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Vacation Homes for Sale in Chicago, IL
53 homes
New
880 N Lake Shore Dr Unit 12GH, Chicago, IL 60611
Welcome to the opportunity to live in the iconic Mies van Der Rohe 880 N Lake Shore Drive building towering over a prominent Streeterville location with some of the best views of Chicago's skyline an...
New
3536 N Ashland Ave Unit 2N, Chicago, IL 60657
In a beautiful elevator building and overlooking the tree tops, this gorgeous city home is ideally located in the heart of Lakeview and features a PRIVATE 2.5 CAR GARAGE. Large east facing windows fl...
New
680 N Lake Shore Dr Unit 1316, Chicago, IL 60611
680 is one of the most iconic and expansive buildings in the city, taking up one entire city block. The main level features large open hallways and tall cathedral ceilings. The door staff are an adde...
New
2043 W Superior St, Chicago, IL 60612
Welcome to 2043 W Superior St., a luxurious 4 bedroom, 3.1 bathroom residence that combines upgraded design with unparalleled convenience. Located in the vibrant West Town/Ukrainian Village neighborh...
New
5905 W Erie St, Chicago, IL 60644
Welcome to 5905 W. Erie! Like new construction this home has been completely renovated from the roof down, home has new roof, plumbing, electrical, HVAC, sewer and water service. As you enter this la...
Price drop
8623 S Prairie Ave, Chicago, IL 60619
Experience the allure and elegance of this stunning home at 8623 S Prairie Ave, set in the esteemed Chatham neighborhood of Chicago. With its seamless fusion of timeless architectural charm and conte...
474 N Lake Shore Dr Unit 4705, Chicago, IL 60611
Breathtaking Views & Modern Living in the City Next to Navy Pier! This stunning High Floor Corner 2-bedroom / 2 Bathroom desired 05 model home on Lake Shore Drive offers incredible North & East views...
3344 N Kildare Ave, Chicago, IL 60641
Don't miss this huge gem Pride of ownership shows throughout. This two story home also offers a garden level rentable 2 bed apt ( or in-law apt ) Won't last long in this neighborhood!! ...
1030 N State St Unit 38GH, Chicago, IL 60610
Welcome to the crown jewel of Newberry Plaza - an exquisitely renovated large 2-bedroom, 2-bathroom + office/den residence that redefines luxury living in the Gold Coast. Every inch of this home has ...
9807 S Longwood Dr, Chicago, IL 60643
Welcome home to 9807 S Longwood Drive, a pristine and meticulously maintained oversized Bungalow in the heart of the charming and historic Beverly neighborhood. Nestled on Longwood Drive, one of Beve...
5415 N Sheridan Rd Unit 911, Chicago, IL 60640
Welcome Home! This stunning 2-bedroom, 2-bath condo offers 1,200 square feet of comfortable living space with breathtaking panoramic views. The open-concept layout features a modern kitchen with a br...
3100 N Lake Shore Dr Unit 201, Chicago, IL 60657
Rarely available corner unit. One of the largest floor plans in the building. Welcome to The Darien. Beautifully maintained building with direct access to the lakefront path and parks. 2-Bed/2-Bath ...
5741 S Michigan Ave Unit 2S, Chicago, IL 60637
It's time to settle into your own urban oasis in the charming neighborhood of Washington Park. Located in an intimate 6-unit building, this eclectic 3 bedroom 2 bath condo is ready for you to call it...
360 E Randolph St Unit 905, Chicago, IL 60601
Desirable NW Corner at The Buckingham can now be yours !! Completely updated from floors to Ceiling, this 2bd/2ba gives you the confidence to know you are in the right place at the right time ! Beaut...
164 W Eugenie St, Chicago, IL 60614
Welcome to 164 West Eugenie Street, a historic gem nestled in Old Town's beloved Olsen-Hansen Row Houses. Designed by architect Harold Hansen as his personal residence in 1886, this masterful home ex...
1211 S Prairie Ave Unit 3906, Chicago, IL 60605
Stunning 3-Bed, 3-Bath Sky-High Condo in the Heart of Chicago. Welcome to 1211 S Prairie Ave. #3906. Renovated in 2017, this 2,200-square-foot, 3-bedroom, 3-bathroom condo with breathtaking views an...
6 N Michigan Ave Unit 1202, Chicago, IL 60602
Stunning 2-bedroom, 2-bathroom home with unbeatable, unobstructed views of Lake Michigan, Millennium Park, and the iconic Bean. This home can also be purchased fully furnished- ask list agent for mor...
70 W Burton Pl Unit 2805, Chicago, IL 60610
Welcome to the highly sought after Faulkner House of Sandburg Terrace, perfectly situated in Gold Coast and within minutes to Old Town and Lincoln Park. This stunning 1-bedroom, 1-bathroom HIGH FLOOR...
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