Duplexes for Sale in Chicago, IL

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  /36

  $399,900

  • 6 Beds
  • 3 Baths

  15 S Albany Ave, Chicago, IL 60612

  Owner's unit is a duplex, 1st floor to second floor. Renovation just completed.(2025) Updated electric, plumbing, HVAC. Luxury vinyl plank flooring on 1st floor, carpet on 2nd level. Loads of closet space. 10 Ft. ceilings on the first floor. New kitchen with stainless steel appliances and quartz countertops, peninsula with overhang to accommodate additional seating area. 2 new full bathrooms with

  Helen Nelson Mansion View Real Estate Inc.

  15 S Albany Ave, Chicago, IL 60612
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  /24

  $585,000

  • 7 Beds
  • 5 Baths

  3912 W Congress Pkwy, Chicago, IL 60624

  Legal 2 Unit with finished duplex-down basement in HOT Garfield Park! ** This spacious 2021 Rehab features a first floor duplex-down unit with 4 bedrooms and 2.5 baths. Two Beautifully updated kitchens, Spacious suites along with huge living and dining rooms. Brand new hardwood floors throughout, In-Unit Washer and Dryer, Individualized mechanicals and Jacuzzi tubs in each full bathroom. Each

  Khalilah Maddox Real People Realty

  3912 W Congress Pkwy, Chicago, IL 60624
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  /18

  $345,000

  • 5 Beds
  • 3 Baths

  7208 S Calumet Ave, Chicago, IL 60619

  Located on Chicago's vibrant South Side, just minutes from Hyde Park, this solid brick duplex offers timeless charm, practical versatility, and a genuine sense of community. Both residential units are currently vacant, creating an excellent opportunity for an owner-occupant or investor seeking immediate potential. Each unit features beautiful hardwood floors, separate living and dining rooms, and

  Alina Alexa McCurdy Engel & Voelkers Chicago

  7208 S Calumet Ave, Chicago, IL 60619
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  /50

  $799,000

  • 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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  /15

  $1,450,000

  • 4 Beds
  • 3.5 Baths

  1455 W Melrose St Unit 1, Chicago, IL 60657

  NEW, UNDER-CONSTRUCTION 4 BEDROOM DUPLEX . Welcome to 1455 W. Melrose St. ***DELIVERING SPRING 2026*** Intimate all masonry new construction 2-unit building located in the heart of the Southport corridor. This wonderful 4 bed 3.1 bath home is built with luxury transitional finishes, a spacious open floor plan, and wonderful outdoor space including a large covered terrace off the family room, and

  Sam Jenkins Jameson Sotheby's Intl Realty

  1455 W Melrose St Unit 1, Chicago, IL 60657
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  /27

  $1,350,000 New Construction

  • 3 Beds
  • 2.5 Baths

  2246 W Lyndale St Unit 2, Chicago, IL 60647

  Units are complete and move in ready. 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

  James Sheehan Sheehan Real Estate

  2246 W Lyndale St Unit 2, Chicago, IL 60647
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  /26

  $814,999

  • 6 Beds
  • 4 Baths

  1019 W 18th St, Chicago, IL 60608

  Turn-key four unit building in great shape currently getting $55,000/year in rental income with 1 vacant unit for immediate occupancy or for additional rental income. A lot of value add opportunity with potential to duplex down to the full basement for both the front and back buildings. Steps to everything that 18th St has to offer, potential AirBNB option with proximity to Thalia Hall. New roof

  Eric Sporinsky Realty of America, LLC

  1019 W 18th St, Chicago, IL 60608
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  /28

  $849,000

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

  728 W Jackson Blvd Unit 107, Chicago, IL 60661

  Extremely rare find and obscurer availability at famed Haberdasher Square Lofts in the West Loop. Authentic Loft Conversion comprised of former Hart, Schaffner & Marx Clothier and Wurlitzer Jukebox Factory, Residence 107 is one of the few duplex, heavy timber residences with its own private entrance and outdoor space for grilling. 2022 renovation by Twenty9, Inc, this split 2 bedroom and 2.1

  Nicholas Colagiovanni Baird & Warner

  728 W Jackson Blvd Unit 107, Chicago, IL 60661
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  /28

  $869,000

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

  4135 N Kenmore Ave Unit 2N, Chicago, IL 60613

  Stunning 3 Bed/2.1 Bath duplex-up unit with three private outdoor spaces! The first level features an open floor plan complete with a front terrace off the living room w/ gas fireplace and spacious dining area. The kitchen boasts quartz countertops, sleek two toned cabinets, Thermador/Bosch appliances, a large pantry, and an oversized central island with barstool seating. The second level

  Tim Sheahan Compass

  4135 N Kenmore Ave Unit 2N, Chicago, IL 60613
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  /11

  $874,900

  • 9 Beds
  • 7 Baths

  1527 E 66th Place, Chicago, IL 60637

  Invest in Woodlawn: A Prime Opportunity! This meticulously maintained, three-unit building presents a rare chance for investment-minded buyers to capitalize on the explosive growth of Chicago's Woodlawn community. With all three units boasting a 3-bedroom, 2-bathroom layout, this property is designed for high-end rental income and long-term appreciation. Unmatched Location and Upside Potential.

  Derek Walvoord Exit Strategy Realty / EMA Management

  1527 E 66th Place, Chicago, IL 60637
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  /29

  $649,500

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

  1100 N Lake Shore Dr Unit 33A, Chicago, IL 60611

  Drama, light, and views abound in this fabulous duplex - a house in the sky perched on one of the top floors of this Gold Coast high-rise designed by noted architect Harry Weese. With dramatic unobstructed beach, lake, and city skyline views, this pristine freshly decorated space is ideal for either entertaining or quiet times taking in the vistas and peace. The first floor features beautiful

  Brad Lippitz Compass

  1100 N Lake Shore Dr Unit 33A, Chicago, IL 60611
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  /35

  $899,999

  • 3 Beds
  • 3 Baths

  2411 W Walton St Unit 2B, Chicago, IL 60622

  One of a kind, PENTHOUSE DUPLEX located in the Sanctuary Lofts Condominiums of Ukrainian Village. Originally a Church, rectory and school, this boutique elevator building, houses a community of 13 homes. Unit 2B includes 3 bedrooms, 3 full baths, 2 balconies and a PRIVATE 1500 SF ROOFTOP DECK, showcasing 360 views of the Chicago Skyline. Enter the home to a foyer that steps down to the gracious

  Terri Buseman RE/MAX Premier

  2411 W Walton St Unit 2B, Chicago, IL 60622
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  /36

  $725,000

  • 2 Beds
  • 2 Baths

  360 W Illinois St Unit 614, Chicago, IL 60654

  Rarely Available 2 Bed / 2 Bath Duplex Penthouse with Private Terrace Truly unique residence at the Sexton Lofts in premier River North. This two-level penthouse showcases soaring ceilings, exposed brick & timber, hardwood floors, and in-unit laundry. Main floor offers an open kitchen with quartz counters & stainless appliances, spacious dining/living area with fireplace, and balcony. Upstairs,

  Brittany Villalobos First In Realty, Inc.

  360 W Illinois St Unit 614, Chicago, IL 60654
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  /3

  $550,000

  • 2 Beds
  • 2.5 Baths

  1705 N Clybourn Ave Unit H, Chicago, IL 60614

  Lowest priced 2 bedroom, 2.5 bathroom duplex in Lincoln Park with over 2000 sq/ft of living space!!! This spacious condo that lives like a single family home presents an excellent opportunity for buyers looking to add value through minimal cosmetic updates. The current owner has already done the heavy lifting, replacing the furnace, a/c, and water heater within the past 3 years, as well as

  Peter Diaz @properties Christie's International Real Estate

  1705 N Clybourn Ave Unit H, Chicago, IL 60614
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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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  /5

  $219,900

  • 3 Beds
  • 1 Bath
  • 1,284 Sq Ft

  9150 S Burnside Ave, Chicago, IL 60619

  Beautiful spacious rehabbed 3 bedroom 1 bath brick duplex/townhome in the West Chesterfield subdivision is a must see! Features a modern kitchen w/tile back-splash, shaker kitchen cabinets, new countertops, bathroom w/modern fixtures and tile, new roof, new windows, new wood doors, laminate floors and carpet, new electric panel and service, new hot water heater in 2019, newer furnace, fenced yard

  Daniel Nierman 4 Sale Realty Advantage

  9150 S Burnside Ave, Chicago, IL 60619
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  /35

  $799,900 Open Sat 11AM - 1PM

  • 4 Beds
  • 2.5 Baths
  • 1,726 Sq Ft

  4932 N Kenmore Ave Unit 1W, Chicago, IL 60640

  East Andersonville/Uptown Locate! Rare, extra-wide 4 bedroom/2.5 duplex with private entrance and an atypical, wide design that lives like a single-family home. This new-construction residence offers a smart, functional layout ideal for today's lifestyle, featuring a spacious living and dining area with access to a private rear deck, in a addition to a garage roof deck for exceptional outdoor

  Dorothy Wulf Wulf Properties Realty Corp

  4932 N Kenmore Ave Unit 1W, Chicago, IL 60640
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  /5

  $1,750,000 New Construction

  • 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
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  /31

  $925,000

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

  1627 N Campbell Ave Unit 1, Chicago, IL 60647

  New construction in 2017, this large duplex down offers 4 bedrooms, 3 full bathrooms, hardwood flooring, amazing private outside space with a private deck off the family room, as well as an easily accessible private rooftop deck above the garage. Stunning kitchen with island, quartz countertops, tile backsplash, quality appliances, and a full size pantry closet. Well designed cocktail/coffee bar

  Edward Watts Jameson Sotheby's International Realty

  1627 N Campbell Ave Unit 1, Chicago, IL 60647
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  /49

  $410,000

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

  1628 W Juneway Terrace Unit 1, Chicago, IL 60626

  This HUGE duplex condo is approx 2200sf 3bed,2.5bath with lower level family room, and TWO parking spaces! Maple cabinet kitchen, lazy susan, with BRAND NEW SAMSUNG appliances, Granite counter top, breakfast bar for stools, TWO pantry closets. Separate dining room, large living room with south facing windows, tray lighting. King-sized master bedroom with private marble bath, whirlpool tub. 2nd

  Connie Abels RE/MAX Premier

  1628 W Juneway Terrace Unit 1, Chicago, IL 60626
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  /23

  $1,299,000 New Construction

  • 3 Beds
  • 2.5 Baths

  1412 N Elk Grove Ave Unit F, Chicago, IL 60622

  Gorgeous New Construction 3BR / 2.5BA Duplex Up with Massive Private Roof Deck in Wicker Park. Experience luxury living in this brand-new 3 bed, 2.5 bath duplex up featuring a massive private roof deck, high-end fixtures, and sophisticated finishes throughout. The main level offers an expansive open-concept living/dining area, anchored by a chef's kitchen with premium appliances, quartz

  Konrad Dabrowski Fulton Grace Realty

  1412 N Elk Grove Ave Unit F, Chicago, IL 60622
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  /27

  $2,899,900 New Construction

  • 7 Beds
  • 7 Baths

  1029 N Winchester Ave, Chicago, IL 60622

  Introducing a rare opportunity to own an exceptional, brand-new three-unit all-brick building in the heart of Wicker Park offering a total of 7 bedrooms + office, unmatched outdoor spaces, premium finishes, and an A+ location. Thoughtfully designed with cohesive high-end aesthetics throughout, each residence features custom Scandinavian-inspired cabinetry, quartz countertops, designer lighting,

  Melanie Giglio-Vakos Compass

  1029 N Winchester Ave, Chicago, IL 60622
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  /21

  $985,000

  • 9 Beds
  • 6 Baths

  2620 W Evergreen Ave, Chicago, IL 60622

  This all-brick multi-family property offers a rare combination of charm, stability, and upside potential. With four total units spread across two buildings, this is an excellent opportunity for both investors and owner-occupants. The 3-story building features a spacious 3-bedroom, 2-bath duplex-down unit that's perfect for an owner or premium rental. Two additional 2-bedroom, 1-bath units

  Georg Simos Kudan Group, Inc.

  2620 W Evergreen Ave, Chicago, IL 60622
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  /49

  $384,900

  • 3 Beds
  • 3 Baths

  4105 S Drexel Blvd Unit 1SR, Chicago, IL 60653

  Welcome to this marvelous over-sized duplex condo in the picturesque sought after neighborhood of historic Bronzeville. Featuring 3 bedrooms and 3 full bathrooms, this beautifully updated duplex offers an abundance of space that is drenched with natural light. The gleaming luxury hardwood floors welcome you in the spacious living room with a grandiose patio door that offers wonderful views of the

  Arturo Olivares Grandview Realty LLC

  4105 S Drexel Blvd Unit 1SR, Chicago, IL 60653
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  /24

  $1,199,000 New Construction

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

  2341 W Belden Ave Unit 2, Chicago, IL 60647

  This newly built duplex-up condo delivers a refined layout with three bedrooms and two-and-a-half baths, showcasing elevated finishes and intentional craftsmanship throughout. Designed for seamless indoor-outdoor living, the home features a private rooftop deck complete with a privacy enclosure and integrated speakers-an exceptional space for relaxing or hosting. The main floor is anchored by an

  Damian Wojcik Chicagoland Brokers, Inc.

  2341 W Belden Ave Unit 2, Chicago, IL 60647
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  /17

  $214,000

  • 2 Beds
  • 2 Baths

  8817 S Elizabeth St, Chicago, IL 60620

  SPACUOUS 2-FLAT WITH POTENTIAL FOR A 3RD UNIT, IN-LAW SUITE, OR DUPLEX UP TO THE FORMALLY FINISHED ATTIC. LOW TAXES. OVERSIZED LOT. HUGE STORAGE AREA AT THE REAR OF EACH UNIT. LARGE 3-4 CAR PARKING PAD. FHA/VA WELCOME

  Joseph Konney Top Care Realty LLC

  8817 S Elizabeth St, Chicago, IL 60620
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  /5

  $239,000

  • 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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  /8

  $599,000 New Construction

  • 3 Beds
  • 2.5 Baths

  965 E 62nd St Unit 1, Chicago, IL 60637

  Introducing Collection No.9 MOD - Where design, function, and lifestyle meet. Experience the best of city living in these four stunning duplex-up residences that blend modern design, thoughtful functionality, and exceptional quality. Each home spans two light-filled floors, offering spacious bedrooms, generous storage, and multiple outdoor spaces-including a private balcony and a show-stopping

  Michelle Browne @properties Christie's International Real Estate

  965 E 62nd St Unit 1, Chicago, IL 60637
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  /21

  $150,000

  • 9 Beds
  • 3 Baths

  11809 S Indiana Ave, Chicago, IL 60628

  Investors turn this BRICK 2 flat DUPLEX property into FHA guideline approved in a matter of weeks! Has currently New windows, copper lines, new roof, etc.Easily valued at 400k with cosmetic renovations. This HUGE 2 flat duplex has two new water heaters installed, furnace replaced in 2025 with new thermostats, new roof, new gutters, 2024 toilets, hardwood flooring under carpet and unlimited space

  LeRoy Tyree Paul Luxury Homes, LLC

  11809 S Indiana Ave, Chicago, IL 60628
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  /11

  $220,000

  • 4 Beds
  • 2 Baths

  Unlisted Address

  Fantastic Investment Opportunity in South Shore! Don't miss this well-maintained multi-unit building in the rapidly developing South Shore neighborhood! Recent updates include energy-efficient windows (installed in 2022) and a brand-new tear-off roof, offering both value and peace of mind. The property also provides extra square footage with potential to duplex up from the 2nd-floor unit,

  Shaena Flanagan Coldwell Banker Realty

  Unlisted Address
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  /17

  $55,000

  • 2 Beds
  • 2 Baths

  8156 S Drexel Ave Unit 1D, Chicago, IL 60619

  Check out this well-maintained 2BD/2BA duplex condo located in the heart of Chatham. This two-level layout offers a functional floor plan with spacious bedrooms, full baths on each level, and ample storage throughout. The unit is currently tenant-occupied, providing immediate cash flow-ideal for investors or buyers seeking a future owner-occupant opportunity. Conveniently located near public

  Deja Blair Blue Door Dave Inc

  8156 S Drexel Ave Unit 1D, Chicago, IL 60619
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  /24

  $1,350,000

  • 4 Beds
  • 2.5 Baths
  • 2,329 Sq Ft

  2625 N Wilton Ave Unit 1, Chicago, IL 60614

  This 4-bedroom, 2.1-bath duplex-down offers a rare indoor/outdoor living in the heart of Lincoln Park. Enjoy over 800+ square feet of private outdoor living, including a covered terrace ideal for year-round use, plus a second expansive garage roof deck with composite decking, perfect for entertaining, relaxing, or dining. The private front entry and front porch add to the home's unique appeal.

  Darrell Scott Compass

  2625 N Wilton Ave Unit 1, Chicago, IL 60614
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  /24

  $1,299,000 New Construction

  • 3 Beds
  • 2.5 Baths

  1412 N Elk Grove Ave Unit E, Chicago, IL 60622

  Gorgeous New Construction 3BR / 2.5BA Duplex Up with Massive Private Roof Deck in Wicker Park. Experience luxury living in this MOVE-IN READY brand-new 3 bed, 2.5 bath duplex up featuring a massive private roof deck, high-end fixtures, and sophisticated finishes throughout. The main level offers an expansive open-concept living/dining area, anchored by a chef's kitchen with premium appliances,

  Konrad Dabrowski Fulton Grace Realty

  1412 N Elk Grove Ave Unit E, Chicago, IL 60622
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  /48

  $1,500,000

  • 6 Beds
  • 2 Baths

  2732 W Belmont Ave, Chicago, IL 60618

  Incredibly Rare opportunity to own this multifaceted one-of-a-kind property with unmatched potential and versatility offering a fully Stabilized All Brick 2-Unit building updated to modern standards and fully renovated with contemporary condo quality finishes + a Huge 1,800 sqft All Brick original carriage house/garage w/16.5' ceiling height offering extensive/creative use potential + an

  Cyrus Seraj Compass

  2732 W Belmont Ave, Chicago, IL 60618
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  /16

  $412,000

  • 3 Beds
  • 2.5 Baths
  • 2,700 Sq Ft

  2417 W Fillmore St Unit 1, Chicago, IL 60612

  Investment property! 2 year lease at 3K/MO. Welcome to this updated duplex down with over 2,600 sqft. The building was built in 2006 and Unit 1 was updated in 2022. Located in Tri-Taylor neighborhood minutes away from UIC. This spacious unit offers 3 bedrooms, 2.5 bathrooms and hardwood floors throughout. Washer & dryer in unit. Granite countertops & stainless steel appliances. Garage space

  Lizzy Marlinga Fulton Grace Realty

  2417 W Fillmore St Unit 1, Chicago, IL 60612
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  /10

  $249,999

  • 6 Beds
  • 2 Baths

  3109 W Lexington St, Chicago, IL 60612

  ATTENTION ALL INVESTORS OR REHABBERS! This is your chance to finish off your way and make a big profit. Whole building has been gutted to the studs and cleaned up, basement has been dug out but no floor has been pored yet. New roof was put on in 2020, all new windows in 2019, whole building was tuck pointed, and all the stone has been freshly capped in 2023. Solid building to turn this into a 3

  Martyna Tos Northwest Real Estate Group

  3109 W Lexington St, Chicago, IL 60612
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  /13

  $2,475,000 New Construction

  • 4 Beds
  • 3.5 Baths

  3923 N Janssen Ave Unit 2E, Chicago, IL 60613

  Refined new construction 4BR / 3.5BA duplex-up in Lakeview featuring expansive interiors and exceptional outdoor living. The open main level offers a sophisticated living and dining space anchored by a chef's kitchen with custom cabinetry, quartz countertops, Sub-Zero and Wolf appliances, beverage cooler, oversized island, walk-in pantry, and mudroom. The upper level features a serene primary

  Konrad Dabrowski Fulton Grace Realty

  3923 N Janssen Ave Unit 2E, Chicago, IL 60613
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  /36

  $379,900

  • 2 Beds
  • 2 Baths
  • 1,450 Sq Ft

  1601 S Michigan Ave Unit 108, Chicago, IL 60616

  Welcome to the South Loop! This is one of the largest lofts in this price range. Duplex-up! Exposed brick and ductwork throughout this unique space. Living room has a wall of windows with remote controlled blinds, northern exposure, and 17ft ceilings! Kitchen is beautifully crafted with newer stainless steel appliances. Rare bonus room that can be used as den, studio, guest suite, office or

  Bill Karner Re/Max Cityview

  1601 S Michigan Ave Unit 108, Chicago, IL 60616
• 

  

  /10

  $4,900,000

  • 4 Beds
  • 4.5 Baths
  • 5,215 Sq Ft

  1447 N Dearborn St Unit 1N, Chicago, IL 60610

  Eight new construction, exclusive, full-floor residences offer a refined lifestyle that blends eclectic interiors with unparalleled luxury and an estimated delivery date of 12 months. Discover an extraordinary opportunity to live boldly at 1447 N. Dearborn, an enduring Gold Coast icon. Nestled on a quiet street, these residences overlook treelined and courtyard views, offering a sense of peace in

  Carrie McCormick @properties Christie's International Real Estate

  1447 N Dearborn St Unit 1N, Chicago, IL 60610
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  /35

  $900,000

  • 3 Beds
  • 3.5 Baths

  600 N Kingsbury St Unit 1902, Chicago, IL 60654

  3 BR/3.5 bathroom penthouse duplex in the heart of River North. This unit is very generous in size and offers two levels of living space. Full living room, separate family room, private dining room and large kitchen all on the main floor. 2 full bedrooms and 2.5 bathrooms with gorgeous skyline views. Enter the upstairs level to a loft space with endless possibilities, a spacious primary bedroom

  Scott Newman Keller Williams ONEChicago

  600 N Kingsbury St Unit 1902, Chicago, IL 60654

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