Homes for Sale in Chicago, IL with 5-Bedrooms

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  /32

  $449,000

  • 5 Beds
  • 2 Baths

  4555 S Halsted St, Chicago, IL 60609

  New deluxe single family whole house or mother in law/ 2 unit cash flow opportunity. opportunity in Chicago's sought-after Canaryville neighborhood! Ideally positioned on S Halsted St, this classic two-unit property offers unbeatable access to nearby Bridgeport and is just minutes from Guaranteed Rate Field. This well-maintained building features two spacious, move-in-ready units with separate

  Zohaib Khurshid RE/MAX Premier

  4555 S Halsted St, Chicago, IL 60609
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  /34

  $429,999

  • 6 Beds
  • 3 Baths

  6733 S Maplewood Ave, Chicago, IL 60629

  Rarely available 2 unit building with 3 bedroom apartments in both floors!! Each with a huge living room, separate dining room, full bathroom, and kitchen! This property as features a finished basement with a separate entrance! Unit includes an additional 2 bedrooms, living room, full bathroom, and kitchen!Property also includes a brick two car garage with great yard space!! Don't let this one

  Maria Rueda Realty of America, LLC

  6733 S Maplewood Ave, Chicago, IL 60629
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  /64

  $5,950,000

  • 5 Beds
  • 5.5 Baths
  • 7,462 Sq Ft

  189 E Lake Shore Dr Unit 18, Chicago, IL 60611

  Amazing, dramatic penthouse in a classic vintage building on East Lake Shore Drive! This home has been completely renovated with over 7400 square feet of luxurious finishes and offers expansive lake & city views plus 2 terraces with 550 square feet of private outdoor space. Walk off the elevator into this full floor home featuring oversized windows and extraordinary ceiling height make this home

  Emily Sachs Wong @properties Christie's International Real Estate

  189 E Lake Shore Dr Unit 18, Chicago, IL 60611
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  /32

  $1,130,000

  • 12 Beds
  • 8 Baths

  5137 S Wabash Ave, Chicago, IL 60615

  HUGE, legal 4-unit property on an extra-wide lot, now ready for new ownership. Originally built in 2009 as individual condos, this building offers significantly larger units than most 3-4 flats in the area-giving it a clear competitive edge. All four apartments feature spacious 3-bedroom/2-bath layouts with stainless steel appliances, granite countertops, marble baths, fireplaces, and in-unit

  Michael Scanlon eXp Realty

  5137 S Wabash Ave, Chicago, IL 60615
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  /33

  $12,250,000

  • 6 Beds
  • 6.5 Baths
  • 9,250 Sq Ft

  800 N Michigan Ave Unit 67, Chicago, IL 60611

  The last raw penthouse available in the Gold Coast! An amazing opportunity to transform this true duplex Penthouse at Chicago's esteemed Park Hyatt. Offering the absolute best combination of 360-degree Lake Michigan and City skyline views, 12-foot ceilings, 5-Star Hotel amenities, 700sf of private outdoor space atop the duplex, NoMi Club, and access to the best shopping and dining the Gold Coast

  Susan Miner Premier Relocation, Inc.

  800 N Michigan Ave Unit 67, Chicago, IL 60611
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  /52

  $299,900

  • 5 Beds
  • 2.5 Baths
  • 1,056 Sq Ft

  8633 S Union Ave, Chicago, IL 60620

  Come take a look at this charming home located in the heart of Chicago's Auburn Gresham neighborhood, perfect if you're looking for space, comfort, and style! This property offers thoughtful updates and inviting features throughout, including an updated kitchen with stainless steel appliances and a total of 5 bedrooms and 2.5 bathrooms. The first floor features a welcoming living room, a separate

  Jose Martinez RE/MAX Mi Casa

  8633 S Union Ave, Chicago, IL 60620
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  /25

  $249,900

  • 6 Beds
  • 3 Baths

  6045 S Peoria St, Chicago, IL 60621

  Don't Miss Out!!! This is an excellent opportunity to own this Classic 2-flat Greystone on a quiet cul-de-sac block in Englewood. Each unit offers 3 bedrooms, 1 full bath, formal dining rooms, spacious living areas, and kitchens with pantries. The first-floor unit is a duplex-down with 1 bathroom 2 rooms providing additional living space-perfect for owner-occupants or multi-generational living.

  Tanika Fulgham Keller Williams Preferred Rlty

  6045 S Peoria St, Chicago, IL 60621
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  /8

  $140,000

  • 5 Beds
  • 2 Baths
  • 1,607 Sq Ft

  5958 S Winchester Ave, Chicago, IL 60636

  Currently zoned as a single family, the property features 5 bedrooms and 2 bathrooms above grade, with a finished basement that includes 2 additional bedrooms and 1 bathroom. The first floor offers 3 bedrooms and 1 bathroom and has been recently updated with fresh paint and refinished flooring. The second floor includes 2 bedrooms, 1 bathroom, a full kitchen, and separate front and rear

  Mauricio Lopez eXp Realty

  5958 S Winchester Ave, Chicago, IL 60636
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  /28

  $225,000

  • 5 Beds
  • 2 Baths
  • 1,148 Sq Ft

  7131 S Wood St, Chicago, IL 60636

  Bigger than it looks. 5 bedroomshouse with 2 batrooms, living room, dining room, harwood floors. New heating unit, new ceiling, remodeled kitchen, remodeled bathrooms, big size basement ready for your building ideas includes one full bathroom.

  Martha Luna Angels Financial Real Estate Corp

  7131 S Wood St, Chicago, IL 60636
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  /49

  $1,849,000

  • 6 Beds
  • 4.5 Baths
  • 4,700 Sq Ft

  4801 S Kimbark Ave, Chicago, IL 60615

  First time on the market in over 25 years, this amazing 3-story, 5000 sq ft Queen Anne home offers 6 spacious bedrooms and 4.5 baths in a prized location on one of the most coveted blocks in the South Kenwood Historic Landmark District. Built in 1891 by the well-regarded firm of Patton & Fisher, it is sheathed in beautiful New York red slate, in a distinctive fish-scale pattern, above an imposing

  Robert Sullivan Berkshire Hathaway HomeServices Chicago

  4801 S Kimbark Ave, Chicago, IL 60615
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  /23

  $375,000

  • 5 Beds
  • 2 Baths
  • 1,078 Sq Ft

  3053 W 77th St, Chicago, IL 60652

  HIGHEST & BEST DUE 3/30 at 6pm. Modern luxury and functionality throughout. This move-in-ready property features 3 bedrooms on the main level plus 2 additional bedrooms in the fully finished basement, ideal for extended living or guests. Enjoy peace of mind with a new roof and all-new plumbing, electrical, and mechanical systems. The main level showcases refinished hardwood floors and a designer

  Hugo Sandoval Realty of America, LLC

  3053 W 77th St, Chicago, IL 60652
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  /5

  $425,000

  • 8 Beds
  • 4 Baths

  6734 S Maplewood Ave, Chicago, IL 60629

  Solid brick two-flat located on a quiet residential street in Chicago. This well-maintained property features separate utilities with three electric meters and two hot water tanks, making it ideal for investors or owner-occupants. The first-floor unit offers 3 bedrooms and 1.5 bathrooms, along with a spacious living room and formal dining room. The second-floor unit includes 3 bedrooms and 1 full

  Erika Villegas Re/Max In The Village

  6734 S Maplewood Ave, Chicago, IL 60629
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  /15

  $450,000

  • 5 Beds
  • 3 Baths
  • 3,170 Sq Ft

  6030 S Mayfield Ave, Chicago, IL 60638

  ** UP TO $22,500 DOWN PAYMENT ASSISTANCE FOR QUALIFIED BUYERS** EXCEPTIONALLY BUILT AND FULLY RENOVATED LARGER THAN IT LOOKS 3 LEVELS OF LIVING ALL BRICK CAPE COD THAT SITS ON QUIET TREE LINED STREET WITH OVERSIZED 2 CAR GARAGE. FIRST FLOOR BOATS LIVING ROOM, DINING ROOM, BEDROOM, FULL BATH AND CHEFS KITCHEN WITH GORGEOUS 42" NAVY AND WHITE SHAKER CABINETS WITH DESIGNER STONE BACKSPLASH, WHITE

  John Gutman Gutman Real Estate

  6030 S Mayfield Ave, Chicago, IL 60638
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  /13

  $199,950

  • 6 Beds
  • 3 Baths

  517 W Englewood Ave, Chicago, IL 60621

  Brick 3 unit; in need of total gut rehab.

  Nicholas Hansen Home One Realty

  517 W Englewood Ave, Chicago, IL 60621
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  /30

  $289,000

  • 5 Beds
  • 2 Baths
  • 1,040 Sq Ft

  237 W 117th St, Chicago, IL 60628

  Updated and ready to move-in solid brick ranch on a quiet street conveniently located in the same distance from both I-57 and I-94 expressways! * Nice open floor plan with 10x15 master bedroom and large finished basement with 2 additional bedrooms plus recreational area!!!* Hardwood maple kitchen cabinets with SS appliances, quartz countertop and the backsplash! * Nice custom tiles in both

  Damian Ciszek RE/MAX 10

  237 W 117th St, Chicago, IL 60628
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  /24

  $334,900

  • 6 Beds
  • 3.5 Baths
  • 2,200 Sq Ft

  9321 S Green St, Chicago, IL 60620

  STUNNING MODERN LUXURY WITH UNMATCHED DESIGN & ENTERTAINING SPACE. EXPERIENCE THE PERFECT BLEND OF MODERN DESIGN AND TOP-TIER LUXURY IN THIS 6 BEDROOM, 3.5 BATH MASTERPIECE. OPEN LIVING AND FORMAL DINING ROOM CONCEPT ON MAIN LEVEL WITH BEAUTIFUL FLOORING AND RECESS LIGHTING, LEADING TO THE GOURMET KITCHEN DESIGNED FOR ENTERTAINING. FEATURNING A LARGE CENTER ISLAND AND QUARTZ COUNTER TOPS WITH 42

  Cheryl Gordon Elite Executives Realtors

  9321 S Green St, Chicago, IL 60620
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  /48

  $3,750,000

  • 6 Beds
  • 4.5 Baths
  • 7,000 Sq Ft

  4427 N Hermitage Ave, Chicago, IL 60640

  Reimagined in 2021, this extraordinary nearly 7,000 square foot Ravenswood residence sits on an oversized 50x165 lot and combines traditional architecture with an extensive full-scale transitional style renovation and exceptional craftsmanship throughout. The home was completely redone, opening the floor plan while preserving the character of the original home. The main level begins with a

  Jeffrey Lowe Compass

  4427 N Hermitage Ave, Chicago, IL 60640
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  /14

  $237,500

  • 5 Beds
  • 2 Baths

  3834 W Monroe St, Chicago, IL 60624

  Attention Investors & Rehabbers - Prime Opportunity in West Garfield Park! Solid 2-flat building ready for your vision and renovation ideas. The first-floor unit features 2 bedrooms, and the second-floor unit offers 3 bedrooms, providing strong income potential once updated. Each unit has a Parlor Room plus a large Living Room and Formal Dining Room. The property also includes a full basement and

  Michael Olszewski Area Wide Realty

  3834 W Monroe St, Chicago, IL 60624
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  /56

  $1,575,000

  • 5 Beds
  • 5 Baths
  • 4,500 Sq Ft

  1260 N Astor St Unit 7, Chicago, IL 60610

  Available for the first time in forty years, this 4,500-square-foot full-floor Gold Coast cooperative offers exceptional scale, privacy, and architectural significance. With 10.5-foot ceilings, expansive proportions, and open views of Goudy Park, Lake Michigan, and the city skyline, the residence lives like a single-family home in a prestigious, full-service building. Originally owned by the

  Jennifer Ames Engel & Voelkers Chicago

  1260 N Astor St Unit 7, Chicago, IL 60610
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  /35

  $874,500

  • 11 Beds
  • 4 Baths

  6319 N Claremont Ave, Chicago, IL 60659

  LOCATION! LOCATION!! Welcome to BEAUTIFUL Jumbo 3 UNIT BUILDING WITH FINISHED BASEMENT UNIT. LARGE UNITS WITH SEPARATE DINING ROOM, LARGE LIVING ROOM AND 3 GOOD SIZE BEDROOMS WITH HARDWOOD FLOOR. RECENTLY UPDATES INCLUDE 2ND AND 3RD FLOOR KITCHEN AND BATHROOM VANITIES. CENTRAL HEATING FOR ALL 3 UNITS. FINISHED BASEMENT WITH ADDITIONAL LIVING SPACE. COIN LAUNDRY FOR EXTRA INCOME. LIVE ONE UNIT &

  MD Islam Century 21 Circle

  6319 N Claremont Ave, Chicago, IL 60659
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  /15

  $290,000

  • 7 Beds
  • 3 Baths

  7130 S Langley Ave, Chicago, IL 60619

  Maintained two-unit building offering flexibility for both investors and owner-occupants. The first-floor unit features three bedrooms and one bathroom on the main level and extends into a finished, duplexed basement with an additional bedroom and full bathroom. Hardwood flooring runs throughout the main living areas on both the first and second floors. The second-floor unit offers three bedrooms

  Tyrone Green Keller Williams ONEChicago

  7130 S Langley Ave, Chicago, IL 60619
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  /28

  $395,000

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

  8839 S Colfax Ave, Chicago, IL 60617

  This home is simply gorgeous! Beautiful open floor plan that exudes warmth, charm, and comfort. There are beautiful new wood floors that are are on the main level and stairs. The kitchen features large granite island for cooking and entertaining. The new lighting illuminates the spacious rooms and meticulous workmanship. There are 2 master size bedrooms on the second level with a laundry room for

  Karen Weed Kale Realty

  8839 S Colfax Ave, Chicago, IL 60617
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  /16

  $365,000 Open Sat 12PM - 3PM

  • 5 Beds
  • 2 Baths
  • 945 Sq Ft

  7549 S Michigan Ave, Chicago, IL 60619

  Welcome to this updated Bungalow! Featuring new, LG appliances and modern finished throughout. Featuring updated kitchen, and spacious basement! Conveniently situated with easy access to major expressways including I-94/Dan Ryan, making commuting to downtown Chicago and surrounding areas a breeze. Close to public transportation, shopping, dining, schools, and local parks. Ready for any buyer to

  Yenni Solsol Smart Home Realty

  7549 S Michigan Ave, Chicago, IL 60619
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  /7

  $425,000

  • 6 Beds
  • 3 Baths

  7917 S Maryland Ave, Chicago, IL 60619

  This Beautiful building was completely rehabbed in 2020. Gleaming hardwood floors throughout, semi-finished basement, individual heaters, hot water heaters, security back fence, cameras, and each unit has an alarm system. All newer windows and door buzzer system. Laundry in Building. Close to public transportation and neighborhood shopping. Gated front and back. Come and see this beauty and all

  Frank Herrera In Business Real Estate

  7917 S Maryland Ave, Chicago, IL 60619
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  /16

  $230,000

  • 6 Beds
  • 2 Baths
  • 3,125 Sq Ft

  1504 W 71st St, Chicago, IL 60636

  MAKE THIS BEAUTIFUL HOME YOURS TODAY! Welcome to this charming move-in ready single-family home offering comfort, space, and versatility. The main level features a bright living room, a spacious kitchen with ample cabinetry, three bedrooms, and one full bathroom. The home also includes a fully finished basement, providing additional living space with three more bedrooms and one full bathroom,

  Monica Deanda Realty of America, LLC

  1504 W 71st St, Chicago, IL 60636
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  /45

  $295,000

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

  7307 S Peoria St, Chicago, IL 60621

  DON'T MISS OUT!! This is an excellent opportunity to own a stunning, 2-bedroom, and 1-bathroom home in the Englewood area in the City of Chicago. This home has a lot to offer after the buyer completes repairs. It has a cozy layout and great backyard for entertaining. The home is located near schools, parks, retail, and public transportation. A must-see!

  Tavo Rubalcava eXp Realty

  7307 S Peoria St, Chicago, IL 60621
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  /33

  $519,999

  • 7 Beds
  • 3 Baths

  1539 S Christiana Ave, Chicago, IL 60623

  Fully gut-rehabbed legal multi-unit with limestone facade and solid brick construction. Live in one unit and rent the other! Great Investment. First-floor unit duplexes to a finished basement with 3 bedrooms, 2 baths, laundry, and private rear entrance. Both units feature 9-10 ft ceilings, luxury vinyl flooring, spacious living/dining areas, and custom kitchens with 42" cabinets, quartz

  Martha Mendoza Gutierrez Realty of America, LLC

  1539 S Christiana Ave, Chicago, IL 60623
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  /27

  $295,000

  • 6 Beds
  • 2 Baths

  7132 S Ingleside Ave, Chicago, IL 60619

  BRICK 2 FLAT ON QUIET BLOCK IN GREATER GRAND CROSSING. WITH 2 3-BEDROOM AND 1 BATH UNITS. THE 1ST FLOOR IS TENANT OCCUPIED. WITH THE 2ND FLOOR OPEN TO OWNER OCCUPANCY OR MORE TENANTS.

  Bruce Stafford Infiniti Properties, Inc.

  7132 S Ingleside Ave, Chicago, IL 60619
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  /24

  $310,000

  • 5 Beds
  • 3 Baths
  • 2,563 Sq Ft

  7359 S Vernon Ave, Chicago, IL 60619

  Completely renovated and move-in ready brick bungalow on a quiet, tree-lined block in Greater Grand Crossing! Offering approximately 2,563 sq ft of finished living space across three levels, this spacious home features a well-designed layout ideal for today's lifestyle. The main level boasts generous living and dining areas, a modern kitchen with dark wood cabinets, quartz countertops, appliances

  Taurino Morales eXp Realty

  7359 S Vernon Ave, Chicago, IL 60619
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  /16

  $240,000

  • 5 Beds
  • 3 Baths

  527 W 76th St, Chicago, IL 60620

  This two-unit building, constructed in 2004, offers a strong investment opportunity. The property requires repairs due to existing open violations, and is priced accordingly to reflect this condition. With the necessary improvements completed, the building presents significant potential for equity growth and increased value. Floor 1 has 2 bedrooms and 1 bath. Tenants are month to month. Floor 2

  Latosha Fleming Infiniti Properties, Inc.

  527 W 76th St, Chicago, IL 60620
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  /24

  $895,000

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

  6128 N Kildare Ave, Chicago, IL 60646

  Solid and expansive traditional home in the highly sought-after Sauganash Park neighborhood. This spacious 5 bedroom, 3.5 bath residence offers the perfect blend of timeless construction and modern comfort. Fully rebuilt in 2000, the home features an open, light filled floor plan with generous room sizes and tasteful finishes throughout. Step inside to a bright main level with hardwood floors

  Beata Rogowski Coldwell Banker Realty

  6128 N Kildare Ave, Chicago, IL 60646
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  /26

  $439,900

  • 6 Beds
  • 2 Baths

  7227 S Michigan Ave, Chicago, IL 60619

  Turnkey Investment Opportunity - Fully Updated 2-Unit Building in Chatham/Park Manor Welcome to 7227 Michigan Ave-an exceptional opportunity to own a newly updated, income-producing building in the sought-after Chatham/Park Manor neighborhood. This well-maintained property features three spacious 3-bedroom, 1-bathroom apartments, making it ideal for investors seeking strong rental income or

  Colleen Berg Berg Properties

  7227 S Michigan Ave, Chicago, IL 60619
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  /40

  $1,649,000

  • 6 Beds
  • 3.5 Baths

  5611 S Kenwood Ave, Chicago, IL 60637

  Nestled on a tree-lined cul-de-sac directly opposite Ray Elementary School playground, this prestigious rowhome was designed in 1903 by New York architectural firm Mann, MacNeille & Lindeberg in the classic Renaissance Revival style for University of Chicago academics and represents a rare opportunity on Hyde Park's storied Professor's Row. Beyond the stunning and well-preserved Gothic arched

  Chandra Shealey North Clybourn Group, Inc.

  5611 S Kenwood Ave, Chicago, IL 60637
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  /51

  $1,199,000

  • 9 Beds
  • 7 Baths

  1013 W 18th Place, Chicago, IL 60608

  Rare 2023 Gut-Renovated Compound in the Heart of Pilsen! This stunning three-unit property offers a sophisticated "house-hack" or high-yield investment opportunity just steps from the coveted 18th Street corridor. The expansive front residence lives like a luxury single-family home, boasting an open-concept 4BR/3BA floor plan anchored by a Chef's kitchen with quartz counters, custom backsplash,

  Salvador Gonzalez RE/MAX Mi Casa

  1013 W 18th Place, Chicago, IL 60608
• 

  

  /22

  $475,000

  • 6 Beds
  • 2 Baths

  5256 S Carpenter St, Chicago, IL 60609

  Welcome to 5256 S Carpenter, a beautifully reimagined two-unit home where modern comfort, long term durability, and smart investing come together. Every inch of this property has been thoughtfully redesigned with brand new finishes, giving you the rare chance to own a turnkey building with zero updates needed. Inside each unit, you'll find sleek quartz countertops, rich hardwood flooring

  Sherry Davis Epique Realty Inc

  5256 S Carpenter St, Chicago, IL 60609
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  /17

  $729,000

  • 6 Beds
  • 5 Baths

  6609 N Artesian Ave, Chicago, IL 60645

  Immaculate and fully updated income producing full brick 2-flat building offering nice curb appeal at a premium location in the heart of West Ridge, just steps from Warren Park and the vibrant WORLD district of Devon Ave/Western Ave. 2020 updates like new units including, windows, hardwood floors, and bathrooms with each unit has 3-bedrooms, 1.1-baths. Blocks to public transportation on Devon

  Mark Ahmad Century 21 Circle

  6609 N Artesian Ave, Chicago, IL 60645
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  /48

  $720,000

  • 11 Beds
  • 5 Baths

  3651 S Wood St, Chicago, IL 60609

  Beautiful, solid all-brick 3-flat in a prime, convenient location-an exceptional opportunity for both investors and owner-occupants. This well-maintained property features all new windows, a new roof, recent tuckpointing, and separate utilities with brand-new furnaces and central air units. Each unit offers spacious, sun-filled living rooms, formal dining rooms, and large kitchens with eat-in

  Claudia Hernandez RE/MAX Mi Casa

  3651 S Wood St, Chicago, IL 60609
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  /7

  $125,000

  • 5 Beds
  • 2 Baths

  3830 W Fillmore St, Chicago, IL 60624

  TOTAL REHAB, INSIDE AND OUTSIDE! Bring Offers!!

  Andy Gerakaris Ziggy Realty and Builders

  3830 W Fillmore St, Chicago, IL 60624
• 

  

  /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
• 

  

  /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

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