Duplexes for Sale in Chicago, IL

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  /18

  $430,000 Open Sat 12PM - 1:30PM

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

  1449 E 65th Place Unit 1, Chicago, IL 60637

  Introducing a stunning, 4-bedroom, 3-bathroom duplex down located in East Woodlawn! This residence features a bright and spacious living area, thoughtfully designed with both upper and lower levels ideal for entertaining and relaxation. The open-concept layout effortlessly connects the living room to a modern kitchen, equipped with sleek countertops, stainless steel appliances, and ample

  Jillian Winston RE/MAX Premier

  1449 E 65th Place Unit 1, Chicago, IL 60637
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  /22

  $250,000

  • 9 Beds
  • 3 Baths

  8151 S Bennett Ave, Chicago, IL 60617

  This expansive brick 2-flat offers versatile living across three fully finished levels. Entire home was recently rented for 3500+! The 1st floor and lower level duplex down unit level features 6 bedrooms, 2 full baths, full kitchen, large living room/dining combo and an enclosed front patio room. New vinyl tile flooring throughout 1st floor and lower level. The finished basement includes a rec

  Eric Marcus Keller Williams ONEChicago

  8151 S Bennett Ave, Chicago, IL 60617
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  /9

  $449,999

  • 5 Beds
  • 2 Baths

  7254 S Lafayette Ave, Chicago, IL 60621

  Brick 2 unit in The Greater Grand Crossing Community Of Chicago with large apartments. 1st floor unit: 2 bedroom, 1 bath, living room, dining room & kitchen open concept with potential to duplex into the basement. 2nd floor unit 3 bedroom, 1 bath, living room, dining room & kitchen open concept. *** PLEASE NOTE: Basement third unit potential with separate front, rear entrances and adequate

  Eduardo Padro Pearson Realty Group

  7254 S Lafayette Ave, Chicago, IL 60621
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  /7

  $1,375,000 New Construction

  • 3 Beds
  • 2.5 Baths

  1230 W Diversey Pkwy Unit 2, Chicago, IL 60614

  NEW CONSTRUCTION 3 BED/2.5 BATH TOP LEVEL DUPLEX CONDOMINIUM, ideally positioned on the border of Lakeview and Lincoln Park, and thoughtfully designed with high-end finishes and superior construction. With a wide-open main floor, this space is perfect for a party of any size. On the main level you find the formal living/dining area which is next to the kitchen with a long island, lots of storage

  William Goldberg Fulton Grace Realty

  1230 W Diversey Pkwy Unit 2, Chicago, IL 60614
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  /31

  $610,000

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

  130 S Canal St Unit 9F, Chicago, IL 60606

  Stylish West Loop Duplex Condo - Modern Comfort & Convenience! Step into elevated city living with this stunning 2-bedroom, 2.5-bath duplex condo on the 9th and 10th floors of Metropolitan Place. The open living area shines with hardwood floors, fireplace, and dramatic floor-to-ceiling windows, while the beautifully updated kitchen is perfect for entertaining. The spacious primary suite offers a

  Sally Haynes Keller Williams ONEChicago

  130 S Canal St Unit 9F, Chicago, IL 60606
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  /25

  $799,000

  • 4 Beds
  • 3 Baths
  • 2,350 Sq Ft

  1329 N Mohawk St Unit 1, Chicago, IL 60610

  Welcome home! Move right into this 4 bed/3 bath duplex in Old Town. A flexible floor plan with 2 bedrooms on each level, comfortable living spaces on both floors, 3 full bathrooms, and tons of closet space. The main level features hardwood floors throughout the living and dining rooms and a large eat-in kitchen with great cabinet storage and a pantry. Directly off the kitchen is a private deck,

  Amanda Boruff Jameson Sotheby's Intl Realty

  1329 N Mohawk St Unit 1, Chicago, IL 60610
• 

  

  /22

  $1,475,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,400 Sq Ft

  1124 W Addison St Unit 2, Chicago, IL 60613

  Stunning New Construction Duplex-Up in the Heart of Wrigleyville & Southport Corridor! Welcome to 1124 W Addison, a brand-new 4-bedroom, 3.5-bathroom duplex-up that combines luxury, space, and unbeatable location in one of Chicago's most dynamic neighborhoods. Perfectly situated just steps from Wrigley Field and the vibrant Southport Corridor, this home places you in the center of world-class

  Carrie McCormick @properties Christie's International Real Estate

  1124 W Addison St Unit 2, Chicago, IL 60613
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  /2

  $170,000

  • 5 Beds
  • 2 Baths

  6921 S Normal Blvd, Chicago, IL 60621

  Great Cash flow ($2,200 monthly HCV subsidized), just steps from Englewood STEM High School, part of a 6 property portfolio(5 Sgl Fam, 1 Duplex)

  Kuchambi Myhand Manage Chicago, Inc.

  6921 S Normal Blvd, Chicago, IL 60621
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  /19

  $450,000

  • 2 Beds
  • 2 Baths
  • 1,289 Sq Ft

  6 S Laflin St Unit 107S, Chicago, IL 60607

  Stunning and spacious duplex-up concrete loft in the quiet, residential pocket of the West Loop! This unique first-floor home features its own private entrance in addition to access through the main doorman entrance-offering the perfect blend of convenience, privacy, and security. Step inside to soaring 20' ceilings, a dramatic wall of windows that fills the space with natural light, and

  David Taylor @properties Christie's International Real Estate

  6 S Laflin St Unit 107S, Chicago, IL 60607
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  /35

  $459,000

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft

  224 S Western Ave Unit A, Chicago, IL 60612

  New to the Market!!!!! This beautifully spacious renovated Jackson Square Duplex condo is ready for you to call home. It features an open concept with 3 bedrooms and 2.5 bathrooms, along with stainless steel appliances, white shaker cabinets, quartz countertops and backsplash, recessed lighting, vinyl plank and ceramic flooring, in-unit laundry, central air, and a private garage space.

  Donna Baker Kale Realty

  224 S Western Ave Unit A, Chicago, IL 60612
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  /31

  $1,195,000

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

  602 N May St Unit 3, Chicago, IL 60642

  This impeccably upgraded 3 bed, 2.5 bath duplex-up offers the perfect blend of luxury and location on a quiet, tree-lined street in West Town. Bathed in natural light from east, west, and southern exposures, the expansive layout features hardwood flooring throughout, two generous living areas, and a convenient main-level powder room. A striking Copat Italian kitchen anchors the main level,

  Nathan Binkley Compass

  602 N May St Unit 3, Chicago, IL 60642
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  /8

  $299,900

  • 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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  /41

  $645,000 Open Sat 11AM - 1PM

  • 2 Beds
  • 2 Baths
  • 1,690 Sq Ft

  1865 N Winnebago Ave Unit 4N, Chicago, IL 60647

  Exceptional opportunity in a premier location! Situated in the heart of highly sought after Bucktown, this sophisticated 2 bed plus den duplex-up residence offers the perfect blend of luxury, space and urban convenience. Just moments from the Blue Line and the Bloomingdale Trail, this home delivers effortless access to downtown and some of Chicago's most vibrant dining, shopping, and nightlife.

  Brian Moon Keller Williams ONEChicago

  1865 N Winnebago Ave Unit 4N, Chicago, IL 60647
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  /80

  $1,299,000

  • 10 Beds
  • 6 Baths

  Unlisted Address

  Two separate all-brick buildings situated on an extra-wide lot, each offering first-floor duplex-down units with spacious room sizes throughout that are perfect for an owner-occupant situation. Located just one block east of scenic Humboldt Park, the property provides abundant outdoor space ideal for entertaining and enjoyment. Conveniently located near the california and Augusta shopping district

  Mitir Patel Essex 312, LLC

  Unlisted Address
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  /27

  $949,000 Open Sat 10AM - 12PM

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

  505 W Elm St Unit 1, Chicago, IL 60610

  Seven on Elm Residences. We are thrilled to introduce a rare opportunity to own a piece of Chicago history: seven luxury residences within a stunning church conversion in the Historic Old Town neighborhood. This project masterfully blends timeless architectural character with modern sophistication, offering truly one-of-a-kind homes designed for elevated urban living. This spacious 3-bedroom

  Joanna Olszynska Compass

  505 W Elm St Unit 1, Chicago, IL 60610
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  /33

  $850,000 Open Sat 11AM - 1PM

  • 6 Beds
  • 3 Baths

  4139 N Troy St, Chicago, IL 60618

  Well-maintained Chicago brick 2-flat at 4139 N. Troy offering immediate income with long-term upside. Lovingly cared for by a longtime owner, this investment property is ready for its next chapter. The building features two occupied units with strong tenants in place. Tenants pay their own utilities, with landlord responsible for water and garbage, keeping operating expenses straightforward and

  Tanya Orndorff Equity Partners Real Estate, LLC

  4139 N Troy St, Chicago, IL 60618
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  /48

  $549,000

  • 11 Beds
  • 7 Baths

  949 W 51st St, Chicago, IL 60609

  Don't miss this incredible opportunity to own a high-income producing property on Chicago's South Side! Built in 2007, this stunning all-brick 3-unit building offers spacious layouts and amazing rental potential. Unit 1: A massive duplex with 5 bedrooms and 3 bathrooms. The main floor features 3 bedrooms and 2 baths, while the lower level adds 2 more bedrooms and another full bath-perfect for an

  Daniela Recillas The Agency

  949 W 51st St, Chicago, IL 60609
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  /2

  $285,000 Pre-Foreclosure

  • 6 Beds
  • 3 Baths

  539 E 68th St, Chicago, IL 60637

  PRICED TO SELL! Excellent opportunity for an owner-occupant or investor seeking immediate cash flow. 1st Floor Duplex Down features 3 bedrooms, 2 bathrooms. 2nd Floor 3 bedrooms and 1 bathroom. First floor will need the kitchen and bathroom finished. Perfect for a 203k or renovation loan. Live in one unit while renting the other, or lease both for strong returns. Generous layouts, flexible use,

  Amir Abed Kale Realty

  539 E 68th St, Chicago, IL 60637
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  /15

  $229,000

  • 4 Beds
  • 3 Baths

  11316 S Indiana Ave, Chicago, IL 60628

  Spacious Two-Unit Building Near Palmer Park. Well-maintained and freshly painted two-unit property offering a great owner-occupant or investment opportunity. Unit 1 is a two-bedroom, two-bath duplex that extends to the lower level, providing additional living and storage space. The main floor features tall ceilings and a mix of engineered flooring and carpet, along with an open floor plan. Unit 2

  Peter Deja Cross County Realty Inc.

  11316 S Indiana Ave, Chicago, IL 60628
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  /13

  $1,875,000 New Construction

  • 5 Beds
  • 4 Baths

  3923 N Janssen Ave Unit 1E, Chicago, IL 60613

  New construction 5BR / 4BA duplex-down in a great part of Lakeview, offering single-family-style living with high-end finishes throughout. The main level features an open-concept living and dining space and a chef's kitchen with custom cabinetry, walk-in pantry, Sub-Zero & Wolf appliances, and oversized island. Enjoy a separate wet bar area with beverage center outdoor living with a massive

  William Goldberg Fulton Grace Realty

  3923 N Janssen Ave Unit 1E, Chicago, IL 60613
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  /6

  $350,000

  • Land
  • 0 Acre

  2909 W 25th St, Chicago, IL 60623

  Perfect opportunity getting two lots for one price! Next door Lot at 2911 W. 25th Street MLS#12454243 included which has separate pin number. Was a 4 unit but is currently gutted. Seller will include Architectural Plans he had to rebuilt on each lot of 2 Duplex 2 units. Seller will not separate must be sold as a package deal.

  Gloria Ortiz Real People Realty

  2909 W 25th St, Chicago, IL 60623
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  /20

  $439,900

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

  2235 N Tripp Ave, Chicago, IL 60639

  Beautiful and bright 4-bedroom, 3 full-bath duplex single-family home in the Hermosa neighborhood of Chicago. This home gives plenty of space, comfort, and a great location. The updated eat-in kitchen has granite countertops and lots of cabinet space. All three full bathrooms feature modern tile and updated fixtures. Each of the four bedrooms is roomy with great closet space. The second floor has

  Ryan Casper eXp Realty

  2235 N Tripp Ave, Chicago, IL 60639
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  /34

  $699,000

  • 3 Beds
  • 3 Baths

  1500 W Grand Ave Unit 1E, Chicago, IL 60642

  (PLEASE VIEW PROFESSIONAL VIDEO) Gorgeous 3BR/3BTH corner unit duplex in fabulous West Town/ Noble Square neighborhood with private entrance. Not the typical cookie cutter newer construction layout. Amazing natural light from a uniquely angled 2-story window wall with beautiful skyline views. Well-appointed kitchen with tons of cabinetry, granite and stainless finishes and great counter space.

  Paul Yambrovich Baird & Warner

  1500 W Grand Ave Unit 1E, Chicago, IL 60642
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  /5

  $118,000

  • 4 Beds
  • 3 Baths
  • 1,300 Sq Ft

  6737 S Champlain Ave, Chicago, IL 60637

  4 bedroom, 2.5 bathroom, duplex down multi-unit. Steps away from the university campus, minutes away from Obama Museum, tons of new construction and high level rehabs in the area, ARV $320k+. Tons of rehab options - convert to a SFH, extend or keep as a multi-unit - you name it. NEW & EXPERIENCED INVESTORS GRAB THIS OPPORTUNITY TODAY! GUT REHAB NEEDED. Currently zoned as a 2-unit.

  Monique Giles Coldwell Banker Realty

  6737 S Champlain Ave, Chicago, IL 60637
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  /10

  $389,000

  • 5 Beds
  • 3 Baths

  6830 S Michigan Ave, Chicago, IL 60637

  This is an investor's or house-hacker's dream. This 2 Unit multi-family property has been recently renovated and ready to give families on the Southside a new home. The 1st floor is a 3 bedrooms duplex. Hardwood floors, high ceilings and two bathrooms. Move on up to the second floor and you will enjoy two bedrooms/one bathroom. Large living room for enjoying family moments and creating family

  Emory Brown TADD Realty

  6830 S Michigan Ave, Chicago, IL 60637
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  /51

  $1,320,000

  • 4 Beds
  • 4 Baths

  2742 N Kenmore Ave, Chicago, IL 60614

  Exceptional Two-Unit Property in Prime Lincoln Park Location This beautifully maintained two-unit building offers a rare opportunity in the heart of Lincoln Park. The upper unit is a sun-filled duplex featuring vaulted ceilings, a spacious and thoughtfully designed layout, and a cozy working fireplace. It also includes an in-unit washer and dryer for added convenience. The first-floor unit is

  David Grieco Westward Properties LLc

  2742 N Kenmore Ave, Chicago, IL 60614
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  /24

  $320,000

  • 4 Beds
  • 2 Baths

  1117 W 57th St, Chicago, IL 60621

  The first-floor unit boasts a spacious duplex-down layout with a generous family room, convenient laundry hookups, spa-inspired bathrooms, and an electric heat fireplace, all enhanced by an abundance of natural light. This unit is ideal for an owner-occupant. The basement presents opportunities for an additional bathroom, and there is a private laundry area connected directly to the first-floor

  Amanda Stapleton Blue Door Dave Inc

  1117 W 57th St, Chicago, IL 60621
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  /30

  $499,000

  • 3 Beds
  • 2.5 Baths
  • 1,835 Sq Ft

  218 S Western Ave Unit B, Chicago, IL 60612

  New to the Market!!!!! This beautifully spacious renovated Jackson Square Duplex condo is ready for you to call home. It features an open concept with 2 bedrooms and 2.5 bathrooms, along with stainless steel appliances, white shaker cabinets, quartz countertops and backsplash, recessed lighting, vinyl plank and ceramic flooring, in-unit laundry, central air, and a private garage space.

  Donna Baker Kale Realty

  218 S Western Ave Unit B, Chicago, IL 60612
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  /15

  $199,000

  • 3 Beds
  • 2 Baths
  • 2,200 Sq Ft

  5014 S Prairie Ave Unit 1, Chicago, IL 60615

  Fabulous vintage 3 bed 2 bath duplex with modern finishes in historic Bronzeville/Washington Patk neighborhood. Well designed floor plan with over 2300 sf, spacious room sizes and ideally located East facing balcony. Large living room, eat-in kitchen on main level and lower levels offers huge family/rec area and 3rd bedroom with additional room perfect for an office. 1 car garage parking

  Linda Levin Jameson Sotheby's Intl Realty

  5014 S Prairie Ave Unit 1, Chicago, IL 60615
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  /13

  $550,000

  • 7 Beds
  • 3 Baths

  651 N Long Ave, Chicago, IL 60644

  Beautifully updated two-flat with a duplexed first unit! Featuring modern kitchens with quartz countertops and stylish backsplashes, recessed lighting, new fixtures, attractive flooring, and panel doors throughout. Unit 1 offers a spacious duplex layout with four bedrooms and two full baths. Unit 2 includes three large bedrooms, a full bath, and a sunroom. Bathrooms feature ceramic tile, new

  Reggie Eaton Park Place Realty Group LLC

  651 N Long Ave, Chicago, IL 60644
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  /33

  $475,000

  • 8 Beds
  • 4 Baths

  3919 W Flournoy St, Chicago, IL 60624

  Turnkey investor opportunity featuring a 2-flat with a duplex-down and penthouse, ideal for both investors and owner-occupants seeking rental income. This recently updated property is designed for strong cash flow. The duplex-down offers 3 bedrooms on the main level plus 2 additional bedrooms below, while the penthouse includes 3 bedrooms and 1 full bath. Recent upgrades include new tuckpointing,

  Hakeem Sisney MNK Realty Professionals LLC

  3919 W Flournoy St, Chicago, IL 60624
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  /39

  $699,900

  • 8 Beds
  • 7 Baths

  6527 S Drexel Ave, Chicago, IL 60637

  Beautiful 3 unit building, in the heart of Woodlawn. (2) 2bd/2bth and (1) DUPLEX with 4bd/3bth. Completed in 2008, this building has been well maintained. New decks installed 2022, primed and re-painted 2025, tuck pointed and sealed 2025, new stairwell carpet and paint 2025, New water heaters in each unit and more! Full list of improvements available. Premier block in Woodlawn, minutes from

  Jaki Harding Berkshire Hathaway HomeServices Starck Real Estate

  6527 S Drexel Ave, Chicago, IL 60637
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  /26

  $639,000

  • 2 Beds
  • 2.5 Baths
  • 1,710 Sq Ft

  737 W Washington Blvd Unit 3003, Chicago, IL 60661

  Spacious two level duplex condo offering 2 bedrooms and 2.5 bathrooms in the heart of the West Loop with east facing city views and a private balcony. The main level features an open living and dining area, kitchen, half bath, and in unit laundry. Upstairs includes a primary suite with an en suite bathroom and a second bedroom with a full bath conveniently located just outside the door. Full

  Emir Vulic Berkshire Hathaway HomeServices Chicago

  737 W Washington Blvd Unit 3003, Chicago, IL 60661
• 

  

  /22

  $475,000

  • 3 Beds
  • 2 Baths
  • 1,459 Sq Ft

  847 W Ainslie St Unit GE, Chicago, IL 60640

  Welcome to 847 West Ainslie Street unit GE, an incredible property fully gutted and rehabbed in the heart of Chicago! This exciting project features seven modern condos with fresh, stylish designs, all while preserving the old charm of the building. You'll love the beautiful wooden central stairs and skylight at the top. You'll find five simplexes with 3 bedrooms and 2 bathrooms, a duplex with 4

  Susanna Cherubin-Delisi Compass

  847 W Ainslie St Unit GE, Chicago, IL 60640
• 

  

  /13

  $369,000

  • 4 Beds
  • 3 Baths
  • 2,600 Sq Ft

  4759 S Forrestville Ave Unit 1W, Chicago, IL 60615

  Stylish Duplex in Bronzeville! Enjoy the feel of single-family living in this beautifully updated duplex down with a private entrance on a quiet residential street. This extra-large condo offers the perfect balance of comfort, charm, and convenience. Inside, rich hardwood floors run throughout the main level, where you'll find a bright and welcoming living room with an abundance of natural light

  Naja Morris @properties Christie's International Real Estate

  4759 S Forrestville Ave Unit 1W, Chicago, IL 60615
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  /11

  $1,100,000 New Construction

  • 4 Beds
  • 3.5 Baths

  2023 W Augusta Blvd Unit 1W, Chicago, IL 60622

  We are excited to introduce 2023 W Augusta, Ukrainian Villages newest boutique luxury development. Built by highly experienced developers, Castleview Construction, this five unit building sits on an extra wide 48 foot lot, providing expansive open floor-plans and exceptional natural light. The duplex down units include 4 bedrooms 3 and 1/2 bathrooms and amazing outdoor space directly off the main

  Andrew Thurston Sheehan Real Estate

  2023 W Augusta Blvd Unit 1W, Chicago, IL 60622
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  /14

  $575,000

  • 7 Beds
  • 3 Baths

  6520 S Ellis Ave, Chicago, IL 60637

  The Obama Presidential Center is opening this June! Grab your investment property now. East Woodlawn two-unit property with all the updates, that is move-in ready. The first-floor unit is a spacious 4-bedroom duplex - including two bedrooms that can accommodate a king-size bed with nightstands, two living areas, two full bathrooms, an updated kitchen with stainless steel appliances and

  Naja Morris @properties Christie's International Real Estate

  6520 S Ellis Ave, Chicago, IL 60637
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  /31

  $2,600,000

  • 4 Beds
  • 3.5 Baths
  • 3,080 Sq Ft

  530 W Dickens Ave Unit 401, Chicago, IL 60614

  Set in an absolute A+ Lincoln Park location, this duplex-up penthouse is located in a coveted elevator building on a quiet, tree-lined street. Occupying the entire top floor, the residence offers rare 360-degree city views and exceptional natural light throughout. Designed with a refined modern aesthetic, this one-of-a-kind home features expansive open-concept interiors and multiple private

  Emily Sachs Wong @properties Christie's International Real Estate

  530 W Dickens Ave Unit 401, Chicago, IL 60614
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  /19

  $1,299,900 New Construction

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

  Chicago, IL 60622

  Spectacular new construction in West town by veteran builder, Eirpol Development! Meticulous craftsmanship, and unparalleled attention to detail, this incredible 4 bedroom, 3 1/2 bathroom duplex down features 8' doors, 9' ceilings on the main floor, 10' ceilings in the lower level, wide plank hardwood floors, custom cabinetry and Oknoplast floor-to-ceiling windows. The main floor features a true

  Tom Moran @properties Christie's International Real Estate

  Chicago, IL 60622
• 

  

  /21

  $1,275,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,400 Sq Ft

  1124 W Addison St Unit 1, Chicago, IL 60613

  Stunning New Construction Duplex-Down in the Heart of Wrigleyville & Southport Corridor! Welcome to 1124 W Addison, a brand-new 4-bedroom, 3.5-bathroom duplex-down that combines luxury, space, and unbeatable location in one of Chicago's most dynamic neighborhoods. Perfectly situated just steps from Wrigley Field and the vibrant Southport Corridor, this home places you in the center of world-class

  Carrie McCormick @properties Christie's International Real Estate

  1124 W Addison St Unit 1, Chicago, IL 60613

Showing Results 121 - 160, Page 4 of 6