View All Woodlawn Chicago IL Homes with Bonus Room Listings

$539,000
3 Beds 2 Baths 12722785 MLS CLOSED Status
**Modern Luxury on 5 Scenic Acres - Move-In Ready!** Experience the perfect blend of modern design, comfort, and country living in this stunning home featuring an open floor plan, warm neutral tones, crisp white finishes, and a clean, clutter-free aesthetic. A spacious foyer welcomes you into the light-filled living area, where soaring ceilings, expansive windows, and a beautiful gas log fireplace with neutral stone create a warm and inviting atmosphere. Natural light flows throughout the home, enhancing its timeless style. The designer kitchen is sure to impress with quartz countertops, a large center island with seating, white tile backsplash, premium Thermador appliances, and soft, neutral finishes that create an elegant yet functional space for everyday living and entertaining. The well-designed laundry room includes the washer and dryer along with a custom wall unit featuring abundant storage, a built-in bench, and convenient coat hooks. Retreat to the spacious primary suite, complete with oversized windows overlooking the property and a luxurious spa-inspired bathroom featuring a relaxing soaking tub, oversized vanity, beautifully tiled walk-in shower, and an organized walk-in closet. On the opposite side of the home, you'll find two comfortable bedrooms and a spacious hall bathroom with a large vanity and a tub/shower combination surrounded by attractive tile walls, providing privacy for family or guests. The finished bonus room above the garage offers exceptional flexibility and would make an ideal fourth bedroom, home office, playroom, or media room. Outside, the amenities continue with an oversized attached two-car garage and an impressive, detached building featuring an oversized garage with two overhead doors, a finished room, and an additional room that is nearly completed for a bathroom. This versatile building is perfect for a workshop, hobby space, home business, or additional storage. Situated on approximately five beautiful acres, you'll enjoy picturesque views from the covered front porch and covered concrete back patios. Nature lovers will appreciate the established walking trails that wind through the property, creating the perfect setting for peaceful outdoor enjoyment. Conveniently located on the west side of Mt. Vernon with quick access to I-64, this exceptional property offers the best of both privacy and convenience. This immaculate home is truly move-in ready and offers modern elegance, quality craftsmanship, and a peaceful setting that is difficult to find. A rare opportunity to own a home that is simply perfect in every way!

5384 E Houston Road, Woodlawn

$730,000
8 Beds 6 Baths 12676628 MLS CLOSED Status
Exceptional investment opportunity in the heart of Woodlawn! This fully occupied, income-producing 3-unit building offers a rare combination of strong cash flow, modern amenities, and significant future upside. Currently generating $5,931 per month in rental income with below-market rents (3rd floor tenant vacating in July), the property presents an excellent opportunity for increased revenue through future rent adjustments. Renovated in 2018, the building features an attractive unit mix of two spacious 2-bedroom, 2-bathroom units (2nd floor includes bonus room) and one oversized 3-bedroom, 2-bathroom unit. Each apartment is equipped with central air conditioning, in-unit washer and dryer, and separately metered utilities; tenants pay all utilities except water which minimizes operating expenses for ownership. Additional features include a detached 2-car garage, security camera system, and a private backyard entertainment area ideal for gatherings and outdoor enjoyment. The full unfinished basement offers exceptional value-add potential and may be suitable for a duplex-down conversion or additional dwelling unit (ADU), subject to zoning and city approval. Ideally situated within walking distance of the transformative Obama Presidential Center development, the property is positioned to benefit from continued neighborhood investment, rising property values, and growing rental demand. Convenient access to public transportation, parks, shopping, restaurants, and the University of Chicago further enhances its appeal. Whether you're seeking a turnkey investment with immediate income or a value-add asset with future expansion potential, this property delivers both stability and opportunity in one of Chicago's most rapidly evolving neighborhoods. ***Property is Agent Owned

6504 S Maryland 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.

Woodlawn, Chicago IL · Curated MLS Search

Homes with Bonus Room in Woodlawn, Chicago IL

An editorially curated view of every active homes with bonus room listing in Woodlawn, Chicago IL. Updated in real time from the local MLS, presented without the noise.

Browse Active Listings