Chicago, IL Homes for Sale under $2,000,000

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  /35

  $1,700,000

  Pending

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

  2037 W Division St Unit PH, Chicago, IL 60622

  Wicker Park Penthouse with private roofdeck! Welcome to this masterfully curated urban sanctuary in the heart of Chicago's ultimate destination neighborhood with this truly spectacular, professionally designed 3,000 sq ft top floor home by the renowned LG Construction. A secured elevator opens directly into a breathtaking, south facing and light-filled layout boasting dramatic 11.5-foot ceilings,

  Emily Sachs Wong @properties Christie's International Real Estate

  2037 W Division St Unit PH, Chicago, IL 60622
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  /37

  $1,899,000

  • 3 Beds
  • 3 Baths
  • 3,450 Sq Ft

  1211 S Prairie Ave Unit 3901, Chicago, IL 60605

  Dramatic skyline & lake views from the 39th floor of an expanded "01" residence at One Museum Park East. Spanning 3,450 sq. ft., this northeast corner home is one of only a handful of larger, reconfigured "01" layouts in the building, distinguished by its exceptional scale and enhanced floor plan not found in the standard tier. Positioned on a high floor, the residence showcases breathtaking

  James Moser @properties Christie's International Real Estate

  1211 S Prairie Ave Unit 3901, Chicago, IL 60605
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  /4

  $1,749,900

  New Construction

  • 6 Beds
  • 6 Baths
  • 4,200 Sq Ft

  3051 N Leavitt St, Chicago, IL 60618

  Introducing a preconstruction opportunity for a single-family home that offers a luxurious living experience in the sought-after Roscoe Village neighborhood of Chicago! With 6 bedrooms and 4.2 baths, this stunning property spans over 4,200 square feet across three levels, showcasing exceptional architecture and craftsmanship. Upon entering, you'll be greeted by a beautiful foyer leading to a

  Jordan Euson Compass

  3051 N Leavitt St, Chicago, IL 60618
• 

  

  /2

  $1,800,000

  Pending

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

  1500 N Lake Shore Dr Unit 12C, Chicago, IL 60610

  Sold before print

  Suzanne Gignilliat @properties Christie's International Real Estate

  1500 N Lake Shore Dr Unit 12C, Chicago, IL 60610
• 

  

  

  /23

  $1,995,000

  • 5,493 Sq Ft

  2342 W Augusta Blvd, Chicago, IL 60622

  Solid brick 6-unit building with 2 exterior parking spots in the heart of Ukrainian Village. Includes a mixture of large 1 and 2 bedroom units, with both 1st floor units being duplexed down. 1F is a rare extra spacious 4 bed / 3 bath unit that's not to be missed. Completely gut rehabbed down to the studs in 2016, this turn key property includes sleek kitchens with cherry wood cabinets, granite

  Giancarlo Iannotta MO2 Brokerage LLC

  2342 W Augusta Blvd, Chicago, IL 60622
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  /36

  $1,500,000

  Pending

  • 3 Beds
  • 3 Baths

  1321 W Wrightwood Ave Unit 3, Chicago, IL 60614

  Welcome to Lincoln Park and this rare duplex-up penthouse condo on historic Wrightwood! This all-brick building benefits from an up-zoned status which allows for a bigger and wider footprint than expected. This home is truly a gem and features quality craftsmanship and luxury finishes that surpasses most new construction. The main level has a beautiful custom kitchen, living/dining space, the

  Stephanie Cutter Coldwell Banker Realty

  1321 W Wrightwood Ave Unit 3, Chicago, IL 60614
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  /50

  $1,698,000

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

  60 E Monroe St Unit 5601, Chicago, IL 60603

  Legacy at Millennium Park is an iconic skyscraper designed by SCB. Unit 5601 - with newly installed hardwood floors (wide-plank Liston Milano), offers stunning waterfront views through its 60 ft wrap-around floor-to-ceiling windows, taking in Chicago's iconic skyline, Monroe Harbor, and Buckingham Fountain. Custom-designed home with over $250K in upgrades. The living room features a

  Kalina Pon Compass

  60 E Monroe St Unit 5601, Chicago, IL 60603
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  /10

  $1,699,000

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,405 Sq Ft

  2821 N Orchard St Unit 2, Chicago, IL 60657

  Coming Fall 2026 - The Condo That Redefines "Wow"! Welcome to your future lifestyle upgrade-a sleek, serene and sophisticated 3-bedroom, 2-bath luxury condo that's as smart as it is stunning. Currently under construction and slated for a grand debut in late August 2026, this masterpiece isn't just a home-it's a statement. Spin into Style: Yes, your indoor garage parking comes with a built-in

  Anam Hargey Real Broker LLC

  2821 N Orchard St Unit 2, Chicago, IL 60657
• 

  

  /40

  $1,649,900

  Pending

  • 11 Beds
  • 4 Baths

  814 N Hermitage Ave, Chicago, IL 60622

  Prime investment opportunity in East Village-own a stately greystone with four updated units with potential to finish the basement for an additional income producing unit or ADU. The front building offers two 3-bed/1-bath units and one 2-bed/1-bath unit, while the updated coach house provides a private 2-bed/1-bath residence with solid income and flexibility for an owner-occupant. Two units in

  Keith Brand Berkshire Hathaway HomeServices Chicago

  814 N Hermitage Ave, Chicago, IL 60622
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  /46

  $1,600,000

  • 3 Beds
  • 3 Baths
  • 2,547 Sq Ft

  600 N Lake Shore Dr Unit 1212, Chicago, IL 60611

  Tenant occupied. Receiving 9,100 for rent. Parking spot available for purchase for 50K. Refined quality and distinctive style only begin to describe this 3-bedroom luxury residence. From the moment you step inside, you'll fall for the rich and tasteful finishes starting in the foyer with the elegant overhead designer light fixture nestled in the trey ceiling. Custom millwork throughout includes

  Stephanie Maloney HomeSmart Connect LLC

  600 N Lake Shore Dr Unit 1212, Chicago, IL 60611
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  /47

  $1,500,000

  $250K PRICE DROP Pending

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

  1029 N Honore St, Chicago, IL 60622

  Beautifully redesigned 4-bedroom, 3.5-bath contemporary home in the heart of Wicker Park, offering exceptional indoor-outdoor living, a detached two-car garage with EV charger, and a thoughtfully curated layout across every level. Situated on a picturesque tree-lined street near LaSalle II Magnet Elementary, this architecturally distinctive residence blends sophisticated finishes, modern

  Leigh Marcus @properties Christie's International Real Estate

  1029 N Honore St, Chicago, IL 60622
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  /2

  $1,700,000

  • 4 Beds
  • 4.5 Baths
  • 4,992 Sq Ft

  5844 N Navarre Ave, Chicago, IL 60631

  "Coming Soon" Experience luxury living in this exceptional new construction offering apprx. 5,000 square feet of thoughtfully designed living space on a rare 50' x 165' oversized lot. Built with superior craftsmanship and premium finishes, this stunning home combines timeless elegance with today's most desirable features. The striking exterior showcases the beautiful Hardie Board siding,

  Dora Karlos Berkshire Hathaway HomeServices Starck Real Estate

  5844 N Navarre Ave, Chicago, IL 60631
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  /48

  $1,895,000

  • 3 Beds
  • 3.5 Baths
  • 2,940 Sq Ft

  77 E Walton St Unit 24D, Chicago, IL 60611

  Perched high above the Gold Coast, this exceptional residence offers nearly 3,000 square feet of sophisticated living with sweeping city views and access to the renowned Four Seasons Hotel Chicago amenities and services. Located on the 24th floor, this rarely available pristine three-bedroom, three-and-a-half-bath home features expansive entertaining spaces, floor-to-ceiling windows, custom

  Tim Salm Jameson Sotheby's Intl Realty

  77 E Walton St Unit 24D, Chicago, IL 60611
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  /16

  $1,700,000

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

  401 N Wabash Ave Unit 49I, Chicago, IL 60611

  Rarely Available Pentier-Level Residence with Breathtaking Lake & River Views This exceptional, nearly 2,200 sqft residence occupies a coveted pentier level-an opportunity that rarely arises. Soaring 11-foot finished ceilings with recessed lighting enhance the expansive and perfectly conceived floor plan, which is bathed in light and offers stunning southeast views of the Lake and River. The home

  James Qiu Kale Realty

  401 N Wabash Ave Unit 49I, Chicago, IL 60611
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  /8

  $1,800,000

  Pending

  • 3 Beds
  • 3.5 Baths
  • 3,906 Sq Ft

  2034 W Potomac Ave, Chicago, IL 60622

  Experience timeless elegance in the heart of one of Chicago's most sought-after neighborhoods, Wicker Park. This impeccably maintained 3-bedroom, 3.5-bath residence blends classic sophistication with modern luxury, offering an exceptional floor plan designed for both everyday living and effortless entertaining. The home features a gracious formal living and dining rooms, a private library, and a

  Nicholas Hansen Home One Realty

  2034 W Potomac Ave, Chicago, IL 60622
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  /2

  $1,500,000

  • Land
  • 3,049 Sq Ft
  • $21,428,571 per Acre

  1 E Cermak Rd, Chicago, IL 60616

  1 E. CERMAK ROAD is a 15,410 square foot development site is available for sale. This site is located in an Opportunity Zone. Under its current zoning, the property could be developed as retail, a mixed-use TOD building, an office and more. The site is close to the 62-acre riverfront development known as "The 78", which is now planned to be developed as a soccer stadium for the Chicago Fire, it

  Daniel Hyman Millennium Properties RE, Inc.

  1 E Cermak Rd, Chicago, IL 60616
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  /61

  $1,599,999

  $100K PRICE DROP

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

  505 N Lake Shore Dr Unit 3510-3511, Chicago, IL 60611

  An extraordinary and rarely available combined residence offering approximately 3,000 square feet of refined living space, this home delivers breathtaking 180-degree panoramic views spanning north, south, east, and west exposures. From sunrise over Lake Michigan to dramatic sunsets over the city skyline, every room is immersed in light and scenery through floor-to-ceiling curved windows that

  Omar Azam Berkshire Hathaway HomeServices Starck Real Estate

  505 N Lake Shore Dr Unit 3510-3511, Chicago, IL 60611
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  /3

  $1,650,000

  $100K PRICE DROP

  • Land
  • 21,780 Sq Ft
  • $3,300,000 per Acre

  10448 S Pulaski Rd, Oak Lawn, IL 60453

  GREAT LOCATION WHERE YOUR BUSINESS WILL BE SEEN. *28,500 VEHICLES PER DAY* CURRENT USE IS THE SUCCESSFUL LONGWOOD ARTS MEDICAL CENTER. THIS CAN BE AN INVESTMENT PROPERTY WITH SEVERAL TENANTS ALREADY IN PLACE. PURCHASER CAN EXPAND THEIR OWN PRACTICE/BUSINESS ENTIRELY INTO THIS WELL ESTABLISHED NEIGHBORHOOD MEDICAL/OFFICE COMPLEX OR BUILDING CAN BE TORN DOWN AND REDEVELOPED.

  Tim Olsick Olsick Realty, Inc.

  10448 S Pulaski Rd, Oak Lawn, IL 60453
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  /30

  $1,960,000

  1025 W Vermont St, Calumet Park, IL 60827

  Pleased to present the exclusive offering of Vermont Street Apartments, a 20-unit apartment community located at 1025-1029 W. Vermont St, Calumet Park, IL 60827. This exceptional investment opportunity consists of a 20-unit yellow brick flexicore building totaling 20,153 SF and offering a desirable unit mix, strong in-place income, and significant upside potential. The property offers 23

  Tony Hardy Keller Williams ONEChicago

  1025 W Vermont St, Calumet Park, IL 60827

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