Homes for Sale near DRW College Prep

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  /2

  $65,000

  • Land
  • 0 Acre

  2102 S Drake Ave, Chicago, IL 60623

  Welcome to North Lawndale, where opportunity meets convenience. We're thrilled to present two prime vacant lots situated in one of Chicago's most dynamic neighborhoods. Located just steps away from the Central Park stop on the Pink Line, Douglas Park, Farm on Ogden, Green Tomato Cafe, and amidst a landscape of burgeoning new construction, these lots offer a gateway to endless possibilities. 2

  

  Andrea Maldonado

  Realty of America, LLC

  (312) 487-4397

  2102 S Drake Ave, Chicago, IL 60623
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  /2

  $40,000

  • Land
  • 0 Acre

  1654 S Christiana Ave, Chicago, IL 60623

  Can't find it! Build it. **Prime Investment Opportunity: Vacant Multi-Family Lot** Seize the chance to own a vacant lot zoned for multi-family use in a rapidly developing area! The block and surrounding neighborhood are experiencing a dynamic transformation, with multiple rehab projects and new developments underway. The multi-family zoning provides excellent flexibility for a variety of

  

  LaToya Moore

  Baird & Warner

  (872) 327-6366

  1654 S Christiana Ave, Chicago, IL 60623
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  /2

  $319,000

  • 6 Beds
  • 2 Baths

  3637 S Hermitage Ave, Chicago, IL 60609

  REHAB LOAN OR CASH

  

  Ernestina Preciado

  RE/MAX 10

  (872) 278-6238

  3637 S Hermitage Ave, Chicago, IL 60609
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  /2

  $18,000

  • Land
  • 0 Acre

  112 S East Ave Unit P27, Oak Park, IL 60302

  Very convenient location close to green line! Use it yourself or rent it out!

  

  Erica Cuneen

  Beyond Properties Realty Group

  (708) 578-8581

  112 S East Ave Unit P27, Oak Park, IL 60302
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  /2

  $18,000

  • Land
  • 0 Acre

  114 S East Ave Unit P30, Oak Park, IL 60302

  Very convenient location close to green line! Use it yourself or rent it out!

  

  Erica Cuneen

  Beyond Properties Realty Group

  (708) 726-5505

  114 S East Ave Unit P30, Oak Park, IL 60302
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  /2

  $18,000

  • Land
  • 0 Acre

  116 S East Ave Unit P14, Oak Park, IL 60302

  Very convenient location close to green line! Use it yourself or rent it out!

  

  Erica Cuneen

  Beyond Properties Realty Group

  (708) 766-8790

  116 S East Ave Unit P14, Oak Park, IL 60302
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  /2

  $18,000

  • Land
  • 0 Acre

  112 S East Ave Unit P23, Oak Park, IL 60302

  Very convenient location close to green line! Use it yourself or rent it out!

  

  Erica Cuneen

  Beyond Properties Realty Group

  (708) 816-2917

  112 S East Ave Unit P23, Oak Park, IL 60302
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  /2

  $12,000

  • Land
  • 0 Acre

  1751 N Western Ave Unit P1, Chicago, IL 60647

  Prime Location - Indoor heated garage parking space! Attached to condo building. Wicker park location near the 606 trail, restaurants and shops.

  

  Rafay Qamar

  Real Broker LLC

  (872) 335-2073

  1751 N Western Ave Unit P1, Chicago, IL 60647
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  /2

  $40,000

  • Land
  • 0 Acre

  225 N Columbus Dr Unit P4-19, Chicago, IL 60601

  Prime parking space available in The Aqua building at Lakeshore East, conveniently located on the 4th level of the garage. Purchase does not require ownership or residency in the building. One year lease required for Investors.

  

  Michael Maier

  Berkshire Hathaway HomeServices Chicago

  (872) 349-2386

  225 N Columbus Dr Unit P4-19, Chicago, IL 60601
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  /17

  $650,000 Open Sat 12PM - 2PM

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

  1503 N Mohawk St Unit 2E, Chicago, IL 60610

  Step into sunshine and style with this beautiful, southeast corner, 2-bedroom retreat in a boutique elevator building in the heart of Old Town. An inviting foyer welcomes you into a sprawling living and dining area, wrapped in loads of oversized windows that flood the space with natural light. Plantation shutters, a gracious fireplace, rich walnut-stained hardwoods, and a private balcony create

  

  Debra Dobbs

  Compass

  (872) 253-5683

  1503 N Mohawk St Unit 2E, Chicago, IL 60610
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  /12

  $249,000

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  2734 S Wentworth Ave Unit 317, Chicago, IL 60616

  Welcome home to this 2-bed 1 Bath Unit at a great location! Featuring in-unit laundry in a laundry room for additional storage, an open-concept kitchen, and storage space. New Windows just installed (August 2025)! This charming property offers the perfect blend of convenience and comfort, making it an ideal choice for both homeowners and investors alike. Situated just moments away from major

  

  Cinny Chui

  Century 21 Realty Associates

  (773) 923-0335

  2734 S Wentworth Ave Unit 317, Chicago, IL 60616
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  /25

  $599,900

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

  1410 N State Pkwy Unit 10B, Chicago, IL 60610

  This exceptional 10th-floor unit in the Gold Coast neighborhood embodies modern elegance. With 3 bedrooms and 2.5 bathrooms, it features an open floor plan, hardwood floors throughout, and oversized windows offering South, East, and West exposures. The kitchen is a highlight, showcasing custom cabinets, high-end stainless steel appliances (including a wine fridge), granite countertops, and a

  

  Rafay Qamar

  Real Broker LLC

  (312) 300-6593

  1410 N State Pkwy Unit 10B, Chicago, IL 60610
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  /56

  $399,000 Open Sat 10:30AM - 12:30PM

  • 1 Bed
  • 1 Bath
  • 780 Sq Ft

  420 E Waterside Dr Unit 3304, Chicago, IL 60601

  High above the city on the 33rd floor of The Regatta, your mornings begin with sunlight streaming through a floor-to-ceiling glass balcony door and large windows framing panoramic views of the river and skyline. Step onto your private balcony with coffee in hand, watching Chicago wake up below. Inside, newly installed floors and fresh paint create a crisp, modern feel, while the open kitchen and

  

  Larissa Brodsky

  Compass

  (312) 667-7164

  420 E Waterside Dr Unit 3304, Chicago, IL 60601
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  /2

  $150,000

  • 4 Beds
  • 1.5 Baths
  • 1,600 Sq Ft

  645 N Long Ave, Chicago, IL 60644

  Get a head start with this renovation project. The exterior has been completed for you...new roof and new siding, The interior has a working furnace and water tank. 4 bedrooms 2 baths, High ceilings, ample space, enclosed front and back porches. CASH OR RENOVATION LOANS.

  

  O'Neia Washington

  O W Auction Group LLC

  (872) 282-5379

  645 N Long Ave, Chicago, IL 60644
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  /35

  $450,000

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft

  73 E Elm St Unit 12D, Chicago, IL 60611

  Step into timeless elegance with this beautifully preserved vintage condo, located in a classic pre-war boutique building in the heart of the Gold Coast. A welcoming foyer opens to rich dark parquet floors that run throughout the unit. The spacious living area features an antique marble decorative fireplace framed by graceful cove molding, and the recently renovated kitchen includes quartz

  

  Chloé Ifergan

  Jameson Sotheby's Intl Realty

  (773) 570-7371

  73 E Elm St Unit 12D, Chicago, IL 60611
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  /46

  $499,900 Open Sun 11AM - 1PM

  • 5 Beds
  • 3.5 Baths
  • 2,470 Sq Ft

  4826 W Potomac Ave, Chicago, IL 60651

  Nestled in the vibrant West Humboldt Park neighborhood, this beautifully renovated single-family home offers the perfect blend of modern luxury and everyday convenience. Just steps from parks, grocery stores, local shops, and public transportation, the location is ideal for city living. This spacious residence boasts 5 bedrooms and 3 stunning full bathrooms, including one on each level for added

  

  Rafay Qamar

  Real Broker LLC

  (312) 376-0585

  4826 W Potomac Ave, Chicago, IL 60651
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  /29

  $690,000

  • 9 Beds
  • 6 Baths

  450 W 29th St, Chicago, IL 60616

  Solid brick legal 2-unit with finished walkout basement located in the heart of Bridgeport! This well-maintained masonry home features a potential conversion of more than 2 units and offers great flexibility for owner-occupants or investors. Each unit has its own spacious layout, and the property includes a washer and dryer on both the second floor and basement levels for added convenience.

  

  Cinny Chui

  Century 21 Realty Associates

  (312) 614-0209

  450 W 29th St, Chicago, IL 60616
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  $449,999

  • 3 Beds
  • 2 Baths
  • 1,650 Sq Ft

  2629 W Chicago Ave Unit 3, Chicago, IL 60622

  Welcome to this stunning 3-bedroom, 2-bathroom apartment that seamlessly blends comfort and style. The spacious living room features a cozy fireplace, ceiling fan, and large sliding glass doors that open onto a private balcony-perfect for relaxing or entertaining. The modern kitchen is outfitted with sleek stainless steel appliances, a tiled backsplash, and a convenient breakfast bar ideal for

  

  Rafay Qamar

  Real Broker LLC

  (312) 779-6853

  2629 W Chicago Ave Unit 3, Chicago, IL 60622
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  /15

  $2,750,000

  • Land
  • 0 Acre

  1418-22 N Elk Grove Ave, Chicago, IL 60622

  RARE OPPORTUNITY IN WICKER PARK TO BUY THREE LOTS (ZONED RT4) WITH A LOT SIZE OF NEARLY 72X118. CURRENTLY A SINGLE FAMILY HOME IS ON 1422 WITH A COACH HOUSE AND LOVELY YARD/ VACANT LOTS AT 1418 AND 1420, WITH GARAGES IN THE BACK. BUILD YOUR DREAM HOME OR DEVELOP NEW CONDOS LOCATED IN THE HEART OF WICKER PARK JUST STEPS TO RESTAURANTS, BARS, PUBLIC TRANSPORTATION, SHOPPING, AND MORE!

  

  Jim Streff

  Berkshire Hathaway HomeServices Chicago

  (312) 685-4443

  1418-22 N Elk Grove Ave, Chicago, IL 60622
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  /2

  $25,000

  • Land
  • 0 Acre

  33 W Ontario St Unit P11E18, Chicago, IL 60654

  Deeded assigned parking space in garage at Millennium Centre in bustling River North. Must be purchased with condo unit 24i. Can be rented out to non-residents. Don't miss this opportunity to own your parking space in downtown Chicago!!

  

  Luigui Corral

  RE/MAX American Dream

  (312) 477-3384

  33 W Ontario St Unit P11E18, Chicago, IL 60654
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  /9

  $369,900

  • 5 Beds
  • 4 Baths
  • 3,644 Sq Ft

  2713 W 24th Place, Chicago, IL 60608

  NICE BRICK 5 BED/4BATH UNIT IN VERY UPCOMING AREA! Unit Features: In-law arragements, 4 full bathrooms, hardwood floors, crown molding, all new windows (3 years old), new HWT, block 2 car garage (5 years old), finished basement and semi-finished attic for many possibilities. PERFECT FOR A LARGE FAMILY. Blocks from public transportation, shopping, parks, Medical district, University Village &

  

  Jorge Vigil

  HomeSmart Realty Group

  (312) 815-8507

  2713 W 24th Place, Chicago, IL 60608
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  /35

  $1,490,000

  • 3 Beds
  • 4.5 Baths
  • 3,797 Sq Ft

  1733 S Prairie Ave, Chicago, IL 60616

  Welcome to an exquisite residence at 1733 South Prairie Avenue, located in the heart of Chicago's Historic Prairie District. This elegant three-bedroom, four and a half bath townhome is a true modern masterpiece, offering 3,797 square feet of living space. As you approach, you'll be greeted by a gated front yard and garden, leading to a charming patio perfect for outdoor relaxation. Step inside

  

  Nadine Ferrata

  Compass

  (312) 728-7034

  1733 S Prairie Ave, Chicago, IL 60616
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  /15

  $1,300,000

  • 14,100 Sq Ft

  4031 W Gladys Ave, Chicago, IL 60624

  4031 W Gladys Ave is a standout 18-unit brick courtyard building in Chicago's West Garfield Park - a neighborhood seeing renewed investor interest and strong rental demand. This classic Chicago masonry solid brick building offers a winning mix of twelve 2BD/1BA and six 3BD/1BA units, all with hardwood floors and efficient layouts. Ownership has already tackled the major improvements: new roof

  

  Cecil Sabu

  ALLURE Real Estate

  (312) 647-2384

  4031 W Gladys Ave, Chicago, IL 60624
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  /41

  $1,300,000

  • 3 Beds
  • 4 Baths

  1917 S Calumet Ave, Chicago, IL 60616

  Welcome to 1917 South Calumet Avenue, a stunning embodiment of modern luxury nestled in the Historic Prairie District of the South Loop. This impeccably designed three-bedroom, two full and two half bathroom townhome boasts an expertly crafted living space with completely customized modern touches. Features include heated herringbone hardwood floors on all levels, an inviting 60-inch vent free

  

  Nadine Ferrata

  Compass

  (773) 694-9832

  1917 S Calumet Ave, Chicago, IL 60616
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  /20

  $425,000

  • 3 Beds
  • 2 Baths
  • 1,475 Sq Ft

  304 N Grove Ave Unit 1B, Oak Park, IL 60302

  Exceptionally rare 3 Bedroom/2 Bath EE Roberts Vintage Art Deco condo in the heart of one of Oak Park's Historic Districts. Built in 1926, this condo blends historic elegance with modern upgrades. All of the best original features are in pristine condition including gorgeous cove molding, trim, doors and built-ins, and hardwood floors throughout. Enter to find a generous living room with custom

  

  Erica Cuneen

  Beyond Properties Realty Group

  (464) 266-4476

  304 N Grove Ave Unit 1B, Oak Park, IL 60302
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  /11

  $295,000 Open Sun 12PM - 1:30PM

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft

  900 N Kingsbury St Unit 718, Chicago, IL 60610

  Experience true loft living in this spacious 1-bedroom home at 900 N Kingsbury, perfectly situated in River North's coveted Domain building. Featuring exposed brick walls, soaring ceilings, and large windows with serene views of the Chicago River, this unit combines classic industrial charm with incredible city access. Step outside to enjoy skyline views from the rooftop deck or relax along the

  

  Rafay Qamar

  Real Broker LLC

  (773) 985-4519

  900 N Kingsbury St Unit 718, Chicago, IL 60610
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  /44

  $525,000 Open Sat 12PM - 2PM

  • 6 Beds
  • 4 Baths

  2436 W Fillmore St, Chicago, IL 60612

  Attention Investors!, automatic cash flow opportunity with appreciation potential. This 2 flat offers an excellent ready-to-go rental option or owner occupied investment property! Situated in the blossoming Tri-Taylor area, it's a fantastic addition to your investment portfolio. Both units boast modern updates, featuring 3 bedrooms and 2 bathrooms, along with convenient in-unit laundry. The main

  

  Dave Johnson

  City and Field Real Estate

  (773) 245-0997

  2436 W Fillmore St, Chicago, IL 60612
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  /27

  $225,000

  • 2 Beds
  • 1 Bath
  • 735 Sq Ft

  4006 W Wellington Ave Unit 3, Chicago, IL 60641

  Experience stylish, modern living in this beautifully reimagined penthouse condo. Designed with quality finishes and a thoughtful layout that maximize space and comfort, you will feel the rich history of Chicago with exposed brick and carefully curated touches. Inside this light filled unit you'll find luxurious hardwood flooring throughout, a contemporary kitchen outfitted with sleek 42" oak

  

  Rafay Qamar

  Real Broker LLC

  (773) 598-5973

  4006 W Wellington Ave Unit 3, Chicago, IL 60641
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  /6

  $119,900

  • Land
  • 0.28 Acre
  • $428,214 per Acre

  3942 W Gladys Ave, Chicago, IL 60624

  Excellent Development Opportunity - Zoned RM-5 according to City of Chicago zoning. Incredible frontage location on Pulaski and Gladys. 4 contiguous lots 25 wide each. Appx 124 X 100 total lot size. Ideal use may be commercial building or strip mall but zoned high density residential. Located on busy Pulaski St. 1 block away from 290. Investor can profit from developing and building cashflow.

  

  Edgar Guerrero

  REMAX Legends

  (773) 729-6722

  3942 W Gladys Ave, Chicago, IL 60624
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  /25

  $430,000

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

  1111 S Wabash Ave Unit 2601, Chicago, IL 60605

  Welcome to this freshly updated 2-bedroom, 2-bath condo in the desirable South Loop of downtown Chicago. Meticulously renovated from top to bottom, this unit offers a modern, move-in-ready lifestyle with a smart split floor plan. Key features: Freshly painted interior throughout New bathroom vanities, hardware, and accessories Quartz countertops in kitchen and baths New faucets and

  

  Timothy Rhoten

  Red Carpet Investment Group In

  (773) 570-7346

  1111 S Wabash Ave Unit 2601, Chicago, IL 60605
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  /36

  $419,900

  • 3 Beds
  • 1.5 Baths
  • 1,633 Sq Ft

  3348 W Le Moyne St, Chicago, IL 60651

  Stunning 3-Bedroom Home in the Heart of Humboldt Park! This remarkable 3-bedroom, 1.5-bath home is a true gem, offering the perfect blend of classic charm and modern updates. From the moment you step inside, you'll be welcomed by a warm and inviting living room, complemented by a beautifully crafted staircase leading to the second level. The kitchen has been thoughtfully updated with newer

  

  Edgar Guerrero

  REMAX Legends

  (312) 634-6199

  3348 W Le Moyne St, Chicago, IL 60651
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  /6

  $275,000

  • 4 Beds
  • 2 Baths
  • 1,571 Sq Ft

  2816 S Austin Blvd, Cicero, IL 60804

  Spacious home with lots of space and fantastic potential. The open front porch is a lovely place to enjoy time outdoors and provides a warm welcome as you enter the home. The generous light-filled living room spans the front of the home and overlooks the porch. Separate dining room and sitting area is in the center of the home and is connected by a hallway which takes you past the first floor

  

  Erica Cuneen

  Beyond Properties Realty Group

  (464) 237-9417

  2816 S Austin Blvd, Cicero, IL 60804
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  /31

  $270,000

  • 1 Bed
  • 1 Bath

  30 E Huron St Unit 2803, Chicago, IL 60611

  Prime, Always Sunny SOUTH Facing 1 Bedroom, 1 Bathroom with Stunning Unobstructed City Views! Turnkey Investment Opportunity with Tenant Through August 31st, 2026! The Open Concept Floor Plan Features Hardwood Floors & Tons of Closet Space Throughout. Modern Kitchen with Shaker Style Cabinetry, Stainless Steel Appliances, Granite Counters and A HUGE Breakfast Bar Open to the Living Room with

  

  Lauren Shimmon

  Baird & Warner

  (312) 945-0137

  30 E Huron St Unit 2803, Chicago, IL 60611
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  /24

  $415,000

  • 4 Beds
  • 2 Baths
  • 1,652 Sq Ft

  3206 Highland Ave, Berwyn, IL 60402

  Discover the perfect blend of vintage character and thoughtful updates in this 1911 classic two-story home, ideally located in the heart of Berwyn. Just a short stroll to the Metra station, coffee shops, restaurants, and all the local favorites that make Berwyn such a vibrant community, this home offers unmatched convenience for commuters and neighborhood explorers alike. Step through the

  

  Daniel Drake

  @properties Christie's International Real Estate

  (464) 768-5154

  3206 Highland Ave, Berwyn, IL 60402
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  /48

  $1,500,000

  • 6 Beds
  • 2 Baths

  2732 W Belmont Ave, Chicago, IL 60618

  Incredibly Rare opportunity to own this multifaceted one-of-a-kind property with unmatched potential and versatility offering a fully Stabilized All Brick 2-Unit building updated to modern standards and fully renovated with contemporary condo quality finishes + a Huge 1,800 sqft All Brick original carriage house/garage w/16.5' ceiling height offering extensive/creative use potential + an

  

  Cyrus Seraj

  Compass

  (773) 923-0465

  2732 W Belmont Ave, Chicago, IL 60618
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  /33

  $549,900

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

  1519 N Milwaukee Ave Unit 2, Chicago, IL 60622

  Come check out this bright and beautiful 2 bed 2 bath condo in the heart of Wicker Park, literal steps from everything this vibrant neighborhood has to offer. Step into an open-concept living space filled with natural light from floor-to-ceiling windows and skylights throughout. The spacious living and kitchen area flows seamlessly, perfect for everyday comfort or entertaining guests. The primary

  

  Andrew Dorazio

  Dorazio Real Estate LLC

  (773) 804-8538

  1519 N Milwaukee Ave Unit 2, Chicago, IL 60622
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  /53

  $1,195,000

  • 2 Beds
  • 2 Baths
  • 1,735 Sq Ft

  132 E Delaware Place Unit 4803, Chicago, IL 60611

  This beautifully reimagined two-bedroom home at the Four Seasons Residences offers a sophisticated lifestyle with a completely redesigned floor plan and high-end finishes throughout. The expansive living and dining room features rich hardwood floors, two oversized picture windows framing the magnificent city skyline, and breathtaking sunset views. The open, classic white kitchen is a chef's

  

  Michael Maier

  Berkshire Hathaway HomeServices Chicago

  (773) 985-8235

  132 E Delaware Place Unit 4803, Chicago, IL 60611
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  /31

  $949,900

  • 2 Beds
  • 2.5 Baths
  • 1,504 Sq Ft

  401 N Wabash Ave Unit 40C, Chicago, IL 60611

  Explore this exceptional home through an immersive 3D tour and experience sophisticated city living in unit 40C at Trump Tower Chicago. Available fully furnished. Introducing a rare opportunity to own this sought-after 2-bedroom, 2.5-bathroom floor plan at the iconic Trump Tower. The unit is on a high floor and framed by dramatic 11-foot floor-to-ceiling windows, this exceptional residence

  

  Akos Straub

  Berkshire Hathaway HomeServices Chicago

  (773) 985-6017

  401 N Wabash Ave Unit 40C, Chicago, IL 60611
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  /14

  $335,777

  • 7 Beds
  • 2 Baths

  2849 S Kolin Ave, Chicago, IL 60623

  2 flat located in the heart of Little Village. 5 minutes from Shopping area, park and restaurants. Roof, Furnace on 1st floor and 2nd floor all installed in 2019 A/C 2020 Water tank on 2nd floor 2024. The attic has one bedroom, and planty of storage,' Only Stove and Refrigerator on first floor stay.

  

  George Medina

  Realty of America

  (773) 570-7360

  2849 S Kolin Ave, Chicago, IL 60623
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  /11

  $379,900

  • 1 Bed
  • 1.5 Baths
  • 950 Sq Ft

  1200 W Monroe St Unit 812, Chicago, IL 60607

  Welcome to this beautifully designed 1-Bedroom + Den home in the heart of the West Loop! This residence offers an open-concept kitchen and living area-ideal for entertaining-with sleek stainless steel appliances, granite countertops, and a modern backsplash. Step out onto your private patio to enjoy western-facing sunsets and stunning cityscape views. The bedroom features custom-built closets

  

  Elizabeth Charles

  Real Broker, LLC

  (773) 570-9436

  1200 W Monroe St Unit 812, Chicago, IL 60607

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