Refine Search
Sort by
$337,500
4 Beds 2 Baths 12710636 MLS RE-ACTIVATED Status
Tucked inside a classic Bronzeville brick building, this condo lives large with an extremely spacious 4 bedroom, 2 bath layout spanning 2,500 square feet. High ceilings and sun-filled rooms give the living room real presence, anchored by a gas fireplace and gleaming hardwood floors that run throughout the main living spaces, with warm laminate in all four bedrooms. The kitchen is built for both quick mornings and slower dinners, with granite countertops, a full stainless steel appliance package, and a sunny eat-in dining area. The primary suite is the standout with en-suite bath and walk-in shower, a large jacuzzi soaking tub, and marble flooring. In-unit laundry keeps daily life simple, and central heat and air keep it comfortable year-round. Step outside and you're in the heart of Bronzeville - walkable, bike-friendly, and just 10 minutes to downtown Hyde Park, the Obama Presidential Center, the Griffin Museum of Science and Industry, Kenwood Metra Station, and CTA transit. An exterior parking space rounds out the package.

Chicago

$362,000
3 Beds 2 Baths 12625657 MLS CLOSED Status
Welcome to this sun-drenched top-floor 3-bedroom, 2-bath condo overlooking the iconic tree-lined Drexel Boulevard and eligible for $17,500 in grants for qualified buyers! This spacious penthouse offers the perfect blend of natural light, functional layout, and unbeatable value ideal for experienced or first-time buyers looking to own in one of Chicago's most vibrant neighborhoods. The open-concept living and dining space is filled with sunlight from south and east exposures, featuring newly refinished hardwood floors, a cozy fireplace, and flexible space for a home office or reading nook. The kitchen is designed for everyday living with granite countertops, stainless steel appliances, and generous storage. The oversized primary suite easily fits a king bed and includes a private bath with double sinks, soaking tub, and separate shower. Two additional bedrooms provide versatility for guests, work-from-home, or creative space. Enjoy outdoor living on your private west-facing balcony, plus the convenience of in-unit laundry and gated parking. Located near Mandrake Park, 31st Street Beach, and neighborhood favorites like Bronzeville Winery and Norman's Bistro-with easy access to public transit and downtown. Pet and investor friendly!

4248 S Drexel Boulevard Unit #3S, Chicago

$250,000
2 Beds 2 Baths 12504445 MLS CLOSED Status
INVESTOR SPECIAL: Historic 2-Unit Gem on Massive Lot - Prairie Avenue Unlock the Potential of Chicago History Welcome to a rare opportunity on historic Prairie Avenue! This classic 1888 two-flat sits on an expansive 0.531-acre lot-one of the largest residential parcels in the area-offering incredible upside for the visionary investor ready to transform this property into a cash-flowing asset. Property Highlights: 2 units | 2 BD | 2 BA | 1,872 sq ft Built 1888 - timeless character with solid bones Oversized lot (0.531 acres!) with room for expansion, parking, or outdoor amenities Prime Chicago location near public transit, shopping, dining & parks Priced to move at $289,700 - budget-friendly with room for value-add renovations Why This is a Smart Investment: Strong Rental Income Potential - Two units mean double the opportunity. Live in one, rent the other, or lease both for maximum cash flow. Value-Add Ready - Cosmetic updates to kitchens, baths, and finishes will unlock significant rental or resale value. Exceptional Lot Size - At over half an acre, the development possibilities are virtually limitless in this sought-after neighborhood. Historic Prairie Avenue - Rich in Chicago history and poised for continued revitalization. Get in now while prices are still accessible. Flexible for Multiple Strategies - Perfect for house hackers, buy-and-hold investors, or developers seeking a large-lot opportunity. Location, Location, Location: Situated in a vibrant South Side neighborhood with easy access to downtown Chicago, major highways (I-90/94), CTA Red Line, schools, and all the amenities the city has to offer. Prairie Avenue boasts deep historical roots and strong future growth potential. Perfect For: Real estate investors seeking rental income Live-in landlords seeking lower monthly loan payments. Developers eyeing a rare large-lot opportunity in Chicago The Vision is Yours - The Opportunity is Now. This property is ready for your creative touch. Bring your contractor, your ambition, and your vision-then watch the transformation unfold. Schedule your private showing today!

4411 S Prairie Avenue, Chicago



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.