Which are the best luxury, amenity-packed apartment buildings in Chicago?

I've only been to a few but The Sinclair is pretty good

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Apartments for Rent in Chicago, IL

2,636 rentals available

1440 E. 52nd Street
$1,585
1440-1450 East 52nd Street, Chicago, IL 60615
(773) 985-7025
1 unit available
1 bed
Amenities
On-site laundry, Hardwood floors, Pet friendly, Bike storage, Courtyard, and Range
Prime Location
Historic charm in vibrant Hyde Park near Lake Michigan.
Located in the vibrant South Side neighborhood of Chicago, this property offers the perfect blend of historic charm and modern convenience. Just steps from lively Harper Court and a buzzing farmers market, you'll have everything you need within walking distance, including shops, restaurants, and the Metra station. Plus, pet lovers will appreciate the welcoming atmosphere with parks and green spaces perfect for dog walks.
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5400-5406 S. Maryland Avenue
$2,395
5400-5406 South Maryland Avenue, Chicago, IL 60615
(773) 839-4037
2 units available
4 bed
Amenities
On-site laundry, Hardwood floors, Dishwasher, Pet friendly, Recently renovated, Air conditioning + more
Classic Elegance
Close to parks and entertainment in a lively neighborhood.
Discover classic charm and modern comforts at 5400-5406 S. Maryland Avenue. Nestled near Washington Park in a vibrant Chicago neighborhood, this property features amenities like granite counters, hardwood floors, and a pet-friendly policy for cats and dogs. Enjoy a blend of privacy and community, with diverse shopping, dining, and entertainment just steps away.
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1154-56 E. 56th Street
$4,995
1154 East 56th Street, Chicago, IL 60637
(773) 796-4415
1 unit available
3 bed
Amenities
In unit laundry, Hardwood floors, Dishwasher, Pet friendly, Recently renovated, Stainless steel + more
Convenient Location
Prime spot near UChicago in South Side.
Perfectly located on the South Side, this property offers close proximity to the University of Chicago and all the excitement of Hyde Park. Residents can enjoy easy access to public transportation, making commutes a breeze. Hassle-free living is enhanced by the pet-friendly policy, accommodating both cats and dogs.
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5237-5245 S. Kenwood Avenue
$3,495
5237-5245 South Kenwood Avenue, Chicago, IL 60615
(773) 863-3286
1 unit available
4 bed
Amenities
On-site laundry, Patio / balcony, Hardwood floors, Pet friendly, Recently renovated, and Bike storage
Historic Charm
Prime location with vibrant lifestyle and amenities.
Nestled in Chicago's lively Hyde Park, this property boasts classic charm with modern amenities. Located just two blocks from the University of Chicago and a short stroll from Lake Michigan, it offers easy access to education and nature. The surrounding neighborhood is bustling with eclectic eateries, shops, and cafes.
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5500 S. Cornell Avenue
$1,050
5493 South Cornell Avenue, Chicago, IL 60615
(773) 295-4499
5 units available
Studio • 3 bed
Amenities
On-site laundry, Patio / balcony, Hardwood floors, Pet friendly, 24hr maintenance, Parking + more
Prime Location
Vibrant lifestyle and convenience in prime location.
Located in the energetic South Side neighborhood, this property offers an exciting lifestyle with restaurants, cafes, and shops in close proximity. Enjoy efficient commutes with easy access to public transportation. Enhanced by abundant amenities like gyms and 24/7 maintenance, this pet-friendly property promises a supportive and lively living experience.
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5300 S Drexel
$1,770
5300 South Drexel Boulevard, Chicago, IL 60615
(773) 796-4537
1 unit available
2 bed
Amenities
On-site laundry, Hardwood floors, Dishwasher, Pet friendly, 24hr maintenance, Recently renovated + more
Hyde Park
Steps from parks and UChicago innovation.
Situated in the vibrant Hyde Park neighborhood, 5300 S Drexel offers residents modern amenities combined with easy access to the dynamic community surrounding the University of Chicago. The property's recent renovations provide spacious living spaces with modern finishes and hardwood floors. Nearby, multiple parks and restaurants are just a short stroll away, enhancing the urban lifestyle and leisure options for residents.
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4.5
Regents Park
$1,750
5035 S East End Ave., Chicago, IL 60615
(312) 612-6156
Top rated for Amenities
“I love living here at Regents Park. Concierge, Maintenance & Office Staff are always nice, professional & helpful.”
95 units available
Studio • 1 bed • 2 bed • 3 bed
Amenities
On-site laundry, Hardwood floors, Dishwasher, Pet friendly, Parking, Recently renovated + more
Luxury Haven
Prime location with abundant amenities in Hyde Park.
Regents Park offers a luxurious lakeside living experience in Hyde Park. Residents have praised its proximity to downtown attractions, extensive on-site amenities, and the convenience of public transport. With both cats and dogs welcome, and stunning lakefront views, it’s an ideal location for those seeking vibrant city living.
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The Blackwood
$1,760
5200 South Blackstone Avenue, Chicago, IL 60615
(773) 825-6910
8 units available
1 bed • 2 bed
Amenities
In unit laundry, Granite counters, Hardwood floors, Dishwasher, Pet friendly, Parking + more
Historic Elegance
Luxurious living in vibrant Hyde Park neighborhood
The Blackwood boasts a unique blend of Art Deco charm and modern convenience, perfectly situated in the bustling heart of Hyde Park. Delight in exquisite amenities like in-unit laundry, a 24-hour gym, and plush resident lounge. Cats and dogs are welcome, adding to the appeal of these beautifully renovated apartments in a sought-after area.
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5252
$2,550
5252 South Cornell Avenue, Chicago, IL 60615
(405) 463-4756
18 units available
Studio • 1 bed • 2 bed
Amenities
In unit laundry, Patio / balcony, Hardwood floors, Dishwasher, Pet friendly, Garage + more
Vibrant Locale
World-class dining and shopping in vibrant Chicago neighborhood.
Situated in one of Chicago's most exciting neighborhoods, 5252 offers easy access to world-class dining and shopping. Residents will appreciate the property's modern amenities such as a well-equipped gym and refreshing pool. Stunning city and lake views from floor-to-ceiling windows amplify the luxurious living experience.
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5325 S. Hyde Park Boulevard
$3,195
5325 South Hyde Park Boulevard, Chicago, IL 60615
(773) 804-8670
1 unit available
3 bed
Amenities
On-site laundry, Hardwood floors, Pet friendly, Parking, Recently renovated, Stainless steel + more
Architectural Delight
Charming Apartment in a Popular Chicago Neighborhood
Discover a beautifully renovated apartment in Chicago's sought-after South Side. Residents love the bright interiors with natural hardwood floors, creating a cozy and inviting living space. The property's excellent location offers seamless access to public transportation, major highways, and the University of Chicago's shuttle service, making commuting around the city a breeze.
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Harper Court
$1,645
5134-5136 South Harper Avenue, Chicago, IL 60615
(773) 840-0988
2 units available
1 bed • 2 bed
Amenities
On-site laundry, Granite counters, Hardwood floors, Dishwasher, Pet friendly, 24hr maintenance + more
Historical Charm
Classic architecture in a vibrant neighborhood
Harper Court blends 1920's charm with modern convenience in lively Hyde Park, just a short stroll from downtown's dynamic dining, shopping, and cultural venues. Residents enjoy pet-friendly amenities, on-site parking, and close proximity to beautiful Lake Michigan and its parks. With 24/7 maintenance, you'll experience seamless living in a community praised for its friendly and secure atmosphere.
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5350-5358 S. Maryland Avenue
$1,900
5350-5358 South Maryland Avenue, Chicago, IL 60615
(773) 831-4402
3 units available
2 bed • 3 bed
Amenities
On-site laundry, Hardwood floors, Dishwasher, Pet friendly, Recently renovated, Bike storage + more
Pet-Friendly Haven
Walkable charm in vibrant and historic location
Nestled in Chicago's vibrant South Side, 5350-5358 S. Maryland Avenue offers an attractive location in a pet-friendly neighborhood. The area is known for its historical charm, with Washington Park just a short stroll away, providing excellent opportunities for outdoor leisure. Residents laud the convenient transport links and walkable access to dining and shopping options.
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Ellis Court
$1,350
5301-5309 South Ellis Avenue, Chicago, IL 60615
(773) 570-2322
4 units available
Studio • 1 bed
Amenities
On-site laundry, Hardwood floors, Pet friendly, Recently renovated, Walk in closets, and Courtyard
Rich Heritage
Charming Hyde Park location with top local conveniences.
Ellis Court is located in the vibrant neighborhood of Hyde Park, renowned for its rich architectural heritage and peaceful atmosphere. Residents enjoy the beautifully landscaped courtyard and spacious interiors with luxurious granite counters and walk-in closets. Just steps away, you'll find the University of Chicago and seamless access to public transport, making commuting a breeze. The property is also pet-friendly, welcoming both dogs and cats.
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The Cloisters
$2,495
5801 South Dorchester Avenue, Chicago, IL 60637
(773) 694-8393
10 units available
1 bed • 2 bed • 3 bed
Amenities
On-site laundry, Hardwood floors, Dishwasher, Pet friendly, Parking, Recently renovated + more
Historic Elegance
Prestigious location near UChicago campus and cultural hotspots.
The Cloisters offers a distinguished and sophisticated living experience near the University of Chicago. Residents praise its neo-gothic architecture and the convenience of being within walking distance to campus, cultural attractions, and vibrant community spots. With amenities like in-unit laundry, a clubhouse, and walk-in closets, this property stands out in a highly sought-after neighborhood.
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5.0
The Sutherland
$1,375
4659 South Drexel Boulevard, Chicago, IL 60653
(773) 789-5463
Top rated for Location
“It’s great living here no complaints.”
4 units available
Studio • 1 bed • 2 bed
Amenities
On-site laundry, Granite counters, Hardwood floors, Dishwasher, Pet friendly, Parking + more
Prime Location
Ideal urban living in vibrant Bronzeville.
Located in the heart of Bronzeville, The Sutherland places residents within a bustling, culturally-rich neighborhood. With attractions like Gwendolyn Brooks Park and the Lakefront Trail nearby, there is always something to enjoy outdoors. The apartments feature modern amenities like stainless steel appliances and granite countertops, making urban living stylish and convenient. Residents praise the helpful staff and feel secure thanks to modern security features.
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5.0
Shoreland Apartments
$2,225
5454 South Shore Drive, Chicago, IL 60615
(858) 943-3493
Top rated for Location
“Management is responsive and easy to reach. Any concerns are quickly handled. Property is clean and apartments are well maintained. Building is very safe and common spaces are always clean.”
7 units available
1 bed • 2 bed
Amenities
In unit laundry, Granite counters, Hardwood floors, Dishwasher, Pet friendly, Parking + more
Lakefront Luxury
Luxurious lake views and vibrant south-side community.
Shoreland Apartments offer a gateway to luxurious lakefront living with stunning views of Lake Michigan. As a historic hotel reborn, it provides modern, eco-friendly amenities, making it a green oasis in Chicago's South Side. Residents cherish their proximity to Promontory Point and enjoy engaging community events.
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The average rent for a 1 bedroom apartment in Chicago is $2,252+, while the average rent for a 2 bedroom apartment is $2,847+. Rent rates updated 7 days ago

Studio: $1,882+Trending down
1 Bed: $2,252+Trending down
2 Beds: $2,847+Trending down
3+ Beds: $3,440+Trending down

* Averages are based on the rental prices of properties listed on Apartment List that don’t include fees

Top neighborhoods in Chicago

West Side
View 401 listings
What it’s like to live in West Side
Creative renters find inspiration in West Side Chicago, where industrial lofts and converted warehouses offer expansive space at significantly lower costs than downtown options. The neighborhood's renaissance continues through artist-led initiatives transforming former manufacturing districts into vibrant communities with gallery spaces and performance venues. Many buildings feature soaring ceilings and freight elevators perfect for artists working with larger materials or installations. Though some areas show transitional character with block-by-block variation, the authentic Chicago experience contrasts with more homogenized neighborhoods, and excellent public transportation connections provide easy access to downtown cultural institutions and employment centers without parking challenges.
Great for
Working-Class Residents
First-Time Renters
Investors
Commuters
Neighborhood vibe
Mixed-Use
Peaceful
Mixed-Use & Commercial
View 401 listings
Lincoln Park
View 94 listings
What it’s like to live in Lincoln Park
Lincoln Park combines historic architecture with exceptional access to Chicago's namesake park and lakefront. The neighborhood features a mix of brownstones, greystones, and luxury high-rises creating varied rental options across multiple price points. While offering amenities including the free Lincoln Park Zoo, Diversey Harbor, and endless dining options, the popularity comes with premium rental rates and competitive application processes for the most desirable buildings.
Great for
Families
Retirees
Dog Owners
Outdoor Enthusiasts
Commuters
Neighborhood vibe
Classic
Leafy
Lively
Family-friendly
View 94 listings
Greater Grand Crossing
View 53 listings
What it’s like to live in Greater Grand Crossing
Greater Grand Crossing offers authentic Chicago character with historic homes at remarkably accessible price points. Rental options include apartments in traditional Chicago bungalows and two-flats throughout this South Side neighborhood. The area provides excellent transit access via the nearby Red and Green Lines creating straightforward downtown connections, while ongoing community initiatives continue improving local amenities and services.
Great for
Families
Retirees
Professionals
Young Renters
Commuters
Neighborhood vibe
Mixed-Use
Peaceful
Mixed-Use & Commercial
View 53 listings

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Chicago Short-term Apartments (168)

Finding Apartments for Rent in Chicago, Illinois

Chicago is a vibrant city filled with must-see attractions. From visiting Millennium Park's "Bean" sculpture to walking the scenic Lakefront Trail, there's no shortage of entertaining activities in the Windy City.

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FAQs answered by renters in Chicago, IL

Which are the best luxury, amenity-packed apartment buildings in Chicago?
Wolf Point West and East
Answered on Feb 22, 2025 by Ellyse H.
westmore apartment
Answered on Feb 20, 2025 by Mohammad H.

Apartments for Rent in Chicago, IL

Average rent in Chicago, Illinois

Top neighborhoods in Chicago

West Side

What it’s like to live in West Side

Great for

Neighborhood vibe

Lincoln Park

What it’s like to live in Lincoln Park

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Neighborhood vibe

Greater Grand Crossing

What it’s like to live in Greater Grand Crossing

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Neighborhood vibe

More Rental Options

Finding Apartments for Rent in Chicago, Illinois

FAQs answered by renters in Chicago, IL

Which are the best luxury, amenity-packed apartment buildings in Chicago?