Woodlawn Homes for Sale

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Newest Woodlawn Homes for Sale

$709,500

4 Beds ⋅ 4 Baths ⋅ 12773722 MLS

Nestled in Chicago's vibrant Woodlawn neighborhood, this contemporary new-construction townhome is just moments from the University of Chicago. Thoughtfully designed with four bedrooms and three-and-a-half baths, the residence seamlessly blends sophisticated architecture and elevated finishes with modern functionality. Step inside to an impressive 14-foot-tall living room, where floor-to-ceiling windows flood the space with natural light and create a dramatic sense of volume. An elegant glass-panel staircase leads to the open-concept kitchen and dining level, creating a seamless connection between the home's main living spaces. At the heart of the home, the designer kitchen features Samsung stainless steel appliances and a striking waterfall island. A generous balcony and expansive wall of windows enhance the bright, airy atmosphere, creating an inviting setting for both everyday living and entertaining. The thoughtfully designed floor plan includes a luxurious third-floor primary suite, offering a private retreat with dual walk-in closets, a freestanding soaking tub, and an oversized shower enclosed in floor-to-ceiling glass. Just beyond the primary suite, the private rooftop terrace provides an elevated outdoor setting for morning coffee, evening relaxation, or entertaining guests. Two generously sized bedrooms are located on the second floor, while the versatile lower level can serve as a spacious family room or fourth bedroom, complete with its own ensuite bath. Modern conveniences include dual Nest-controlled HVAC systems, tankless water heaters, and hardwood floors throughout. Full masonry construction, including solid masonry walls between residences, provides enhanced durability and privacy. The home also features an attached, heated two-car garage. Ideally situated near Washington Park, Jackson Park, and the University of Chicago campus, the home offers convenient access to Chicago's cultural, recreational, and educational destinations. The Obama Presidential Center and nearby commercial corridors add to the neighborhood's appeal, while the lakefront, Metra and Lake Shore Drive are easily accessible.

6209 S Ellis Avenue Unit #E, Chicago

$69,900

3 Beds ⋅ 2 Baths ⋅ 12773292 MLS

Affordable Investment Opportunity! This 1975 double-wide is situated on a permanent foundation and is being sold AS IS. The home offers 3 bedrooms, 2 bathrooms, an open living and dining area, and a kitchen with appliances, snack bar, and pantry. The primary bedroom features a walk-in closet and private bathroom. An additional utility room provides extra space and storage. Recent updates include laminate wood flooring, a metal roof, and some interior paint. Enjoy the covered front porch spanning the length of the home, an enclosed back deck, double-car carport, detached garage suitable for storage or a hobby shop, plus two additional storage buildings. All situated on a corner lot with city utilities in the Woodlawn School District. A great opportunity for an investor or buyer looking for an affordable property. Seller will make no repairs. Property is being sold AS IS.

100 S East Street, Woodlawn

$734,000

4 Beds ⋅ 4 Baths ⋅ 12766452 MLS

Sophisticated 2023-built residence located in a quiet pocket of a flourishing historic corridor, just one block from UChicago. The home opens to a living space with 14-foot bay windows and flows into an elevated open-concept kitchen anchored by a waterfall island. Upper levels include a private primary suite with rooftop deck access and spa-inspired bath, along with two secondary bedrooms designed for flexible use. The lower level suite doubles as media, guests, or home office space. Construction emphasizes permanence and performance: full masonry walls, Euro tilt-and-turn windows, dual-zone HVAC, wired audio, hardwood floors, tankless water heater, and a heated two-car garage with EV charger. The location combines exceptional walkability, CTA and Metra access, and proximity to an array of vibrant local establishments, all near the lakefront and the new Obama Presidential Center.

6227 D S Ellis Avenue, Chicago

$280,000

4 Beds ⋅ 2 Baths ⋅ 12749255 MLS

15644 N Sunfish Lane, Woodlawn

$649,000

4 Beds ⋅ 4 Baths ⋅ 12731593 MLS

Experience bold, sophisticated luxury in the heart of highly sought-after East Woodlawn at 6148 S Ingleside Avenue, an exceptional newly renovated residence where thoughtful design, flexible living and future income potential come together just steps from the University of Chicago. This stunning home delivers an impressive combination of luxury and functionality, including a garage, extended rear main-level porch, approximately 2,347 square feet of beautifully finished living space, 4 bedrooms, 3.5 baths, multiple laundry areas, dramatic designer lighting, gorgeous hardwood flooring and brand-new finishes throughout. The stunning open-concept main living level is made for entertaining, flowing from an expansive living room into a dedicated dining area and showpiece chef-inspired kitchen with an oversized waterfall-style peninsula, quartz surfaces with striking gold veining, two-tone cabinetry, premium stainless-steel appliances, statement lighting and sleek black accents. Upstairs, retreat to a spacious primary suite highlighted by a beautiful bay-window setting and a truly show-stopping spa-inspired primary bath featuring dramatic floor-to-ceiling tile, double vessel sinks, soaking tub, separate glass-enclosed shower and designer fixtures, while an additional bedroom, full bath and conveniently located laundry complete the level. The lower level dramatically expands the home's possibilities with two bedrooms, a full bathroom, laundry and, uniquely among this particular block of homes, BOTH a private front entrance and separate rear entrance-an outstanding configuration for an in-law arrangement, multigenerational living, guests, home office space or future income-producing flexibility; subject to applicable zoning, licensing and City requirements, a future owner could explore adding a kitchen and utilizing this level as a separate living area or potential short-term rental. Outside, the extended rear porch and garage add even more everyday functionality and value. This residence combines modern luxury with the peace of mind of an extensive renovation and a location that is difficult to duplicate-the University of Chicago campus, world-class medical and academic institutions, neighborhood parks, public transportation and everyday conveniences are all nearby, with the Obama Presidential Center and continued investment throughout the surrounding area adding to East Woodlawn's incredible momentum. Brand-new everything, beautifully executed, incredibly versatile and designed for the way people actually live-6148 S Ingleside is a must-see home that will not disappoint.

6148 S Ingleside Avenue, Chicago

$203,000

2 Beds ⋅ 2 Baths ⋅ 12726401 MLS

SELLER CREDIT offered for closing costs and pre-paids! Charming and spacious 1,776 sq. ft. home located in the desirable Woodlawn School District! This well-maintained 2-bedroom, 2-bath home also features an additional office/den, generous family room addition, comfortable living room, and dining area with new flooring (2025). The primary suite offers a relaxing whirlpool tub, separate walk-in shower, and new luxury plank vinyl flooring. The home is equipped with central heat and air, while the family room addition and primary bathroom are also serviced by mini-split units and baseboard heat for added comfort and flexibility. Step outside to enjoy the screened-in back deck overlooking the backyard, an ideal spot for relaxing or entertaining. An attached one-car garage provides everyday convenience, while the impressive 24' x 48' detached outbuilding features concrete floors and electricity, offering endless possibilities for a workshop, storage, hobbies, or recreational vehicles. Recent updates include a new roof within the last year, new water heater (2026), new dishwasher, and new microwave. The furnace and central air have been professionally serviced annually, providing added peace of mind. With 1,776 sq. ft. of living space, numerous updates, versatile living areas, and plenty of room indoors and out, this move-in-ready Woodlawn property is ready to welcome its next owner!

14630 N Woodlawn Lane, Woodlawn

$439,000

4 Beds ⋅ 4 Baths ⋅ 12696617 MLS

Welcome to 1506 E. Marquette Rd., Chicago, IL, a beautifully designed home offering the perfect combination of space, comfort, and modern living. This spacious residence features 4 bedrooms, 2 full bathrooms, and 2 half bathrooms, making it ideal for growing families or those who love to entertain! The impressive primary suite serves as a private retreat, complete with a double vanity, relaxing soaking tub, and separate walk-in shower. Thoughtfully designed living spaces provide both functionality and comfort throughout the home! Enjoy outdoor living with two private balconies-one located on the first floor and another on the third floor-perfect for morning coffee, evening relaxation, or entertaining guests! The fully finished basement expands your living space and includes an additional half bathroom, making it ideal for a family room, recreation area, home office, fitness room, or guest space! With its generous layout, desirable amenities, and move-in-ready appeal, this home offers everything today's buyers are looking for. Schedule your private showing today and experience all that 1506 E. Marquette Rd. has to offer!

1506 E Marquette Road, Chicago

4 Beds ⋅ 3 Baths ⋅ 12698203 MLS

6619 S Ellis Avenue, Chicago

4 Beds ⋅ 4 Baths ⋅ 12664666 MLS

Enter into timeless elegance with this beautifully renovated 3-story Greystone located in the heart of Woodlawn, one of Chicago's most vibrant and rapidly developing neighborhoods. This spacious home features 4 bedrooms with 3.5 baths. The main level boasts an open-concept living and dining area, soaring ceilings, and refinished hardwood floors throughout. It is conveniently located near the Obama Presidential Center, University of Chicago, parks, public transit and the lakefront. Don't miss this one-of-a-kind Woodlawn gem!

6442 S Ingleside Avenue, Chicago

$559,500

2 Beds ⋅ 3 Baths ⋅ 12574225 MLS

Beautiful 3-Bed, 3-Bath Chicago Home with Finished Basement & 2-Car Garage! This stunning home offers an open-concept layout with a modern kitchen featuring a spacious island, sleek finishes, and ample cabinet space. The cozy family room with a fireplace creates the perfect gathering space. The fully finished basement includes a full bathroom, laundry room. Upstairs, enjoy two oversized bedrooms with high ceilings, generous closets, full baths and a hot tub. Two private balconies, including one off the master bedroom, provide the perfect spots to relax outdoors. A detached 2-car garage completes this move-in-ready home. Don't wait-schedule your tour today!

6505 S Woodlawn Avenue, Chicago

$229,000

3 Beds ⋅ 2 Baths ⋅ 100000684 MLS

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

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