Duplexes for Sale in Chicago, IL

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  /26

  $849,999

  • 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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  /35

  $1,999,000

  • 5 Beds
  • 5.5 Baths
  • 5,500 Sq Ft

  3920 N Lake Shore Dr Unit 12N, Chicago, IL 60613

  Lakeview!! Lakeshore Drive Huge duplex co-op with incredible lake views. Huge two story co-op that feels like single-family home. This exceptional corner residence offers a rare blend of timeless elegance, modern luxury, and a single-family home feel-all set in a beautiful vintage co-op on iconic Lake Shore Drive. Boasting sweeping, unobstructed views of Lake Michigan and the lakefront parks,

  Grace Sergio @properties Christie's International Real Estate

  3920 N Lake Shore Dr Unit 12N, Chicago, IL 60613
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  /16

  $299,900

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

  1221 N Dearborn St Unit 1004S, Chicago, IL 60610

  Investor Special! Unit is rented till 05/31/2026 for $2900/mo which is under market. Excellent tenants who always pay on time and just renewed their lease. East facing unit with both bedrooms and the living room facing east, you also get a glimpse of the lake from this well kept unit. Nice & Cozy duplex 2 bedroom Condo with stainless steel appliances in prime Gold Coast location. Steps to the

  Sushil Hani Citywide Real Estate

  1221 N Dearborn St Unit 1004S, Chicago, IL 60610
• 

  

  

  /17

  $350,000

  • 3 Beds
  • 3 Baths

  3634 S Giles Ave, Chicago, IL 60653

  Rare Investment Opportunity in the Heart of Bronzeville! ARV from my previous deal 4 homes down is $650K for a 2 flat Duplex up!!! Giles is only 8 blocks in Chicago, historic area! Don't miss your chance to own this classic 3-flat brick building nestled on a beautiful block in one of Chicago's most sought-after neighborhoods! Whether you're an investor looking for a value-add property or a

  Kyle Fambro eXp Realty

  3634 S Giles Ave, Chicago, IL 60653
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  /49

  $555,000

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  1111 W 14th Place Unit 328, Chicago, IL 60608

  Extra-wide and sunny 3 Bed / 2 Bath duplex with 2 available garage spots and a private rooftop deck off the second level with incomparable skyline views. The first floor features a living and dining area with large windows, hardwood floors, ample kitchen cabinetry with stainless steel appliances, designer lighting and quartz countertops. Includes a fireplace, a full bath, and a bedroom. The

  John Federici Compass

  1111 W 14th Place Unit 328, Chicago, IL 60608
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  /15

  $349,900

  • 5 Beds
  • 3 Baths

  7208 S Calumet Ave, Chicago, IL 60619

  Just listed on Chicago's vibrant South Side, this solid brick duplex is located just minutes from Hyde Park-an area rich in culture, community, and growth. Both tenant-occupied units feature hardwood floors, charming artificial fireplaces, separate furnaces and central A/C, and individual gas meters. A detached two-car garage completes this well-maintained investment. Current rental income is

  Alina Alexa McCurdy Engel & Voelkers Chicago

  7208 S Calumet Ave, Chicago, IL 60619
• 

  

  /29

  $774,900

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

  1925 N Damen Ave Unit 1, Chicago, IL 60647

  Massive duplex in the heart of Bucktown with an unbelievable amount of space and storage that lives like a SFH! This beautiful unit features a great layout with 2 bedrooms up, 2 bedrooms down, and two living spaces. Modern eat in kitchen features quartz countertops, glass tile backsplash, stainless appliances and a perfect grilling space right off the kitchen. Main living space walks out to a

  George Furla Baird & Warner

  1925 N Damen Ave Unit 1, Chicago, IL 60647
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  /25

  $319,900

  • 2 Beds
  • 1.5 Baths
  • 964 Sq Ft

  7754 W Higgins Rd Unit J, Chicago, IL 60631

  Come and discover the charm of this rarely available duplex with upgrades galore. This beautiful split-level duplex offers the perfect blend of modern updates and peace of mind with the newly remodeled kitchen with stainless steel appliances, granite counter tops and glass backsplash. Both bathrooms are newly remodeled as well. Family room with fireplace and sliding glass door to your private

  Hank Fatoorehchi Realty Executives Advance

  7754 W Higgins Rd Unit J, Chicago, IL 60631
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  /32

  $499,000

  • 6 Beds
  • 2.5 Baths
  • 3,850 Sq Ft

  1511 N Monitor Ave, Chicago, IL 60651

  Classic Chicago Bungalow Duplex on tree-lined street, wood floors, separate sitting room. large kitchen. New Listing - Ideal for First-Time Buyers or Investors! 6-Bedroom Duplex Single-Family Home in Hot Austin Neighborhood Welcome to 1511 N Monitor Ave - a spacious and versatile duplex-style single-family home featuring 6 bedrooms and 2 full bathrooms on an oversized lot in the vibrant and

  Edgar Yuquilima Real People Realty Inc

  1511 N Monitor Ave, Chicago, IL 60651
• 

  

  /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
• 

  

  /27

  $575,000

  • 3 Beds
  • 3 Baths

  6025 N Ridge Ave Unit 1W, Chicago, IL 60660

  Welcome to this expansive 3-bedroom, 3-bath duplex that lives like a single-family home and is just two blocks from the gateway to Andersonville. With two private outdoor spaces-including a front balcony and rear deck-this home is perfect for both relaxing and entertaining. The open-concept main level features soaring ceilings, recessed lighting, freshly painted walls, and newly refinished

  Hadley Rue Baird & Warner

  6025 N Ridge Ave Unit 1W, Chicago, IL 60660
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  /18

  $310,000

  • 4 Beds
  • 4 Baths

  1125 E 93rd St, Chicago, IL 60619

  Welcome to 1125 E 93rd Street - a unique and versatile two-flat situated on an oversized double lot in Chicago's Burnside neighborhood. This well-maintained property offers endless possibilities for owner-occupants, investors, or small business owners. The upper level features a spacious 3-bedroom, 2-bathroom apartment with large living and dining areas, generous bedroom sizes, and ample

  Todd Stephenson Premier Chicago Real Estate

  1125 E 93rd St, Chicago, IL 60619
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  /28

  $834,000

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

  1448 W Chestnut St Unit 3, Chicago, IL 60642

  Located in the heart of West Town and only steps from Eckhart Park! this exceptionally bright, south facing all brick exterior 3 unit building is surrounded by tons of new construction in the area. High ceilings in this massive duplex-up penthouse unit with 3 beds, 2.5 baths and a huge chef's kitchen w/ custom italian cabinetry, top of the line stainess steel appliance package and thick quartz

  Philip Higgins Compass

  1448 W Chestnut St Unit 3, Chicago, IL 60642
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  /44

  $890,000

  • 3 Beds
  • 2.5 Baths
  • 2,637 Sq Ft

  1744 W Division St Unit 2, Chicago, IL 60622

  Welcome to this expansive 3-bedroom, 2.5-bathroom duplex-up nestled in the heart of Wicker Park. Set on a vibrant stretch of Division Street, this stylish home spans two sun-drenched levels and offers over 2,400 sq ft of interior space plus multiple private outdoor retreats. The main level boasts a spacious, open-concept living and dining area anchored by a gas fireplace and flanked by

  Patrick Shino Fulton Grace Realty

  1744 W Division St Unit 2, Chicago, IL 60622
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  /36

  $620,000

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

  324 N Jefferson St Unit 307, Chicago, IL 60661

  Spacious 3-Bedroom Duplex-Up with Private Terrace in the Heart of Fulton River District - Parking Included! Welcome to this incredibly unique and spacious 2-level, 2,000 sq ft duplex-up located in the vibrant Fulton River District. This well-appointed 3-bedroom, 2.5-bath home lives like a single-family while offering the convenience of full-service condo amenities-all on the same level. The

  Tommy Choi Keller Williams ONEChicago

  324 N Jefferson St Unit 307, Chicago, IL 60661
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  /27

  $1,150,000

  • 4 Beds
  • 3.5 Baths
  • 3,200 Sq Ft

  3928 N Ashland Ave Unit 1, Chicago, IL 60613

  This stunning duplex feels like a single family home, with over 3,200 square feet of thoughtfully designed living. All-brick unit with an extra-wide layout. All bedrooms on the same level. Primary bedroom with a walk-in closet, en suite bath with dual vanities, steam shower, soaking tub. Radiant heated floors throughout the lower level. Three decks including a spacious private rooftop deck.

  Patrizia Acerra Dumas & Associates, Inc.

  3928 N Ashland Ave Unit 1, Chicago, IL 60613
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  /26

  $399,900

  • 4 Beds
  • 2 Baths

  2211 N Lorel Ave, Chicago, IL 60639

  This renovated 2-flat features new kitchens with brand new cabinetry, countertops, stainless appliances, and flooring, making it ready to rent or move into. Both apartments have been freshly painted and include refinished hardwood flooring, updated baths, and new back porch landings and stairs. Each unit has separate gas forced air heating and utilities. One furnace is new, and all mechanicals

  Michael Hall Baird & Warner

  2211 N Lorel Ave, Chicago, IL 60639
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  /28

  $600,000

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

  1100 N Lake Shore Dr Unit 17C, Chicago, IL 60611

  Come see this beautifully maintained, bright, large 3BED / 2.1BATH duplex lakefront condo in the heart of gorgeous Gold Coast!!! This unit combines its natural charm with some recent upgrades. With 2,200 Square Feet, 9' ceilings, three exposures, and a HUGE array of wall-to-wall windows, abundant natural light emanates throughout the home on both levels. Completely repainted from floor to

  Michael John Ferry @properties Christie's International Real Estate

  1100 N Lake Shore Dr Unit 17C, Chicago, IL 60611
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  /40

  $1,350,000

  • 4 Beds
  • 2.5 Baths

  2250 W Ohio St Unit 301, Chicago, IL 60612

  For the loft enthusiast who craves volume, texture, and soul - welcome to this rare West Town penthouse duplex with a serene, industrial-zen terrace and roof rights offering skyline views and endless possibilities. Once a manufacturing space, this true brick-and-timber loft blends raw industrial character with thoughtful, high-end upgrades. The expansive 1,200+ sq ft main level opens seamlessly

  Vikas Wadhwa Urban Living Properties, LLC

  2250 W Ohio St Unit 301, Chicago, IL 60612
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  /3

  $75,000

  • 3 Beds
  • 1.5 Baths
  • 740 Sq Ft

  941 W 116th Place, Chicago, IL 60643

  Investor's Dream! This 3-bedroom, 1.5-bathroom duplex offers great potential and opportunity for the savvy buyer. Conveniently located within walking distance to Higgins elementary school, Morgan Field Park, and the Kroc Center. Whether you're looking to add to your portfolio or create your next flip, this property is full of promise!

  Angel Perry O W Auction Group LLC

  941 W 116th Place, Chicago, IL 60643
• 

  

  /31

  $635,000

  • 3 Beds
  • 3 Baths

  1540 N Claremont Ave Unit 1W, Chicago, IL 60622

  Welcome to Your Dream Home in Wicker Park!Step into this stunningly renovated 3-bedroom, 3-bath duplex that seamlessly blends luxury, function, and style. From the moment you enter, you're greeted by soaring ceilings, abundant natural light, and an expansive open floor plan that creates an impressive sense of space. The spacious living area flows effortlessly into a chef's kitchen designed for

  Kyle Jamicich Compass

  1540 N Claremont Ave Unit 1W, Chicago, IL 60622
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  /23

  $330,000

  • 3 Beds
  • 3 Baths

  5743 S Michigan Ave Unit 1S, Chicago, IL 60637

  Spacious 3 Bed, 3 Bath Duplex in Washington Park! Warm and inviting 3-bedroom, 3-bathroom duplex condo offering two levels of comfortable living in the heart of Washington Park. The open-concept main level features a generous living and dining area perfect for entertaining plus a modern kitchen with sleek finishes and ample cabinet space. Primary suite includes a private bath and great closet

  Tene' Gray Real People Realty

  5743 S Michigan Ave Unit 1S, Chicago, IL 60637
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  /17

  $80,000

  • 8 Beds
  • 3 Baths

  6835 S May St, Chicago, IL 60621

  Experience Englewood from a Place called HOME. Plant a Seed and Watch it Grow. Related Living Opportunity Alert! Multi-Generational Design Provides for Small Residential Income Use as Well Get 2 Legal Dwelling Units to Maximize Efficiency and Minimize Cost. 2 "Doors" Instead of 1 Increases the Value Exponentially. Opportunity to Duplex Up from Main Level while Having a 2 Bedroom Garden Unit as

  Benjamin Randle HomeSmart Connect LLC

  6835 S May St, Chicago, IL 60621
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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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  /28

  $159,921

  • 4 Beds
  • 2 Baths
  • 600 Sq Ft

  4534 S Honore St, Chicago, IL 60609

  GREAT INVESTMENT ON THIS NICE SINGLE FAMILY HOME WITH GREAT BONES AND LOTS OF POTENTIAL! PROPERTY HAS ALREADY BEEN GUTTED AND READY FOR YOUR IDEAS. IT FEATURES FOUR BEDROOMS, TWO ROUGH IN BATHS ON TWO LEVELS OF LIVING SPACE PLUS ATTIC GREAT FOR DUPLEX OR EXPANSION. ALSO, ROOF DONE IN 2024 (TEAR OFF). SOLD IN "AS IS" CONDITIONS. SELLER NOR LISTING AGENT MAKE ANY REPRESENTATIONS AS OF CONDITIONS

  Silverio Nodal Superior R.E. Services, Inc.

  4534 S Honore St, Chicago, IL 60609
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  /14

  $385,000

  • Land
  • 0 Acre

  4809 S Indiana Ave, Chicago, IL 60615

  Unlock the potential of this oversized 7,952 sq ft RS5 infill lot at 4809 S Indiana Ave. Zoned for single-family or duplex units, the parcel lies just blocks from transit (43rd Green Line, CTA Routes 29/43), schools, eateries, and cultural venues. Based on recent comps: A 2,500 sq ft singlefamily could sell for $300-400/sq ft, equating to $750K-$1M post-construction. A higher-density

  Yolanda Jeffries Lux Life Realty LLC

  4809 S Indiana Ave, Chicago, IL 60615
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  /24

  $850,000

  108 N Hamlin Ave, Chicago, IL 60624

  108-10 N. Hamlin Ave., a 6-unit condominium deconversion in the West Garfield Park neighborhood. The building consists of (4) 2 Bedroom /1 Bathroom units and (2) 3 Bedroom/2 Bathroom duplex units, each very well-maintained by their individual owners. The building was renovated back in 2005, the work includes adding kitchen islands, in-unit washer and dryers, updating electrical and adding

  Michael Masterson Essex 312, LLC

  108 N Hamlin Ave, Chicago, IL 60624
• 

  

  /35

  $650,000

  • 6 Beds
  • 3 Baths

  4614 N Springfield Ave, Chicago, IL 60625

  Beautiful Chicago Multi-unit with 120,000 worth of updates completed by owner when he was an occupant. The property sits on a tree-lined street, lots of new construction in the area and fantastic cash flow/tenants. Property is close to 90 & 94, Parks, public transportation. Cathedral ceilings in attic in-law arrangement unit. Building is a legal 2 flat with a convertable in-law arrangement unit.

  David Wilkerson eXp Realty

  4614 N Springfield Ave, Chicago, IL 60625
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  /34

  $2,650,000

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

  305 W Fullerton Pkwy Unit 4W, Chicago, IL 60614

  A unique opportunity exists to own this 5400 sf, duplex penthouse at the beloved Aztec, a charming 16-unit vintage condominium. This penthouse was recently gutted to the studs to create a stunning sun-drenched home overlooking Lincoln Park and North Pond. An unusually large and gracious foyer leads to the living room with wood burning fireplace, dining room and breathtaking sun room - all

  Julie Busby Compass

  305 W Fullerton Pkwy Unit 4W, Chicago, IL 60614
• 

  

  /23

  $375,000

  • 4 Beds
  • 4 Baths
  • 3,400 Sq Ft

  4956 S Champlain Ave Unit 1S, Chicago, IL 60615

  Located in the architectural heritage of historic Bronzeville. This expansive 4-bedroom, 4-bathroom duplex, first floor condo offers the space and comfort of a single-family home with elevated modern finishes throughout. The open-concept layout features a centrally positioned chef's kitchen with sleek cabinetry and modern appliances, seamlessly flowing into the spacious living room with a gas

  Karmen Spears POWER Realty Chicagoland,PLLC

  4956 S Champlain Ave Unit 1S, Chicago, IL 60615
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  /9

  $3,500,000

  • 4 Beds
  • 4.5 Baths
  • 3,725 Sq Ft

  1447 N Dearborn St Unit 1S, 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 1S, Chicago, IL 60610
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  /33

  $749,900

  • 5 Beds
  • 3 Baths

  5155 W Roscoe St, Chicago, IL 60641

  Whether you're searching for your next savvy investment or looking to maximize your purchase, this fantastic property in Portage Park is not to be missed! Rebuilt with meticulous architectural plans, Property features two units, offering the flexibility to live in one and lease the other, or generate income from both. Stylish interiors await you, characterized by dark walnut hardwood flooring,

  Harris Ali Sky High Real Estate Inc.

  5155 W Roscoe St, Chicago, IL 60641
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  /29

  $695,000

  • 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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  /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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  /45

  $390,000

  • 6 Beds
  • 3 Baths

  7645 S Morgan St, Chicago, IL 60620

  Welcome to this beautiful rehabbed 2-unit property with a finished basement. Combined with modern and classic charm throughout. Perfect for an investment property to add to your real estate portfolio. This multi-unit offers a duplex down unit with 2 bedrooms and 2 bathrooms plus a den, and the second unit offers 3-bedrooms with one bathroom. Each unit has separate living and dining areas, and

  Edy Ramirez Cloud Gate Realty LLC

  7645 S Morgan St, Chicago, IL 60620
• 

  

  /11

  $229,000

  • 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.

  Joseph Konney Top Care Realty LLC

  8817 S Elizabeth St, Chicago, IL 60620
• 

  

  /31

  $440,000

  • 4 Beds
  • 2 Baths

  4012 W Eddy St, Chicago, IL 60641

  Welcome to one of Chicago's most desirable neighborhoods, South Old Irving Park. Where charm, convenience, and opportunity come together! This versatile 2-unit property is perfect for multi-generational living, house hacking, or creating long-term rental income. Unit 1 has 2 spacious bedrooms + 1 full bathroom. A bright front sunroom, perfect for a home office, reading nook, or creative

  Efrain Rodriguez Christine & Ramon Corp

  4012 W Eddy St, Chicago, IL 60641
• 

  

  /36

  $364,900

  • 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
• 

  

  /16

  $375,000 Open Sun 10AM - 12PM

  • 2 Beds
  • 2 Baths
  • 1,117 Sq Ft

  865 W Cornelia Ave Unit 1, Chicago, IL 60657

  Spacious Lakeview duplex down with endless potential. Bring your design vision to this generously sized 2-bedroom, 2-bath duplex down in the heart of Lakeview. Located on the first floor, this home features hardwood floors, gas fireplace, newer stainless-steel appliances in the kitchen, brand new in-unit laundry and central heating and A/C. Enjoy a bright living area and a charming dining alcove

  Lorena Jaimes eXp Realty

  865 W Cornelia Ave Unit 1, Chicago, IL 60657
• 

  

  /28

  $499,900

  • 7 Beds
  • 2 Baths

  43 N Menard Ave, Chicago, IL 60644

  Fantastic 2-Unit Investment Opportunity in Austin, Chicago Located in the vibrant and rapidly developing Austin neighborhood, this well-maintained 2-unit property presents an excellent opportunity for investors or owner-occupants alike. Very spacious apartments. Unit 1 has 3 bedrooms 1 bath and unit 2 has 4 beds and 1 bath, highlighted by gleaming hardwood floors throughout. The recently

  Aaron Vanderbilt Baird & Warner

  43 N Menard Ave, Chicago, IL 60644

Showing Results 161 - 200, Page 5 of 8