Chicago, IL Homes for Sale under $400,000

• 

  

  

  /31

  $399,000

  • 3 Beds
  • 2 Baths
  • 1,815 Sq Ft

  2247 W Monroe St Unit 3, Chicago, IL 60612

  Stunning 3 bedroom / 2 bath duplex-up residence on the Near West Side, just moments from the West Loop, offering three exclusive outdoor retreats and sweeping skyline vistas. With over 1,800+ sq ft, you will enjoy an expansive layout that offers exceptional flexibility for both comfortable everyday living and effortless entertaining. The main floor showcases soaring high ceiling heights, gas

  Michael Samm Keller Williams ONEChicago

  2247 W Monroe St Unit 3, Chicago, IL 60612
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  /38

  $324,900

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

  7520 S Carpenter St, Chicago, IL 60620

  WELCOME TO THIS FABULOUS REMODELED 4 BEDROOM 3 BATHROOM IN WASHINGTON HEIGHTS WOW WOW WOW! YOU WILL NOT BELIEVE YOUR EYES AS YOU WALK INTO THE THIS FULLY REHABBED HOME WITH A WELL THOUGHT OUT AND INTENTIONAL DESIGN. FEATURES HARDWOOD FLOORS, GRANITE COUNTERS, PORCELAIN TILE,SPECIALTY LIGHTING THROUGHOUT, A STRIKING KITCHEN & STAINLESS STEEL APPLIANCES. WAIT TILL YOU SEE THE SIZE OF THE MASTER

  Edward Gal At Home Realty Group, Inc.

  7520 S Carpenter St, Chicago, IL 60620
• 

  

  

  /22

  $339,900

  • 3 Beds
  • 2.5 Baths
  • 1,176 Sq Ft

  8220 S Mozart St, Chicago, IL 60652

  Welcome home to 4 levels of living on a quiet street in the desirable Wrightwood neighborhood-priced to sell! A ceramic tile entry foyer leads to a spacious main-level family room or up to the bright living and dining rooms featuring new engineered hardwood floors. The eat-in kitchen (updated in '09) offers an island, stainless steel appliances (newer microwave), and updated flooring-perfect for

  Courtney Sinisi RE/MAX 10

  8220 S Mozart St, Chicago, IL 60652
• 

  

  

  /31

  $349,999

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

  5718 W 63rd Place, Chicago, IL 60638

  Discover refined living in this impeccably maintained solid brick residence, offering two levels of thoughtfully designed mirrored living space on a picturesque block in the highly desirable Clearing neighborhood. This exceptional home seamlessly blends comfort, and versatility, and sophistication- ideal for multi-generational living or as a income generating airbnb opportunity. Inside you will

  Genelle Chisholm NextHome Select Realty

  5718 W 63rd Place, Chicago, IL 60638
• 

  

  

  /47

  $395,000

  • 5 Beds
  • 2 Baths
  • 1,707 Sq Ft

  3041 S Kildare Ave, Chicago, IL 60623

  Rare opportunity to own one of the few homes currently available in the surrounding area. With very limited inventory nearby, this spacious and light-filled classic brick bungalow offers a unique chance for buyers seeking space, character, and flexible living. This beautifully maintained home features 5 bedrooms and 2 full bathrooms, combining the timeless charm of traditional bungalow

  Abiezer Molina Chicagoland Brokers, Inc.

  3041 S Kildare Ave, Chicago, IL 60623
• 

  

  /10

  $374,900

  • 5 Beds
  • 3 Baths
  • 2,394 Sq Ft

  139 N Laramie Ave, Chicago, IL 60644

  AMAZING FULLY RENOVATED PROPERTY!!! SUPER LOW PROPERTY TAXES!!! Fully renovated residence where luxury, craftsmanship, and modern convenience converge. This stunning home features beautiful hardwood floors throughout and has been comprehensively upgraded with all-new electrical, plumbing, HVAC system, water heater, and drywall-offering true peace of mind and turnkey living. The thoughtfully

  Rob Wilczynski Luna Realty Group

  139 N Laramie Ave, Chicago, IL 60644
• 

  

  /28

  $375,000

  • 2 Beds
  • 2 Baths

  500 W Superior St Unit 1306, Chicago, IL 60654

  Set high above River North in the iconic Montgomery, this bright, beautifully maintained 2 bed, 2 bath home offers the kind of everyday Chicago life people move here for. Floor to ceiling windows wrap you in light and deliver a living postcard; wide open west, north, and east views with the skyline glowing at sunset and the lake shimmering in the distance. Inside, 10 foot ceilings and a smart

  Ben Cline Keller Williams ONEChicago

  500 W Superior St Unit 1306, Chicago, IL 60654
• 

  

  /28

  $344,900

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

  8155 S Wabash Ave, Chicago, IL 60619

  One-of-a-kind, rarely available Georgian resting on an oversized lot, nestled in the heart of Chatham! This beautifully rehabbed home offers 2,000sf of thoughtfully designed living space, featuring an open, spacious floor plan filled with natural light. The interior showcases gleaming hardwood floors, recessed lighting, a stunning eat-in kitchen featuring quartz countertops, 42" cabinetry, and

  Rachel Ruffin Executive Realty Group LLC

  8155 S Wabash Ave, Chicago, IL 60619
• 

  

  /23

  $390,000

  • 5 Beds
  • 2 Baths

  7337 S Green St, Chicago, IL 60621

  This property may qualify for a $20,000 homebuyer grant through the Cook County Land Bank Authority, offering an excellent opportunity for added affordability. Beautifully renovated 2-unit building offering modern finishes, open layouts, and turnkey convenience. The first-floor unit features 2 bedrooms, a bright living area, and a newly updated kitchen and fully renovated bath. The second-floor

  Whitney Walker Whitney Realty Collective

  7337 S Green St, Chicago, IL 60621
• 

  

  /17

  $398,000

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft

  110 E Delaware Place Unit 401, Chicago, IL 60611

  Welcome home to your new address in a boutique 24-hour doorperson building just steps from Michigan Avenue! With only four homes per floor, this pristine 2-bedroom, 2-bath condo offers comfort, privacy, and an impressively spacious floor plan with ~1,400 square feet of living space and new hardwood floors throughout. Enter through a long foyer with abundant wall space ideal for displaying

  Mike Checuga RE/MAX Premier

  110 E Delaware Place Unit 401, Chicago, IL 60611
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  /13

  $345,000

  • 5 Beds
  • 3 Baths

  7034 S Hermitage Ave, Chicago, IL 60636

  Great investment opportunity in Englewood! This well-maintained two-unit building features two spacious units, each offering 2 bedrooms and 1 bathroom. Both units have separate utilities and individual meters, providing convenience for owners and tenants. The finished basement, powered by electricity, offers additional living space and can function as a potential in-law suite or extended living

  Myiah Williams EXIT Strategy Realty

  7034 S Hermitage Ave, Chicago, IL 60636
• 

  

  /19

  $399,999

  • 9 Beds
  • 4 Baths

  8744 S Saginaw Ave, Chicago, IL 60617

  SOUTH CHICAGO - FOR SALE: Fully rehabbed 3-unit multifamily property located in the South Chicago neighborhood. The property consists of three (3BD/1BA) units, with the top-floor unit featuring an additional attic level that includes an extra bathroom and two rooms-ideal for use as a study and playroom. Recent renovations include a new roof, new windows, and individual furnaces for each unit. The

  Daniel Breiter Horvath & Tremblay IL, LLC

  8744 S Saginaw Ave, Chicago, IL 60617
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  /33

  $364,000

  • 6 Beds
  • 3 Baths
  • 3,100 Sq Ft

  8219 S Honore St, Chicago, IL 60620

  Beautifully renovated top to bottom!! 6 bedrooms 3 bathrooms Perfect for related living.Plumbing and Electrical brand new. Custom kitchen, top brand appliances, nice flooring, Finished basement with all the hook ups for a basement kitchen already installed. Seller will install for a certain amount.

  TERRANCE WILLIAMS Terrance Williams

  8219 S Honore St, Chicago, IL 60620
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  /2

  $329,900

  • 5 Beds
  • 2 Baths
  • 1,160 Sq Ft

  8025 S Sacramento Ave, Chicago, IL 60652

  Brick raised ranch 3 bedrooms and 2 full bathrooms, including two additional bedrooms in the finished basement, ideal for extended living or an in-law arrangement. The main level offers hardwood floors throughout and a kitchen updated modern cabinets, countertops, and tile flooring. Roof on the home replaced last years The fully finished basement includes two additional bedrooms, a full bathroom,

  Andrei Turcu Diverse Realty

  8025 S Sacramento Ave, Chicago, IL 60652
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  /21

  $399,000

  • Studio
  • 1 Bath
  • 675 Sq Ft

  401 N Wabash Ave Unit 2530, Chicago, IL 60611

  Experience the pinnacle of a luxury pied-a-terre without the hassle of ownership. A highly sought-after investment opportunity, this deluxe king suite at the Trump International Hotel provides immediate income potential when not in personal use. Whether you're visiting for business or leisure, enjoy world-class amenities including state of the art health club overlooking the city, an indoor pool,

  Alexandre Stoykov Compass

  401 N Wabash Ave Unit 2530, Chicago, IL 60611
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  /31

  $384,900

  • 2 Beds
  • 2 Baths
  • 1,153 Sq Ft

  1101 S State St Unit H1307, Chicago, IL 60605

  Well maintained 2 bedroom 2 bathroom condo in the South Loop priced to sell! This corner unit features South, West and City views, newer laminate floors in the living area, a living room and dining room and a spacious balcony off the living room. The kitchen has a breakfast bar, cream cabinets, granite countertops and stainless steel appliances. There is also an in-unit washer and dryer, a

  Vergis Eiland @properties Christie's International Real Estate

  1101 S State St Unit H1307, Chicago, IL 60605
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  /21

  $364,900

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

  40 E 9th St Unit 1310C, Chicago, IL 60605

  Situated in a prime South Loop location, this spacious 3-bedroom, 2.5-bath residence offers an exceptionally open and wide main living area with beautiful hardwood floors and stunning panoramic views. The kitchen features granite countertops and a full suite of appliances, while the bedrooms are comfortably carpeted. Enjoy the convenience of in-unit laundry and a private balcony. Full-service

  Michael Scola RE/MAX Partners

  40 E 9th St Unit 1310C, Chicago, IL 60605
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  /28

  $349,000

  • 1 Bed
  • 1 Bath
  • 860 Sq Ft

  400 E Randolph St Unit 3628, Chicago, IL 60601

  Experience the best of city living in this upgraded 860 sq. ft. one-bedroom residence, offering stunning views of the Chicago skyline, Lakeshore East Park, and Millennium Park. The spacious living room flows seamlessly into a modernized kitchen, while an expansive 18' balcony provides the perfect spot to take in the scenery. The bedroom is generously sized, with ample space for a home office

  Bo Xu Jameson Sotheby's Intl Realty

  400 E Randolph St Unit 3628, Chicago, IL 60601
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  /14

  $328,000

  • 1 Bed
  • 1 Bath

  630 N State St Unit 1709, Chicago, IL 60654

  Rarely available, impeccably renovated with great attention to details 1Bed 1Bath on high floor in the heart of River North. This open-concept floor plan features wide plank hardwood flooring throughout, renovated kitchen and bath with Quartzite counters, custom European cabinetry soft close, Granite wide kitchen sink, stone backsplash, impressive kitchen island has custom paneling and shelving

  Carina Sawaya Berkshire Hathaway HomeServices Chicago

  630 N State St Unit 1709, Chicago, IL 60654
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  /24

  $385,000

  • 3 Beds
  • 1 Bath

  5360 N Lynch Ave, Chicago, IL 60630

  Welcome to this charming well kept starter ranch in the heart of Jefferson Park-perfect for anyone seeking tree-lined streets, neighborhood vibes, and unbeatable access to transportation. Just minutes from both expressways, the Metra, and multiple bus lines, this 3-bedroom ranch offers an excellent single-family alternative to condo or townhome living. Enjoy oak hardwood floors throughout the

  Tyler Ramey Baird & Warner

  5360 N Lynch Ave, Chicago, IL 60630
• 

  

  /21

  $385,000

  • 4 Beds
  • 2 Baths

  5747 W Superior St, Chicago, IL 60644

  Opportunity knocks in the heart of Austin! This frame two flat sits on an oversized lot and is ready for a full renovation, making it an ideal project for investors, rehabbers, or owner occupants looking to create value. The building had several major exterior improvements already completed in 2026, including a new roof, new fence, and new hot water heater, allowing the next owner to focus their

  John Sciberras Coldwell Banker Realty

  5747 W Superior St, Chicago, IL 60644
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  /16

  $350,000

  • 3 Beds
  • 2 Baths
  • 1,071 Sq Ft

  3311 S Damen Ave, Chicago, IL 60608

  Alejandro Garcia Urbanitas, Inc.

  3311 S Damen Ave, Chicago, IL 60608
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  /24

  $350,000

  • 3 Beds
  • 2.5 Baths
  • 1,632 Sq Ft

  2550 W 112th St Unit 12L, Chicago, IL 60655

  Move-in ready spacious townhome in Maplewood Manor - Beverly/Mount Greenwood. Maplewood Manor townhomes were built in 1991 and are meticulously maintained. Discover this beautifully updated 3-bedroom, 2.5 bath townhome with a two-car detached garage, perfectly situated in the highly desirable Beverly/Mount Greenwood community. Inside you'll find gleaming hardwood flooring, new windows and patio

  Charles Grant Berkshire Hathaway HomeServices Chicago

  2550 W 112th St Unit 12L, Chicago, IL 60655
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  /19

  $349,900 Open Sun 12AM - 2PM

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

  4906 W Gladys Ave, Chicago, IL 60644

  STUNNING PROPERTY!!! SUPER LOW PROPERTY TAXES!!! Fully updated residence offering the perfect blend of modern luxury and everyday functionality. This expansive 5-bedroom, 2-full-bath home showcases luxurious flooring and premium materials throughout, creating a clean, minimalist aesthetic that feels both refined and timeless. The brand-new luxury bathrooms feature sleek finishes and contemporary

  Rob Wilczynski Luna Realty Group

  4906 W Gladys Ave, Chicago, IL 60644
• 

  

  /17

  $364,900

  • 6 Beds
  • 3 Baths

  5119 S Washtenaw Ave, Chicago, IL 60632

  2 large apartments and finished attic with additional bathroom. In a great area, close to transportation, shopping and parks. This would make a great investment for a first time buyer or someone looking to purchase a rental property. 1st floor was recently repainted and shows very well. Easy to show.

  Louis Kiessling City Life Realty

  5119 S Washtenaw Ave, Chicago, IL 60632
• 

  

  /30

  $379,747

  • Studio
  • 1 Bath
  • 942 Sq Ft

  850 N Lake Shore Dr Unit 612, Chicago, IL 60611

  612 is one of only five floor plans that exist in this marvelous building. A 942 sq ft studio that lives like a one bedroom with an office area that is 8X7 and features 10' ceilings, lots of storage and closets, a suite area that holds a king size bed, all new SS Bosch kitchen appliances and new, in-unit Whirlpool washer and dryer. This beautifully renovated historical building, nestled along

  Michael Rosenblum Berkshire Hathaway HomeServices Chicago

  850 N Lake Shore Dr Unit 612, Chicago, IL 60611
• 

  

  /17

  $323,000

  • 2 Beds
  • 1 Bath

  6 S Laflin St Unit 920S, Chicago, IL 60607

  Step into this West Loop 2 bedroom, 1 bath soft loft in this well maintained doorman building. Loft features exposed concrete ceilings, hardwood floors and gas fireplace that gives the living space real city loft vibes. You'll love all of the storage space throughout. The open kitchen is made for hanging out and hosting, granite counters, stainless steel appliances and maple cabinets keep it

  Yvette DuPree @properties Christie's International Real Estate

  6 S Laflin St Unit 920S, Chicago, IL 60607
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  /24

  $399,000

  • 3 Beds
  • 4 Baths
  • 2,900 Sq Ft

  4403 S Prairie Ave, Chicago, IL 60653

  Bronzeville single family home with opportunity abound. This well appointed 3 bedroom 4 full-bath home was rehabbed in 2013 with hardwood floors throughout, modern kitchen and baths, expansive open-concept living/dining areas, full primary suite w/ walk-in-closet, primary bath includes double bowl vanity and whirlpool soaking tub. The large 2nd and 3rd bedrooms afford space for any living

  Shanin Burton Coldwell Banker Realty

  4403 S Prairie Ave, Chicago, IL 60653
• 

  

  /18

  $350,000

  • Studio
  • 1 Bath

  401 N Wabash Ave Unit 2310, Chicago, IL 60611

  Experience the pinnacle of a luxury pied-a-terre without the hassle of ownership. A highly sought-after investment opportunity, this deluxe king suite at the Trump International Hotel provides immediate income potential when not in personal use. Whether you're visiting for business or leisure, enjoy world-class amenities including state of the art health club overlooking the city, an indoor pool,

  Alexandre Stoykov Compass

  401 N Wabash Ave Unit 2310, Chicago, IL 60611
• 

  /2

  $400,000

  • 8 Beds
  • 8 Baths

  1817 S Ashland Ave, Chicago, IL 60608

  A 4-unit building, brick 2-story apartment building is for sale via auction. Situated in a desirable Pilsen location within the business shopping district at 18th and Ashland Avenue, this building is currently gutted with plans to develop as four, 2 bedroom and 2 bath units with central air conditioning and in-unit washer/dryer set ups. Minutes from Medical District, 18th Street

  Brad Thompson Millennium Properties RE, Inc.

  1817 S Ashland Ave, Chicago, IL 60608
• 

  

  /23

  $319,000

  • 2 Beds
  • 1 Bath
  • 849 Sq Ft

  1620 S Michigan Ave Unit 324, Chicago, IL 60616

  2 bedroom/1 bath contemporary loft style condo for sale in South Loop. Features include stainless steel appliances, floor to ceiling windows, 10' ceilings, a fully enclosed 2nd bedroom, in unit washer/dryer and huge private patio. An exterior parking space is also INCLUDED in the price! Heat, water, gas, and basic cable/internet all INCLUDED in HOAs! Fantastic location w/easy access to Soldier

  Tanya Kiepert Berkshire Hathaway HomeServices Chicago

  1620 S Michigan Ave Unit 324, Chicago, IL 60616
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  /2

  $308,100

  • 6 Beds
  • 2 Baths

  903 N Drake Ave, Chicago, IL 60651

  Brick 2 flat. Interior inspections are not available. Property is currently occupied. Drive by exterior access only.

  Victor Gutierrez Vylla Home

  903 N Drake Ave, Chicago, IL 60651
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  /48

  $385,000

  • 6 Beds
  • 3 Baths
  • 1,128 Sq Ft

  6616 S Kedvale Ave, Chicago, IL 60629

  2 Story brick home with 2 Bedrooms on main level 1 bath , high ceilings, 2 bedrooms on 2nd level 1 bath, full finished basement with extra 2 rooms, family room, 1 bath, has 2 furnaces, 2 a/c units, newer windows, newer roof, deck with roof top, 2 car garage, privacy fence. Close to Public transportation, Stores, Midway Airport. Pre-approved Buyers please.

  Mireya Rogoz-Bedore Village Realty, Inc.

  6616 S Kedvale Ave, Chicago, IL 60629
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  /40

  $305,000

  • 7 Beds
  • 3 Baths

  1428 E 71st Place, Chicago, IL 60619

  Come see this spacious two-unit building which has over 4,000 square feet of living space. This building offers great potential for both investors and owner-occupants. Each unit features a comfortable living room and a separate dining room, providing a functional layout with plenty of space for everyday living and entertaining. The first unit offers 3 bedrooms, an updated kitchen and bathroom,

  Chanan Dozier Compass

  1428 E 71st Place, Chicago, IL 60619
• 

  

  /17

  $339,900

  • 4 Beds
  • 2 Baths

  2009 W Garfield Blvd, Chicago, IL 60636

  Brick 2-unit on sought-after Garfield Blvd, just 3 blocks from Gage Park. The spacious second-floor unit features a private balcony overlooking the boulevard, an open-concept layout, and a modern kitchen with 42" cabinetry, quartz wraparound countertops, peninsula seating, and stainless-steel appliances including a French-door refrigerator. Fenced rear yard. First-floor unit duplexes down to the

  Kimberly Augustin Coldwell Banker Realty

  2009 W Garfield Blvd, Chicago, IL 60636
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  /30

  $349,000

  • 2 Beds
  • 2.5 Baths
  • 1,130 Sq Ft

  220 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 2 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

  220 S Western Ave Unit A, Chicago, IL 60612
• 

  

  /22

  $399,999

  7459 S Champlain Ave, Chicago, IL 60619

  Exciting Investment Opportunity in Greater Grand Crossing! Don't miss this 5-unit property with an included vacant lot, offering excellent potential for investors. The main building features four residential units plus a coach house, all under the same PIN (644 E 75th St). All 5 units are rented. Highlights include: * Brand new porch and landing built in September 2025 * Two united updated with

  Jonathan Williams Coldwell Banker Realty

  7459 S Champlain Ave, Chicago, IL 60619
• 

  

  /25

  $385,000

  • 1 Bed
  • 1.5 Baths

  1133 S Wabash Ave Unit 303, Chicago, IL 60605

  HOT SOUTH LOOP - Cosmopolitan Lofts!! Available for immediate move-in. Absolutely STUNNING, designer 1-bedroom, 1-bath + powder room, with a balcony and optional heated garage parking with private EV charger available for purchase in a boutique ELEVATOR building. This beautiful brick and timber loft is sun filled with almost floor to ceiling windows, tall-beamed ceilings, timber columns, exposed

  Brett Novack @properties Christie's International Real Estate

  1133 S Wabash Ave Unit 303, Chicago, IL 60605
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  /8

  $385,000

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

  212 W Washington St Unit 1805, Chicago, IL 60606

  Welcome to the only corner unit available in the former Illinois Bell Telephone Company building. This property is in the heart of the City with just a short distance to the Magnificent Mile, the Art Institute., theater district, Millennium Park, restaurants, public transit, and more! This spacious unit boosts beautiful hardwood floors, oversized windows providing tons of natural light, a private

  Anna Tomczak NowEquity Real Estate

  212 W Washington St Unit 1805, Chicago, IL 60606
• 

  

  /31

  $300,000

  • 4 Beds
  • 4 Baths
  • 4,197 Sq Ft

  4950 S Chicago Beach Dr Unit 4A, Chicago, IL 60615

  Huge (4197 sq. ft.), 4 br/4 bth sun-filled apartment w/ wonderful lake and park views at the Powhatan, an intimate 40-unit 1929 landmark designated Art Deco building overlooking Lake Michigan in Hyde Park. This beautiful apartment features gracious foyer opening to huge living rm ideal for family living and entertaining; large separate dining rm w/ 1920's chandelier sourced for the apartment; 4

  Ian Schwartz Coldwell Banker Realty

  4950 S Chicago Beach Dr Unit 4A, Chicago, IL 60615

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