Duplexes for Sale in Chicago, IL

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  /35

  $449,900

  • 7 Beds
  • 3 Baths

  5726 S Sangamon St, Chicago, IL 60621

  This updated 2-unit building offers a total of 7 bedrooms and 3 bathrooms, making it ideal for multi-generational living. Each unit features a spacious open-concept layout with a living room, dining area, and gourmet kitchens complete with center islands and designated homework/study spaces. First floor duplex down 3 bedrooms, 1 bath, plus a loft. Second Floor: 4 bedrooms, 1 bath, plus a flex

  Natashia Antwine Coldwell Banker Realty

  5726 S Sangamon St, Chicago, IL 60621
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  /14

  $545,000

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

  1222 E 64th St Unit 1E, Chicago, IL 60637

  Discover refined urban living in this expansive 3,000 sq. ft. greystone duplex, ideally located just steps from the Obama Presidential Library and University of Chicago. This exceptional gated property seamlessly blends classic charm with modern luxury. Step inside to beautiful natural hardwood floors that flow throughout the home, leading to a chef-inspired kitchen featuring 42-inch cabinetry,

  Grace Little Coldwell Banker Realty

  1222 E 64th St Unit 1E, Chicago, IL 60637
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  /13

  $1,270,000

  • 4 Beds
  • 4 Baths

  2742 N Kenmore Ave, Chicago, IL 60614

  Two unit building in Lincoln Park. Sunny well designed second floor duplex with vaulted ceilings, spacious layout and a working fireplace. Second floor unit has its own washer dryer installed. Easy to rent. First floor unit is large and attractive. Both units have Private Decks with sliding glass doors. Both units have fireplaces. Both units were recently remodeled and have their own HVAC units.

  Tamara Verdin Prello Realty

  2742 N Kenmore Ave, Chicago, IL 60614
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  /29

  $509,900

  • 7 Beds
  • 4 Baths

  4948 W Washington Blvd, Chicago, IL 60644

  Discover the potential of this beautifully renovated 2-unit property located in the vibrant Austin neighborhood of Chicago. A short distance from Columbus Park and major transit lines, ensuring easy access to local amenities and downtown Chicago. Recently updated in 2022, this building underwent an extensive renovation that includes: A complete gut renovation. Upgraded electrical and plumbing

  Alonzo Abron A Progeny Global LLC

  4948 W Washington Blvd, Chicago, IL 60644
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  /29

  $1,324,900

  1226 W 31st Place, Chicago, IL 60608

  Fully Gut Rehabbed 6 unit in rapidly appreciating Bridgeport neighborhood. All 6 units are 2 Bed/1 Bath and have been fully renovated in past 3 years. Fully occupied and turnkey for the next investor. Sit back and enjoy the cashflow! Recently furnished as all Airbnb units for traveling nurses, the building was transitioned back to LTR last year. The building is located on a fantastic and quite

  Zach Shepard eXp Realty

  1226 W 31st Place, Chicago, IL 60608
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  /28

  $380,000

  • 7 Beds
  • 3 Baths

  4944 S Honore St, Chicago, IL 60609

  This well-maintained brick two-flat is situated in the bustling Back Of The Yards neighborhood and is fully equipped with all the necessary amenities. Whether you are a seasoned investor looking to expand your portfolio or a savvy homeowner interested in generating rental income, this property provides endless possibilities. Currently, both units are leased month to month. The first-floor unit

  Melida Orbe Kale Realty

  4944 S Honore St, Chicago, IL 60609
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  /24

  $259,500

  • 3 Beds
  • 2.5 Baths
  • 1,545 Sq Ft

  4551 S Michigan Ave Unit B, Chicago, IL 60653

  Spacious 3BR, 2.5BA Duplex, Open floor plan , Hardwood floors, Newer carpet upper level and stairs, Updated baths and open Kitchen w/ ample countertop space and Breakfast bar. Newer insulated Storm windows (4 years old). Washer/dryer in unit and extra storage area in building. Intercom entry

  Erica Harris-Jones Charles Rutenberg Realty of IL

  4551 S Michigan Ave Unit B, Chicago, IL 60653
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  /8

  $300,000

  • 6 Beds
  • 4 Baths

  2839 S Karlov Ave, Chicago, IL 60623

  Beautiful detailing brick two flat with a duplex attic. Attractive spacious back yard with a 2 car garage with an extra space for a 3rd car. Close to convenience stores six minutes away from 290 highway and in 20 minutes it will take you to downtown Chicago. Waiting for your TLC IDEAS! Little Village experiencing several ongoing and upcoming development projects. DON'T MISS YOUR CHANCE!

  Ingrid Ovalle PROSALES REALTY

  2839 S Karlov Ave, Chicago, IL 60623
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  /39

  $68,900

  • 3 Beds
  • 1 Bath
  • 1,900 Sq Ft

  1519 E 68th St Unit 1, Chicago, IL 60637

  Awesome location for this rare duplex. End unit duplex with a full basement. Unit needs a rehab & expansion. Main level has open living room with a decorative fireplace & original hardwood floor. Main level has 2 bedrooms, eat in kitchen, full bath, main level laundry area & a den (former enclosed porch). Bath has been redone with newer fixtures but needs completion. The eat in kitchen has modern

  John Nugent Coldwell Banker Realty

  1519 E 68th St Unit 1, Chicago, IL 60637
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  /33

  $975,000

  • 6 Beds
  • 5 Baths

  4836 S Dorchester Ave, Chicago, IL 60615

  Stunning 3-Flat Georgian Style Multi-Family Building in the Hyde Park/Kenwood Community, where historical elegance is seamlessly integrated with contemporary living. This rare gem has been updated on the 1st level only to offer both classic charm and modern amenities perfect for short-term rentals generating great annual income. Bring your own touches for units 2 and 3. Step through the front

  Carlas Gilbert Prince Realty Group LLC

  4836 S Dorchester Ave, Chicago, IL 60615
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  /25

  $200,000

  • 3 Beds
  • 2.5 Baths
  • 1,900 Sq Ft

  642 E 51st St Unit 1E, Chicago, IL 60615

  Prime Location, Spacious Living, Endless Potential! Welcome to your next home! This 3-bedroom, 2.5-bath duplex down unit is a rare find, offering 1,900 square feet of living space with secure, gated parking included. Ready to be personalized, this home provides a fantastic opportunity to create your dream space. Step inside to discover 7 generously-sized rooms, featuring gleaming hardwood

  Stephne Pettitt-Gaines EXIT Strategy Realty

  642 E 51st St Unit 1E, Chicago, IL 60615
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  /27

  $1,469,900

  1251 W Columbia Ave, Chicago, IL 60626

  Solid Brick 5-Unit In Perfect E. Rogers Park Location Less Than 2 Blocks To Loyola University Lakeshore Campus, Loyola Redline "L" Station & The Lake. Architect Owned And Stylishly Updated Building Features A Fantastic 3 Bed/2 Bath Duplex Down (That Makes A Perfect Owner's Unit) With Commercial Grade Stainless Steel Kitchen, HVAC, 2 Living Spaces & Separate Laundry. The 2nd & 3rd Floors Are Split

  Rich Aronson Compass

  1251 W Columbia Ave, Chicago, IL 60626
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  /12

  $325,000

  • 7 Beds
  • 4 Baths

  4821 W Washington Blvd, Chicago, IL 60644

  Duplex with large rooms and sun porches. Located near I290, with easy access to the Chicago and surrounding suburbs. Priced for "as is" purchase

  Terrell Johnson eXp Realty

  4821 W Washington Blvd, Chicago, IL 60644
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  /46

  $1,199,000

  • 5 Beds
  • 6 Baths
  • 4,000 Sq Ft

  1410 N State Pkwy Unit 27A, Chicago, IL 60610

  Incredible, one-of a kind corner duplex penthouse in an elegant boutique vintage building on fabulous tree-lined North State Parkway. This versatile floor plan offers two levels of expansive space, perfect for entertaining and comfortable living. The main level features a wide open light and bright living/dining space with multiple seating areas featuring gorgeous north and east views of the

  Emily Sachs Wong @properties Christie's International Real Estate

  1410 N State Pkwy Unit 27A, Chicago, IL 60610
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  /35

  $275,000

  • 8 Beds
  • 3 Baths

  8112 S Exchange Ave, Chicago, IL 60617

  TWO FLAT + INLAW SUITE WITH SEPARATE ENTRANCES - SUPER LOW TAXES, TWO 3 BEDROOM UNITS. UPPER TWO UNITS HAVE HARDWOOD FLOORS. LARGE UNFINISHED ATTIC SPACE - POSSIBLE DUPLEX UP. COMMON AREA WASHER/DRYER.

  Joseph Konney Top Care Realty LLC

  8112 S Exchange Ave, Chicago, IL 60617
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  /12

  $249,000

  • 5 Beds
  • 2 Baths

  3906 W Monroe St, Chicago, IL 60624

  BOTH UNITS REFRESHED IN 2024. LOTS OF REFINISHED HARDWOOD FLOORING THROUGHOUT. UNFINISHED BASEMENT OFFERS POSSIBILITY TO DUPLEX DOWN. ASK AGENT FOR ADDITIONAL PHOTOS AND HOW TO GET UP TO 16k IN CLOSING ASSISTANCE. SELLING AS-IS, BUYER WILL NEED A FHA/CONVENTIONAL RENOVATION LOAN.

  Joseph Konney Top Care Realty LLC

  3906 W Monroe St, Chicago, IL 60624
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  /36

  $225,000

  • 3 Beds
  • 3 Baths
  • 1,789 Sq Ft

  6209 S Dorchester Ave Unit 1, Chicago, IL 60637

  Winsome Woodlawn, 1,789 sq. ft., 3 BD/3 BA duplex down. Easy access to the University of Chicago, Jackson Park, 63rd St Beach, the Obama Presidential Center, and Lake Michigan. Entertain in the sun-filled living room with bay windows and crown molding overlooking Beehive Park and the 62nd & Dorchester Community Garden. There is an upgraded kitchen featuring solid surface countertops, ample

  Robert Mehney @properties Christie's International Real Estate

  6209 S Dorchester Ave Unit 1, Chicago, IL 60637
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  /8

  $324,900

  • 7 Beds
  • 2 Baths

  5706 S Peoria St, Chicago, IL 60621

  Professionally managed and fully updated! This property is a great portfolio addition that offers an outstanding owner-occupied opportunity with cash flow potential. Separate heating and water heaters for each unit. Perfect opportunity to duplex or add a 3rd unit in the basement. With these versatile options, it's perfect for both investors and homeowners looking for rental income.

  Jayme Dominicak Jayme Dominicak

  5706 S Peoria St, Chicago, IL 60621
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  /29

  $1,000,000

  • 4 Beds
  • 4.5 Baths
  • 5,327 Sq Ft

  1242 N Lake Shore Dr Unit 25, Chicago, IL 60610

  Huge 5327 sf duplex home with a 200+ sf terrace. Former home of Samuel Insul and Ray Kroc- offers panoramic wrap around views of lake and city. Home needs some updating but is priced accordingly. Amazing mural commissioned by Ray and Joan Kroc graces the circular stairway that leads to the second floor. Wood burning fireplace in the living room. Huge modern kitchen and a breakfast room with a

  Jim Kinney Baird & Warner

  1242 N Lake Shore Dr Unit 25, Chicago, IL 60610
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  /46

  $8,900,000

  • 4 Beds
  • 4.5 Baths
  • 7,880 Sq Ft

  159 E Walton Place Unit PH, Chicago, IL 60611

  Own the pinnacle of Chicago elegance in this 7880 sq ft duplex penthouse, formerly home to Vince Vaughn and the original headquarters of Hugh Hefner's Playboy enterprise. The Palmolive Building is a true Art Deco icon- its historic beacon once lit the skies to guide pilots to Midway Airport and today it shines as one of the most distinguished addresses in the city. This two-story residence is the

  Brian Loomis Jameson Sotheby's Intl Realty

  159 E Walton Place Unit PH, Chicago, IL 60611
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  /5

  $245,000

  • 1 Bed
  • 1 Bath
  • 1,100 Sq Ft

  2828 N Burling St Unit 208, Chicago, IL 60657

  Completely rehabbed lofted duplex condo at 2828 N Burling! Hardwood, exposed brick, Corian countertops, new bathroom. Disclosure: HOA is in litigation with a large number of unit owners. Cash Only.

  Colleen Berg Berg Properties

  2828 N Burling St Unit 208, Chicago, IL 60657
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  /2

  $625,000

  • 9 Beds
  • 4 Baths

  4457 S Oakenwald Ave, Chicago, IL 60653

  CASH ONLY. Building and leases as-is. 3-Unit Greystone building on sought after Oakenwald Ave. in North Kenwood just one block from the lake. Units are wide as the building sits lot-line to lot-line at 25x133. All units have tall ceilings, great light, superior living and/or dining spaces, extra-large bedrooms, and a deck off the kitchen. Each unit is individually gas heated, and central air.

  Dawn Lynch @properties Christie's International Real Estate

  4457 S Oakenwald Ave, Chicago, IL 60653
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  /2

  $445,000

  • 3 Beds
  • 3 Baths

  2514 W Thomas St, Chicago, IL 60622

  Duplex up, first floor with an attic plus garden unit apartment. Property has three legal unit certificate, 2 car garage, central air and heat. Great location. Investors welcome. Gut rehab or tear down. Sold AS IS. No inside inspections. Please, provide proof of funds.

  Malgorzata Zych Malgorzata Zych

  2514 W Thomas St, Chicago, IL 60622
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  /2

  $279,500

  • 7 Beds
  • 3 Baths

  3502 W Lake St, Chicago, IL 60624

  Fully rented brick 2-flat in hot East Garfield park. Ground level is a 3 bedroom, 1 bath unit. Above that is a duplex with 4 bedrooms, 2 baths (2 beds/1 bath on each level of the duplex) with in-unit laundry. Unit 1 renovated in 2005. Ground level renovated in 2018. It's one block to CTA Green Line.

  Tian Xin Weichert,Realtors-FirstChicago

  3502 W Lake St, Chicago, IL 60624
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  /2

  $175,000

  • 4 Beds
  • 3 Baths

  3949 W Lexington St, Chicago, IL 60624

  Greystone! Great Investment opportunity located in Chicago's West Garfield Park Neighborhood. Being sold As-Is. Conventional, cash or renovation loan. 1st floor has 2 bedrooms with the potential to duplex down. 2nd floor has 3 bedrooms. Great location just a few blocks from Garfield Park and a short drive to downtown and Lake Michigan

  Julie Washington eXp Realty

  3949 W Lexington St, Chicago, IL 60624
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  /2

  $2,500,000

  • Land
  • 0.08 Acre
  • $31,250,000 per Acre

  1609 W Superior St, Chicago, IL 60622

  Land for development. Approx. 9,547 SF of Land on the hard corner of Ashland and Superior in West Town! Part of a 21,925 SF parcel zoned C2-3 for commercial or residential development. One block south of Chicago Ave. where all of the area's hottest restaurant and bars are located. The neighborhood has seen a recent surge in residential development of single family homes and condos as well as

  Jarrett Fradin Strauss Realty Ltd

  1609 W Superior St, Chicago, IL 60622
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  /2

  $3,100,000

  • Land
  • 0.07 Acre
  • $44,285,714 per Acre

  700 N Ashland Ave, Chicago, IL 60622

  Approx. 12,457 SF of Land on the hard corner of Ashland & Huron in West Town. Part of a 21,925 SF parcel zoned C2-3 for development of commercial/residential. One block south of Chicago Ave. where all of the areas hottest restaurant and bars are located including Beatnik, Forbidden Root Brewery, Frankenhausen and more. This neighborhood has seen a recent surge in residential development of single

  Jarrett Fradin Strauss Realty Ltd

  700 N Ashland Ave, Chicago, IL 60622
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  /45

  $899,000 New Construction

  • 4 Beds
  • 3 Baths
  • 3,944 Sq Ft

  4347 N Richmond St Unit 1S, Chicago, IL 60618

  Located in Irving Park, this expansive 4-bedroom, 3.5-bath duplex with over 3,800 sq ft offers the space and comfort of a single-family home. Featuring 10.5-ft ceilings, 8-ft solid core doors, and hardwood floors throughout. Walk into the large open concept living and dining room complemented by a large west-facing balcony. The chef's kitchen boasts custom cabinetry, quartz countertops, a vented

  Hadley Rue Baird & Warner

  4347 N Richmond St Unit 1S, Chicago, IL 60618
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  /22

  $1,099,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 3.5 Baths

  1325 N Artesian Ave Unit 3, Chicago, IL 60622

  Welcome to 1325 N Artesian, West Town's premier ground up new construction development. This penthouse, duplex up is a can't miss with luxury upgrades at every turn. Walk into the entertainer's kitchen-panel ready Thermador appliance package, custom European cabinetry, granite countertops (time for customization), counter depth refrigerator, undermount lighting, microwave drawer, pendant

  Megan Weber Baird & Warner

  1325 N Artesian Ave Unit 3, Chicago, IL 60622
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  /14

  $899,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 3.5 Baths

  1325 N Artesian Ave Unit 1, Chicago, IL 60622

  Welcome to 1325 N Artesian, West Town's premier ground up new construction development. This enormous duplex down is a can't miss with luxury upgrades at every turn, with 2 full floors of living. Walk into the entertainer's kitchen- HUGE, OPEN CONCEPT FIRST FLOOR- panel ready Thermador appliance package, six burner stove, custom European cabinetry, granite countertops (time for customization),

  Megan Weber Baird & Warner

  1325 N Artesian Ave Unit 1, Chicago, IL 60622
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  /8

  $1,350,000 New Construction

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

  2246 W Lyndale St Unit PH, Chicago, IL 60647

  Modern Luxury in the Heart of Bucktown We're proud to present a stunning duplex penthouse featuring 3 bedrooms, 2.5 bathrooms, and a seamless blend of style, comfort, and functionality in one of Bucktown's most sought-after locations. Designed for effortless indoor-outdoor living, this home offers three private outdoor spaces: a massive south-facing covered terrace, a rear deck off the dining

  James Sheehan Sheehan Real Estate

  2246 W Lyndale St Unit PH, Chicago, IL 60647
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  /17

  $615,000 Open Sat 12PM - 1:30PM

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

  5830 N Lincoln Ave Unit 3E, Chicago, IL 60659

  New Construction! Welcome to 5830 Lincoln - an exclusive 9-unit condominium development offering elevated urban living in a thoughtfully designed, boutique setting. With just three residences per floor, this intimate brand-new building features expansive 3-bedroom residences featuring approximately 1,800 SF and rare 6-bedroom duplex-down residences featuring approximately 3,600 SF-ideal for those

  Kacia Snyder Jameson Sotheby's Intl Realty

  5830 N Lincoln Ave Unit 3E, Chicago, IL 60659
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  /35

  $684,900 New Construction

  • 5 Beds
  • 4 Baths

  325 S Richmond St, Chicago, IL 60612

  Compare the quality! Silver Lining Homes is proud to present a first-of-its-kind new construction development on the West Side! This exquisite 2-unit property features a 3 bedroom / 2.5 bathroom duplex-up owner's unit and a 2 bedroom / 1 bathroom simplex investment unit. Take advantage of the unique opportunity to own a property that lives like a single family home while still benefitting from

  Jonathan Strauss M Street Group Inc

  325 S Richmond St, Chicago, IL 60612
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  /9

  $699,900 New Construction

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

  1003 W 16th St Unit 1E, Chicago, IL 60608

  Stunning New Construction 3BD/3.1BA 2500 sq ft Duplex with Three Private Outdoor Spaces & Lower-Level Family Room in Vibrant Pilsen. This exceptional duplex showcases unparalleled craftsmanship and modern elegance in one of Chicago's most dynamic neighborhoods. Step into a sun-drenched open-concept main level with large windows, soaring ceilings, and designer lighting, creating a bright and airy

  Paria Forouzi Berkshire Hathaway HomeServices Chicago

  1003 W 16th St Unit 1E, Chicago, IL 60608
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  /6

  $699,500 New Construction

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

  2636 W Evergreen Ave Unit 1, Chicago, IL 60622

  INCREDIBLE NEW CONSTRUCTION 3 BED + FAMILY 3 BATH WEST TOWN DUPLEX DOWN W/ 400+ SQFT GARAGE ROOF TOP DECK! WHITE/BLACK COMBO SHAKER CABINETS, BOSCH STAINLESS STEEL APPLIANCES AND QUARTZ COUNTERTOP ISLAND KITCHEN OPENS TO BRIGHT SOUTH-FACING LIVING/DINING AREA; LARGE LIVING/DINING ROOM W/ HARDWOOD FLOORS THROUGHOUT; LUXE PRIMARY SUITE W/ WALK-IN-CLOSET & SPA CALIBER BATH W/ DOUBLE SINK VANITY AND

  Mario Greco Compass

  2636 W Evergreen Ave Unit 1, Chicago, IL 60622
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  /23

  $650,000 Open Sat 11AM - 1PM

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

  2147 W Adams St Unit 1N, Chicago, IL 60612

  READY FOR OCCUPANCY! Discover an amazing opportunity to own this brand-new, beautifully designed 4-bedroom, 3-bathroom duplex in a unique 6-unit building in the heart of United Center and The 1901 project. This spacious duplex-down features an expansive living and dining area, perfect for entertaining. The living room is highlighted by huge floor-to-ceiling windows, flooding the space with

  Svitlana Creadon Compass

  2147 W Adams St Unit 1N, Chicago, IL 60612
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  /20

  $590,000 New Construction

  • 6 Beds
  • 3 Baths

  4256 W Augusta Blvd, Chicago, IL 60651

  QUALIFIES FOR 20,000 GRANT FROM THE COUNTY. ANOTHER PROJECT BY AN AWARD WINNING DEVELOPER - GT ALTERNATIVES LLC. This gorgeous 2 unit proposed new construction is expected to be completed by end of September, 2025 and will feature 4 bedrooms and 2 bathrooms in the duplex down first floor unit with white shaker designer kitchen cabinets, a large peninsula, quartz counters, stainless steel

  Marika Kakhiani Pedestal Realty LLC

  4256 W Augusta Blvd, Chicago, IL 60651
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  /17

  $675,000 New Construction

  • 6 Beds
  • 3 Baths

  1051 N Springfield Ave, Chicago, IL 60651

  Don't miss out on this gorgeous 2 unit 3 Month old newer construction on a double lot with one PIN. Possibility to potentially add another structure or coach house.First floor unit featuring 4 spacious bedrooms and 2 bathrooms in the down duplex. The 2nd floor features 2 bedrooms and 1 bath. Both units have designer shaker kitchen cabinets, a large peninsula, quartz countertops, stainless steel

  Ed Kress Executive Realty Group LLC

  1051 N Springfield Ave, Chicago, IL 60651
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  $674,900 New Construction

  • 5 Beds
  • 4 Baths

  6530 S Champlain Ave, Chicago, IL 60637

  NO MONEY DOWN PURCHASE OPTIONS! Take advantage of the unique opportunity to own a property that lives like a single family home while still benefitting from the rental income of a multi-unit! This exquisite 2-unit property features a 3 bedroom / 2.5 bathroom duplex-up owner's unit and a 2 bedroom / 1 bathroom simplex investment unit. Superior workmanship and elegant finishes from top to bottom

  Jonathan Strauss M Street Group Inc

  6530 S Champlain Ave, Chicago, IL 60637
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  /24

  $1,849,000 New Construction

  • 3 Beds
  • 3.5 Baths

  1646 N Orchard St Unit 3S, Chicago, IL 60614

  Welcome to to The Orchard Collection! This all masonry luxury NEW CONSTRUCTION 5-unit building is located in the leafy heart of Lincoln Park. Built with luxury, transitional finishes, multiple private outdoor spaces & garage parking. This stunning 3 bed 3.1 bath PENTHOUSE DUPLEX-UP WITH FULLY DECKED PRIVATE ROOF TERRACE has an intelligent spacious floor plan. Featuring dual living spaces - a

  Patrick Teets Jameson Sotheby's Intl Realty

  1646 N Orchard St Unit 3S, Chicago, IL 60614

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