Chicago, IL Homes for Sale under $500,000

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  /45

  $444,000

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

  7505 S Wolcott Ave, Chicago, IL 60620

  Welcome to 7505 S Wolcott Ave, a stunning full renovation that perfectly blends modern luxury with thoughtful design in the heart of Chicago's South Side. This expansive residence offers 5 spacious bedrooms and 4 full bathrooms, delivering the ideal layout for both comfortable living and elegant entertaining. Step inside to discover a bright, open interior featuring two custom fireplaces that

  Nia Crawford Realty of America, LLC

  7505 S Wolcott Ave, Chicago, IL 60620
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  /18

  $449,900

  7345 S Calumet Ave, Chicago, IL 60619

  Auburn Gresham Solid 4+2 apartment building! Highly developing location! Easy Access to transportation including CTA busses, trains and Metra! All 4 units are 3 Bedroom. Apartments are Easy to rent. Large, high-ceiling basements ready for investor to add 2 additional apartments! EXTRA LARGE LOT! 3 Car Garage! All Apartments have annual leases. NO VACANCIES!

  Jonie Montalbano @properties Christie's International Real Estate

  7345 S Calumet Ave, Chicago, IL 60619
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  /2

  $420,000

  • 2 Beds
  • 1.5 Baths
  • 3,528 Sq Ft

  6206 S Knox Ave, Chicago, IL 60629

  SELLER IS A LICENSED BROKER. SOLID BRICK CHICAGO OCTAGON BUNGALOW NEAR MIDWAY AIRPORT AND ORANGE LINE. GREAT LOCATION. NEW CHICAGO LEAD SAFE WATER LINE, LARGE ROOMS, 9 FOOT CEILINGS, PLASTER WALLS, ROLLING SECURITY SHUTTERS, FULL CERAMIC BATH, HARDWOOD UNDER CARPET, ENCLOSED PORCH WITH NEWER VINYL SIDING, WALK IN PANTRY, WALK OUT BASEMENT, GREAT CITY HOME, GREAT INVESTMENT, SOLD AS IS, CALL FOR

  Walt Kanan Housecenter Realty,Inc.

  6206 S Knox Ave, Chicago, IL 60629
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  /13

  $439,000 Open Sun 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft

  1400 S Michigan Ave Unit 1503, Chicago, IL 60605

  Move-In Ready! Indoor Parking included in Price!! Rarely available luxury corner unit with views of Lake Michigan, City, and Soldier Field with a view of the Bears games, concerts and events on the jumbotron from the living room!! This beautiful 2 bedroom, 2 bathroom corner unit in Michigan Ave Tower II offers breathtaking views. Fully furnished included if desired and all stainless steel kitchen

  Ellen Callaghan River West Realty, Inc.

  1400 S Michigan Ave Unit 1503, Chicago, IL 60605
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  /28

  $444,000

  • 11 Beds
  • 6 Baths

  1330 S Lawndale Ave, Chicago, IL 60623

  Turn key investment opportunity in the form of a handsome Greystone with 4 rentable units. Legal 3 unit + bonus unit in basement. 10 total bedrooms and 6 total bathroom. 3 of 4 units are occupied. In unit washer / dryer, individual water heater and tenant paid utilities. Potential for owner occupy "house hack" to live in the building or use as pure investment and realize the potential $6500/mo

  Michael Scanlon eXp Realty

  1330 S Lawndale Ave, Chicago, IL 60623
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  /30

  $489,750

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

  6559 S Kedvale Ave, Chicago, IL 60629

  This Luxury home features 5, bedrooms, 3 baths has a gourmet white kitchen with custom cabinets, woodwork , doors, quartz countertops, laminate wood floors, and spa like bathrooms loaded with upgrades. It has been completely updated with new roof, gutters, soffit, facia, all plumbing including under the home, new electrical, furnace, air and more! There is nothing like this oversized corner lot

  Genelle Chisholm NextHome Select Realty

  6559 S Kedvale Ave, Chicago, IL 60629
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  /29

  $475,000 Open Sun 11:30AM - 1PM

  • 2 Beds
  • 2 Baths

  700 N Larrabee St Unit 1811, Chicago, IL 60654

  Beautiful 2 bed, 2 bath home in a highly desirable River North building in prime Kingsbury Park. This light-filled residence features soaring 10-foot ceilings and oversized windows showcasing stunning skyline views. The open living space offers hardwood floors, a gas fireplace, and access to a private balcony, perfect for relaxing or entertaining. The kitchen is well-appointed with granite

  Tommy Choi Keller Williams ONEChicago

  700 N Larrabee St Unit 1811, Chicago, IL 60654
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  /39

  $415,000

  • 1 Bed
  • 1 Bath

  400 E Randolph St Unit 2225, Chicago, IL 60601

  Located in the heart of Lakeshore East, this residence offers large one-bedroom floor plan in the building, paired with an exceptional 12-foot balcony showcasing expansive east-facing lake views. Fully rehabbed with over-the-top luxury finishes, every detail has been thoughtfully curated to create a refined and modern living experience. The open, designer kitchen features waterfall quartz

  Chaya Moscowitz Jameson Sotheby's Intl Realty

  400 E Randolph St Unit 2225, Chicago, IL 60601
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  /13

  $409,000

  • 3 Beds
  • 3 Baths
  • 1,590 Sq Ft

  2409 W 32nd Place, Chicago, IL 60608

  Rare opportunity to own a Stunning 3-Bedroom 3 Bath Townhouse in McKinley Park - Outdoor space- Garage + In-Unit Laundry Welcome to 2409 W 32nd Pl, a spacious and well-maintained 3-bedroom, 3-full-bath townhouse located in the heart of Chicago's desirable McKinley Park neighborhood. This move-in-ready home offers the perfect blend of space, functionality, and city convenience. The three

  Ann Martin Real People Realty

  2409 W 32nd Place, Chicago, IL 60608
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  /29

  $429,900 Open Sat 12PM - 2PM

  • 4 Beds
  • 2 Baths
  • 1,128 Sq Ft

  7140 W 64th St, Chicago, IL 60638

  **PRICE IMPROVEMENT**The seller spared no expense on this beautifully updated home, showcasing quality craftsmanship both inside and out. Welcome to the sought-after Clearing neighborhood, where this raised ranch offers the perfect blend of style and modern living.Step into the inviting living room featuring recently refinished hardwood floors, a stunning accent wall, and a beautiful electric

  Jose Aguilar Realty of America, LLC

  7140 W 64th St, Chicago, IL 60638
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  /30

  $475,000

  • 6 Beds
  • 4 Baths

  2223 N Mason Ave, Chicago, IL 60639

  Spacious and versatile legal 3-unit property in Belmont Cragin featuring a total of 6 bedrooms and 4 full baths. Front building features 2 units plus a separate COACH house in the rear perfect for extended living, guest accommodations, or additional income potential.The first floor unit offers laminate flooring throughout and includes 2 bedrooms and a full bathroom renovated in 2017. The

  Regina Rueda Exit Grace Realty

  2223 N Mason Ave, Chicago, IL 60639
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  /39

  $499,000

  • 2 Beds
  • 2 Baths
  • 1,030 Sq Ft

  3204 N Kostner Ave Unit 502, Chicago, IL 60641

  Penthouse living with truly unobstructed skyline views from Edgewater to the South Loop-an ever-changing backdrop of sunrises, city lights, and sweeping east-facing vistas that elevate everyday living. Perched on the top floor of Avondale/Kilbourn Park's newest boutique condominium, this residence offers expansive sightlines through oversized windows that flood the home with natural light and

  Sam Shaffer Chicago Properties Firm

  3204 N Kostner Ave Unit 502, Chicago, IL 60641
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  /18

  $445,000

  • 1 Bed
  • 2 Baths
  • 1,220 Sq Ft

  401 N Wabash Ave Unit 2022, Chicago, IL 60611

  Elegantly designed and impeccably furnished, this large one-bedroom unit boasts sophisticated luxury finishes throughout. Enjoy the unparalleled five-star service and amenities of the Trump lifestyle, including a world-class health club and spa, and dining at the Michelin-starred Sixteen restaurant. Perfect as an in-town residence or corporate business suite, this property also offers the

  James Qiu Kale Realty

  401 N Wabash Ave Unit 2022, Chicago, IL 60611
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  /27

  $427,000

  • 1 Bed
  • 1 Bath
  • 685 Sq Ft

  211 N Harbor Dr Unit 1105, Chicago, IL 60601

  Experience luxury resort-style lakefront living at Cirrus in the exclusive Lakeshore East neighborhood with its premier amenities, prime location and private community. Set among Lakeshore East's serene green spaces where the Chicago River meets Lake Michigan, Cirrus offers its residents easy access to the lakefront running and biking path, DuSable Harbor and adjacent neighborhood parks, grocery,

  Brad Brondyke Jameson Sotheby's Intl Realty

  211 N Harbor Dr Unit 1105, Chicago, IL 60601
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  /20

  $449,900

  • 9,240 Sq Ft

  1758 E 72nd St, Chicago, IL 60649

  Great buy-and-hold opportunity for an experienced investor familiar with IDHA or nonprofit partnerships. The property includes a regulatory agreement with an AMI requirement, while still offering strong value-add potential and long-term cash flow.

  James Mattz Keller Williams Preferred Rlty

  1758 E 72nd St, Chicago, IL 60649
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  /15

  $499,900 Open Sat 2PM - 3:30PM

  • 2 Beds
  • 2 Baths
  • 1,521 Sq Ft

  417 N Noble St Unit 5, Chicago, IL 60642

  Not your cookie-cutter condo! This unique Noble Square duplex is tucked away on a quiet cul-de-sac in a boutique building overflowing with amenities. End unit gets tons of natural light while still feeling private from Noble St., and both levels feature side balconies connected by an exterior staircase. Open concept living/dining space features hardwood floors, granite countertops and s/s

  Shannon Sutton @properties Christie's International Real Estate

  417 N Noble St Unit 5, Chicago, IL 60642
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  /2

  $465,000

  • 7 Beds
  • 3 Baths

  5320 S Laflin St, Chicago, IL 60609

  Stunning, fully gut-rehabbed 2-unit building-a true turnkey opportunity. Featuring a 2-bed/1-bath unit on the first floor and a massive 5-bed/2-bath duplex-up, this property blends modern, luxury finishes with maximum income potential. New electrical, plumbing, HVAC, and designer kitchens make this a perfect investor or owner-occupant gem.

  Debra Cornelious Infiniti Properties, Inc.

  5320 S Laflin St, Chicago, IL 60609
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  /58

  $489,000

  2916 W 25th Place, Chicago, IL 60623

  Introducing 2916 w 25th place a legal 5 unit property with an all-brick 4-unit building in the front and a coach house in the rear. Conveniently located close to all that little village has to offer. It is perfect for either an owner-occupant or an investor. this property is a fantastic investment. The building is commuter-friendly, with nearby shopping, dining, and recreational options. It's

  Mitir Patel Essex 312, LLC

  2916 W 25th Place, Chicago, IL 60623
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  /24

  $475,000

  • 12 Beds
  • 3 Baths

  1313 S Karlov Ave, Chicago, IL 60623

  Turnkey cash-flowing 3-unit building with strong income and upside. Each unit features a large 4-bedroom layout, fully occupied with rents at $1,850, $1,850, and $1,700/month. All tenants are on month-to-month leases, allowing for immediate flexibility and value-add potential. Offered at $475,000, this asset delivers approximately an 8% cap rate with current operations. Monthly expenses reported

  Mark Anthony arhome realty

  1313 S Karlov Ave, Chicago, IL 60623
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  /31

  $435,000

  • 6 Beds
  • 3 Baths

  2110 N Mango Ave, Chicago, IL 60639

  Hot Belmont Cragin 2 unit! Your next investment is waiting for you! Immediate cash flow building. 6 beds and 3 baths! Unit 1 has an updated kitchen, newer appliances, updated bathroom, tile and wood laminate flooring, laundry in unit, and recently painted. Unit 2 has 3 beds and 1 bath. 2nd unit also has brand new kitchen, quartz countertop, shaker white cabinets, gorgeous black backsplash and

  Ruben Camacho Weichert, Realtors - All Pro

  2110 N Mango Ave, Chicago, IL 60639
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  /27

  $450,000 Open Sun 1PM - 3PM

  • 1 Bed
  • 1.5 Baths
  • 1,000 Sq Ft

  360 E Randolph St Unit 1102, Chicago, IL 60601

  Rarely available south-facing 1 bed / 1.5 bath condo with forever, unobstructed views of Maggie Daley Park, Grant Park, Museum Campus, Monroe Harbor, and the Chicago skyline. Enjoy breathtaking Lake Michigan views from the open kitchen, living, and dining areas, with stunning sunrises over the lake and glowing sunsets behind the city. Features include a spacious kitchen with granite island,

  Nichole Dinino Redfin Corporation

  360 E Randolph St Unit 1102, Chicago, IL 60601
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  /33

  $485,000

  • 3 Beds
  • 2 Baths
  • 1,368 Sq Ft

  1464 S Michigan Ave Unit 1601, Chicago, IL 60605

  Experience this stunning home in full detail by exploring the 3D virtual tour. This northeast corner residence in Chicago's vibrant South Loop offers three bedrooms, two bathrooms, and two expansive private terraces on the 16th floor. The elegant unit features soaring 10 foot ceilings, rich hardwood flooring, and a bright open concept layout with breathtaking panoramic views of Lake Michigan,

  Akos Straub Berkshire Hathaway HomeServices Chicago

  1464 S Michigan Ave Unit 1601, Chicago, IL 60605
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  /38

  $437,900

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

  3341 W Iowa St, Chicago, IL 60651

  This stunning, fully renovated single-family home offers spacious comfort and modern efficiency throughout! Featuring 3 large bedrooms, 2.5 bathrooms, and recent top-to-bottom updates, it provides peace of mind with a brand-new kitchen with a huge center island perfect for entertaining, gorgeous new bathrooms, and new electrical, plumbing, and HVAC systems for long-term reliability and energy

  Armando Vargas Berkshire Hathaway HomeServices Chicago

  3341 W Iowa St, Chicago, IL 60651
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  /30

  $449,900

  • 5 Beds
  • 2 Baths
  • 2,300 Sq Ft

  3853 W 83rd Place, Chicago, IL 60652

  Stunning brick raised ranch in Chicago's sought-after Ashburn neighborhood. This move-in-ready home features five spacious bedrooms and two modern bathrooms. The main level offers a bright living room and a custom kitchen. The full finished basement offers a large family room, plus two additional bedrooms, a full bath, and a dedicated laundry room. Outside, enjoy a fenced backyard and patio

  Monica Gutierrez RE/MAX 10

  3853 W 83rd Place, Chicago, IL 60652
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  /16

  $445,888

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

  221 E Cullerton St Unit 317, Chicago, IL 60616

  EXCELLENT LOFT LIVING IN THE SOUTH LOOP: 2-BEDROOMS, 2-BATHS PLUS DEN/OFFICE!! THIS SPACIOUS LOFT IS ONLY MINUTES TO THE LOOP, CHINATOWN, SOLDIER FIELD, LAKE MICHIGAN AND THE UNIVERSITY OF CHICAGO. IT FEATURES A MASTER BR WITH EN SUITE BATHROOM. SOME OF MANY AMENITIES ARE HARDWOOD FLRS. THRU-OUT, KITCHEN HAS GRANITE CTRS PLUS STAINLESS STEEL APPLIANCES. GREAT ROOM STYLE LIVING SPACE. 4X10

  Michael Ibarra RE/MAX Enterprises

  221 E Cullerton St Unit 317, Chicago, IL 60616
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  /2

  $420,000

  7951 S Burnham Ave, Chicago, IL 60617

  Value-Add Investment Opportunity: Solid 6-unit brick building comprised of (6) 2-bedroom, 1-bath units. Each unit offers a functional layout with separate living and dining areas, along with kitchens that include pantry space. The property presents a strong opportunity for a new owner to implement updates and add value over time, with the ability to increase rental income. Ideal for investors

  Tyrone Green Keller Williams ONEChicago

  7951 S Burnham Ave, Chicago, IL 60617
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  /23

  $415,000

  • 3 Beds
  • 2.5 Baths
  • 2,195 Sq Ft

  4411 S Calumet Ave, Chicago, IL 60653

  Thoughtfully updated single-family home offering 3 bedrooms and 2.5 baths with bright, open-concept living throughout. The main level features a living area with fireplace, a modern kitchen with quartz countertops, stainless steel appliances, and custom cabinetry, along with a dining area and powder room. The upper level includes three bedrooms and two full baths, including a primary suite with a

  Manuel Pineda Compass

  4411 S Calumet Ave, Chicago, IL 60653
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  /2

  $450,000

  • 4 Beds
  • 2 Baths

  715 W 50th St, Chicago, IL 60609

  Ashley Monae Kale Realty

  715 W 50th St, Chicago, IL 60609
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  /20

  $499,999

  8142 S Maryland Ave, Chicago, IL 60619

  DON'T MISS THIS EXCEPTIONAL OPPORTUNITY TO OWN A WELL-MAINTAINED, FULLY OCCUPIED 6-UNIT BUILDING IN THE DESIRABLE CHATHAM NEIGHBORHOOD OF CHICAGO. THIS TURN-KEY PROPERTY OFFERS A STABLE, INCOME-GENERATING ASSET WITH A SOLID TENANT BASE. UNIT MIX INCLUDES: THREE SPACIOUS 3-BEDROOM, 1-BATH UNITS & THREE WELL-KEPT 2-BEDROOM, 1-BATH UNITS. WHETHER YOU'RE A SEASONED INVESTOR OR JUST ENTERING THE

  Chanan Dozier Compass

  8142 S Maryland Ave, Chicago, IL 60619
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  /24

  $450,000 Open Sat 11AM - 1PM

  • 4 Beds
  • 2.5 Baths

  4626 N Leclaire Ave, Chicago, IL 60630

  Beautiful bungalow in the heart of Jefferson Park offering a spacious, light-filled layout and thoughtful improvements throughout. Located within the highly sought-after Beaubien and Taft School Districts, this home blends comfort, functionality, and an unbeatable location. The inviting living room with fireplace flows into a large separate dining room, ideal for both everyday living and

  Kate Waddell Compass

  4626 N Leclaire Ave, Chicago, IL 60630
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  /22

  $410,000

  • 5 Beds
  • 2 Baths

  7546 S Sangamon St, Chicago, IL 60620

  Exceptional Investment Opportunity Near the Obama Foundation! Discover this beautifully modernized 2-unit property offering the perfect blend of comfort, style, and location. The 1st floor offers a spacious unit with 2 bedrooms and 1 bath, thoughtfully updated with hardwood floors throughout, granite countertops, and stainless-steel appliances, providing a sleek and contemporary living

  Siobhan Robinson Mobile Realty LLC

  7546 S Sangamon St, Chicago, IL 60620
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  /16

  $409,000

  • 4 Beds
  • 2 Baths
  • 1,454 Sq Ft

  2146 N Mcvicker Ave, Chicago, IL 60639

  For the first time in 39 years, this long-loved Belmont Cragin home is now available! This spacious property offers 4 bedrooms and 2 full baths, along with a rare second full kitchen, bar, and beautiful fireplace in the basement-perfect for entertaining or extended living arrangements. The home features generous room sizes, plenty of natural light, and a surprisingly large backyard ideal for

  Isabel Malithuruthel Real Broker LLC

  2146 N Mcvicker Ave, Chicago, IL 60639
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  /31

  $435,000

  • 1 Bed
  • 1 Bath
  • 760 Sq Ft

  234 W Polk St Unit 3507, Chicago, IL 60607

  Experience sophisticated urban living like never before at The Reed, a brand-new luxury riverfront development in Chicago's Southbank neighborhood. Designed for exceptional lifestyles - this sustainable development by Lendlease, designed by Perkins + Will, offers first class amenities, sleek industrial-led design, direct Riverwalk and park access and stunning views. Thoughtfully curated, premier

  Brad Brondyke Jameson Sotheby's Intl Realty

  234 W Polk St Unit 3507, Chicago, IL 60607
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  /25

  $495,000

  • 5 Beds
  • 3 Baths

  3047 S Broad St, Chicago, IL 60608

  Phenomenal rare and highly sought after opportunity for those with extended families, and investors to own two seperate buildings. A primary residence, and an additional separate coach house in the back. Two separate buildings afford multi-generational families with private separate living quarters and/or have the flexability to generate additional income. The primary 3 bed /1 bath residence has

  James Luk Eight Corners Realty Inc

  3047 S Broad St, Chicago, IL 60608
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  /26

  $498,000

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

  5802 S Blackstone Ave Unit 1, Chicago, IL 60637

  Step into this wonderful vintage residence in a well-managed co-operative with strong reserves. Ideally located just steps from the University of Chicago campus and the Laboratory Schools, this bright and stylish 3-bedroom 2-bath unit sits on one of the neighborhood's most sought-after blocks. The move-in ready residence blends classic charm with thoughtful modern updates, including central air,

  Susan O'Connor Berkshire Hathaway HomeServices Chicago

  5802 S Blackstone Ave Unit 1, Chicago, IL 60637
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  /28

  $480,000

  • 3 Beds
  • 2 Baths
  • 1,437 Sq Ft

  4738 N Potawatomie Ave, Chicago, IL 60656

  A very rare offering on a corner login a prime and quiet northwest neighborhood of Chicago close to Downtown and O'hare. This home features a large corner lot, yard, brand new 3/8" wood, 6" wide plank brand new hardwood floors, hardwood risers, freshly re-painted throughout, wood burning fireplace in family room, three bedrooms on one level, two full bathrooms, brick exterior, eat in kitchen, new

  Nicholas Colagiovanni Baird & Warner

  4738 N Potawatomie Ave, Chicago, IL 60656
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  /31

  $440,000

  • 1 Bed
  • 1.5 Baths
  • 927 Sq Ft

  Unlisted Address

  Walk out of your door each morning into a garden oasis in the midst of the city. The only condo building with an entrance into Lake Shore East Park, this building features a state-of-the-art fitness center including a Peloton bike, 24 hour doorman, lounge, and incredible rooftop sun deck with stunning views of the city, surrounding parks, and Navy Pier. Walk to Maggie Daley Park, Millennium Park,

  Ginger Menne Baird & Warner

  Unlisted Address
• 

  

  /39

  $455,000

  • 4 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  5135 W Melrose St, Chicago, IL 60641

  WOW!! TAKE A 3D TOUR - CLICK ON THE 3D BUTTON AND ENJOY!! Welcome to this Beautifully Updated & Maintained, 4-bed, 2.5-bath gem in an unbeatable Portage Park location on quiet, tree-lined street! Luxury hits the moment you walk in! A sun-filled living room with stunning hardwood floors throughout. The gorgeous eat-in kitchen features granite countertops, stainless-steel appliances (fridge new

  Gregorio Cirone xr realty

  5135 W Melrose St, Chicago, IL 60641
• 

  

  /21

  $499,000

  • 1 Bed
  • 1.5 Baths
  • 1,000 Sq Ft

  155 N Harbor Dr Unit 2309, Chicago, IL 60601

  Exceptional 1-bedroom residence at 155 North Harbor Drive featuring stunning south and east exposures with sweeping views of Navy Pier, Monroe Harbor, and Grant Park. This beautifully maintained home showcases cherry hardwood floors, an oversized living room, and a separate dining area-perfect for both entertaining and everyday living. The well-appointed kitchen offers Corian countertops, GE and

  Robert Munds Jameson Sotheby's Intl Realty

  155 N Harbor Dr Unit 2309, Chicago, IL 60601
• 

  

  /19

  $424,900

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

  11232 S Albany Ave, Chicago, IL 60655

  Beautifully updated 3-bedroom, 2-bath ranch home with a finished basement and a 2-car garage in Mt. Greenwood! This one truly has it all! Every detail has been thoughtfully redone, making this home completely move-in ready. Enjoy peace of mind with major updates including newer windows, a brand-new roof, and a new AC and furnace. The stunning kitchen features all-new stainless steel appliances,

  Robert Moss RE/MAX 10

  11232 S Albany Ave, Chicago, IL 60655

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