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Big Homes for Sale in Chicago, IL

261 homes
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1443 N Dearborn St, Chicago, IL 60610

Located on one of the Gold Coast's most prized tree-lined blocks, this stately Greystone retains so much of its original character. Last renovated in the 1980's with some more recent updates, the hom...
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4750 S Drexel Blvd, Chicago, IL 60615

Truly rare opportunity to own this 8,000+ square foot historic mansion in the heart of Kenwood. This stunning home is situated on a fully gated oversized 50' x 200' lot overlooking beautiful Drexel ...
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3741 N Cumberland Ave, Chicago, IL 60634

Custom built Prairie Style, private oasis on rare double lot in Irving Woods. Sophisticated design by architect Brendan Fahey w modern features (wired for electric car charging and has Tesla solar) ...
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2130 N Cleveland Ave, Chicago, IL 60614

A rare opportunity to own a just completed - reimagined 19th century stone and brick home on a 30-wide lot, on a Lincoln Park block so rich in historic architecture, the city landmarked it. Located j...
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11406 S Edbrooke Ave, Chicago, IL 60628

Check out this recently renovated 6 bedroom and 4 full bath home in Roseland! This property is perfect for a growing family or an investor looking to earn great rental income. This house is priced to...
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6458 S Hamlin Ave, Chicago, IL 60629

**West Lawn Gem on Oversized Lot!** This stunning home on a 6,000+ sq ft lot offers 6 bedrooms (4 main, 2 in finished basement), 2 living rooms, and 2.5 baths. Enjoy 3 patios and a front porch for...
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537 W Grant Pl, Chicago, IL 60614

Nestled in the heart of East Lincoln Park, quietly tucked away on tree-lined Grant Place, this high-end, custom new construction single family residence awaits discerning homeowners seeking the pinna...
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3155 W Wallen Ave, Chicago, IL 60645

Full stone spacious and beautiful custom-built 4-Story modern newer construction home features gorgeous open layout and floor plan, 2-Full stainless Steel kitchens cabinetry in main level and in base...
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1433 N State Pkwy, Chicago, IL 60610

Elegant Gold Coast Mansion 2 blocks from Latin School. Total rehab 2011. 5 bedrooms and 5 baths 3 1/2 baths. 2/1/2 car gar. Elevator to all floors. Wolfe, Meile, Sub Zero in kitchen areas + butler p...
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1407 N Hoyne Ave, Chicago, IL 60622

A sophisticated presence, landmark status, architectural integrity, and an unprecedented outdoor footprint for Wicker Park, 1407 N. Hoyne Ave. is a one-of-a-kind opportunity for the homeowner who wan...
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215 W Illinois St Unit 2B, Chicago, IL 60654

Two units custom combined to make 4396 sf of classic loft living. Use it all yourself or rent out the second unit for additional income. Perfect for multigenerational living. Two parking spaces incl...
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800 N Michigan Ave Unit 67, Chicago, IL 60611

Unparalleled views from the Park Tower's crown jewel that will impress even the most discerning buyer. A full floor duplex Penthouse like no other at Chicago's premier address, 800 N. Michigan, with ...
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1812 N Howe St Unit PH, Chicago, IL 60614

Luxury New Construction Penthouse, Skyline Views in Desirable East Lincoln Park. You will be in awe of this elevated elegant new construction 3-story Luxury home. From craft and design to location an...
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6218 N Lenox Ave, Chicago, IL 60646

Experience the feel of the suburbs in the city with this custom-built home located in the highly sought-after neighborhood of Edgebrook. Rehabbed in 2016, and featuring a 1,200 square foot addition ...
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1416 N North Park Ave, Chicago, IL 60610

Welcome to your own urban oasis in the heart of historic Old Town! This contemporary custom-designed single-family home is a true treasure, boasting upscale finishes, meticulous attention to detail, ...
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1521 N State Pkwy, Chicago, IL 60610

Exquisite and historic, 1521 N. State Parkway is a rare, prized property on one of Chicago's most coveted blocks known for its magnificent residences. Built in 1894 this George Maher home stands apar...
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800 N Michigan Ave Unit 64, Chicago, IL 60611

An oasis above the clouds, this one-of-a-kind penthouse comprises the entire 64th floor at the prestigious Park Tower on North Michigan Avenue. Spanning 8,500 SQFT, this 15-room apartment was meticul...
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1524 N Astor St, Chicago, IL 60610

This is a very rare opportunity! Set on one of the city's most fashionable streets, this is the northmost home on Astor. Its unique position on the block with oversized windows overlooking the Cardin...