Refine Search
Sort by
$260,000
2 Beds 2 Baths 12622397 MLS CLOSED Status
Top-floor duplex loft in a solid concrete building featuring exposed brick and floor-to-ceiling south-facing windows for exceptional natural light. No neighbors above for added privacy and quiet. This 2-bedroom, 2-bath home spans two levels and was refreshed in 2024 with new stainless steel appliances, updated lighting, fresh paint, new window shades, and updated flooring in select areas. The open main level offers oak hardwood floors and a modern kitchen with shaker cabinetry, granite countertops, and a large eat-in island. One bedroom and full bath are on the main level; the upper level features a private second bedroom with full bath. Additional highlights include a walk-in laundry/utility room, ample closet space, and dedicated gated parking. CTA bus at the door, with CTA and Metra trains nearby. Coffee shop in the building. Low HOA fees and only electricity to settle for utilities. Ideally located near the Obama Presidential Center opening Spring 2026.

6300 S Woodlawn Street Unit #305, Chicago

$260,000
5 Beds 5 Baths 12463509 MLS CLOSED Status
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

$255,000
5 Beds 3 Baths 12580265 MLS CLOSED Status
Experience the momentum of Woodlawn with this polished twostory 2flat, perfectly positioned near the anticipated Obama Presidential Center. Surrounded by high-end new construction and active redevelopment, this property offers the rare blend of immediate cashflow potential and long-term appreciation. Thoughtfully updated with a new roof, new tuckpointing, select new windows, and a striking wrought iron fence, the building delivers strong curb appeal and low future maintenance. Both units are exceptionally spacious with fully functioning utilities, and the full basement adds valuable expansion or storage options. A 2car detached garage and generous backyard complete the package. A standout opportunity for investors seeking a solid, well located asset in one of Chicago's fastest rising neighborhoods. Located just moments from the University of Chicago, this property sits in one of the area's most dynamic and academically driven corridors. Classic, Chicago brick 2-flat + basement in BOOMING Woodlawn. Occupants to take advantage of rapid appreciation in the area. Imagine the possibilities of a full, unfinished basement - just waiting for your personal touches. Although the property has been well-cared for over many years, it is being conveyed AS-IS.

6513 S Maryland Avenue, Chicago

$250,000
12658382 MLS CLOSED Status
Big Urban Infill Opportunity 164x122 Zoned RT-4. South West Woodlawn is one of the hottest neighborhoods for redevelopment leading the way in permit applications. Missing Middle Housing is being created in Woodland at a brisk pace and you should get your piece of land, before they all get bought up. Seller may subdivide, so hurry if you want total package. Ideal site for a larger Multi Family Development or to build spec 2-4 unit buildings. This site represents a rare opportunity to build at scale with the opportunity to subdivide into 6+ parcels with its 164 feet of frontage. 4 Pins totaling 19,992 square feet of cleared vacant land, ready to build. Many new construction properties surround this desirable location. Just minutes to the Lake, Hyde Park, University of Chicago and Obama Library. Drive by today, survey available.

6429-6441 S Champlain Avenue, Chicago

$240,000
5 Beds 2 Baths 12541042 MLS CLOSED Status
Highest and Best DUE Monday, January 19th, 2025 at Noon. Exciting Investment Opportunity in Woodlawn | 2-Flat Brick Building Located on the east side of Cottage Grove in the heart of Woodlawn, this classic 2-flat brick building presents an exceptional opportunity for investors, developers, or owner-occupants ready to bring a vision to life. The property is in need of a full gut renovation, making it a true blank canvas with tremendous upside in a rapidly improving area. The second-floor unit offers a generous layout featuring four bedrooms, a spacious living room, a separate dining room, a full-size bathroom, and a kitchen with a pantry. Original hardwood floors are in place and ready for restoration, and select electrical upgrades have already been completed. A skylight above the second-floor staircase floods the interior with natural light, adding character and architectural charm. The first-floor unit includes two bedrooms, one full bath, and a large kitchen, offering flexible living arrangements or strong rental potential. The full-height basement features approximately 7-foot ceilings with ingress and egress, making it ideal for an impressive in-law suite, duplex-down, or additional living space. The building will require a new roof and rear porch, allowing the next owner to design and build to modern standards With its solid brick construction, generous room sizes, and endless configuration possibilities, this property is perfectly positioned for a value-add renovation. Whether you envision a duplex-down, an owner's unit with rental income, or a fully rehabbed income-producing asset, the potential here is truly limitless.

6351 S Drexel Avenue, Chicago

$235,000
3 Beds 2 Baths 12582418 MLS CLOSED Status
Welcome to this spectacularly renovated 4-bedroom, 2-bath home in the heart of West Woodlawn, beautifully updated in 2019 with clean finishes and a highly practical floor plan. Step inside to find new flooring throughout, a spacious living room filled with natural light, and a separate dining area that flows seamlessly into a stunning kitchen featuring custom cabinetry, granite countertops, and stainless steel appliances (Frigidaire). Both bathrooms have been completely redone with stylish tile and modern fixtures. Major upgrades include new electrical, plumbing, water heater, washer and dryer (Samsung), heating and cooling systems, and new fence all updated in 2019. New roof added in 2020-ensuring peace of mind for years to come. The thoughtful design balances functionality and comfort, offering plenty of space for daily living and entertaining. Located minutes from local parks, grocery stores, and schools. This home also enjoys easy access to the Chicago Skyway (I-90). Adding to the neighborhood's vitality, West Woodlawn is home to the highly anticipated Obama Presidential Center, currently under construction in nearby Jackson Park. Scheduled to open in spring 2026, the 19.3-acre campus will include a new Chicago Public Library branch, athletic center, and community spaces-bringing new opportunities and resources while honoring Woodlawn's rich history of activism and resilience. Don't miss your chance to own a move-in ready home in one of Chicago's most exciting and evolving neighborhoods! SELLERS ARE MOTIVATED, bring your offers! Seller's may also be open to providing seller credits with an acceptable offer.

6712 S Evans Avenue, Chicago

$235,000
4 Beds 2 Baths 12446683 MLS CLOSED Status
Charming, updated, and just minutes from the University of Chicago This brick beauty has it all! Welcome to this meticulously maintained 4-bedroom, 1.5-bath single-family home in the heart of Chicago's fast-growing Woodlawn neighborhood-just three blocks from the University of Chicago, the Cottage Grove Green Line, and the new Jewel-Osco. Inside, you'll find hardwood floors throughout, a sun-drenched freshly painted enclosed porch, and a stylish kitchen with granite countertops and stainless-steel appliances. The full basement offers a newer washer/dryer, and exciting potential for added living space and recreation or home office area. Enjoy a private backyard, a two-car garage, and peace of mind with major updates completed in the past six years-including a newer furnace, windows, hot water tank, automated garage door, aluminum roof coating, and central air installed. This move-in-ready home blends charm, space, aluminum roof coating, and smart updates in a location that's only getting better. Don't miss this opportunity to invest in one of Chicago's most promising neighborhoods.

6409 S Champlain Avenue, Chicago

$234,600
2 Beds 2 Baths 12592103 MLS CLOSED Status
LOOKING FOR A CONDO IN THE BEAUTIFUL, THRIVING WOODLAWN AREA? STOP THE CAR! YOUR PERFECT CONDO IS WAITING FOR YOU-IN PRISTINE CONDITION, SUN-FILLED, AND SHOWING TRUE PRIDE OF OWNERSHIP. THIS HOME CAN STAND SHOULDER-TO-SHOULDER WITH TODAY'S UPDATED CONDOS, AND IT'S PRICED JUST RIGHT. BEAUTIFUL 2 BEDROOM, 2 BATH IN THE HEART OF THE NEW OBAMA PRESIDENTIAL LIBRARY AREA. THIS MODERN HOME FEATURES A GREAT OPEN LAYOUT WITH HUGE WINDOWS POURING IN NATURAL LIGHT, WIDE OPEN LIVING SPACES, A STUNNING KITCHEN WITH STAINLESS STEEL APPLIANCE PACKAGE, AND A VERY LARGE REAR DECK PERFECT FOR ENTERTAINING OR RELAXING. ENJOY A SPA-LIKE WHIRLPOOL TUB, A NEW CUSTOM WALK-IN CLOSET ORGANIZER (PERFECT FOR MAXIMUM STORAGE), AND CUSTOM-MADE BLINDS THROUGHOUT. SOLID MASONRY BUILDING ON ALL FOUR SIDES-ONLY ABOUT 16-20 YEARS OLD-WITH ORIGINAL OWNER CARE. DEEDED PARKING AND ADDITIONAL STORAGE INCLUDED. MAJOR UPDATES INCLUDE A NEW ROOF, NEW TUCKPOINTING, HOT WATER TANK (1 YEAR), AND A FURNACE IN EXCELLENT CONDITION. WITH THE RIGHT OFFER, WASHER AND DRYER STAY-TRULY MOVE-IN READY. ALL YOU NEED TO DO IS MOVE IN! MAKE YOUR APPOINTMENT-GET YOUR OFFER IN FIRST!

6617 S Ingleside Avenue Unit #2N, Chicago

$225,000
2 Beds 2 Baths 12577872 MLS CLOSED Status
Welcome to Woodlawn! This beautiful 2-bedroom, 2-bathroom home is drenched in natural light and has been lovingly cared for by its original owner. Located in a classic turn of the century all brick building with modern mechanicals, this condo is loaded with charm and functionality. Exposed brick immediately draws the eye in this open kitchen concept, complete with granite countertops and breakfast bar, stainless steel appliances, and recently refinished hardwood floors. Your large primary suite is the perfect retreat with en-suite bathroom and soaking tub for relaxing, ample room for a flex space, and double closets for ample storage. The secondary bedroom is spacious and features a Juliet balcony perfect for a home office or guests. This unit comes with a gated parking spot, in-unit washer and dryer, custom blinds throughout, and operable gas fireplace! Close proximity to the Obama Presidential Library (opening 2026), University of Chicago, new Robert R. McCormick Leadership and Economic Opportunity Center and ongoing neighborhood investment! Do not miss this opportunity and schedule your tour now!

6649 S Maryland Avenue Unit #2W, Chicago

$220,000
3 Beds 5 Baths 12535554 MLS CLOSED Status
This is a very unique situation where the right location offers an amazing building with great potential and should not judge this book by its cover. This former two unit was in the process of being converted to a large single family residence and if you have been watching SF values in this area you can already see the equity upside awaiting you. Demo has been completed, the interior has been laid out and studded out, the basement has a newer cement flooring where the ceiling height was increased to 7 feet. The first floor is laid out to offer an open feeling with living room/dining room family room all open, the kitchen and mud room have been roughed out along with a 1/2 bath on the main level. The second floor is set up to offer three bedrooms all with en suite bathrooms along with a 2nd floor laundry room. The basement with the higher ceiling height offers an additional two bedrooms and full bathroom! Location in real estate is everything and we have that with this building; this property is a blank canvas waiting to be put back together! Get inside today, the ARV in this area is in the $575/600K range, you cannot lose on this property!

6636 S Ingleside Avenue, Chicago

$214,873
4 Beds 2 Baths 12500301 MLS CLOSED Status
Landmark restoration distinguishes this large 2-story with basement just waiting for you and your family to call it home. The remodeled, move-in ready interior begins with a welcoming enclosed front porch that doubles as a foyer, leading into a spacious living/dining room combo and continuing into a fully remodeled kitchen (refrigerator and oven/range to be installed prior to closing). The main level offers two bedrooms and a beautifully updated full bathroom. Upstairs features its own private side-porch entrance, opening into a second living or family room, two generously sized bedrooms, a second fully remodeled bathroom, and a spacious loft area. The semi-finished basement provides even more room to expand. Easy to see and easy to buy-schedule your viewing before it's gone!

6336 S Saint Lawrence Avenue, Chicago

$211,500
3 Beds 2 Baths 12529110 MLS CLOSED Status
Gut rehabbed in 2020 and beautifully maintained, this Woodlawn gem blends modern updates with timeless character. Featuring 4 spacious bedrooms and 2 full baths, the home welcomes you with a wetroom entry, a decorative fireplace in the living room, a separate dining room, and an eat-in kitchen-ideal for both family living and entertaining. The primary suite offers a generous layout, perfect for creating a personal retreat. The basement complements the home with additional entertainment space, storage, and a laundry station. Enjoy a fenced backyard for privacy, plus a 1-car garage equipped with built-in fireplaces-flexible as a cozy man-cave, studio, or simply a warm welcome home. Community & Lifestyle: Located in the vibrant Woodlawn neighborhood, you'll have easy access to Jackson Park, Lake Michigan beaches, and the future Obama Presidential Center. Families benefit from nearby schools, including University of Chicago Charter School - Woodlawn Campus, Hyde Park Academy High School, and Bret Harte Elementary, with the University of Chicago Lab Schools also within reach. The neighborhood hosts the 61st Street Farmers Market, a year-round destination for fresh produce and local vendors, adding to the community's charm. Dining highlights include Daley's Restaurant, Robust Coffee Lounge, and Hyde Park favorites like Virtue Restaurant & Bar. Shopping is convenient with Mariano's, Whole Foods, and neighborhood markets nearby. For recreation, enjoy golf at Jackson Park Golf Course, bike rides along the Lakefront Trail, or cultural experiences at the DuSable Black History Museum. Commuting is seamless with quick access to Lake Shore Drive, I-90/94, the Metra Electric, and CTA Green Line.

6511 S Vernon Avenue, Chicago

$210,000
2 Beds 2 Baths 12522002 MLS CLOSED Status
Perched on the top floor in the heart of Woodlawn/Hyde Park, this light-filled condo offers privacy, calm, and a sense of arrival. With no one above you and sunlight streaming through treetop views, the home feels like a peaceful escape-an ideal sanctuary for students or professionals seeking inspiration. The open-concept living and dining area flows effortlessly for everyday comfort and weekend gatherings. Imagine pouring a glass of wine while friends gather at the kitchen bar, music in the background, laughter in the air. The layout supports both connection and quiet moments, making it equally suited for entertaining or unwinding after a long day. Step outside to a spacious private patio tucked high above the street to escape from the buzz of the city. This outdoor haven is ideal for sunset dinners, morning coffee, or simply watching the light shift through the seasons. The sprawling kitchen allows for multiple dine-in configuration, and the two bedrooms are bright and tucked away for rest, study, or work-from-home ease. With an en-suite primary bathroom, in-unit laundry and central air, this condo offers all the creature comforts. Simple, flexible design means this home can evolve with you. Just blocks from the University of Chicago, the new Obama Presidential Center, and Hyde Park's best cafes, grocers, parks, and restaurants, you're surrounded by character, culture, and community. This isn't just a condo, its a space to grow, to gather, to unwind-and to begin your next chapter above it all.

6135 S Drexel Avenue Unit #4B, Chicago

$210,000
6 Beds 4 Baths 12383343 MLS CLOSED Status
This Brick 3-Unit Property Is An Amazing Blank Canvas For A Savvy Investor, Contractor, Or Designer. It's An Incredible Investment Opportunity And A Perfect Chance To Take Over And Add Tremendous Value. Property Has Been Gutted With Some Electrical And Plumbing Work Already Started. First And Second Floor Framing Is Complete. Each Unit Offers Enough Space For 2-3 Bedrooms, Plus Separate Living And Dining Rooms. Washer And Dryer Hookups Installed In Every Unit. Basement Features 1.5 Bathrooms And Offers Additional Potential. Room In Rear Of Property To Build A New Garage. Bring Your Vision, This Property Has Huge Potential And Solid Bones! PROPERTY IS BEING SOLD "AS IS" SELLER WILL NOT MAKE ANY REPAIRS! SHORT SALE!

6342 S Eberhart Avenue, Chicago

$208,000
3 Beds 2 Baths 12620389 MLS CLOSED Status
One of only a few three-bedroom, two-bath units in a mid-rise condo building, this property is a rare find. The seller is one of the original owners from the initial condominium conversion. Enjoy convenient condo living near the University, with the added benefit of campus security. This clean, newly painted unit is move-in ready and features new stainless steel kitchen appliances, refinished hardwood floors, and new carpet (bedrooms have hardwood floors under carpet). Additional highlights include an in-unit washer and dryer, storage area in the basement, and a rear deck perfect for relaxing. This unit is also located near the Obama Presidential Center, currently under construction, and just a few blocks from the city's lakefront, including access to Lake Shore Drive's 18 miles of scenic Lakefront Trail. Minutes away from Metra Electric (ME) line that runs directly through the University of Chicago campus. Whether you're looking for an owner-occupied residence or an investment property, this unit is an excellent opportunity. Its proximity to the University of Chicago makes it especially attractive for graduate and law students seeking housing. The HOA has no rental restrictions.

6100 S University Avenue Unit #2, Chicago

$200,000
4 Beds 2 Baths 12522988 MLS CLOSED Status
Opportunity is knocking at 6617 S Vernon Avenue! This classic brick 2-unit building features two spacious apartments, each offering 2 bedrooms, 1 bath, a bright living room, and a separate dining room-perfect for flexible living or rental potential. The basement with exterior access offers additional space to expand or create related living quarters. Outside, the expansive rear yard provides plenty of room for entertaining, gardening, or adding parking. The property needs repairs and updates, but with the right vision, it can be restored to a solid income-producing gem. Neighborhood Highlights: Located in the heart of Chicago's Greater Grand Crossing community, this property is close to Oak Woods Cemetery, Grand Crossing Park, and Chicago State University. Nearby amenities include local schools, shops, and dining along Cottage Grove and 67th Street, plus quick access to I-90/94 and public transportation via the CTA Green Line and multiple bus routes-making commuting around the city simple and convenient. Ideal for investors or owner-occupants looking to build equity and income-don't wait, this opportunity won't last long!

6617 S Vernon Avenue, Chicago

$195,000
3 Beds 1 Baths 12686271 MLS CLOSED Status
Welcome to this charming, vintage courtyard co-op. This freshly painted 3-bedroom, 1-bath co-op is filled with natural light and offers a spacious open-concept living and dining area, plus a bright sunroom ideal for a home office, reading nook, or morning coffee. Set in a classic courtyard building, this co-op combines timeless character with an unbeatable location near the University of Chicago, parks, restaurants, coffee shops, the local farmers market, and a variety of cultural attractions. Enjoy walking access to the Obama Presidential Center, along with convenient Metra and CTA bus service for an easy city commute. Monthly assessments INCLUDE TAXES, heat and gas.Co-op requires board approval.

6108 S Kimbark Avenue Unit #2E, Chicago

$195,000
2 Beds 2 Baths 12452187 MLS CLOSED Status
Fabulous treetop living in Woodlawn. This two bed two bath condo is everything you have been waiting for. Sundrenched windows with three exposures make this top floor home super bright and spacious. Beautiful hardwood floors grace the entire home. All freshly painted. The updated kitchen opens to a back deck perfect for indoor outdoor living and there is plenty of space for a huge dining table. Enjoy the new air conditioning on hot days and stay cozy in the cold with a new furnace. The water heater and washer dryer are also new. The primary bedroom has space for a king size bed, dresser and walk in closet. The second bedroom has direct bathroom access. All located in the HOT Woodlawn, two blocks from the Green Line, 1.5 blocks to Jewel Osco and a 15 minute walk to UChicago hospitals and university camps. Meet up with friends for coffee at Robust or Build, hit the Woodlawn 61st Street Farmers Market and Daley's for food. Gated exterior parking space included.

715 E 62Nd Street Unit #3, Chicago

$191,700
2 Beds 2 Baths 12359683 MLS CLOSED Status
Welcome back to Ingleside! Previous buyer was not able to finalize financing throughout the wait of the FHA process - so here we are, or should I say you, because this still new listing is now ...for YOU with a FULLY APPROVED FHA BUILDING not just the unit! This is HUGE! It's just in time as the end of the shutdown has arrived unstalling all types of funding that caused all types of loans to fail: haulted employment checks, canceled DP assistance, and stalled fha funds. The event this Sat Nov 15 at 11a will showcase a 2-bedroom, 2-bath garden-level condo that offers comfort and convenience in Chicago's vibrant Woodlawn neighborhood in the 20th Ward. Features include hardwood floors, a modern kitchen with granite countertops and stainless-steel appliances, in-unit laundry, central air, and a primary bedroom with ensuite bath. Unit includes a deeded parking space so you only walk from your fully enclosed & secured electric drive up gate, directly into your unit. No more up and down the street parking with your hands full - you're in there! You also have a privately secured storage unit - indoors - immediately outside of the unit. Located near the University of Chicago, future Obama Presidential Museum (opening Spring 2026), Jackson Park, restaurants and shopping, this location has easy access to CTA/Metra. It is move-in ready, perfectly priced against great comps, and you can close just in time for the holidays if you get an offer in soon! See you this weekend!

6614 S Ingleside Avenue Unit #1S, 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.