5-Bedroom Houses for Sale in Chicago, IL under $300,000

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  /51

  $262,000

  • 5 Beds
  • 2.5 Baths
  • 1,632 Sq Ft

  7421 S Eggleston Ave, Chicago, IL 60621

  Welcome to this beautifully converted and spacious two-story brick home featuring 5 bedrooms and 2.1 bathrooms, ideal for comfortable family living. The inviting living room showcases a classic brick fireplace, creating a warm and welcoming atmosphere. Enjoy entertaining in the formal dining room, or opt for casual meals in the separate breakfast/eating area. The kitchen is a chef's dream,

  

  Rafay Qamar

  Real Broker LLC

  (872) 349-1817

  7421 S Eggleston Ave, Chicago, IL 60621
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  Explore Chicago

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  /40

  $248,000

  • 6 Beds
  • 3 Baths
  • 1,800 Sq Ft

  10617 S Wentworth Ave, Chicago, IL 60628

  Welcome to 10617 S Wentworth Ave Step into this beautifully newly renovated gem, offering 5 spacious bedrooms and 3 modern bathrooms. Perfect for growing families or anyone who loves to entertain. Every inch of this home has been thoughtfully upgraded, blending contemporary style with timeless charm. The stunning kitchen is a true showstopper, featuring sleek countertops, brand-new cabinetry, and

  

  Rafay Qamar

  Real Broker LLC

  (773) 257-7901

  10617 S Wentworth Ave, Chicago, IL 60628
• 

  

  

  /22

  $300,000

  • 5 Beds
  • 2 Baths
  • 1,800 Sq Ft

  11423 S Calumet Ave, Chicago, IL 60628

  Welcome to this beautifully renovated 5-bedroom, 2-bathroom brick home in Chicago's West Pullman neighborhood. This spacious home combines classic charm with modern upgrades, featuring new finishes and thoughtful touches throughout. Step inside to discover an open-concept living area flooded with natural light, highlighted by newly installed luxury vinyl flooring and fresh paint. The brand-new

  

  Arianne Kendrick

  Coldwell Banker Realty

  (872) 331-4096

  11423 S Calumet Ave, Chicago, IL 60628
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  /41

  $279,900

  • 5 Beds
  • 2 Baths
  • 2,243 Sq Ft

  64 E 102nd Place, Chicago, IL 60628

  ***PROFESSIONAL PICTURES, VIDEO, VIRTUAL TOUR, FLOOR PLANS ARE COMING SOON***Welcome to your Beautiful Home Located in the vibrant Rosemoore community rich with history and character. Walk into this meticulously renovated 5-bedroom, 2-full bath, 1-bonus room on the first floor, open spacious living-dining, completely remodeled Kitchen with all new cabinetry and countertops, complemented with all

  Angel Rosales PROSALES REALTY

  64 E 102nd Place, Chicago, IL 60628
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  /38

  $274,900

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

  2315 W 71st St, Chicago, IL 60636

  Beautiful remodeled home perfect for a big family. 5 bedrooms, 3 full baths, with a beautiful kitchen with quartz countertops, ss appliances, main floor all hardwood flooring. New central heater, all new windows in the basement. Too much to mention. Easy to show.

  Griselda Chaidez Su Familia Real Estate Inc

  2315 W 71st St, Chicago, IL 60636
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  /38

  $295,000

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

  7118 S Claremont Ave, Chicago, IL 60636

  Nestled in Chicago's vibrant Lawn community, this beautifully renovated brick bungalow offers a rare blend of classic charm and modern elegance. With ten spacious rooms, five bedrooms, and two full bathrooms, the home has been thoughtfully reimagined with meticulous attention to detail. From the moment you step inside, you'll be greeted by a fireplace wrapped in custom tile, striking black and

  Geraldo Roman Roman Properties, LLC.

  7118 S Claremont Ave, Chicago, IL 60636
• 

  

  /21

  $285,000

  • 5 Beds
  • 3 Baths
  • 1,800 Sq Ft

  7832 S Evans Ave, Chicago, IL 60619

  Bring your Buyers to this beautifully rehabbed Single Family Home in the Chatham neighborhood! Very spacious, with 3 + 2 bedrooms, 3 full baths- two bedrooms located on the main level, master suite on the second level and two additional bedrooms in the basement. Hardwood floors throughout main and second level; Kitchen boasts quartz countertops, 42 inch shaker cabinets, stainless steel

  Teresa Ramirez Chicago Premier Realty, Inc.

  7832 S Evans Ave, Chicago, IL 60619
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  /30

  $295,000

  • 5 Beds
  • 2.5 Baths
  • 1,454 Sq Ft

  12053 S Michigan Ave, Chicago, IL 60628

  Totally remodeled Spacious and inviting beautiful two-story home features 5 bedrooms, 2.5 baths, and a fully finished basement-perfectly designed for comfortable family living. With room to grow, entertain, and relax. This gorgeous home is a warm and welcoming space just waiting for the right family to call it home.

  Dora Wooden Illinois Star, LTD

  12053 S Michigan Ave, Chicago, IL 60628
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  /37

  $279,000

  • 6 Beds
  • 3 Baths
  • 1,921 Sq Ft

  8915 S Racine Ave, Chicago, IL 60620

  Welcome to this charming brick bungalow that has been completely renovated and is ready for you to move in and enjoy. Set on a quiet street, it offers plenty of curb appeal with new concrete walkways, epoxy-coated front steps, a brand-new back porch, new siding, a fresh tear-off roof, and a spacious backyard with parking for two cars. Inside, there's room for everyone with six bedrooms and three

  Gabriela Docarova HomeSmart Connect LLC

  8915 S Racine Ave, Chicago, IL 60620
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  /19

  $269,900

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

  13341 S Avenue L, Chicago, IL 60633

  This Beauty Two Story with a Full Finished Basement is Excellent for Entertaining your Guest . Every Level has been remodeled and host a Living room, Kitchen, Dinning Room, Full Bathroom and Bedrooms. It sits on a Double sized lot with a Private Yard and a spacious deck. There is a Two Car Garage and a Sliding Security Gate that leads to 3 Additional Enclosed parking spaces. It is located just

  Rigoberto Garcia Grinker & Garcia Real Estate

  13341 S Avenue L, Chicago, IL 60633
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  /22

  $264,000

  • 5 Beds
  • 2 Baths
  • 1,225 Sq Ft

  14101 S Saginaw Ave, Chicago, IL 60633

  Charming Brick Split-Level Home Offering Space, Style & Comfort! Welcome to this beautifully completly renovated home. Featuring 5 spacious bedrooms, 2 full baths, and a bright, open living area, this home is ideal for both everyday living and entertaining. The main level boasts gleaming hardwood floors, a sun-filled living room, and an updated kitchen with new appliances and ample 42"

  Maria Salazar HomeSmart Connect LLC

  14101 S Saginaw Ave, Chicago, IL 60633
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  /11

  $269,000

  • 6 Beds
  • 3 Baths
  • 1,845 Sq Ft

  6938 S Michigan Ave, Chicago, IL 60637

  Income, Income, Income! Its Multiunit - 3 Units, 2 3br 1 bath about 1000 SQFT, 1 basement 3 be Unit about 800 SQFT. The top floor is rented for $1,500 and prepaid till September 2025. The basement is rented for $900 and prepaid till September 2025. 1st floor is vacant now to show the unit.

  Sergey Ognev Citiland Real Estate Inc

  6938 S Michigan Ave, Chicago, IL 60637
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  /21

  $262,000

  • 5 Beds
  • 2.5 Baths
  • 2,393 Sq Ft

  Unlisted Address

  Welcome to a home that's full of personality-warm, inviting, and made for someone who appreciates space, charm, and a place to grow. This potential 5-bedroom has so much to offer, whether you're raising a family, love to entertain, or simply want room to spread out and feel at home.As you step inside, the main level greets you with a comfortable, open flow and three cozy bedrooms that make daily

  DJ Peoples Keller Williams ONEChicago

  Unlisted Address
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  /34

  $269,900

  • 5 Beds
  • 3 Baths
  • 880 Sq Ft

  5706 S Sawyer Ave, Chicago, IL 60629

  Versatile & Spacious Single-Family Home in Gage Park! A unique and well-maintained property offering incredible space and flexibility across three levels! The main floor features 2 generously sized bedrooms, 1 full bath, a bright living room, and a spacious kitchen - perfect for everyday living. Downstairs, the finished basement includes 2 additional bedrooms, a full bath, and a second kitchen -

  Erika Villegas Re/Max In The Village

  5706 S Sawyer Ave, Chicago, IL 60629
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  /17

  $272,500

  • 5 Beds
  • 2 Baths

  442 N Harding Ave, Chicago, IL 60624

  Brick single family in fast improving east Garfield Park, great condition that features 5 bedrooms 2 baths , house is vacant and ready to move in , easy to show **** seller willing to help with closing costs****

  Juan Loza American International Realty

  442 N Harding Ave, Chicago, IL 60624
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  /24

  $274,900

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

  5151 S Emerald Ave, Chicago, IL 60609

  Austin Frieder Compass

  5151 S Emerald Ave, Chicago, IL 60609
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  /29

  $300,000

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

  1225 S 49th Ct, Cicero, IL 60804

  Beautifully remodeled home in Cicero! Featuring 3 spacious bedrooms, plus 2 additional bedrooms in the basement and 2 bathrooms. There's also an enclosed finished porch that can be used as an office, playroom, walk-in closet or an extra bedroom if needed. The walkout basement provides added convenience. Enjoy a two-car garage and a fenced yard perfect for gatherings. This home was recently

  Lorena Ramirez-Carrillo YUB Realty Inc

  1225 S 49th Ct, Cicero, IL 60804
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  /17

  $275,000

  • 5 Beds
  • 3 Baths
  • 1,324 Sq Ft

  72 E 136th St, Riverdale, IL 60827

  Amazing huge single family in Riverdale! Excellent for investment or to live in with your big family. It shows generous size living rooms on 1st & 2nd floor. Pleasant size dining rooms in both floors. Ideal for a big family, parents, uncles, in laws, etc... Additional living space in the basement with bathroom, and extra bedrooms... Ready to be occupied. And please... Enjoy the huge yard

  Martha Prado JMAR Realty Group

  72 E 136th St, Riverdale, IL 60827
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  /48

  $259,900

  • 5 Beds
  • 3 Baths
  • 1,000 Sq Ft

  6929 S Loomis Blvd, Chicago, IL 60636

  This house has everything your client requested. 5 bedrooms, 3 full bathrooms, Full finished attic and full finished basement. Walk into the main level where you will find beautiful living room with hardwood floors, 2 bedrooms, living room, dining room, ultra modern bathroom and totally rehabbed kitchen. hardwood floors. The second floor offers 2 more bedrooms with a bathroom. In the basement

  Oscar Campos RE/MAX Mi Casa

  6929 S Loomis Blvd, Chicago, IL 60636
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  /25

  $229,900

  • 5 Beds
  • 1 Bath
  • 985 Sq Ft

  6742 S Honore St, Chicago, IL 60636

  Great, and spacious home waiting for you to call home. Home features Five bedrooms. Beautiful kitchen with Granite Countertops, and SS appliances. A modern bathroom. Hardwood floor in the living and dining room. Unfinished basement but with lots of potential for more living space. One car garage, and a good-sized yard. Come and show!

  Yazmin Orozco St Joseph's Real Estate LLC

  6742 S Honore St, Chicago, IL 60636
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  /6

  $219,000

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

  15 E 118th St, Chicago, IL 60628

  Priced to SELL!! LOW TAXES (No exemption applied)... Five spacious bedrooms, high ceilings and three full bathrooms, including a master suite that features an impressive 8x6 walk-in closet. Second floor laundry room and a lounge area perfect for relaxation or private family space. This home is a perfect blend of style, comfort, and modern amenities, ready to welcome you with open arms. Agents

  Monique Giles Illinois Real Estate Partners

  15 E 118th St, Chicago, IL 60628
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  /25

  $249,900

  • 5 Beds
  • 2 Baths
  • 3,554 Sq Ft

  10001 S Wentworth Ave, Chicago, IL 60628

  Welcome to this spacious and recently renovated 5 bedroom 2 bathroom single-family home. Step inside to discover beautiful hardwood floors and spacious floorplan, perfect for accommodating a growing family or hosting gatherings. The kitchen boasts white shaker cabinets, quartz countertops , stainless steel appliances and an open-concept design. The full basement provides additional storage

  Mary Derman Keller Williams Preferred Rlty

  10001 S Wentworth Ave, Chicago, IL 60628
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  /13

  $295,000

  • 5 Beds
  • 2 Baths
  • 1,800 Sq Ft

  6946 S Loomis Blvd, Chicago, IL 60636

  Need 5 bedroom and 2 bath? this is it, don't miss this opportunity! This solid brick home has been fully renovated, New from top to bottom with new mechanicals, new kitchen, new roof, and expert workmanship. Located in an upcoming area on a peaceful block, this home is ready for you to enjoy. It's not just a house; it's a fresh start.

  Douglas Espinal American International Realty

  6946 S Loomis Blvd, Chicago, IL 60636
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  /30

  $279,000

  • 5 Beds
  • 2 Baths
  • 1,338 Sq Ft

  8127 S Stewart Ave, Chicago, IL 60620

  Welcome to 8127 S Stewart Ave - a beautifully updated 6 bedroom 2 bath home located in the Chatham neighborhood blending modern finishes with classic charm! This move-in ready property features fresh updates throughout, including hardwood flooring, a stylishly renovated kitchen with sleek cabinetry and stainless steel appliances, and refreshed bathrooms with contemporary fixtures. Spacious living

  Steve Budzik ICandy Realty LLC

  8127 S Stewart Ave, Chicago, IL 60620
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  /19

  $245,000

  • 5 Beds
  • 3 Baths
  • 2,040 Sq Ft

  6935 S Campbell Ave, Chicago, IL 60629

  Solid brick residence in Chicago's Marquette Park neighborhood with 5 bedrooms, 3 bathrooms, and a 2-car garage, offering three levels of living space each with its own kitchen, bath, bedrooms, and living area, just minutes from downtown via CTA or a quick drive. The basement includes additional rooms and a bath that may not be considered legal per city code. Currently fully occupied with steady

  Newell Broadway Coldwell Banker Realty

  6935 S Campbell Ave, Chicago, IL 60629
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  /9

  $206,000

  • 5 Beds
  • 3 Baths
  • 2,136 Sq Ft

  10335 S Hoxie Ave, Chicago, IL 60617

  2 story home on double lot. This property is zoned single family but there are 2 units here plus a bedroom and bath in the basement. There is separate electric for 1st floor unit/basement and 2nd floor unit. There are new living room windows in both units. There are nice blinds or window treatments throughout much of the property. 2 car garage has newer doors, motor, roof wood and shingles.

  Steve Jacobson Balanoff Realty

  10335 S Hoxie Ave, Chicago, IL 60617
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  /27

  $229,900

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

  1250 W 115th St, Chicago, IL 60643

  Brick Single Family- 5 bedrooms two baths. Hardwood floors and full basement Newer a/c, new windows, updated electrical. Close to I-57 highway and public transportation. Bring your own ideas! Accommodations including schools, parks, shops, restaurants and more! The property is not for lease or rent. Very motivated seller!!!

  Maria Doblado Infiniti Properties, Inc.

  1250 W 115th St, Chicago, IL 60643
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  /27

  $289,999

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

  7742 S Hermitage Ave, Chicago, IL 60620

  Welcome to this beautifully renovated five-bedroom, three-bathroom bungalow nestled on a quiet, tree-lined street in the heart of Auburn Gresham. This spacious home seamlessly blends classic charm with modern updates, featuring gleaming hardwood floors throughout and a striking staircase leading to the expansive second level. Step inside to discover a sun-drenched living room that flows

  Jocelyn Hernandez Results Realty ERA Powered

  7742 S Hermitage Ave, Chicago, IL 60620
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  /36

  $220,000

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

  4943 S Marshfield Ave, Chicago, IL 60609

  Welcome to this spacious home with 3 levels of living space. A full bathroom in every floor. Main floor offers bay window, living room, formal dining room which is currently used as a home office, three bedrooms a large kitchen with washer and dryer for easy access. The second floor offers two bedrooms, bathroom, family room and has a hall with skylights for plenty of natural light. Lower

  Alberto Avila RE/MAX 10

  4943 S Marshfield Ave, Chicago, IL 60609
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  /37

  $290,000

  • 5 Beds
  • 2 Baths
  • 2,200 Sq Ft

  8719 S Racine Ave, Chicago, IL 60620

  Welcome to 8719 S Racine, a spacious and fully rehabbed residence offering comfort, style, and functionality across three levels of living space including a finished basement (adding a 4th level or living space). Renovated in 2025, this home blends modern finishes with classic charm. The main floor features a bright living area, a fully updated kitchen, one bedroom, and a stylishly

  Jose Ayala Luna Realty Group

  8719 S Racine Ave, Chicago, IL 60620
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  /56

  $299,900

  • 5 Beds
  • 2 Baths
  • 2,520 Sq Ft

  845 W 50th Place, Chicago, IL 60609

  Unique opportunity to own this fully rehabbed 5-bedrooms, 2-bathrooms, 2 story home with a full, finished walk-out basement. Completely redone from top to bottom, waiting for a new family. Main level has an open floor plan which is perfect for a family events. Spacious kitchen offers nice cabinets with a granite countertop, a nice backsplash and all SS appliances. 600 sq ft basement is a great

  Waldemar Komendzinski Landmark Realtors

  845 W 50th Place, Chicago, IL 60609
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  /27

  $237,900

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

  822 E 89th St, Chicago, IL 60619

  Amazing value in this beautifully rehabbed home. Appraised in May at 250k BEFORE owner added central AC and new windows in basement. 5 above ground bedrooms: 2 on the 1st floor and 3 on the 2nd floor. Kitchen has gorgeous porcelain floor tiles, huge 42" white shaker cabinets, granite countertops, tiled backsplash and brand new SS appliances. Beautifully updated baths. No DIY remodel here...City

  Davi Elligan Anderson R. E.& Financial Serv

  822 E 89th St, Chicago, IL 60619
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  /38

  $248,900

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

  1 E 114th St, Chicago, IL 60628

  6 large bedrooms, 3 full baths plus office/study area. New rehab throughout with modern ceiling fans in all the bedrooms. living room with fireplace, new kitchen with granite countertops and stainless-steel appliances. Huge family/dining room for entertainment. Full walkout basement with a lot of extra storage. New roof, electric, and tuckpoint. Private backyard for family relaxation and for

  Ola Sanni Centurion Realty & Estates Inc

  1 E 114th St, Chicago, IL 60628
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  /10

  $300,000

  • 5 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  8732 S Laflin St, Chicago, IL 60620

  An Auburn Gresham Gem. It will be hard to find this type of space, quality rehabbed property at this low price in this community. This bungalow features 5 generous sized bedrooms and 1 in basement. Two full bathrooms and One 1/2 bathroom. A living room, a family room, kitchen with stainless steel appliances, a laundry with washer and dryer, a full finished basement, a rear deck and a two car

  James Dukes Illinois Real Estate Partners

  8732 S Laflin St, Chicago, IL 60620
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  /36

  $225,000

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

  11311 S Wallace St, Chicago, IL 60628

  Welcome to 11311 S Wallace Ave, a massive fully renovated bungalow situated in the middle of Chicago's West Pullman and West Roseland neighborhood. Boasting over 1,900 sq ft across the main and second floors, this beautifully updated home offers 5 bedrooms and 2 full bathrooms, making it ideal for large households or anyone craving extra space. Sitting on an extra-wide 35x125 lot, this property

  Hugo Araujo Coldwell Banker Realty

  11311 S Wallace St, Chicago, IL 60628
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  /11

  $250,000

  • 5 Beds
  • 2 Baths
  • 1,530 Sq Ft

  7417 S Saint Lawrence Ave, Chicago, IL 60619

  HUGE 6 bedrooms / 2 full bath Cape Cod home! Formal Dining Room * Accept FHA/VA Loans * We are in the area covered by the Cook County DP Assistance Program (check with your lender for details) Large Eat-In Kitchen with lots of cabinets * New Stainless Steel Appliances! * Finished basement with family, bedroom, and separate laundry rooms * Private Parking * Near shops and transportation!

  Andy Nathan Kale Realty

  7417 S Saint Lawrence Ave, Chicago, IL 60619
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  /30

  $300,000

  • 5 Beds
  • 2 Baths
  • 1,968 Sq Ft

  5145 S Troy St, Chicago, IL 60632

  TONS of space in this classic Chicago home! NOTE...Zoning will likely permit conversion to a 2 unit...but buyer needs to confirm with the City! 5 total bedrooms -- with the possibility of up to 7!!! If you have been looking for a "related living" property -- this is it! 2 kitchens and tons of extras! Recent improvements included: roof, siding and some mechanicals! The basement is HUGE and

  Jeffrey Gregory Realty Executives Success

  5145 S Troy St, Chicago, IL 60632
• 

  

  /29

  $289,900

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

  26 W 114th St, Chicago, IL 60628

  BACK ON THE MARKET.!! Welcome to this charming and spacious 6-bedroom, 3-bathroom Cape Cod brick home, a true gem that has recently undergone a full and impressive renovation. Boasting the exciting potential to be converted into a legal three-unit building, this home is perfect for both homeowners and savvy investors. Every level features a full bathroom, offering flexibility and comfort for

  Carlos Ayala Coldwell Banker Realty

  26 W 114th St, Chicago, IL 60628
• 

  

  /29

  $205,000

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

  10643 S Calhoun Ave, Chicago, IL 60617

  Calling All Large Families into this Spacious 6 Bedroom Home! This beauty is Perfect & waiting for You!! This well-maintained home exudes opportunity and space. Living room, Dining room & Eat in Kitchen with Stainless Steel Appliances & Granite Countertops, 6 Bedrooms and 2 Full Bathrooms. New Carpet, New Furnace & New Plumbing. This home has an enclosed sunporch & huge backyard for

  Tennille Ford Coldwell Banker Realty

  10643 S Calhoun Ave, Chicago, IL 60617
• 

  

  /14

  $250,000

  • 5 Beds
  • 2.5 Baths
  • 3,034 Sq Ft

  9620 S Sangamon St, Chicago, IL 60643

  Spacious 3,000 Sq Ft Gem in the Desirable Washington Heights Community! This generously sized 5-bedroom, 2.5-bathroom property offers both comfort and convenience in a prime location. Enjoy a cozy fireplace, a 2-car garage, and a massive second-floor room perfect for entertaining or relaxing. Large back yard with privacy fence...great for those summer cookouts! Ideally situated just minutes from

  Mark Killion Kale Realty

  9620 S Sangamon St, Chicago, IL 60643

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