View All Bronzeville Chicago IL STR Income Homes Listings

$606,000
4 Beds 4 Baths 12361556 MLS CLOSED Status
Sold before print. Your chance to own a piece of Chicago history in rapidly appreciating Grand Boulevard! Built in the year of the world's Colombian Exhibition in nearby Jackson Park, this stunning greystone is nestled between its neighbors on Washington Park Court, a Chicago landmark block of architecturally distinct rowhouses tucked away in a quiet residential district at the southern edge of Bronzeville. Lovingly maintained and modernized, this beautiful home features a facade of Indiana limestone, original woodwork from 1893, and hardwood floors throughout the first and second floor. The home's main level flows from the front living and dining space to a massive, thoughtfully designed chef's kitchen. The original grand staircase in the entryway brings you upstairs to a bright sky-lit hallway with a spacious master bedroom featuring a newly renovated (2021) ensuite bath and west-facing bay windows that let in an abundance of natural light. The second floor also features three additional bedrooms, another full bath, and plenty of storage, including built-in bookshelves. In the finished basement, you'll find laundry, another full bath, and an open flex space currently being used as an artist's studio and cozy den, all accessible via both front and rear private entries. Outdoors, a garage rooftop deck provides a spacious venue for summer socializing. The new (2022) garage's roll-up garage door means easy access to exposed rafters, offering extra storage potential for bikes, kayaks, or other outdoor gear. Don't miss this opportunity to invest in a historic home in a prime location - less than a 10-minute drive to the lakefront, University of Chicago, or IIT, and a mere 20-minute drive in rush hour to the Loop! The Green Line and numerous CTA bus routes are steps away. On weekends, enjoy a short walk to Washington Park, shops, and restaurants along bustling 47th and 51st Streets. Enjoy neighborhood gems like the South Side Sanctuary, Boxville food and retail marketplace, Sip & Savor coffeeshop, the Bronzeville Art District, and so much more. Upcoming nearby developments include the Northwestern Medicine Bronzeville Outpatient Center and the Obama Presidential Center. Investors: buy and rent long-term or operate as a Airbnb or vacation rental. Savvy new homeowners: take advantage of this opportunity to buy while the neighborhood is still affordable!

4955 S Washington Park Court, Chicago

$525,000
5 Beds 3 Baths 12365141 MLS CLOSED Status
Nestled in the heart of Chicago's highly desirable historic Bronzeville neighborhood, this lovely red brick 2 unit seamlessly blends historic character with modern functionality! On a lovely tree-lined street, this property is very unique as it was an original 1st floor, duplex up. The current owner has transformed the functionality to create additional income! There is a legal basement/garden unit, however the seller does not represent the legality of the 3rd unit. (Current rents: Garden $1360, 1st Flr $1225) This building is an ideal choice for both an owner-occupant or savvy investor looking to make an investment in a booming area that is full of new developments! eeking rental income potential. The garden/basement unit features 2 good sized bedrooms, 1 full bath, in-unit laundry, a formal dining room, living room, and open-concept kitchen. The 1st Flr layout has a welcoming foyer that leads to a formal living room and dining room, both adorned with original hardwood floors and high ceilings that amplify the home's classic charm. The units have been thoughtfully updated and the building has been maintained very well over the years, blending classic details with modern amenities. Each unit presents an excellent opportunity for rental income or could be utilized as an Airbnb for short-term or mid-term stays. Separate utilities include: one boiler, two hot water heaters, and individual electric panels. Additionally, there is a concrete parking pad with potential for garage construction. This is the perfect location, just a 15-minute commute to downtown via bus or train; a 7-minute drive, and very close to Lake Michigan. Schedule your private tour today!

523 E 41St Street, Chicago

$700,000
6 Beds 6 Baths 12293557 MLS CLOSED Status
A rare gem of Bronzeville: a three-story home with an attached two-car garage on a corner lot with a buildable roof-top deck. This majestic Greystone oversized home is move-in ready with the original character that makes it one-of-a-kind. Having undergone a complete renovation in recent years makes it worry-free. Step into the main level to be greeted by a custom tile foyer that leads to a parlor and an open-concept living room, dining room, and large kitchen adorned with cherrywood floors. A fully renovated eat-in kitchen has stainless steel appliances, 42' cabinets with crown molding, granite counters, pendant lighting, a walk-in pantry, and an island for comfortable, informal seating. And there is a well-positioned powder room for guests. Venture upstairs to the second floor, where you have three spacious bedrooms with en-suite bathrooms. The third floor is a full-floor primary bedroom with an ensuite that offers endless possibilities. This space is also versatile and could become a multipurpose room, a home office, or whatever you dream. The finished basement has a private entrance, bedroom, full bathroom, two flex space rooms, and a spacious living space. It is perfect for entertaining guests, an in-law arrangement, or additional income for short-term rentals. The opportunity to make this home your own does not stop when you step outdoors. There is a backyard waiting for your landscaping touch, a roof-top deck waiting to be finished, and an electric back gate for your convenience! Located in sought-after Bronzeville near CTA and train lines, a quick bike ride or walk to the lake across the beautiful 43rd Street pedestrian bridge and several parks, Mariano's is great for shopping: Two Fish, Ain't She Sweet, Simply Soups, Sip & Savor coffee shop, Truth, and the new shops on Cottage Grove: Bronzeville Winery, Reggio's Pizza, Guichard Art Gallery and so much more. And easy access to Hyde Park and South Loop shopping. The possibilities are endless: add a four-stop elevator, a workman's garage, a roof-top deck, related living...you name it. You have the space and opportunity to own your piece of Bronzeville. Call today for your private tour.

4458 S Prairie Avenue, Chicago

$960,000
6 Beds 5 Baths 12260404 MLS CLOSED Status
This stunning Bronzeville graystone mansion is a true gem! With over 5,800 square feet of luxurious living space on a generous 3,600 square foot lot, it offers endless possibilities for both entertaining and everyday living. This spectacular home offers FOUR full floors of living with all the modern upgrades, along with soaring ceilings and oversized windows allowing the sunlight to flood in throughout the home. The sprawling open concept is perfect for entertaining and day-to-day living. The formal living room comes complete with a gas fireplace, gorgeous wainscoting, and chair rail moldings. The formal dining area is perfectly defined by the coffered ceiling. The all-white kitchen is any cooking enthusiast's dream. Beautiful white & gray marble countertops and extra cabinetry make this kitchen stand apart from the rest. The second floor is where you'll find the enlarged formal library and 3 large sized bedrooms. The third floor is the master grand suite. The primary en-suite has double vanities, a soaker tub, and a large walk-in shower with body sprays. HARDWOOD FLOORS THROUGHOUT. The bright lower level is fully finished with a sixth bedroom, full bathroom, tons of additional closet, storage space, AND laundry room make this great for short or long-term guests. The location of the home is absolutely perfect! Walk down the block to White Sox Stadium, or sit outside on the deck and watch the fireworks from the stadium! The tree-lined street is lined with luxurious homes with easy parking for guests, making this a phenomenal value in the neighborhood. Easy distance to all of the famed restaurants, shops, art galleries, and boutiques that the South Loop has to offer. Walk to the Metra stop for a quick ride downtown, or hop on the Green or Red line trains. Imagine hosting gatherings in the expansive living areas, relaxing in beautifully designed bedrooms, or enjoying the outdoors on a large lot in the heart of the city. With its historic charm and modern amenities, this is the dream home you've been waiting for! Don't miss your chance to own a piece of Bronzeville's history.

3663 S Michigan Avenue, Chicago

Start Your Search



The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Copyright 2026 MRED LLC. All rights reserved.

Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Some listings have been excluded from this website.

Bronzeville, Chicago IL · Curated MLS Search

STR Income Homes in Bronzeville, Chicago IL

An editorially curated view of every active str income homes listing in Bronzeville, Chicago IL. Updated in real time from the local MLS, presented without the noise.

Browse Active Listings