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Historic Homes for Sale in Chicago, IL

385 homes
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179 E Lake Shore Dr Unit 603, Chicago, IL 60611

Absolutely stunning, newer renovation in East Lake Shore Drive Benjamin Marshall Co-op building. Drake Tower is Chicago's coveted pre-war building with magnificent views and one of the most prestigio...
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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...
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421 W Melrose St Unit 8A, Chicago, IL 60657

Classic and sophisticated prewar at the Eddystone! This spacious and light filled corner 2 bedroom/2 bathroom home has been renovated to perfection throughout - combining the amazing vintage details ...
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2448 N Normandy Ave, Chicago, IL 60707

Attention builders and developers. Amazing opportunity to bring your vision to build a single family home on this 25 x 125 residential lot located in Montclare. Zoned RS-3.Tear down single family hom...
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10840 S Buffalo Ave, Chicago, IL 60617

Exceptional opportunity to acquire a Georgian on an oversized, 4060 sq. ft. parcel in Chicago's East side community across the street from Wolfe Park and a couple blocks from East Side Little League ...
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1755 E 55th St Unit 407, Chicago, IL 60615

If you're seeking a stunning, spacious unit filled with natural light, this is the one for you. This massive unit features a full dining area and living space, with a bedroom large enough to accommod...
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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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1016 N Crosby St, Chicago, IL 60610

Luxury Living Awaits in River Village! Experience the best of city living in this meticulously maintained townhome, lovingly cared for by its original owner. With 3 bedrooms, 2.5 baths, and custom...
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600 N Kingsbury St Unit 1906, Chicago, IL 60654

Welcome to the epitome of luxury living in the heart of River North! This stunning penthouse, meticulously crafted by Chris George Interiors, is a true masterpiece boasting unparalleled sophisticatio...
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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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1301 N Astor St Unit 2, Chicago, IL 60610

Step into this captivating Astor Street art deco haven situated in an architecturally significant Gold Coast boutique building, envisioned by Phillip Maher in 1929. Full of history, the interior was ...
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2173 N McVicker Ave, Chicago, IL 60639

Single family with 3 bedrooms, 2 full bathrooms, laundry room and a large Living Room and Dining room . Great area-close to transportation, restaurants, Riis Park and Brickyard mall, House needs some...
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1443 W Birchwood Ave, Chicago, IL 60626

Stunning vintage dream home on oversized lot with a yard to get lost in. Current owners have lived in this grand old Arts & Crafts gem for 30 years, letting the house itself direct tasteful upgrade...
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800 N Michigan Ave Unit 2702, Chicago, IL 60611

Experience luxury living at its finest in this exquisite east-facing 3200 SqFt residence at the prestigious Park Tower, part of the 5-star Park Hyatt. Located at 800 N. Michigan Ave., this stunning u...
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60 E Monroe St Unit 3704, Chicago, IL 60603

Come see this cool MCM style 2 bedroom 2 bath home with beautiful interior designer touches. The Legacy at Millennium Park is an eye-catching, sleek glass tower rising from the surrounding classic Ch...
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850 N Lake Shore Dr Unit 708, Chicago, IL 60611

This residence is a two bedroom with multi-purpose den, 11' ceilings, plenty of closet space and north facing view. This beautifully renovated historical building, nestled along Chicago's picturesque...
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1210 N Astor St Unit 2B, Chicago, IL 60610

This historic Astor Street condo was thoughtfully renovated under the direction of architect/preservationist Marvin Ullman. The original character was preserved while virtually all the infrastructure...