Cook County IL Homes under $500,000

• 

  

  

  /21

  $400,000

  • 4 Beds
  • 2.5 Baths
  • 1,692 Sq Ft

  17742 Larkspur Ln, Homewood, IL 60430

  Beautifully updated Homewood residence offering 4 generously sized bedrooms and 2.5 bathrooms, thoughtfully curated for elevated family living. Fully renovated in 2022, the home features new windows, electrical, plumbing, flooring, and HVAC-delivering modern efficiency, comfort, and peace of mind. The AC was replaced in 2024 and has been professionally serviced quarterly by ARS Rescue Rooter

  Yolanda Velazquez Smart Home Realty

  17742 Larkspur Ln, Homewood, IL 60430
• 

  

  

  /24

  $475,000

  • 4 Beds
  • 2 Baths

  2649 N 74th Ave, Elmwood Park, IL 60707

  Discover a stunning masonry building featuring two expansive apartments, each boasting two generously sized bedrooms, one full bath, and a versatile den. Both apartments offer an oversized living room with street views and elegant formal dining rooms that can easily be transformed into additional bedrooms. The first-floor apartment includes a spacious pantry conveniently connected to the kitchen,

  Rabi Jaber Prestige Real Estate Group Inc

  2649 N 74th Ave, Elmwood Park, IL 60707
• 

  

  

  /27

  $428,000

  • 3 Beds
  • 1.5 Baths
  • 1,064 Sq Ft

  3451 W 38th St, Chicago, IL 60632

  A fantastic opportunity to own this charming and comfortable detached brick-raised ranch house. The house features: new beautiful vinyl flooring and fresh paint throughout. The kitchen boasts brand-new cabinets, sink, countertops, faucet, oven/range, and range hood, adding an elegant touch and making it a chef's dream kitchen. Both bathrooms also offer new sinks, vanities, faucets, and toilets.

  Mary Chen iProperties

  3451 W 38th St, Chicago, IL 60632
• 

  

  

  /32

  $474,999

  • 5 Beds
  • 3 Baths
  • 2,650 Sq Ft

  320 N Menard Ave, Chicago, IL 60644

  Let me introduce you to 320 N. Menard Ave. This immaculate 5-bedroom, 3 full bath luxury home sits on a rare double lot. With over 2600 sq ft of newly remodeled living space, this home features state of the art kitchen and bathrooms complimented by custom accent walls and a stylish fireplace that adds warmth and sophistication to the main living area. Enjoy retreat style living in the spacious

  Tambria Knighten HomeSmart Connect LLC

  320 N Menard Ave, Chicago, IL 60644
• 

  

  

  /28

  $486,000

  • 3 Beds
  • 1.5 Baths

  7050 N Keating Ave, Lincolnwood, IL 60712

  One-of-a-kind split-level home with sub-basement in the highly sought-after Lincolnwood neighborhood, located within top-rated school districts. The open floor plan features an impressive living room with soaring ceilings and a formal dining area with access to a sun-filled sunroom. The bright eat-in kitchen offers every convenience. Upstairs, you'll find comfortable bedrooms with roomy closets

  Anna Klarck AK Homes

  7050 N Keating Ave, Lincolnwood, IL 60712
• 

  

  /16

  $425,000

  • 2 Beds
  • 2 Baths
  • 1,672 Sq Ft

  1220 Rudolph Rd Unit 1B, Northbrook, IL 60062

  True Indoor-Outdoor Living | First-Floor Condo with Extra-Large Patio Rarely available, sun-filled 2-bedroom, 2-bath residence featuring a desirable split floor plan and an oversized (1200 SF approx) west-facing veranda-ideal for relaxing and entertaining. Generous room sizes, separate living and dining areas, and a well-balanced layout. Recent improvements include newer windows, sliding glass

  Jill Esko @properties Christie's International Real Estate

  1220 Rudolph Rd Unit 1B, Northbrook, IL 60062
• 

  

  /16

  $449,000

  • 4 Beds
  • 2 Baths

  1213 Darrow Ave, Evanston, IL 60202

  Discover an incredible investment opportunity with this well-maintained two-unit property at 1213 Darrow Ave - perfectly positioned for investors or owner-occupants seeking flexibility and future potential. Currently zoned as a multi-unit, this property also allows for single-family or multi-unit development, offering exceptional versatility. Each unit features 2 bedrooms and 1 bathroom, with

  Nick Libert EXIT Strategy Realty

  1213 Darrow Ave, Evanston, IL 60202
• 

  

  /11

  $470,000

  • 4 Beds
  • 2 Baths

  3035 N Monticello Ave, Chicago, IL 60618

  Welcome home to a legal, 2-unit building situated on a quiet residential street in the hot neighborhood of: Avondale! This property is perfect for owner-occupants or investors! This property offers two strategies: a) you can rehab it and increase rents or b) you can tear it down and build a new multi-unit building. The lot measures 25 feet wide by 120.76 feet deep, and it is zoned RS-3.

  Peter Drossos Peter Drossos Real Estate

  3035 N Monticello Ave, Chicago, IL 60618
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  /5

  $485,000

  • 6 Beds
  • 3 Baths

  1801 S Lombard Ave, Cicero, IL 60804

  Rare opportunity to own a one-story, all-brick three-unit building with an attached two-car garage and a spacious basement. This solid, well-built property offers exceptional functionality and long-term value. Each unit benefits from numerous tasteful updates throughout, providing comfortable living spaces that tenants appreciate. The building is currently occupied by long-time, month-to-month

  Kimberly Wirtz Wirtz Real Estate Group Inc.

  1801 S Lombard Ave, Cicero, IL 60804
• 

  

  /15

  $450,000

  • 4 Beds
  • 2 Baths

  3723 W Mclean Ave, Chicago, IL 60647

  Welcome home to a legal, 2-unit building situated on a quiet residential street and in an excellent neighborhood! This property is perfect for owner-occupants or investors! This property offers two strategies: a) you can rehab it and increase rents or b) you can tear it down and build a new multi-unit building. The lot features a perfect dimension measuring at 25 feet wide by 125.32 feet deep,

  Peter Drossos Peter Drossos Real Estate

  3723 W Mclean Ave, Chicago, IL 60647
• 

  

  /12

  $494,900

  • 3 Beds
  • 1.5 Baths
  • 1,450 Sq Ft

  8425 W Carol St, Niles, IL 60714

  RECENT PRICE ADJUSTMENT-STUNNING NILES SPLIT-LEVEL! Experience incredible value in this meticulously maintained, move-in-ready home. Now offered at a more competitive price point, this 3-bedroom, 1.5-bath gem features gorgeous hardwood floors and freshly updated bathrooms. The bright, inviting kitchen boasts painted cabinetry and a spacious eating area, perfect for morning coffee. Looking for

  Christopher Lobrillo Grandview Realty, LLC

  8425 W Carol St, Niles, IL 60714
• 

  

  /21

  $435,000 Open Sat 1PM - 3PM

  • 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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  /33

  $434,900

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

  1700 W 103rd St, Chicago, IL 60643

  Welcome to this beautifully maintained Beverly home that blends classic charm with thoughtful updates and flexible living space. Offering approximately 1,632 square feet, this inviting residence features three generously sized bedrooms and two full baths plus a convenient half bath, providing comfort and functionality for today's lifestyle. Step inside to discover gleaming hardwood floors

  Nicole Wheatly EXIT Strategy Realty

  1700 W 103rd St, Chicago, IL 60643
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  /33

  $419,900

  • 3 Beds
  • 2.5 Baths
  • 1,792 Sq Ft

  6120 W 98th St, Oak Lawn, IL 60453

  Welcome to Oak Lawn's Contemporary Exquisite Living. Perfectly situated not far from SW Highway and 95th St, one of Oak Lawn's most vibrant and sought-after neighborhood shops, local dining and night life entertainment. Columbus Manor Park awaits you one block away for your morning walks. This residence is a stunning modern-construction 2-story single-family home. Boasting 3 generously sized

  Hill Torres Urbanitas Inc.

  6120 W 98th St, Oak Lawn, IL 60453
• 

  

  /16

  $434,500

  • 4 Beds
  • 3.5 Baths
  • 2,511 Sq Ft

  17950 Fountain Cir, Orland Park, IL 60467

  Discover refined living in this STUNNING beautifully updated three-story townhome offering 2,500 square feet of thoughtfully designed open space. This elegant residence features 4 spacious bedrooms and 3.5 bathrooms, showcasing high-end finishes throughout and a seamless open-concept floor plan filled with abundant natural light shining through. The home boasts modern updates throughout, generous

  Nadia Ali Village Realty, Inc.

  17950 Fountain Cir, Orland Park, IL 60467
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  /20

  $499,900

  • 9,240 Sq Ft

  1758 E 72nd St, Chicago, IL 60649

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

  James Mattz Keller Williams Preferred Rlty

  1758 E 72nd St, Chicago, IL 60649
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  /40

  $444,000

  • 5 Beds
  • 4 Baths
  • 2,835 Sq Ft

  7413 S King Dr, Chicago, IL 60619

  Welcome to your Park Manor Mini Mansion. With Nearly 3000 square feet of Living Space, this spacious newly remodeled home boast 5 bedrooms and 4 Full Bathrooms. Designed and Renovated with Luxury in mind, this modern home has 2026 Smart Appliances in the Kitchen, Spa Bathroom in the Primary Suite, Bluetooth Enabled Music and Wi-Fi Connectivity to the HVAC. Truly a remarkable home. With Bedrooms

  Lawrence Dorsey Tristar Management Group LLC

  7413 S King Dr, Chicago, IL 60619
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  /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
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  /27

  $427,000

  • 1 Bed
  • 1 Bath
  • 685 Sq Ft

  211 N Harbor Dr Unit 1105, Chicago, IL 60601

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

  Brad Brondyke Jameson Sotheby's Intl Realty

  211 N Harbor Dr Unit 1105, Chicago, IL 60601
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  /44

  $499,000

  • 7 Beds
  • 3 Baths

  4211 W Gladys Ave, Chicago, IL 60624

  Iconic Chicago Greystone 2-flat in an exceptional location, fully updated and move-in ready! This stunning building features new electrical, plumbing, furnaces with central A/C, a brand-new rear porch, new windows, and an updated basement with endless possibilities. Beautiful hardwood floors run throughout the main units, highlighting the spacious and bright layouts. The second floor offers a

  Shaheen Pervaiz Exit Strategy Realty

  4211 W Gladys Ave, Chicago, IL 60624
• 

  

  /5

  $450,000

  • 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
• 

  

  /19

  $499,000

  • 1 Bed
  • 1 Bath
  • 661 Sq Ft

  211 N Harbor Dr Unit 1207, Chicago, IL 60601

  Modern 1BR at Cirrus Condominiums with Stunning Park Views, One Parking spot in the garage included. Lakeshore East's premier new lakefront residence. This beautifully appointed one-bedroom home (Residence 1207) features west-facing floor-to-ceiling windows with sweeping views of the new Cascade Park. One deeded parking space is included in the price. Interior finishes include wide-plank white

  Martha Lozano RE/MAX City

  211 N Harbor Dr Unit 1207, Chicago, IL 60601
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  /25

  $418,000

  • 2 Beds
  • 2.5 Baths
  • 2,933 Sq Ft

  22 W Maple Ln, Palos Heights, IL 60463

  Two-story townhouse located in the desirable Arbors of Palos Heights. This well-maintained home offers 2 bedrooms plus a versatile loft and a fully finished basement, providing plenty of living and flex space. Did we mention this unit has a NEW ROOF, NEW SKYLIGHTS, AND SIDING (2026)!! The main-floor primary suite features a walk-in closet and a private master bathroom for added convenience.

  Sheila Yakutis RE/MAX 10

  22 W Maple Ln, Palos Heights, IL 60463
• 

  

  /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
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  /24

  $409,000

  • 2 Beds
  • 2 Baths
  • 1,267 Sq Ft

  1600 S Indiana Ave Unit 803, Chicago, IL 60616

  BRIGHT AND SPACIOUS 2-BEDROOM, 2-BATH WITH A DEN IN PRIME NORTHEAST CORNER UNIT WITH GARAGE PARKING AVAILABLE. NICE CITY AND LAKE VIEWS WITH FLOOR TO CEILING WINDOWS AND BALCONY. LARGEST 2 BEDROOM IN BUILDING. KITCHEN HAS GRANITE COUTERTOPS WITH AN BREAKFAST BAR, STAINLESS APPLIANCES. PRIMARY SUITE INCLUDES A WALK IN CLOSET, PRIVATE MASTER BATH WITH SEPARATE SHOWER & WHIRLPOOL TUB. BAMBOO

  Nam Seo Coldwell Banker Realty

  1600 S Indiana Ave Unit 803, Chicago, IL 60616
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  /14

  $419,000

  • 1 Bed
  • 1 Bath
  • 911 Sq Ft

  175 E Delaware Place Unit 5808, Chicago, IL 60611

  Welcome to this impeccably updated one bedroom, one bath residence offering breathtaking North and East views of Lake Michigan. This move-in ready home features beautiful floors throughout, stylish shiplap details, sleek barn doors, and a cozy electric fireplace. The open kitchen offers quartz countertops, all stainless-steel appliances, and a huge island with extra storage. There is also a

  Linda Kramer Berkshire Hathaway HomeServices Chicago

  175 E Delaware Place Unit 5808, Chicago, IL 60611
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  /26

  $449,900

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft

  7649 N Eastlake Terrace Unit 2F, Chicago, IL 60626

  " Million dollar unobstructed lakefront views". Enjoy this 2nd floor corner unit facing north and east with tons of natural light and views of lake Michigan. This home is currently set up as a 1 bedroom with easy options to convert back to a 2 bedroom. Improvements; New custom Anderson windows with new trim and custom window treatments. Newly installed air conditioning with mini splits. All

  Bill Karner Re/Max Cityview

  7649 N Eastlake Terrace Unit 2F, Chicago, IL 60626
• 

  

  /30

  $419,000

  • 3 Beds
  • 2 Baths
  • 1,280 Sq Ft

  7214 Farmstead Ln, Hanover Park, IL 60133

  This newly built (2023) two-story townhome offers a versatile floor plan with 3 bedrooms and 2 bathrooms, featuring an open-concept design highlighted by soaring ceilings. The home includes a spacious living room and dining area, along with a well-appointed kitchen with stainless steel appliances. Enjoy both a private balcony and patio, a comfortable primary suite, two additional bedrooms, and a

  Sairavi Suribhotla Keller Williams Infinity

  7214 Farmstead Ln, Hanover Park, IL 60133
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  /30

  $474,900

  • 5 Beds
  • 3 Baths
  • 2,700 Sq Ft

  9400 S Charles St, Chicago, IL 60643

  Rare fully permitted Beverly rehab - 2,700 sq ft of living space on a quiet cul-de-sac. City of Chicago final inspection completed Oct 2025. Every major system is new and city approved: electrical, plumbing, HVAC, roof, and garage. First floor master suite with walk-in closet and luxury bath. Chef's kitchen featuring stainless steel appliances, custom 42" white shaker cabinets, granite counters,

  Michael Turk HomeSmart Realty Group

  9400 S Charles St, Chicago, IL 60643
• 

  

  /20

  $454,900

  • 5 Beds
  • 2 Baths

  Unlisted Address

  Both units feature hardwood floors, updated kitchens and baths, and some newer windows. The furnace and hot water heater have both been updated within the last 10 years, and the roof was replaced in 2010. Enjoy the newer enclosed back staircase with open porches, perfect for relaxation and privacy. Located within walking distance to public transportation, the expressway, libraries, shopping, and

  Andrea Routen Coldwell Banker Realty

  Unlisted Address
• 

  

  /20

  $430,000

  • 6 Beds
  • 3.5 Baths
  • 2,309 Sq Ft

  6901 W 179th St, Orland Park, IL 60467

  Rare Country-Style Setting in the Heart of Tinley Park! Enjoy the best of both worlds-peaceful, country-like living on an oversized, wooded 1+ acre fenced lot (160' x 265') just blocks from downtown, the Metra train, I-80, and elementary and middle schools. This eye-catching home welcomes you with a relaxing covered front porch, dramatic rooflines, and a striking palladium window. A side-load

  Charles Groebe Coldwell Banker Realty

  6901 W 179th St, Orland Park, IL 60467
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  /24

  $483,333

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

  4551 W Foster Ave, Chicago, IL 60630

  Welcome to Mayfair. This home features 3 bedrooms and 2 bathroms with plenty of Storage: Enjoy multiple closets and clever storage solutions throughout the home. Inviting Backyard: A delightful yard perfect for cookouts. Basement: Ideal for a recreational room, home office, or additional storage. A bright and airy sunroom, perfect for hobbies, reading, or simply enjoying the view. Scheduel your

  Monica Morales Extreme Realty LLC

  4551 W Foster Ave, Chicago, IL 60630
• 

  

  /25

  $429,000

  • 2 Beds
  • 2 Baths
  • 1,323 Sq Ft

  319 S Glendale Ave Unit 303, Barrington, IL 60010

  Newer condo building! This condo is only 1 year old! It has an Open floor plan with extra closet space, Quartz countertops throughout, rarely used Stainless steel appliances, full sized in-unit washer/dryer, oversized kitchen island with a Stainless steel kitchen sink, large private covered balcony, Beautiful Luxury Vinyl floors throughout. Pella windows and doors. Kitchen has 42" upper cabinets,

  Dean Tubekis Coldwell Banker Realty

  319 S Glendale Ave Unit 303, Barrington, IL 60010
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  /24

  $467,000

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

  155 N Harbor Dr Unit 403, Chicago, IL 60601

  Home Sweet Home - Unit 403 is a spacious 1400SF two bedroom/two bathroom home located in Lakeshore East at prestigious Harbor Point. Freshly painted, this thoughtful floorplan is set in the curve and provides stunning city and lake views from 15 total windows. The open floor plan offers a sun-filled galley kitchen with stainless steel appliances and generous cabinet storage. The separate dining

  Liane Pruchnik Berkshire Hathaway HomeServices Chicago

  155 N Harbor Dr Unit 403, Chicago, IL 60601
• 

  

  /25

  $410,000

  • 11 Beds
  • 7 Baths

  7414 S Stewart Ave, Chicago, IL 60621

  Solid, well-maintained 3-unit and basement brick building offering strong income potential. Updated basement and first-floor unit, with second and third floor units currently rented, providing immediate cash flow. The first, second, and third floor units each feature three bedrooms and two full bathrooms, while the lower-level unit offers two bedrooms and one bathroom. All units have separate

  Harry Ventimiglia Keller Williams Preferred Rlty

  7414 S Stewart Ave, Chicago, IL 60621
• 

  

  /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
• 

  

  /8

  $400,000

  • 4 Beds
  • 2 Baths
  • 1,920 Sq Ft

  2240 N Monitor Ave, Chicago, IL 60639

  Spacious single-family home in the desirable Belmont Cragin area, offering a flexible layout with an upper-level in-law suite. Ideal for multi-generational living or those seeking a larger home with room to grow.

  Monica Morales Extreme Realty LLC

  2240 N Monitor Ave, Chicago, IL 60639
• 

  

  /44

  $499,990

  • 3 Beds
  • 2 Baths
  • 2,502 Sq Ft

  7235 W Barry Ave, Chicago, IL 60707

  ***Note: This house is in Chicago the city proper even though there is an Elmwood Park zipcode! (60707)!! Don't wait! So much curb appeal here! This ranch blends timeless design with modern updates and meticulous care. Filled with natural light, the spacious living and dining rooms create an inviting atmosphere perfect for gathering and entertaining. The elegant, cheerful kitchen was beautifully

  Pamela Monteleone Charles Rutenberg Realty of IL

  7235 W Barry Ave, Chicago, IL 60707
• 

  

  /17

  $499,900

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

  200 E Delaware Place Unit 19A, Chicago, IL 60611

  Rare Value-Add Opportunity in Gold Coast- Priced to Renovate-Enjoy stunning panoramic views of Lake Michigan and the city from this spacious 2-bedroom, 2-bathroom condo. With 1,550 sq. ft. of well-designed living space, with floor to ceiling windows this unit offers bright, open rooms of elegant living in the heart of Chicago. In-unit laundry and additional storage space. Located steps from

  Jordan Taggart Own and Prosper Collective LLC

  200 E Delaware Place Unit 19A, Chicago, IL 60611
• 

  

  /9

  $424,900

  • 4 Beds
  • 2 Baths

  2731 S Whipple St, Chicago, IL 60623

  Welcome to 2731 s whipple chicago. This beautifully fully rehabbed two unit building is exactly what you've been looking for. NEW FENCE, NEW APPLIANCES, NEW ROOF, NEW TANKLESS WATER HEATER, NEW PLUMBING and so much more. This building offers 2 spacious units equipped with 2 bedrooms and 1 bath with brand new appliances including washers and dryers. Both units are currently occupied and have been

  Jewel Brewer Coldwell Banker Realty

  2731 S Whipple St, Chicago, IL 60623

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