Chicago, IL Homes for Sale under $300,000

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  /14

  $209,000

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft

  3600 N Lake Shore Dr Unit 306, Chicago, IL 60613

  Bright specious large one bedroom unit in full amenities building on Lake Shore Drive. Facing North with nice view. recently remodeled. open counter from kitchen to living room. lots of storage. Incredible roof deck and beautiful ground level grill area. On- site management and 24 hours security, door man..Plenty of street Parking

  don Schein Schein Realty LLC

  3600 N Lake Shore Dr Unit 306, Chicago, IL 60613
• 

  

  

  /16

  $290,900

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

  57 E 92nd St, Chicago, IL 60619

  Situated on a residential block with easy access to parks, schools, public transportation, and **major interstates like I-94 and I-57**, this newly rehabbed 1 story brick ranch is such a charmer. Greatly desired residential location provides both convenience and strong commuter appeal. Home has 4 bedroom and 2 full baths. The basement is completely finished and houses the family room and 1 of

  John Bielecki Oak Realty of Chicago, Inc.

  57 E 92nd St, Chicago, IL 60619
• 

  

  

  /23

  $260,000

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

  6147 N Sheridan Rd Unit 27A, Chicago, IL 60660

  New Paint, New flooring... Come and make the rest of this unit a ShowStopper!! The Lake Views are incredible in an oversized 2 bed/2bath on the Lake condo with your own Balcony! You can make this an outstanding condo that has its own Private balcony on the Sheridan Road strip!! Great Boutique elevator and doorman building...water front pool, workout room, sauna, extra storage, and 1 garage space

  Jen Fay RE/MAX Premier

  6147 N Sheridan Rd Unit 27A, Chicago, IL 60660
• 

  

  

  /29

  $210,000

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft

  6700 S South Shore Dr Unit 11A, Chicago, IL 60649

  Welcome to this gem in one of the South Shore's most desirable communities! This corner 2BR 2BA unit has stunning views of the lake and the city from every window, even the primary bedroom walk-in closet! You will enjoy the beauty of the city night light, changing autumn leaves, and gorgeous sunrises! The rooms are spacious and the upgraded interior includes brand new ac units in the living room

  Laurel Saltzman Compass

  6700 S South Shore Dr Unit 11A, Chicago, IL 60649
• 

  

  /2

  $205,900

  • 4 Beds
  • 3 Baths

  7521 S Ridgeland Ave, Chicago, IL 60649

  This property could be a great monthly cash flowing asset with an ARV of almost 400K. It has had some work completed (removal of boiler and radiators, partial interior demo and repair, removal of back porch and illegal back room). It is now time for some saavy owner/investor to complete the gut rehab and enjoy a cash flowing 2 Flat in a growing part of Chicago. Price reflects a 75K rehab budget

  DJ Doran Pearson Realty Group

  7521 S Ridgeland Ave, Chicago, IL 60649
• 

  

  /13

  $260,000

  • 3 Beds
  • 1 Bath

  3657 W Ohio St, Chicago, IL 60624

  Brick 2-Flat with great potential. The 1st floor has a large living room with beautiful hardwood floors, spacious kitchen, 1 bedroom, a newer bathroom (2024), in-unit washer and dryer (2023) and a large back enclosed porch. There is an interior stairway leading down to a basement with newly framed spaces for a family room, bedroom and a roughed in bathroom. The 2nd floor has a large living room

  Neal Ratner Apartment and Home Seekers

  3657 W Ohio St, Chicago, IL 60624
• 

  

  /13

  $299,000 Open Sat 11AM - 1PM

  • 2 Beds
  • 1 Bath

  1322 W Huron St Unit 4N, Chicago, IL 60642

  Tucked along a quiet, tree lined street in the heart of West Town, this beautifully updated 2 bed + 1 bath home offers the perfect blend of modern finishes and an unbeatable location. Newly refinished hardwood floors, fresh paint throughout, and expansive windows showcasing stunning skyline views fill the space with natural light. The open kitchen is designed for both everyday living and

  Kelly Parker Compass

  1322 W Huron St Unit 4N, Chicago, IL 60642
• 

  

  /19

  $205,000

  • 1 Bed
  • 1 Bath
  • 675 Sq Ft

  230 E Ontario St Unit 1603, Chicago, IL 60611

  Welcome to city living at its best! This beautifully updated 1-bedroom, 1-bathroom condo in the heart of Streeterville offers modern style and everyday convenience. Bright, open living spaces feature light and bright LVP floors, designer finishes, and large windows. The sleek kitchen boasts stainless steel appliances, granite countertops, and ample storage - perfect for entertaining. Spacious

  Robert Clifford Compass

  230 E Ontario St Unit 1603, Chicago, IL 60611
• 

  

  /12

  $229,900

  • 4 Beds
  • 2 Baths
  • 1,852 Sq Ft

  1155 E 91st St, Chicago, IL 60619

  Beautiful affordability!! Refreshed ++ brick ranch with 4 bedrooms and 2 full bathrooms. Hardwood floors throughout. The kitchen/dining room combo gives an open floor plan feel plus an all stainless steel kitchen with ceramic tile floors. The brand new electric fireplace in the living room, reflects the high gloss look of the professionally finished floors. Downstairs is a fully finished basement

  Gwen Barnes Robinson Prestige Properties Real Estate Pros Inc

  1155 E 91st St, Chicago, IL 60619
• 

  

  /21

  $285,000

  • 3 Beds
  • 1.5 Baths
  • 1,130 Sq Ft

  10215 S Emerald Ave, Chicago, IL 60628

  This Property is a must see, It has been totally rehabbed, with all the bells and whistles that will add comfort to your home. Stainless steel appliances, Central Air, Gas Furnace with all new duct work, window sealings, attic insulation, premium lighting, wall mounted fireplace heater, a closed in front and back porch, Ideal for the first time buyer. Come and take a look you will fall in love

  Teresa Wheeler-Loper Real People Realty

  10215 S Emerald Ave, Chicago, IL 60628
• 

  

  /30

  $284,900

  • 5 Beds
  • 2.5 Baths
  • 2,502 Sq Ft

  7836 S Saint Lawrence Ave, Chicago, IL 60619

  Welcome to this beautifully updated and move-in ready family home, thoughtfully designed with all the right touches and upgrades. Perfect for assisted living, work from home, or an in law suite! DISTINCTIVELY SPACIOUS! 5 Bedrooms | 2 Full Baths (Main & Upper) + Basement Powder Room | Spacious 2-Story with Huge Rear Porch Welcome to this beautifully updated and move-in-ready home designed with

  Moalike Bennett A.R.E. Partners Inc.

  7836 S Saint Lawrence Ave, Chicago, IL 60619
• 

  

  /17

  $299,000

  • 4 Beds
  • 3 Baths
  • 2,252 Sq Ft

  8440 S Peoria St, Chicago, IL 60620

  Stunning Single Family Home in Chicago's Desirable Auburn Gresham Neighborhood! Welcome to your dream home, nestled on a beautiful double lot featuring a charming gazebo! This spacious 4+ bedroom residence offers an inviting atmosphere with a perfect blend of modern updates and classic charm. Located in Auburn Gresham a vibrant neighborhood known for its rich history and strong sense of

  Aji Ojo Coldwell Banker Realty

  8440 S Peoria St, Chicago, IL 60620
• 

  

  /12

  $244,900

  • 4 Beds
  • 1.5 Baths
  • 2,500 Sq Ft

  4764 S Shields Ave, Chicago, IL 60609

  Renovated 4-Bedroom Split-Level Now Vacant & Move-In Ready This beautifully renovated 4-bedroom, 2-bath split-level home is now available and ready for its new owner or tenant. Recently vacated, this turnkey property is perfect for investors seeking immediate rental potential or homeowners ready to move in. The home features a modern galley kitchen with 42" soft-close cabinets, stainless steel

  Vilija Garbonkus eXp Realty

  4764 S Shields Ave, Chicago, IL 60609
• 

  

  /12

  $280,000

  • 3 Beds
  • 2 Baths
  • 1,066 Sq Ft

  12643 S Harvard Ave, Chicago, IL 60628

  Welcome to this bright and sunny, fully renovated raised ranch-move-in ready and designed to impress. Outside, you'll find a brand-new roof, fresh landscaping, a 2-car garage with new roof and siding, and a new wood fence. Step inside to an open-concept layout perfect for entertaining, featuring a stunning tray ceiling, stylish paint colors, decorative wall paneling, and gorgeous real hardwood

  Caroline Szwajlik Exit Real Estate Partners

  12643 S Harvard Ave, Chicago, IL 60628
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  /16

  $220,000

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

  6933 N Kedzie Ave Unit 117, Chicago, IL 60645

  Beautifully updated 2-bedroom, 2-bath condo in Winston Towers #1, offering bright east-facing exposure and a private balcony perfect for enjoying the morning sun. The completely renovated 2026 kitchen showcases brand-new stainless-steel appliances, modern cabinetry, and stylish finishes, complemented by newer flooring installed in 2025 and updated windows throughout. Both bathrooms have been

  Eliyahu Ben-Zev @properties Christie's International Real Estate

  6933 N Kedzie Ave Unit 117, Chicago, IL 60645
• 

  

  /21

  $250,000 Open Sun 12PM - 2PM

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft

  901 S Plymouth Ct Unit 1904, Chicago, IL 60605

  Bright and spacious 1-bedroom, 1-bath residence in a full-amenity South Loop high-rise. This approximately 1000 square foot home offers desirable north and east exposures, filling the space with natural light and showcasing open city views. The well-proportioned layout features a large living and dining area ideal for entertaining, a generously sized bedroom with ample closet space and a

  Thomas Palmen @properties Christie's International Real Estate

  901 S Plymouth Ct Unit 1904, Chicago, IL 60605
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  /3

  $249,500

  • 4 Beds
  • 1.5 Baths
  • 897 Sq Ft

  1539 N Lawler Ave, Chicago, IL 60651

  Single family home currently occupied and needs a little TLC. Please contact listing agent with any questions

  Kelly Chatman Real People Realty Inc

  1539 N Lawler Ave, Chicago, IL 60651
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  /30

  $299,999

  • 2 Beds
  • 1 Bath
  • 1,050 Sq Ft

  40 E 9th St Unit 1005, Chicago, IL 60605

  Step into effortless city living in this well-maintained 2-bedroom, 1-bath condo, located on the 10th floor of a South Loop high-rise. Natural light fills the spacious living room, creating an inviting space for everyday living and entertaining, complemented by hardwood floors and clean, neutral finishes. The thoughtfully designed layout includes two comfortable bedrooms with plush carpeting and

  Kywana Ross United Real Estate-Chicago

  40 E 9th St Unit 1005, Chicago, IL 60605
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  /13

  $249,900

  • 1 Bed
  • 1 Bath
  • 623 Sq Ft

  70 W Burton Place Unit 704F, Chicago, IL 60610

  Located in the heart of Old Town, this inviting one-bedroom, one-bath residence at 70 W. Burton, Unit 704 offers a rare blend of comfort, charm, and city living. Natural light fills the home throughout the day, creating a warm and welcoming atmosphere ideal for quiet mornings with coffee or relaxed evenings by the fireplace with a glass of wine. Seasonal views add year-round appeal, from the

  Joey Tanzillo Baird & Warner

  70 W Burton Place Unit 704F, Chicago, IL 60610
• 

  

  /19

  $275,000

  • 1 Bed
  • 1 Bath
  • 580 Sq Ft

  Unlisted Address

  Enjoy breathtaking 23rd-floor views with unobstructed north-facing lake and city vistas from this beautifully updated home in the desirable Lowell House of Sandburg Village. The sun-filled living area features a breakfast bar that opens seamlessly to an updated granite kitchen with newer cabinetry and stainless steel appliances-perfect for both everyday living and entertaining. The spacious

  Jack Guest Coldwell Banker Realty

  Unlisted Address
• 

  

  /16

  $260,000

  • 1 Bed
  • 1 Bath
  • 879 Sq Ft

  5445 N Sheridan Rd Unit 2708, Chicago, IL 60640

  Welcome home to your urban oasis! Nestled amidst Lake Michigan, you'll find this newly renovated 1-bedroom, 1-bathroom, east facing condo providing spectacular panoramic lake views in sought after Edgewater Plaza. Highly desirable floor plan, spacious living/dining room. Nicely appointed custom kitchen with plenty of cabinet space, quartz countertops with breakfast overhang and stainless-steel

  Alexander Fiallos Jameson Sotheby's Intl Realty

  5445 N Sheridan Rd Unit 2708, Chicago, IL 60640
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  /16

  $215,000

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft

  5415 N Sheridan Rd Unit 5305, Chicago, IL 60640

  RARELY AVAILABLE HIGH FLOOR EAST FACING UNIT WITH TRULY SPECTACULAR LAKE AND PARK VIEWS FROM EVERY WINDOW. LARGEST 1 BEDROOM FLOOR PLAN AVAILABLE. UNIT IS CURRENTLY RENTED THROUGH AUGUST 2026. VALET PARKING AVAILABLE THROUGH BUILDING. 24HR. DOORMAN, SAME FLOOR STORAGE, HEAT, AIR, BASIC CABLE AND INTERNET INCLUDED IN THE ASSESSMENT. NEWLY UPDATED HEALTH CLUB, HUGE INDOOR POOL/SAUNA AND OUTDOOR

  Dawn Venit Baird & Warner

  5415 N Sheridan Rd Unit 5305, Chicago, IL 60640
• 

  

  /26

  $219,000

  • Studio
  • 1 Bath
  • 525 Sq Ft

  222 N Columbus Dr Unit 711, Chicago, IL 60601

  Wake up to light flooding through oversized bay windows with a view of downtown Chicago. This studio in The Park Millennium offers the perfect blend of space, comfort, and urban living. The unit is thoughtfully designed: Open kitchen with plenty of counter and storage space. In-unit laundry saves time. Oversized closets throughout. Individually controlled heat and air conditioning included in

  Josh Reighard Baird & Warner

  222 N Columbus Dr Unit 711, Chicago, IL 60601
• 

  

  /16

  $209,500

  • 3 Beds
  • 2 Baths
  • 1,355 Sq Ft

  1336 E 73rd St, Chicago, IL 60619

  Welcome home to this affordable, move-in-ready residence offering space, comfort, and modern updates throughout. This well-maintained 3-bedroom, 2-bathroom home is ideal for a first-time buyer or anyone seeking functional living space. The main level features an open-concept layout highlighted by gleaming hardwood floors and a contemporary kitchen with modern cabinetry and appliances. A

  Karmen Spears POWER Realty Chicagoland,PLLC

  1336 E 73rd St, Chicago, IL 60619
• 

  

  /19

  $245,000

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  5330 S California Ave, Chicago, IL 60632

  This home has potential!! Just needs a little TLC. It has 2 bedrooms and 1 bath on the main floor, hardwood floors throughout. A spacious attic ready for your ideas. The basement has 1 bedroom, a full bathroom and the space for a small kitchen. This can be used for related living just needs a little work. Come and check this home out! This is an "AS IS" sale!

  Nelly Valadez HomeSmart Realty Group

  5330 S California Ave, Chicago, IL 60632
• 

  

  /14

  $289,900

  • 5 Beds
  • 4.5 Baths
  • 2,272 Sq Ft

  6636 S Ingleside Ave, Chicago, IL 60637

  This is a very unique situation where the right location offers an amazing building with great potential and should not judge this book by its cover. This former two unit was in the process of being converted to a large single family residence and if you have been watching SF values in this area you can already see the equity upside awaiting you. Demo has been completed, the interior has been

  Ryan Smith RE/MAX Premier

  6636 S Ingleside Ave, Chicago, IL 60637
• 

  

  /21

  $295,000

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

  4543 S Prairie Ave Unit 3S, Chicago, IL 60653

  Amazing One Owner Large 3 Bed/3 Bath condo in the Heart of Bronzeville! Approximately 1600 square feet of living space all on one level! Beautiful exposed brick for days! Large open Living Room with Fireplace, Bay Windows and Separate dining room/dining space! Oak Harwood floors with decorative inlay! Large kitchen with tons of cabinets, bar island, Blue Pearl Granite Countertops and specialty

  Colleen Colombo Keep It Realty, Ltd

  4543 S Prairie Ave Unit 3S, Chicago, IL 60653
• 

  

  /17

  $262,000

  • 3 Beds
  • 1 Bath
  • 998 Sq Ft

  8400 S Knox Ave, Chicago, IL 60652

  Welcome to the popular Scottsdale neighborhood, an ideal area in Chicago's south side for commuters, minutes from Midway Airport, shopping, schools, parks and various restaurants. This well loved brick ranch offers 3 ample sized bedrooms, with a very spacious yard, attached car port and detached two car garage. The eat in kitchen offers the perfect balance of comfort and functionality. Enjoy the

  Kainoa Grant Coldwell Banker Realty

  8400 S Knox Ave, Chicago, IL 60652
• 

  

  /23

  $292,500

  • 3 Beds
  • 1.5 Baths
  • 7,500 Sq Ft

  10130 S Lowe Ave, Chicago, IL 60628

  ***BACK ON MARKET due to buyer financing fell thru****Charming American Foursquare in the Heart of Fernwood! Welcome to this lovely American Foursquare home, sitting on an expansive 7,500 sq. ft. lot in the desirable Fernwood neighborhood. This home features a long side drive leading to a 2-car garage, complemented by a beautifully landscaped semi-circle lawn design and a spacious

  Nicole Benson NV Realty LLC

  10130 S Lowe Ave, Chicago, IL 60628
• 

  

  /15

  $250,000

  • Studio
  • 1 Bath
  • 684 Sq Ft

  401 N Wabash Ave Unit 1908, Chicago, IL 60611

  Experience luxury and value with this exceptional hotel condo-one of the best deals on the market! This beautifully appointed studio comes fully furnished, complete with premium Furniture, Fixtures, and Equipment. The fully equipped kitchen features top-of-the-line Miele and Subzero appliances, complemented by exquisite finishes throughout. Enjoy unparalleled comfort and convenience with access

  James Qiu Kale Realty

  401 N Wabash Ave Unit 1908, Chicago, IL 60611
• 

  

  /29

  $274,900

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

  10316 S Green Bay Ave, Chicago, IL 60617

  Your Dream Home Awaits-Updated, Spacious & Move-In Ready! Welcome to this Beautifully Updated All-Brick Hidden Gem, one of the Newer homes in the area (Built in 1971), combining Timeless Quality with Modern Updates. Freshly Painted in 2025 and featuring gleaming Hardwood Floors throughout both the main and second levels, this home is truly move-in ready. Nestled on a quiet, tree-lined block in

  Rose Daniel HomeSmart Connect LLC

  10316 S Green Bay Ave, Chicago, IL 60617
• 

  

  /17

  $220,000

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

  1527 W Sherwin Ave Unit 2N, Chicago, IL 60626

  !! MULTIPLE OFFERS RECEIVED !! Please submit your highest and best offer by 6pm 2/25 (Wednesday)** Welcome to 1527 W Sherwin Ave, Unit 2N, located in the heart of East Rogers Park, Chicago. This beautifully maintained 2-bedroom, 2-bathroom condo is situated in a charming courtyard building just one block from the Red Line and only a short walk to Lake Michigan. The location offers easy access to

  Sang Han Platinum Partners Realtors

  1527 W Sherwin Ave Unit 2N, Chicago, IL 60626
• 

  

  /31

  $264,900

  • 4 Beds
  • 2 Baths

  4044 W Crystal St, Chicago, IL 60651

  Located in the sought after West Humbolt Park community this style multi-unit is highly sought after and rarely comes on the market, so you do not want to miss this one! The building was in the process of being updated and needs finishing touches to be brought back to life! Each unit offers large sun-drenched living rooms, two bedrooms per unit with a spacious formal dining room. There is a

  Ryan Smith RE/MAX Premier

  4044 W Crystal St, Chicago, IL 60651
• 

  

  /30

  $249,900

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

  12728 S Saginaw Ave, Chicago, IL 60633

  Welcome Home to this Brick three-level home with a side drive offering space, character,and solid mechanical updates! This well- maintained three bedroom residence features a bright living room with a Bay window, functional kitchen and a spacious lower level family room for entertaining or extra living space.Carpeted areas conceal beautiful hardwood floors just waiting to be revealed. Major

  Elias Quintero Bloom/Sanchez Realty, Inc.

  12728 S Saginaw Ave, Chicago, IL 60633
• 

  /2

  $250,000

  • Land
  • 0 Acre

  2904 W Madison St, Chicago, IL 60612

  Thomas Bezanes Compass

  2904 W Madison St, Chicago, IL 60612
• 

  

  /4

  $255,000

  • 4 Beds
  • 3 Baths

  7940 S Marshfield Ave, Chicago, IL 60620

  This 2-unit apartment building, offered as part of an estate sale and sold strictly as-is, presents an excellent value-add opportunity for investors or owner-occupants with vision. Each unit features two spacious bedrooms, original hardwood flooring, and recently updated bathrooms, providing a solid foundation for further improvements. While some additional work is still needed, the building's

  Gia Davis Full Circle Real Estate Consulting LTD

  7940 S Marshfield Ave, Chicago, IL 60620
• 

  

  /31

  $229,900

  • Studio
  • 1 Bath
  • 700 Sq Ft

  474 N Lake Shore Dr Unit 2212, Chicago, IL 60611

  Living the High Life in this beautiful Chicago Condo overlooking beautiful Lake Michigan and Navy Pier. Enjoy elegance and comfort with this junior sweet. This home boasts wood laminate flooring, quartz counter tops and a luxurious style bathroom, which includes washer and dryer. With a spectacular view, you'll find yourself captivated by the views and activity that surrounds this area. Enjoy

  William Lintner New Millennium Ventures Inc

  474 N Lake Shore Dr Unit 2212, Chicago, IL 60611
• 

  

  /18

  $275,000 Open Sat 11AM - 1PM

  • 1 Bed
  • 1 Bath
  • 950 Sq Ft

  801 S Wells St Unit 1006, Chicago, IL 60607

  Welcome to this move-in ready penthouse loft in the heart of the South Loop, featuring impressive 14-foot ceilings and approximately $25,000 in recent upgrades. The open-concept floor plan is highlighted by an east-facing wall of oversized windows that fill the space with abundant natural light. Motorized Lutron roller shades offer convenient app-controlled operation. The updated kitchen includes

  Irais Torres Fulton Grace Realty

  801 S Wells St Unit 1006, Chicago, IL 60607
• 

  

  /17

  $235,000

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft

  1464 W Argyle St Unit 3N, Chicago, IL 60640

  Gorgeous, sunny and spacious top floor one bedroom showcases lovely vintage details with modern updates in an awesome Andersonville location. Gracious entry opens to a large living room featuring a decorative fireplace with limestone surround and a wall of built-ins. Attached sunroom filled with windows overlooking the landscaped courtyard serves as a perfect office, yoga retreat or cozy guest

  Tina Sullins Blue Sky Realty

  1464 W Argyle St Unit 3N, Chicago, IL 60640
• 

  

  /8

  $265,000

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  401 E Ontario St Unit 3206, Chicago, IL 60611

  REMODELED One Bedroom with Cherrywood kitchen cabinets, marble countertops, and STAINLESS STEEL APPLIANCES and BRAND NEW DISHWASHER. Remodeled bathroom. HARDWOOD FLOORS throughout. CITY AND LAKE VIEWS including Navy Pier. Full amenity building with 24 HOUR DOORMAN, penthouse roof deck and community room, indoor swimming POOL and jacuzzi with exercise room and sauna and PRIVATE PARKING SPOT IN

  Jonathan Siedlecki Siedlecki Real Estate

  401 E Ontario St Unit 3206, Chicago, IL 60611

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