Homes for Sale near York Alternative High School

• 

  

  

  /44

  $399,000

  • 2 Beds
  • 1 Bath
  • 965 Sq Ft

  1200 W Monroe St Unit 510, Chicago, IL 60607

  Bright and inviting south-facing 2-bedroom, 1-bath condo in The Metro, a highly sought-after full-amenity doorman building in the heart of the West Loop! Well-positioned within the building, this residence offers a tucked-away setting and an added sense of privacy and peacefulness. This well-maintained home features newer Preverco solid engineered hardwood flooring, a 2021 HVAC system, and an

  

  Amy Sunshine

  @properties Christie's International Real Estate

  1200 W Monroe St Unit 510, Chicago, IL 60607
• 

  

  

  /33

  $329,000

  • 5 Beds
  • 3 Baths
  • 2,348 Sq Ft

  838 N Homan Ave, Chicago, IL 60651

  Craving room to spread out without compromising on style? This brick home has it all. Offering 3 expansive levels of thoughtfully designed living space, this residence is ideal for multi-generational households, related living arrangements, or anyone seeking extra space. Inside, you'll find 2 well-equipped kitchens, multiple living and family rooms, recreation areas, versatile bonus spaces, and

  

  Ericka Taylor

  Coldwell Banker Realty

  838 N Homan Ave, Chicago, IL 60651
• 

  

  

  /84

  $3,025,000

  • 3 Beds
  • 3.5 Baths
  • 3,557 Sq Ft

  21 N May St Unit 501, Chicago, IL 60607

  As the premier residential masterpiece of the West Loop, The Embry defines a new standard of architectural class. Each residence creates a dramatic sense of arrival, beginning with a double-height lobby staffed 24/7 and keyed elevator access, the interiors are a showcase of world-class craftsmanship, featuring elegant herringbone entry foyers, modern square portals, and hand-carved Atelier

  

  George Ayling

  Select a Fee RE System

  21 N May St Unit 501, Chicago, IL 60607
• 

  

  

  /50

  $509,900

  Pending

  • 6 Beds
  • 3 Baths

  1025 N Trumbull Ave, Chicago, IL 60651

  Spacious all-brick 2 flat featuring a fully finished garden-level unit, ideal for extended family living or generating additional rental income. Each unit offers 2 bedrooms and 1 bathroom, while Units 1 and 2 include a versatile bonus room perfect for a third bedroom, home office, or den. The first and second floor units are equipped with gas-forced air heating and central air conditioning for

  

  Rafay Qamar

  Real Broker LLC

  1025 N Trumbull Ave, Chicago, IL 60651
• 

  

  

  /32

  $675,000

  $5K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  500 W Superior St Unit 1602, Chicago, IL 60654

  Renovated end unit - all new kitchen, hardwood flooring, interior doors and trim. Architecturally significant building - The Montgomery, converted 2006 - originally designed by Minoru Yamasaki in 1972 concurrently with his design of the World Trade Center. Panoramic south views from floor-to-ceiling windows stretching from the living area into the primary suite. Large bedrooms separated by living

  

  Matthew Lind

  Compass

  500 W Superior St Unit 1602, Chicago, IL 60654
• 

  

  /14

  $295,000

  $25K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  1600 S Indiana Ave Unit 1401, Chicago, IL 60616

  Large one bedroom at Lakeside Tower - an excellent South loop location. The living space is open and flows naturally into the kitchen, where granite counters, stainless appliances, and a breakfast bar give you a functional layout. The primary bedroom is a standout, offering floor-to-ceiling windows. The 10 ft ceilings create something closer to a penthouse feel than a mid rise condo. In-unit

  

  Ali Arciniega

  ALLURE Real Estate

  1600 S Indiana Ave Unit 1401, Chicago, IL 60616
• 

  

  /30

  $304,599

  Pending

  • 1 Bed
  • 1 Bath
  • 860 Sq Ft

  130 S Canal St Unit 210, Chicago, IL 60606

  Welcome to Metropolitan Place, where classic Chicago loft character meets unbeatable city convenience. Nestled in the heart of Chicago's Financial District, this spacious one-bedroom, one-bathroom loft offers the perfect blend of industrial charm and modern comfort in the iconic former Florsheim Shoe Company building. Inside, you'll immediately appreciate the soaring 11-foot ceilings, stunning

  

  Kimberly Zahand

  Keller Williams North Shore West

  130 S Canal St Unit 210, Chicago, IL 60606
• 

  

  /14

  $559,900

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft

  757 N Orleans St Unit 812, Chicago, IL 60654

  This stunning unit features floor-to-ceiling windows with breathtaking south and east city views, flooding the space with natural light. Enjoy vinyl flooring throughout and a large covered balcony-perfect for grilling and entertaining while taking in the skyline. The kitchen offers newer stainless steel appliances, granite countertops, a breakfast bar, and a pantry. The spacious primary suite

  

  Jiawei Gu

  Land Fairy Realty Corp.

  757 N Orleans St Unit 812, Chicago, IL 60654
• 

  

  /34

  $145,000

  Pending

  • 4 Beds
  • 2 Baths

  5308 S Bishop St, Chicago, IL 60609

  If you've been searching for a property where vision and hard work can make a difference, this one deserves a closer look. This classic brick 2-unit offers space, flexibility, and the chance to build value through repairs and improvements. Each unit features 2 bedrooms, 1 bath, living room, and formal dining room, providing layouts that continue to appeal to a variety of living arrangements. The

  

  Tamika Marks

  Trademarks & Associates

  5308 S Bishop St, Chicago, IL 60609
• 

  

  /23

  $245,000

  $10K PRICE DROP

  • 1 Bed
  • 1 Bath

  910 S Michigan Ave Unit 1009, Chicago, IL 60605

  Michigan Ave Lofts one bedroom

  

  Martin Medenica

  Martin Medenica

  910 S Michigan Ave Unit 1009, Chicago, IL 60605
• 

  

  /59

  $399,900

  Pending

  • 4 Beds
  • 3.5 Baths
  • 2,100 Sq Ft

  1622 S Central Park Ave, Chicago, IL 60623

  Stunning Turnkey Gem in Chicago's Emerging North Lawndale Neighborhood ****Welcome to this beautifully reimagined single-family home, now available in Chicago's rapidly growing North Lawndale neighborhood. Thoughtfully renovated while preserving its charming 1920s vintage character, this distinctive residence offers a rare blend of historic charm and modern luxury-making it a true turnkey

  

  Edgar R. Guerrero

  REMAX Legends

  1622 S Central Park Ave, Chicago, IL 60623
• 

  

  /23

  $299,900

  • 2 Beds
  • 3 Baths

  4158 S Campbell Ave, Chicago, IL 60632

  Property needs some work, SOLD As-Is. Zoning is RS-3 Large corner brick 2 story building with live work potential, second floor 2 bedroom w/den, one bath apartment, hardwood floor and wood trim thought out the whole unit, w/d hook-up installed and AC set up but not installed. Newer boiler heat. 1st floor FORMER TAVERN with original bar and tin ceilings, and two half baths. There is a former

  

  Melissa Stanley

  Baird & Warner

  4158 S Campbell Ave, Chicago, IL 60632
• 

  

  /18

  $135,450

  $5K PRICE DROP

  • Studio
  • 1 Bath
  • 420 Sq Ft

  601 E 32nd St Unit 403, Chicago, IL 60616

  Freshly updated studio in desirable beautiful Lake Meadows Condo! This move-in-ready home features fresh paint, updated appliances, generous closet space. Step outside to your private balcony and enjoy peaceful lake front views in a meticulously maintained, full-amenity building. Residents enjoy a rooftop deck, bike room, 24-hour door staff, beautifully landscaped grounds, and the convenience of

  

  Natasha Jenkins

  Luxesquire Realty

  601 E 32nd St Unit 403, Chicago, IL 60616
• 

  

  /30

  $670,000

  $25K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,345 Sq Ft

  2 E Erie St Unit 1511, Chicago, IL 60611

  No expense was spared in this spectacular full renovation featuring breathtaking northeast corner, mostly unobstructed, city views and a private balcony. Designed for both luxury living and effortless entertaining, the open-concept floor plan showcases a stunning chef's kitchen with quartzite waterfall countertops and backsplash, Samsung induction oven (if you have never used induction, you will

  

  Laraine Hanson

  Laraine Hanson

  2 E Erie St Unit 1511, Chicago, IL 60611
• 

  

  /17

  $430,000

  • 6 Beds
  • 4 Baths

  Unlisted Address

  North Lawndale 2 unit built in 2008 and renovated in 2019 is currently being offered at $430,000. This property is perfect for the owner occupied landlord or investor looking to add to their rental portfolio. The first floor unit has a master en suite with a full bath . Open floor concept where the dining room and kitchen align. The first floor is also duplexed to the basement where the family

  

  Tiauna Perkins

  Byndom Estates Realty Group

  Unlisted Address
• 

  

  /19

  $560,000

  $10K PRICE DROP

  • 6 Beds
  • 2 Baths

  1232 S 51st Ave, Cicero, IL 60804

  Welcome to this beautifully fully rehabbed brick multi-unit offering space, versatility, and strong income potential. This thoughtfully renovated property features a bright, open layout with fresh paint, updated flooring, and contemporary fixtures throughout. The brand-new kitchen showcases sleek cabinetry, updated countertops, and modern appliances. 3 Spacious bedrooms in each unit that provide

  

  Jennifer Salgado

  Eden Properties Real Estate Group LLC

  1232 S 51st Ave, Cicero, IL 60804
• 

  

  /40

  $1,199,000

  • 4 Beds
  • 4 Baths

  1024 W 18th Place, Chicago, IL 60608

  Welcome to this rare double lot gem in the heart of Pilsen-featuring two updated units with exceptional versatility and strong investment potential. This well-maintained property blends modern upgrades with the charm and energy of one of Chicago's most vibrant neighborhoods. A brand-new roof was installed in June 2025. Each unit offers its own distinct style, making it ideal for multigenerational

  

  Lizette Esparza

  Smart Home Realty

  1024 W 18th Place, Chicago, IL 60608
• 

  

  /22

  $242,000

  $7K PRICE DROP Pending

  • 2 Beds
  • 1 Bath
  • 880 Sq Ft

  2843 S Wells St Unit 2E, Chicago, IL 60616

  This 2-bedroom, 1-bathroom condo offers an exceptional opportunity in the heart of Chicago's vibrant Bridgeport neighborhood, featuring a private, spacious balcony ideal for outdoor relaxation. The unit includes the essential modern convenience of in-unit laundry and a sun-drenched, open-concept layout. Located just blocks from Chinatown, Sox Stadium, the Illinois Institute of Technology (IIT),

  

  Cinny Chui

  Century 21 Realty Associates

  2843 S Wells St Unit 2E, Chicago, IL 60616
• 

  

  /16

  $164,999

  Pending

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft

  3021 S Michigan Ave Unit 306, Chicago, IL 60616

  This bright and inviting residence features a well-designed layout with abundant natural light, creating a warm and welcoming living space. The unit showcases a functional kitchen with ample cabinetry, and a spacious living area perfect for both relaxing and entertaining. The generously sized bedroom offers great closet space. Heated flooring throughout. Just minutes from downtown Chicago, Lake

  

  Cathy Wu

  AiHome Realty Group LLC

  3021 S Michigan Ave Unit 306, Chicago, IL 60616
• 

  

  /17

  $199,900

  Open Sat 11:30AM - 12:30PM

  • 2 Beds
  • 2 Baths
  • 850 Sq Ft

  4847 S Vincennes Ave Unit 203, Chicago, IL 60615

  Welcome home to 502 E 49th St #203! This beautifully maintained 2-bedroom, 2-bath condo in Bronzeville is ready for you to move right in! The bright, open layout features hardwood floors, exposed brick, and a gas fireplace, creating a comfortable space for relaxing or entertaining. The kitchen offers granite countertops, stainless steel appliances, and ample cabinet space. The spacious primary

  

  Brandy Bell

  Baird & Warner

  4847 S Vincennes Ave Unit 203, Chicago, IL 60615
• 

  

  /53

  $3,300,000

  • 3 Beds
  • 4.5 Baths
  • 3,948 Sq Ft

  401 N Wabash Ave Unit 48A, Chicago, IL 60611

  Exceptional 4,000 square foot A-tier residence on the 48th floor of Trump Tower Chicago featuring 3 bedrooms and 4.5 bathrooms. The primary suite includes his and hers bathrooms. Enjoy sweeping, unobstructed north and east views of the lake, river, and skyline. This is one of only nine homes of this size in the building and is designed for grand entertaining and elegant everyday living. Expansive

  

  Michael Lafido

  LPT Realty

  401 N Wabash Ave Unit 48A, Chicago, IL 60611
• 

  

  /22

  $319,900

  • 4 Beds
  • 2 Baths
  • 1,095 Sq Ft

  4741 S Lamon Ave, Chicago, IL 60638

  Well-maintained raised ranch in the sought-after Garfield Ridge neighborhood! This spacious home offers 4 bedrooms and 2 full bathrooms, featuring 3 bedrooms on the main level and an additional bedroom in the finished basement. The lower level provides excellent flexibility with potential for related living, guest accommodations, a home office, or additional recreation space. Pride of ownership

  

  Oscar Arteaga

  Keller Williams Infinity

  4741 S Lamon Ave, Chicago, IL 60638
• 

  

  /35

  $439,000

  $11K PRICE DROP

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

  1516 S Wabash Ave Unit 1102, Chicago, IL 60605

  Wake up to spectacular sunrises over Lake Michigan and Soldier Field from this rarely available northeast corner penthouse at Landmark Lofts. Perched on the top floor with no neighbors above, this beautifully updated 2-bedroom, 2-bath home offers the perfect blend of authentic loft character, modern finishes, and unmatched privacy. Floor-to-ceiling windows wrap the living space, flooding the home

  

  Cecil Sabu

  ALLURE Real Estate

  1516 S Wabash Ave Unit 1102, Chicago, IL 60605
• 

  

  /30

  $435,000

  • 2 Beds
  • 2 Baths

  2545 S Dearborn St Unit 530, Chicago, IL 60616

  Historic OPERA LOFTS 2 Bedroom, 2 Bathroom Loft with west and north views of downtown Chicago is waiting for you!. This unit is located in an elevator building that features exposed brick, hardwood floors throughout and beautiful historical opera architectural artifacts through-out the building. This loft features 19' ceilings, in-unit washer/dryer, smart thermostat, modern kitchen, stainless

  

  O'Neia Washington

  O W Auction Group LLC

  2545 S Dearborn St Unit 530, Chicago, IL 60616
• 

  

  /29

  $299,000

  • 2 Beds
  • 1 Bath
  • 805 Sq Ft

  2639 Cuyler Ave, Berwyn, IL 60402

  Brick raised ranch with nice yard and 2 car garage off alley The property has plenty of potential and is located in the heart of Berwyn with plenty of new development happening. This is a 2 bedroom, 1 bath home with basement that has potential to finish off the larger room for additional living space. The property is being sold "AS IS" please provide proof of funds or have recent pre-approval

  

  Otis Lazich

  Capital Investment Realty Group Inc

  2639 Cuyler Ave, Berwyn, IL 60402
• 

  

  /10

  $254,999

  $5K PRICE DROP Pending

  • 1 Bed
  • 1 Bath
  • 723 Sq Ft

  1345 S Wabash Ave Unit 608, Chicago, IL 60605

  This contemporary residence offers the perfect blend of urban convenience and modern comfort. One bedroom plus the den area for an office space. LEED certified building. Featuring an open-concept layout with high ceilings, floor-to-ceiling windows, and sleek finishes. The modern kitchen boasts stainless-steel appliances, quartz countertops, and ample storage, seamlessly connecting to the living

  

  Cathy Wu

  AiHome Realty Group LLC

  1345 S Wabash Ave Unit 608, Chicago, IL 60605
• 

  

  /43

  $295,000

  Pending

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft

  6 N Michigan Ave Unit 806, Chicago, IL 60602

  Luxury one bedroom in a boutique building on Iconic Michigan Avenue. Live in a piece of history - this former Montgomery Ward Headquarters was re-imagined in 2008 for today's lifestyle with modern finishes and refined amenities. Step into this spacious 900sf home with 10' ceilings and hardwood floors throughout. The open kitchen is a highlight of its own with sleek white Scavolini cabinetry and

  

  Kristine Kramer

  @properties Christie's International Real Estate

  6 N Michigan Ave Unit 806, Chicago, IL 60602
• 

  

  /36

  $495,000

  Pending

  • 7 Beds
  • 2 Baths

  441 N Leclaire Ave, Chicago, IL 60644

  Like New Construction on an Original Foundation Rare Extra-Wide Lot. A truly exceptional property, offering the appeal of brand-new construction all situated on an extra-wide lot. Thoughtfully re-imagined from top to bottom, every detail has been completed with **high-end finishes** and refined craftsmanship, delivering a home that is both sophisticated and functional. Each unit showcases a

  

  Sandy Ortiz-Ramirez

  Realty of America, LLC

  441 N Leclaire Ave, Chicago, IL 60644
• 

  

  /34

  $599,000

  • 2 Beds
  • 2.5 Baths
  • 1,572 Sq Ft

  1160 S Michigan Ave Unit 1001, Chicago, IL 60605

  Spacious and beautifully appointed south and east-facing corner residence in the heart of the South Loop, offering over 1,572 square feet of refined living space with a desirable split two-bedroom, two-and-a-half-bath floor plan. This light-filled home showcases breathtaking views of the lake, Grant Park, and the city skyline, capturing sparkling water vistas and dramatic sunrises. The expansive

  

  Michael Maier

  Berkshire Hathaway HomeServices Chicago

  1160 S Michigan Ave Unit 1001, Chicago, IL 60605
• 

  

  /50

  $511,500

  $15K PRICE DROP Pending

  • 2 Beds
  • 2.5 Baths
  • 2,154 Sq Ft

  814 W 15th Place, Chicago, IL 60608

  A Price Improvement makes this opportunity more interesting!! Located in one of Chicago's dynamic and well-connected neighborhoods, this updated opportunity delivers the right mix of location, layout, and lifestyle. If you've been waiting for a property that combines comfortable city living with standout features and an improved price-this may be the one that moves to the top of your list. This

  

  Tamika Marks

  Trademarks & Associates

  814 W 15th Place, Chicago, IL 60608
• 

  

  /34

  $889,000

  $6K PRICE DROP Pending

  • 5 Beds
  • 3.5 Baths
  • 3,700 Sq Ft

  3326 S Lituanica Ave, Chicago, IL 60608

  Are you ready to fall in love with your next home? Discover this charming brick single-family gem in Bridgeport, perfectly situated on an oversized 26x130-foot lot with huge backyard, ideally located behind Armour Elementary School. This spacious 2-story residence with a full basement features five exceptionally large bedrooms and 3.5 baths, making it perfect for growing families or entertaining

  

  Evan Peng

  Landmark Property Group Realty, LLC

  3326 S Lituanica Ave, Chicago, IL 60608
• 

  

  /10

  $380,000

  $10K PRICE DROP

  • 3 Beds
  • 1 Bath

  726 N Troy St, Chicago, IL 60612

  ***Prime ADU opportunity! Ideal for adding a garden unit and potential coach house, offering multiple income streams and strong value-add potential under Chicago's new ADU guidelines.*** Incredible opportunity for homeowners, investors, or developers First floor has been fully gutted - ready for your vision Second floor is currently occupied will be out by end of March. Located in a prime Chicago

  

  Araceli Montalvo

  Extreme Realty LLC

  726 N Troy St, Chicago, IL 60612
• 

  

  /24

  $399,000

  • 2 Beds
  • 2 Baths
  • 1,085 Sq Ft

  1841 S Calumet Ave Unit 1111, Chicago, IL 60616

  Welcome to this beautifully maintained 2-bedroom, 2-bathroom condo in the heart of the vibrant South Loop, complete with 1 deeded garage parking space included. Perched on the 11th floor, this bright and inviting home offers an open-concept layout designed for both comfortable everyday living and effortless entertaining. The spacious living and dining area is filled with natural light from

  

  Cathy Wu

  AiHome Realty Group LLC

  1841 S Calumet Ave Unit 1111, Chicago, IL 60616
• 

  

  /12

  $399,000

  Pending

  • 5 Beds
  • 2 Baths

  4421 W Monroe St, Chicago, IL 60624

  tbd

  

  Tiauna Perkins

  Byndom Estates Realty Group

  4421 W Monroe St, Chicago, IL 60624
• 

  

  /27

  $290,000

  Pending

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft

  340 W Superior St Unit 1006, Chicago, IL 60654

  EXCEPTIONAL OPPORTUNITY IN THE HEART OF RIVER NORTH! Welcome to this beautifully maintained 1-bed / 1-bath condo featuring spectacular southern city views from this desirable tier, showcased through dramatic floor-to-ceiling windows that flood the space with natural light throughout the day. This inviting open-concept layout offers comfortable city living and seamless access to a private

  

  Leslie Roman

  Realty of America, LLC

  340 W Superior St Unit 1006, Chicago, IL 60654
• 

  

  /24

  $439,000

  • 2 Beds
  • 2 Baths
  • 1,225 Sq Ft

  222 N Columbus Dr Unit 2608, Chicago, IL 60601

  Bright Corner Condo in the Heart of Lakeshore East Corner Condo * Floor-to-Ceiling Windows * Split-Bedroom Floor Plan * In-Unit Washer & Dryer * Full-Amenity Building Discover this bright and inviting 2-bedroom, 2-bath, 1,250-square-foot corner condo on the 26th floor at Park Millennium, a full-service condominium building offering a rare combination of natural light, exceptional amenities, and

  

  Larissa Brodsky

  Compass

  222 N Columbus Dr Unit 2608, Chicago, IL 60601
• 

  

  /39

  $530,000

  $30K PRICE DROP

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

  2424 W Chicago Ave Unit 202, Chicago, IL 60622

  Welcome to this stylish 2-bedroom, 2-bathroom condo in the heart of Ukrainian Village, nestled within a boutique elevator building. Designed for both comfort and modern living, this spacious residence features an open-concept floor plan with dramatic floor-to-ceiling windows that fill the home with natural light. The inviting living area showcases hardwood flooring, an electric fireplace, and

  

  Yolanda Zapiain

  RE/MAX 10

  2424 W Chicago Ave Unit 202, Chicago, IL 60622
• 

  

  /25

  $649,900

  Pending

  • 2 Beds
  • 2.5 Baths

  1219 W Grenshaw St, Chicago, IL 60607

  Location, size, and finishes - this townhome in Little Italy is the total package with low HOA fees as well! Built in 2007 on a tree-lined street, you'll find not only modern systems across the board but also beautiful finishes. The main level steals the show with the sleek quartz counters and white shaker cabinetry in the 2024 remodeled kitchen. The aesthetic extends into the dining room's

  

  Christopher Engelmann

  Keller Williams ONEChicago

  1219 W Grenshaw St, Chicago, IL 60607
• 

  

  /28

  $299,000

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,154 Sq Ft

  1835 S Ridgeway Ave, Chicago, IL 60623

  Beautifully updated and move-in ready, this stunning 3-bedroom, 1.5-bath home offers the perfect blend of modern finishes, thoughtful updates, and functional living space throughout. Step inside to gorgeous luxury vinyl flooring, fresh neutral paint, recessed lighting, and abundant natural light creating a bright and welcoming atmosphere from the moment you enter. The spacious living room flows

  

  Marla Schneider

  Coldwell Banker Realty

  1835 S Ridgeway Ave, Chicago, IL 60623
• 

  /2

  $10,000

  • Land
  • 31,363 Sq Ft
  • $13,889 per Acre

  638 W 57th St, Chicago, IL 60621

  VACANT LOT READY TO BUILD ZONED RESIDENTIAL

  

  Jeanine Czerwin

  Wirtz Real Estate Group Inc.

  638 W 57th St, Chicago, IL 60621

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