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Homes for Sale in 55+ Communities in Chicago, IL
60 homes
New
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...
New
2323 W Pershing Rd Unit 522, Chicago, IL 60609
Beautiful, corner, 1 bedroom, 1 den and 1 bath loft-style Condo with deeded remote gated parking space in the McKinley Park Lofts. The open and airy living room/dining room and kitchen are spacious w...
New
2545 S Dearborn St Unit 513, Chicago, IL 60616
Historic OPERA LOFTS 2 Bedroom, 2 Bathroom Loft Unit with Heated Deeded Garage Parking Space and Views of Downtown Chicago. This unit features exposed brick, hardwood floors throughout, high ceilings...
New
212 E Cullerton St Unit 504, Chicago, IL 60616
Modern, southeast-facing corner unit in the historic Prairie District. Bathed in natural sunlight through expansive floor-to-ceiling windows, this unit offers serene treetop views and a peek of Lake ...
New
6120 W 65th St Unit 5, Chicago, IL 60638
Beautiful two-story end-unit town-home in the Clearing area! This spacious home features 3 bedrooms and 2 1/2 bathrooms, including a primary bedroom with a full bath and walk-in closet. Enjoy the lar...
New
233 E 13th St Unit 601, Chicago, IL 60605
Step into this sun-drenched Northwest corner unit, located in one of Museum Park's most desirable buildings. Inside, you'll be greeted by a spacious open-concept Living and Dining area featuring fres...
New
11055 S Hamlin Ave Unit 1, Chicago, IL 60655
Welcome to this stunning unique first-floor condo in Mount Greenwood nestled on a cul-de-sac. As you step inside, you'll be greeted with perfection. This unit is packed full of upgrades and has been ...
21 E 26th St Unit 5, Chicago, IL 60616
Luxury Penthouse Living with Private 1,500 SF Rooftop Deck! Experience the best of the South Loop in this stunning 3 story walk-up penthouse, updated to meet 2025 standards. This home offers an expa...
55 E Erie St Unit 2103, Chicago, IL 60611
This stunning 3-bedroom, 2.5-bathroom condo in the highly sought-after 55 E Erie offers an exceptional blend of luxury, comfort, and breathtaking city views. Located on the 21st floor, the open layou...
6213 W 55th St, Chicago, IL 60638
LISTED FOR SALE ONLY, NOT LISTED FOR RENT. Solid brick ranch ready for new owners. This home is in move in ready. Gleaming hardwood floors throughout most of the main level. Ceramic tiled tub surroun...
1717 S Prairie Ave Unit 1302, Chicago, IL 60616
Experience modern living in this stunning 1-bed, 1.5-bath condo at 1717 S Prairie Ave #1302! This beautifully updated unit features an open floor concept with hardwood floors throughout, a sleek kitc...
61 W 15th St Unit 608, Chicago, IL 60605
Recently-remodeled, light-filled 2 bed/2 bath condo is nestled in a tranquil block in South Loop! The unit boasts a spacious, oversized, open-concept living and dining area, perfect for entertaining....
1421 S Halsted St Unit 3B, Chicago, IL 60607
Welcome home to this highly sought-after 2-bedroom, 2-full-bath condo located in the heart of University Village! A perfect blend of style and functionality. As you enter, you'll be captivated by the...
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...
6633 S Keating Ave, Chicago, IL 60629
Charming Chicago Home in Prime Midway Location - Move-In Ready! Don't miss this incredible opportunity to own a well-maintained & tastefully designed home offering THREE levels of living space in the...
5238 S Hamlin Ave, Chicago, IL 60632
Spacious & solid brick home in the Heart of Elsdon Chicago Community! This home offers more living space than most in the area as current owners opened up it's floor plan. Features 3 bedrooms & a ful...
4124 S Michigan Ave, Chicago, IL 60653
Wow! Discover this brick Two-Story, Single Family Row-House in the heart of Bronzeville with no HOA fees! Featuring 6 rooms, 3 bedrooms, one and a half baths, gleaming hardwood floors throughout, S...
55 E Erie St Unit 5001, Chicago, IL 60611
PENTHOUSE LIVING WITH PANORAMIC VIEWS AT AN UNSURPASSED VALUE! This beautifully designed penthouse home epitomizes the height of luxury living. Leave the frenzied world below as you step into your en...
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