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5-Bedroom Homes for Sale in Chicago, IL

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  • /28

    $159,600

    • 7 Beds
    • 3 Baths

    7043 S Yale Ave, Chicago, IL 60621

    Price Drop Alert - Don't Miss This Englewood Multi-Unit Opportunity! Brick 2-Unit with 8 Bedrooms & Expandable Basement Space! Now available at a new, reduced price, this property is primed for investors ready to boost their portfolio. You won't want to sleep on this cash-flow opportunity! Offering 4 spacious bedrooms in each unit for a total of 8 bedrooms, this two-flat is ideal for maximizing

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    Tamika Marks

    Trademarks & Associates

    (312) 313-8205

    7043 S Yale Ave, Chicago, IL 60621
  • /35

    $575,000

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

    2950 N Lowell Ave, Chicago, IL 60641

    Welcome to this beautiful, renovated house. Discover the potential that it has to offer, be ready for ideas of the options you will have with three levels of living and outstanding 8 bedrooms throughout the house. First level offers 3 bedrooms one bath, nicely polished hardwood floors throughout and a beautiful kitchen in white accents. Second floor features extended living with two bedrooms and

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    Osbaldo Perez

    Chicagoland Brokers, Inc.

    (773) 904-0235

    2950 N Lowell Ave, Chicago, IL 60641
  • /23

    $314,500

    • 6 Beds
    • 2 Baths

    7223 S Union Ave, Chicago, IL 60621

    Move right in immediately! This property features separate forced air heating and separate A/C units with security gate entry/exit doors, spacious rooms, formal dining areas, and beautiful hardwood floors throughout. Property also boasts brand-new front and rear porches, a newly fenced backyard, gated front yard, gazebo, and a brand-new car carport for secure parking. Each unit is separately

    Pierre Mason

    Century 21 IMPACT

    (312) 313-3698

    7223 S Union Ave, Chicago, IL 60621
  • /31

    $499,900 Open Sat 1PM - 3PM

    • 5 Beds
    • 3 Baths
    • 2,756 Sq Ft

    6321 N Merrimac Ave, Chicago, IL 60646

    Wow! 5 Bedroom, 3 full bath, English Tudor on a tranquil, tree lined street in Norwood Park. First floor features a beautifully updated eat in kitchen with new appliances, separate formal dining room, two large bedrooms, new designer full bath & oversized family room with gas fireplace overlooking lush green yard. Second floor includes three bedrooms and rehabbed full bath. Finished basement

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    John Vodopic

    Coldwell Banker Realty

    (312) 779-6416

    6321 N Merrimac Ave, Chicago, IL 60646
  • /9

    $599,900

    • 11 Beds
    • 6 Baths

    4930 S Vincennes Ave, Chicago, IL 60615

    ATTENTION DEVELOPERS! Discover a tremendous value-add opportunity in this massive 3-flat building plus a buildable lot, located in the highly sought-after Historic Bronzeville neighborhood. This prime location is just minutes from the University of Chicago, offering exceptional potential for a lucrative renovation project. Each of the three apartments is generously sized, with the first

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    Maikol Akintonde

    Coldwell Banker Realty

    (773) 360-3284

    4930 S Vincennes Ave, Chicago, IL 60615
  • /34

    $559,900

    • 6 Beds
    • 3 Baths

    1007 S Austin Blvd, Chicago, IL 60644

    Beautifully updated 2-unit brick building offering spacious layouts in both units. Each residence features a formal living room with a decorative fireplace, a formal dining room, newer windows, renovated kitchens, walk-in pantries, and access to a private back porch area. The upper unit includes a brand-new kitchen with all-new appliances, including a dishwasher. Refinished hardwood floors and

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    Shena Omotola

    Skyward Realty

    (773) 945-9068

    1007 S Austin Blvd, Chicago, IL 60644
  • /60

    $1,674,900

    • 8 Beds
    • 6 Baths

    6909 S Chappel Ave, Chicago, IL 60649

    Designed by the famous Chicago architect Edward G McClellan in 1925. Mr McClellan left his artistic imprint on this unique one of a kind property. This architectural marvel combines 17th century English Gothic Revival design with 20th century opulence and 21st century modern convenience and amenities. When you add it all up, you have 100 PERCENT luxury and a true one of a kind property. You will

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    John Wright

    Keller Williams Premiere Properties

    (312) 516-4314

    6909 S Chappel Ave, Chicago, IL 60649
  • /32

    $339,900

    • 6 Beds
    • 3 Baths
    • 2,500 Sq Ft

    7253 S Marshfield Ave, Chicago, IL 60636

    Luxurious Brick Bungalow with 6 Bedrooms, 3 Full Baths: Ample space for family living and guests. Complete Gut Renovation: Down-to-the-studs remodel ensures everything is new and up to code. Gourmet Kitchen: Stainless steel appliances, Luxurious Bathrooms: Modern fixtures, spa-like ambiance. Hardwood Floors: Throughout the main level for a cohesive, elegant feel. Finished Lower Level:

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    Maricela Cuevas

    Realty of America, LLC

    (773) 305-6905

    7253 S Marshfield Ave, Chicago, IL 60636
  • /36

    $1,895,000

    • 6 Beds
    • 6 Baths
    • 5,127 Sq Ft

    4942 S Ellis Ave, Chicago, IL 60615

    Huge Sunny Hyde Park/South Kenwood 6 bedroom Greystone is totally upgraded and has space to add a 2 car garage. Note that this Greystone is an end unit and is therefore only attached on one side and thus gets lots of light. This move-in ready elegant home has an open floor plan which is designed for entertaining. This home has maintained all the vintage details: built in book cases,

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    Shirley Walker

    Berkshire Hathaway HomeServices Chicago

    (872) 312-2609

    4942 S Ellis Ave, Chicago, IL 60615
  • /53

    $799,000 Open Sat 2PM - 4PM

    • 6 Beds
    • 3.5 Baths
    • 3,389 Sq Ft

    5706 N New Hampshire Ave, Chicago, IL 60631

    Welcome to 5706 N New Hampshire in historic Old Norwood Park. This spacious and flexible home offers room for everyone & everything! On an extra-deep 49.6 x 200 lot, this 6 bed 3.5 bath home brings a rare 4 car parking combo (1 car attached & 3 car detached) plus a wide side-drive. Inside: a 23x29 family room with wood-burning fireplace with a gas starter, Amish-made custom cabinetry

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    David Eastham

    Century 21 Circle

    (773) 352-3442

    5706 N New Hampshire Ave, Chicago, IL 60631
  • /7

    $189,900

    • 6 Beds
    • 2 Baths

    537 W 61st Place, Chicago, IL 60621

    GREAT INVESTMENT OPPORTUNITY. FIRST FLOOR VACANT. upstairs unit rented for 1,000 looking to rent first floor unit for $1,450 3 bedrooms and a full bath on each unit. Basement is perfect for expanding great potential. Exterior has front porch. Property Sold AS IS!! SCHEDULE YOUR SHOWING

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    Maricela Wilson

    Smart Home Realty

    (312) 948-9641

    537 W 61st Place, Chicago, IL 60621
  • /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

    (872) 328-4127

    817 W 54th St, Chicago, IL 60609
  • /19

    $150,000

    • 7 Beds
    • 2 Baths
    • 2,800 Sq Ft

    7051 S Princeton Ave, Chicago, IL 60621

    Spacious single-family home featuring 7 rooms plus 2 additional rooms in the basement and 2 full bathrooms. All bedrooms are generously sized, offering flexible living space. The property needs some work but has great upside for the right buyer. Large backyard provides plenty of outdoor space. Perfect for investors or homeowners looking to customize and add value. Don't miss this opportunity!

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    Randy Aucapina

    Smart Home Realty

    (872) 259-9384

    7051 S Princeton Ave, Chicago, IL 60621
  • /21

    $269,000

    • 6 Beds
    • 3 Baths

    12256 S Union Ave, Chicago, IL 60628

    Don't miss this fantastic two-unit property located in the heart of West Pullman, Chicago-an excellent find for both homeowners and savvy investors. The first-floor unit features a cozy 2-bedroom layout, perfect for individuals or small families. Upstairs, the second unit offers 4 spacious bedrooms, ideal for larger families or multiple tenants. Situated near public transportation and interstate,

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    James Morris

    JMRI Corp

    (872) 253-7909

    12256 S Union Ave, Chicago, IL 60628
  • /146

    $449,900

    • 9 Beds
    • 6 Baths

    6331 S Throop St, Chicago, IL 60636

    Well-maintained 4-unit building with all units recently updated. Great opportunity to live in one unit and rent the others, or add to your investment portfolio. Exterior improvements include new windows and some tuckpointing. Each unit features updated kitchens with granite countertops, hardwood floors, new doors and trim, and modern bathrooms with ceramic tile. Freshly painted throughout. A

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    David Hernandez

    Coldwell Banker Realty

    (773) 570-1041

    6331 S Throop St, Chicago, IL 60636
  • /78

    $3,100,000

    • 7 Beds
    • 6.5 Baths
    • 7,000 Sq Ft

    5235 S University Ave, Chicago, IL 60615

    Stunning and impressive Hyde Park home and coach house designed by architect, James Gamble Rogers, is a short walking distance to The University of Chicago campus and hospital. This Collegiate Gothic architecture is similar to The University of Chicago impressive Gothic buildings. This home is filled with original classical architectural details and is tastefully updated to fit today's modern

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    Shirley Walker

    Berkshire Hathaway HomeServices Chicago

    (872) 278-4641

    5235 S University Ave, Chicago, IL 60615
  • /2

    $65,000

    • 6 Beds
    • 2 Baths

    8830 S Exchange Ave, Chicago, IL 60617

    Prime Investment Opportunity with this dual-unit property: Front Unit offers 2 beds (with a possible 3rd), 1 bath & Rear Unit offers 1 bed with room for more, 1 bath. There is an unfinished basement for more income opportunity. Sold As-Is

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    Rafay Qamar

    Real Broker LLC

    (872) 326-2591

    8830 S Exchange Ave, Chicago, IL 60617
  • /2

    $235,000 Open Sat 11AM - 12PM

    • 7 Beds
    • 2 Baths

    7220 S Rhodes Ave, Chicago, IL 60619

    Welcome to 7220 S Rhodes Ave! What an incredible space and layout in this legal 2-unit with 8 total bedrooms and 3 full baths, including a finished basement with a non-conforming 1-bed apartment. Unit 1: 3BR/1BA | Unit 2: 4BR/1BA | Basement: 1BR/1BA. Detached 2.5-car garage, large yard, and strong rent potential. This property provides a great opportunity for house hacking or cash-flow-focused

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    Reginald Patterson

    eXp Realty

    (773) 639-2139

    7220 S Rhodes Ave, Chicago, IL 60619
  • /2

    $319,000

    • 6 Beds
    • 2 Baths

    3637 S Hermitage Ave, Chicago, IL 60609

    FHA REHAB LOAN, CONVENTIONAL ,CASH

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    Ernestina Preciado

    RE/MAX 10

    (872) 278-6238

    3637 S Hermitage Ave, Chicago, IL 60609
  • /2

    $85,000

    • 5 Beds
    • 2 Baths

    7122 S Seeley Ave, Chicago, IL 60636

    Investor Special! Spacious 5BR/2BA Home with Huge Potential Attention investors! This large dormered 5-bedroom, 2-bathroom home is a fantastic opportunity for a fix-and-flip or buy-and-hold investment. Located on a great block, this property offers incredible potential to maximize returns. Sold As-Is and sight unseen as it is currently occupied. Don't miss out on this high-potential

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    Oscar Arteaga

    Keller Williams Infinity

    (872) 327-4188

    7122 S Seeley Ave, Chicago, IL 60636
  • /14

    $394,900 Pre-Foreclosure

    • 6 Beds
    • 2 Baths

    6621 S Marquette Dr, Chicago, IL 60637

    Renovated Two-Unit Greystone in West Woodlawn! This classic Chicago Greystone features two spacious 3 bed, 1 bath units, each updated with hardwood floors, stainless steel appliances, countertops, and modern finishes. Renovated in 2024 before the current tenants moved in. Underground plumbing replaced and updated in 2023 from the building to street. The unfinished basement offers potential for a

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    Devin Burks

    @properties Christie's International Real Estate

    (312) 815-2038

    6621 S Marquette Dr, Chicago, IL 60637
  • /35

    $175,000

    • 5 Beds
    • 2 Baths

    7930 S Luella Ave, Chicago, IL 60617

    SHORTSALE Opportunity. Not finding what you are looking for in a multi unit? Bring your creative ideas for this diamond in the rough. Building does need work which is reflected in the list price. This Multiunit features enclosed front and back porches, tall ceilings, spacious rooms and floor plan. Great Investment Opportunity For Owner Occupant with the potential to live rent free Or Investor

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    O'Neia Washington

    O W Auction Group LLC

    (773) 974-8432

    7930 S Luella Ave, Chicago, IL 60617
  • /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 &

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    Jorge Vigil

    HomeSmart Realty Group

    (312) 815-8507

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

    (773) 257-7901

    10617 S Wentworth Ave, Chicago, IL 60628
  • /15

    $552,000

    • 6 Beds
    • 3 Baths

    2014 N Western Ave, Chicago, IL 60647

    Don't miss this opportunity to own a multi-unit property in a prime location. Just steps from the L train, Western bus, restaurants, coffee shops, nightlife, and parks, everything you need is right outside your door. Centrally located between Wicker Park, Logan Square, Six Corners, and the 606 Trail, this property offers both convenience and neighborhood charm. The home features a multi-unit

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    Karina Hiselman

    Compass

    (773) 207-4595

    2014 N Western Ave, Chicago, IL 60647
  • /17

    $175,000

    • 7 Beds
    • 3 Baths

    6716 S Indiana Ave, Chicago, IL 60637

    Investor Opportunity - 2-Unit Building with Duplex-Down Layout Don't miss this excellent opportunity to own a partially renovated 2-unit building with strong rental or resale potential. Some work has already been started, and now it's ready for the right buyer to complete the vision. The first-floor unit is a spacious duplex-down, featuring four bedrooms and two full bathrooms. The main level

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    Kristen Roussev

    Village Realty, Inc.

    (312) 584-9396

    6716 S Indiana Ave, Chicago, IL 60637
  • /32

    $719,000

    • 8 Beds
    • 3 Baths

    6712 N Maplewood Ave, Chicago, IL 60645

    Well taken care of 8 bedroom 3 bath 2 flat on a beautiful tree lined street. Both of the main units have 3 bedrooms with the primary bed having an adjoining office space. Recent tuck-point and roof maintenance along with a new installed flood control system makes this a worry free opportunity. The basement can easily be turned into an inlaw suite with roughed in plumbing for a kitchen and a full

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    Dave Johnson

    City and Field Real Estate

    (312) 626-3110

    6712 N Maplewood Ave, Chicago, IL 60645
  • /44

    $525,000

    • 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

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    Dave Johnson

    City and Field Real Estate

    (773) 245-0997

    2436 W Fillmore St, Chicago, IL 60612
  • /28

    $329,900

    • 7 Beds
    • 4 Baths

    5743 S Emerald Ave, Chicago, IL 60621

    Incredible investment property featuring 2 units fully rehabbed. Property offers not just a home but a wise investment for your future!. Highlights include new furnaces for each unit, new water heaters , new kitchen cabinets and appliances, remodeled bathrooms, new floors, new porch and new roof. It presents occupant/investor with the opportunity to take hold of a turnkey asset that has been

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    Bill Eliopoulos

    Cosmos Realty Investors, Inc.

    (773) 232-6436

    5743 S Emerald Ave, Chicago, IL 60621
  • /32

    $460,000

    • 5 Beds
    • 3 Baths

    5527 W Potomac Ave, Chicago, IL 60651

    Don't miss this ideal investment opportunity-a professionally managed legal 2-flat withs g a garden-level in-law unit in Chicago's growing Austin neighborhood. This classic brick building combines vintage charm with modern updates, making it a great fit for investors or owner-occupants alike. The property includes a 2-bed, 1-bath main-floor unit and a 3-bed, 1-bath upper unit with an enclosed

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    Kathy Szuba

    REMAX Legends

    (773) 830-2883

    5527 W Potomac Ave, Chicago, IL 60651
  • /22

    $300,000

    • 5 Beds
    • 2 Baths
    • 1,800 Sq Ft

    11423 S Calumet Ave, Chicago, IL 60628

    Welcome to this beautifully renovated 5-bedroom, 2-bathroom brick home in Chicago's West Pullman neighborhood. This spacious home combines classic charm with modern upgrades, featuring new finishes and thoughtful touches throughout. Step inside to discover an open-concept living area flooded with natural light, highlighted by newly installed luxury vinyl flooring and fresh paint. The brand-new

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    Arianne Kendrick

    Coldwell Banker Realty

    (872) 331-4096

    11423 S Calumet Ave, Chicago, IL 60628
  • /14

    $325,000

    • 5 Beds
    • 2 Baths

    6510 S Rhodes Ave, Chicago, IL 60637

    Turnkey Greystone with Additional Lot - Prime West Woodlawn Investment Discover a rare opportunity to own a beautifully kept two-unit Greystone with endless income potential in the fast-growing West Woodlawn community. Ideally located near the University of Chicago, this property offers convenience, stability, and growth for seasoned investors and first-time buyers alike. The first-floor

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    Kristen Roussev

    Village Realty, Inc.

    (773) 917-0332

    6510 S Rhodes Ave, Chicago, IL 60637
  • /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

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    Cyrus Seraj

    Compass

    (773) 923-0465

    2732 W Belmont Ave, Chicago, IL 60618
  • /45

    $800,000

    • 6 Beds
    • 4 Baths

    3322 N Kostner Ave, Chicago, IL 60641

    Opportunity awaits with this rare 2-flat plus newly converted coach house, situated on two full lots in the highly desirable Irving Park community of Chicago. The main two-story building features a spacious first-floor unit with 2 bedrooms and 1 bath, ideal for families or rental income. The second-floor unit is duplexed and offers 3 bedrooms and 1.5 baths with a comfortable and functional

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    Rafay Qamar

    Real Broker LLC

    (773) 537-4559

    3322 N Kostner Ave, Chicago, IL 60641
  • /11

    $79,000

    • 6 Beds
    • 3 Baths
    • 1,968 Sq Ft

    11941 S La Salle St, Chicago, IL 60628

    Price Reduced! Spacious 6-Bedroom Opportunity in West Pullman - Seller Financing Available! Now is the time to act on this incredible value! This generously sized 6-bedroom, 3-bathroom home in Chicago's West Pullman neighborhood has just been reduced, making it an even more attractive opportunity for savvy buyers. Featuring a side drive and detached 2-car garage, this property is perfect for

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    Tamika Marks

    Trademarks & Associates

    (312) 561-4963

    11941 S La Salle St, Chicago, IL 60628
  • /37

    $369,000

    • 6 Beds
    • 3 Baths
    • 2,969 Sq Ft

    7545 S Perry Ave, Chicago, IL 60620

    Beautifully renovated 6BD/3BA home in Greater Grand Crossing offering three levels of stylish, functional living. The open-concept main floor features a bright living room with electric fireplace, oak floors, and a modern kitchen with shaker cabinets, quartz counters, and stainless steel appliances (to be installed). Flexible layout includes 2 beds on the main level, 3 upstairs, and 1 in the

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    Leticia Jimenez

    @properties Christie's International Real Estate

    (773) 912-0405

    7545 S Perry Ave, Chicago, IL 60620
  • /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.

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    George Medina

    Realty of America

    (773) 570-7360

    2849 S Kolin Ave, Chicago, IL 60623
  • /63

    $999,999

    • 5 Beds
    • 3.5 Baths
    • 3,300 Sq Ft

    3406 N Keating Ave, Chicago, IL 60641

    United Chicago Builders Luxury Collection | 2019 RED Luxe Award Winner Luxury Living in the Heart of Kilbourn Park! This stunning 5BD/3.1BA custom-built masterpiece by United Chicago Builders blends timeless design with modern luxury all on a rare oversized lot in the sought-after Kilbourn Park neighborhood. Perfectly situated just steps from the park and a quick 15-minute Metra ride to

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    Sohe Reyes

    Smart Home Realty

    (773) 974-6898

    3406 N Keating Ave, Chicago, IL 60641
  • /28

    $429,900

    • 7 Beds
    • 2 Baths

    6932 S Green St, Chicago, IL 60621

    Welcome to this beautifully updated multi-unit property in the heart of Englewood. Fully renovated in 2020, this home features gleaming hardwood floors throughout, updated kitchens, modern baths, and thoughtful finishes that blend comfort with style. Each unit offers spacious layouts filled with natural light, while the unfinished basement is a blank canvas with a roughed-in bathroom, perfect

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    LaToya Moore

    Baird & Warner

    (312) 605-1908

    6932 S Green St, Chicago, IL 60621
  • /22

    $405,000

    • 7 Beds
    • 2 Baths

    4251 W Jackson Blvd, Chicago, IL 60624

    Welcome to Jackson. This solid brick 2-unit building features two spacious units - perfect for investors or multigenerational living. The first-floor unit offers 3 bedrooms and 1 full bath, currently leased to a reliable tenant. The second-floor unit, previously owner-occupied, boasts 4 bedrooms and 1 full bath with generous living space and natural light. Both units feature separate utilities

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    Sohe Reyes

    Smart Home Realty

    (312) 681-7489

    4251 W Jackson Blvd, Chicago, IL 60624

Showing Results 1 - 40, Page 1 of 18

Home Trends in Chicago, IL

Housing Trends

Median Sale Price
$370,000
Median Single Family Sale Price
$334,900
Median Townhouse Sale Price
$585,000
Median 2 Bedroom Sale Price
$410,000
Median 1 Bedroom Sale Price
$255,000
Average Price Per Sq Ft
$302
Number of Homes for Sale
4,243
Last 12 months Home Sales
21,581
Months of Supply
2.40
Median List Price
$375,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
7%
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