See all homes in Chicago
Vacation Homes for Sale in Chicago, IL
40 homes
New
9404 S Union Ave, Chicago, IL 60620
Washington Heights awaits you !!! A lovely 4 bedroom, 2 full bath Tri-Level Home. Look at this living room, kitchen combo with a fireplace and cathedral ceilings. Upper level has 3 bedrooms and a ful...
New
1211 S Prairie Ave Unit 5400, Chicago, IL 60605
The opportunity of a lifetime. Spanning an entire floor and encompassing over 10,000 square feet of RAW space with unmatched views, this property presents the perfect canvas for realizing your custom...
New
5230 S Cornell Ave Unit A, Chicago, IL 60615
This 4Bedroom, 3 and a Half Bathroom property with gated garage parking is one of fourteen Bloomsbury townhouses located in Hyde Park. Built in 1988, the Townhome community is located close to Lake M...
New
5028 W Ohio St, Chicago, IL 60644
Immaculately beautifully home and well maintained. This property has low taxes without any exemptions. Perfect home or rental property completely move in ready . 2 car garage. Fenced in backyard to e...
New
6157 N Sheridan Rd Unit 16H, Chicago, IL 60660
Enjoy Lakeview living at El Lago condominium. This unit has large living room and dining room combined with a decent sized bedroom with a view of the lake. The building is equipped with amenities t...
8240 S South Shore Dr, Chicago, IL 60617
START 2025 WITH A NEW HOME!! Conveniently located close to the Obama Presidential Library, Hyde Park shopping and restaurants, Lake Shore Drive and public transportation. This 4 bedroom single family...
505 N Lake Shore Dr Unit 2507, Chicago, IL 60611
Step into the epitome of luxury living in Chicago's most iconic lakefront building, Lake Point Tower-the only residential building east of Lake Shore Drive. This combined double end unit on the 25th...
6033 N Sheridan Rd Unit 5A, Chicago, IL 60660
WOW! THIS RARELY AVAILABLE TIER, 3 BEDROOMS CONDO ON THE 5TH FLOOR AT MALIBU EAST CONDOMINIUM BUILDING, HAS AN OUTSTANDING LAKE, BEACH AND CITY VIEWS. THE KITCHEN HAS GRANITE COUNTERTOPS. THE FURNACE...
680 N Lake Shore Dr Unit 1215, Chicago, IL 60611
Spacious one large bedroom with dressing room plus den and two ensuite baths with amazing closet space. This condo boasts a huge 28x16 living room with custom built-in's (glass shelves, cabinets and ...
1401 N Astor St, Chicago, IL 60610
Heart of Gold Cost corner building will totally impress you from all angles. Beginning with dramatic, uniquely engineered suspended steel staircase with glass catwalks makes you feel like walking the...
474 N Lake Shore Dr Unit 4808, Chicago, IL 60611
Amazing views offered at this bright and beautiful, turn-key condo in one of Streeterville's most premier locations! As you step inside your corner unit, you are greeted by jaw dropping / unobstructe...
127 W Maple St Unit 2, Chicago, IL 60610
CASH INVESTOR ONLY. Tenant's lease 2400/month through July 2025. Huge & bright one bedroom plus a bonus room in prime Gold Coast location! Very large living room/dining room with 10' ceilings and har...
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...
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...
Price drop
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...
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 ...
Price drop
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...
Viewing page 1 of 3