Chicago, IL Homes for Sale with a Deck

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  /52

  $2,875,000

  $320K PRICE DROP Pending

  • 5 Beds
  • 4.5 Baths

  1816 N Hudson Ave, Chicago, IL 60614

  This 5-bedroom, 4.1 bath residence is move in ready offering exceptional entertaining space and meticulous updates throughout the home. Ideally situated on one of the most sought after blocks in prestigious East Lincoln Park. This home showcases refined architectural details and high-end finishes throughout, reflecting an uncompromising attention to detail. The fabulous gourmet kitchen features

  Rosalie Lemperis Coldwell Banker Realty

  1816 N Hudson Ave, Chicago, IL 60614
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  /24

  $389,800

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

  946 N Homan Ave, Chicago, IL 60651

  Large Single Family Home in Great Location! This Home is Ready to Move in. Features include a New Roof with a 10 Year Warranty, Freshly Painted, Separate Kitchen, Open Living Room Living Room Combined with Dining Hardwood flooring through out , with plet of natural sunlight. 4 large bedrooms, (2 on Main Level 2 on Lower Level) lower Living space can be used as substantial Family living or

  Florence Molinelli RE/MAX Premier

  946 N Homan Ave, Chicago, IL 60651
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  /17

  $725,000

  Pending

  • 2 Beds
  • 2 Baths

  843 W Adams St Unit 711, Chicago, IL 60607

  Another rare find at Olympia Lofts, an authentic flat concrete boutique loft building diagonal across the street from Mary Bartelme Park. This penthouse residence in this 1906 original build features 2018 complete renovation duplex with 14' exposed concrete ceilings, nearly floor to ceiling windows, large south facing balcony off living room, room for separate dining area, fireplace, open kitchen

  Nicholas Colagiovanni Baird & Warner

  843 W Adams St Unit 711, Chicago, IL 60607
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  /28

  $650,000

  Open Sat 1PM - 3PM

  • 4 Beds
  • 3.5 Baths

  433 E 46th Place, Chicago, IL 60653

  Tucked within the historic fabric of Chicago's vibrant Bronzeville neighborhood, these extraordinary rowhomes - originally constructed between 1880 and 1883 - present a rare opportunity to own a true piece of Chicago architectural history completely rebuilt for modern luxury living. Behind the stately brick and stone facade lies an uncompromising, full-scale renovation designed for long-term

  Michelle Browne @properties Christie's International Real Estate

  433 E 46th Place, Chicago, IL 60653
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  /36

  $1,800,000

  Pending

  • 5 Beds
  • 3.5 Baths

  1530 W Grace St, Chicago, IL 60613

  Nestled in the heart of the highly sought-after Lakeview/Southport Corridor, this exceptional home offers the perfect blend of space, comfort, and convenience on an oversized 31.5' x 125' lot. Ideally located within the acclaimed Blaine School District, this five-bedroom, three-and-a-half-bath residence is just moments from neighborhood favorites, shopping, dining, transit, and the lakefront. A

  Heidie Maslo @properties Christie's International Real Estate

  1530 W Grace St, Chicago, IL 60613
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  /40

  $439,900

  Pending

  • 2 Beds
  • 2 Baths
  • 1,475 Sq Ft

  1530 S State St Unit 16K, Chicago, IL 60605

  Wake up to both lake and city every morning from the 16th floor of Dearborn Tower, one of the South Loop's most sought after addresses. This spacious two bedroom, two bathroom condo faces south, treating you to breathtaking east to west city and sky views that have to be seen in person to be believed. The open layout is flooded with natural light through floor to ceiling windows, and the southern

  Jacob Reiner Redfin Corporation

  1530 S State St Unit 16K, Chicago, IL 60605
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  /2

  $1,500,000

  Pending

  • 5 Beds
  • 3.5 Baths
  • 4,000 Sq Ft

  1769 W Olive Ave, Chicago, IL 60660

  ***SOLD BEFORE PRINT***

  Hadley Rue Baird & Warner

  1769 W Olive Ave, Chicago, IL 60660
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  /45

  $279,900

  • 4 Beds
  • 2 Baths
  • 1,782 Sq Ft

  123 W 104th Place, Chicago, IL 60628

  Welcome to your future Home!. Meticulously rehabbed and modernized bungalow, just waiting for your personal touches. No detail was spared. This property features a modern design that you can see in the kitchen and bathrooms and also the things that you don't see are high efficiency items including furnace and tankless water heater, copper pipes and much more. Outside brand new concrete driveway,

  Roberto Rodriguez Solaris Enterprises Inc

  123 W 104th Place, Chicago, IL 60628
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  /29

  $285,000

  Pending

  • 2 Beds
  • 2 Baths
  • 1,657 Sq Ft

  4361 S Greenwood Ave Unit 1N, Chicago, IL 60653

  Beautiful 2-bedroom, 2-bath condo in the desirable North Kenwood neighborhood, just a half-mile from Chicago's lakefront. This move-in-ready home features refinished oak hardwood floors, designer LED lighting and updated fireplace tile surrounds. The bright and spacious living room offers built-in shelving, a decorative fireplace, and a dedicated space ideal for a home office. Both bedrooms

  Allison McGowan @properties Christie's International Real Estate

  4361 S Greenwood Ave Unit 1N, Chicago, IL 60653
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  /32

  $395,000

  • 8 Beds
  • 3 Baths

  7422 S Blackstone Ave, Chicago, IL 60619

  Welcome to the charming, income-generating 2-unit building in South Shore offering 8 bedrooms, 3 bathrooms, and a 2-car garage with a party door. The property features a 3-bedroom upper-level unit currently rented for $1,300/month, providing immediate rental income and strong potential for growth. The first-floor unit is duplexed to the basement and offers an expansive 5-bedroom, 3-bathroom

  Alisha Harris Ellison Parker Realty

  7422 S Blackstone Ave, Chicago, IL 60619
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  /43

  $520,000

  $10K PRICE INCREASE

  • 5 Beds
  • 3 Baths

  2705 N Monitor Ave, Chicago, IL 60639

  Located in the sought-after Belmont Cragin neighborhood, this well-maintained property offers an incredible opportunity for both owner-occupants and savvy investors alike! Situated in the desirable 60639 area, this versatile building features spacious living arrangements, functional layouts, and excellent income potential. The main dwelling offers 3 generously sized bedrooms, 1 full bathroom, a

  Tarsica Roopchand RE/MAX FUTURE

  2705 N Monitor Ave, Chicago, IL 60639
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  /25

  $995,000

  New Construction

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

  3820 N Damen Ave Unit 2, Chicago, IL 60618

  Ready for delivery! Luxury New Construction condo on an oversize 30' wide lot in the desirable neighborhood of North Center and Bell school district. Brand new 4-unit development built by long standing home builder Strand Partners LLC. Masonry and limestone building with extra-wide luxury condos along with a masonry 3-car garage. This high-end home with a timeless facade boasts premier finishes

  Gordon Munden Baird & Warner

  3820 N Damen Ave Unit 2, Chicago, IL 60618
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  /24

  $225,000

  Pending

  • 1 Bed
  • 1 Bath
  • 911 Sq Ft

  549 W Surf St Unit 2, Chicago, IL 60657

  MULTIPLE OFFERS HAVE BEEN RECEIVED. CALLING FOR HIGHEST AND BEST BY MONDAY, AUG.31ST @5PM. Welcome to this charming condo featuring hardwood flooring throughout and plenty of character. The spacious living room offers a decorative fireplace with a full mantle, built-ins, recessed lighting, and a bright, cheerful sunroom. A large formal dining room includes a built-in buffet and additional

  Melissa Walsh Coldwell Banker Real Estate Group

  549 W Surf St Unit 2, Chicago, IL 60657
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  /10

  $399,000

  Pending

  • 5 Beds
  • 3 Baths

  2123 W Cullerton St, Chicago, IL 60608

  Great opportunity to own a solid brick 2-flat in the highly sought-after Pilsen neighborhood! This property features 2 legal units plus a finished attic offering additional living space with an extra room. In total, the home offers 5 bedrooms and 3 full bathrooms, making it ideal for owner-occupants, multi-generational living, or investors seeking rental income potential. The property also

  David Soto Realty of America, LLC

  2123 W Cullerton St, Chicago, IL 60608
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  /24

  $850,000

  Pending

  • 3 Beds
  • 2 Baths

  1511 W Irving Park Rd Unit 4E, Chicago, IL 60613

  Sun-drenched and immaculately finished, this exceptional 3-bedroom, 2-bathroom penthouse delivers incredible living indoors and out, complete with a private rooftop retreat. Like-new construction and an expansive, thoughtfully designed floor plan create a home that feels both sophisticated and wonderfully livable. Oversized windows fill the living room with natural light, while ample space for a

  Kate Waddell Compass

  1511 W Irving Park Rd Unit 4E, Chicago, IL 60613
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  /11

  $1,649,000

  New Construction Pending

  • 3 Beds
  • 3.5 Baths

  1443 W Roscoe St Unit PH, Chicago, IL 60657

  NEW, UNDER-CONSTRUCTION DUPLEX UP PENTHOUSE. Welcome to 1443 W. Roscoe St. ***DELIVERING NOVEMBER 2026***This INTIMATE all masonry luxury new construction 2-unit building is Located in the heart of THE Southport corridor. This incredible 3 bed 3.1 bath PENTHOUSE DUPLEX-UP home with FULLY PAVED AND BUILT OUT PRIVATE ROOF TERRACE. Built with luxury transitional finishes, A spacious open floor plan,

  Sam Jenkins Jameson Sotheby's Intl Realty

  1443 W Roscoe St Unit PH, Chicago, IL 60657
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  /40

  $1,445,500

  $50K PRICE DROP

  • 4 Beds
  • 3.5 Baths

  1454 N Wieland St, Chicago, IL 60610

  JUST COMPLETED - RECENTLY UPDATED OLD TOWN SINGLE-FAMILY HOME | 4 BEDROOMS | 3.1 BATHS | ATTACHED 2-CAR GARAGE A newly updated four-season sunroom with year-round heating and cooling opens to the private deck and backyard, creating exceptional indoor-outdoor living. Completely rehabbed in 2019 and recently updated by the current owner, including the exterior and interior. This sun-filled Old Town

  Ronda Fish Jameson Sotheby's Intl Realty

  1454 N Wieland St, Chicago, IL 60610
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  /65

  $4,995,000

  • 3 Beds
  • 6 Baths
  • 6,500 Sq Ft

  1524 N Astor St, Chicago, IL 60610

  A rare architectural offering on one of Chicago's most coveted residential streets, this is the northernmost home on Astor, distinguished by its commanding position and oversized windows overlooking the Cardinal's Mansion and Lincoln Park. The setting provides exceptional privacy and natural light, a rarity in the city. Originally designed as a mid century modern residence by noted Chicago

  Jennifer Ames Engel & Voelkers Chicago

  1524 N Astor St, Chicago, IL 60610
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  /38

  $342,000

  • 6 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  7042 S Eberhart Ave, Chicago, IL 60637

  WELCOME TO THIS STUNNING, COMPLETELY REMODELED HOME, WHERE MODERN DESIGN, GENEROUS LIVING SPACE AND EXTENSIVE UPGRADES COME TOGETHER IN ONE IMPRESSIVE PROPERTY! *Step inside to a bright, contemporary open-concept floor plan featuring an expansive living room and dining room area, beautifully accented by architectural coffered ceiling details and stylish modern finishes. *Offering 4+2 Bedrooms in

  Angelica Rodriguez Coldwell Banker Realty

  7042 S Eberhart Ave, Chicago, IL 60637
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  /37

  $600,000

  • 6 Beds
  • 4 Baths

  5753 N Washtenaw Ave, Chicago, IL 60659

  Bring your vision to 5753 N Washtenaw Ave! This property presents an excellent opportunity for an owner-occupant, investor, or developer looking to create value in a desirable Chicago neighborhood. The property offers tremendous potential for renovation, redevelopment, or customization to suit the buyer's needs. Located on a residential block with convenient access to neighborhood amenities,

  Brianna Schmidt Second City Real Estate

  5753 N Washtenaw Ave, Chicago, IL 60659

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