true cash-flowing asset. High demand for 2-unit properties makes this an excellent long-term investment-live in one unit while renting out the other to help with or even eliminate your mortgage.

  Anita Gee Gee Exclusive Realty Group

  8422 S Baltimore Ave, Chicago, IL 60617
• 

  

  /5

  $820,000

  • 5 Beds
  • 3 Baths

  916 S Bishop St, Chicago, IL 60607

  TWO UNIT BRICK VICTORIAN ROW HOUSE LOCATED ON THE PREMIER BEAUTIFULLY TREE LINED BISHOP STREET IN THE LITTLE ITALY/UNIVERSITY VILLAGE AREA. FEATURES INCLUDE; FIRST FLOOR DUPLEX APARTMENT FEATURES; FOUR BEDROOMS, ONE AND A HALF BATHS, SPIRAL STAIRCASE, IN UNIT WASHER /DRYER AND LAMINATED FLOORING. GARDEN APARTMENT FEATURES; ONE BEDROOM, ONE BATH, IN UNIT WASHER/DRYER AND LAMINATED FLOORING.EACH

  Carmen Gallucci C. Gallucci Realty, Inc.

  916 S Bishop St, Chicago, IL 60607
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  /59

  $2,950,000

  • 5 Beds
  • 5.5 Baths
  • 6,160 Sq Ft

  505 N Lake Shore Dr Unit 5106-5107-5108-5109, Chicago, IL 60611

  Welcome to a truly one-of-a-kind, 6,160 sq ft luxury home in the iconic Lake Point Tower offering the most breathtaking, panoramic views in all of Chicago. This fully renovated five-bedroom, five-and-a-half-bathroom residence displays expansive vistas of Lake Michigan, the city skyline, parks, harbor, and Navy Pier fireworks. No expense spared on meticulous upgrades throughout. The open-concept

  Robert Mack @properties Christie's International Real Estate

  505 N Lake Shore Dr Unit 5106-5107-5108-5109, Chicago, IL 60611
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  /26

  $299,000

  • 5 Beds
  • 2 Baths

  511 W 104th St, Chicago, IL 60628

  Beautifully renovated brick bungalow in Roseland offering 5 bedrooms and 2 full bathrooms. This move-in-ready home features a brand-new kitchen with quartz countertops, stainless steel appliances, and modern finishes throughout. Both bathrooms have been tastefully updated, and the refinished hardwood floors add warmth and character. Major updates include new mechanicals (furnace, AC condenser,

  Jeremy Fisher Compass

  511 W 104th St, Chicago, IL 60628
• 

  

  /17

  $275,000

  • 5 Beds
  • 3 Baths
  • 2,706 Sq Ft

  10529 S Perry Ave, Chicago, IL 60628

  What a beauty! This sun-filled two-story home with a fully finished basement offers 5 bedrooms and 3 full bathrooms. Features include newer hardwood floors, updated windows, and a kitchen with granite countertops, stainless steel appliances, and plenty of cabinet space. The main level includes a living room, dining area, separate family room, two bedrooms, and a full bath. The second level offers

  Donna White AXEN Realty LLC

  10529 S Perry Ave, Chicago, IL 60628
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  /38

  $799,900

  • 9 Beds
  • 3 Baths

  2833 W Polk St, Chicago, IL 60612

  Turnkey investment opportunity with strong income potential! This well-maintained 3-unit building features an additional basement unit, offering even more rental revenue. Each spacious unit boasts 3 bedrooms and 1 bathroom, designed with modern finishes and thoughtful layouts. All units showcase open-concept living with large, elongated windows that flood the space with natural light. Kitchens

  Mayra Keating Results Realty ERA Powered

  2833 W Polk St, Chicago, IL 60612
• 

  

  /38

  $875,000

  • 7 Beds
  • 3 Baths

  3600 S Union Ave, Chicago, IL 60609

  Welcome to 3600 S. Union Avenue, Chicago, IL. 60609 a meticulously maintained, 3 unit all brick building with 35 solar roof panels providing energy efficiency and cost savings, plus full walk-out basement!! Adjacent 4 car brick garage boasts (2) EV charging stations! Units feature spacious living/dining room combinations, new carpeting, with 2 bedrooms on the 1st and 2nd floors, and 3 bedrooms on

  Gale Ruggiero McColly Real Estate

  3600 S Union Ave, Chicago, IL 60609
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  /6

  $222,000

  • 7 Beds
  • 5 Baths

  864 E 87th Place, Chicago, IL 60619

  ** Prime 2-Unit Investment Opportunity - Oversized Lot! ** Welcome to 864 E 87th Place - a fantastic income-generating property situated on an **oversized lot** offering both space and strong rental potential! This 2-unit building with a duplexed second floor is ideal for investors or owner-occupants seeking to maximize returns. **Property Highlights:** * **Unit 1 (1st Floor):** 3 bedrooms, 2

  Terina Fountain Coldwell Banker Realty

  864 E 87th Place, Chicago, IL 60619
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  /80

  $7,500,000

  • 6 Beds
  • 8 Baths
  • 9,512 Sq Ft

  1878 N Orchard St, Chicago, IL 60614

  Stunning beyond words, this East Lincoln Park masterpiece redefines luxury at every turn. Set on a 36x131 on coveted Orchard street, this 9,500 square foot home speaks to a most discerning buyer seeking the ultimate blend of superior craftsmanship and refined luxury. A chic city retreat featuring a plunge pool and beautifully landscaped yard. Upon entering, you are welcomed by the striking drama

  Susan Miner Premier Relocation, Inc.

  1878 N Orchard St, Chicago, IL 60614
• 

  

  /35

  $409,900

  • 7 Beds
  • 2 Baths

  917 N Cicero Ave, Chicago, IL 60651

  Solid multi-unit property offering flexible living options and strong overall potential. Ideal for investors or owner-occupants looking for a property that offers versatility, practical use, and long-term value. This is a great opportunity in today's market.

  Edwin David Ruano Solaris Enterprises Inc

  917 N Cicero Ave, Chicago, IL 60651
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  /39

  $999,000 Open Sat 1:30PM - 2:30PM

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

  559 E 50th St, Chicago, IL 60615

  Experience a lifestyle upgrade! 559 E 50th is a masterclass in modern living, a sanctuary both inside and out. The spaces flow seamlessly together, and you can easily imagine parties and family gatherings. The 14 foot ceilings in the great room make the space soar. Your days begin in the expansive modern kitchen, anchored by professional-grade appliances, an expansive stone covered island, and a

  Derek Walvoord Exit Strategy Realty / EMA Management

  559 E 50th St, Chicago, IL 60615
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  /6

  $65,000

  • 6 Beds
  • 2.5 Baths
  • 2,107 Sq Ft

  11841 S Union Ave, Chicago, IL 60628

  Spacious 6 bed, 2.5 bath home with incredible potential; perfect for investors looking for their next project. This property offers the opportunity to convert into a stunning 2-unit building with an additional 1 bedroom garden unit for added income potential. Situated on a quiet block, this home requires a full gut rehab; sold as-is. Bring your vision and unlock the possibilities!

  Marshon Sutton Coldwell Banker Realty

  11841 S Union Ave, Chicago, IL 60628
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  /41

  $1,895,000 Open Sat 11AM - 1PM

  • 5 Beds
  • 4.5 Baths
  • 4,048 Sq Ft

  2042 N Honore St, Chicago, IL 60614

  Newer construction SFH in Bucktown for under $2M. Spectacular home nestled in the heart of Bucktown and built by an experienced builder. This classic and elegant home was thoughtfully designed and has a number of added upgrades since completion. 4,000+ sqft with 3 incredible outdoor spaces. Luxurious and high-end finishes include hardwood floors throughout, 10' ceilings, 9'6" doors, quartz

  Tim Sheahan Compass

  2042 N Honore St, Chicago, IL 60614
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  /42

  $545,000

  • 5 Beds
  • 6 Baths

  3841 S Lowe Ave, Chicago, IL 60609

  PRIME BRIDGEPORT LOCATION AND GREAT CUL-DE-SAC BLOCK! OFFERS A SOLID BRICK FRONT BUILDING WITH TWO BEDROOMS,TWO FULL BATHROOMS,FINISHED BASEMENT WITH LAUNDRY AREA AND FAMLIY ROOM FEATURING RECESSED LIGHTING,BATHROOM UPDATED WITH WHITE SUBWAY TILE AND A BAR.REAR BUILDING WITH THREE LEVELS OF LIVING SPACE, A TOTAL OF THREE BEDROOMS , TWO FULL BATHROOMS AND TWO HALF BATHROOMS ,PLUS MAPLE WOOD

  Salvador Gonzalez RE/MAX Mi Casa

  3841 S Lowe Ave, Chicago, IL 60609
• 

  

  /15

  $898,000

  • 12 Beds
  • 4 Baths

  630 N Lorel Ave, Chicago, IL 60644

  Rare opportunity to acquire a high-performing, turnkey 4-unit brick building on an oversized 50x133 lot with two 2-car garages. Very desirable layout with 2 units on each side of the building. Exceptionally well-maintained and meticulously kept with strong, long-term tenants and pride of ownership throughout. All units are spacious 3BR/1BA with updated kitchens and baths, in-unit washer/dryers,

  Anna Gutkowska @properties Christie's International Real Estate

  630 N Lorel Ave, Chicago, IL 60644
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  /2

  $465,000

  • 7 Beds
  • 3 Baths

  5320 S Laflin St, Chicago, IL 60609

  Stunning, fully gut-rehabbed 2-unit building-a true turnkey opportunity. Featuring a 2-bed/1-bath unit on the first floor and a massive 5-bed/2-bath duplex-up, this property blends modern, luxury finishes with maximum income potential. New electrical, plumbing, HVAC, and designer kitchens make this a perfect investor or owner-occupant gem.

  Debra Cornelious Infiniti Properties, Inc.

  5320 S Laflin St, Chicago, IL 60609
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  /42

  $499,000

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

  5850 S Indiana Ave, Chicago, IL 60637

  DRAMATIC PRICE CHANGE!! This stunning Five Bedroom / three-bathroom Colonial Style house with a three bedroom / one-bathroom in-law suite, located in the Washington Park neighborhood. Take advantage of the Super low property taxes and Currently Low interest rates to secure this gorgeous home on a 32X150 Oversized lot. Family moments are best spent at HOME and I'm here to tell you that this is the

  Karla Mina MPower Residential Brokerage LLC

  5850 S Indiana Ave, Chicago, IL 60637
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  /25

  $299,000

  • 5 Beds
  • 2.5 Baths
  • 2,185 Sq Ft

  2038 E 73rd St, Chicago, IL 60649

  Brick bungalow in South Shore with open concept layout, newly renovated eat-in kitchen, three spacious bedrooms, bonus room, and versatile third floor. Unfinished basement for expansion and a newly installed backyard fence for outdoor entertaining. Convenient location near Lakefront, Jackson Park, Museum of Science and Industry, Rainbow Beach, grocery stores, and public transportation.

  Laura Rodriguez Realty of America, LLC

  2038 E 73rd St, Chicago, IL 60649
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  /32

  $189,999

  • 5 Beds
  • 3 Baths
  • 1,500 Sq Ft

  8822 S Ada St, Chicago, IL 60620

  Act fast on this solid 5 bedroom brick bungalow in Auburn Gresham- just steps from the Brainerd train station. This 3-level home offers plenty of room with bedrooms and bathrooms on each floor. Fully-finished basement with room for an entertainment/gym area, and in-law option. Large fenced backyard is perfect for entertaining. Convenient 2-car garage and plenty of storage space. Newer roof

  Romi Olariu Compass

  8822 S Ada St, Chicago, IL 60620
• 

  

  /7

  $539,900

  • 5 Beds
  • 2 Baths

  2545 N Monticello Ave, Chicago, IL 60647

  Frame 2 flat in prime Logan Square location! Most windows replaced in 2016. Separate heat and electric. Building needs work. Long term tenants.

  Gary Dailey House Quest Inc

  2545 N Monticello Ave, Chicago, IL 60647
• 

  

  /55

  $390,000

  • 7 Beds
  • 3 Baths

  7823 S Morgan St, Chicago, IL 60620

  Investment property!! Fully tenant occupied, please provide 48 hours for showings. Spectacular 2 unit with Duplexed first floor! 7 Total Bedrooms and 3 Full bathrooms! Unit 1 has 4 Bedrooms, 2 bathrooms for first floor unit that is duplexed to the basement. 2 large walk in closets. Currently rented at $2,648/ MO. Lease ends Jan 31st, 2027. Unit 2 has 4 Bedrooms, 2 bathrooms on the 2nd floor.

  Lizzy Marlinga Fulton Grace Realty

  7823 S Morgan St, Chicago, IL 60620

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