4,725

Chicago, IL Homes for Sale

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  • /51

    $4,000,000

    • 4 Beds
    • 4.5 Baths
    • 4,835 Sq Ft

    1109 W Washington Blvd Unit 8A, Chicago, IL 60607

    Experience elevated city living in this spectacular, rarely available 2-story penthouse at The Hayden-an ultra-exclusive residence designed by renowned Booth Hansen Architects and developed by Sulo Development. Located in the heart of the vibrant West Loop, this stunning home offers the privacy and feel of a single-family residence with the sophistication of high-end urban design. Spanning two

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    Kimberley Peirce

    Berkshire Hathaway HomeServices Chicago

    (773) 839-9142

    1109 W Washington Blvd Unit 8A, Chicago, IL 60607
  • /2

    $25,000

    • Land
    • 0 Acre

    212 W Washington St Unit P5-28, Chicago, IL 60606

    Deeded parking spot (p 528)at 212 W Washington (Washington and Wells). Parking spot located in secured area separated from public spaces. Take elevator to 5th floor to access. Perfect for unit owner or person living or working nearby. Space is oversized and right by door to lobby. Park and walk to work, theaters, opera, Millennium Park and more without worrying about high daily garage fees or

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    Sunny Kim

    iProperties

    (773) 692-9816

    212 W Washington St Unit P5-28, Chicago, IL 60606
  • /24

    $585,000

    • 12 Beds
    • 4 Baths

    5942 S Calumet Ave, Chicago, IL 60637

    Great Investment Opportunity For Owner Occupant with the potential to live rent free Or Investor looking for a great return on their investment. 3 unit Greystone. Each unit has 4 beds 1 bath and separate utilities. Recently updated Electrical and water tanks for each unit. New Intercom system has been added to the building for your convenience to give access to guests. The building has the

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    O'Neia Washington

    O W Auction Group LLC

    (773) 692-5866

    5942 S Calumet Ave, Chicago, IL 60637
  • /21

    $330,000

    • 5 Beds
    • 3 Baths

    6328 S Drexel Ave Unit 1, Chicago, IL 60637

    Welcome to spacious and beautifully updated 5-bedroom, 3-bath duplex-down in Hyde Park Township, just minutes from the train and the future Obama Presidential Center. This home combines modern comfort with incredible flexibility - perfect for homeowners and investors alike. Main level features refinished hardwood floors (2024), fresh paint throughout, and a bright, open concept living space. A

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    Scott Fishman

    Worth Clark Realty

    (872) 268-8157

    6328 S Drexel Ave Unit 1, Chicago, IL 60637
  • /25

    $550,000

    • 2 Beds
    • 2 Baths
    • 1,550 Sq Ft

    Unlisted Address

    One of the most coveted tiers in this full ammenity building with expansive views overlooking Lakeshore Drive, Oak Street Beach, Lincoln Park and north to Evanston. Quiet tree lined street set in the heart of Streeterville with nearby dog parks, pickleball and tennis courts. Create your dream with this flexible 1550 sq.ft. floor plan 2bed/2bth+den. Love the lakeviews from every room and enjoy a

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    Victoria Jones

    Compass

    (872) 309-3618

    Unlisted Address
  • /10

    $314,000

    • Land
    • 0 Acre

    5424 S Ingleside Ave, Chicago, IL 60615

    Hyde Park buildable Lot Land located steps away from The University of Chicago Campus and Hospital. This Lot is located at 54th & Ingleside on a residential street with many newer single family homes on the street.

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    Shirley Walker

    Berkshire Hathaway HomeServices Chicago

    (312) 873-1411

    5424 S Ingleside Ave, Chicago, IL 60615
  • /9

    $390,000

    • 3 Beds
    • 1 Bath

    726 N Troy St, Chicago, IL 60612

    Incredible opportunity for homeowners, investors, or developers First floor has been fully gutted - ready for your vision Second floor is currently occupied Located in a prime Chicago neighborhood with great potential Whether you're looking to customize your dream space or add to your investment portfolio, this property offers endless possibilities. Showings begin on Monday. Message me for

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    Araceli Montalvo

    Extreme Realty LLC

    (312) 874-5489

    726 N Troy St, Chicago, IL 60612
  • /17

    $255,000

    • 1 Bed
    • 1 Bath
    • 822 Sq Ft

    50 E 16th St Unit 814, Chicago, IL 60616

    Excellent South Loop Condo location in The Guild with 10' Soaring Concrete Ceilings, One Bedroom with large Walk-In-Closet and a bathroom accessible from both the bedroom or hallway. Wood laminate floors, SS Appliances, Granite Counter Tops, In-Unit Washer & Dryer, small office area off the dining room ideal for "Work from Home" job. Great sized balcony off the living room and dining room with

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    Joe Caputo

    REMAX Legends

    (872) 273-5552

    50 E 16th St Unit 814, Chicago, IL 60616
  • /18

    $149,900

    • 5 Beds
    • 1.5 Baths
    • 1,107 Sq Ft

    5020 S May St, Chicago, IL 60609

    Excellent 1st time buyers or investment opportunity! This spacious 5-bedroom, 1.5-bath home is ideal for 1st time buyers or as a large family rental residence with room to grow. The main level offers four bedrooms and a full bath, while the mostly finished basement includes a generous family room, fifth bedroom, half bath, and ample storage. The oversized eat-in kitchen provides plenty of cabinet

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    James Morris

    JMRI Corp

    (872) 204-1243

    5020 S May St, Chicago, IL 60609
  • /71

    $3,658,000

    • 7 Beds
    • 5.5 Baths
    • 7,404 Sq Ft

    907 W Webster Ave, Chicago, IL 60614

    One-of-a-kind house available once in a generation. This stately Greystone was purchased along with the adjacent vacant lot in the late 1980's. Three of the 4 levels were completely rebuilt inside and the top floor remains as a vintage 1376 sq ft 2 Bedroom 1Bath apartment with study, sitting room, 2 decorative fireplaces and renovated kitchen and bath. A new extension was built reaching across

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    Margie Smigel

    The Margie Smigel Group, LLC

    (312) 728-2313

    907 W Webster Ave, Chicago, IL 60614
  • /11

    $349,900

    • 4 Beds
    • 6 Baths

    343 E 119th St, Chicago, IL 60628

    Total remodeled in 2025 .This 2 unit building has a finished basement with a half bathroom ; laundry and a recreation room . Each apartment has 2 bedrooms and 2 bathrooms with a new kitchen that has granite countertops . Second floor apartment has staires leading to the finished upper area (attic) that has a big room and a half bathroom. New electrical , Plaming and heating . Must be seen to be

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    Nicolae Cazacu

    Real People Realty

    (773) 974-9303

    343 E 119th St, Chicago, IL 60628
  • /21

    $230,000 Pre-Foreclosure

    • 3 Beds
    • 3 Baths
    • 2,599 Sq Ft

    12018 S Loomis St, Chicago, IL 60643

    Discover this rare Cape Cod-style gem near the expressway, offering unparalleled space for family living across three expansive lots. With three separate living areas and three full bathrooms, there's room for everyone to relax and recharge. The heart of the home features two well-appointed kitchens, perfect for family meals and culinary explorations. Plus, a possible third kitchen in the

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    Jamaal Garrett

    Real People Realty

    (312) 648-6868

    12018 S Loomis St, Chicago, IL 60643
  • /42

    $265,000

    • 5 Beds
    • 2 Baths
    • 2,573 Sq Ft

    13147 S Brandon Ave, Chicago, IL 60633

    Charming 2-Story Home with RELATED LIVING, GREAT OUTDOOR SPACE & GREAT LOCATION! Welcome home! This spacious 5-bedroom, 2-bath home offers comfort, versatility & plenty of room to grow. Situated on a LARGE LOT with a beautiful back & side yard, you'll have the perfect space for relaxing, entertaining, or creating your own retreat. Step inside to find a warm & inviting main level featuring 2

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    Robin Salzeider

    @properties Christie's International Real Estate

    (872) 268-6380

    13147 S Brandon Ave, Chicago, IL 60633
  • /40

    $248,000

    • 6 Beds
    • 3 Baths
    • 1,800 Sq Ft

    10617 S Wentworth Ave, Chicago, IL 60628

    Welcome to 10617 S Wentworth Ave Step into this beautifully newly renovated gem, offering 5 spacious bedrooms and 3 modern bathrooms. Perfect for growing families or anyone who loves to entertain. Every inch of this home has been thoughtfully upgraded, blending contemporary style with timeless charm. The stunning kitchen is a true showstopper, featuring sleek countertops, brand-new cabinetry, and

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    Rafay Qamar

    Real Broker LLC

    (312) 728-4768

    10617 S Wentworth Ave, Chicago, IL 60628
  • /47

    $285,000

    • 3 Beds
    • 3 Baths
    • 1,883 Sq Ft

    7227 S Bennett Ave, Chicago, IL 60649

    Welcome to this South Shore brick home! It is ready to move in and add your personal touches. There is plenty of living space to accommodate your dining room and living room furniture ideas. Feast your eyes on the beautiful kitchen with stainless steel appliances, farmers sink, over the sink bay window, white cabinets, beautiful light fixtures and adjacent to the kitchen is the enclosed back

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    Tamika Bishop

    Coldwell Banker Realty

    (312) 872-8086

    7227 S Bennett Ave, Chicago, IL 60649
  • /36

    $299,000

    • 2 Beds
    • 1 Bath
    • 850 Sq Ft

    655 W Irving Park Rd Unit 4212, Chicago, IL 60613

    Tired of reading about a "So Called" updated unit only to show up to painted cabinets, cheap counters, and even cheaper appliances? Well your wait is over, discover a one-of-a-kind Lake View residence perched on a high floor with uninterrupted views of Lake Michigan, Montrose Harbor, and miles of trails. This 2 bed, 1 bath condo has been redesigned from top to bottom with premium materials:

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    Timothy Rhoten

    Red Carpet Investment Group In

    (872) 266-0586

    655 W Irving Park Rd Unit 4212, Chicago, IL 60613
  • /29

    $289,000

    • 6 Beds
    • 2 Baths

    817 W 54th St, Chicago, IL 60609

    Solid Brick Two-Unit Income Property in New City! This well-maintained building features two spacious 3-bedroom units, each offering a bright living room, formal dining room, and full bath. Updated mechanicals and separate heating systems mean tenants pay all utilities-a smart setup for investors or owner-occupants seeking added income. The full open basement currently serves as the laundry and

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    Tamika Marks

    Trademarks & Associates

    (312) 728-8916

    817 W 54th St, Chicago, IL 60609
  • /20

    $314,900

    • 8 Beds
    • 3 Baths

    6948 S Eberhart Ave, Chicago, IL 60637

    Two unit is excellent condition and fully occupied is waiting for its new owner. Premium property in the Greater Grand Crossing community on quiet block. Unit 1 is duplexed down 5 bed 2 baths. Unit 2 is 3 bed 1 bath. Rent is below average for the market. Some notice needed to show - please do not disturb occupants.

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    Lisa Foster

    @properties Christie's International Real Estate

    (773) 906-7413

    6948 S Eberhart Ave, Chicago, IL 60637
  • /7

    $129,900

    • 6 Beds
    • 2 Baths

    764 S Kenneth Ave, Chicago, IL 60624

    Investor opportunity. Fully gutted and reimagined 2-unit with potential for 3 units, subject to city approval. First floor framed. Second floor is open and ready for your design ideas. Basement dug out for approx. 8-ft ceilings with 2 egresses, plus steel beams and support posts installed. Rebuilt rear porch and new roof. Sold as-is. Short sale, allow time for lender approval. Property has

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    Tameka Lewis-Madkins

    Keller Williams Preferred Rlty

    (872) 704-8193

    764 S Kenneth Ave, Chicago, IL 60624
  • /10

    $230,000 Open Sat 2PM - 3:30PM

    • 3 Beds
    • 2 Baths
    • 950 Sq Ft

    Unlisted Address

    Welcome to 8345 S. La Salle, this 3-bedroom 2 bath related living home has great potential for the perfect buyer. This solid home in located in the bustling neighborhood of West Chatham, with the convenience of local shopping in your own backyard and a 5-minute drive to the Dan Ryan Expressway (I-94) This home qualifies for the First Time Home Buyers Grant. SOLD AS-IS

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    Elener Farland

    Visions Manifested Realty LLC

    (773) 906-5003

    Unlisted Address
  • /17

    $35,000

    • Land
    • 0.08 Acre
    • $437,500 per Acre

    9318 S Cregier Ave, Chicago, IL 60617

    Vacant Residential Lot! Bring your blueprints because opportunities like this don't wait! We're calling all builders, investors, and visionaries-this vacant residential lot is your blank canvas, and it's ready for its glow-up. Whether you're planning a custom new construction or land-banking for future development, this parcel offers flexibility and location that make projects move faster from

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    Tamika Marks

    Trademarks & Associates

    (312) 900-9517

    9318 S Cregier Ave, Chicago, IL 60617
  • /32

    $399,000

    • 4 Beds
    • 3 Baths

    Unlisted Address

    HURRY BEFORE ITS GONE. RARE FIND FOR MULTI UNIT BUILDING ON A DOUBLE LOT IN BEVERLY. NEWER WINDOWS. 1ST FLOOR UNIT HAS RECENTLY UPDATED KITCHEN AND BATHROOM. WOOD FLOORING UNDER CARPETS. NEWER 3 CAR GARAGE FOR POSSIBLE ADDITINAL INCOME.LAUNDRY FACILITIES IN BASEMENT. LARGE PARTIALLY FINISHED BASEMENT, GREAT FOR FAMILY PARTIES, OR JUST ADDITIONAL STORAGE.CLOSE TO TRAIN FOR LOOP ACCESS.HOUSE BEING

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    John Wanda

    Century 21 Circle

    (872) 309-2860

    Unlisted Address
  • /22

    $299,900

    • 5 Beds
    • 2 Baths
    • 2,489 Sq Ft

    7937 S Luella Ave, Chicago, IL 60617

    Welcome to this beautifully updated 5-bedroom, 2-bathroom brick bungalow, perfectly situated on a wide 50-ft lot with a private driveway. The sun-filled main level features gleaming hardwood floors and an open-concept layout that seamlessly connects the living room, formal dining area, and modern kitchen. The updated kitchen boasts granite countertops, newer cabinetry, a breakfast bar, and

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    Victor Senteno

    Senteno Real Estate LLC

    (773) 830-6702

    7937 S Luella Ave, Chicago, IL 60617
  • /17

    $225,000

    • 4 Beds
    • 2 Baths
    • 1,104 Sq Ft

    9207 S Halsted St, Chicago, IL 60620

    Welcome to 9207 S. Halsted Street, Chicago! This spacious quad-level brick home offers 4 bedrooms and a versatile layout designed for comfortable living. Hardwood floors add warmth and character throughout much of the home, while the updated kitchen features stainless steel appliances, ample cabinetry, and great functionality for everyday use. The finished basement provides additional living

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    Kimberly Ingram

    Coldwell Banker Realty

    (872) 314-2511

    9207 S Halsted St, Chicago, IL 60620
  • /31

    $500,000

    • 4 Beds
    • 3 Baths

    2948 N Narragansett Ave, Chicago, IL 60634

    Presenting an exceptional opportunity in Chicago's Montclare neighborhood, this fully updated two-unit residential building blends investment stability with modern, luxury living. Originally constructed in 1920, the property has undergone comprehensive renovations including newer kitchens, baths, flooring, paint, and fixtures, resulting in a low effective age of just 20 years and a

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    Cecil Sabu

    ALLURE Real Estate

    (312) 874-6303

    2948 N Narragansett Ave, Chicago, IL 60634
  • /17

    $389,000

    • 6 Beds
    • 4 Baths

    1439 W Garfield Blvd, Chicago, IL 60636

    Check out this freshly updated 2unit brick building offering 3 bedrooms and 2 baths in each unit, modern updates throughout, and plenty of parking for tenants or owners. With tenants covering their own utilities, it's a strong investment opportunity. Whether you're an investor or an owner occupant looking to house hack, this property checks all the boxes.

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    Michael Daniels

    Coldwell Banker Realty

    (872) 278-6140

    1439 W Garfield Blvd, Chicago, IL 60636
  • /21

    $175,500

    • 3 Beds
    • 2 Baths
    • 1,438 Sq Ft

    Unlisted Address

    Rehabbed in 2018. Roof 2018, Windows, 2018. This well maintained 3 bedroom/2 bath single family home is located in the heart of Chicago's Park Manor neighborhood. Updates include a modern kitchen, bathrooms, and recently updated primary level. The home has been well maintained by the same owner since 1997. Minor updates needed on the second floor, offering the opportunity to customize. Convenient

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    Rafay Qamar

    Real Broker LLC

    (872) 282-5277

    Unlisted Address
  • /38

    $1,000,000

    3100 W 39th Place, Chicago, IL 60632

    Seize the opportunity to own a fully rehabbed, income-generating powerhouse in the heart of Brighton Park. This 6-unit apartment building has been meticulously updated from top to bottom, offering investors a rare, "plug-and-play" asset with immediate strong cash flow. Modern luxury meets high yield. Each of the six spacious units features high-end finishes designed to attract and retain premium

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    Gina Joshi

    Prestige Realty Group

    (872) 295-8007

    3100 W 39th Place, Chicago, IL 60632
  • /20

    $285,000

    • 6 Beds
    • 2 Baths
    • 1,888 Sq Ft

    9327 S Elizabeth St, Chicago, IL 60620

    Welcome to this beautiful bungalow located on a quiet, tree-lined block in the desirable Brainerd neighborhood. Conveniently situated near the Metra station, this home offers an easy and quick commute to downtown Chicago. This spacious residence features 4 bedrooms plus 2 additional rooms in the fully finished basement. The main level showcases a modern-style living and dining room, two bedrooms,

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    Kristen Roussev

    Village Realty, Inc.

    (773) 207-3954

    9327 S Elizabeth St, Chicago, IL 60620
  • /22

    $180,000

    • 4 Beds
    • 2.5 Baths
    • 2,108 Sq Ft

    7526 S Merrill Ave, Chicago, IL 60649

    Welcome to this spacious 4 bedroom, 2.5-bathroom home located in the heart of Chicago's vibrant South Shore community-just minutes from Lake Shore Drive and the lakefront! This charming residence features a spacious floor plan, some hardwood floors, a full basement with potential to add a fifth bedroom or entertainment space, and a large backyard with room to build a two-car garage. Whether

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    LaToya Moore

    Baird & Warner

    (872) 324-1361

    7526 S Merrill Ave, Chicago, IL 60649
  • /19

    $200,000

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

    5127 S Trumbull Ave, Chicago, IL 60632

    Extra Large 2 story with related living. On Two separate lots, separate pin numbers to be sold together. Home needs some work. Nice livable space on Main level and 2nd floor. 4 total bedrooms, 2 bathrooms, 2 kitchens. Lots of space on this property. 3 Electric panels, 2 central ac units. first and 2nd floor both have separate front and back exits. Huge side yard included. 5127-29 s Trumbull ave

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    George Filippidis

    Delta Realty, Corp.

    (773) 917-0623

    5127 S Trumbull Ave, Chicago, IL 60632
  • /23

    $284,900

    • 4 Beds
    • 2 Baths
    • 1,209 Sq Ft

    9133 S Racine Ave, Chicago, IL 60620

    Welcome to this well-maintained 4-bedroom, 2 full bathroom home featuring refinished hardwood floors and fresh interior paint throughout. The spacious kitchen includes a cozy breakfast area, perfect for everyday dining and entertaining. The primary bedroom has been recently updated with new carpet and fresh paint, offering a comfortable and inviting retreat. The fully finished basement provides

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    Raquel Olivares

    Epique Realty Inc

    (312) 419-3055

    9133 S Racine Ave, Chicago, IL 60620
  • /40

    $1,075,000

    • 3 Beds
    • 2.5 Baths
    • 2,150 Sq Ft

    1000 N Lake Shore Plaza Unit 39C, Chicago, IL 60611

    See the sunrise on Lake Michigan and the sunset on Oak Street! Join the ranks of the few that can call 'The PLAZA' home, where Michigan Avenue meets Lakeshore Drive lies your dream 3BR condo: Best location, Best Building, and Best Staff in Chicago's Gold Coast. 3BR Luxury Lakefront Gold Coast Condo across from Oak Street Beach with private deck, community pool, gym, & patio. Welcome to your Gold

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    Maureen Burns

    @properties Christie's International Real Estate

    (872) 296-5260

    1000 N Lake Shore Plaza Unit 39C, Chicago, IL 60611
  • /2

    $99,999

    • 3 Beds
    • 1.5 Baths
    • 1,090 Sq Ft

    10725 S Eggleston Ave, Chicago, IL 60628

    Very nice and cozy 3-bedroom, 1.5-bath, 1.5-story frame bungalow home that is occupied by a long-term tenant. The home features a new roof in 2024 and a new furnace in 2026. Full finished basement with a half bath, for additional recreational or living space.

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    Conrad Carpenter

    City & Suburbs Realty, Inc.

    (872) 219-4700

    10725 S Eggleston Ave, Chicago, IL 60628
  • /2

    $65,000

    • Land
    • 0 Acre

    Unlisted Address

    A rare opportunity to acquire a private tandem parking space accommodating two vehicles on the 11th floor at Trump Tower Chicago. This fully protected, standalone space features no adjacent parking, offering exceptional privacy and security-ideal for a discerning car collector seeking to safeguard high-value or exotic vehicles. Parking spaces are available exclusively to unit owners within Trump

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    Rafael Murillo

    Compass

    (872) 281-8742

    Unlisted Address
  • /15

    $169,900

    • 6 Beds
    • 2 Baths

    1222 S Central Park Ave, Chicago, IL 60623

    Opportunity is knocking in North Lawndale! This solid brick 2-Unit multifamily building is a total gut rehab ready for your vision. Set on a classic Chicago streetscape, the building offers the perfect canvas to redesign and reconfigure to today's standards ideal for a value-add investor, seasoned rehabber, or owner-occupant looking to build equity fast. Surrounded by a pocket that's flourishing

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    Edgar R. Guerrero

    REMAX Legends

    (877) 417-3622

    1222 S Central Park Ave, Chicago, IL 60623
  • /13

    $110,000

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft

    1140 W Lunt Ave Unit 1B, Chicago, IL 60626

    Welcome to a 900 sq ft two-bedroom, one-bathroom CO-OP offering unrivaled lakefront living. First floor unit with easy accessibility. CO-OP monthly fee includes all utilities and property taxes in its assessment, providing worry-free living. The expansive open living space is flooded with natural light, creating a warm and inviting atmosphere. Good size bedrooms and kitchen. All in a close-knit

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    Melissa Stanley

    Baird & Warner

    (312) 584-2628

    1140 W Lunt Ave Unit 1B, Chicago, IL 60626
  • /29

    $730,000

    • 4 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    5401 S Maryland Ave, Chicago, IL 60615

    Discover this beautifully updated single-family residence, ideally situated on a desirable corner lot in Hyde Park, just a short walking distance from the University of Chicago and the Medical Center. The home welcomes you with an elegant entry foyer leading to a formal living room with custom built-ins and an open dining area. The expanded, modern kitchen features quartz countertops, stainless

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    Catherine Rosenberg

    Berkshire Hathaway HomeServices Chicago

    (312) 313-5557

    5401 S Maryland Ave, Chicago, IL 60615
  • /27

    $325,000

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

    40 W 81st St, Chicago, IL 60620

    Situated in the Chatham community, 40 W. 81st Street presents a fully renovated, move-in ready home set on a double lot, offering generous outdoor space and a flexible layout. This thoughtfully updated residence includes two bedrooms above grade, an additional bedroom in the finished basement, and three full bathrooms, creating comfortable options for a variety of living arrangements. The home

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    Vikky Kaufman

    Coldwell Banker Realty

    (872) 326-2977

    40 W 81st St, Chicago, IL 60620
  • /47

    $599,900

    • 2 Beds
    • 2 Baths
    • 1,290 Sq Ft

    600 N Lake Shore Dr Unit 4209, Chicago, IL 60611

    Experience the pinnacle of Chicago lakefront living at 600 Lake Shore Drive, one of Streeterville's most prestigious addresses. This 42nd floor corner residence offers sweeping views of Lake Michigan and the iconic skyline, with the lakefront trail, beach, & Navy Pier just steps away. Inside, the home is beautifully appointed with sophisticated designer finishes, high ceilings, expansive windows,

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    David Jaffe

    @properties Christie?s International Real Estate

    (312) 535-9862

    600 N Lake Shore Dr Unit 4209, Chicago, IL 60611

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