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Homes for Sale in 55+ Communities in Chicago, IL

50 homes
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1361 S California Ave, Chicago, IL 60608

Fantastic North Lawndale location directly across from gorgeous Douglass Park, this all brick Cape Cod on an extra-wide, buildable lot offers tremendous potential for rehab or tear down/build new. O...
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61 W 15th St Unit 608, Chicago, IL 60605

Spacious, sun-drenched 2 bed/2 bath condo with split floorplan nestled in a tranquil block in South Loop! Unit features oversized living and dining room. Step out onto a private balcony with an unobt...
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435 N Michigan Ave Unit 403, Chicago, IL 60611

Tribune Tower Residences now offers one of the most distinctive and elegant Tower residences. Some of the beautiful features are grand 12' ceilings, stunning carved stonework framing the large archit...
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3176 S Archer Ave Unit 304, Chicago, IL 60608

This contemporary unit boasts 3 bedrooms and 1.5 bathrooms. Large windows fill the space with natural light, creating a bright and airy atmosphere. The open kitchen features brand-new appliances, inc...
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435 N Michigan Ave Unit 1703, Chicago, IL 60611

Exquisitely decorated model unit in the Tower overlooking the Chicago River with stunning views of the iconic sklyine. Tribune Tower Residences offers a once-in-a lifetime opportunity to own a home i...
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1402 W Chestnut St Unit 1, Chicago, IL 60642

Still under construction. When the dust settles and it's complete, it might be too late. Check out today while you can still customize. What's the value of a 99.99% chance of unobstructed forever vie...
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1402 W Chestnut St Unit 2, Chicago, IL 60642

Still under construction. When the dust settles and it's complete, it might be too late. Check out today while you can still customize. What's the value of a 99.99% chance of unobstructed forever vie...
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1402 W Chestnut St Unit 3, Chicago, IL 60642

Still under construction. When the dust settles and it's complete, it might be too late. Check out today while you can still customize. What's the value of a 99.99% chance of unobstructed forever vie...
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21 E Huron St Unit 1507, Chicago, IL 60611

Completely updated bright and sunny Corner Unit at the Pinnacle. New hardwood flooring, New LG Cooktop & Microwave; Thermador Double Oven, Sub Zero Refrigerator, New Kitchen Sink & Faucet, New Hardw...
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435 N Michigan Ave Unit 1103, Chicago, IL 60611

Tribune Tower Residences offers a once-in-a lifetime opportunity to own a home in one of Chicago's most iconic buildings. It is appointed with the most luxurious finishes: custom millwork and cabinet...
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1422 S Halsted St Unit 1A, Chicago, IL 60607

****Stunning 1st Floor Unit with Extra-Wide Layout!***** No more lugging groceries up the stairs!! This beautiful 2-bedroom, 2-bathroom condo offers an open & spacious floor plan with plenty of natur...
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1018 W 31st St, Chicago, IL 60608

Deluxe Bridgeport Custom Home, Quality Solid Masonry Brick & Block Construction Built 2020, 3720 Sq Ft 3 Finished Levels 2.5 Story On A Larger Lot 3497SqFt, Hi 9' Ceiling, 9 Room 5 Bedroom 4.5 Bathro...
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3001 S Michigan Ave Unit 602, Chicago, IL 60616

Location is what makes this place spectacular! Very spacious southeast corner unit minutes from the lake. Spacious living and dining area ideal for entertaining, Floor to ceiling windows flooding ...
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1515 S Prairie Ave Unit 1118, Chicago, IL 60605

Welcome to full amenity building at Prairie House. West facing with balcony and gorgeous city views! 1br/1.5 bath unit in the heart of south loop. Hardwood floors in the living dining kitchen area,...
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435 N Michigan Ave Unit 1302, Chicago, IL 60611

One of Tribune Tower Residences premier four bedroom, four and a half bath Tower Residences is now for sale. Enjoy spectacular views of the Chicago River as well as the beautiful city architecture. T...
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1700 E 56th St Unit 407, Chicago, IL 60637

Come home to the warm embrace of this sunny corner unit overlooking tree-lined South Hyde Park Blvd. Among the features that distinguish this beautiful and spacious condo are newer vinyl plank floors...
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4900 S Laramie Ave, Chicago, IL 60638

This property is a must-see gem, boasting an exceptional location near Midway Airport, the I-55 Stevenson Expressway, Metra, and much more. It has undergone a complete renovation, leaving nothing fo...
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600 N Lake Shore Dr Unit 3208, Chicago, IL 60611

Newly back on the market due to buyer unable to sell their home. A stunning and very elegant 2 bed/2.5 bath SUNNY Southwest corner and high floor condo, not often available! Great floorplan with grea...

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