Woodlawn Homes for Sale

Woodlawn Homes for Sale

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Woodlawn and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

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Newest Woodlawn Homes for Sale

$398,500
4 Beds 3 Baths 12678318 MLS
Beautiful One-Owner Custom Home with Open Floor Plan with Two Extra Lots! This modern-style home offers a spacious open-concept design featuring a large living room, dining area, and kitchen that flow seamlessly together-perfect for everyday living and entertaining. The kitchen boasts a large center island with seating, an abundance of custom cabinetry, and ample workspace for the chef in the family. The dining area leads to a private concrete patio, creating a wonderful indoor-outdoor living experience. A ceramic tile foyer welcomes you into the great room, highlighted by luxury vinyl wood-look flooring and an inviting atmosphere. The spacious master suite features a large walk-in closet and a private spa-like bathroom complete with a jetted tub, double vanities, and a large walk-in tile shower. The main level also includes two additional bedrooms and a second full bathroom. The walkout basement offers an open floor plan providing exceptional additional living space, ideal for a family room, recreation area, or entertainment space. A full bathroom is located in the basement, along with a room currently used for storage that could easily serve as a fourth bedroom. You'll also appreciate the large storage room and laundry room with vanity and sink. Additional features include geothermal heating installed in 2019, a roof approximately three years old, and an oversized three-car attached garage. Outside, you'll find a detached coach house/hobby building with an overhead door, offering endless possibilities for hobbies, a workshop, or extra storage. Two additional lots, provides plenty of room for children, pets, gardening, and outdoor enjoyment. This well-maintained one-owner home has been lovingly cared for and is located in the desirable Woodlawn School District, offering a peaceful rural setting with the convenience of nearby small-town amenities. Schedule your private showing today and discover all this exceptional property has to offer!

112 Pheasant Run, Woodlawn

$585,000
3 Beds 5 Baths 12668277 MLS
Welcome to 6642 S. Drexel Avenue, a beautifully restored historic residence in the heart of Woodlawn that has been thoughtfully deconverted from a two-flat into a stunning single-family home. Combining timeless character with modern luxury, this home underwent an extensive renovation and restoration completed in 2026. From the moment you enter, you'll appreciate the beautiful hardwood floors that flow throughout the home and the expansive open-concept main level designed for both everyday living and entertaining. The spacious floor plan offers generous living and dining areas, creating the perfect setting for gatherings of any size. The kitchen is truly the heart of the home, featuring backlit cabinetry, abundant storage, and ample space for a large eat-in dining area. Whether hosting guests or enjoying a quiet evening at home, this thoughtfully designed space provides both functionality and style. One of the home's most remarkable features is found on the second level, where you'll discover three spacious ensuite bedrooms-a rare and highly desirable layout seldom found in homes of this caliber. Each suite offers privacy, comfort, and its own dedicated bathroom, creating the ultimate retreat for family members and guests alike. The fully finished basement expands the living space even further, offering two additional bedrooms, a full bathroom, and endless possibilities for recreation, a home office, fitness area, or extended living arrangements. Additional features include a detached two-car garage and countless updates throughout the home that blend historic charm with contemporary finishes. Located in the rapidly growing Woodlawn community near Jackson Park, the University of Chicago, the Obama Presidential Center, and public transportation, this exceptional home offers a unique opportunity to own a piece of Chicago history reimagined for modern living. Zone B for Homegrown program up to $50k downpayment assistance available.

6642 S Drexel Avenue, Chicago

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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.

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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.

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