Duplexes for Sale in Chicago, IL

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  /30

  $127,900

  Pending Pre-Foreclosure

  • 3 Beds
  • 1.5 Baths
  • 1,116 Sq Ft

  218 N Hamlin Blvd, Chicago, IL 60624

  This is half duplex and has no association fees. The property is in need of TLC and will require some efforts on the buyer to bring the home into acceptable condition. The property is being sold "AS IS" so the buyer will be responsible to due their diligence. The property is in a very attractive location with the park being located across the street and you have a 2 car garage at the rear of the

  

  Otis Lazich

  Capital Investment Realty Group Inc

  218 N Hamlin Blvd, Chicago, IL 60624
• Explore Chicago

• 

  

  

  /25

  $899,000

  • 2 Beds
  • 4 Baths
  • 2,300 Sq Ft

  635 N Dearborn St Unit 2803, Chicago, IL 60654

  Stunning duplex penthouse with floor to ceiling windows and panoramic views at the Caravel. Main floor has open concept kitchen with large island. Primary and second bedrooms are both en-suite. There is also a nook for a small desk. Upper level is currently set up as a family room with a half bath. Walk out to the spectacular 900 sq ft roof top with most of it already outfitted with teak decking.

  

  Ken Jungwirth

  @properties Christie's International Real Estate

  635 N Dearborn St Unit 2803, Chicago, IL 60654
• 

  

  

  /27

  $450,000

  Pending

  • 5 Beds
  • 2 Baths

  2835 W Wellington Ave Unit 2, Chicago, IL 60618

  Welcome to 2835 W Wellington, a stunning top-floor duplex up with a spacious, light-filled 5-bedroom, 2-bath condo. This square footage and flexibility are incredibly rare to find. Previously operated as a successful Air BnB, the unit has been designed for comfortable living at every turn, and furniture is available for purchase, making this a truly turnkey investment opportunity. The heart of

  

  Kenneth Sabino

  Baird & Warner

  2835 W Wellington Ave Unit 2, Chicago, IL 60618
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  /30

  $1,450,000

  Pending

  • 6 Beds
  • 5 Baths

  1901 W Berwyn Ave, Chicago, IL 60640

  Simply the best 2-Flat! Unique 2023 full gut rehab created 2 duplex units, each with the feel of a single-family home. Property boasts two, 3-bedroom 2.5 & 2.0 bath luxury apartments. Corner lot provides incredible natural light via casement windows with top-down blinds for privacy. Welcoming Living Rooms have gas fireplaces. Large modern Kitchens have sizable islands, high-end Samsung

  

  Jeff Graves

  @properties Christie's International Real Estate

  1901 W Berwyn Ave, Chicago, IL 60640
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  /11

  $149,900

  Pending

  • 4 Beds
  • 2 Baths
  • 1,000 Sq Ft

  7204 S Rhodes Ave, Chicago, IL 60619

  Let's face it....this market has really been a challenge for some buyers when it comes to finding their own place and space in todays market. But we are here to tell you that this very quaint hidden gem is ready for it's new owner. Perfect for a first time home buyer. Even though its a house, it gives you a condo/duplex feel. Few places offer an all-brick, four-bedroom, two-bath home at this

  

  O'Neia Washington

  O W Auction Group LLC

  7204 S Rhodes Ave, Chicago, IL 60619
• 

  

  /15

  $489,000

  • 9 Beds
  • 4 Baths

  321 N Long Ave, Chicago, IL 60644

  Don't miss this opportunity to own a 3-flat with space, flexibility, and income potential in a great Chicago location. The first-floor unit is designed as a duplex-down into the basement, creating a 4-bedroom, 2-bathroom layout. The connecting stairwell is currently blocked, and a kitchenette was added in the basement, which was previously rented for $800/month. Both the first floor and basement

  

  Brandice Hampton

  Baird & Warner

  321 N Long Ave, Chicago, IL 60644
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  /7

  $215,000

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths

  9211 S Clyde Ave, Chicago, IL 60617

  Excellent opportunity to own a solid two unit building in Calumet Heights with tremendous upside for both investors and owner occupants looking to house hack. The first floor features a one bedroom apartment, while the second floor offers a two bedroom layout, each with separate utilities. The full unfinished basement presents the potential to duplex with the first floor, creating additional

  

  Omar Sanchez

  Habloft LLC

  9211 S Clyde Ave, Chicago, IL 60617
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  /9

  $179,900

  $10K PRICE DROP Pending

  • 5 Beds
  • 2 Baths

  11317 S Edbrooke Ave, Chicago, IL 60628

  Excellent opportunity for investors or owner-occupants! This investor-friendly 2-flat duplex offers the perfect chance to live in one unit while generating income from the other, or maximize cash flow by renting both units. The property is ready for your creative vision with minor cosmetic updates and presents immediate income-producing potential. Conveniently located near parks, schools,

  

  Keynu Chambers-McLoyd

  Coldwell Banker Realty

  11317 S Edbrooke Ave, Chicago, IL 60628
• 

  

  /34

  $299,900

  Pending

  • 6 Beds
  • 2 Baths

  1433 S Keeler Ave, Chicago, IL 60623

  Incredible opportunity to own a solid brick 2-unit building at 1433 S Keeler in Chicago. This income-producing property features two spacious units, including a desirable duplex-up second unit that offers added living space, flexibility and the possibility of adding another bathroom. The building has been updated with clean, modern finishes including refreshed flooring, neutral paint tones, and

  

  Chris Weichselbaum

  Fulton Grace Realty

  1433 S Keeler Ave, Chicago, IL 60623
• 

  

  /28

  $999,000

  Pending

  • 4 Beds
  • 3.5 Baths

  2112 W Cortland St Unit 1, Chicago, IL 60647

  Located in the heart of Bucktown, this exceptional 4-bedroom, 3.5-bath duplex lives like a single-family home for under $1M. Perfectly blending timeless vintage charm with refined modern luxury, this home is nestled on a tree-lined block within an intimate, classic Chicago brick building and has been thoughtfully reimagined with designer finishes, custom craftsmanship, and an ideal floor plan for

  

  Kelly Johnson

  @properties Christie's International Real Estate

  2112 W Cortland St Unit 1, Chicago, IL 60647
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  /36

  $150,000

  Pending

  • 5 Beds
  • 2 Baths

  6141 S Justine St, Chicago, IL 60636

  Great opportunity awaits with this versatile 2-unit property in Englewood. Good property for investors or owner-occupants looking for a solid rehab project! This classic two-flat offers a 3-bedroom, 1-bath unit on the second floor and a 2-bedroom, 1-bath unit on the first floor, with the option to duplex down into the unfinished basement to add extra bedrooms and bathrooms. Whether you're looking

  

  Richard Lomax

  Fulton Grace Realty

  6141 S Justine St, Chicago, IL 60636
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  /7

  $179,900

  $10K PRICE DROP

  • 5 Beds
  • 2 Baths

  6715 S Bishop St, Chicago, IL 60636

  Investor-friendly 2-flat duplex offering a fantastic opportunity to build wealth and generate income from day one! This property features solid bones and is ready for your vision with minor cosmetic updates. Whether you're an experienced investor looking to expand your portfolio or a buyer seeking a value-add opportunity, this property offers tremendous potential. Bring your ideas, add your

  

  Keynu Chambers-McLoyd

  Coldwell Banker Realty

  6715 S Bishop St, Chicago, IL 60636
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  /41

  $749,000

  • 6 Beds
  • 2 Baths

  6311 N Lakewood Ave, Chicago, IL 60660

  Legal 2-flat offering incredible potential in a solid masonry building in the heart of Edgewater, perfect for investors, rehabbers, or buyers looking to create their dream property. Each unit features 3 bedrooms and 1 bathroom, providing spacious layouts and flexible living options. Situated on an extra-wide lot, the property also includes a full basement with shared washer and dryer, a 2-car

  

  Cinny Chui

  Century 21 Realty Associates

  6311 N Lakewood Ave, Chicago, IL 60660
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  /36

  $500,000

  • 4 Beds
  • 3 Baths

  2948 N Narragansett Ave, Chicago, IL 60634

  **Listing reactivated due to previous buyer's failure to perform; the inspection and appraisal were both completed successfully, with no related issues reported.** Outstanding owner-occupant or investment opportunity in Chicago's Montclare neighborhood! Fully updated in 2021, this well-maintained two-unit property offers 4 bedrooms, 3 full bathrooms and approximately 2,837 square feet of total

  

  Cecil Sabu

  ALLURE Real Estate

  2948 N Narragansett Ave, Chicago, IL 60634
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  /34

  $699,999

  Pending

  • 4 Beds
  • 2 Baths

  2926 N Avers Ave, Chicago, IL 60618

  Located in the heart of Avondale, 2926 N Avers Avenue is a full brick masonry two-flat that beautifully blends vintage charm with modern updates. Both spacious apartments feature 2 bedrooms and 1 bathroom, along with separate dining rooms, oversized bedrooms, large pantries, and generous three-season rooms. Original details can be found throughout the property, including beautiful wood trim,

  

  David Schatz

  Compass

  2926 N Avers Ave, Chicago, IL 60618
• 

  

  /35

  $479,900

  $5K PRICE DROP Pending

  • 6 Beds
  • 2 Baths

  4351 W Maypole Ave, Chicago, IL 60624

  Renovated Greystone 2-Unit Building with Value-Add Potential in West Garfield Park. Welcome to 4351 W Maypole Ave, a beautifully rehabbed multi-family Greystone nestled on a well-maintained, pride-filled block in Chicago's rapidly growing West Garfield Park neighborhood. This turnkey 2-unit property offers the perfect blend of modern updates, classic Chicago charm, and additional upside with a

  

  Edgar R. Guerrero

  REMAX Legends

  4351 W Maypole Ave, Chicago, IL 60624
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  /27

  $474,900

  • 6 Beds
  • 2 Baths

  151 N Long Ave, Chicago, IL 60644

  Fantastic opportunity to own a fully gut-renovated, all-brick 2-flat in Chicago! Perfect for savvy investors or an owner-occupant looking to live in one unit and rent out the other. Unit 1 (Duplex Down): Generous 3-bedroom, 2-bathroom layout. The main floor features 2 bedrooms and 1 full bath, while the lower level offers an additional bedroom and full bath-perfect for extra privacy, a guest

  

  Kara Moll

  Keller Williams ONEChicago

  151 N Long Ave, Chicago, IL 60644
• 

  

  /37

  $550,000

  $85K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  867 W Cornelia Ave Unit 1, Chicago, IL 60657

  Stunning Light-Filled Duplex in the Heart of Wrigleyville! Welcome home to this beautifully maintained 3-bedroom, 2-bathroom duplex offering approximately 1,400 square feet of thoughtfully designed living space in one of Chicago's most vibrant neighborhoods. Nestled on a picturesque, tree-lined one-way street, this charming residence combines vintage character with modern comforts. The bright and

  

  Jeanne Keating

  Compass

  867 W Cornelia Ave Unit 1, Chicago, IL 60657
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  /18

  $1,299,000

  • 4 Beds
  • 5 Baths

  2127 N Winchester Ave, Chicago, IL 60614

  Exceptional investment opportunity in Chicago's Bucktown neighborhood. This fully rented three-unit walkup offers strong income potential and modern finishes throughout, making it an ideal addition to any investor's portfolio. The property consists of two 1-bedroom, 1-bathroom units and a spacious 2-bedroom, 2.5-bathroom duplex owner's unit. All three apartments feature stone countertops,

  

  Erik Schwab

  Corcoran Urban Real Estate

  2127 N Winchester Ave, Chicago, IL 60614
• 

  

  /39

  $1,500,000

  • Land
  • 15,246 Sq Ft
  • $4,285,714 per Acre

  2948 N Narragansett Ave, Chicago, IL 60634

  Presenting a rare dual-parcel opportunity in Chicago's Montclare neighborhood, offering both a fully renovated two-unit residential income property and a high-visibility corner commercial site, creating a combined land assemblage of approximately 15,000+ square feet with 120 feet of frontage on Narragansett Avenue. Residential Income Property (Two-Unit Building) Originally constructed in 1920,

  

  Cecil Sabu

  ALLURE Real Estate

  2948 N Narragansett Ave, Chicago, IL 60634
• 

  /2

  $600,000

  • Land
  • 40,510 Sq Ft
  • $645,161 per Acre

  7016 S East End Ave, Chicago, IL 60649

  Exceptional development opportunity in the heart of South Shore. This expansive 40,453 SF parcel (250' x 163') is zoned RT-4 and offers outstanding potential for a luxury single-family residence, duplex development, or multi-unit residential project. Surrounded by mature trees and positioned on a beautiful residential block, the site is ideally located near the Obama Presidential Center, Lake

  

  Richard Lomax

  Fulton Grace Realty

  7016 S East End Ave, Chicago, IL 60649
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  /39

  $575,000

  Pending

  • 7 Beds
  • 4 Baths

  2242 S Saint Louis Ave, Chicago, IL 60623

  Rare Opportunity to Acquire Brick 3 Flat on Double Lot in Little Village. Two Simplex Units Contain 2bd/1ba. Both Simplex Units Include Eat-In Kitchen, In Unit Laundry, and SS Appliances. Duplex Up Unit 1 Containing 3bd/2.1ba, Jacuzzi in Full Bathroom, In-Unit Laundry, HW Floors throughout. Property has Attached 1 Car garage. Additionally, a 5 Car Garage in Back of Lot and 4 Parking Space Along

  

  Otis Lazich

  Capital Investment Realty Group Inc

  2242 S Saint Louis Ave, Chicago, IL 60623
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  /42

  $349,999

  Pending

  • 6 Beds
  • 3 Baths

  3825 W Adams St, Chicago, IL 60624

  Located at 3825 W Adams Street, just one block from Independence Boulevard and Chicago's historic Park Boulevard System, this 1910 multifamily property offers investors and owner-occupants a rare combination of cash flow, preserved character, and long-term upside. The building contains three separately metered residential units, allowing tenants to cover their own gas and electric and helping

  

  Tina Hollins

  Coldwell Banker Realty

  3825 W Adams St, Chicago, IL 60624
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  /55

  $1,299,000

  • 6 Beds
  • 4 Baths

  1736 W Beach Ave, Chicago, IL 60622

  Prime Wicker Park :Location - Brick 3 Unit building + Coach House. Unleash the full potential of this stately brick multi-unit located on one of Wicker Park's most desirable blocks. Currently configured as a 3-unit building with a large detached Coach House, this property is a prime candidate for a luxury Single-Family Home conversion or a high-end duplex-condo project. The building boasts

  

  George Ayling

  Select a Fee RE System

  1736 W Beach Ave, Chicago, IL 60622
• 

  

  /6

  $710,000

  • 7 Beds
  • 5 Baths

  611 E 50th Place, Chicago, IL 60615

  Discover this impressive greystone residence with a period addition, set on a spacious double lot in the historic Bronzeville/Washington Park neighborhood. The property offers two bright main residences along with a charming one-bedroom garden-level apartment. The building was extensively renovated in the mid-1990s and has received additional improvements over the years, including a roof

  

  Rafay Qamar

  Real Broker LLC

  611 E 50th Place, Chicago, IL 60615
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  /30

  $475,000

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,274 Sq Ft

  1949 N Whipple St Unit 1, Chicago, IL 60647

  SUN-DRENCHED LOGAN SQUARE DUPLEX DOWN: FLEXIBLE URBAN LIVING STEPS FROM PALMER SQUARE... Welcome home to this bright and meticulously maintained 2-bedroom, 2-bathroom duplex down, perfectly situated in the heart of vibrant Logan Square. Fully gut-rehabbed in 2007, this incredible property blends modern everyday convenience with a brilliantly adaptable layout designed to fit your unique lifestyle.

  

  Chris Vernald

  Engel & Voelkers Chicago

  1949 N Whipple St Unit 1, Chicago, IL 60647
• 

  

  /15

  $425,000

  Pending

  • 6 Beds
  • 3 Baths

  1428 N Austin Blvd, Oak Park, IL 60302

  Exceptional investment opportunity in the heart of Oak Park! This beautiful yellow brick 2-flat at 1428 N Austin Blvd, Oak Park, IL 60302 offers tremendous value-add potential for investors, owner-occupants, and house hackers alike. Each unit features a spacious and functional 3-bedroom, 1-bathroom layout, providing strong rental appeal and comfortable living space. The property's standout

  

  Victoria Waliczek

  Coldwell Banker Realty

  1428 N Austin Blvd, Oak Park, IL 60302
• 

  

  /5

  $1,750,000

  New Construction Pending

  • 5 Beds
  • 4.5 Baths
  • 4,770 Sq Ft

  2237 W Roscoe St Unit 2W, Chicago, IL 60618

  Introducing 2237 Roscoe - a boutique collection of six, private elevator, new construction "single-family" condominiums perfectly situated in the heart of Roscoe Village. Tucked along tree-lined Roscoe Street at the corner of Bell Avenue and just steps to the neighborhood's boutique shops, acclaimed restaurants, and everyday conveniences, this architecturally-distinct development will deliver the

  

  Cory Robertson

  Jameson Sotheby's Intl Realty

  2237 W Roscoe St Unit 2W, Chicago, IL 60618
• 

  

  /23

  $1,059,999

  New Construction

  • 2 Beds
  • 2 Baths

  1345 W Grand Ave Unit 4N, Chicago, IL 60642

  ***DEVELOPER RATE BUYDOWN!!! THE DEVELOPER IS OFFERING AN INTEREST-RATE BUYDOWN TO 5.75.*** Welcome to 1345 W. Grand Avenue, a boutique new-construction elevator building offering just seven luxury residences near Chicago's vibrant Fulton Market District. With only two residences per floor, this thoughtfully designed development delivers an exceptional sense of privacy, sophistication, and modern

  

  David Schatz

  Compass

  1345 W Grand Ave Unit 4N, Chicago, IL 60642
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  /29

  $725,000

  Pending

  • 4 Beds
  • 3 Baths

  1311 W Columbia Ave, Chicago, IL 60626

  This is the 2-flat you've been looking for! This spacious building offers an incredible opportunity for an owner-occupant or investor in a prime location. The first-floor duplex-down unit features 3 bedrooms, and 2 full bathrooms, a chef's kitchen overlooking the backyard, formal living room and separate dining. As you go to the lower level, you will be surprised by 8-ft ceilings and even more

  Leopoldo Gutierrez Redfin Corporation

  1311 W Columbia Ave, Chicago, IL 60626
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  /21

  $264,900

  Pending

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  1221 N Dearborn St Unit 812N, Chicago, IL 60610

  Sleek, stylish, and updated, this Gold Coast duplex one-bedroom lives like a private retreat in the heart of the city. Two levels of living space with beautiful red oak hardwood floors in a natural finish, complemented by a rebuilt hardwood staircase and modern lighting that gives the home a clean, contemporary feel. The redesigned kitchen features quartz countertops, stainless steel appliances,

  Camie Cirrincione Redfin Corporation

  1221 N Dearborn St Unit 812N, Chicago, IL 60610
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  /27

  $579,900

  • 6 Beds
  • 3 Baths

  5353 N Spaulding Ave, Chicago, IL 60625

  Multiple Offers Received. Highest & Best due Monday 9/14/2026 5PMCST An incredible find! Nothing is more classic than the 1921 Craftsman brick two-flat in Chicago and this one, on an extra-wide city lot, is not to be missed. Designed for comfortable and affordable multi-family living, this model has withstood the test of time for a reason. Two, 2BR+TANDEM units with formal living and dining room

  Anthony Rodriguez Coldwell Banker Realty

  5353 N Spaulding Ave, Chicago, IL 60625
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  /26

  $999,000

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

  611 N Noble St Unit 3, Chicago, IL 60642

  Rare full-floor duplex penthouse in West Town, crowned by an expansive private rooftop deck with spectacular unobstructed Chicago skyline views! Designed for indoor/outdoor living and effortless entertaining, this three-bedroom home offers FIVE distinct outdoor spaces, including a spacious balcony directly off the open-concept kitchen, dining, and living area. Upstairs, the east-facing primary

  Ryan Templeton Keller Williams ONEChicago

  611 N Noble St Unit 3, Chicago, IL 60642
• 

  

  /29

  $549,900

  Pending

  • 2 Beds
  • 2 Baths

  Unlisted Address

  Welcome to this beautifully designed duplex-up that lives like a single-family home. Featuring soaring cathedral ceilings, abundant natural light, and a thoughtfully designed floor plan, this home offers a spacious kitchen with a large walk-in pantry, granite counters, coffee bar, a separate dining room, a generous living room, and a full bath on the main level. Upstairs, you'll find two

  Laura Topp Berkshire Hathaway HomeServices Chicago

  Unlisted Address
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  /34

  $999,995

  Pending

  • 3 Beds
  • 2.5 Baths
  • 3,100 Sq Ft

  1366 W Walton St Unit 1E, Chicago, IL 60642

  Experience an extraordinary level of design, craftsmanship, and outdoor living in this stunning extra-wide, south-facing duplex by award-winning Noah Properties and Axios Architects. Offering the comfort and scale of a single-family home with the convenience of condominium living, this exceptional 3-bedroom, 2.1-bath residence is filled with designer finishes, cutting-edge smart home technology,

  Matt Laricy Americorp, Ltd

  1366 W Walton St Unit 1E, Chicago, IL 60642
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  /42

  $649,000

  • 4 Beds
  • 2 Baths

  7120 W Highland Ave, Chicago, IL 60631

  This rare 1 story style duplex has been completely renovated from top to bottom, inside and out! The exterior features an all new torch-down roof, windows, doors, siding, gutters, vents, mailboxes, light fixtures, and all of the brick has been properly tuck-pointed. Inside, both units have undergone a total transformation into truly turnkey condition, ready for immediate occupancy. All new

  Matt Melull Coldwell Banker Realty

  7120 W Highland Ave, Chicago, IL 60631
• 

  

  /53

  $850,000

  Pending

  • 7 Beds
  • 5 Baths

  3806 W Armitage Ave, Chicago, IL 60647

  Attention owner-occupants or investors. Duplex up will be available June 2026. This exceptional two-unit property in the heart of Logan Square represents a Perfect owner-occupancy with rental or premier investment opportunity with both units currently leased and producing income. Entirely rehabbed from the studs in 2019, the residence showcases high-end craftsmanship and gleaming hardwood

  Stephanie Miller Redfin Corporation

  3806 W Armitage Ave, Chicago, IL 60647
• 

  

  /37

  $950,000

  Pending

  • 9 Beds
  • 5 Baths

  2622 N Central Park Ave, Chicago, IL 60647

  Fully Renovated Logan Square 2-Flat - Exceptional Investment or Owner-Occupant Opportunity. Be the first to see this beautifully renovated 2-flat in the heart of Logan Square, offering incredible flexibility for investors and owner-occupants alike. The second-floor unit is a spacious duplex-up featuring 4 bedrooms and 2 full bathrooms, completely updated with new stainless steel appliances,

  Steve Dombar Redfin Corporation

  2622 N Central Park Ave, Chicago, IL 60647
• 

  

  /22

  $275,000

  • 3 Beds
  • 2 Baths

  1647 W Sherwin Ave Unit 1, Chicago, IL 60626

  Spacious 3 bedroom, 2 bath duplex down condo in Rogers Park! Featuring hardwood floors, great natural light, and a functional layout. The main level offers a bright living room with space for dining, an updated kitchen with granite countertops and stainless steel appliances. One bedroom plus a full bath are on the main level for added convenience and privacy. The lower level includes two spacious

  Ledio Samarxhiu Real Broker LLC

  1647 W Sherwin Ave Unit 1, Chicago, IL 60626
• 

  

  /39

  $1,049,999

  New Construction Pending

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

  1830 N Saint Louis Ave Unit 1, Chicago, IL 60647

  LOGAN SQUARE New Construction located between the 606 Trail and Armitage Ave. Unique 2-Story / 2-Unit Boutique Condo Duplex Up with finished lower level lives like a true single family home. Each unit feature an identical floor plan , private entry ( 1-Front & 1-Rear) and no stacked unit above or below. Heated common secondary center entry separate the units which can also be accessed from lower

  Anthony Araque Chicagoland Brokers, Inc.

  1830 N Saint Louis Ave Unit 1, Chicago, IL 60647

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