View All Woodlawn Chicago IL Smart Homes Listings

$580,000
3 Beds 5 Baths 12612246 MLS CLOSED Status
Experience refined, forward-thinking luxury in the heart of historic East Woodlawn-one of Chicago's most intellectually rich and rapidly appreciating neighborhoods-just steps from University of Chicago and minutes from the transformative Obama Presidential Center, where this fully renovated, turn-key 4-bedroom, 4.5 bath, single-family residence offers not only exceptional living but a strategic investment in a location defined by legacy, stability, and long-term demand; positioned on a highly desirable one-way Ingleside block with active development discussions across the street that could further elevate surrounding property values, this home showcases a smart, functional layout with one bedroom on the main level, two on the upper level, and one in the finished basement-ideal for flexible living, guests, or workspace-while the main living area welcomes you with a warm fireplace, rich flooring, and a seamless open-concept design that flows effortlessly into a chef-inspired kitchen featuring modern cabinetry, premium finishes, and ample space for entertaining; upstairs, the expansive primary suite offers its own fireplace and a spa-quality bathroom complete with a soaking tub, double vanity, and LED mirror, creating a true retreat experience, while throughout the home thoughtfully selected light fixtures and large windows flood the space with natural light, enhancing the fresh, modern color palette and creating a bright, healthy, and inviting atmosphere; beyond aesthetics, the home delivers complete peace of mind with all major systems upgraded including a new furnace, central air conditioning, hot water tank, HVAC system, electrical, plumbing, and new windows, ensuring true turnkey ownership with no deferred maintenance; outside, enjoy a rare oversized fenced backyard-perfect for entertaining, recreation, or future customization-along with a newly poured concrete parking pad, all within walking distance to neighborhood parks, public transportation, and everyday conveniences including Jewel-Osco, while also benefiting from proximity to one of the nation's leading hospitals and academic institutions, as the University of Chicago continues to anchor the area with consistent demand, economic strength, and long-term appreciation, making this a rare opportunity for buyers who value modern design, strong fundamentals, and future upside-be sure to carefully review all 80+ photos to fully appreciate the craftsmanship, layout, and lifestyle this once-in-a-generation home has to offer.

6150 S Ingleside Avenue, Chicago

$229,000
3 Beds 2 Baths 100000684 MLS ACTIVE Status
Move-in ready 2-story home in the highly sought-after Woodlawn School District! This spacious home welcomes you with a grand stairway and largefoyer that flows into a bright dining room with oversized windows. The living room features new laminate flooring, a cozy wood-burning fireplace, and a new sliding doorthat leads to a brand-new 22' back deck-perfect for entertaining. A convenient half bath is located on the main level. The kitchen has been updated with stylishbacksplash, stainless steel appliances (approximately 2 years old), and a new garbage disposal. Additional updates include a roof less than 3 years old, a new HVACsystem with transferable warranty and smart thermostat, a new garage door opener, and recently repaired gutters with a leaf filter system. Upstairs, the primary suiteoffers a wood-burning fireplace, a large walk-in closet, and access to a private upper-level balcony. The remodeled full bathroom and two additional spacious bedroomscomplete the second level. The home sits on a desirable corner lot with a large front porch, vinyl-fenced backyard, storage shed, and an encapsulated crawlspace (lessthan 5 years old) with 3 sump pumps and a lifetime transferable warranty. Security cameras and video surveillance equipment are also included. Energy efficiency is a plus with solar panels, providing years of reduced utility costs. Don't miss your chance to own this updated, well-maintained home with plenty of space for family andpets!

108 Mockingbird Lane, Woodlawn

$725,000
3 Beds 4 Baths 12511121 MLS CLOSED Status
Experience luxury living in this newer construction development of townhomes in Chicago's highly desirable lakefront East Woodlawn neighborhood, offering direct access to Jackson Park and just steps from the University of Chicago. These thoughtfully designed multi-level homes feature elegant, sun-filled interiors with soaring 14-foot living room ceilings, floor-to-ceiling windows, and sleek glass-panel staircases. Each residence offers four spacious bedrooms and three and half baths. The main level boasts an open-concept kitchen and dining area, perfect for entertaining, with modern dual-toned flat-panel cabinetry, paneled Fisher & Paykel appliances, built in 36" range, quartz waterfall island with seating for four, built in horizontal microwave, garbage disposer, and a built in dish washer. Euro tilt-and-turn door leading to a balcony framed by a stunning wall of windows. The top floor is devoted to a luxurious primary suite, featuring dual walk-in closets, a spa-inspired bathroom with a freestanding soaking tub, double vanities, an oversized glass-enclosed shower, and a Bio Bidet USPA 6800 heated toilet seat-all with direct access to a private rooftop terrace with a new storm door. The second level includes two generously sized bedrooms full bath with double vanity, lower level offers a versatile space ideal as a family room or a fourth bedroom with its own ensuite bath. Smart upgrades elevate this home even further, dimmer switches in all bedrooms and the dining area, Switch Bot smart light controls for the entry and second-floor deck lights, and Switch Bot automated curtain controls in the second bedroom. Additional features include a Blink entrance camera with enhanced security coverage. Built for comfort and efficiency, these homes include dual Nest-controlled HVAC systems, tankless water heaters, pre-wired sound systems, full masonry construction (with solid masonry party walls), and a two-car heated attached masonry garage. The location is walking distance to the Obama Presidential Center (currently under construction), 10 min walk to the University of Chicago Hyde Park Campus, the planned commercial corridor at 63rd Street and the lakefront's beaches, harbor, and trails. Commuting is easy with access to downtown via train, bus, or scenic Lake Shore Drive. Enjoy proximity to Jewel-Osco, Whole Foods, Trader Joe's, coffee shops, dining, and entertainment in nearby Hyde Park. This is modern urban living at its finest.

6223 S Ellis Avenue, 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

$719,000
4 Beds 4 Baths 12115533 MLS CLOSED Status
Better than new in Collection No. 09 Townhomes, two blocks away from UChicago, in coveted Woodlawn. This 4 bed 3.1 bath with an attached and heated EV ready 2-car garage with three outdoor spaces exudes elevated living at every turn. The split level first floor of this Smart Home features floor-to-ceiling windows and soaring 14' ceilings in the living area with app controlled light-filtering blinds and lighting. Step up to the expansive eat-in chef's kitchen with luxury Italian styled flat panel cabinetry, quartz countertops with waterfall island and seamlessly integrated Fisher Paykel appliances with 36" range and microwave drawer. Coffee Aficionados delight in the custom coffee bar designed and equipped for the most discerning tastes. Head to the second level for two generously sized bedrooms, stacked front loading laundry and hall bath with dual vanities. Enjoy the tranquil seclusion of the magazine caliber primary suite on the third level with frameless glass rain shower, freestanding soaking tub and separate dual vanities. A dry bar and spacious deck overlooking historic Hyde Park is right outside your door. Find your fourth ensuite bedroom with custom built-in cabinetry that can double as a flex or family room on the lower level. Well located and close to the innumerable amenities that UChicago, Woodlawn and Hyde Park have to offer. UChicago 0.2 miles, Jewel-Osco 0.5 miles, Washington Park and Midway Plaisance 0.2 miles, DuSable Museum 0.8 miles, UChicago Medicine and Comer Childrens Hospital 0.8 miles, Barack Obama Presidential Library 1.0 mile, Metra Electric (ME) and South Shore Line (SSL) with service to Indiana 1.0 mile away.

1013 E 62Nd Street, Chicago

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Woodlawn, Chicago IL · Curated MLS Search

Smart Homes in Woodlawn, Chicago IL

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

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