Chicago, IL Homes for Sale under $500,000

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  /34

  $429,999

  • 6 Beds
  • 3 Baths

  6733 S Maplewood Ave, Chicago, IL 60629

  Rarely available 2 unit building with 3 bedroom apartments in both floors!! Each with a huge living room, separate dining room, full bathroom, and kitchen! This property as features a finished basement with a separate entrance! Unit includes an additional 2 bedrooms, living room, full bathroom, and kitchen!Property also includes a brick two car garage with great yard space!! Don't let this one

  Maria Rueda Realty of America, LLC

  6733 S Maplewood Ave, Chicago, IL 60629
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  /20

  $424,900

  • 2 Beds
  • 1.5 Baths

  565 W Quincy St Unit 704, Chicago, IL 60661

  Welcome to this stunning 2 bed / 1.1 bath concrete loft in one of the West Loop's most sought-after, amenity-rich buildings. This stylish residence blends modern design with urban convenience, featuring soaring ceilings, hardwood floors, and an open-concept layout that's perfect for both everyday living and entertaining. Step out onto your private covered terrace just off the living area-an ideal

  Kimberly James Keller Williams Preferred Realty

  565 W Quincy St Unit 704, Chicago, IL 60661
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  /17

  $415,000

  • 2 Beds
  • 2 Baths

  3105 S Giles Ave Unit 1S, Chicago, IL 60616

  Welcome to 3105 South Giles Avenue, Unit 1S, where modern luxury meets tailored living in the heart of Chicago. This 2-bedroom, 2-bathroom home is located just steps from Dunbar Park and a 5min walk to Lake Shore Drive in highly sought after "The Gap" of Bronzeville, offering the perfect blend of convenience and sophistication. Step into a custom-designed space featuring premium, custom-stained

  Julie Latsko Compass

  3105 S Giles Ave Unit 1S, Chicago, IL 60616
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  /20

  $425,000

  • 6 Beds
  • 3 Baths

  632 E 112th St, Chicago, IL 60628

  Welcome to a truly special investment opportunity in the heart of Historic Pullman. Originally constructed as a dignitary hotel for the 1893 World's Columbian Exposition, 632-636 E 112th, is one of four stately colonnade crescent buildings surrounding the historic market building. This unique multi-unit property blends rich history with classic architectural character-something you simply don't

  Keith Goad Berkshire Hathaway HomeServices Chicago

  632 E 112th St, Chicago, IL 60628
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  /5

  $489,000

  • Land
  • 0 Sq Ft

  131 E 43rd St, Chicago, IL 60653

  Land offered in hot Bronzville with a frontage of 84 feet on 43rd st mixed use B3-3 zoning allows for a great mix use project. Near all retail and main highways This area is forever its time to capitalize on the areas growth.

  Ronald Ohr Avenue 1 Realty Group

  131 E 43rd St, Chicago, IL 60653
• 

  

  /19

  $479,900

  • Studio
  • 1 Bath
  • 907 Sq Ft

  401 N Wabash Ave Unit 2404, Chicago, IL 60611

  This exceptional studio spans over 900 square feet, offering the perfect "pied-a-terre" or an excellent rental investment. With breathtaking east-facing views of Lake Michigan, the Chicago River, and iconic city landmarks, this residence combines luxury and functionality. Impeccably furnished and fully equipped, the studio features a Snaidero-designed kitchen with premium Miele and Sub-Zero

  James Qiu Kale Realty

  401 N Wabash Ave Unit 2404, Chicago, IL 60611
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  /2

  $485,000

  • Land
  • 0 Sq Ft

  Unlisted Address

  Developers and Builders - don't miss this exceptional opportunity in the heart of River West! This vacant land parcel zoned RT-4 offers incredible potential for a new residential development in one of Chicago's most sought-after and rapidly appreciating urban neighborhoods. River West continues to attract strong buyer demand thanks to its proximity to downtown, vibrant dining and nightlife, and

  Roger Joseph Joseph Realty LTD

  Unlisted Address
• 

  

  /25

  $442,000 Open Sun 12PM - 2PM

  • 5 Beds
  • 4 Baths
  • 4,082 Sq Ft

  7801 S Eberhart Ave, Chicago, IL 60619

  ****Exciting opportunity to own! Come entertain in this modern day oversized Chatham bungalow. This turnkey corner lot home on a great block has been beautifully updated from top to bottom. This spacious home has 5 bedrooms, 4 full bathrooms, with thoughtful finishes throughout. Enjoy elegant ceiling molding and a cozy gas fireplace in the main living area, featuring new windows and light

  Misael Chacon Beycome brokerage realty LLC

  7801 S Eberhart Ave, Chicago, IL 60619
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  /12

  $459,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 2.5 Baths
  • 1,200 Sq Ft

  6755 N Hermitage Ave Unit 3, Chicago, IL 60626

  LAST DUPLEX-UP AVAILABLE! ONLY 3 UNITS LEFT! Introducing beautiful, quality-built new construction residences in an intimate eight-unit building in the heart of Rogers Park. There are six thoughtfully designed duplexes and two simplexes, creating a true boutique residential feel. This spacious and light-filled 3 bedroom/2.1 bath duplex-up showcases modern design and expert craftsmanship

  Natasha Motev Jameson Sotheby's Intl Realty

  6755 N Hermitage Ave Unit 3, Chicago, IL 60626
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  /11

  $469,900

  • 2 Beds
  • 2 Baths
  • 1,350 Sq Ft

  2800 N Lake Shore Dr Unit 1317, Chicago, IL 60657

  Rarely Available Corner Unit! Welcome to the epitome of city living at Unit 1317, 2800 N Lake Shore Drive. This refreshed 2-bedroom, 2-bathroom unit offers a rare blend of luxury, convenience, and breathtaking views, setting the standard for high-end city condos. Nestled in the vibrant Lincoln Park area, this spacious and bright northwest corner unit boasts a panorama that captures the pulse of

  Maria Welch Perennial Properties

  2800 N Lake Shore Dr Unit 1317, Chicago, IL 60657
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  /10

  $419,000

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

  2645 W Haddon Ave Unit 2, Chicago, IL 60622

  Step into this beautifully updated second floor condo that blends comfort, style, and convenience. This sun filled two bedroom, two bath home features soaring ceilings and rich oak hardwood floors, creating an inviting and airy living space. The open concept layout flows into a kitchen with 42-inch maple cabinets, granite countertops, stainless steel appliances, and a breakfast bar perfect for

  Joseph Young Century 21 Circle

  2645 W Haddon Ave Unit 2, Chicago, IL 60622
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  /32

  $408,000

  • 6 Beds
  • 2 Baths

  6331 S Justine St, Chicago, IL 60636

  Welcome to a beautifully remodeled 2unit building that feels inviting from the moment you step inside. Each spacious 3bedroom, 1bath unit offers a warm, comfortable layout with bright living spaces, generous bedrooms, and the kind of natural light that makes a home feel alive. This property is ideal for anyone dreaming of living in one unit while generating income from the other. It's also a

  Spiro Georgelos Standard Properties Group LLC

  6331 S Justine St, Chicago, IL 60636
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  /42

  $495,000 Open Sun 12PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,483 Sq Ft

  9818 S Leavitt St, Chicago, IL 60643

  A classic Bungalow located in the heart of Chicago's highly desirable Beverly neighborhood. This home features 3 Bedrooms and 2 Baths. The Primary Bedroom has a Full Bathroom and main Level Laundry. The Beautiful Kitchen was updated in 2018 and has Viking Stainless Appliances. Updated 200-amp electrical service with stylish fixtures and recessed lighting throughout. Hardwood flooring was just

  Matthew Murphy RE/MAX 10 in the Park

  9818 S Leavitt St, Chicago, IL 60643
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  /33

  $439,900

  • 4 Beds
  • 2 Baths

  2812 S Trumbull Ave, Chicago, IL 60623

  If You're Looking For A Property That Was Rebuilt The Right Way, This Is The One For You. This Completely Updated Two-Unit Building Features Modern Finishes And An Open-Concept Layout Designed For Comfortable Living. Schedule Your Private Showing Today!

  Gaspar Flores Jr. Su Familia Real Estate Inc

  2812 S Trumbull Ave, Chicago, IL 60623
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  /37

  $425,000

  • 5 Beds
  • 2 Baths

  Unlisted Address

  Rare opportunity to own a 2-flat in Chicago's Mount Greenwood neighborhood. This solid 2-unit building is ideal for both owner-occupants and investors. The first-floor "owner's unit" features 2 bedrooms and 1 bath with comfortable living and dining space, plus a bright kitchen. The second-floor unit offers 3 bedrooms and 1 bath with a functional floor plan. Live in one unit and rent the other to

  Ashley Carter Keller Williams ONEChicago

  Unlisted Address
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  /28

  $420,000

  • 2 Beds
  • 2 Baths

  50 E 16th St Unit 1304, Chicago, IL 60616

  Stunning corner residence with expansive northeast views of Lake Michigan, Soldier Field, and the city skyline. Soaring 13-foot ceilings and floor-to-ceiling windows fill the home with natural light, while a large east-facing balcony offers the perfect space to relax and take in the views. A contemporary kitchen features a quartz waterfall island, subway tile backsplash, and stainless steel

  Kate Stephens @properties Christie's International Real Estate

  50 E 16th St Unit 1304, Chicago, IL 60616
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  /57

  $433,900

  • 5 Beds
  • 4 Baths
  • 4,200 Sq Ft

  11633 S Avenue H, Chicago, IL 60617

  The original home was total rehab inside. New pluming, electrical, flooring, walls with over 220 new 2x4's for support also 50+ 2x10's in the ceiling to add support for new Hardie Board sided addition constructed on this brick raised ranch with a gated side drive on a quiet tree lined street. .High end living on all levels. Rare opportunity to own a home intended to be the builders home. This

  Jim Ross Kagan Real Estate, Inc.

  11633 S Avenue H, Chicago, IL 60617
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  /34

  $439,500

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

  155 N Harbor Dr Unit 5407, Chicago, IL 60601

  Rarely available penthouse at Harbor Point! This 2-bedroom, 1.5-bath residence offers lake and city views throughout. The top-floor unit features hardwood floors, updated appliances, in-unit laundry, and abundant closet space. The spacious primary bedroom comfortably accommodates a king-sized bed and includes an updated ensuite bath. The second bedroom is ideal for guests or a home office.

  Gary Richter Corcoran Urban Real Estate

  155 N Harbor Dr Unit 5407, Chicago, IL 60601
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  /15

  $479,000

  • 2 Beds
  • 1 Bath

  3748 S Parnell Ave, Chicago, IL 60609

  WELCOME TO 3748 S PARNELL, BRIDGEPORTS FINEST. FEATURES 2 UNITS, FRONT UNIT OFFERS 2 SPACIOUS BEDROOMS WITH WALK IN CLOSETS, LIVING & DINING ROOMS, REMOLDED KITCHEN WITH ELECTRIC STOVE & REFRIGERATOR, DISHWASHER AS WELL AS IN UNIT WASHER/DRYER COMBO. REAR UNIT OFFERS ONE BEDROOM WASHER/DRYER COMBO. NEWER KITCHEN CABINETS WITH DISHWASHER AND NEWER APPLIANCES. FULL UNFINISH BASEMENT, 2 CAR GARAGE.

  Blanca Rodriguez Realty of America, LLC

  3748 S Parnell Ave, Chicago, IL 60609
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  /19

  $479,900

  • Studio
  • 1 Bath
  • 907 Sq Ft

  401 N Wabash Ave Unit 2504, Chicago, IL 60611

  This luxurious studio spans over 900 square feet, making it the perfect "pied-a-terre" or an ideal rental opportunity. Enjoy breathtaking east-facing views of Lake Michigan, the Chicago River, and Chicago's most iconic landmarks. Beautifully furnished and fully equipped, this unit features a Snaidero-designed kitchen outfitted with Miele and Sub-Zero stainless steel appliances. The opulent

  James Qiu Kale Realty

  401 N Wabash Ave Unit 2504, Chicago, IL 60611
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  /24

  $439,000

  • 5 Beds
  • 3 Baths

  4924 W Congress Pkwy, Chicago, IL 60644

  Welcome to this stunning single-family home where no expense has been spared! Perfect for a large or multi-generational family, this home offers a spacious and thoughtfully designed layout with high-end finishes throughout. The main level features a huge gourmet kitchen complete with quartz countertops, a large island, stainless steel appliances, and plenty of cabinet space-perfect for

  Araceli Munoz Realty of America, LLC

  4924 W Congress Pkwy, Chicago, IL 60644
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  /25

  $479,900

  • 3 Beds
  • 2.5 Baths
  • 1,700 Sq Ft

  1440 N Lake Shore Dr Unit 21H, Chicago, IL 60610

  Enjoy breathtaking, panoramic Lake Michigan views from this 21st-floor condo overlooking Oak Street and North Avenue Beaches! Floor-to-ceiling windows showcase Lake Michigan to the east, Lincoln Park to the north, and the city skyline the south. This spacious 1,700 sq. ft. residence offers 3 generously sized bedrooms, including a primary suite with an expansive walk-in closet and private bath,

  Anthony Disano Parkvue Realty Corporation

  1440 N Lake Shore Dr Unit 21H, Chicago, IL 60610
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  /4

  $439,000

  • 4 Beds
  • 2 Baths

  2526 W Winona St, Chicago, IL 60625

  2526 W. Winona St is a situated on an extra large 4,383 sq ft parcel located in the heart of Lincoln Square. The existing structure is a classic Chicago worker's cottage with approximately 1,500 square feet above grade, offering the opportunity for a thoughtful renovation, expansion, or full redevelopment. Zoned RS-3, the extra-deep lot can support approximately 6,000 square feet of interior

  Nicholas Serra Fulton Grace Realty

  2526 W Winona St, Chicago, IL 60625
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  /30

  $424,900 Open Sat 12:30PM - 4:30PM

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

  2625 N Ashland Ave Unit 1B, Chicago, IL 60614

  Welcome to this beautifully updated residence that checks every box. Every detail is luxury tiered and custom made for this exact space. The living and dining combo is an entertainer's dream, featuring rich hardwood floors, a cozy gas fireplace, and a dramatic bay-effect window that floods the space with natural light. The chef's kitchen impresses with hardwood floors, gleaming granite

  Dale Weber Legacy Properties, A Sarah Leonard Company, LLC

  2625 N Ashland Ave Unit 1B, Chicago, IL 60614
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  /9

  $449,999

  • 5 Beds
  • 2 Baths

  7254 S Lafayette Ave, Chicago, IL 60621

  Brick 2 unit in The Greater Grand Crossing Community Of Chicago with large apartments. 1st floor unit: 2 bedroom, 1 bath, living room, dining room & kitchen open concept with potential to duplex into the basement. 2nd floor unit 3 bedroom, 1 bath, living room, dining room & kitchen open concept. *** PLEASE NOTE: Basement third unit potential with separate front, rear entrances and adequate

  Eduardo Padro Pearson Realty Group

  7254 S Lafayette Ave, Chicago, IL 60621
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  /28

  $435,000 Open Sat 1PM - 3PM

  • 2 Beds
  • 2 Baths

  2930 N Sheridan Rd Unit 306, Chicago, IL 60657

  Corner unit living with a softer side of the city. This updated 2 bedroom, 2 bath home is filled with natural light and overlooks a quiet, tree-lined street, bringing a sense of calm that's hard to find. The open layout flows effortlessly, with bright living spaces designed for real life and easy entertaining. The primary suite offers a private retreat, while the second bedroom flexes to fit your

  Jovanna Quinones eXp Realty

  2930 N Sheridan Rd Unit 306, Chicago, IL 60657
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  /21

  $415,000

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

  1901 S Calumet Ave Unit 2205, Chicago, IL 60616

  Wake up to sunny skies and sweeping lake views in this beautifully upgraded 2-bedroom, 2-bath residence with a dedicated den at Harbor View-one of the South Loop's most impeccably managed, full-amenity buildings. The open, refined interior features sleek Snaidero cabinetry, quartz countertops, a marble mosaic backsplash, premium Bosch appliances, and designer Grohe and Moen fixtures throughout.

  Christopher Johnson Coldwell Banker Realty

  1901 S Calumet Ave Unit 2205, Chicago, IL 60616
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  /25

  $480,000

  • 4 Beds
  • 3 Baths
  • 1,750 Sq Ft

  2928 N Rutherford Ave, Chicago, IL 60634

  Welcome to a spacious and well-maintained home that offers three levels of comfortable living space, perfect for flexibility and modern lifestyles. The main floor features a bright living room with large windows that fill the space with natural light, along with a dining area that opens to a updated kitchen with ample counter space. Two bedrooms are located on this level. A bonus room with great

  David Betancourt Redfin Corporation

  2928 N Rutherford Ave, Chicago, IL 60634
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  /36

  $479,000

  • 2 Beds
  • 1 Bath
  • 1,300 Sq Ft

  Unlisted Address

  Discover urban living at its finest in this spacious 2-bedroom, 1-bathroom condo located in the heart of one of Chicago's most coveted neighborhoods. This unit offers a generous layout that is perfect for homeowners looking to build equity or investors seeking a high-demand rental. Nestled in the vibrant Lincoln Park/Southport Corridor, you are steps away from world-class dining, boutique

  Oscar Darden DEI Realty LLC

  Unlisted Address
• 

  

  /22

  $400,000 Open Sat 12PM - 2PM

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft

  4315 N Mcvicker Ave, Chicago, IL 60634

  Welcome to this beautifully updated brick bungalow on a rare 40-foot-wide lot in one of Chicago's most desirable Northwest Side neighborhoods, Portage Park! This lovely home blends classic Chicago character with thoughtful modern upgrades, starting with a fully remodeled kitchen (2022) featuring sleek black cabinetry, white quartz countertops with modern hardware, and a clean, timeless design

  Dalia Cajigas Re/Max Cityview

  4315 N Mcvicker Ave, Chicago, IL 60634
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  /10

  $499,000

  • 20,500 Sq Ft

  7847 S Essex Ave, Chicago, IL 60649

  Seller financing available! Introducing 7847 S Essex Ave, a 28-unit mixed-used investment opportunity located in Chicago's South Shore neighborhood. This well-positioned corner building offers investors the chance to acquire a sizable asset with strong income potential for both residential and commercial use just minutes from Lake Michigan. The property has 1 commercial tenant and the rest of the

  Rashauna Scott Keller Williams ONEChicago

  7847 S Essex Ave, Chicago, IL 60649
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  /25

  $480,000

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

  5555 N Sheridan Rd Unit 1811, Chicago, IL 60640

  You can move right in to this beautiful corner 2 bedroom - 2.5 bathroom apartment at the historic Edgewater Beach Apartments. You will find many original details such as refinished oak floors, crown molding and chair rail in the dining room. The galley kitchen has freshly painted mid-century metal cabinets, all new stainless steel appliances and a large walk-in pantry. There is an adjacent room

  Kim Biggs Berkshire Hathaway HomeServices Chicago

  5555 N Sheridan Rd Unit 1811, Chicago, IL 60640
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  /13

  $419,000

  • 5 Beds
  • 2 Baths

  7144 S Ingleside Ave, Chicago, IL 60619

  Grand Crossing | 2-Unit Greystone | Airbnb Income | Third Unit Potential A rare opportunity to acquire a fully stabilized, income-producing grey stone two-flat in one of Chicago's most connected and fast-evolving neighborhoods. Meticulously maintained and recently remodeled throughout, this property delivers immediate above-market cash flow - with a third unit conversion opportunity that sets it

  Dalila Arellano A List Homes Realty

  7144 S Ingleside Ave, Chicago, IL 60619
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  /4

  $482,000

  • Land
  • 0 Sq Ft

  1116 W 18th St, Chicago, IL 60608

  Location, location, location....prime location! Vacant lot 25X125 for sale, ready for development on 18th Street in Pilsen, one of Chicago's most colorful and culturally rich neighborhoods. Don't let this opportunity pass you by! Zoned C1-2, mix use; ready to build commercial, retail, apartments or a combination of all, the opportunity to capitalize is endless. The C1-2 zone permits a broad array

  Brenda Martinez RE/MAX Premier

  1116 W 18th St, Chicago, IL 60608
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  /35

  $459,000

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft

  224 S Western Ave Unit A, Chicago, IL 60612

  New to the Market!!!!! This beautifully spacious renovated Jackson Square Duplex condo is ready for you to call home. It features an open concept with 3 bedrooms and 2.5 bathrooms, along with stainless steel appliances, white shaker cabinets, quartz countertops and backsplash, recessed lighting, vinyl plank and ceramic flooring, in-unit laundry, central air, and a private garage space.

  Donna Baker Kale Realty

  224 S Western Ave Unit A, Chicago, IL 60612
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  /28

  $425,000

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

  4300 N Marine Dr Unit 1601, Chicago, IL 60613

  Classic elegance meets contemporary living in this spacious vintage two bedrooms, two bath unit with Lake, Park and City views. Unit offers an elegant entryway, walnut stained hardwood floors throughout, tons of natural light, beautiful architectural details with a decorative movable fireplace mantel and stylized crown moldings. Kitchen is updated with plenty of storage and Butler's pantry. Unit

  Renate Martin Baird & Warner

  4300 N Marine Dr Unit 1601, Chicago, IL 60613
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  /31

  $459,900

  • 1 Bed
  • 2 Baths
  • 964 Sq Ft

  Unlisted Address

  This beautifully renovated 1-bedroom + den, 2 full-bath condo offers modern luxury and unbeatable convenience-sold fully furnished at the list price for a truly turnkey experience. The versatile den is thoughtfully designed with a desk and comfortably fits a sleeper sofa, making it ideal for a home office or guest space. The home has undergone a complete, high-end renovation, featuring a

  Anil Chittalakattu Keller Williams Thrive

  Unlisted Address
• 

  

  /20

  $499,000 Open Fri 10AM - 3PM

  • 1 Bed
  • 1 Bath
  • 1,059 Sq Ft

  850 N Lake Shore Dr Unit 507, Chicago, IL 60611

  Now over 55% closed and ready for immediate occupancy! One-, two-, and three-bedroom units available ranging from 1000-3700+ square feet. 507 is a 974 sq ft one bedroom with den, north facing view, 10' ceilings, and all new SS Bosch kitchen appliances and new, in-unit Whirlpool washer and dryer. 850 Lake Shore Drive, awarded Development of the Year, is a fully amenitized, beautifully renovated

  Tyler Gregory Wolf Residential Group LLC

  850 N Lake Shore Dr Unit 507, Chicago, IL 60611
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  /69

  $425,000

  • 5 Beds
  • 3 Baths
  • 2,970 Sq Ft

  8631 S Constance Ave, Chicago, IL 60617

  All Brick & Stone Home, very rare and unique find style home. unique Roof Deck, Home has total of 5 huge Bedrooms, 3 full bathrooms & 2 Stone Fireplaces. Total home Sq. Ft. is 1980 and 2970 including 2 Master bedrooms (1st level and 2nd Level). Finished Basement. New Huge Deck off the kitchen, New Fenced backyard with mature trees, 2 detached car garage. Home is totally updated and remodeled, New

  Ryed Douedari Coldwell Banker Realty

  8631 S Constance Ave, Chicago, IL 60617
• 

  

  /32

  $475,000

  • 6 Beds
  • 3 Baths
  • 1,687 Sq Ft

  5349 W Fletcher St, Chicago, IL 60641

  Charming, well kept, and delicately lived in! This traditional style bungalow home makes space for everyone and hugs you as you walk in. At the foyer, appreciate the original stained glass window and ornate crown molding, hardwood floors and blinds throughout the first floor. A separate formal dining room for all the togetherness your heart desires. 2 bedrooms and a full bath on each of the 3

  Sarai Acevedo-Schwocher eXp Realty

  5349 W Fletcher St, Chicago, IL 60641

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