Refine Search
Sort by
$989,000
5 Beds 4 Baths 12383594 MLS CLOSED Status
I am pleased to introduce the Flemish House, the most exclusive single-family residence in Woodlawn. The Flemish House, built in the late 1800s, is fully embellished and is a spectacular property adorned with a slate roof, cooper gutters, two wood-burning fireplaces and the largest yard in Woodlawn. It is registered as a historic home "having significant historical and architectural significance." Five bedrooms and four bathrooms across four levels, all situated on four professionally landscaped lots, offer a lifestyle unique only to this address, in Woodlawn. This home has been beautifully updated over the years while keeping the charm and craftmanship of the late 1800s. Brilliant hardwood floors seamlessly connect over 3800 s/q together in an intimate manner. Crown molding trims the primary and third-floor levels. The stained glass, two woodburning fireplaces, two majestic skylights, three beautifully preserved staircases and Palladian-styled windows all remind you that you are enjoying the stately craftsmanship of the past. They just don't build homes like this anymore. Experience one of the most revered blocks in Woodlawn, where every single-family home was built on a double lot. It is unlikely that another home with over 12,600 square feet of land in an isolated location will exist in Woodlawn again and certainly not at this price point. The possibilities and the opportunities are endless. You're not only buying a fantastic home but a property that can accommodate your lifestyle and a private connection to nature.

6530 S University Avenue, Chicago

$279,999
3 Beds 2 Baths 12360654 MLS CLOSED Status
It feels like a single family home! Come feast your eyes on this amazing, 3 bedroom, 2 bath, 1st Floor Condominum! Just minutes from the University of Chicago! The property features bright, open concept living! New and updated features include beautifully refinished hardwood flooring, new kitchen cabinets with granite countertops, both bathrooms are fully renovated and tastefully decorated. There is large deck to accomodate grilling throughout the year or just sitting on the deck enjoying the beautiful backyard which completes the feel of a home. There is an in-unit laundry hook-up and storage locker in the basement. 1 parking space is included with this unit. The building is completely owner occupied. Don't miss out...schedule your showing today!

6116 S Ellis Avenue Unit #1, Chicago

$149,900
2 Beds 1 Baths 12357636 MLS CLOSED Status
Spacious and beautifully updated, this light-filled 2-bedroom, 1-bath residence features a formal dining room and an inviting living room with a charming decorative fireplace that adds warmth and character. Thoughtfully renovated and move-in ready, the home offers generously sized bedrooms, ample storage, and brand-new appliances-including a refrigerator and stove/oven. A private deck extends the living space outdoors, perfect for enjoying warmer months. Monthly assessments conveniently include property taxes, gas, and heat. Permit street parking on Kimbark Avenue is typically easy to find. While in-unit laundry can be added with board approval, the building also offers a shared coin laundry and a spacious private storage unit in the basement. Ideally situated in Woodlawn, just steps from the University of Chicago campus, the lakefront, parks, Lake Shore Drive, the future Obama Presidential Library, public transportation, and area schools-this location offers both comfort and connectivity. Being sold as-is!

6104 S Kimbark Avenue Unit #1, Chicago

$599,000
3 Beds 3 Baths 12367021 MLS ACTIVE Status
Introducing Collection No.9 MOD - Where design, function, and lifestyle meet. Experience the best of city living in these four stunning duplex-up residences that blend modern design, thoughtful functionality, and exceptional quality. Each home spans two light-filled floors, offering spacious bedrooms, generous storage, and multiple outdoor spaces-including a private balcony and a show-stopping rooftop or garage deck (per plan), fully equipped with water, gas, and electric hookups. The open-concept main level is designed for both style and comfort. At the heart is a chef-inspired kitchen featuring custom cabinetry, quartz counters with ample seating, and premium Samsung stainless-steel appliances. The seamless flow from the dining area to the expansive, extra-wide living room is perfect for entertaining, with a beautiful 20-foot-wide balcony just off the main living space. Up the stairs, the primary suite is a true retreat, roomy enough for a king-sized bed, with a spacious walk-in closet and a spa-quality bathroom that includes a curbless walk-in shower, a freestanding soaking tub, and a dual-bowl vanity. Two additional bedrooms, a second full bath, and a full laundry room with side-by-side washer/dryer, counterspace, and cabinetry complete the upper level. Set in the vibrant Woodlawn neighborhood, Collection No.9 offers unparalleled access to Washington Park, Jackson Park, the Midway Plaisance, and the University of Chicago's south campus, and CTA bus and train transportation. Enjoy proximity to the future Obama Presidential Center, the lakefront, harbor, beaches, and a growing array of local shops, cafes, restaurants, and a Jewel grocery store-all just minutes away via bike, car, or CTA. Don't miss your chance to own one of these exclusive homes. Schedule your private tour today and experience the space, style, and sophistication of Collection No.9 Mod.

965 E 62Nd Street Unit #1, Chicago

$260,000
2 Beds 2 Baths 12366122 MLS CLOSED Status
This is the one you've been waiting for! Beautifully updated 2-bedroom, 2-bathroom penthouse unit with an open floor plan. Recently refinished hardwood floors flow seamlessly throughout the home. The spacious living room features a cozy wood-burning fireplace with a gas starter. Enjoy stunning views from the primary bedroom, which also offers a private patio-perfect for relaxing. The kitchen includes stainless steel appliances, and a washer and dryer are conveniently included. Gated on-site parking space included. Located on a picturesque, tree-lined block in well-maintained Woodlawn-just minutes from Lake Michigan, brand new Barack Obama Presidential Center and Metra transportation. Building has great pride of ownership and has been maintained exceptionally well! New construction is booming in the area, and you don't want to miss this opportunity!

6640 S Kimbark Avenue Unit #3, Chicago

$294,500
3 Beds 2 Baths 12357695 MLS CLOSED Status
***POPULAR WOODLAWN NEIGHBORHOOD*** Imagine owning a brand-new home...but at a fraction of the cost! This stunning renovated home offers the ultimate living experience...packed with luxurious features. LUXURY UPGRADES INCLUDE; Brand New; Frigidaire Appliance Package (with warranty), sleek Electrolux front-loading washer/dryer, custom cabinetry/vanities/hardware, Quartz countertops for durability and style, undermount kitchen sink, plumbing throughout, toilets, designer lighting, ceiling fans, decorative fireplace tile, plush carpeting in bedrooms, & Delta faucet fixtures. Huge primary bedroom features private newly renovated bathroom (new cabinets, vanity, mirrors, lighting, glass shower with seat, and soaking tub). Spacious secondary bedrooms, and newly renovated secondary bathroom. Private balcony great for entertaining. ONE GATED EXTERIOR PARKING SPACE INCLUDED! Minutes to Hyde Park, New Obama Center, lake, dining, public transportation, & shopping. Only 15 minutes to loop! OWNER OCCUPIED BUILDING/NO rentals allowed. Don't miss out on this incredible opportunity to own a beautifully renovated home at an affordable price. Make it yours today!

6549 S Ellis Avenue Unit #2S, Chicago

$185,000
3 Beds 2 Baths 12315228 MLS CLOSED Status
Welcome to 1516 E Marquette-a beautifully maintained 3-bedroom, 2-bath condo that blends vintage charm with modern convenience. Just steps from the site of the highly anticipated Obama Presidential Library, this home offers a rare opportunity to live near history in the making. Step into a well-lit living room anchored by a cozy fireplace, perfect for relaxing or entertaining. From there, enjoy access to a bright and inviting sunporch, accessible from both the living room and one of the bedrooms-ideal for morning coffee or an afternoon read. The home features gleaming hardwood floors, a formal dining room, and an eat-in kitchen with stainless steel appliances and generous cabinet space. You'll also appreciate the generously sized bedrooms, in-unit laundry and secured parking. You're just minutes from the lakefront, the Museum of Science and Industry, Jackson Park, and convenient public transit Thoughtfully designed and extremely well maintained, this condo is being sold as is, offering buyers a great opportunity to move right in or add personal touches over time.

1516 E Marquette Road Unit #2E, Chicago

$399,000
4 Beds 3 Baths 12344217 MLS CLOSED Status
Stylish Duplex in Prime University of Chicago location! Enjoy the feel of single-family living in this beautifully updated duplex down, ideally positioned on south U of C campus, in booming Woodlawn, and the soon-to-be-completed Obama Presidential Library. Tucked on a quiet block just off Midway Plaisance, this spacious residence offers the perfect balance of comfort, charm, and convenience. Inside, rich hardwood floors run throughout the main level, where you'll find a bright and welcoming living room with an abundance of natural light and overlooking a serene tree-lined street. The open-concept kitchen and dining area create a seamless space for everyday living or entertaining, with granite countertops, 42" cabinets with crown molding, and stainless steel appliances-including: refrigerator, microwave, range and dishwasher. On the main level you also have two well-sized bedrooms and two full baths, including the primary en-suite and side-by-side laundry. The lower level with sleek luxury vinyl offers even more space with a very large family room, two bedrooms, a full bathroom, and tons of storage-perfect for extra living space, guests, a gym, or creative space. Out back, you have a nice-sized deck and two private parking spaces. Located near all that we love about U of C and Hyde Park, dining at Truth Be Told, Bar David, coffee at Robust, local community gardens, the Dorchester Farmers Market, and friendly neighbors, this home offers the best of Woodlawn's community vibe with unbeatable access to parks, transportation, and Hyde Park amenities.

6122 S Greenwood Avenue Unit #1S, Chicago

$168,000
2 Beds 1 Baths 12353678 MLS CLOSED Status
LISTEN TO THE BELLS TOLL FROM THE ROCKEFELLER CHAPEL LOCATED ACROSS THE STREET! BRIGHT AND SUNNY! DESIRABLE OPEN FLOOR PLAN! UNIT FEATURES:GLEAMING FLAWLESS HARDWOOD FLOORS, NEW PAINTING THRU-OUT; 42" MAPLE CABS, SPARKLY ARCTIC WHITE APPLIANCES! NEW REFRIGERATOR! WASHER/DRYER IN UNIT, 2 SPACIOUS BED ROOMS. CENTRAL HEAT & AIR CONDITIONING. BEAUTIFUL SLIDING GLASS DOOR OPENS TO HUGE PRIVATE SUNNY DECK IN THE BACK. PERFECT FOR GARDENING! NEW CARPETING AND PAINT IN THE COMMON AREAS. EXTRA STORAGE. BIKE ROOM! LOW ASSESSMENTS, PERFECT FOR INVESTORS! NO RENTAL CAP, OVERLOOKS THE U OF C LAW SCHOOL. CAMPUS BUS ON CORNER. CLOSE TO JEWEL GROCERY & SHOPPING, OBAMA LIBRARY, EXPRESSWAY, CTA, TRAINS, MUSEUMS AND PARKS. WALK TO U OF C. AMPLE PERMIT PARKING ON STREET. A BEAUTIFUL COMMUNITY TO BECOME A PART OF!

1133 E 61St Street Unit #2, Chicago

$170,000
5 Beds 5 Baths 12349312 MLS CLOSED Status
Located in the hotter than hot East Woodlawn community this building provides a unique opportunity to a buyer who has vision for finishing a project! The home is a brick two unit which was in the midst of renovations, the home can be kept as a two unit or very easily turned into a single family residence! The main level unit has been duplexed to the second floor to create a single family like feel with the basement being the second unit. Keep this intended layout and live in one unit while renting the other or convert to a single family and watch your equity soar! The main unit in the home offers roughed out set up for 3 bedrooms/3 1/2 baths, all three bedrooms offer en-suite bathrooms! All of the big ticket items have been started, interior is framed out, rough plumbing is completed, electric is in place, rough plumbing is laid out. Just need to come in and finish the project while reaping huge rewards! The location should not be overlooked, East Woodlawn is a hot market, close to Lakefront, Obama Library, Dan Ryan and much more! Get inside today to really take advantage of this unique oppertunity!

Chicago

$800,000
5 Beds 5 Baths 12344193 MLS CLOSED Status
Welcome to 6460 S Kenwood, a stunning 5-bedroom, 4.1-bathroom home located in the heart of Woodlawn Proper-a neighborhood celebrated for its vibrant history and dynamic revitalization. This meticulously designed residence offers modern luxury, smart home technology, and exceptional outdoor spaces, making it the perfect urban retreat. The first floor welcomes you with an expansive layout that includes a living room, formal dining room, family room, and a gourmet kitchen. The kitchen is a chef's delight, featuring custom cabinetry, sleek quartz countertops, a large center island, and premium stainless-steel appliances. Whether hosting a dinner party or enjoying a quiet night in, the open floor plan effortlessly caters to your needs. This home comes fully equipped with built-in surround sound, including the receiver and speakers, ensuring a premium entertainment experience. A camera system with a video monitor provides enhanced security, giving you peace of mind. Upstairs, the private quarters include spacious bedrooms, highlighted by a luxurious primary suite that redefines relaxation and elegance. The suite boasts a private balcony, offering a serene outdoor escape for morning coffee, evening unwinding, or simply enjoying the fresh air in a secluded setting. The primary bath is equally impressive, featuring a spa-like wet room with an extraordinary tile design that combines function with artistry. The heated towel bar adds a touch of indulgence, ensuring warm, cozy towels for ultimate comfort after a long day. Together, these features create a space that feels like your own personal spa, enhancing your daily routine and providing a haven of relaxation. The fully finished lower level offers two additional bedrooms, a full bathroom, and a versatile recreation space-perfect for guests or additional living needs. Outdoor amenities include a rooftop deck for stunning views and entertaining, a sizable backyard ideal for gardening or play, and a 2-car garage for your convenience. Situated in the heart of Woodlawn Proper, this home is just minutes from the University of Chicago, the upcoming Obama Presidential Center, and the South Shore Cultural Center. You'll also enjoy nearby parks, lakefront access, and the vibrant energy of a community on the rise. Experience the perfect blend of luxury and location at 6460 S Kenwood. Schedule your private tour today and step into your dream home!

6460 S Kenwood Avenue, Chicago

$335,000
4 Beds 3 Baths 12340280 MLS CLOSED Status
Welcome to this beautifully updated 4-bedroom, 2.5-bath duplex down condo offering nearly 2,500 sq ft of stylish, functional living space in the thriving Woodlawn neighborhood. Step into an open layout that seamlessly connects the living, dining, and kitchen areas - perfect for entertaining or cozy nights in. The kitchen features white quartz countertops, new stainless steel appliances, a crisp white backsplash, and ample cabinet storage. The main level includes the primary suite with direct access to a private balcony. The lower level expands your living space with a spacious family room, wet bar, two additional bedrooms and a full bathroom. Extras include gated parking, an oversized storage room, and proximity to all the best of the South Side: University of Chicago, Jackson Park, and the lakefront. Don't miss your chance to own a turnkey home in one of Chicago's most exciting neighborhoods!

6347 S Ingleside Avenue Unit #1, Chicago

$997,000
5 Beds 4 Baths 12342393 MLS CLOSED Status
Only ONE left!! Collection No.9 | LUXE residences offer elegant, contemporary city living with clean lines and sophisticated design. Each very wide home features three floors of light-filled space, spacious bedrooms, excellent closet/storage space, private yards, and stunning roof decks. These upscale urban homes are crafted for sophisticated city living, showcasing superb craftsmanship, lofty ceilings, and impeccable finishes. The semi-open-concept floor plan boasts expansive, light-filled living areas and privacy. At the heart is a gourmet chef's kitchen with custom cabinetry and oversized quartz counters; the Bertazzoni 36" range and Dacor fridge are just a sample of upscale appliances. The primary suite is a design masterpiece with ample space for a king-sized bed, generous closets, and an en-suite bathroom featuring a walk-in wet room, curbless shower, and a double vanity for a spa-like experience. The second level includes two additional bedrooms, a full bathroom, a laundry room with a side-by-side washer & dryer, cabinets, and a sink. The fully finished lower level offers a light-filled recreation room with a wet bar, beverage cooler, custom cabinetry, shelves, a guest bathroom, two bedrooms, and an undeniably large storage room. Outdoor enthusiasts will love the show-stopping rooftop deck with water, electric, and gas access, plus an indoor wet bar. Located in Chicago's popular Woodlawn neighborhood, Collection No.9 | LUXE is a community of four jumbo row homes. Woodlawn offers direct access to Washington Park and Jackson Park. It is home to the University of Chicago's South campus and is adjacent to the beautiful Midway Plaisance gardens and entertainment. The upcoming commercial corridor, Obama Presidential Center, lakefront, harbor, and beach are all easily accessible by bike, car, or CTA. Woodlawn features eclectic coffee shops, a new Jewel grocery store, and nearby Hyde Park shopping, restaurants, and entertainment. DISCOVER YOUR OASIS IN THE CITY AT COLLECTION NO.9 LUXE.

6208 S Ellis Avenue, Chicago

$1,070,000
12341752 MLS CLOSED Status
Exceptional 6-Unit Building in Prime Woodlawn Location - Steps from UChicago & the Obama Library Discover an outstanding investment opportunity in this newer construction 6-flat, featuring spacious 2-bedroom, 2-bathroom units in the heart of rapidly developing Woodlawn. Just blocks from the University of Chicago and the future Obama Presidential Center, this property combines prime location with modern comfort and strong financial performance. Each unit offers: *Gourmet kitchens with granite countertops and stainless steel appliances *Luxurious primary bathrooms with jacuzzi tubs, double vanities, and separate glass showers *Beautiful hardwood floors throughout *Front and rear balconies for outdoor enjoyment *Cozy fireplaces with custom built-in shelving *In-unit laundry, individual HVAC systems, and separate hot water tanks for optimal efficiency and tenant comfort *Additional highlights include secure gated parking, low-maintenance construction, and excellent cash flow. This is a rare chance to acquire a turnkey property with unmatched quality, ideal tenant appeal, and long-term upside in one of Chicago's fastest-growing neighborhoods. Broker/Agent Owned.

6621 S Ingleside Avenue, Chicago

$210,000
2 Beds 2 Baths 12337948 MLS CLOSED Status
Gorgeous 2 bedroom 2 bath condo across the street from University of Chicago! This home has been newly painted and has such desired features as beautiful hardwood floors throughout, large windows that allow for tons of natural light, central A/C, and forced air. The kitchen boasts quartz counters, stainless appliances, white cabinetry, and custom back splash. The primary bedroom has plenty of closet space and an ensuite bathroom with a floating vanity. There is a well- sized 2nd bedroom. And the 2nd bathroom was remodeled in 2018 and features white subway tile and a sleek, glass standing shower. The large south facing balcony off the kitchen is perfect for grilling, some seating, or even storage. Laundry day is a breeze with the in-unit laundry closet. Street permit parking available directly in front of building entrance. All of this is within walking distance to everything Hyde Park has to offer!

1155 E 61St Street Unit #2, Chicago

$890,000
12 Beds 8 Baths 12336275 MLS CLOSED Status
Rare opportunity to own a jumbo 4-unit located in desirable Woodlawn. Live in one unit and enjoy excellent rental revenue! Woodlawn is primed for growth with its excellent location next to Jackson Park Lakefront, Hyde Park, Shoping and entertainment, the Metra and the Green Line. This professionally managed 4-unit is within walking distance of the University of Chicago. The unit mix consists of 3, 3-Bed/1.5-Bath apartments, and 1, 3-Bed/2-Bath apartments with 4 outdoor parking spots. The apartments are very spacious at 1,900 sqft. All units are updated and equipped with in unit laundry hookups. Recent improvements consist of new electrical, new individual furnaces, newer water tanks, new roof and new windows. Top floor can be delivered for an owner occupant unit, tall garden unit was previously used as an AirBnb.

6541 S Woodlawn 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.