Refine Search
Sort by
6350 S Saint Lawrence Avenue, Chicago
$515,000
6 Beds ⋅ 3 Baths ⋅ 12502559 MLS
Welcome home to this beautifully renovated 2-flat in the heart of Woodlawn! Step inside to discover bright, open living spaces where modern design meets everyday comfort. Each unit features a stylish chef's kitchen with quartz countertops and stainless steel appliances, perfect for cooking and entertaining. Cozy up by the electric fireplace, or enjoy gatherings in the spacious dining and living areas. With three generous bedrooms, one full bath, and in-unit laundry, each home is designed for easy living. Thoughtful updates-new roof, windows, HVAC, plumbing, and electrical-mean you can move right in with confidence. Whether you're looking to live in one unit and rent the other or build your investment portfolio, this home offers space, style, and opportunity in a vibrant neighborhood. Contact me to schedule your private tour.

6350 S Saint Lawrence Avenue, Chicago

6527 S Vernon Avenue, Chicago
$465,000
7 Beds ⋅ 3 Baths ⋅ 12535707 MLS
Seize an outstanding investment in lively Woodlawn with this beautifully restored Greystone, offering two generous units that unite classic elegance with contemporary upgrades. The first-floor residence features three spacious bedrooms, two modern baths, and a versatile duplexed family room in the inviting English basement, while upstairs, the second unit offers four bright bedrooms, a stylish bath, and expansive living and dining areas for comfortable living. Each unit enjoys its own efficient heating and cooling, with updated electrical, plumbing, HVAC, and a newer two-car garage for convenience. Both kitchens dazzle with crisp white cabinetry and luxurious stone countertops, complemented by refreshed bathrooms, gleaming refinished hardwood floors, new doors, trim, brand-new windows, and a fully tuckpointed updated roof-every detail meticulously finished. In-unit washer and dryer hookups in the basement add functionality, and the property's prime location places you near the Obama Library, the University of Chicago, expressways, and abundant neighborhood amenities. With a highly motivated seller, this Woodlawn gem is ready for its next chapter-don't miss out!

6527 S Vernon Avenue, Chicago

6623 S Vernon Avenue, Chicago
$450,000
6 Beds ⋅ 3 Baths ⋅ 12677038 MLS
Welcome to 6623 S Vernon Ave, a beautifully updated two-unit building located in Chicago's Woodlawn neighborhood, offering an excellent opportunity for both investors and owner-occupants. This well-maintained property features spacious units with modern updates and flexible living space. Each unit offers bright living areas, generously sized bedrooms, and updated finishes throughout. The kitchens have been refreshed with white cabinetry, modern countertops, and stainless steel appliances, creating a clean and contemporary feel. Large windows provide plenty of natural light, and updated flooring throughout the units adds to the overall appeal of the home. The layout of the building provides comfortable living spaces with well-proportioned rooms that allow for easy furniture placement and functional everyday living. Bedrooms offer ample space, and the living areas provide a welcoming environment for relaxing or entertaining. The building's classic Chicago architecture combined with modern updates creates a property that is both charming and practical. With two units already in place and the potential for additional use in the lower level, this property offers versatility and long-term value. Conveniently located near public transportation, parks, shopping, restaurants, and major roadways, the property provides easy access to surrounding neighborhoods and downtown Chicago. It is also located near the University of Chicago, Jackson Park, and the future Obama Presidential Center, making it an attractive option for renters and buyers alike.

6623 S Vernon Avenue, Chicago

6149 S Rhodes Avenue, Chicago
$450,000
8 Beds ⋅ 3 Baths ⋅ 12472550 MLS
Let your tenants pay the mortgage in this fully renovated legal 3-flat located in red-hot Woodlawn-one of Chicago's fastest appreciating neighborhoods. Perfect for first-time buyers or investors, this property was completely updated in 2017 with over $200K in permitted renovations and has been meticulously maintained since. Featuring two 3-bedroom units and one 2-bedroom unit, with total potential rents of $4,300+/month, all tenants pay their own gas and electric. Zoning certification obtained in September 2019. Laundry hookups are in place-add coin laundry for additional income. Room to add a parking pad for even more cash flow. Prime location just minutes from the University of Chicago, Hyde Park, the lakefront, Metra, Green Line, Jewel-Osco, and Greenline Coffee. This is a rare opportunity on a historic landmark block. Don't miss out-schedule your showing today!

6149 S Rhodes Avenue, Chicago

6627 S Evans Avenue, Chicago
$430,000
7 Beds ⋅ 3 Baths ⋅ 12536927 MLS
Become an owner of this beautifully well maintained 3 unit with a full basement in the rapidly developing Woodlawn neighborhood. The 2nd floor has 3 bedrooms, and the 1st floor has 2 bedrooms that both offer spacious living rooms and family rooms with an open flow, and eat-in kitchens. Step into the basement that has a full kitchen, bathroom, and 2 additional rooms that may become bedrooms. The lower level/basement has it's own back and front entrance. There are 4 separate electrical boxes, 3 hot water tanks, 3 furnaces. There is a washer and dryer with a utility sink onsite and 4 gated parking spacing in the rear. With this beauty you are all set to become a new homeowner with tenants to cover expenses or start/add this property to your portfolio. Schedule your showing today!

6627 S Evans Avenue, Chicago

6148 S Rhodes Avenue, Chicago
$425,000
7 Beds ⋅ 3 Baths ⋅ 12546797 MLS
Presenting a premier Woodlawn investment opportunity at 6148 South Rhodes Avenue-a stately yellow-brick multifamily property offering seven bedrooms and three baths across two full units plus a garden/in-law suite dwelling. This historically significant building retains its original character and timeless architectural, highlighted by a classic wainscot building entrance, original fireplaces, beam ceilings in select units, and protected hardwood floors beneath existing carpeting. Several units feature private foyers, separate formal living and dining rooms, and ample in-unit closet space, reflecting the generous layouts and craftsmanship of its era. Each unit is equipped with an individual boiler, delivering efficient and dependable radiator heat-an ideal benefit for both owner-occupants and tenants. Notable capital improvements include a roof redone and silver-coated approximately three years ago, boilers less than one year old, and a 50-gallon water tank installed in 2020. The property is fully enclosed with wrought-iron security fencing surrounding the entire building, along with security gates at all entry and exit doors, providing peace of mind and added value. Additional amenities include a coin-operated laundry in the basement, individual storage units, a maintenance-free exterior patio designed as a gathering space for outdoor entertainment, and a two-car garage. This exceptional property offers a powerful generational-wealth family hold or a strategic investor opportunity, blending historic charm, enhanced security, modern infrastructure, and long-term potential in the heart of Woodlawn. The photo(s) contained in this listing may have been created or enhanced using virtual staging software and therefore may not accurately reflect the current features in the room/home. (First floor unit is now available for occupancy.)

6148 S Rhodes Avenue, Chicago

6624 S Rhodes Avenue, Chicago
$375,000
6 Beds ⋅ 2 Baths ⋅ 12633362 MLS
Feel free to send your clients! recently renovated fully vacant, historic greystone 2-unit in the HOT Woodlawn neighborhood! 8 minutes from the Presidential Obama Center which opens in June of this year. This classic Chicago beauty is perfect for an owner-occupant "house hacker" or a savvy investor looking for strong rental potential in a rapidly appreciating area. Both floors offer a freshly updated 3 bedroom / 1 bath layout that's move-in ready or ready to rent from day one. You'll love the warm hardwood floors, modern kitchen with updated cabinetry and finishes, and a beautifully refreshed bathroom that gives the space a clean, contemporary feel. The spacious living and dining areas are ideal for entertaining, working from home, or simply spreading out. Each unit has separate gas and heat, with forced-air furnaces in each unit, allowing for individual utility control and helping keep owner expenses manageable. A tall, unfinished basement provides tons of storage now and great long-term potential-whether you envision additional living space, laundry, or other value-add possibilities (buyer to verify with the city). Outside, the property continues to impress: Fenced backyard - perfect for pets, gardening, or summer get-togethers Parking slab that fits two cars - off-street parking is a major plus in the city New rear back porch - added safety, usability, and curb appeal The location is unbeatable. This building is part of the chicago low-income housing trust fund program. This building sits in the heart of Woodlawn, one of Chicago's most exciting growth corridors, just minutes from: Lake Shore Drive and the lakefront The Obama Presidential Center/Library (8 min away and opens in June) The University of Chicago, U of C Hospital, and all the surrounding academic and employment hubs. Whether you plan to live on the first floor and let the second unit help cover your mortgage, or rent both units for strong long-term cash flow, this property checks all the boxes: updated condition, classic greystone charm, separate utilities, parking, and a prime location in a neighborhood with major ongoing investment. Come see why so many buyers and investors are choosing Woodlawn-this greystone is a standout opportunity!

6624 S Rhodes Avenue, Chicago

6547 S Evans Avenue, Chicago
$375,000
3 Beds ⋅ 4 Baths ⋅ 12508431 MLS
Welcome to Woodlawn Pointe, the vibrant, sought-after gem of Chicago's Southside! This move-in-ready, newly redeveloped single-family home offers an expansive layout featuring 3 bedrooms and 3.5 baths above grade, plus the flexibility of a finished lower level, perfectly situated on a beautifully established block. The open-concept main floor is designed for modern living and effortless entertaining. At its heart lies the chef's kitchen, a true showpiece boasting pristine quartz countertops, modern shaker cabinetry, and a commanding seven-foot island for gathering. The main level is completed by a large walk-in storage closet and a stylish powder room. Upstairs, convenience and comfort define the space. A dedicated laundry area is ideally placed among the three generous bedrooms, all finished with recessed lighting and upgraded baseboards. Retreat to the primary suite, where the spa-inspired master bath features dual vanities and a rejuvenating rain shower. The secondary bathroom maintains this elevated style with crisp, smoke-toned tiling. Make your appointment today! The fully finished basement is a game-changer, offering exceptional versatility. Complete with a second living space, a fourth bedroom, a full bathroom, and, crucially, its own separate exterior entrance, this space presents endless potential for an in-law suite, home office, or passive income opportunity. Don't miss your opportunity to own a meticulously finished home in one of the most exciting neighborhoods on the Southside. Schedule your showing today!

6547 S Evans Avenue, Chicago

6507 S Vernon Avenue, Chicago
$349,000
3 Beds ⋅ 2 Baths ⋅ 12502439 MLS
Step into this beautifully renovated residence nestled in the heart of Woodlawn, this is spacious 5bed/2bath home has been completely renovated. Upon entering, you'll be greeted with an open floor plan on the main level, perfect for both relaxing and entertaining. The heart of the home is the gourmet eat-in kitchen, sleek stainless steel appliances, elegant granite countertops, and ample storage with 42-inch cabinets complimented by a stylish glass backsplash. Luxurious touches throughout, including refinished hardwood flooring that flows seamlessly throughout the main level, energy-efficient windows, and dual heating and cooling systems ensuring year-round comfort. The fully finished walkout basement expands the living space with a comfortable family room, laundry area, and two additional bedrooms. The location is unbeatable, with proximity to numerous new developments, easy access to the 90/94 expressway and public transportation. This is an incredible opportunity to own a meticulously renovated home in a vibrant and historically rich community, home of the Obama Presidential Library.

6507 S Vernon Avenue, Chicago

6230 S Langley Avenue, Chicago
$321,750
8 Beds ⋅ 3 Baths ⋅ 12447260 MLS
Nestled in the vibrant Woodlawn neighborhood, this classic greystone 2-unit property with the possibility of an ADU offers a perfect blend of historic charm and modern investment appeal. With Woodlawn experiencing impressive property appreciation in recent years-driven by new development initiatives and steady demand-this smartly positioned building promises solid long-term value. Just steps from local conveniences, the location grants effortless access to bus lines, the CTA train, and nearby expressways, making commutes across Chicago smooth and efficient. Daily errands are made easy with a neighborhood grocery store just around the corner, while the world-renowned University of Chicago Medical Center and the upcoming Obama Presidential Center are both only minutes away. A great opportunity, this well-maintained multi-unit gem combines strategic location and strong growth potential in one of the city's most dynamic districts. Sold As-is.

6230 S Langley Avenue, Chicago

6510 S Rhodes Avenue, Chicago
$320,000
5 Beds ⋅ 2 Baths ⋅ 12531470 MLS
Turnkey Greystone with Additional Lot - Prime West Woodlawn Investment Discover a rare opportunity to own a beautifully kept two-unit Greystone with endless income potential in the fast-growing West Woodlawn community. Ideally located near the University of Chicago, this property offers convenience, stability, and growth for seasoned investors and first-time buyers alike. The first-floor unit offers 2 bedrooms and 1 bath, currently vacant and ready for immediate occupancy. The second-floor unit features 3 bedrooms and 1 bath, occupied by a long-term tenant providing instant cash flow. Each unit has separate utilities. Additional features include a two-car garage for parking or extra rental income, along with an additional lot perfect for expansion, outdoor living, or future development. This property sits on a well-maintained block surrounded by neighborhood pride. With strong rental demand from students, staff, and faculty, plus the potential for University of Chicago employee housing incentives, this is a smart and secure addition to your portfolio. Whether you're looking to live in one unit while your tenant helps cover the mortgage or rent out both for maximum returns, this is a true turnkey opportunity in one of Chicago's most dynamic neighborhoods. Schedule your private tour today! This property is being sold as is .

6510 S Rhodes Avenue, Chicago

6418 S Rhodes Avenue, Chicago
$317,000
4 Beds ⋅ 2 Baths ⋅ 12632825 MLS
This meticulously maintained two-story, two-flat offers a premier investment or owner-occupant opportunity in the heart of Chicago's Woodlawn community. Fully rehabbed in 2017, the property is in excellent condition, showcasing modern finishes and thoughtful updates throughout both units. Each spacious apartment features a functional layout with two well-appointed bedrooms and one full bathroom, as well as laundry in both units, this provides comfortable living spaces that are move-in ready for tenants or a new owner. The building also has a dedicated parking pad at the rear of the property. Situated walking distance to the University of Chicago and Jackson Park, this turnkey building combines contemporary convenience with a prime South Side location. Whether you are looking to expand your portfolio or seeking a multi-family home with reliable rental potential, this property currently has a renter in the first floor unit and the owners unit is currently unoccupied.

6418 S Rhodes Avenue, Chicago

6436 S Vernon Avenue, Chicago
$289,900
6 Beds ⋅ 3 Baths ⋅ 12680053 MLS
Woodlawn brick 2Flat on a block with new buildings built on the same block and 3 flat will be built next door soon. This 3 level property has one 3 bedroom unit on the 1st and 2nd floor. A full basement with coin operated laundry machine is used as storage space currently. The 2nd floor unit is currently rented for the same tenant for more than 10 years but it does need work if you want to turn it into an attractive apartment.The basement also has one bathroom setup but not functioning right now. Individual furnace heating system installed for each unit in 2025. The 1st floor unit is move in ready as you can see from the pictures. You can also make the 1st floor duplex down if you want to make the 1st floor a bigger unit to be used by yourself. Come to take a look and let's make a deal !

6436 S Vernon Avenue, Chicago

6020 S Vernon Avenue, Chicago
$272,000
4 Beds ⋅ 2 Baths ⋅ 12691723 MLS
Located in the highly desirable Woodlawn neighborhood, just steps from Washington Park, this classic all-brick two-flat offers exceptional value, flexibility, and investment potential. The first and second-floor units feature nearly identical layouts, each with a spacious living room, two bedrooms, and a galley-style kitchen. The second-floor unit is move-in ready, showcasing newer flooring, an updated kitchen with modern cabinetry and new appliances, and a renovated bathroom. It's the perfect opportunity to live comfortably while updating the rest of the property. The first-floor unit has already seen many of the major improvements completed and is ready for your finishing touches. Whether you're looking to customize your own living space or maximize rental income, it's a blank canvas with endless possibilities. The full basement, previously finished, has two separate entrances and offers tremendous potential. Restore it as a third unit (subject to local zoning and approvals) or duplex it with the first-floor unit to create a spacious owner's residence while generating rental income from the second-floor apartment. The location is hard to beat, with convenient access to Washington Park, the lakefront, the Obama Presidential Center, the University of Chicago, public transportation, and neighborhood amenities. Whether you're an investor or an owner-occupant, this property offers outstanding upside in one of Chicago's fastest-growing communities. Don't miss this opportunity-schedule your showing today and discover everything this property has to offer!

6020 S Vernon Avenue, Chicago

6111 S Vernon Avenue, Chicago
$260,000
5 Beds ⋅ 5 Baths ⋅ 12463509 MLS
WELCOME to the WOODLAWN area and this well positioned 2 unit building! Situated near historic Washington Park, minutes from the Obama Library, and easy access to the Dan Ryan Expressway. If you are an investor or ready to live in one unit and rent out the other unit then this brick 2 unit is ready for you. It offers 4 bedrooms, 4 baths; as each unit offers a master bedroom and 2,202 square feet. Come and add your touches. Sold AS-IS. Seller will not provide a plat of survey. Please check if rental options are allowed for the basement level as it has 2 separate exists, 1 bedroom, 1 bath, kitchen and living room area. The 2nd floor unit is rented at $1400 a month and the 1st floor and basement are ready for you. Get ready to bring your ideas. Sold As-Is. Call now to book your showing and don't miss out on this opportunity!

6111 S Vernon 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.