Current Listings
- RENT
- $2,285
- Square Feet
- 1,039
- Bed / Bath
- 2 bd / 2 ba
- Available
- 7/10/25
Awe-Inspiring 2 bed/2bath, Gated Luxury South Loop/Bronzeville
626 E Woodland Park Ave #108, Chicago, IL 60616 Map
Square Feet: 1,039 Available 7/10/25
An absolutely breathtaking luxury two bed/two bath rental condo awaits you to make it your next home! Welcome to the Estate Homes at Woodland Park by the Lake! We are set on 7 acres, with 3 acres of magical gardens in a gated community hugging the Chicago Lakefront! If you are picky & finicky, read on. Gourmet chefs will love our kitchen, equipped with slab quartz “Calcatta Nuvo” countertops wh...
Amenities: Gated Parking, Stainless Steel Kitchen Appliances, In-Unit Euro Washer/Dryer, Quartz & Granite Countertops, Triple LE...
Pet Policy: Cats allowed, Dogs allowed
- RENT
- $2,315
- Square Feet
- 1,039
- Bed / Bath
- 2 bd / 2 ba
- Available
- 7/3/25
An absolutely spectacular view of Lake Michigan, downtown Chicago – 2-Bed, 2-Bath "The Lakeshore"
626 E Woodland Park, #605, Chicago, IL 60616 Map
Square Feet: 1,039 Available 7/3/25
An absolutely breathtaking almost top floor rental condo is now available to call your next home! Welcome to the Estate Homes at Woodland Park by the Lake! We are set on 7 acres, with 3 acres of magical gardens in a gated community hugging the Chicago Lakefront! If you are picky & finicky, read on. Gourmet chefs will love our kitchen, equipped with slab quartz “Snowy Ibiza” countertops with gl...
Amenities: Gated Parking, Stainless Steel Kitchen Appliances, In-Unit Euro Washer/Dryer, Quartz & Granite Countertops, Triple LE...
Pet Policy: Cats allowed, Dogs allowed
- RENT
- $1,925
- Bed / Bath
- 2 bd / 1 ba
- Available
- 6/27/25
Incredibly Gorgeous Top Floor 2 Bed, Botanical Gardens - Bronzeville
4846 S. Indiana Ave. #3, Chicago, IL 60615-1100 Map
Available 6/27/25
AVAILABLE JUNE 27th: Enter into your exquisitely landscaped botanical gardens, filled with cultivars & grafts of trees & bushes from the mountains of Japan, Serbia, Scotland, Canada & the USA & into a meticulously restored turn of the century red brick & limestone, majestic residential building, with a foyer that contains original art & into your new top floor home. Expect the Unexpected & the ...
Amenities: Laundry Room, Dishwasher, Microwave, Hardwood Floors, Gated Parking, Stainless Steel Kitchen Appliances, Stainless St...
Pet Policy: Cats allowed, Dogs not allowed
- RENT
- $1,765
- Bed / Bath
- 1 bd / 1 ba
- Available
- 6/20/25
Glorious 1 Bedroom Condo in Elevator Building; 1 Block from Marianos!
405 E. Oakwood Blvd. #E2, Chicago, IL 60653-2391 Map
Available 6/20/25
AVAILABLE JUNE 20th: Come see this spectacular one bedroom rental condo in a 1920’s French style red brick & crème terracotta elevator building overlooking the lush King Drive triple parkways with mature trees & inspiring landscapes, 1/2 block from Mariano's! Step into the enormous impeccably maintained art filled lobby & know you have arrived at a rarity.
Enter into what could be your open ...
Amenities: Elevator, Dishwasher, Microhood, Hardwood Floors, Stainless Steel Kitchen Appliances, Stainless Steel Double-Hanging ...
Pet Policy: Cats allowed, Dogs allowed
- RENT
- $1,325
- Bed / Bath
- Studio / 1 ba
- Available
- 7/1/25
Spectacular Junior One Bedroom in Bronzeville!
4840 S. Indiana Ave. #1W, Chicago, IL 60615-1112 Map
Available 7/1/25
AVAILABLE JULY 1st: South Side Stories presents the most phenomenal Junior One Bedroom apartment in its portfolio. Expect the Unexpected! Enter into the exquisitely landscaped botanical gardens, filled with cultivars & grafts of trees & bushes from the mountains of Japan, Serbia, Scotland, Canada & the USA & into a meticulously restored turn of the century red brick & limestone, majestic reside...
Amenities: Dishwasher, Microwave, Hardwood Floors, Stainless Steel Kitchen Appliances, In-Unit Washer & Dryer, Stainless Steel D...
Pet Policy: Cats allowed, Dogs not allowed
- RENT
- $1,905
- Bed / Bath
- 1 bd / 1 ba
- Available
- 6/1/25
Hip 1 Bed + Den + 2 Terraces: Lux + Mod Bronzeville Loft
4354 S. Prairie Ave. #4, Chicago, IL 60653-3274 Map
Available 6/1/25
AVAILABLE JUNE 1st: South Side Stories Property Management (SSS) presents The Prairie Avenue Lofts at 44th & Prairie in Bronzeville! Absolutely sexy, practical & functional, better than condo quality, top floor loft with not just a private & intimate front terrace in the trees but also a large rear deck! Exposed brick walls, diagonally laid oak floors, tall baseboards & enormous east & west win...
Amenities: Dishwasher, Microhood, Hardwood Floors, Jacuzzi Tub, Stainless Steel Kitchen Appliances, In-Unit Washer & Dryer, Stai...
Pet Policy: Cats allowed, Dogs not allowed
- RENT
- $1,890
- Bed / Bath
- 1 bd / 1 ba
- Available
- 6/1/25
Hip 1 Bed + Den + 2 Terraces: Lux + Mod Bronzeville Loft
4354 S. Prairie Ave. #3, Chicago, IL 60653-3274 Map
Available 6/1/25
AVAILABLE JUNE 1st: South Side Stories Property Management (SSS) presents The Prairie Avenue Lofts at 44th & Prairie in Bronzeville! Absolutely sexy, practical & functional better than condo quality, loft apartment with not just an intimate front terrace in the trees but also a large rear deck! Exposed brick walls, diagonally laid oak floors, tall baseboards & enormous east & west window bays c...
Amenities: Dishwasher, Microwave, Hardwood Floors, Jacuzzi Tub, Stainless Steel Kitchen Appliances, In-Unit Washer & Dryer, Stai...
Pet Policy: Cats allowed, Dogs not allowed
- RENT
- $2,270
- Square Feet
- 1,039
- Bed / Bath
- 2 bd / 2 ba
- Available
- 7/1/25
Awe-Inspiring 2 bed/2bath, Gated Luxury South Loop/Bronzeville. Spectacular 2BEDS-2BATHS
626 E Woodland Park, #101, Chicago, IL 60616 Map
Square Feet: 1,039 Available 7/1/25
An absolutely breathtaking luxury two-bed/two-bath rental condo is available to call your next home! Welcome to the Estate Homes at Woodland Park by the Lake! We are set on 7 acres, with 3 acres of magical gardens in a gated community hugging the Chicago Lakefront! If you are picky & finicky, read on. Gourmet chefs will love our kitchen, equipped with slab quartz “Snowy Ibiza” countertops with ...
Amenities: Gated Parking, Stainless Steel Kitchen Appliances, In-Unit Euro Washer/Dryer, Quartz & Granite Countertops, Triple LE...
Pet Policy: Cats allowed, Dogs allowed
- RENT
- $2,315
- Square Feet
- 1,039
- Bed / Bath
- 2 bd / 2 ba
- Available
- 7/4/25
Unbelievable 2 bed/2bath, Incredible Views to Lake Michigan & Hyde Park
626 E Woodland Park, #504, Chicago, IL 60616 Map
Square Feet: 1,039 Available 7/4/25
An absolutely breathtaking luxury two bed/two bath rental condo is available to call your next home! Welcome to the Estate Homes at Woodland Park by the Lake! We are set on 7 acres, with 3 acres of magical gardens in a gated community hugging the Chicago Lakefront! If you are picky & finicky, read on. Gourmet chefs will love our kitchen, equipped with slab quartz “Snowy Ibiza” countertops with ...
Amenities: Gated Parking, Stainless Steel Kitchen Appliances, In-Unit Euro Washer/Dryer, Quartz & Granite Countertops, Triple LE...
Pet Policy: Cats allowed, Small dogs allowed
- RENT
- $2,065
- Bed / Bath
- 2 bd / 1 ba
- Available
- NOW
Glorious, Classic & Mod King Dr. Lux 2 bed in Bronzeville!
353 E. 45th St. #3W, Chicago, IL 60653 Map
Available Now
AVAILABLE NOW: Walk into this stunning, 2 bed/1 bath condo, located in a majestic 1920’s limestone & red brick boutique corner 13-unit building overlooking the triple parkways of King Drive & you will not want to leave! This warm & engaging residence is the perfect gathering place for family& friends. It is designed for relaxed, refined living & the aesthetic is a dialogue between 21st century ...
Amenities: Dishwasher, Microwave, Hardwood Floors, Gated Parking, Stainless Steel Kitchen Appliances, 24-Hour Emergency Service,...
Pet Policy: Cats allowed, Dogs allowed
- RENT
- $3,175
- Bed / Bath
- 3 bd / 2 ba
- Available
- 7/1/25
Glorious, True Lux, Massive 3Bed+Den/2Bath on King Dr in Bronzeville
4500 S. King Dr. #3S, Chicago, IL 60653-4128 Map
Available 7/1/25
AVAILABLE JULY 1st: South Side Stories presents one of its finest, largest, most gorgeous & most luxurious rentals available in Chicago & in our extensive portfolio – a massive 3 bedroom+Den/2bath gem with an aesthetic that is contemporary design yet respecting the 100 year old architecture! From the moment you drive up, you know you have arrived at an uncommon, boutique, majestic 1920’s red br...
Amenities: Storage, Dishwasher, Microwave, Hardwood Floors, Fireplace, Gated Parking, Stainless Steel Kitchen Appliances, In-Uni...
Pet Policy: Cats allowed, Dogs allowed
- RENT
- $1,875
- Bed / Bath
- 1 bd / 1 ba
- Available
- 6/20/25
Hip 1 Bed+Den+2 Terraces: Lux+Mod Bronzeville Loft
222 E. 44th St. #3, Chicago, IL 60653-5142 Map
Available 6/20/25
AVAILABLE JUNE 20th: AVAILABLE JUNE 20th: South Side Stories Property Management (SSS) presents The Prairie Avenue Lofts at 44th & Prairie in Bronzeville! Absolutely sexy, practical & functional, better than condo quality, loft apartment with not just an intimate front terrace in the trees but also a large rear deck! Exposed brick walls, diagonally laid oak floors, tall baseboards & enormous so...
Amenities: Dishwasher, Microhood, Gated Parking Available $75/mo, Hardwood Floors, Jacuzzi Tub, Stainless Steel Kitchen Applianc...
Pet Policy: Cats allowed, Dogs not allowed
- RENT
- $2,115
- Bed / Bath
- 2 bd / 2 ba
- Available
- 6/27/25
2Bed/2Bath King Drive Condo in Bronzeville, Elevator & ½ Block to Mariano’s!
405 E. Oakwood Blvd. #M3, Chicago, IL 60653-2398 Map
Available 6/27/25
AVAILABLE JUNE 27th: Come see this gorgeous 2bed/2bath rental condo in a 1920’s French style red brick & crème terracotta elevator building overlooking the lush King Drive triple parkways with mature trees & inspiring landscapes, 1/2 block from Mariano's! Step into the enormous impeccably maintained art filled lobby & know you have arrived at a rarity.
Enter into what could be your open & ai...
Amenities: Laundry Room, Dishwasher, Microwave, Bosch Dishwasher, 24-Hour Emergency Service, Mobile App for Requests & Payments,...
Pet Policy: Cats allowed, Dogs allowed
- RENT
- $3,350
- Bed / Bath
- 3 bd / 2 ba
- Available
- 7/1/25
Massive, True Lux, Exquisite & Bespoke 3Bed+Den/2Bath King Dr. Bronzeville
4500 S. King Dr. #2S, Chicago, IL 60653-4128 Map
Available 7/1/25
AVAILABLE JULY 1st: South Side Stories presents one of its finest, largest, most gorgeous & most luxurious rentals available in Chicago & in our extensive portfolio – a massive 3Bed+Den/2Bath gem with an aesthetic that is super contemporary design yet respecting the 100 year old architecture! From the moment you drive up, you know you have arrived at an uncommon, boutique, majestic 1920’s red b...
Amenities: Storage, Double Door Refrigerator, Bosch Dishwasher, Stainless Steel Kitchen Appliances, 24-Hour Emergency Service, M...
Pet Policy: Cats allowed, Dogs allowed
- RENT
- $2,885
- Bed / Bath
- 3 bd / 3 ba
- Available
- 7/1/25
Massive Full Floor Lux Bronzeville 3Bed/3Bath Condo FOR LEASE!
4958 S. King Dr. #2, Chicago, IL 60615-2338 Map
Available 7/1/25
AVAILABLE JULY 1st: : Spectacular, AMAZING & massive Bronzeville 3Bed/3Bath Luxury Rental Condo! South Side Stories presents a stunning, enormous & glorious three bedroom/three bath luxury full floor rental condo that is the size of a house! This gem takes up the entire floor, with no neighbors. Located in an intimate boutique red brick & limestone building, this beauty has an aesthetic that is...
Amenities: Dishwasher, Microwave, Hardwood Floors, Gated Parking, Stainless Steel Kitchen Appliances, In-Unit Washer & Dryer, St...
Pet Policy: Cats allowed, Dogs allowed
- RENT
- $2,225
- Bed / Bath
- 3 bd / 2 ba
- Available
- 6/20/25
Superb 3Bed/2Bath Bronzeville Condo in Boutique Newer Building
4412 S. Indiana Ave. #GN, Chicago, IL 60653-4140 Map
Available 6/20/25
AVAILABLE JUNE 20th: South Side Stories presents another stunner! This luxury apartment is located within a gorgeously landscaped boutique Bronzeville condo building. The open, inviting living/dining/kitchen has 7” transitional crown moldings, solid core two panel doors & tall base moldings to create warmth & comfort. Your gourmet kitchen includes 1¼” slab granite countertops, under the cabinet...
Amenities: Dishwasher, Microwave, Hardwood Floors, Fireplace, Stainless Steel Kitchen Appliances, In-Unit Washer & Dryer, Stainl...
Pet Policy: Cats allowed, Dogs allowed
- RENT
- $2,275
- Square Feet
- 1,039
- Bed / Bath
- 2 bd / 2 ba
- Available
- 6/23/25
Incredible 2 bed/2bath, Lake Michigan Views in South Loop/Bronzeville – "The Lakeshore"
626 E Woodland Park, #405, Chicago, IL 60616 Map
Square Feet: 1,039 Available 6/23/25
An absolutely breathtaking luxury two bed/two bath rental condo is available to call your next home! Welcome to the Estate Homes at Woodland Park by the Lake! We are set on 7 acres, with 3 acres of magical gardens in a gated community hugging the Chicago Lakefront! If you are picky & finicky, read on. Gourmet chefs will love our kitchen, equipped with slab quartz “Snowy Ibiza” countertops with ...
Amenities: Gated Parking, Stainless Steel Kitchen Appliances, In-Unit Euro Washer/Dryer, Quartz & Granite Countertops, Triple LE...
Pet Policy: Cats allowed, Dogs allowed
- RENT
- $1,965
- Square Feet
- 840
- Bed / Bath
- 1 bd / 1 ba
- Available
- 6/24/25
Incredibly beautiful 840 SQF – 1-Bed, 1-Bath ‘The Beachside’
626 E Woodland Park, #311, Chicago, IL 60616 Map
Square Feet: 840 Available 6/24/25
An absolutely breathtaking top floor enormous one bed rental condo that is the size of most two bedroom apartments, is now available to call your next home! Welcome to the Estate Homes at Woodland Park by the Lake! We are set on 7 acres, with 3 acres of magical gardens in a gated community hugging the Chicago Lakefront! If you are picky & finicky, read on. Gourmet chefs will love our kitchen, e...
Amenities: Gated Parking, Stainless Steel Kitchen Appliances, Triple LED-Lit Mirrored Make-Up and Medicine Cabinet, In-Unit Euro...
Pet Policy: Cats allowed, Dogs allowed
- RENT
- $2,615
- Bed / Bath
- 3 bd / 2 ba
- Available
- 6/11/25
Glorious Bronzeville 3Bed/2Bath One Half Floor Spectacular Penthouse with ELEVATOR!
4235 S. Calumet Ave. #4N, Chicago, IL 60653-4732 Map
Available 6/11/25
AVAILABLE JUNE 11th: If you seek a true, real luxury 3bed/2bath better than condo quality apartment, in an boutique elevator building, with just two apartments per floor, then you have arrived! Walk through our gardens with soaring 20’ tall Beech trees & perennial plantings & into the art filled lobby & hallways, up the elevator into what could be your future penthouse apartment! By this point,...
Amenities: Elevator, Hardwood Floors, Fireplace, Gated Parking, Stainless Steel Kitchen Appliances, In-Unit Washer & Dryer, Stai...
Pet Policy: Cats allowed, Dogs allowed
- RENT
- $1,435
- Bed / Bath
- 1 bd / 1 ba
- Available
- 6/1/25
Gorgeous Bronzeville One Bedroom Lux Apartment Overlooking Lush Botanical Gardens With Secret Gardens!
4846 S. Indiana Ave. #G, Chicago, IL 60615-1100 Map
Available 6/1/25
AVAILABLE JUNE 1st: Expect the Unexpected! Enter into the exquisitely landscaped botanical gardens, filled with cultivars & grafts of trees & bushes from the mountains of Japan, Serbia, Scotland, Canada & the USA & into a meticulously restored turn of the century red brick & limestone, majestic residential building, with a foyer that contains original artwork & into your new home. Expect the Un...
Pet Policy: Cats allowed, Dogs not allowed
- RENT
- $2,845
- Bed / Bath
- 3 bd / 2 ba
- Available
- 6/1/25
3bed/2bth Bronzeville Spectacular + 1,000 Sq. Ft. Terrace, Elevator, Nothing Compares!!
4705 S. Champlain Ave. #204, Chicago, IL 60615-1586 Map
Available 6/1/25
AVAILABLE JUNE 1st: If you love outdoor space, if you want your own 1,000+ SF private terrace, if you love true luxury, if you desire a heated parking garage, if you deserve an elevator, if you are picky, if you want the best, then keep on reading! The discriminating eye will love this one of a kind, ultra-luxurious 3 bed/2bath condo in a prime East Bronzeville newer construction ELEVATOR build...
Amenities: Elevator, Dishwasher, Microwave, Hardwood Floors, Fireplace, Jacuzzi Tub, Stainless Steel Kitchen Appliances, In-Unit...
Pet Policy: Cats allowed, Dogs allowed
- RENT
- $2,255
- Bed / Bath
- 2 bd / 2 ba
- Available
- NOW
The Estate Homes at Woodland Park by the Lake, our Sister Company
3423 S. Cottage Grove Ave. - Woodland Park by the Lake, Chicago, IL 60616 Map
Available Now
Welcome to Woodland Park by the Lake & our collection of luxury condominium estate home rentals! (https://www.woodlandparkrentals.com) Our gated community is on seven acres, with three acres of parks & only 400 feet from the 35th Street Serpentine Pedestrian Bridge to the glorious Chicago lakefront! Our sun-soaked condos are loaded with luxury amenities including euro washers/dryers, Bosch stai...
Amenities: Laundry Room, Dog Park, Outdoor Gym, Grill area, Playground for Kids, Visitor Parking, Amazon Hubs, Gated Community, ...
Pet Policy: Cats allowed, Small dogs allowed