5-Bedroom Homes for Sale in Chicago, IL

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  /35

  $420,000

  • 7 Beds
  • 3 Baths

  1655 N Francisco Ave, Chicago, IL 60647

  Humboldt Park 2 unit building. 1st floor has 3 bedrooms 1 bath and remodeled kitchen and bathroom. 2nd unit Has hardwood floors on 1st level 4 bedrooms/office 1 and a half baths. Property sits at the back of the lot. Beautiful garden with front porch and balcony on the 2nd floor. Property is one block from Humboldt Park and the 606. Home needs updating and is being sold as is. 2nd floor

  Elizabeth Muscare Rooney Realty Ltd.

  1655 N Francisco Ave, Chicago, IL 60647
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  /12

  $420,000

  • 8 Beds
  • 3 Baths

  8513 S Sangamon St, Chicago, IL 60620

  Incredible opportunity in Auburn Gresham-this rare all-brick 2-flat offers flexibility, cash flow, and updated systems throughout. Featuring two spacious 3-bedroom, 1-bath units, plus the potential for a third unit, this property is ideal for both owner-occupants and investors alike. Garden unit is rented. A full rehab was completed in 2020, including a new front porch, HVAC systems with

  Whitney Hampton Keller Williams ONEChicago

  8513 S Sangamon St, Chicago, IL 60620
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  /29

  $549,000

  • 7 Beds
  • 3 Baths

  5221 W Montrose Ave, Chicago, IL 60641

  Welcome to this solid brick 2-flat with a finished basement and a 2-car garage! The second-floor unit was remodeled in 2025, featuring new windows, new flooring, fresh paint, 3 bedrooms, 1 bathroom, a spacious living room, dining room, and kitchen. The first-floor unit offers 2 bedrooms plus a tandem room, 1 bathroom, a living room, dining room, and kitchen. The finished basement includes 2

  Leo Bui LPT Realty LLC

  5221 W Montrose Ave, Chicago, IL 60641
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  /26

  $170,000

  • 6 Beds
  • 2 Baths

  5212 S Honore St, Chicago, IL 60609

  Great chance to own a 2-unit building in the growing Back of the Yards neighborhood! Each unit has 3 bedrooms and 1 bathroom, plus there's an enclosed back porch and a 2-car garage. This home needs work, but it has lots of potential. The second floor can be duplexed with attic and add an additional bedroom, and family room. The home is being sold as-is, so bring your ideas for this property with

  Humberto Manzo Bustos eXp Realty

  5212 S Honore St, Chicago, IL 60609
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  /42

  $369,900

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

  2524 N Mont Clare Ave, Chicago, IL 60707

  BEAUTIFUL, UPDATED BUNGALOW HOUSE W/ 5 BRS, 2 FULL BATH & 1 HALF BATH IN NICE NEIGHBORHOOD. HOUSE FEATURES: FRESHLY PAINTED THROUGHOUT; NEW WOOD LAMINATE ON 1ST FLOOR, NEW CARPET ON SECOND FLOOR, NEW VINYL ON BASEMENT FLOOR; ALL NEW LIGHT FIXTURES; NEW KITCHEN WITH QUARTZ COUNTER TOP; NEW SS APPLIANCES. FINISHED BASEMENT. 2 CAR GARAGE WITH NEW DOORS. LARGE YARD WITH CONCRETE PATIO. NICE HOUSE!

  Ngocmai Huynh VNT Realty

  2524 N Mont Clare Ave, Chicago, IL 60707
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  /22

  $725,000

  • 5 Beds
  • 3 Baths

  2076 N Campbell Ave, Chicago, IL 60647

  Excellent opportunity to own this updated and fully rented Bucktown/Logan Sq 2 flat. Perfect for investors and those looking to owner-occupy. Great location, just 2 blocks to the Western/Armitage blue line stop, with countless shops, restaurants & nightlife in every direction. This property features a first-floor 2-bedroom, 1 bathroom unit with a new kitchen, central heat and A/C & a dedicated

  Ben Lalez Compass

  2076 N Campbell Ave, Chicago, IL 60647
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  /18

  $179,900

  • 6 Beds
  • 1.5 Baths
  • 1,713 Sq Ft

  7807 S Burnham Ave, Chicago, IL 60649

  Prime South Shore Opportunity! Don't miss this incredible opportunity to own a spacious and attractive brick bungalow in the red-hot South Shore neighborhood! Offering 6 total bedrooms, this home provides generous space and endless potential. The main level features beautiful hardwood floors, a welcoming foyer, a cozy living room with a decorative fireplace, a formal dining room, a full

  Araceli Munoz Realty of America, LLC

  7807 S Burnham Ave, Chicago, IL 60649
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  /36

  $330,000

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

  3920 N Lake Shore Dr Unit 4N, Chicago, IL 60613

  Welcome to lakeside living in the heart of Chicago's Lakeview East neighborhood, a unique find that eagerly awaits your creative touch. Not only does this residence greet you with a promise of luxury, but also serves as a canvas for your imagination. A pre-war, co-op building, standing tall along the picturesque Lake Shore Drive, exudes the utmost charm with tons of character. With a sprawling

  Victoria Rezin Coldwell Banker Realty

  3920 N Lake Shore Dr Unit 4N, Chicago, IL 60613
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  /118

  $2,500,000

  • 11 Beds
  • 7 Baths

  1535 W Estes Ave, Chicago, IL 60626

  Introducing 1535 West Estes Avenue, located in the heart of East Rogers Park! This 2025 beautiful, enormous, completely renovated to the studs 4 unit multi-family building features top-notch design and craftsmanship throughout. The property sits on a huge 30x180 foot lot located on a quiet street and showcases exquisite gorgeous limestone as well as new tuckpointing, a complete tear off roof, all

  Peter Fotopoulos Baird & Warner

  1535 W Estes Ave, Chicago, IL 60626
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  /9

  $279,000

  • 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 basement has a separate entrance and exit along with a kitchen, bathroom, and offering

  Autoria Morrow A Morrow Properties

  4643 W Monroe St, Chicago, IL 60644
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  /26

  $590,000

  • 6 Beds
  • 3 Baths

  2536 N Austin Ave, Chicago, IL 60639

  Welcome to this beautifully maintained, all-brick two-unit building in Chicago's desirable Belmont Cragin neighborhood. Whether you're an investor seeking steady rental income or looking for the perfect space for multi-generational living, this versatile property checks all the boxes. Step inside to discover two bright and spacious units, each featuring generous living areas, modern finishes, and

  Roberta Ruiz Baird & Warner, Inc.

  2536 N Austin Ave, Chicago, IL 60639
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  /18

  $289,000

  • 5 Beds
  • 3 Baths

  2327 S Trumbull Ave, Chicago, IL 60623

  LITTLE VILLAGE !!! BRICK 2 UNIT BUILDING !!WITH GARAGE !! 1ST FLOOR; 2 BEDROOMS WITH FORCED AIR HEATING & AC. 2ND FLOOR; DUPLEXED WITH FINISHED ATTIC!!! FEATURING 3 BEDROOMS, 2 BATHROOMS AND FORCED AIR. !!!NEAR SHOPPING , TRANSPORTATION, PARKS AND MINUTES TO I-55!! PROPERTY SOLD IN AS-IS CONDITION. TENANT OCCUPIED PLEASE ALLOW TIME TO SECURE THE APPOINMENT.

  Jose Villasenor Realty of America, LLC

  2327 S Trumbull Ave, Chicago, IL 60623
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  /52

  $2,195,000

  • 7 Beds
  • 7 Baths

  1116 W Addison St, Chicago, IL 60613

  Prime Lakeview location just steps from iconic Wrigley Field! This beautifully renovated 3-flat offers a rare opportunity to own a turnkey, income-generating property in one of Chicago's most sought-after neighborhoods. Extensively rebuilt in 2020, the building features three spacious units with modern finishes and thoughtful design throughout. Each unit offers open layouts filled with natural

  Marta Kazmierczak Compass

  1116 W Addison St, Chicago, IL 60613
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  /14

  $854,000

  • 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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  /32

  $1,295,000

  • 8 Beds
  • 4 Baths

  2832 N Mozart St, Chicago, IL 60618

  Discover this striking octagonal 4-unit building offering spacious 2-bedroom, 1-bathroom apartments in one of Chicago's most vibrant neighborhoods. Perfectly situated in Avondale-enjoy all the energy of nearby Logan Square without the higher taxes-this property combines distinctive architecture with impressive income potential. Each unit features generous layouts designed for comfortable living,

  Israel Valadez Realty of America, LLC

  2832 N Mozart St, Chicago, IL 60618
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  /9

  $215,000

  • 5 Beds
  • 3 Baths

  4838 S Bishop St, Chicago, IL 60609

  Great building with two units with a full basement ready for your Ideas, one way street, 3 full baths , laundry area in basement. 2nd unit is vacant. 1st unit is occupied by owner's family members. 2 car garage. Live in one rent the other and start collecting rent. Super clean property, newer water heaters.

  Alba Diaz Premier EA Realty LLC

  4838 S Bishop St, Chicago, IL 60609
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  /55

  $1,299,770

  • 5 Beds
  • 3.5 Baths
  • 3,318 Sq Ft

  2900 W Birchwood Ave, Chicago, IL 60645

  Spacious & versatile 5BR/4BA home on a prime corner 65 foot lot! This beautifully maintained residence offers 3 fully finished levels with endless flexibility. Main level features a massive light-filled living room, formal dining room, large kitchen with pantry, sun-room, office, powder room, eat-in Kitchen and laundry area. Upstairs offers 4 generous bedrooms including a spacious primary suite,

  Andrew Glatz Crown Heights Realty

  2900 W Birchwood Ave, Chicago, IL 60645
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  /71

  $1,749,900

  • 10 Beds
  • 6 Baths

  2333 N Spaulding Ave, Chicago, IL 60647

  Exceptional Turn-Key Legal All-Brick 4-Unit on a Double Lot in Prime Logan Square. Rarely available and meticulously maintained by long-time owners, this spectacular all-brick 4-flat sits on an oversized 50' x 140' lot in the heart of vibrant Logan Square. The property consists of two attached brick buildings, almost 7000 square feet of space, each housing two units, for a total of four

  Brooke Daitchman Baird & Warner

  2333 N Spaulding Ave, Chicago, IL 60647
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  /25

  $349,900

  • 5 Beds
  • 2 Baths

  7548 S Harvard Ave, Chicago, IL 60620

  Welcome to this well-maintained brick 2-flat in the Greater Grand Crossing area-an excellent opportunity for both investors and owner-occupants! The first-floor unit offers a spacious layout with a comfortable living room, formal dining room, two bedrooms, a full bath, and a bright kitchen equipped with a stove, refrigerator, and microwave. Enjoy the added convenience of in-unit laundry and an

  Joe Castillo RE/MAX MI CASA

  7548 S Harvard Ave, Chicago, IL 60620
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  /48

  $1,200,000

  • 11 Beds
  • 5 Baths

  6321 N Oakley Ave, Chicago, IL 60659

  Welcome to Devon Avenue's Little India neighborhood! This unique Legal 4-Unit building on an over-sized lot has been completely renovated and all leased out! Currently generating $100,800/annually giving it an amazing 8-cap rate for your investment! Garden, 1st, and 3rd floor units are all 3BD/1BA units while the 2nd floor unit is a nicely split 2BD/2BA unit. Each unit has been intricately

  Feras Abbas Jameson Sotheby's Intl Realty

  6321 N Oakley Ave, Chicago, IL 60659
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  /22

  $1,880,000

  • 11 Beds
  • 11 Baths

  1017 S Claremont Ave, Chicago, IL 60612

  This stunning, newly constructed (2024) 3-unit multi-family building is located in the heart of Chicago's vibrant and rapidly growing Tri-Taylor neighborhood. The second and third floors each feature spacious, thoughtfully designed units with 3 generously sized bedrooms and 3 modern full bathrooms. The first-floor unit is a duplex that offers 2 bedrooms and 2 bathrooms on the main level,

  Sonny Ruan Chi Real Estate Group LLC

  1017 S Claremont Ave, Chicago, IL 60612
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  /29

  $525,000

  • 14 Beds
  • 4 Baths

  6601 S St Lawrence Ave, Chicago, IL 60637

  Multi-unit investment property with strong upside. The building includes 4 units: two with 3 bedrooms and two with 4 bedrooms, totaling 14 beds and 4 full baths. Three units are occupied; one is vacant. AS IS sale. Cosmetic improvements will be needed. Estimated ARV in the area is around $750K, making this a solid option for those looking to build equity.

  Sherita Owens Keller Williams ONEChicago

  6601 S St Lawrence Ave, Chicago, IL 60637
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  /37

  $359,900

  • 6 Beds
  • 3 Baths

  2745 S Sawyer Ave, Chicago, IL 60623

  Little Village 2-Flat with additional, finished attic. **Second floor unit is rented for the next 12 months.** Both units are 3BD/1BA, with up-to-date finishes. The finished attic has a family room, bedroom, full bath and kitchen area with a stove and refrigerator. All units have their own private entrances and units 1 & 2 have separate utilities. There's a good size yard and TWO EXTERIOR PARKING

  Jason Webb Baird & Warner

  2745 S Sawyer Ave, Chicago, IL 60623
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  /10

  $625,000

  • 5 Beds
  • 2 Baths

  1625 N Lawndale Ave, Chicago, IL 60647

  Exceptional opportunity to own a fully gut-renovated 2-flat just steps from the 606 Trail. Full 3BR unit on the 1st floor/2BR unit on the 2nd floor: both units feature open floor plans with sleek modern white cabinetry, farmhouse sinks, quartz countertops, and stainless steel appliances. Beautifully designed bathrooms include walk-in custom showers with frameless glass doors. Each unit offers

  Susan Wooten @properties Christie's International Real Estate

  1625 N Lawndale Ave, Chicago, IL 60647
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  /31

  $1,325,000

  • 8 Beds
  • 6 Baths

  5641 W Carmen Ave, Chicago, IL 60630

  Exceptional 2025 investment opportunity in Chicago's desirable Jefferson Park neighborhood! This solid brick multifamily property offers multiple spacious, light-filled units with hardwood floors, updated kitchens, and strong rental potential. Ideal for owner-occupants or investors, the building features a large backyard, detached garage, and a full basement with expansion possibilities.

  Ben Lalez Compass

  5641 W Carmen Ave, Chicago, IL 60630
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  /25

  $1,175,000

  • 6 Beds
  • 4 Baths

  2244 W Augusta Blvd, Chicago, IL 60622

  Welcome to 2244 W Augusta Blvd, a 4-Unit in the heart of the Ukrainian Village. Built in 1927, this historic building offers a unique blend of vintage charm and modern amenities. This four flat sits on a 29 foot lot and has three spacious 2 bedroom units with hardwood floors and high ceilings. There is also a two room studio apartment. The property's prime location in Chicago's Ukrainian Village

  Tericia Ruff UTR Investments LLC

  2244 W Augusta Blvd, Chicago, IL 60622
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  /45

  $354,900

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

  7711 S Honore St, Chicago, IL 60620

  Beautiful brick bungalow completely remodeled. All new windows plumbing, electricity, kitchen cabinets with quartz countertops, hardwood floors, central heater and central air, side walks, all new wooden fence, and siding in the back of the house. Basement finished with extra rooms all laminated and a walk-in shower, wooden deck.

  Griselda Chaidez Su Familia Real Estate Inc

  7711 S Honore St, Chicago, IL 60620
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  /3

  $247,000

  • 11 Beds
  • 5 Baths

  8822 S Exchange Ave, Chicago, IL 60617

  Calling all Landlords!!! Looking for an income property? Here's a 3-unit building! FULLY OCCUPIED! Units 1 has 2 beds, 1 bath, unit 2 has 5 beds and 2 baths, and unit 4 beds 2 baths. Each unit has a refrigerator & stove and each has their own utilities. Full unfinished basement. Brand new front porch and there is a parking pad in the back of the house off the alley. Schedule a showing today!

  Frank Montro Keller Williams Preferred Rlty

  8822 S Exchange Ave, Chicago, IL 60617
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  /28

  $1,299,900 Open Sat 12PM - 2PM

  • 5 Beds
  • 3.5 Baths
  • 3,400 Sq Ft

  1910 W George St, Chicago, IL 60657

  Nestled in the heart of Chicago's highly sought-after Roscoe/Lakeview neighborhood. Completely Remodeled, and absolutely stunning 3,400 + square feet of beautifully designed living space with 5 bedrooms, 3 1/2 bathroom . Main floor offers large living room and dining room with open floor plan show-cashing the stunning fireplace, refinished hardwood floors and beautiful staircase. Gorgeous new

  Sohail Salahuddin eXp Realty

  1910 W George St, Chicago, IL 60657
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  /30

  $349,900

  • 5 Beds
  • 2 Baths
  • 2,972 Sq Ft

  1318 N Menard Ave, Chicago, IL 60651

  Welcome to this spacious 5-bedroom, 2-bathroom gem in the heart of North Austin! With nearly 3,000 square feet of living space, this home offers room for everyone. Ideally located just west of Central Ave and south of North Ave, you'll enjoy easy access to public transportation, shopping, parks, and more. Step inside to find gleaming hardwood floors throughout the main level, a generous kitchen

  Daniel DePaepe Baird & Warner

  1318 N Menard Ave, Chicago, IL 60651
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  /31

  $949,900

  • 5 Beds
  • 4 Baths
  • 4,400 Sq Ft

  9709 S Leavitt St, Chicago, IL 60643

  LUXURY LIVING IN A BEAUTIFUL BEVERLY HISTORICAL CHICAGO BRICK BUNGALOW! This home has been masterfully reimagined and meticulously rebuilt with added new construction which seamlessly blends its storied past with modern chic couture. The awe of the hand laid distinguished cut natural stone and brick trimmings with the art of vertical insets will immediate capture your vintage sculpture eye. As

  Varine Hampton Coldwell Banker Realty

  9709 S Leavitt St, Chicago, IL 60643
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  /26

  $360,000

  • 6 Beds
  • 3 Baths

  108 W 81st St, Chicago, IL 60620

  Its time to start thinking BIG.. they say its the only Brick 3 Flat in West Chatham: 3,978 Square Feet on a Double Paved and Fenced Lot (50' wide) with Electronic Gated Entry for plenty of Off Street Parking including a 3 Car Garage. Surrounded by well maintained Single Family Homes and Across the street from Lenart Regional Gifted Center. Close to 79th Street and the Dan Ryan. Rents could be

  John Charleston RE/MAX 10

  108 W 81st St, Chicago, IL 60620
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  /19

  $197,900

  • 9 Beds
  • 4 Baths

  10230 S Yates Blvd, Chicago, IL 60617

  Calling all Landlords!!! Looking for an income property? Here's a 3-unit building! TENANT OCCUPIED! Units 1 and 2 have 3 beds 1 bath. Unit 3 has 2 beds and 1 bath. Each unit has a refrigerator & stove and each has their own separate heat, electrical, hot water heaters. Full unfinished basement accessible to all 3 units and has a bathroom. There is a 2 car carport in the back of the house off the

  Frank Montro Keller Williams Preferred Rlty

  10230 S Yates Blvd, Chicago, IL 60617
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  /21

  $300,000

  • 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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  /2

  $874,900

  • 9 Beds
  • 5 Baths

  1838 S Laflin St, Chicago, IL 60608

  Now Showing! Calling all investors. Amazing rental potential with 2 buildings on the same lot. All tenants are currently on a month-to-month lease. Very desirable Pilsen location - walking distance to shopping, restaurants, and transportation.

  Donald Trainor Tanis Group Realty

  1838 S Laflin St, Chicago, IL 60608
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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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  /32

  $1,495,000

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

  3045 W Ardmore Ave, Chicago, IL 60659

  Once-in-a-lifetime opportunity! Absolute perfection and attention to detail! This stately Tudor home has been completely refurbished and reimagined with no detail overlooked and no expense spared! A designer showcase of stunning architectural details with high-end, custom finishes throughout. Versatile floorplan with several bedroom and in-home office space options. Supreme location right

  Sophia Worden Berkshire Hathaway HomeServices Chicago

  3045 W Ardmore Ave, Chicago, IL 60659
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  /14

  $489,900

  • 5 Beds
  • 2 Baths
  • 1,917 Sq Ft

  3516 N Neenah Ave, Chicago, IL 60634

  Rehabbed 1.5 story single family home with finished attic with 2 bedrooms, kitchen, bathroom, beautiful laminated floors and new appliances, plenty closet space and separate private entrance. First floor unit offer 2 good size bedrooms and extra room ideal for office space nursery, etc., new bathroom,new kitchen, new fixtures and appliances, laminated floors, freshly painted.. full unfinished

  Miguel Luviano MIguel A. Luviano

  3516 N Neenah Ave, Chicago, IL 60634
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  /35

  $329,900 Open Sat 11AM - 2PM

  • 5 Beds
  • 3 Baths
  • 3,720 Sq Ft

  11030 S Avenue L, Chicago, IL 60617

  Charming Chicago Bungalow in the Heart of East Side - Perfect for Entertaining! Welcome to your dream home nestled in the vibrant East Side neighborhood of Chicago! This stunning bungalow showcases a seamless blend of classic charm and modern amenities, boasting an impressive 8 bedrooms and 3 full baths, providing ample space for families or those looking to spread out. As you step inside, you'll

  Alejandro Diaz Realty of America, LLC

  11030 S Avenue L, Chicago, IL 60617
• 

  

  /25

  $274,900

  • 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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