Chicago, IL Homes for Sale under $500,000

• 

  

  

  /19

  $479,900

  • Studio
  • 1 Bath
  • 907 Sq Ft

  401 N Wabash Ave Unit 2304, Chicago, IL 60611

  This expansive studio spans over 900 square feet, making it the perfect "pied-a-terre" or investment rental unit. Enjoy breathtaking east-facing views of Lake Michigan, the Chicago River, and iconic city landmarks. The studio is impeccably furnished and fully equipped, featuring a Snaidero-designed kitchen with Miele and Sub-Zero stainless steel appliances. The luxurious bathroom includes a

  James Qiu Kale Realty

  401 N Wabash Ave Unit 2304, Chicago, IL 60611
• 

  

  

  /20

  $459,900

  • 5 Beds
  • 3 Baths

  2841 W 25th St, Chicago, IL 60623

  Excellent opportunity to own a spacious, income-producing two-unit brick building in the heart of South Lawndale (Little Village), Chicago. This well-maintained property offers over 2,300 square feet of living space across two generously sized units, making it ideal for an owner-occupant or an investor seeking strong rental income potential. Each unit features a functional layout with ample

  Nima POURIAN Realistic Realty LLC

  2841 W 25th St, Chicago, IL 60623
• 

  

  

  /30

  $495,000

  • 6 Beds
  • 3 Baths

  206 N Leamington Ave, Chicago, IL 60644

  Brick 2-Flat + Garden Unit in Austin! Check out this income-producing property that is perfect for the savvy investor. This property features two spacious 2BR units plus sunroom and finished 2 bedroom garden apartment with legal ceiling heights. The property sits next to the corner lot with the option to purchase the corner two lots (2 separate parcels). Each unit is supplied with stainless steel

  Brittney Wilkinson Realty of America, LLC

  206 N Leamington Ave, Chicago, IL 60644
• 

  

  

  /28

  $449,000

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

  1660 N La Salle Dr Unit 2502, Chicago, IL 60614

  Welcome to an exceptional residential opportunity in the heart of Chicago's coveted Old Town neighborhood! This spacious 2-bed, 2-bath condominium at 1660 N La Salle Dr, Unit 2502 offers a blend of classic design, city sophistication, and unbeatable location. Step inside to discover approximately 1,200 square feet of well-appointed living space featuring a smart layout ideal for both everyday

  Maria Kernahan @properties Christie's International Real Estate

  1660 N La Salle Dr Unit 2502, Chicago, IL 60614
• 

  

  

  /5

  $425,000

  • Land
  • 0 Acre

  4440-4456 W Madison St, Chicago, IL 60624

  Six continuous lots totaling approximately 39,500 square feet located directly on Madison Street in West Garfield Park. Currently zoned B3-2, ideal for shopping centers, large stores, and retail storefronts, with apartments permitted above the ground floor. This is a prime opportunity for developers or investors looking to bring retail, mixed-use, or multi-family housing to a growing area.

  Jerome Lanier Keller Williams Preferred Rlty

  4440-4456 W Madison St, Chicago, IL 60624
• 

  

  /27

  $489,900

  • 5 Beds
  • 3 Baths

  2320 S Albany Ave, Chicago, IL 60623

  This stunning two-unit multifamily property boasts spacious and beautiful interiors. It features a new roof, siding, and several interior updates. With a total of 5 bedrooms and 3 full bathrooms, each unit comes with its own laundry space. It's the ideal investment opportunity!

  Andres Olaez Keller Williams ONEChicago

  2320 S Albany Ave, Chicago, IL 60623
• 

  

  /11

  $430,000

  • 2 Beds
  • 1 Bath
  • 940 Sq Ft

  2311 N Commonwealth Ave Unit 23, Chicago, IL 60614

  Set along one of Lincoln Park's classic tree-lined streets, this updated two-bedroom condo blends vintage character with modern improvements. The kitchen features stainless steel appliances, quartz countertops and backsplash, and 42" sage-toned cabinetry with brushed gold hardware. Hardwood floors run through the main living areas and bedrooms. Storage is ample and well integrated, and a private

  Kourtney Murray @properties Christie's International Real Estate

  2311 N Commonwealth Ave Unit 23, Chicago, IL 60614
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  /2

  $425,000

  • Land
  • 0 Acre

  4600 W Flournoy St, Chicago, IL 60644

  Located in Chicago's growing West Side corridor, 4600 W Flournoy St offers a rare opportunity on a massive 350 x 143.25 ft lot zoned M1-2, allowing for light industrial use, storage, manufacturing, workshops, distribution, labs, tech offices, and certain compatible commercial developments. Just steps from the I-290 Eisenhower Expressway, the property provides excellent access to downtown and

  Anna Sophia Chacon Charles Rutenberg Realty of IL

  4600 W Flournoy St, Chicago, IL 60644
• 

  

  /31

  $475,000

  • 2 Beds
  • 1 Bath
  • 1,242 Sq Ft

  5630 N Kenton Ave, Chicago, IL 60646

  Charming Brick Executive Ranch in Sauganash on 57' X 125' Professionally Designed Landscaped Lot (by Chalet). Great Layout of Rooms Large Rooms with Beautiful Red Oak Floors (under carpeting) throughout except Kitchen and Bath. Living Room and Dining Room are Separate. Eat-In Kitchen with New Garden Window (2024) and Pantry. Good Closet Space. Full Finished Basement with Large Rec Room 31'x29',

  Donna Nugent Baird & Warner

  5630 N Kenton Ave, Chicago, IL 60646
• 

  

  /9

  $499,000

  • Land
  • 0.68 Acre
  • $733,824 per Acre

  201 W 83rd St, Chicago, IL 60620

  Prime 0.68-acre (29,553 SF) outlot available in Chatham Market, one of Chicago's strongest South Side retail destinations anchored by Walmart and Lowe's. This highly visible site offers 130 feet of frontage on 83rd Street with daily traffic counts of 15,400+ cars, making it an ideal location for national tenants seeking high exposure. Surrounded by national brands including Chase, BMO Harris,

  Nedal Kawash Kawash Group

  201 W 83rd St, Chicago, IL 60620
• 

  

  /12

  $449,900

  • 2 Beds
  • 2 Baths
  • 1,225 Sq Ft

  300 N State St Unit 5620, Chicago, IL 60654

  Experience iconic Marina City living from the 56th floor of this architectural masterpiece designed by Bertrand Goldberg, a student of Mies van der Rohe. This updated 2-bedroom, 2-bath residence offers sweeping panoramic views to the East, Southeast, and Northwest-showcasing Lake Michigan, the Chicago River, the skyline, and even stretching to Northwest Indiana and Michigan on clear days. Inside,

  Ryan Casper eXp Realty

  300 N State St Unit 5620, Chicago, IL 60654
• 

  

  /25

  $418,000

  • 2 Beds
  • 1 Bath

  1355 N Sandburg Terrace Unit 2801D, Chicago, IL 60610

  Spectacular city views from this high-floor southwest corner unit in Sandburg Village, featuring a large balcony. The open kitchen features custom slim shaker white upper cabinets and slim shaker white oak lower cabinets. Taj Mahal quartz countertops, under cabinet lighting. Bosch appliance package, and an oven with separate warming drawer. Hansgrohe water fixtures. Large primary bedroom with

  Randy Michaels American Capital Realty & Mgmt

  1355 N Sandburg Terrace Unit 2801D, Chicago, IL 60610
• 

  

  /30

  $450,000

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

  1400 N State Pkwy Unit 18A, Chicago, IL 60610

  This highly sought after & rarely available PENTHOUSE 2 bedroom, 2 bathroom corner unit in the heart of the Gold Coast is a must see! Perched above the treetops with sweeping lake, skyline, and sunset views, this beautifully renovated residence captures the very best of Chicago from every angle. The open living and dining area flows seamlessly into a stylish kitchen featuring quartz countertops,

  Kelsey Shaw @properties Christie's International Real Estate

  1400 N State Pkwy Unit 18A, Chicago, IL 60610
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  /29

  $419,000

  • 4 Beds
  • 3 Baths
  • 1,776 Sq Ft

  821 N Lockwood Ave, Chicago, IL 60651

  Welcome to your stunning gut-rehabbed home in the vibrant city of Chicago! This exquisite four-bedroom, three-bath residence offers three levels of beautifully designed living space, perfect for both relaxation and entertaining. As you step inside, you're immediately greeted by the warmth of new hardwood floors that flow throughout the main level. The open concept layout creates a seamless flow

  Miriam Devries Century 21 New Beginnings

  821 N Lockwood Ave, Chicago, IL 60651
• 

  

  /11

  $449,900

  • 3 Beds
  • 2 Baths

  1622 N Washtenaw Ave, Chicago, IL 60647

  ESTATE SALE WITH SHORT SALE *** FRAME 2 UNIT BUILIDNG SOLD MOST LIKELY AS LAND OR CONVERT TO SINGLE FAMILY. POSSIBLE STRUCTURAL ISSUES. VERY SMALL BEDROOMS. NO BASEMENT. NO GARAGE. FIRST FLOOR IS TENANT OCCUPIED. SELLER WILL NOT REMOVE ANY DEBRIS FROM PROPERTY. SOLD AS IS WHERE IS. UNBEATABLE LOCATION. NEAR TO ALL TRANSPORTATION, PARKS AND SHOPPING. TENANT NEEDS AT LEAST 60 DAYS NOTICE TO MOVE.

  Tony Zaskowski Keller Williams ONEChicago

  1622 N Washtenaw Ave, Chicago, IL 60647
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  /33

  $495,000

  • 2 Beds
  • 2 Baths

  2342 W Adams St Unit 305, Chicago, IL 60612

  Welcome to refined urban living in this sun-drenched north/east corner residence at 2342 W Adams St #305, perfectly positioned in one of Chicago's fastest-evolving neighborhoods near the United Center and future 1901 Project development. Located in an intimate 31-unit elevator building, this thoughtfully designed open-concept home blends clean modern finishes with functional luxury. The sleek

  Josh Reighard Baird & Warner

  2342 W Adams St Unit 305, Chicago, IL 60612
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  /25

  $479,900

  • 6 Beds
  • 3 Baths
  • 2,058 Sq Ft

  5148 S Newland Ave, Chicago, IL 60638

  Come see this 2-story home in the heart of Garfield Ridge! This spacious 6-bedroom, 3-bathroom residence offers over 2,058 sq ft above grade plus a finished basement. The thoughtfully designed second-story provides oversized bedrooms and a flexible layout. Major system updates include a new roof, furnace, water heater, and HVAC in 2024, along with an ejector pump (2021). The dry, finished

  Luke Babich Chicagoland Brokers, Inc.

  5148 S Newland Ave, Chicago, IL 60638
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  /14

  $449,000

  • 4 Beds
  • 1 Bath
  • 1,440 Sq Ft

  4460 N Tripp Ave, Chicago, IL 60630

  Mayfair home needs complete renovation or tear down and build new on huge 37' x 156' foot lot. Nice block in good location not far from Montrose L stop. Vintage Victorian style home with large plank wood siding. Easy to show.

  Gordon Munden Jameson Sotheby's Intl Realty

  4460 N Tripp Ave, Chicago, IL 60630
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  /15

  $425,000

  • 6 Beds
  • 2 Baths

  643 W 54th Place, Chicago, IL 60609

  All brick 2 unit with tons of space! Large, nicely finished eat in kitchens with viking stoves and chef's quality appliances plus full basement. Nice sized yard. Newer rear porch. Hurry before its gone!

  Israel Valadez Realty of America, LLC

  643 W 54th Place, Chicago, IL 60609
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  /36

  $475,000

  • 3 Beds
  • 2 Baths
  • 1,625 Sq Ft

  1445 N State Pkwy Unit 1904, Chicago, IL 60610

  Welcome to Unit 1904, a stunning three-bedroom, two-bath corner residence offering 1,600 sq. ft. of modern, open-concept living in one of Chicago's most iconic neighborhoods. Step inside and immediately feel the light pour in through expansive windows, framing sweeping city views and enhancing the spacious, airy layout. The open living and dining space flows seamlessly-perfect for entertaining,

  Lizanne Pilot Coldwell Banker Realty

  1445 N State Pkwy Unit 1904, Chicago, IL 60610
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  /2

  $450,000

  • Land
  • 0 Acre

  1457 E Marquette Rd, Chicago, IL 60637

  Woodlawn Development Opportunity! Now is the time to build in Woodlawn-one of Chicago's most dynamic and well-connected neighborhoods. This prime location offers unmatched access to nearby parks, institutions, and transit: Washington Park, Jackson Park, the Midway Plaisance, and the University of Chicago's south campus are all just minutes away. Enjoy easy transportation via the CTA Green Line,

  Michelle Browne @properties Christie's International Real Estate

  1457 E Marquette Rd, Chicago, IL 60637
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  /2

  $465,000

  • Land
  • 0 Acre

  6219 S Prairie Ave, Chicago, IL 60637

  6219 S. Prairie is 4000 SF of land. 6219 is being sold with 6215 S. Prairie. 6215 is a SF home on an 8,000 SF lot. This home needs complete rehab. A release of liability form must be completed before entering. 6215, 6219, 6223 and 6227 S. Prairie are being sold together. Owner does not want to sale separately. Great development opportunity. Please do your due diligence before making an offer.

  JeTaun Coleman Brakie Realty, Inc.

  6219 S Prairie Ave, Chicago, IL 60637
• 

  

  /32

  $449,900

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

  7140 W 64th St, Chicago, IL 60638

  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 fireplace that creates a

  Jose Aguilar Realty of America, LLC

  7140 W 64th St, Chicago, IL 60638
• 

  

  /29

  $410,000

  • 4 Beds
  • 2 Baths

  111 W 74th St, Chicago, IL 60621

  Well-maintained brick 2-unit building featuring two updated units, each offering 2 bedrooms and 1 full bathroom. Both units include spacious living areas and separate dining rooms, providing comfortable and functional layouts. Kitchens are updated with granite countertops and ample cabinetry. Bathrooms have been refreshed with modern finishes. Bedrooms are well-sized with good natural light

  Da'Mon Wardlow Kale Realty

  111 W 74th St, Chicago, IL 60621
• 

  

  /28

  $449,900

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

  6140 W Gunnison St Unit 3, Chicago, IL 60630

  A luxurious penthouse on the top floor of a three-apartment building. Step inside and you'll find everything you desire. Beautiful hardwood floors throughout. Exceptionally bright, spacious rooms. You'll be flooded with natural light, including skylights above to truly warm the space. This unit's fireplace can be used with gas or real wood. The kitchen boasts stainless steel appliances and

  Eric Sadowski arhome realty

  6140 W Gunnison St Unit 3, Chicago, IL 60630
• 

  

  /28

  $429,999

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

  5227 S Neenah Ave, Chicago, IL 60638

  Welcome to this beautifully updated 2-story Georgian nestled in the highly coveted northwest pocket of Garfield Ridge. This classic home has been thoughtfully expanded to offer the space today's buyers are looking for, including a larger kitchen, a full bathroom on the main level, and a separate dining room perfect for everyday living and entertaining. Upstairs, you'll find three spacious

  Clarissa Vega Avenue Properties Chicago

  5227 S Neenah Ave, Chicago, IL 60638
• 

  

  /18

  $435,000

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

  12222 S Harvard Ave, Chicago, IL 60628

  Classic Chicago Brick 2-Story Home with Amazing Curb Appeal. Beautiful brick single-family home offering 4 bedrooms and 2.5 baths, situated on a generous lot with a large yard, side drive, and attached garage. The spacious living and dining area features a cozy fireplace-perfect for everyday living and entertaining. An eat-in kitchen provides ample space for casual meals. The flexible floor plan

  Pamela Tuggle @properties Christie's International Real Estate

  12222 S Harvard Ave, Chicago, IL 60628
• 

  

  /21

  $459,000 Open House 3/28

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

  4351 S Vincennes Ave Unit 2, Chicago, IL 60653

  Looking for a Bronzeville condo that actually lives like a home? Welcome to the Flats on Vincennes, an all-brick duplex that gives you the space, light, and privacy you desire. This large, two-level home offers an easy, functional layout with plenty of room to breathe. The open living and dining area is bright, ideal for hosting, relaxing, and of course, everyday living. The kitchen is modern and

  Naja Morris @properties Christie's International Real Estate

  4351 S Vincennes Ave Unit 2, Chicago, IL 60653
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  /11

  $490,000

  • 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
• 

  

  /25

  $459,000

  • 2 Beds
  • 2 Baths
  • 1,390 Sq Ft

  Unlisted Address

  Welcome to 10 E Ontario Street, Unit 4304 - Ontario Place in the heart of River North. Enjoy spectacular high-floor city and skyline views from this 2 bed, 2 bath SW corner residence offering nearly 1,400 sq ft of open-concept living and dining space-ideal for entertaining. Floor-to-ceiling windows deliver iconic Chicago views from every room and incredible natural light. Step out to an expansive

  Daniel Pape HUDSON PARKER

  Unlisted Address
• 

  

  /26

  $499,000

  • 2 Beds
  • 2 Baths

  1440 N Lake Shore Dr Unit 5D, Chicago, IL 60610

  Enjoy sweeping Lake Michigan views from this Quintessential Gold Coast 2-bedroom, 2-bathroom condo that MUST be seen in person. East and west exposures flood the space with natural light, highlighting the open living and dining areas-perfect for relaxing or entertaining with the lake as your backdrop. Sound-reducing windows create a remarkably quiet, serene interior, offering a peaceful retreat

  Andy Renaud @properties Christie's International Real Estate

  1440 N Lake Shore Dr Unit 5D, Chicago, IL 60610
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  /30

  $450,000

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft

  400 N La Salle Dr Unit 2002, Chicago, IL 60654

  Luxury Corner Residence with Iconic Skyline View & Resort-Style Living. Welcome to Residence 2002 - a custom-designed 2-bed, 2-bath corner home set high above River North with unobstructed North, East, and South views of Chicago's legendary skyline. Floor-to-ceiling corner windows and soaring 9' ceilings flood the space with natural light, while the private balcony offers the perfect setting for

  Amir Fouad @properties Christie's International Real Estate

  400 N La Salle Dr Unit 2002, Chicago, IL 60654
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  /26

  $489,000

  • 2 Beds
  • 2 Baths
  • 1,560 Sq Ft

  175 E Delaware Place Unit 4503, Chicago, IL 60611

  TWO-BEDROOMS WITH A SKY TERRACE, TWO OPERABLE WINDOWS, WITH NO DIAGONALS ON THE 45TH FLOOR, NO OBSTRUCTIONS AND A SEA OF AMENITIES, INCLUDING A FULL GROCERY STORE (POTASH), AN IN-DOOR POOL, ETC. THIS UNIT FACES NORTH WITH BREATHTAKING VIEWS OF LAKE MICHIGAN AND THE CITY. THIS IS TENANT OCCUPIED WITH A CAT THROUGH 07/31/26 AND THEY WOULD LIKE TO STAY LONGER, THEREFORE, THIS WOULD BE GREAT FOR AN

  Pat Cohen Baird & Warner

  175 E Delaware Place Unit 4503, Chicago, IL 60611
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  /2

  $420,000

  • 8 Beds
  • 4 Baths

  9116 S South Chicago Ave, Chicago, IL 60617

  Come see this nice, 4 unit building located in a nice area. Each unit has 2 bedrooms and 2 of the units are currently rented out. When the building is fully rented out it grosses over 3,000 per month. The building has recent updates which include; the roof, siding, windows, electrical, and furnaces. The tenants in the building are all long term, there is only one residential house nearby and 2

  Winston Robbins Hometown Real Estate Group LLC

  9116 S South Chicago Ave, Chicago, IL 60617
• 

  

  /21

  $429,900

  • 2 Beds
  • 2 Baths
  • 1,327 Sq Ft

  1550 N Lake Shore Dr Unit 2A, Chicago, IL 60610

  Elevate your lifestyle in this rare A-tier 2 bed / 2 bath condo featuring sweeping lake and park views from every room. Thoughtfully updated with a clean, contemporary design, the home highlights a European-style kitchen with streamlined cabinetry, high-end finishes, and a spacious open layout perfect for everyday living and hosting alike. This full-service building has recently undergone

  Nicholas Ceko RE/MAX Premier

  1550 N Lake Shore Dr Unit 2A, Chicago, IL 60610
• 

  

  /13

  $500,000

  6741 S Eberhart Ave, Chicago, IL 60637

  Center entrance. Condo quality, 5 unit property that includes 11 bedrooms and 6 bathrooms. Building has updated electrical and plumbing system. Separate energy meters. In unit laundry hook up. Hardwood floors throughout. Six car parking space on site. PROPERTY LISTED ON HUBZU AUCTION. Vacant lot next door is also for sale.

  Aman Abaomer Dralyuk Real Estate Inc.

  6741 S Eberhart Ave, Chicago, IL 60637
• 

  

  /20

  $433,900

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

  5832 N Sacramento Ave, Chicago, IL 60659

  Chicago bungalow waiting for your design and updated ideas. 3-bedroom, 1.5-bath home on oversized lot, unfinished basement, detached 2 car garage with huge yard space

  Ronak Shah ListHomeFlatFee.com Inc.

  5832 N Sacramento Ave, Chicago, IL 60659
• 

  

  /11

  $465,000

  • 7 Beds
  • 2 Baths

  Unlisted Address

  Stunning renovation with permits. All work cleared city inspections. Walk into this sun filled property featuring hardwood floors, LED lighting, neutral decorations, wood cabinets and granite countertops. Each unit has indv heat and AC, nice sized bedrooms (queen sized beds), unfinished basement (previously had an apartment), new rear porch, newly tuckpointed, new vinyl windows, roof with silver

  April Troope TADD Realty

  Unlisted Address
• 

  

  /10

  $450,000

  • 3 Beds
  • 2.5 Baths
  • 1,285 Sq Ft

  2749 W North Shore Ave, Chicago, IL 60645

  Huge windows and lots of natural sunlight in this end-unit, 2 story townhouse! 1925 square feet of total living space, including the full, finished basement! Three bedrooms upstairs, 2 full and 1 half baths. A dedicated parking space included in price! Recreation room in the basement. Kitchen has 2 ovens, 2 stoves, 2 sinks, and a garbage disposal. 60 amp setup ready for electric car charger in

  Yale Zimmerman Charles Rutenberg Realty of IL

  2749 W North Shore Ave, Chicago, IL 60645
• 

  

  /36

  $485,000

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

  1322 S Prairie Ave Unit 408, Chicago, IL 60605

  Experience city living at its finest in this beautifully designed 2-bedroom, 2-bath residence in sought-after Museum Park. This split-bedroom layout features diagonal hardwood floors, an open-concept living area, and floor-to-ceiling windows that fill the space with natural light. Enjoy your private east-facing balcony with views of the neighboring townhomes, museum, and clubhouse. The updated

  Toun Wu Lakeside Properties Group, LLC

  1322 S Prairie Ave Unit 408, Chicago, IL 60605

Showing Results 161 - 200, Page 5 of 11