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Historic Homes for Sale in Chicago, IL

387 homes
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435 N Michigan Ave Unit 1801, Chicago, IL 60611

This Premier Tower Residence features south, east & north views - lake, river and city views. Tribune Tower Residences offers a once-in-a lifetime opportunity to own a home in one of Chicago's most i...
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900 N Lake Shore Dr Unit 1607, Chicago, IL 60611

Welcome to this perfectly curated and designer quality 2-bed, 2-bath condo nestled in the iconic Miles Van Der Rohe building in the heart of the Gold Coast. This completely renovated 1,130 square fo...
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1355 N Astor St, Chicago, IL 60610

Once-in-a-life time opportunity to own one of Chicago's iconic estates, showcasing over 25,000 Sq. Ft. of combined living spaces and situated on nearly a third of an acre on Gold Coast's most covete...
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5052 N Menard Ave, Chicago, IL 60630

A TRUE CHICAGO BRICK BUNGALOW ON A SPACIOUS LOT. BOTH HOMES ON EACH SIDE HAVE A SIDE DRIVEWAY WHICH LEAVES PLENTY OF SPACE BETWEEN THE HOUSE. THIS BEAUTY FEATURES ORIGINAL STAINGLASS WINDOWS AND HA...
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2236 W Oakdale Ave, Chicago, IL 60618

Location, Location, Location! Take advantage of this prime real estate opportunity by rehabbing, adding-on, or knocking down and building on this 25 x 125 lot in West Lakeview/Hamlin Park! Design t...
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3920 N Lake Shore Dr Unit 3S, Chicago, IL 60613

Welcome to Lake Shore Towers, an elegant and intimate co-op in the heart of East Lakeview. This meticulously maintained pre-war building offers the luxury of only two units per floor, ensuring privac...
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1426 N Orleans St Unit 203, Chicago, IL 60610

Exceptional Large 1 Bedroom, 2 Bathroom Condo in Prime Old Town Location! This spacious and meticulously designed condo offers the perfect blend of comfort and style- Featuring an expansive open-con...
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1240 N Dearborn St Unit 1, Chicago, IL 60610

Discover 1240 N Dearborn, Unit 1 - a beautifully renovated 2-bedroom, 2-bathroom residence in one of the Gold Coast's rare walk-up buildings, brimming with historic charm and modern luxury. Nestled o...
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88 W Schiller St Unit 2003L, Chicago, IL 60610

Stunningly remodeled unit on high floor featuring incredible views. Beautiful hardwood floors, white quartz countertop kitchen includes induction stove top, pull out microwave and other high-end stai...
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1320 N State Pkwy Unit 14-15CD, Chicago, IL 60610

This architecturally significant Gold Coast penthouse offers 7,750 sqft of exceptional living space. Designed for the grandeur of the 1920s and modernized for 21st-century living, it provides a brill...
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860 N Lake Shore Dr Unit 14K, Chicago, IL 60611

One-of-a-Kind architectural masterpiece by Ludwig Mies van der Rohe Step into a work of art and experience the epitome of modern luxury. This newly renovated, highly desired and sought after corner ...
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1502 S Prairie Ave Unit A, Chicago, IL 60605

Truly MOVE-IN READY rarely available 3-bedroom end unit in the highly sought-after gated community of Harbor Square, located in the heart of the South Loop! As the largest model in the subdivision, t...
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4364 S Oakenwald Ave, Chicago, IL 60653

New price! Beautiful 4 bedroom 4.2 bathroom 3900 square foot 3-story home situated on a double lot in prime North Kenwood! This home features plenty of natural lighting, an open floor plan on the mai...
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421 W Melrose St Unit 1D, Chicago, IL 60657

Don't miss this opportunity! Reduced Price of a great sized 3 Bed and 2 Full Bath with central A/C right at the lake...Welcome to your new home just steps from Belmont Harbor at the historic Eddyston...
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5948 S King Dr Unit 2, Chicago, IL 60637

Rare find-Largest unit style w/larger sunporch!!!Great location near University of Chicago and not too far from New Obama Library. Price reduced for fast sale!!! Amazing spacious well maintained Un...
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7738 S Bennett Ave, Chicago, IL 60649

Huge South Shore beauty!! This home exudes casual elegance! The seller has added an electric fireplace and a granite topped kitchen island with space for seating. Walking distance to Rosenblum Park,...
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212 E 44th St Unit 2, Chicago, IL 60653

Lives like a house with all of the conveniences of a professionally managed HOA! A near 1800sqft duplex with 3 bedrooms + den, 2.5-bath in the historic Alexander Condominiums building. Features inclu...
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2001 W 103rd St, Chicago, IL 60643

This classic Beverly charmer captures historical elegance, charm, and a sense of graceful living, with modern details carefully blended into its inviting interior. A gracious circular drive enhances ...