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Vacation Homes for Sale in Chicago, IL

46 homes
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303 W Ohio St Unit 1906, Chicago, IL 60654

Love the Sun? This southwest corner residence at Silver Tower is absolutely drenched with sunlight. Floor to ceiling windows in every room. Sparkling home with views of Chicago skyline and the mercha...
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1410 N State Pkwy Unit 13A, Chicago, IL 60610

Welcome to 1410 N. State Parkway, a lovely boutique, 50 unit building, located on one of the iconic tree-line blocks in the Gold Coast. This gently used in-town home has three bedrooms and 2.1 baths ...
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300 N State St Unit 5130, Chicago, IL 60654

Amamzing opportunity for investors and home owners. Beautifully maintained high floor in the MARINA CITY 1BED/1BATH condo with AMAZING VIEWS of the Chicago River, downtown and Lake Michigan. Unit off...
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222 N Columbus Dr Unit 2304, Chicago, IL 60601

This beautifully updated one-bedroom condo is the ideal city retreat. With a modern remodel featuring neutral finishes, the space is fresh, open, and inviting. The kitchen showcases sleek quartz coun...
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363 E Wacker Dr Unit 4304, Chicago, IL 60601

Welcome to Chicago's premier address, The Residences at The St. Regis Chicago. Luxurious in every detail, this lightly lived-in, high-floor corner unit offers unobstructed views of Navy Pier, firewor...
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208 W Washington St Unit 1707, Chicago, IL 60606

East-facing 2 Bedroom, 2 Bath Soft Loft located in the heart of the Loop, at Concord City Centre! The condo features hardwood floors, plus a floor plan that allows for flexibility throughout the uni...
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6700 S South Shore Dr Unit 17B, Chicago, IL 60649

This 2 bed/2 bath corner unit on the 17th floor of the sought-after Quadrangle House Condominium offers panoramic views of Lake Michigan, the Chicago skyline, the Museum of Science and Industry and t...
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161 E 119th St, Chicago, IL 60628

Live like you are on a everlasting vacation! Open the door and walk inside to your own luxury private residence. The first and second floors have beautifully refinished hardwood floors. The large liv...
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1550 N Clark St Unit 703, Chicago, IL 60610

When looking to purchase a home, we seek not just a look but a feeling. We are sensitive to the ways in which a space can elevate the senses, enhance memories, and become not merely a place to sleep ...
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1042 N Orleans St Unit 3, Chicago, IL 60610

Indoor/outdoor living with the private roof top you've been searching for! Top of the line build out duplex up of Chicago-brick mid-rise condo. This home's quality features include Pella windows, N...
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1440 N Lake Shore Dr Unit 35A, Chicago, IL 60610

This is the Penthouse your clients have been looking for! Magnificent custom residence on Lake Shore Drive! Perfect 4 en-suite bedroom - 4.1 bath layout with Spacious Primary Suite including sweeping...
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600 N Lake Shore Dr Unit 4407, Chicago, IL 60611

The wait is over! High floor with unobstructed lake and city views and sought-after largest 1-bedroom in 600 Lake Shore Drive make this residence an amazing purchase opportunity! Purchased as a secon...
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438 W Saint James Pl Unit 3, Chicago, IL 60614

Hurry, Last Unit Available! ALREADY Drywalled, make your selections NOW. Delivery March 2025. Discover the pinnacle of luxury living in Lincoln Park's most exclusive new development, where unparallel...
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655 W Irving Park Rd Unit 4112, Chicago, IL 60613

Gorgeous High Floor Two bedroom/One bath open floor plan Condo with the most stunning lakefront views. Hardwood Floors, large walk-in closet & much more. The kitchen, with breakfast bar peninsula, ...
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1212 N Lake Shore Dr Unit 22, Chicago, IL 60610

Savor the best views Gold Coast has to offer in this sprawling duplex with the best 3 bed price per sqft in the building! At only $382 per sqft, this 3 bedroom, 4 bath condo offers hardwood floors, n...
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363 E Wacker Dr Unit 1903, Chicago, IL 60601

Stunning Luxury Living in Lakeshore East Step into this exceptional 4-bedroom, 4.5-bathroom residence, offering an unparalleled living experience with its unique floor plan and soaring high ceilings...
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2448 W Cortland St, Chicago, IL 60647

Stunning luxury home built in 2019 for today's city living at its finest! Step into a gracious welcoming foyer with adjacent sunny living room featuring a dramatic 10 foot ceilings, extensive millwor...
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2129 N Kedvale Ave, Chicago, IL 60639

Welcome home to 2129 Kedvale, a gut-remodeled three-story home in the desirable Hermosa/ West Logan Square area! Nestled on a charming tree-lined street, this 3400 sq foot home has fantastic curb app...

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