The Pepperland1509-1517 East 57th Street, Chicago, IL 60637(773) 570-7757$2,1953 units available3 bedAmenitiesOn-site laundry, Granite counters, Hardwood floors, Pet friendly, and Bike storageVibrant LocaleEclectic charm in a lively, pet-friendly community.The Pepperland is nestled in a vibrant neighborhood on Chicago's South Side, celebrated for its eclectic mix of architecture and design. Enjoy the airy interiors with unique bay windows and the convenience of nearby Jackson Park and Lake Shore Drive. Residents love the location's walkability, proximity to dining and shopping, and the warm community vibe.Recently updated units3 Bed$2,395AskAvail. nowUnit 5707-3VerifiedQuick ViewCheck availability
5415 S. Woodlawn Avenue5415 South Woodlawn Avenue, Chicago, IL 60615(773) 985-1080$1,790+2 units available1 bed • 2 bedAmenitiesOn-site laundry, Hardwood floors, Pet friendly, Recently renovated, Bike storage, and CourtyardPrime LocationCharming design near University and Park.Experience the charm of 5415 S. Woodlawn Avenue with its remarkable design and prime location on Chicago's South Side. Enjoy the ease of access to the University of Chicago and the stroll through Washington Park. Residents appreciate the delightful features like convenient on-site laundry, bike storage, and the welcoming pet policy that includes dogs and cats.Recently updated units1 Bed$1,790AskAvail. nowUnit 5417-1A2 Bed$1,950AskAvail. Sep 5Unit 5421-2AVerifiedQuick ViewCheck availability
5535 S Kimbark5535 South Kimbark Avenue, Chicago, IL 60637(773) 492-8336$1,950+2 units available1 bed • 2 bedAmenitiesOn-site laundry, Hardwood floors, Pet friendly, Gym, Air conditioning, Playground + moreHistoric CharmPrime spot in vibrant Hyde Park neighborhoodLocated in the lively Hyde Park, 5535 S. Kimbark offers easy access to a thriving community rich with history and modern conveniences. Residents appreciate the excellent public transport links, making commuting a breeze, and the managing team's responsiveness ensures a seamless living experience. And with a vibrant community atmosphere, it’s an ideal spot for those who value both history and modernity.Recently updated units1 Bed$1,950AskAvail. Sep 8Unit 5535-2E2 Bed$2,345AskAvail. nowUnit 5539-2EVerifiedQuick ViewCheck availability
5500 S. Cornell Avenue5493 South Cornell Avenue, Chicago, IL 60615(773) 295-4499$1,890+2 units available3 bed • 4 bedAmenitiesIn unit laundry, Patio / balcony, Hardwood floors, Pet friendly, 24hr maintenance, Parking + morePrime LocationVibrant 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.Recently updated units3 Bed$1,890AskAvail. nowUnit 1615-24 Bed$2,495AskAvail. nowUnit 1601-2VerifiedQuick ViewCheck availability
5300-5308 S. Greenwood Avenue5300 South Greenwood Avenue, Chicago, IL 60615(773) 985-3314$2,2451 unit available3 bedAmenitiesOn-site laundry, Patio / balcony, Hardwood floors, Pet friendly, Bike storage, and RangePrime LocationVibrant Locale Enhances Living ExperienceLocated in a bustling and popular neighborhood, 5300-5308 S. Greenwood Avenue offers residents an exciting urban lifestyle. With excellent walkability to parks, restaurants, schools, and cultural attractions, everything you need is practically at your doorstep. The pet-friendly policy, hardwood floors, and thoughtful design add comfort and style to your living space.Recently updated units3 Bed$2,245AskAvail. nowUnit 5308-1VerifiedQuick ViewCheck availability
Windermere House1642 East 56th Street, Chicago, IL 60637(773) 825-5020$1,799+12 units available1 bed • 2 bed • 3 bedAmenitiesOn-site laundry, Granite counters, Hardwood floors, Dishwasher, Cats allowed, Parking + moreHistoric EleganceClassic charm with modern amenities and prime location.Windermere House combines historic charm with contemporary living. Nestled in a popular neighborhood on Chicago's South Side, this residence is within walking distance of the University of Chicago and offers easy access to local dining and shopping options. With practical conveniences like a gym and in-unit laundry, plus the welcoming staff highlighted in reviews, residents enjoy a balanced lifestyle.Recently updated units1 Bed$2,235AskAvail. nowUnit 08192 Bed$2,999AskAvail. Sep 8Unit 03043 Bed$3,325AskAvail. nowUnit 1008VerifiedQuick ViewCheck availability
5508 S. Cornell Avenue5508 South Cornell Avenue, Chicago, IL 60637(773) 570-2293$3,2991 unit available4 bedAmenitiesIn unit laundry, Patio / balcony, Hardwood floors, Dishwasher, Pet friendly, 24hr maintenance + moreVibrant LocaleRich dining and cultural experiences in Hyde Park.Located in Chicago's lively South Side, 5508 S. Cornell Avenue offers a rich blend of culture and convenience. Residents enjoy diverse international cuisines on Hyde Park's famed Restaurant Row and benefit from easy city access through nearby public transportation. Modern amenities and luxurious features create a cozy and fulfilling living environment.Recently updated units4 Bed$3,299AskAvail. Sep 13Unit 02VerifiedQuick ViewCheck availability
1101 E. Hyde Park Boulevard1101 East Hyde Park Boulevard, Chicago, IL 60615(773) 786-9310$1,595+5 units available1 bed • 2 bed • 3 bedAmenitiesOn-site laundry, Granite counters, Hardwood floors, Dishwasher, Pet friendly, Parking + moreHistoric CharmGorgeous historic building with prime location advantages.Nestled in Chicago's vibrant South Side, 1101 E. Hyde Park Boulevard offers enchanting historic charm with a remarkable 19% cost-effective advantage over metro prices. Residents enjoy a dynamic community atmosphere alongside nearby parks, schools, and a plethora of transportation options all within walking distance. With both dogs and cats welcome, pet owners will find a delightful home here.Recently updated units1 Bed$1,695AskAvail. nowUnit 1111-1E2 Bed$2,195AskAvail. nowUnit 1103-1E3 Bed$2,499AskAvail. Sep 11Unit 1105-3NVerifiedQuick ViewCheck availability
5234-5244 S. Ingleside Ave.5234-5244 South Ingleside Avenue, Chicago, IL 60615(773) 886-1295$2,095+2 units available2 bed • 3 bedAmenitiesOn-site laundry, Patio / balcony, Granite counters, Hardwood floors, Dishwasher, Cats allowed + moreCharming ArchitectureWalkable to University and parks, rich architectural design.Experience the unique charm of this property with its captivating architecture and prime location. Nestled in Chicago's popular South Side, it's ideally just a stroll away from the University of Chicago and Washington Park. Residents praise the spacious apartments with generous windows that pour in natural light. Plus, it's a haven for pet lovers, with both cats and dogs warmly welcomed.Recently updated units2 Bed$2,095AskAvail. Sep 26Unit 5238-33 Bed$2,695AskAvail. nowUnit 5234-3VerifiedQuick ViewCheck availability
5335-5337 S. Woodlawn Avenue5335-5337 South Woodlawn Avenue, Chicago, IL 60615(773) 570-7383$3,495+2 units available4 bed • 5 bedAmenitiesOn-site laundry, Hardwood floors, Dishwasher, Cats allowed, Parking, and Recently renovatedHistorical EleganceCharming and centrally located in vibrant South Side.Located on a historical street, 5335-5337 S. Woodlawn Avenue offers beautiful Art Nouveau details with expansive windows that flood rooms with light. Residents can stroll to 53rd Street for dining and shopping delights. Cats are allowed here, and recent renovations ensure a comfortable, modern living experience.Recently updated units4 Bed$3,495AskAvail. nowUnit 5337-15 Bed$4,199AskAvail. nowUnit 5335-2VerifiedQuick ViewCheck availability
5218-5220 S. Kimbark Avenue5218-5220 South Kimbark Avenue, Chicago, IL 60615(773) 492-6897$3,0501 unit available5 bedAmenitiesIn unit laundry, Patio / balcony, Hardwood floors, Cats allowed, Parking, and Stainless steelCharming ArchitectureElegant design near lake and university.Experience elegant architectural design on this beautifully detailed property, conveniently located near the University of Chicago and Lake Michigan. Residents highly value neighborhood amenities, including an abundance of shops, restaurants, and medical facilities. Enjoy the convenience of public transportation with easy access to CTA buses and the Metra.Recently updated units5 Bed$3,050AskAvail. Sep 17Unit 5218-3VerifiedQuick ViewCheck availability
5326-5336 S. Greenwood Avenue5326 South Greenwood Avenue, Chicago, IL 60615(773) 688-4471$1,995+5 units available2 bed • 3 bedAmenitiesOn-site laundry, Granite counters, Hardwood floors, Dishwasher, Pet friendly, Recently renovated + morePrime LocaleExceptional Hyde Park location with rich amenities.Nestled between 53rd and 54th Streets in vibrant Hyde Park, this beautifully designed building offers residents a unique blend of historical charm and modern comforts. Enjoy a peaceful atmosphere with convenient access to universities and lively cultural venues. Residents cherish the friendly community, high-quality amenities, and the welcoming pets policy.Recently updated units2 Bed$2,195AskAvail. nowUnit 5330-3053 Bed$2,699AskAvail. nowUnit 5326-102VerifiedQuick ViewCheck availability
5400-5406 S. Maryland Avenue5400-5406 South Maryland Avenue, Chicago, IL 60615(773) 839-4037$1,895+2 units available2 bed • 4 bedAmenitiesOn-site laundry, Granite counters, Hardwood floors, Dishwasher, Cats allowed, Recently renovated + moreClassic EleganceClose 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.Recently updated units2 Bed$1,895AskAvail. nowUnit 817-14 Bed$2,350AskAvail. Sep 19Unit 5406-3VerifiedQuick ViewCheck availability
5320-5326.5 S. Drexel Boulevard5229 S Drexel Blvd, Chicago, IL 60615(773) 823-0828$1,745+3 units available1 bed • 3 bedAmenitiesOn-site laundry, Granite counters, Hardwood floors, Dishwasher, Pet friendly, Recently renovated + moreArchitectural CharmHistorical charm meets modern comfort in Hyde Park.Nestled in the picturesque Hyde Park Kenwood Historic District, this property boasts Gothic Revival architecture with a blend of Arts and Crafts Movement influences. The pet-friendly environment is perfect for both cats and dogs, with nearby parks offering ample space to roam. Residents enjoy easy access to the University of Chicago and seamless public transportation options for commuting convenience.Recently updated units1 Bed$1,745AskAvail. Sep 3Unit 26-3B3 Bed$2,799AskAvail. nowUnit 26.5-1VerifiedQuick ViewCheck availability
5.0Shoreland Apartments5454 South Shore Drive, Chicago, IL 60615(858) 943-3493$2,205+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.”5 units available1 bed • 2 bedAmenitiesIn unit laundry, Patio / balcony, Granite counters, Hardwood floors, Dishwasher, Pet friendly + moreLakefront LuxuryLuxurious 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.Recently updated units1 Bed$2,205AskAvail. Sep 27Unit 11222 Bed$3,150AskAvail. nowUnit 0325VerifiedQuick ViewCheck availability
The Cloisters5801 South Dorchester Avenue, Chicago, IL 60637(773) 694-8393$2,275+10 units available1 bed • 2 bed • 3 bedAmenitiesOn-site laundry, Granite counters, Hardwood floors, Dishwasher, Pet friendly, Parking + moreHistoric ElegancePrestigious 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.Recently updated units1 Bed$2,275AskAvail. Sep 5Unit D112 Bed$2,795AskAvail. nowUnit F033 Bed$3,665AskAvail. nowUnit E07VerifiedQuick ViewCheck availability