5-Bedroom Homes for Sale in Chicago, IL

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  /41

  $545,000

  • 5 Beds
  • 3 Baths

  620 N Kedzie Ave, Chicago, IL 60612

  Don't miss this incredible opportunity to own a lovely Greystone multi-family property featuring two spacious 2-flat units plus a full basement. Each unit offers generous living space, high ceilings, and classic architectural details. Whether you're an investor or an owner-occupant, the endless possibilities here are perfect for income potential or extended family living. This property is packed

  Edyta Rachwal Baird & Warner

  620 N Kedzie Ave, Chicago, IL 60612
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  /22

  $195,000

  • 5 Beds
  • 2 Baths

  727 N Springfield Ave, Chicago, IL 60624

  Two Brick Flat in Humboldt Park 1/2 block from Chicago Ave. 3 electric meters, Circuit breakers. Cooper water pipes. 2 car garage. Front and rear fences. Quick access to Down Town via Pulaski to I-290 or via Chicago Ave and/or Grand Ave. To Be Sold in As-Is Condition. To be sold with City Code Violations.

  Maria Jerusalimiec Inter-City Realty, Inc.

  727 N Springfield Ave, Chicago, IL 60624
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  /15

  $285,000

  • 6 Beds
  • 4 Baths

  2823 W Flournoy St, Chicago, IL 60612

  Fantastic multi-unit investment opportunity on Chicago's near West Side! This fully occupied brick 4-unit offers a desirable mix of two-bedroom and one-bedroom units, all on flexible lease terms. The building features updated mechanicals including HVAC and plumbing, and is located just minutes from the Medical District, expressways, and public transit. Ideal for investors looking for long-term

  Jasmine Richmond Realty of America, LLC

  2823 W Flournoy St, Chicago, IL 60612
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  /11

  $425,000

  • 10 Beds
  • 3 Baths

  2160 S Millard Ave, Chicago, IL 60623

  Great 3 unit all rented out, updated unit. Roof and Tuckpointing done in 2018, new concrete base poured in 2025 in lower level. All lease paperwork will be shared once offer is accepted. Separate electric and water for each unit. Coin Laundry in basement. Garage is not rented but can be- it has two spaces. Need 24 hr notice to show. No exceptions. Lot of equity and caprate is high.

  Abha Dey iCalyx Real Estate

  2160 S Millard Ave, Chicago, IL 60623
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  /42

  $695,000

  • 9 Beds
  • 4 Baths

  4834 N Ridgeway Ave, Chicago, IL 60625

  Incredible Opportunity to Own a jumbo 2-Flat in Albany Park! This oversized 2-flat offers the perfect mix of space, modern updates, and classic Chicago charm. Ideal for investors, house hackers, or multi-generational living, it features a finished attic with central A/C and a high-ceiling finished basement perfect for in-law or bonus space. Both units have spacious bedrooms and functional

  Angel Bolivar Compass

  4834 N Ridgeway Ave, Chicago, IL 60625
• 

  

  /18

  $850,000

  • 9 Beds
  • 6 Baths

  2413 W Taylor St, Chicago, IL 60612

  BRICK 3 FLAT LOCATED IN THE TRI-TAYLOR AREA.THIS PROPERTY IS WELL MAINTAINED AND FEATURES 3 LARGE 3 BEDROOM,2 BATH "CONDO READY" UNITS. PRIVATE PARKING IN THE REAR FOR 3 CARS MAKES THIS PROPERTY AN EASY RENTAL. LOCATED JUST 2 BLOCKS FROM THE MEDICAL DISTRICT AND MINUTES TO BLUE LINE. FULLY OCCUPIED.

  Xiaohuang Wu AiHome Realty Group LLC

  2413 W Taylor St, Chicago, IL 60612
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  /43

  $915,000

  • 8 Beds
  • 6 Baths

  2530 N Neva Ave, Chicago, IL 60707

  An amazing investment opportunity in Beautiful Montclare Neighborhood of Chicago on the edge of the city. This well-maintained multi-unit property sits on a double lot with gated access, featuring 2 buildings, The main building offers 2 large units that duplex up, offering each a separate living room, dining room, and kitchen with additional bonus rooms and spacious bedrooms, a Garden suite/in

  Fernando Roman RE/MAX Partners

  2530 N Neva Ave, Chicago, IL 60707
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  /17

  $289,900

  • 7 Beds
  • 3 Baths

  8453 S Colfax Ave, Chicago, IL 60617

  Located on a peaceful, tree-lined street, this well-maintained and updated 2-flat brick building is a turnkey investment opportunity. Both units are fully occupied with wonderful tenants. The spacious third floor offers easy potential to convert into an additional unit for added income. Features include a 2-car garage, a nice side drive, and a quiet block perfect for long-term value. Ideal for

  Latrease Davenport PIP Realty Group

  8453 S Colfax Ave, Chicago, IL 60617
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  /7

  $229,000

  • 5 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  6529 S Laflin St, Chicago, IL 60636

  This place is ready for someone to call a home. Recently refreshed with new paint, trim and details. 5BR, finished basement. 2nd level has two of the BR with an open space for privacy. A must see for new homeowners or investors alike.

  David Hernandez St Joseph's Real Estate LLC

  6529 S Laflin St, Chicago, IL 60636
• 

  

  /13

  $275,000

  • 5 Beds
  • 2 Baths

  217 N Kostner Ave, Chicago, IL 60624

  Introducing a classic brick two-flat building featuring a total of 5 bedrooms and 2 bathrooms, offering 2,242 sq ft of living space . Each unit provides spacious accommodations, and the property includes a full, unfinished basement, presenting potential for additional living space or storage . Situated on a 3,150 sq ft lot, this multi-family home is located in the vibrant West Garfield Park

  Jonathan Gil Equity Realty

  217 N Kostner Ave, Chicago, IL 60624
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  /45

  $530,000

  • 5 Beds
  • 3 Baths

  523 E 41st St, Chicago, IL 60653

  Nestled in the heart of Chicago's highly desirable historic Bronzeville neighborhood, this lovely red brick 2 unit seamlessly blends historic character with modern functionality! On a lovely tree-lined street, this property is very unique as it was an original 1st floor, duplex up. The current owner has transformed the functionality to create additional income! There is a legal basement/garden

  Rashauna Scott Keller Williams ONEChicago

  523 E 41st St, Chicago, IL 60653
• 

  

  /22

  $390,000

  • 6 Beds
  • 3 Baths

  4130 W Potomac Ave, Chicago, IL 60651

  Remarks: Extraordinary Opportunity In Humboldt Park. 2 Unit Building & Optimal Central Location. 1st Unit Is A Duplex Down With Open Staircase That Features 4 Bedrooms/2 Full Baths (2 Bedroom/1 Full Bath On Each Floor). Other Details Are High Ceilings, Hardwood Floors, Spacious Room Sizes, Granite Counters, Kitchen Has Access To Rear Deck/balcony And Yard. 2nd Floor Unit Features 2 Bedrooms, 1

  Omar Azam Berkshire Hathaway HomeServices Starck Real Estate

  4130 W Potomac Ave, Chicago, IL 60651
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  /8

  $260,000

  • 6 Beds
  • 2 Baths

  3926 W Flournoy St, Chicago, IL 60624

  Discover an exceptional investment opportunity in the thriving North Lawndale neighborhood recently updated brick 2-flat. Each spacious 3-bedroom unit features newly installed hardwood floors and a host of modern improvements, including updated windows, a new roof, refreshed kitchens and bathrooms, plus updated electric, plumbing, and furnaces. Washer and Dryer located in basement. Conveniently

  Dimitris Mellos James Group Properties LLC

  3926 W Flournoy St, Chicago, IL 60624
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  /79

  $3,999,000

  • 5 Beds
  • 9 Baths
  • 7,500 Sq Ft

  53 E Division St, Chicago, IL 60610

  Classic in style and transitional in design, 53 E. Division St. is a 7,500-square-foot, 5 bed/9 bath luxury home in the heart of the Gold Coast with four private outdoor spaces and a rare attached garage. One of the only residential works by famed architect Jarvis Hunt, located steps from Oak Street Beach and moments from the Mag Mile, the renovated Beaux-Arts exterior is a masterpiece of ornate

  Tim Salm Jameson Sotheby's Intl Realty

  53 E Division St, Chicago, IL 60610
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  /60

  $799,900

  • 8 Beds
  • 3 Baths

  6347 S Drexel Ave, Chicago, IL 60637

  Seller now offering $15,000 in seller's credits with a list price offer! Welcome to 6347 S. Drexel Ave - a beautifully rebuilt greystone three-flat that has been completely redone with more than $353,000 worth of work and upgrades. Located in the heart of rapidly developing Woodlawn. Fully gut-rehabbed in 2022, this property offers the perfect combination of timeless architecture and modern

  Phillip Dixon Compass

  6347 S Drexel Ave, Chicago, IL 60637
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  /53

  $555,000

  • 8 Beds
  • 4 Baths

  3345 W Huron St, Chicago, IL 60624

  Located in the bustling community of Humboldt Park, a Chicago neighborhood, close to (Alexander Von) Humboldt Park, a total of 197 acres featuring a large, historic fieldhouse with a fitness center, 2 gymnasiums, meeting rooms, an inland beach, boat house & lagoons great for fishing. Recreational facilities offer an artificial turf soccer field, a Jr. soccer field, tennis courts and a replica of

  Mark Minorczyk Keller Williams ONEChicago

  3345 W Huron St, Chicago, IL 60624
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  /22

  $575,000

  • 9 Beds
  • 5 Baths

  3316 W Flournoy St, Chicago, IL 60624

  Welcome to this beautifully renovated iconic Greystone, thoughtfully rebuilt from the ground up with all-new plumbing, electrical, HVAC systems, and stainless steel appliances-including in-unit washers and dryers for each residence. This legal two-flat with a fully finished in-law suite offers three modern, upscale units (Garden, Unit 1, and Unit 2), making it an ideal turnkey investment for the

  Alex Susma Main Street Real Estate Group

  3316 W Flournoy St, Chicago, IL 60624
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  /19

  $420,000

  • 9 Beds
  • 3 Baths

  143 E 111th St, Chicago, IL 60628

  Rare Brick Multi-Unit Gem - 9 Beds | 3 Baths | Fenced for Privacy Welcome to this exceptionally rare brick multi-unit building offering three spacious apartments and endless potential for multi-generational living or investment! With a total of 9 bedrooms and 3 full baths, this property is a standout in both size and style. Unit 1 has 4 bedrooms and 1 bath, featuring an open-concept living and

  Natashia Antwine Coldwell Banker Realty

  143 E 111th St, Chicago, IL 60628
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  /38

  $249,900

  • 5 Beds
  • 3 Baths

  5014 S Paulina St, Chicago, IL 60609

  ATTENTION MUST SEE!!! 2 UNIT PROPERTY PERFECT FOR INVESTORS OR LIVE IN OWNERS. BOTH UNITS HAVE 2 BEDROOMS, KITCHEN,BATH AND LIVING ROOM. BOTH UNITS FRESHLY PAINTED, NEW FLOORS THROUGH OUT PROPERTY, NEW FENCE IN BACK YARD. BUILDING ALSO COMES WITH A FINISHED ATTIC FOR EXTRA LIVING SPACE WITH 1 BEDROOM KITCHEN AND BATH. 2.5 CAR GARAGE AND LARGE BACKYARD PERFECT FOR SUMMER BBQ'S. ALL UTILITIES ARE

  Juan Ramirez Su Familia Real Estate Inc

  5014 S Paulina St, Chicago, IL 60609
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  /25

  $510,000

  • 6 Beds
  • 3 Baths
  • 2,058 Sq Ft

  5148 S Newland Ave, Chicago, IL 60638

  Come see this 2-story home in the heart of Garfield Ridge! This spacious 6-bedroom, 3-bathroom residence offers over 2,058 sq ft above grade plus a finished basement. The thoughtfully designed second-story provides oversized bedrooms and a flexible layout. Major system updates include a new roof, furnace, water heater, and HVAC in 2024, along with an ejector pump (2021). The dry, finished

  Luke Babich Chicagoland Brokers, Inc.

  5148 S Newland Ave, Chicago, IL 60638
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  /25

  $385,000

  • 5 Beds
  • 3 Baths

  9320 S Racine Ave, Chicago, IL 60620

  Huge, beautifully maintained brick Bungalow featuring 5 total bedrooms, 3 full baths, and new custom Linen kitchen with pantry. SS Appliances, granite CT. This is a solid home, with a fully finished walk-out basement and lower level bedroom. Huge Family/Recreation Room downstairs. Master bedroom and bath suite upstairs. New HVAC system and ductwork. New roof, gutters, and landscaping.Concrete

  Margarita Mata Realty of America, LLC

  9320 S Racine Ave, Chicago, IL 60620
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  /21

  $670,000

  • 8 Beds
  • 3 Baths

  3945 W Augusta Blvd, Chicago, IL 60651

  Incredible opportunity! Stunning and rarely-available brick 2-flat plus full basement with spacious garage featuring 2 overhead doors, accommodating up to 3 vehicles inside, plus an oversized parking pad with room for 4 or more additional cars or work vehicles - ideal for contractors, hobbyists, or anyone needing extra space! This well-maintained property is a perfect investment or owner-occupant

  Ana Cardenas Century 21 S.G.R., Inc.

  3945 W Augusta Blvd, Chicago, IL 60651
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  /35

  $2,868,000

  • 6 Beds
  • 8 Baths
  • 6,000 Sq Ft

  219 E Lake Shore Dr Unit 2ABC, Chicago, IL 60611

  One of the most sought after addresses in the Chicago's Gold Coast neighborhood - 219 East Lakeshore Drive. The historic condo building designed by Fugard & Knapp - was built in 1922 & houses 24 unique and exquisite apartments overlooking Lakeshore Drive, Oak St. Beach & Lake Michigan. This home is three combined units, nearly 6,000 sq. feet & offers one of the largest floor plans available on

  Christopher Mundy @properties Christie's International Real Estate

  219 E Lake Shore Dr Unit 2ABC, Chicago, IL 60611
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  /61

  $3,250,000 Open Sun 12PM - 2PM

  • 5 Beds
  • 7 Baths
  • 6,400 Sq Ft

  545 W Dickens Ave, Chicago, IL 60614

  Timeless and turnkey with an incredible outdoor footprint that includes a pool, 545 W. Dickens Ave. is a 5-6 bed/5.5 bath, 6,400-square-foot single-family home located in Chicago's coveted Lincoln School District. Situated on a charming residential stretch of Dickens, this 1880s home's facade has 50-ft-wide frontage that has been expertly maintained to preserve its original character, including

  Tim Salm Jameson Sotheby's Intl Realty

  545 W Dickens Ave, Chicago, IL 60614
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  /6

  $199,900

  • 5 Beds
  • 2 Baths

  212 N Leamington Ave, Chicago, IL 60644

  2 flat Graystone in Austin Area with 3 bedrooms on 2nd floor, 2 bedrooms on 1st floor, 5 minutes to I-290 expressway. This is a once in a lifetime investment opportunity. Solid 2 flat would make this a remarkable fix and fip candidate / Come and make an offer and have this be your summer project! Property is being sold occupied / Please Do not disturb Occupants / being sold in AS IS condition /

  Michael Olszewski Area Wide Realty

  212 N Leamington Ave, Chicago, IL 60644
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  /55

  $1,225,000

  • 8 Beds
  • 4 Baths

  2512 N Marshfield Ave, Chicago, IL 60614

  Fantastic, fully leased 3-Flat tucked away on charming Marshfield Street in the heart of Lincoln Park. A complete curb appeal upgrade with a fully rebuilt front porch, metal fence, new gate, all new concrete retaining wall and refreshed exterior lighting + landscaping. This turn-key property features three thoughtfully updated units generating strong rental income with room for growth and low

  Elizabeth Lothamer Compass

  2512 N Marshfield Ave, Chicago, IL 60614
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  /16

  $699,900

  • 6 Beds
  • 4 Baths

  1735 S Desplaines St, Chicago, IL 60616

  Amazing South Loop investment opportunity with endless development options! The property features 2 large units in the front, with an additional 2 units in the coach house. Rents are currently below market. Convenient access to highways and close proximity to downtown Chicago makes this the perfect location for investors!

  Kevin Schodrof Hoff, Realtors

  1735 S Desplaines St, Chicago, IL 60616
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  /10

  $47,000

  • 5 Beds
  • 2 Baths

  8548 S Marquette Ave, Chicago, IL 60617

  Two unit frame property located in South Chicago. The property is 5 Beds, 2 Baths with 1,512 Sq Ft. In need of a rehab. There is no basement. Unfinished attic. There is a two car garage. Property is being sold as is. No survey provided.

  David Williamson Choice Realty Group Inc.

  8548 S Marquette Ave, Chicago, IL 60617
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  /32

  $489,900

  • 6 Beds
  • 3 Baths

  4419 S Wallace St, Chicago, IL 60609

  Charming 2-Unit Brick Building in the Heart of Canaryville! Discover a rare opportunity to own this beautifully maintained 2-flat in the desirable Canaryville neighborhood of Chicago. This solid, two-story brick building offers incredible versatility-perfect for owner-occupants, investors, or multi-generational living. The spacious first-floor unit features 3 bedrooms plus a den and 2 full

  Susan Corcoran Coldwell Banker Realty

  4419 S Wallace St, Chicago, IL 60609
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  /21

  $58,500

  • 5 Beds
  • 3 Baths

  8405 S Baltimore Ave, Chicago, IL 60617

  Frame 2 flat with unit in the basement. Two 2 bedroom units with an additional 1 bedroom garden unit. Building needs rehab. Large back yard that will support garage or parking pad. Individual heating. Sold as is. No survey provided.

  David Williamson Choice Realty Group Inc.

  8405 S Baltimore Ave, Chicago, IL 60617
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  /12

  $459,900

  • 9 Beds
  • 7 Baths

  7965 S Phillips Ave, Chicago, IL 60617

  Explore a distinctive investment opportunity nestled in the heart of Chicago's vibrant and growing South Shore neighborhood. This fully-rented brick 4-unit is the perfect turnkey investment. The property offers easy access to public transportation, scenic parks, local amenities, and is just minutes away from the lakefront. The building includes a detached 3-car garage with 2 additional parking

  Keith Carthans Century 21 S.G.R., Inc.

  7965 S Phillips Ave, Chicago, IL 60617
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  /14

  $270,000

  • 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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  /7

  $498,000

  • 6 Beds
  • 4 Baths

  1918 S Kedzie Ave, Chicago, IL 60623

  Location, Location, Location. Fantastic opportunity to purchase this beautiful 3 unit Graystone with a non-conforming luxury Private in-law unit. Located in a highly sought-after North Lawndale neighborhood. This property offers easy access to public transportation with not even half a block away from the pink line station. Which takes you right into downtown Chicago and minutes away from I290.

  Waunda Thomas United Real Estate - Chicago

  1918 S Kedzie Ave, Chicago, IL 60623
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  /9

  $325,000

  • 6 Beds
  • 2 Baths

  8144 S Marshfield Ave, Chicago, IL 60620

  A Gem in the Auburn Gresham Community. This two flat features a 1st floor duplex down with 4 bedrooms / 1 bath and storage. The 2nd floor features 2 bedrooms / 1 bath. Each units has individual heating

  James Dukes Illinois Real Estate Partners

  8144 S Marshfield Ave, Chicago, IL 60620
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  /4

  $448,800

  • 8 Beds
  • 4 Baths

  2631 S Shields Ave, Chicago, IL 60616

  Prime Armour Square - Fully Rented Legal 4-Flat. Exceptional investment opportunity in the heart of Armour Square! Fully rented legal 4-unit building located just steps from Chinatown and one block from James Ward Elementary School. All units are separately metered with tenants paying their own utilities. Fenced backyard offers two parking spaces. Outstanding location with easy access to major

  Michael Ng Mango Realty Group

  2631 S Shields Ave, Chicago, IL 60616
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  /35

  $249,999

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

  12155 S Normal Ave, Chicago, IL 60628

  Welcome to this spacious two-story brick home offering ample room for your family or investment opportunities! Featuring seven bedrooms and 21/2 bathrooms, this home provides plenty of space to accommodate your needs. First Floor: Living room, formal dining room, updated kitchen, three bedrooms, and a full bathroom. Recent updates include modernized kitchen and bathroom, fresh paint, and

  Ursula Shine Exit Strategy Realty / EMA Management

  12155 S Normal Ave, Chicago, IL 60628
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  /6

  $65,000

  • 6 Beds
  • 4 Baths

  5226 S Loomis Blvd, Chicago, IL 60609

  Only Drive by showings Huge opportunity the Value is the land in the New city right across the park near all shopping and restaurants. Downtown is a 15 minute drive. Multi-unit in the areas are going for up to 300k. Seller is selling as-is

  Janet Vilchez EXIT Strategy Realty

  5226 S Loomis Blvd, Chicago, IL 60609
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  /31

  $480,000

  • 6 Beds
  • 4 Baths
  • 2,376 Sq Ft

  5351 N Kimball Ave, Chicago, IL 60625

  Spacious and rare 8- Bedrooms , 4- Baths single family home located in a highly desirable area of Chicago! Perfect for large families or multi-generational living, This recently renovated property also presents a fantastic investment opportunity- ideal for rental income. Offering generous living space, and a prime location near schools, shopping, dining, and public transportation. Don't miss this

  Lina Dankha Coldwell Banker Realty

  5351 N Kimball Ave, Chicago, IL 60625
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  /49

  $1,950,000

  • 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

  Robert Sullivan Berkshire Hathaway HomeServices Chicago

  4801 S Kimbark Ave, Chicago, IL 60615
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  /31

  $599,900

  • 5 Beds
  • 4 Baths

  6610 S Saint Lawrence Ave, Chicago, IL 60637

  Step into immediate equity with this exceptional brand new renovated massive two-unit building, permitted with architectural plans and successfully passed city inspections. Unit 2 is a two story spacious layout extending up to the second story providing a single-family feel. The main level boasts an open floor plan featuring a gas fireplace elegantly encased in porcelain tile leading into a

  Darius Hennington Kale Realty

  6610 S Saint Lawrence Ave, Chicago, IL 60637

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