Chicago, IL Homes for Sale under $1,000,000

• 

  

  

  /25

  $995,000

  $105K PRICE DROP Pending

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

  339 W Barry Ave Unit 24A, Chicago, IL 60657

  A rare opportunity to own a spectacular residence in the sky, created by the seamless combination of two units and occupying two-thirds of an entire floor. This exceptional home offers panoramic views of the lake, park, and city skyline, along with an unparalleled sense of space and privacy. The thoughtfully designed floor plan features three bedrooms, (third bedroom configured as an office/study

  David Stone @properties Christie's International Real Estate

  339 W Barry Ave Unit 24A, Chicago, IL 60657
• 

  

  

  /33

  $995,000

  $55K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,746 Sq Ft

  1201 S Prairie Ave Unit 1703, Chicago, IL 60605

  View views views from this extraordinary 3 bedroom/2 bath north/east facing unit at the premier luxury building: One Museum Park West. Floor to ceiling windows bring into the unit the most spectacular sites of the city: Grant Park, the skyline, Lake Michigan, and Soldier Field. This beautifully maintained unit has a large living room and dining room and an open kitchen, perfect for entertaining

  Suzanne Gignilliat @properties Christie's International Real Estate

  1201 S Prairie Ave Unit 1703, Chicago, IL 60605
• 

  

  

  /27

  $780,000

  $19K PRICE DROP Pending

  • 3 Beds
  • 2.5 Baths
  • 1,850 Sq Ft

  1529 W Montana St Unit 3, Chicago, IL 60614

  This unique duplex-up penthouse on a quiet street perfectly blends dramatic architectural design with luxurious everyday living, complete with three private outdoor deck spaces. The main level features a sun-drenched, open-concept living room boasting soaring cathedral ceilings, gleaming hardwood floors, and a cozy wood-burning fireplace. This space flows seamlessly into an updated kitchen

  Stephanie Malk Compass

  1529 W Montana St Unit 3, Chicago, IL 60614
• 

  

  

  /24

  $700,000

  • 2 Beds
  • 2 Baths
  • 1,630 Sq Ft

  333 W Hubbard St Unit 801, Chicago, IL 60654

  Experience the best of sophisticated city living in this stunning penthouse corner residence at the prestigious Union Square Lofts. Soaring 11-foot ceilings and expansive walls of windows (with motorized blinds!) fill the home with natural light and frame captivating city views. The open-concept layout offers versatile living, dining, and work-from-home options, all centered around a sleek gas

  Dylan Weiss Compass

  333 W Hubbard St Unit 801, Chicago, IL 60654
• 

  

  

  /65

  $725,000

  • 6 Beds
  • 4 Baths

  6718 N Campbell Ave, Chicago, IL 60645

  Take a look at this beautiful, West Ridge jumbo brick legal 2-flat w/a non-conforming full 1-bedroom garden unit. First time on the market in 44 years! The first floor unit has been occupied by the owner for the last 44 years! It consists of 2 bedrooms plus a tandem room that is heated, has windows and a closet, and 1 full bathroom. Open-concept floor plan allows for the large, formal living room

  Ramsin Benjamin American International Realty

  6718 N Campbell Ave, Chicago, IL 60645
• 

  

  /42

  $775,000

  • 7 Beds
  • 4 Baths

  Unlisted Address

  Portage Park and Six Corners turnkey brick 2 flat with additional finished garden unit and detached 2.5 car garage with storage. The building has been impeccably cared for creating a low maintenance investment for the next owner. Large fenced lot and landscaped backyard and additional side yard with paver patio. Fully leased with excellent tenants and 6.1 cap rate (could easily be 7). Unit 1 is a

  Molly Marino Baird & Warner

  Unlisted Address
• 

  

  /31

  $775,000

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

  334 W Barry Ave Unit B, Chicago, IL 60657

  Rare opportunity to own a spacious townhome in one of East Lakeview's most desirable neighborhoods! Situated on an idyllic tree-lined street just steps from Lincoln Park, the Lakefront, and Nettelhorst Elementary, this rarely available 3-bedroom, 2.5-bath townhome with attached garage parking offers incredible potential. Ready for renovation, it's the perfect opportunity to customize and create

  Joshua Wiedow Baird & Warner

  334 W Barry Ave Unit B, Chicago, IL 60657
• 

  

  /20

  $719,000

  • Land
  • 0 Sq Ft

  1620-32 N Lowell Ave, Chicago, IL 60639

  Attention investors, and business owners - this is a rare commercial opportunity in Chicago's rapidly evolving West Humboldt Park neighborhood. Introducing seven continuous vacant lots located at 1620-1632 N. Lowell Ave., offering outstanding visibility, flexibility, and long-term upside for a commercial or mixed-use project. Zoned B1-1 Neighborhood Shopping District, these properties are

  Juan Espinosa E-Professional Realty

  1620-32 N Lowell Ave, Chicago, IL 60639
• 

  

  /27

  $825,000

  Pending

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft

  1644 W Diversey Pkwy Unit 3, Chicago, IL 60614

  MOVE-IN READY! Welcome home to this 2023 new construction 2-bedroom, 2-bath residence with a private rooftop deck and panoramic skyline views! From the moment you walk in, the soaring 10' ceilings, 8' solid-core doors, and oversized Oknoplast windows create a bright, open ambiance filled in natural light. The open-concept living and dining area is ideal for both everyday living and entertaining,

  Michael Greco Baird & Warner

  1644 W Diversey Pkwy Unit 3, Chicago, IL 60614
• 

  

  /43

  $799,900

  Pending

  • 10 Beds
  • 7 Baths

  2044 W Birchwood Ave, Chicago, IL 60645

  Multiple offers received. Seller requests Highest & Best by Thursday. All showings must be completed prior to the deadline. Sight-unseen offers will be considered. Fully renovated and upgraded 3-flat in prime Rogers Park location featuring true 3-bedroom layouts and 2 full bathrooms per unit-an extremely rare configuration for the area. Each unit offers updated kitchens with modern cabinetry and

  Anel Bonfil HomeSmart Connect LLC

  2044 W Birchwood Ave, Chicago, IL 60645
• 

  

  /39

  $749,995

  • 2 Beds
  • 2 Baths
  • 1,850 Sq Ft

  550 N Kingsbury St Unit 111, Chicago, IL 60654

  Entertainer's Dream! River Bank Lofts Fully Rehabbed Corner 2-Bedroom 2-Bathroom Unit with Custom Golf Simulator/Theater and Private 300+ Square Foot Corner Patio. This highly coveted, fully rehabbed corner unit at the River Bank Lofts was made for hosting. Spread out in your nearly 1,000 square foot open living/dining room, then step outside to your 300+ square foot private corner patio

  Michael Scanlon eXp Realty

  550 N Kingsbury St Unit 111, Chicago, IL 60654
• 

  

  /31

  $899,900

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,700 Sq Ft

  1534 N Wood St Unit 3, Chicago, IL 60622

  Exceptional top-floor duplex penthouse unit in a boutique all-brick building, ideally situated on the border of Wicker Park and Bucktown. Thoughtfully designed for both everyday living and entertaining, the home features 3 bedrooms, 2.5 baths, and great open-concept layout. Expansive floor-to-ceiling windows flood the living room with natural light and offer picturesque treetop views creating a

  Beata Rogowski Coldwell Banker Realty

  1534 N Wood St Unit 3, Chicago, IL 60622
• 

  /2

  $709,000

  • 6 Beds
  • 3 Baths

  5318 W Deming Place, Chicago, IL 60639

  Beautiful Belmont-Cragin 2-flat with a full finished basement, offering a great opportunity for both investors and owner-occupants. This solid all-brick building was fully gutted in 2020, blending classic structure with modern updates. Each unit features 2 bedrooms and 1 bathroom, with spacious layouts and plenty of natural light. The fully finished non conforming basement provides additional

  Maria Bello Remax Future

  5318 W Deming Place, Chicago, IL 60639
• 

  

  /28

  $879,900

  • 4 Beds
  • 3.5 Baths
  • 3,555 Sq Ft

  4906 N Kruger Ave, Chicago, IL 60630

  Live the Life You've Imagined-in a home you'll love! Imagine sipping your morning coffee on your spacious deck or hosting unforgettable dinners. This isn't just a house; it's a lifestyle upgrade. Tucked away in a vibrant community just minutes from shopping, bike trails, Metra and other transportation, this home blends comfort with ultimate convenience. This beautiful home is located in the

  Margie Izban HomeSmart Connect LLC

  4906 N Kruger Ave, Chicago, IL 60630
• 

  

  /21

  $950,000

  Pending

  • 2 Beds
  • 2.5 Baths
  • 1,825 Sq Ft

  159 E Walton Place Unit 7E, Chicago, IL 60611

  Under contract prior to print.

  An-An Ku Urban Living Properties, LLC

  159 E Walton Place Unit 7E, Chicago, IL 60611
• 

  

  /21

  $899,000

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

  161 E Chicago Ave Unit 40DE, Chicago, IL 60611

  Rare opportunity with this property! Enjoy incredible views from this high-floor DE combination unit with desirable south and west exposures, filling the home with natural light throughout the day. The flexible split floor plan offers endless possibilities. Currently configured as one expansive residence, it can also be converted back to its original layout as a large studio (D unit) and a

  Caroline Druker Baird & Warner

  161 E Chicago Ave Unit 40DE, Chicago, IL 60611
• 

  

  /20

  $775,000

  • 3 Beds
  • 2.5 Baths

  3740 N Lake Shore Dr Unit 5A, Chicago, IL 60613

  Spectacular, turnkey, fully redone 3-bedroom home in the iconic 3740 Lake Shore Drive. Flooded with natural light, this corner unit features hardwood floors throughout and gorgeous molding in every room. The spacious formal dining room and vintage charm can be found at every turn, complemented by abundant storage and custom built-ins. Enjoy a private hallway shared by only two residences, along

  Joanne Nemerovski Compass

  3740 N Lake Shore Dr Unit 5A, Chicago, IL 60613
• 

  

  /32

  $849,900

  Pending

  • 3 Beds
  • 2.5 Baths
  • 2,318 Sq Ft

  492 W Belmont Ave Unit 492, Chicago, IL 60657

  Don't miss this rare opportunity to own a beautifully renovated 3-bedroom, 2.1-bath townhouse in the heart of East Lakeview, offering a private, tucked-away setting just steps from the Lake Michigan shoreline. Lives like a single-family home with all three bedrooms and two full bathrooms conveniently located on the second level. Thoughtfully updated throughout, featuring brand-new luxury vinyl

  Lance Kirshner Compass

  492 W Belmont Ave Unit 492, Chicago, IL 60657
• 

  

  /23

  $729,000

  Pending

  • 8 Beds
  • 3 Baths

  3823 N Bernard St, Chicago, IL 60618

  Multi-Unit Investment in Irving Park. Don't miss this exceptional opportunity to own a solid 3-unit masonry building in the highly sought-after Irving Park neighborhood. This property features two spacious 3-bedroom, 1-bath apartments, each offering generous layouts ideal for strong rental income. The finished garden unit adds additional value with 2 bedrooms, 1 bathroom, and a relaxing soaking

  Vincent Romano Keller Williams Success Realty

  3823 N Bernard St, Chicago, IL 60618
• 

  

  /45

  $935,000

  • 4 Beds
  • 3.5 Baths
  • 3,320 Sq Ft

  3721 W Wabansia Ave, Chicago, IL 60647

  Welcome to 3721 W Wabansia-a modern, luxurious home combining comfort, style, and functionality! Step inside to elegant hardwood floors, complemented by an abundance of natural light from both northern and southern exposures. The home's bright and airy ambiance is enhanced by recessed lighting, striking chandeliers, and multiple skylights. The gourmet kitchen is a chef's dream, featuring high-end

  Jill Reninger Compass

  3721 W Wabansia Ave, Chicago, IL 60647
• 

  

  /34

  $1,000,000

  Pending

  • 6 Beds
  • 3 Baths

  3438 N Seeley Ave, Chicago, IL 60618

  Classic 1922 brick 3-flat in the heart of Roscoe Village. Property features three well-maintained units. 1st and 2nd-floor units are with 2 bedrooms plus an additional office/den space. 3rd-floor unit is with 2 bedrooms. All units feature original hardwood floors in living areas and bedrooms. Significant mechanical updates include a new 2025 furnace for the 1st-floor unit, three newer hot water

  Niko Apostal Essex 312, LLC

  3438 N Seeley Ave, Chicago, IL 60618
• 

  

  /26

  $799,000

  Pending

  • 2 Beds
  • 2.5 Baths
  • 1,500 Sq Ft

  430 W Armitage Ave Unit I, Chicago, IL 60614

  Welcome home to this beautifully updated 2-bedroom townhome at The Pointe. Tucked behind a private entrance, this home lives like a single-family with soaring 20-foot ceilings, refinished hardwood floors, a wood-burning fireplace, and an open floor plan designed for both everyday living and entertaining. The renovated kitchen features white shaker cabinetry, quartz countertops, a tiled

  Melanie Carlson @properties Christie's International Real Estate

  430 W Armitage Ave Unit I, Chicago, IL 60614
• 

  

  /22

  $849,000

  New Construction

  • 9 Beds
  • 6 Baths

  3041 W Flournoy St, Chicago, IL 60612

  Exceptional investment or owner-occupant opportunity with this coming soon new construction three-unit property featuring modern finishes and thoughtful design throughout. Each spacious unit offers 3 bedrooms and 2 full baths. Step inside to find open-concept layouts with abundant natural light, in-unit laundry, and stainless steel appliances in every kitchen. A rear parking pad provides

  Lawrence Dunning Fulton Grace Realty

  3041 W Flournoy St, Chicago, IL 60612
• 

  

  /36

  $925,000

  • 8 Beds
  • 4 Baths

  2939 N Hamlin Ave, Chicago, IL 60618

  Exceptional fully renovated Avondale 2-flat offering a rare combination of size, flexibility, and modern updates. This unique property features an expansive owner's unit with 5 bedrooms and 2 bathrooms, along with a spacious second unit offering 3 bedrooms and 2 bathrooms-creating an outstanding opportunity for owner-occupants, multi-generational living, or investors. Extensive renovations

  Nayibe Garces Prello Realty

  2939 N Hamlin Ave, Chicago, IL 60618
• 

  

  /12

  $899,000

  4035 S Richmond St, Chicago, IL 60632

  BRIGHTON PARK - FOR SALE: 7-unit multifamily property featuring a great unit mix consisting of two (3BD/1BA) units, two (2BD/1BA) units, two (1BD/1BA) units, and one studio unit. The property generates strong rental income and currently grossing $96,420 in annually. All units are equipped with individual furnaces and individual water heaters. Located in the excellent rental market of the Brighton

  Daniel Breiter Horvath & Tremblay IL, LLC

  4035 S Richmond St, Chicago, IL 60632
• 

  

  /30

  $1,000,000

  • 4 Beds
  • 3 Baths

  3500 N Lake Shore Dr Unit 3C, Chicago, IL 60657

  This impeccably maintained home exudes elegance and character with a sprawling 3500 sf floor plan and exquisite details at every turn of this meticulous restoration boasting lovely green treetop views in the SE corner -the most premiere tier in the building. With elevator access that services only two residences, you are welcomed home into your gracious foyer with breathtaking groin vault

  Jeffrey Lowe Compass

  3500 N Lake Shore Dr Unit 3C, Chicago, IL 60657
• 

  

  /35

  $700,000

  • 3 Beds
  • 2 Baths
  • 1,653 Sq Ft

  130 N Garland Ct Unit 3102, Chicago, IL 60602

  Incredible opportunity at The Heritage-a premier luxury glass tower ideally positioned on a quiet one-way street just off Michigan Avenue, just steps from Chicago's world-class dining, shopping, museums, theaters, the Riverwalk, Lakefront Trail, and directly across from Millennium Park. This impressive 1,653 sq ft 3-bedroom, 2-bath residence welcomes you with a gracious foyer that opens into a

  Grigory Pekarsky Vesta Preferred LLC

  130 N Garland Ct Unit 3102, Chicago, IL 60602
• 

  

  /40

  $749,900

  Open Thu 5PM - 7PM

  • 4 Beds
  • 3.5 Baths
  • 3,378 Sq Ft

  5114 S Dorchester Ave, Chicago, IL 60615

  Welcome to this stately Greystone row house in Chicago's architecturally rich and historic Hyde Park-Kenwood District. Offering an impressive 3,378 sq/ft across three stories, this timeless 4 bed, 3.1 bath residence presents a rare opportunity for inspired design or adaptive reuse. Many original architectural details remain including coffered ceilings, custom windows and millwork and original

  Joan Couris Keller Williams Thrive

  5114 S Dorchester Ave, Chicago, IL 60615
• 

  

  /58

  $785,000

  Pending

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

  Unlisted Address

  Welcome to a rare South Loop gem perched on the sought-after southeast corner of this impeccably maintained building in the Historic Prairie Avenue District. This stunning 3-bedroom, 2-bath penthouse offers 2,300 sq ft of beautifully finished living space plus a balcony off the main bedroom and a private 9'x 9' corner terrace for entertaining and dining when it's just too nice outside to eat

  John Hockberger @properties Christie's International Real Estate

  Unlisted Address
• 

  

  /10

  $750,000

  New Construction

  • 9 Beds
  • 6 Baths

  1309 S Avers Ave, Chicago, IL 60623

  Exceptional opportunity to build a brand-new three-unit building. The Lumen by Mosaic Chicago offers three thoughtfully designed 3-bedroom, 2-bath residences, each featuring open-concept living, durable wood-look plank flooring, shaker-style cabinetry, solid white quartz countertops, stainless steel appliances, tile backsplash, and porcelain tile bathrooms . Energy-efficient HVAC systems, smart

  Michael Saladino Keller Williams ONEChicago

  1309 S Avers Ave, Chicago, IL 60623
• 

  

  /60

  $825,000

  • 21 Beds
  • 8 Baths

  4141 N Mobile Ave, Chicago, IL 60634

  Rare opportunity in highly desirable Portage Park! Set on an impressive 58' x 300' private lot, this one-of-a-kind property offers exceptional versatility for investors, owner-occupants, or multigenerational living.The front building is a legal two-flat featuring separate utilities for each unit. The first-floor unit offers 2 bedrooms, while the second-floor unit features 2 bedrooms, 2 full

  Alicia Kuzma RE/MAX City

  4141 N Mobile Ave, Chicago, IL 60634
• 

  

  /33

  $775,000

  • 2 Beds
  • 2 Baths
  • 1,285 Sq Ft

  501 N Clinton St Unit 2004, Chicago, IL 60654

  The latest exceptional renovation by MK Development Group has transformed this prime, sun-drenched south-facing "04" tier residence into one of Kinzie Park's finest offerings. Every detail was thoughtfully curated with uncompromising quality, timeless design, and exceptional craftsmanship throughout. Wide-plank 7" French Oak prime-grade hardwood flooring flows seamlessly throughout the home,

  David Mahoney Jameson Sotheby's Intl Realty

  501 N Clinton St Unit 2004, Chicago, IL 60654
• 

  

  /25

  $775,000

  Pending

  • 2 Beds
  • 2.5 Baths

  317 W Webster Ave Unit 2, Chicago, IL 60614

  Spectacular penthouse duplex in the heart of East Lincoln Park, perfectly positioned on coveted historic Webster Street. Just steps from the lakefront, Lincoln Park Zoo, top-rated restaurants, boutiques, and neighborhood gems, this sophisticated 2-bedroom, 2.1-bath residence offers the ideal blend of vintage charm and modern sophistication. Filled with natural light, the home lives like a

  Barbara O'Connor Baird & Warner

  317 W Webster Ave Unit 2, Chicago, IL 60614
• 

  

  /8

  $749,000

  New Construction Pending

  • 9 Beds
  • 6 Baths

  535 N Lawndale Ave, Chicago, IL 60624

  New Construction in Booming Humboldt Park. Owner Occupants qualify for the $20,000 Grant from the Cook County Land Bank. Each unit features an open layout 3 bed/2 bath, featuring everything you would expect from a new construction development: stainless steel appliances, quartz countertops, and extra foam insulation. Each unit includes luxury vinyl flooring, in unit laundry and includes a rear

  Lawrence Dunning Fulton Grace Realty

  535 N Lawndale Ave, Chicago, IL 60624
• 

  

  /15

  $875,000

  Pending

  • 2 Beds
  • 2 Baths

  1900 N Sheffield Ave Unit 2N, Chicago, IL 60614

  OPEN H Cancelled - property under contract. Experience luxury living in this exceptional 2-bedroom, 2-bathroom extra wide, newer construction home perfectly positioned in one of Lincoln Park's most desirable pockets. Located just steps away from Armitage and Halsted's top tier shopping and dining, this all-brick and limestone six-unit boutique building offers the ultimate blend of sophisticated

  Jeffrey Lowe Compass

  1900 N Sheffield Ave Unit 2N, Chicago, IL 60614
• 

  

  /29

  $995,000

  Open Sun 11AM - 12:30PM

  • 6 Beds
  • 5 Baths
  • 3,554 Sq Ft

  4848 W Eddy St, Chicago, IL 60641

  Welcome to 4848 W. Eddy Street, a beautifully rebuilt brick home situated on an oversized 37.5' x 125' lot in the heart of Portage Park. Completely reconstructed from the ground up, this 6-bedroom, 5-bathroom home offers the character of a classic Chicago exterior with the peace of mind of virtually brand-new construction. Every major component has been replaced, including the roof, plumbing,

  Benjamin Bass ChiCity Real Estate

  4848 W Eddy St, Chicago, IL 60641
• 

  

  /29

  $760,000

  $60K PRICE DROP

  • 10 Beds
  • 3 Baths

  1749 W North Shore Ave, Chicago, IL 60626

  Fantastic Investment Opportunity! Don't miss this solid brick legal 3-flat that combines space, comfort, and strong rental potential. Two of the units feature 4 bedrooms and 1 bath, each with central A/C, while the third unit offers 3 bedrooms and 1 bath-layouts that appeal to a wide range of tenants. This is a must-see property, packed with the amenities renters value most: Two garage parking

  Pabel Reinoso Bright Future Realty

  1749 W North Shore Ave, Chicago, IL 60626
• 

  

  /35

  $700,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,978 Sq Ft

  1740 N Washtenaw Ave, Chicago, IL 60647

  Rarely does a townhome offer the space, privacy, and outdoor living of a single-family home, but 1740 N. Washtenaw does exactly that. This fee simple townhome lives far beyond the expectations of a typical Chicago townhouse, thanks in large part to its truly exceptional private backyard. Whether you're hosting summer dinners on the oversized deck, tending to a garden, letting pets play, or simply

  James D'Astice Compass

  1740 N Washtenaw Ave, Chicago, IL 60647
• 

  

  /36

  $879,000

  Open Sun 12:30PM - 2:30PM

  • 4 Beds
  • 3.5 Baths
  • 3,035 Sq Ft

  1250 S Michigan Ave Unit 2802, Chicago, IL 60605

  Positioned on the coveted southeast corner of an exclusive high-rise, this extraordinary penthouse offers over 3,000 square feet of luxurious living-all on a single level-and is a true rarity in the city. A standout for its exceptional indoor-outdoor flow, this home boasts three private outdoor spaces, including a stunning 720 sq ft wrap-around terrace that extends from the kitchen, living, and

  Julie Busby Compass

  1250 S Michigan Ave Unit 2802, Chicago, IL 60605
• 

  

  /17

  $874,900

  $25K PRICE DROP

  • 9 Beds
  • 4 Baths

  2312 W Taylor St, Chicago, IL 60612

  Welcome to this beautifully maintained classic 2-unit brick building. Located in the vibrant Tri-Taylor neighborhood, just steps away from the Medical District and UIC campus. This prime location offers easy access to a variety of restaurants, shops, and public transportation options, making it perfect for investors and owner-occupants. All units have tenants on a month to month arrangement.

  ARACELY AVILA Coldwell Banker Realty

  2312 W Taylor St, Chicago, IL 60612

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