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Big Homes for Sale in Chicago, IL

261 homes
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1753 W Barry Ave, Chicago, IL 60657

Incredible new construction home in the Burley school district! This is a truly beautiful home custom home and is built with amazing craftsmanship and attention to detail. With a very thoughtful open...
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5034 S Blackstone Ave, Chicago, IL 60615

SIGNIFICANT PRICE ADJUSTMENT! AND SELLER IS OFFERING A CREDIT OF UP TO 20,000 TOWARDS THE INSTALLATION OF AIR CONDITIONING! MOTIVATED SELLER! This stately Greystone home is on the market for the f...
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3150 N Lake Shore Dr Unit 11F, Chicago, IL 60657

VIRTUALLY STAGED TO UNDERSTAND THE POTENTIAL OF THIS EXTRAORIDINARY OPPORTUNITY IN ONE OF LAKE SHORE DRIVE'S MOST LUXURIOUS FULL-AMENITIY BUILDINGS! THIS SPRAWLING, ONE-OF-A-KIND HOME FEATURES 4,400 ...
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4628 S Drexel Blvd, Chicago, IL 60653

Presenting one of Drexel Boulevard's most distinguished estates, a meticulously redesigned three-story masterpiece in Chicago. Originally envisioned by architect Horatio Wilson for Benjamin Bensinger...
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1814 W Erie St, Chicago, IL 60622

Incredible new construction home! This is a truly beautiful home from Tullamore Dev and is built with amzng crftsmnshp and attention to detail. With a very thoughtful open floor-plan this house will ...
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231 W Scott St Unit 3, Chicago, IL 60610

Your perfect home awaits situated on a rare cul-de-sac in the heart of historic Old Town! This bright stunning 4 bedroom + office/3.1 bath extra-wide penthouse has been beautifully appointed and live...
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130 N Garland Ct Unit 57C, Chicago, IL 60602

Exclusive Penthouse Unit with Unparalleled Views! Welcome to a one-of-a-kind penthouse unit specially designed by an acclaimed architect. This exceptional residence has been meticulously crafted to ...
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415 E North Water St Unit 2805, Chicago, IL 60611

Welcome to RiverView West, one of Chicago's most prestigious luxury residential buildings. This exquisite 3-bed, 3-bath condo boasts a generous 4,705 sqft of living space and features floor-to-ceilin...
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1708 N Harding Ave, Chicago, IL 60647

BEAUTIFULLY CONSTRUCTED AND METICULOUSLY MAINTAINED 5 BEDROOM-3 1.2 BATH ON A GORGEOUS TREE-LINED STREET IN POPULAR LOGAN SQUARE, JUST BLOCKS FROM THE 606 TRAIL. SUN-FILLED HOME WITH AN EXCELLENT EXT...
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53 E Bellevue Pl, Chicago, IL 60611

Chance of a lifetime to live in a gorgeous single family home on Bellevue. Walking distance from everything. Wheeler and Kearns very own Steve Hall gut rehabbed from top to bottom. 5 bedrooms 5.5 ba...
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1540 N Dearborn Pkwy, Chicago, IL 60610

Meticulously renovated with no expense spared, this magnificent 5-story freestanding Greystone on an oversized lot on one of the Gold Coast's most coveted blocks couples the grandeur of its original ...
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63 E Elm St, Chicago, IL 60611

Ultra charming, classic Chicago Greystone home on one of the Gold Coast's best blocks, just steps from the lakefront and some of the best shopping and dining. Restored to perfection, this home offers...
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950 N Michigan Ave Unit 4904, Chicago, IL 60611

One Magnificent Mile Penthouse: A Luxurious Oasis in Chicago! Discover the extraordinary One Magnificent Mile Penthouse, meticulously designed by the brilliant architect Bruce Graham. Graham, renown...
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500 W Superior St Unit 2701, Chicago, IL 60654

Experience unparalleled luxury in this exquisite penthouse perched atop the prestigious Montgomery in the vibrant heart of River North. Renovated with over $1M in updates, this south-facing jewel off...
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500 W Superior St Unit 2703, Chicago, IL 60654

An unparalleled opportunity presents itself with this meticulously crafted penthouse, masterfully designed by acclaimed architect Darcy Bonner, now available for resale at The Montgomery. Spanning th...
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4234 N Hazel St, Chicago, IL 60613

Set on an enormous 65x165 lot on a tree-lined street in the idyllic Hutchinson Historic District, this magnificent gated estate - rich in original detailing and filled with abundant natural light - p...
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1432 N Astor St, Chicago, IL 60610

Extra wide, ultra notable Astor Street home, originally built in the 1890's, and completely reconfigured in 1930. Throughout its existence, this home has been touched by some of Chicago's most notabl...
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861 N La Salle Dr, Chicago, IL 60610

EXQUISITE Gold Coast Single Family Home PLUS coach house, blends ultra modern design with original classic features, and was completely renovated in 2008 by Marc & Patricia Trudeau, Pavlecic Trudeau ...