Current Listings

Bronzeville Awe Inspiring Top-Floor 2Bed/2Bath Condo 1 Block to Mariano's

4002 S. Calumet Ave. #3S , Chicago, IL 60653-2241  Map

Available 7/29/26

AVAILABLE JULY 29th: Do you want a city home & feel like you are in the forest? This top-floor exquisite 2 bed/2bath better than condo quality super lux apartment is ready for a new family! It is located in a boutique six-unit building with gardens full of exotic trees from the mountains of Japan through to North America, a built in fire table with seating, a lush lawn & tree views out of every...

Amenities: Dishwasher, Microwave, Hardwood Floors, Gated Parking, Stainless Steel Kitchen Appliances, In-Unit Washer & Dryer, St...
Pet Policy: Cats allowed, Dogs allowed

Bronzeville 3Bed/2Bath Plus Two Balconies and Elevator!

4237 S. Calumet Ave. #3S, Chicago, IL 60653-4730  Map

Available 7/22/26

AVAILABLE JULY 22nd: If you are looking for a luxurious 3bed/2bath, if you appreciate an elevator, if you seek pure & true luxury, then step off the elevator & into this exceptional & spacious condo quality residence! As you enter the open living, dining & kitchen, you are greeted with wide-plank Early American oak floors, a front terrace & a stone wrapped fireplace. The gourmet kitchen has Ind...

Amenities: Elevator, Hardwood Floors, Fireplace, Stainless Steel Kitchen Appliances, In-Unit Washer & Dryer, Private Rear Balcon...
Pet Policy: Cats allowed, Dogs allowed

3Bed/2Bath Bronzeville Newer Construction Condo with Soaring Ceilings

4412 S. Indiana Ave. #3S, Chicago, IL 60653-4672  Map

Available 8/1/26

AVAILABLE AUGUST 1st: South Side Stories presents another stunner! A newer construction Bronzeville 3 bed/2 bath condo for rent. Step into the flowing living room/dining & kitchen with Brazilian cherry wood floors, Grecia Revisionista crown moldings, 9’6” soaring ceilings, solid wood doors & tall base moldings & you will know this is out of the ordinary! Entertain & cook in your gourmet kitchen...

Spectacular 2 bed/2bath, Gated Luxury South Loop/Bronzeville

637 E Woodland Park, #307, Chicago, IL 60616  Map

Square Feet: 1,039 Available 6/1/26

An absolutely breathtaking two bed/two bath rental condo is available to call your next home! (This rental is bigger than the photos of the model.) 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.

We now offer brand-new EV charging stations ...

Amenities: In-Unit Euro Washer/Dryer, Triple LED-Lit Mirrored Make-Up and Medicine Cabinets, Central Heat & A/C, Walk-In Closets...
Pet Policy: Cats allowed, Dogs allowed

In Awe! 2 Bed/2Bth Lux + Mod Loft, Exposed Brick!

4358 S. Prairie Ave. #3 , Chicago, IL 60653-4855  Map

Available 7/22/26

AVAILABLE JULY 22nd: South Side Stories Property Management (SSS) presents The Prairie Avenue Lofts at 44th & Prairie in Bronzeville! Absolutely sexy, practical & functional better than condo quality, huge corner loft apartment with a front terrace & a rear deck! Massive exposed brick walls, diagonally laid sexy oak floors, tall baseboards & enormous sun soaked east & south window bays create d...

Amenities: Dishwasher, Microwave, Hardwood Floors, Stainless Steel Kitchen Appliances, In-Unit Washer & Dryer, Stainless Steel D...
Pet Policy: Cats allowed, Dogs not allowed

Unimaginable 2 Bed - 2 Bath Lux, Lake Michigan Views in South Loop/Bronzeville

626 E Woodland Park, #506, Chicago, IL 60616  Map

Square Feet: 1,039 Available 6/1/26

An absolutely breathtaking two bed/two bath rental condo is available to call your next home! (This rental is bigger than the photos of the model.) 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.

We now offer brand-new EV charging stations ...

Amenities: In-Unit Euro Washer/Dryer, Triple LED-Lit Mirrored Make-Up and Medicine Cabinets, Central Heat & A/C, Walk-In Closets...
Pet Policy: Cats allowed, Dogs allowed

Awe-Inspiring 2 bed/2bath, Gated Luxury South Loop/Bronzeville

606 E. Woodland Park Ave , 109, Chicago, IL 60616  Map

Square Feet: 1,039 Available Now

An absolutely breathtaking two bed/two bath rental condo is available to call your next home! (This rental is bigger than the photos of the model.) 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.

We now offer brand-new EV charging stations ...

Amenities: In-Unit Euro Washer/Dryer, Triple LED-Lit Mirrored Make-Up and Medicine Cabinets, Central Heat & A/C, Walk-In Closets...
Pet Policy: Cats allowed, Dogs allowed

HUGE 2 bed/2bath, Spectacular Views in South Loop/Bronzeville – "The Harbor"

637 E Woodland Park, #703, Chicago, IL 60616  Map

Square Feet: 1,178 Available 7/1/26

An absolutely breathtaking 1,178 square foot luxury two bed/two bath rental condo is available to call your next home! (This rental is bigger than the photos of the model.) 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.

We now offer brand-...

Amenities: In-Unit Euro Washer/Dryer, Triple LED-Lit Mirrored Make-Up and Medicine Cabinets, Central Heat & A/C, Walk-In Closets...
Pet Policy: Cats allowed, Dogs allowed

Top-Floor Sun-Soaked Bronzeville 2 Bed, in a Lush Exotic Garden

4840 S. Indiana Ave. #3E, Chicago, IL 60615-1112  Map

Available 7/17/26

AVAILABLE JULY 17th: South Side Stories presents a spacious 2 bedroom gorgeous apartment with North, South and East facing views overlooking a private garden, located in a quiet, gated Bronzeville building. This large living space includes a 13’x 7’9” dining room with 17’6”x 12’ living room, hardwood floors throughout. The living/dining effortlessly flows into the 12’4”x 9’ kitchen with stainle...

Amenities: Dishwasher, Microwave, Hardwood Floors, Gated Parking, Stainless Steel Kitchen Appliances, In-Unit Washer & Dryer, St...
Pet Policy: Cats allowed, Dogs not allowed

Spectacular 2 bed/2bath, Lake Michigan Views in South Loop/Bronzeville – "The Lakeshore"

637 E Woodland Park, #609, Chicago, IL 60616  Map

Square Feet: 1,039 Available Now

An absolutely breathtaking two bed/two bath rental condo is available to call your next home! (This rental is bigger than the photos of the model.) 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.

We now offer brand-new EV charging stations ...

Amenities: Triple LED-Lit Mirrored Make-Up and Medicine Cabinet, In-Unit Euro Washer/Dryer, Triple LED-Lit Mirrored Make-Up and ...
Pet Policy: Cats allowed, Dogs allowed

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 7/1/26

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: In-Unit Euro Washer/Dryer, Triple LED-Lit Mirrored Make-Up and Medicine Cabinets, Central Heat & A/C, Walk-In Closets...
Pet Policy: Cats allowed, Dogs allowed

Spectacular, Huge & Luxurious Bronzeville 4Bed/2Bath Duplex Condo on King Dr!

353 E. 45th #1W , Chicago, IL 60653-5108  Map

Available 6/25/26

AVAILABLE JUNE 25th: Walk into this stunning, large 4 bedroom/2 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 betw...

Amenities: Washer & Dryer, Dishwasher, Quartz Counter-tops, Stainless Steel Double-Hanging Closet Organizers, Triple LED-Lit Mir...
Pet Policy: Cats allowed, Dogs allowed

Two bedroom English style garden apartment with 9’6” tall

4840 S. Indiana Ave. #GW, Chicago, IL 60615-1112  Map

Available Now

AVAILABLE MAY 15th: The discriminating eye will love this prime Bronzeville rare gem of a two bedroom English style garden apartment with 9’6” tall ceilings & large windows washed with south & north light - overlooking our spectacular botanical gardens, with exotic trees from around the world, including Switzerland, Serbia, S. Korea, Japan & Canada! Oh, mentioning lush gardens, if you call this...

Amenities: Dishwasher, Microhood, Stainless Steel Kitchen Appliances, Stainless Steel Double-Hanging Closet Organizers, 24-Hour ...
Pet Policy: Cats allowed, Dogs not allowed

The Estate Homes at Woodland Park by the Lake, our Sister Company

606 East Woodland Park Avenue, 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 SS d...

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