Homes for Sale near Holy Trinity High School

• 

  

  

  /35

  $479,900

  $5K PRICE DROP Pending

  • 6 Beds
  • 2 Baths

  4351 W Maypole Ave, Chicago, IL 60624

  Renovated Greystone 2-Unit Building with Value-Add Potential in West Garfield Park. Welcome to 4351 W Maypole Ave, a beautifully rehabbed multi-family Greystone nestled on a well-maintained, pride-filled block in Chicago's rapidly growing West Garfield Park neighborhood. This turnkey 2-unit property offers the perfect blend of modern updates, classic Chicago charm, and additional upside with a

  

  Edgar R. Guerrero

  REMAX Legends

  4351 W Maypole Ave, Chicago, IL 60624
• 

  

  

  /23

  $324,000

  • 1 Bed
  • 1 Bath
  • 995 Sq Ft

  10 E Ontario St Unit 2205, Chicago, IL 60611

  Very rare CORNER unit with ~1150 square feet of living space (including a huge private balcony) so it's bigger than some 2 bedrooms in River North. ITALIAN PORCELAIN FOYER, BEAUTIFUL WOOD LAMINATE FLOORS, CHERRY CABINETS, GRANITE COUNTERTOPS WITH BOSCH-GRADE APPLIANCES, HUGE BALCONY, LOTS OF CLOSET SPACE. The unit is entirely upgraded with floor-to-ceiling windows, high-end stainless steel

  

  Rafay Qamar

  Real Broker LLC

  10 E Ontario St Unit 2205, Chicago, IL 60611
• 

  

  

  /27

  $225,000

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  345 E Eastgate Place Unit 302, Chicago, IL 60616

  Welcome to this well-maintained 2-bedroom, 1-bath condo offering comfortable city living in a convenient South Loop/Bronzeville location. This spacious and affordable home features large windows that provide abundant natural light, generous in-unit storage, fresh paint, and new laminate flooring throughout. An exterior parking space and additional storage are also included. Enjoy easy access to

  

  Elizabeth Goodchild

  Realty of America

  345 E Eastgate Place Unit 302, Chicago, IL 60616
• 

  

  /2

  $10,000

  Pending

  • Land
  • 3,049 Sq Ft
  • $142,857 per Acre

  1537 S Homan Ave, Chicago, IL 60623

  ATTENTION DEVELOPERS/BUILDERS/INVESTORS. EXCELLENT OPPORTUNITY TO BUY AND BUILD Highest and best due by 6:00pm 9/8/26

  

  Jeanine Czerwin

  Wirtz Real Estate Group Inc.

  1537 S Homan Ave, Chicago, IL 60623
• 

  

  

  /43

  $319,000

  • 1 Bed
  • 1 Bath

  30 E Huron St Unit 3508, Chicago, IL 60611

  This high-floor unit offers breathtaking city and lake views providing a picturesque backdrop to your daily life. BEST VIEWS IN THE BUILDING on the 35th floor. Absolutely Breathtaking Views of Chicago & Lake. It doesn't get better than this. ELECTRIC IS ONLY OUTSIDE UTILITY. Hardwood floors, updated spacious kitchen with granite counter tops, stainless steel appliances, and breakfast bar, modern

  

  Rafay Qamar

  Real Broker LLC

  30 E Huron St Unit 3508, Chicago, IL 60611
• 

  

  /27

  $1,185,000

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

  333 W Hubbard St Unit 610-611, Chicago, IL 60654

  Spacious 3 bed / 2.1 bath combined, corner unit in River North offering over 2,300 sq ft with a great open layout and amazing city views. The main living space features impressive 15-ft ceilings, two private balconies, and dramatic floor-to-ceiling windows that bring in incredible natural light, creating a bright yet comfortable space. The chef's kitchen is designed for both function and style,

  

  Chloé Ifergan

  Jameson Sotheby's Intl Realty

  333 W Hubbard St Unit 610-611, Chicago, IL 60654
• 

  

  /30

  $599,900

  $50K PRICE DROP Pending

  • 2 Beds
  • 2 Baths

  1330 W Monroe St Unit 1330108, Chicago, IL 60607

  Seize this great opportunity to live in a rare gem in a lush serene setting in the middle of the West Loop. Amazing 2 bed/2 bath timber loft with huge private patio overlooking majestic and award winning courtyard and Koi pond. Gracious foyer leads to main living space with hardwood floors, soaring ceilings, custom fireplace, and spacious living room that leads to amazing patio. Kitchen is

  

  Armando Chacon

  Century 21 S.G.R., Inc.

  1330 W Monroe St Unit 1330108, Chicago, IL 60607
• 

  

  /14

  $3,000,000

  • 4 Beds
  • 3.5 Baths
  • 3,362 Sq Ft

  1282 W Washington Blvd Unit PHB, Chicago, IL 60607

  **12 of 16 Homes PRE-SOLD!** Last chance to own a coveted West Loop penthouse! 1282 Washington is an exclusive collection of 16 single-level residences in the peaceful West Loop, just 2-3 blocks from Skinner West Elementary, Whitney Young High School, Skinner Park, and the dog park. The elegant masonry design features stunning residences that will offer more bedrooms, more bathrooms, more

  

  Cory Robertson

  Jameson Sotheby's Intl Realty

  1282 W Washington Blvd Unit PHB, Chicago, IL 60607
• 

  /2

  Call for Price

  • Land
  • 0 Sq Ft

  401 N Wabash Ave Unit P393, Chicago, IL 60611

  Prime Parking Space at Trump International Hotel & Tower, on the 8th floor P-393 Must be a Trump Tower resident.

  

  Michael Maier

  Berkshire Hathaway HomeServices Chicago

  401 N Wabash Ave Unit P393, Chicago, IL 60611
• 

  

  /4

  $549,000

  4355 W Le Moyne St, Chicago, IL 60651

  Exceptional investment opportunity in the heart of Humboldt Park! This solid 5-unit building at 4355 W Le Moyne St is a rare find for investors, developers, or savvy buyers looking to add value. The property is currently fully vacant, offering a blank slate to design, renovate, and maximize rental income or pursue a condo conversion. The building requires renovation, but its strong bones and

  

  Israel Valadez

  Realty of America, LLC

  4355 W Le Moyne St, Chicago, IL 60651
• 

  

  /21

  $295,000

  • 1 Bed
  • 1 Bath
  • 995 Sq Ft

  10 E Ontario St Unit 3403, Chicago, IL 60611

  Corner one-bedroom unit on the 34th floor at 10 E Ontario, located at the corner of State Street and Ontario Street. Enjoy sweeping views of downtown Chicago and the city skyline. Just steps from Michigan Avenue, with convenient access to shopping, restaurants, Chicago River boat tours, Tribune Tower, and the Chicago River.

  

  Rafay Qamar

  Real Broker LLC

  10 E Ontario St Unit 3403, Chicago, IL 60611
• 

  

  /10

  $1,900,000

  Pending

  • 4 Beds
  • 3 Baths
  • 2,489 Sq Ft

  1282 W Washington Blvd Unit 3C, Chicago, IL 60607

  *12 of 16 Homes Pre-Sold Before Public Launch** 1282 Washington is an exclusive collection of 16 single-level residences in the peaceful West Loop, just 2-3 blocks from Skinner West Elementary, Whitney Young High School, Skinner Park, and the dog park. The elegant masonry design features stunning residences that will offer more bedrooms, more bathrooms, more offices, and more living spaces than

  

  Cory Robertson

  Jameson Sotheby's Intl Realty

  1282 W Washington Blvd Unit 3C, Chicago, IL 60607
• 

  /2

  $295,000

  Pending

  • 7 Beds
  • 2 Baths

  427 N Lawndale Ave, Chicago, IL 60624

  Discover an outstanding investment or owner-occupant opportunity with this beautifully updated brick two-flat nestled on a quiet, tree-lined dead-end street in the heart of Humboldt Park. Perfectly positioned just steps from the Garfield Park Conservatory, this well-maintained property combines strong rental potential with an unbeatable location. Each spacious unit offers generous living space,

  

  Rafay Qamar

  Real Broker LLC

  427 N Lawndale Ave, Chicago, IL 60624
• 

  

  /16

  $369,000

  Pending

  • 1 Bed
  • 1 Bath
  • 980 Sq Ft

  1325 N State Pkwy Unit 17C, Chicago, IL 60610

  Perfectly positioned in one of Chicago's most coveted neighborhoods, this beautifully renovated one-bedroom residence at Ambassador House offers an exceptional opportunity to enjoy Gold Coast living at its finest. Situated in the desirable east-facing "C" tier, the home captures lovely glimpses of Lake Michigan along with skyline views. Inside, a bright and inviting floor plan showcases timeless

  

  Allie Cipra

  Coldwell Banker Realty

  1325 N State Pkwy Unit 17C, Chicago, IL 60610
• 

  

  /15

  $469,000

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft

  70 E 18th St Unit 2D, Chicago, IL 60616

  Be ready to be WOWED! This designer-updated converted loft perfectly blends Chicago character with a polished, turnkey feel, all in an unbeatable Michigan Avenue location. Set in a boutique elevator building, this home immediately feels bright, open, and inviting, thanks to a full wall of south-facing windows that fill the space with sunshine throughout the day. Soaring ceilings, exposed brick,

  

  Brian Behan

  @properties Christie's International Real Estate

  70 E 18th St Unit 2D, Chicago, IL 60616
• 

  

  /37

  $550,000

  $85K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  867 W Cornelia Ave Unit 1, Chicago, IL 60657

  Stunning Light-Filled Duplex in the Heart of Wrigleyville! Welcome home to this beautifully maintained 3-bedroom, 2-bathroom duplex offering approximately 1,400 square feet of thoughtfully designed living space in one of Chicago's most vibrant neighborhoods. Nestled on a picturesque, tree-lined one-way street, this charming residence combines vintage character with modern comforts. The bright and

  

  Jeanne Keating

  Compass

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

  

  /18

  $1,299,000

  • 4 Beds
  • 5 Baths

  2127 N Winchester Ave, Chicago, IL 60614

  Exceptional investment opportunity in Chicago's Bucktown neighborhood. This fully rented three-unit walkup offers strong income potential and modern finishes throughout, making it an ideal addition to any investor's portfolio. The property consists of two 1-bedroom, 1-bathroom units and a spacious 2-bedroom, 2.5-bathroom duplex owner's unit. All three apartments feature stone countertops,

  

  Erik Schwab

  Corcoran Urban Real Estate

  2127 N Winchester Ave, Chicago, IL 60614
• 

  

  /29

  $399,000

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

  201 E Chestnut St Unit 8B, Chicago, IL 60611

  This spacious 2-bedroom, 2-bathroom southeast corner residence offers approximately 1,600 square feet of thoughtfully designed living space, highlighted by an expansive 27' x 8' private terrace. A welcoming foyer leads into a generous living room with floor-to-ceiling sliding glass doors providing seamless access to the terrace--true indoor/outdoor living! The separate dining area flows into a

  

  Tyler Stallings

  Corcoran Urban Real Estate

  201 E Chestnut St Unit 8B, Chicago, IL 60611
• 

  /2

  $10,000

  • Land
  • 0 Sq Ft

  4006 W Polk St, Chicago, IL 60624

  ATTENTION DEVELOPERS/BUILDERS/INVESTORS. EXCELLENT OPPORTUNITY TO BUY AND BUILD ZONED B3-2

  

  Jeanine Czerwin

  Wirtz Real Estate Group Inc.

  4006 W Polk St, Chicago, IL 60624
• 

  

  /28

  $849,000

  Pending

  • 10 Beds
  • 4 Baths

  2527 W Argyle St, Chicago, IL 60625

  Two buildings. 4 units total plus basement. Main building is 3,000 square feet plus basement and has both units occupied. 3 bed, 1 bath in each unit. Full basement (in law). Back building has 2 units, 2,360 square feet and is completely vacant. Condition unknown. In need of major rehab.

  

  Niko Tsichlis

  Midland Realty Group

  2527 W Argyle St, Chicago, IL 60625
• 

  

  /34

  $276,000

  • 1 Bed
  • 1 Bath
  • 835 Sq Ft

  222 N Columbus Dr Unit 412, Chicago, IL 60601

  SPACE + LOCATION + FULL-AMENITY LIVING IN LAKESHORE EAST. Welcome to Park Millennium at 222 N Columbus Drive, an exceptional opportunity to own a generously sized downtown Chicago residence in one of the city's most connected locations. For the buyer who values space, convenience and walkability over paying a premium for a high-floor view, this home delivers tremendous lifestyle value. The

  

  Larissa Brodsky

  Compass

  222 N Columbus Dr Unit 412, Chicago, IL 60601
• 

  /2

  $10,000

  Pending

  • Land
  • 2,613 Sq Ft
  • $166,667 per Acre

  451 N Avers Ave, Chicago, IL 60624

  ZONED RS-3- MEASUREMENTS 24.5x119

  

  Jeanine Czerwin

  Wirtz Real Estate Group Inc.

  451 N Avers Ave, Chicago, IL 60624
• 

  

  /31

  $300,000

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

  8 W Monroe St Unit 1103, Chicago, IL 60603

  * UNOBSTRUCTED SOUTHERN VIEWS and abundant natural light await on the 11th floor of 8 W Monroe. * Optimal Location for a TURN-KEY Second- Home / IN-TOWN. * This bright & SUNNY 2-bedroom, 2-bath corner condo features LARGE WINDOWS, soaring ceilings, and a spacious OPEN-CONCEPT living and kitchen area. * The U-SHAPED KITCHEN features oak cabinetry, granite countertops and backsplash, along with

  

  Kimberly Martorano

  @properties Christie's International Real Estate

  8 W Monroe St Unit 1103, Chicago, IL 60603
• 

  

  /55

  $1,450,000

  • 7 Beds
  • 7 Baths

  1808 W Armitage Ave, Chicago, IL 60622

  Rare opportunity to own a turnkey, legal all-brick 3-flat in the heart of Chicago's highly-coveted Bucktown neighborhood. Perfectly suited for an investor looking for premium rental yields or an owner-occupant looking to live in one unit while letting three others pay the mortgage. Each of the three spacious units features a highly rentable 2-bedroom, 2-bathroom layout, complete with central air,

  

  George Ayling

  Select a Fee RE System

  1808 W Armitage Ave, Chicago, IL 60622
• 

  

  /13

  $3,300,000

  Pending

  • 5 Beds
  • 4.5 Baths
  • 3,733 Sq Ft

  1282 W Washington Blvd Unit PHA, Chicago, IL 60607

  1282 Washington is an exclusive collection of 16 single-level residences in the peaceful West Loop, just 2-3 blocks from Skinner West Elementary, Whitney Young High School, Skinner Park, and the dog park. The elegant masonry design features stunning residences that will offer more bedrooms, more bathrooms, more offices, and more living spaces than any other new construction in the area, plus the

  

  Cory Robertson

  Jameson Sotheby's Intl Realty

  1282 W Washington Blvd Unit PHA, Chicago, IL 60607
• 

  

  /31

  $310,000

  Pending

  • 1 Bed
  • 1 Bath
  • 925 Sq Ft

  1111 W 14th Place Unit 216, Chicago, IL 60608

  Come escape the noise and hustle & bustle of the city in this serene, calming, airy and spacious Condo with 1-Bedroom and a fully-enclosed Den! Price INCLUDES a designated, extra-wide, heated parking space in a secured access garage. No more searching for parking after a long day or scraping snow in the morning. This home features one of the largest 1-Bedroom + Den floor plans in the community.

  

  Rafay Qamar

  Real Broker LLC

  1111 W 14th Place Unit 216, Chicago, IL 60608
• 

  

  /33

  $429,000

  Pending

  • 2 Beds
  • 1.5 Baths
  • 1,823 Sq Ft

  701 S Carpenter St Unit C, Chicago, IL 60607

  ** Multiple offers received, highest and best by Sunday 08/30/2026 at 12PM** Welcome to 701 S. Carpenter Street, Unit C, located in the sought-after Vernon Park Place Townhomes in the heart of Little Italy/University Village! This beautifully updated, wide and spacious 2-bedroom, 1.1-bath home offers comfortable single-level living with a private entrance and inviting foyer. The open living and

  

  Amy Sunshine

  @properties Christie's International Real Estate

  701 S Carpenter St Unit C, Chicago, IL 60607
• 

  

  /51

  $459,000

  Pending

  • 8 Beds
  • 3 Baths

  1542 S Drake Ave, Chicago, IL 60623

  Great opportunity to own a 3-unit property with investment or owner-occupant potential. The property offers flexibility for investors or buyers looking to live in one unit while generating rental income from the additional units. Located in a neighborhood with continued growth and potential. Sold As-Is where is.

  

  Brandice Hampton

  Baird & Warner

  1542 S Drake Ave, Chicago, IL 60623
• 

  

  /23

  $530,000

  $20K PRICE DROP

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

  350 W Dickens Ave Unit G, Chicago, IL 60614

  Exposed brick, soaring 10-foot ceilings, and impressive natural light give this Lincoln Park garden unit a warm, open, and elevated feel from the moment you walk in. The eat-in kitchen, generous closet space, and two outdoor living areas create the perfect blend of everyday comfort and functional city living, while the layout offers amazing space to host, relax, and enjoy time with friends. Set

  

  Matt Becker

  @properties Christie's International Real Estate

  350 W Dickens Ave Unit G, Chicago, IL 60614
• 

  

  /10

  $2,200,000

  Pending

  • 4 Beds
  • 3.5 Baths
  • 2,789 Sq Ft

  1282 W Washington Blvd Unit PH-C, Chicago, IL 60607

  **12 of 16 Homes PRE-SOLD before public launch!** 1282 Washington is an exclusive collection of 16 single-level residences in the peaceful West Loop, just 2-3 blocks from Skinner West Elementary, Whitney Young High School, Skinner Park, and the dog park. The elegant masonry design features stunning residences that will offer more bedrooms, more bathrooms, more offices, and more living spaces than

  

  Cory Robertson

  Jameson Sotheby's Intl Realty

  1282 W Washington Blvd Unit PH-C, Chicago, IL 60607
• 

  /2

  $10,000

  • Land
  • 11,325 Sq Ft
  • $38,462 per Acre

  1536 S Saint Louis Ave, Chicago, IL 60623

  Great opportunity to build on this large lot. Lots of new developments

  

  Jeanine Czerwin

  Wirtz Real Estate Group Inc.

  1536 S Saint Louis Ave, Chicago, IL 60623
• 

  

  /14

  $425,000

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft

  212 E Cullerton St Unit 1204, Chicago, IL 60616

  Welcome to this corner residence in the heart of the South Loop's Prairie District, offering east and south exposures with beautiful views of Lake Michigan and the Chicago skyline. Floor-to-ceiling windows in the living room and primary bedroom bring in abundant natural light, while custom solar shades provide added comfort without compromising the views. Step outside onto the 25-foot private

  

  Tom Campone

  Keller Williams ONEChicago

  212 E Cullerton St Unit 1204, Chicago, IL 60616
• 

  

  /3

  $599,900

  • 4 Beds
  • 3 Baths

  1636 W Augusta Blvd, Chicago, IL 60622

  HOT property, East Ukraine Village. Walking distance from Wicker Park, Blue Line, schools, shopping, restaurants and minutes from downtown. THE neighborhood to build in.

  

  Caesar Skiba

  Landmark Realtors

  1636 W Augusta Blvd, Chicago, IL 60622
• 

  

  /19

  $255,000

  Pending

  • 1 Bed
  • 1 Bath

  3804 N Hamilton Ave Unit 2N, Chicago, IL 60618

  Large, sun-filled 1-bedroom condo nestled in the heart of North Center and Bell School district. Enter the foyer with long hallway leading you to the living room with built-ins, decorative fireplace and crown molding, and beautiful hardwood floors throughout. The separate dining room is spacious and light filled with super fun wallpaper and overlooks the shared backyard. Enjoy a newer bathroom

  

  Katrina de los Reyes

  Berkshire Hathaway HomeServices Chicago

  3804 N Hamilton Ave Unit 2N, Chicago, IL 60618
• 

  

  /26

  $335,000

  Pending

  • 2 Beds
  • 2 Baths
  • 1,363 Sq Ft

  801 S Plymouth Ct Unit 701, Chicago, IL 60605

  Rarely available space, a private terrace, and a flexible floor plan come together in this expansive 2 bedroom, 2 bath home at The Terraces. Featuring a separate den, bonus room, and an impressive 11' x 16' outdoor terrace, this is one of the building's most generous floor plans. The spacious living area flows into a separate dining area, creating an open L-shaped layout ideal for everyday living

  

  Tom Campone

  Keller Williams ONEChicago

  801 S Plymouth Ct Unit 701, Chicago, IL 60605
• 

  

  /33

  $329,900

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,004 Sq Ft

  4348 N Sacramento Ave Unit 3, Chicago, IL 60618

  Welcome to 4348 N Sacramento Ave, Unit 3, a beautifully maintained 3-bedroom, 2-full-bath condominium in the heart of Albany Park. This bright and spacious home features newly refinished hardwood flooring, generous room sizes, abundant natural light, and an inviting open-concept living and dining area ideal for both everyday living and entertaining. The well-appointed kitchen offers granite

  

  Jason Rosenberg

  Infiniti Properties, Inc.

  4348 N Sacramento Ave Unit 3, Chicago, IL 60618
• 

  $549,000

  • 2 Beds
  • 2 Baths
  • 1,280 Sq Ft

  757 N Orleans St Unit 707, Chicago, IL 60654

  This absolutely stunning, bright corner home, which has been renovated where it counts most in the last year, is just waiting to be yours! The style and finishes almost speak for themselves, with new cabinets, appliances and quartz kitchen and countertops. The entire home is in meticulously beautiful condition, with floor to ceiling windows, hardwood floors throughout and generous room sizes. The

  

  Robert Safranski

  @properties Christie's International Real Estate

  757 N Orleans St Unit 707, Chicago, IL 60654
• 

  

  /7

  $99,900

  $50K PRICE DROP

  • Land
  • 0 Sq Ft

  931 N Lawndale Ave, Chicago, IL 60651

  Prime Chicagoland Opportunity in a high and independent part of West Humboldt Park- Ideal for Residential Development Nestled in a highly desirable Chicago neighborhood, these exceptional parcel offers endless potential for residential development - perfectly low-density and single-family homes. The property offered are 2 adjacent parcels purchase together or individually. The lot measures 50 x

  

  Edgar R. Guerrero

  REMAX Legends

  931 N Lawndale Ave, Chicago, IL 60651
• 

  /2

  $10,000

  Pending

  • Land
  • 18,730 Sq Ft
  • $23,256 per Acre

  4547 W Polk St, Chicago, IL 60624

  Calling for H&B by 12:00 July 4th......OVERSIZED LOT WITH A GREAT PRICE FOR A GREAT AREA EASY ACCESS TO 290 HIGHWAY & RAILROAD.

  

  Jeanine Czerwin

  Wirtz Real Estate Group Inc.

  4547 W Polk St, Chicago, IL 60624
• 

  

  /39

  $575,000

  Pending

  • 7 Beds
  • 4 Baths

  2242 S Saint Louis Ave, Chicago, IL 60623

  Rare Opportunity to Acquire Brick 3 Flat on Double Lot in Little Village. Two Simplex Units Contain 2bd/1ba. Both Simplex Units Include Eat-In Kitchen, In Unit Laundry, and SS Appliances. Duplex Up Unit 1 Containing 3bd/2.1ba, Jacuzzi in Full Bathroom, In-Unit Laundry, HW Floors throughout. Property has Attached 1 Car garage. Additionally, a 5 Car Garage in Back of Lot and 4 Parking Space Along

  

  Otis Lazich

  Capital Investment Realty Group Inc

  2242 S Saint Louis Ave, Chicago, IL 60623

Showing Results 81 - 120, Page 3 of 18