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Historic Homes for Sale in Chicago, IL

389 homes
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4218 W Thorndale Ave, Chicago, IL 60646

THIS IS A REAL HIDDEN GEM! Sauganash Village is an exclusive and quiet community nestled in Chicago's prestigious historic Sauganash neighborhood, and this spacious residence, presents upscale living...
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11051 S Hoyne Ave, Chicago, IL 60643

Hidden gem in Beverly/Morgan Park area. This gem has three full floors of house, a working fireplace, three enclosed porches, and a very large great room. Probably created before great rooms ever ...
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7322 N Oakley Ave, Chicago, IL 60645

Estate Sale! Classical Bungalow in the beautiful West Ridge area in an oversized lot.Family-owned for over 50 years. 1st floor has a living room, Dining room, two good-sized bedrooms, office or 3rd b...
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1617 N Cleveland Ave, Chicago, IL 60614

3 bedroom 2.5 bathroom nestled in the leafy urban oasis of St. Michaels Square where Old Town Triangle meets Lincoln Park. Approximately 2000 square foot duplex up with a 300 square foot private out...
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5040 N Marine Dr Unit D3, Chicago, IL 60640

Welcome home to this beautiful and bright 1-bedroom, 1-bathroom condo in Chicago's historic MDA building just steps from Lake Shore Drive and Foster Beach! This newly-painted unit offers one of the m...
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5512 S Woodlawn Ave Unit 303, Chicago, IL 60637

This rare opportunity offers a delightful condo in a prime location near the University of Chicago. The spacious one-bedroom unit boasts serene views of meticulously landscaped grounds complete with ...
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620 W 44th St, Chicago, IL 60609

Charming 3 Bedroom, 1 bath "Chicago Workers Cottage" located in the heart of Canaryville, a well-established Southside neighborhood located a short 15-minute drive to the center of Downtown. Ideally...
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6615 S Woodlawn Ave Unit 2N, Chicago, IL 60637

Welcome to this charming vintage condo nestled in the highly sought-after Woodlawn community. This delightful residence seamlessly blends classic architectural details with modern comforts, offering ...
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1356 N State Pkwy, Chicago, IL 60610

Rarely available desirable Gold Coast Location, Graystone charm, minimalistic style and vintage elegance. 1356 delivers the true Gold Coast living experience. Walkable to fine restaurants shopping an...
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633 S Plymouth Ct Unit 908, Chicago, IL 60605

Welcome to Chicago's historic Printer's Row neighborhood and the Pope Building. Printer's Row, at one time was the heart of the city's publishing industry. The neighborhood now blends historic charm ...
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1523 W Touhy Ave, Chicago, IL 60626

A magnificent oversized Chicago lot to make a forever home in the heart of East Rogers Park. Meticulously maintained by a single owner for over two decades, this property truly is a piece unique. Com...
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2416 E 74th St, Chicago, IL 60649

FULLY RENOVATED BRICK BUNGALOW IN HISTORIC SOUTH SHORE. 1ST FLOOR FEATURES CHEFS KITCHEN WITH GRAND 6FT CENTER ISLAND, STAINLES STEEL APLIANCES, LARGE DINING AREA, ELECTRIC FIRE PLACE, POWDER ROOM, W...
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2939 S Arch St, Chicago, IL 60608

Custom All Brick Huge Ranch with Full Finished English Basement! Built in 1972 this Custom (1674 SQ FT!!) Home has had only one Owner and is in absolute move in condition! All Plaster Construction. E...
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1307 S Wabash Ave Unit 704, Chicago, IL 60605

PREMIER LOCATION IN THE HEART OF THE SOUTH LOOP. THIS STYLISH TOP FLOOR 3BR/2BA SOFT LOFT IN THE HISTORIC ART DECO FILM EXCHANGE BUILDING OFFERS SOARING CEILINGS, EXPOSED DUCTWORK, AND HARDWOOD FLOOR...
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11319 S Carpenter St, Chicago, IL 60643

Welcome to 11319 South Carpenter Street in the vibrant Morgan Park neighborhood of Chicago, IL. This beautifully updated single-family home combines modern style with everyday comfort, making it an i...
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728 W Jackson Blvd Unit 516, Chicago, IL 60661

Experience the perfect blend of historic charm and modern luxury in this spacious Haberdasher Square 2-bedroom, 2-bathroom loft in the former industrial building once home to Hart Schaffner & Marx Cl...
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2350 N Lincoln Park W Unit 4S, Chicago, IL 60614

Available for the first time in decades, this expansive 3,400 sqft top-floor condo in the historic Aztec building offers sun-drenched, treetop views of the park and downtown skyline. Featuring genero...
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5555 N Sheridan Rd Unit 1506, Chicago, IL 60640

This 7 room | 3 bedroom - 3 bathroom apartment @ the Benjamin Marshall designed Edgewater Beach Apartments has east, south & west exposures providing loads of natural light and views of the lake, par...