View All Woodlawn Chicago IL Move-Up Homes Listings

$349,900
3 Beds 2 Baths 12719796 MLS ACTIVE Status
Located in the HOT Woodlawn area is this well maintained 8 unit walk-up brick building that offers a beautifully appointed top floor 3 bed, 2 bath condo. This top floor inviting home, welcomes you into an open-concept floor plan with generous living and dining areas that are drenched in natural light. The galley-styled kitchen features granite countertops, all stainless steel appliances including in unit washer/dryer, 42-inch cherry cabinetry and a large center island that opens onto the livingroom area with gas starter fireplace creating the perfect ambiance to a tranquil environment with no one above you. The convertible bedroom off the diningroom offers double doors that can be converted as office/den space. Beautiful brazilian hardwood flooring encompass the unit, while the remaining bedrooms offer plush carpeting. The long hallway adds additional privacy leading to another full ceramic bath along with additional bedrooms. The primary ensuite features a spacious ceramic bath with double-bowel vanity sink, separate standup shower and tub. For outdoor enjoyment, step out onto the ample-sized private deck with west exposures offering a privacy concrete wall between you and your neighbor. There is 1 assigned outdoor parking space in the secured parking lot. Conveniently located to the Obama Presidential Library, Jackson Park, The University of Chicago and Hyde Park, this unit is highly desireable and move-in ready. Call to schedule your appointment.

6616 S Kimbark Avenue Unit #4S, Chicago

$520,000
5 Beds 3 Baths 12586088 MLS CLOSED Status
Multiple Offers Received. Highest & Best due by Tues 4/7 at 6 pm. Rare opportunity to own a beautifully maintained, turn-key legal two-unit in the heart of East Woodlawn, one of Chicago's fastest-growing neighborhoods. Ideally located just blocks from the transformative future Obama Presidential Library, this property offers both long-term stability and exciting growth potential. The first-floor unit features 2 bedrooms and 1 full bath, offering flexibility for owner occupant, tenants or multigenerational living. The second unit is a spacious duplex-up that lives like a single-family home, offering 3 bedrooms and 2 full baths. A newer addition provides extra living space that can be used as a family room or home office, with double doors leading to a private deck, perfect for relaxing or entertaining. In 2026, the property received several key updates including two new furnaces with a 10-year warranty, a new roof with warranty, fresh interior paint throughout both units, updated lighting fixtures, and new stainless steel appliances with granite countertops in the upper duplex kitchen, creating a clean, refreshed, and move-in-ready environment. Hot water heaters were replaced in 2019. Both units offer in-unit laundry, separate utilities, and gas forced-air heat, providing convenience for residents and efficiency for ownership. A private fenced backyard and two-car garage complete the property. Enjoy exceptional access to neighborhood amenities, including the vibrant redevelopment corridor near the historic Stony Island Hotel at 64th and Stony Island. Commuting is easy with the Metra Electric line at 63rd Street just one block away. The location is also minutes from the University of Chicago, the Museum of Science and Industry, Hyde Park, lakefront beaches, boating and golf at Jackson Park, and convenient access to Lake Shore Drive. Lovingly owned by the same owner since construction, this solid property reflects pride of ownership and long-term care. Property is being sold AS-IS. Don't miss the opportunity to own in one of Chicago's most dynamic and rapidly developing neighborhoods.

6419 S Kenwood Avenue, 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

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Woodlawn, Chicago IL · Curated MLS Search

Move-Up Homes in Woodlawn, Chicago IL

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

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