Woodlawn Homes under $750,000

Welcome to Woodlawn, a vibrant neighborhood nestled on the South Side of Chicago, Illinois. Known for its rich history and diverse community, Woodlawn is an area that beautifully balances urban living with a strong sense of community. Once a bustling hub for cultural and social activities, the neighborhood is experiencing a renaissance, making it an exciting place to call home.

For those seeking affordable yet charming homes, Woodlawn offers a variety of options under $750,000. From classic Chicago bungalows to modern townhomes, there’s something to suit every taste and lifestyle. Many of these homes feature spacious layouts, beautiful gardens, and are located within walking distance to local parks, schools, and vibrant community centers.

One of the neighborhood's highlights is its proximity to the historic University of Chicago, which not only adds to the cultural landscape but also provides a plethora of educational and recreational opportunities. Residents enjoy easy access to public transportation, making commuting to downtown Chicago a breeze.

Woodlawn is also home to a variety of local businesses, restaurants, and shops that reflect the neighborhood’s unique character and charm. Whether you’re strolling through the beautiful streets or enjoying a meal at one of the local eateries, you’ll find a warm and welcoming atmosphere that makes Woodlawn truly special.

If you’re looking for a community that offers both affordability and a rich cultural tapestry, Woodlawn is the perfect place to start your home search. Discover the possibilities that await you in this dynamic neighborhood where history and modern living intersect beautifully.

Newest Woodlawn Homes under $750,000

$359,000

3 Beds ⋅ 2 Baths ⋅ 12777409 MLS ⋅ NEW Status

Welcome home to this spacious 1,700 sq. ft. 3-bedroom, 2-bath condo offering the perfect combination of comfort, space, and an incredibly walkable lifestyle. Enjoy an open, inviting floor plan with a chef's kitchen, generous living and entertaining space, in-unit laundry, and thoughtful features throughout. The primary suite offers a true retreat with a walk-in closet, double vanity, whirlpool tub, and separate shower. Step outside and enjoy everything the neighborhood has to offer. You're just minutes from schools, parks, coffee shops, shopping, restaurants, the Obama Presidential Center, golf, and the lakefront, giving you convenience, culture, recreation, and community right outside your door. Additional features include one secure rear parking space and exceptional value for a home of this size and location. Three bedrooms. Two full baths. 1,700 square feet. Walkable location. Secure parking. All for under $400,000. This is the kind of space, lifestyle, and value that is becoming increasingly hard to find. Schedule your private showing today!

6613 S Kimbark Avenue Unit #2, Chicago

$160,000

1 Beds ⋅ 1 Baths ⋅ 12771801 MLS ⋅ NEW Status

Stop Making Your Landlord Rich. Start Investing in Yourself. In the heart of Woodlawn, this beautifully updated co-op offers approximately 800 square feet of flexible living space and an opportunity to move from renting into ownership. Unlike a condominium, a co-op purchaser generally acquires shares in the corporation that owns the building along with the right to occupy the residence. Here, the monthly assessment includes water, heat and real estate taxes. This oversized one-bedroom offers the potential for a second bedroom, home office, study or guest space, subject to applicable co-op approvals. Recent improvements include updated kitchen cabinetry, stainless-steel appliances, a neutral bathroom, refinished hardwood floors, new windows and refurbished radiators with new valves. Laundry and additional storage are located in the basement. The location is equally compelling-near the University of Chicago and its medical campus, with convenient access to Woodlawn, Hyde Park and the Obama Presidential Center area. For buyers who value space, flexibility and location, this residence offers a practical path to ownership in one of Chicago's most recognizable South Side communities. Rent provides a place to live. Ownership gives you the opportunity to build something for yourself.

6102 S Kimbark Avenue Unit #2W, Chicago

$625,000

7 Beds ⋅ 6 Baths ⋅ 12774032 MLS ⋅ NEW Status

1526 E 65Th Place, Chicago

6231 S Woodlawn Avenue Unit #3N, Chicago

$275,000

3 Beds ⋅ 2 Baths ⋅ 12775312 MLS ⋅ NEW Status

Woodlawn, Welcome Home! This spacious 3-bedroom, 2-bath condominium offers the perfect blend of comfort, style, and location in one of Chicago's most dynamic neighborhoods. Easy and convenient access to the NEW Obama Presidential Center, the University of Chicago, and coming the Woodlawn Central development just steps away. The time is now! Inside, the thoughtfully designed open floor plan provides a welcoming space for everyday living with 2 living spaces in the front and back great for entertaining. The updated kitchen features sleek cortez countertops and stainless-steel appliances, with gleaming hardwood floors, new bedroom carpeting, modern light fixtures, and a decorative fireplace add warmth and contemporary style throughout. Additional conveniences include two full bathrooms and an in-unit washer and dryer. A building-wide deck replacement project is now completed, giving the new owner the added benefit of a brand-new, secure outdoor deck to enjoy immediately. Whether you're searching for your next home or an investment opportunity, this move-in-ready condo places you near transportation, education, culture, dining, and some of Woodlawn's most exciting new developments. The popular Robust Coffee Lounge-only a two-minute walk from your front door. Schedule your private showing today and experience all that New Woodlawn has to offer!

6231 S Woodlawn Avenue Unit #3N, Chicago

6606 S University Avenue Unit #2, Chicago

$285,000

2 Beds ⋅ 2 Baths ⋅ 12774814 MLS ⋅ NEW Status

If you're looking for a luxurious condo with low HOA fees, take a look at this NEWER CONSTRUCTION 2-BED 2-BATH condo in Woodlawn! This unit includes one garage space and private basement storage for added convenience. Only minutes from the new Obama Presidential Center, this high-end condo features a sun-drenched open-concept layout with expansive floor-to-ceiling windows outfitted with custom window treatments. Premium hardwood flooring throughout, with an in-unit fireplace, custom closets, dedicated entry coat closet, and private rear deck. Gourmet kitchen features quartz countertops, white soft-close cabinetry, and stainless GE appliances. Spa-quality luxury baths feature Kohler fixtures and an oversized glass shower in the primary suite. High-efficiency Amana furnace, Rheem water heater, and laundry area with Whirlpool front-load W/D. Unbeatable location near University of Chicago, and Jackson Park. Easy commute via LSD, CTA Green Line, & Metra. This condo also allows for rentals, making this a perfect investment property as well!

6606 S University Avenue Unit #2, Chicago

$709,500

4 Beds ⋅ 4 Baths ⋅ 12773722 MLS ⋅ ACTIVE Status

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

6126 S University Avenue Unit #1, Chicago

$370,000

3 Beds ⋅ 2 Baths ⋅ 12771208 MLS ⋅ ACTIVE Status

Welcome to this inviting 3-bedroom, 2-bathroom condo in Chicago's Woodlawn neighborhood, ideally situated just a few blocks from the Obama Presidential Center and the University of Chicago. Thoughtfully designed for comfortable everyday living, the home features a convenient mudroom just off the breezeway/patio entrance, offering valuable additional storage and flex space. The spacious layout provides plenty of room to relax and entertain, while the generous back deck creates an inviting setting for outdoor dining, gatherings, or simply enjoying a quiet afternoon. A unique feature of this property is the additional lot, providing an expansive outdoor area for gardening creating your own private green space. Gardeners will appreciate the generous space available for cultivating flowers, vegetables, and more. The location offers convenient access to a variety of educational opportunities, including The University of Chicago Charter School, along with the many cultural, recreational, and educational resources throughout Hyde Park and Woodlawn. Enjoy easy access to the Lakefront, Jackson Park Golf Course, downtown Hyde Park, the University of Chicago, and the historic Obama Presidential Center. Commuting throughout Chicago is also convenient with nearby Metra, CTA bus routes, and the Green Line "L."

6126 S University Avenue Unit #1, Chicago

$278,900

3 Beds ⋅ 2 Baths ⋅ 12766776 MLS ⋅ ACTIVE Status

Welcome to your top-floor retreat in the heart of Woodlawn! This sun-filled 3-bedroom, 2-bath condo offers the space and updates you're looking for, with soaring vaulted ceilings that make the living area feel open and inviting. Hardwood floors add warmth to the main living space, while large windows bring in natural light throughout the day. The bright primary suite offers a comfortable place to unwind, and all three bedrooms have brand-new carpeting. Fresh White Dove paint runs throughout the home, and the primary bathroom was renovated in 2026. There's also a hookup for a stackable washer and dryer, giving you the option to add in-unit laundry. Step outside and explore the neighborhood. You're close to Robust Coffee Lounge, Jackson Park Golf Course, green space, and the lakefront, with the Obama Presidential Center nearby. Woodlawn is also seeing new residential and commercial development, adding even more to discover around the area and a great long-term investment. Schedule your showing and see this top-floor home for yourself!

6534 S Kimbark Avenue Unit #3, Chicago

$734,000

4 Beds ⋅ 4 Baths ⋅ 12766452 MLS ⋅ ACTIVE Status

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

6200 S Ingleside Avenue Unit #13A, Chicago

$315,000

3 Beds ⋅ 3 Baths ⋅ 12764610 MLS ⋅ ACTIVE Status

6200 S Ingleside Avenue Unit #13A, Chicago

$289,999

2 Beds ⋅ 2 Baths ⋅ 12764243 MLS ⋅ ACTIVE Status

Welcome to 6500 S. Minerva Avenue, Unit 3N, a spacious 2-bedroom, 2-bathroom condo in Chicago's Woodlawn neighborhood near the University of Chicago, Hyde Park, Jackson Park, Lake Michigan, and the Obama Presidential Center. A deeded parking space, in-unit laundry, private balcony, hardwood flooring, low monthly assessments, and no rental restrictions add exceptional flexibility and value. The expansive open-concept layout offers plenty of room for full-size living and dining furniture while maintaining a comfortable flow for everyday living and entertaining. Hardwood floors extend throughout the home, creating a warm and cohesive feel. The updated kitchen features granite countertops, stainless steel appliances, a subway tile backsplash, and a large dark wood island with pendant lighting. The island provides additional workspace, storage, and breakfast-bar seating while connecting the kitchen to the main living area. The generously sized primary bedroom includes French doors that open onto a private, brick-enclosed balcony with space for outdoor seating and treetop views. The second bedroom is well suited for use as a guest room, home office, or den. Two full bathrooms provide convenience and privacy, while a stacked washer and dryer are tucked inside a dedicated hallway closet. A deeded parking space is included in the secured rear lot. With no rental restrictions, the property offers flexibility for buyers seeking a primary residence, future rental, or long-term investment. This condo is minutes from the University of Chicago campus and Law School, Hyde Park, Jackson Park, the Midway Plaisance, 63rd Street Beach, public transportation, dining, shopping, and cultural attractions. Its proximity to the Obama Presidential Center places it within one of the South Side's most closely watched areas. This move-in-ready home offers the space, location, and flexibility that are difficult to find at this price point. Schedule your private showing today.

6500 S Minerva Avenue Unit #3N, Chicago

$160,000

2 Beds ⋅ 1 Baths ⋅ 12758533 MLS ⋅ ACTIVE Status

This cheerful, vintage, restored unit is just south of the Midway Plaisance at the borderline of Hyde Park & Woodlawn. Recently refreshed and updated with refinished, hardwood floors, all brand new stainless-steel appliances, new kitchen cabinet doors, new paint throughout, upgraded lighting + ceiling fans, bathroom restoration & more! The kitchen has stainless steel shelving and the pantry closet contains the new refrigerator. The bathroom features a refinished bathtub, matching backsplash and wall tile, new toilet, and a new sink + vanity cabinet. The modern vinyl winds are easy to operate. ------ This dynamic location is about a block away from University of Chicago institutions, with easy access to the new Presidential Library, parks, museums, lakefront, grocery stores, shopping, trains including the CTA & Metra. Enjoy peaceful convenient living with ideal access for commuting north or south. ------ The monthly HOA assessment is low, especially for Hyde Park: $475.02. And it includes heat, water, common insurance, refuse removal, storage, exterior maintenance & more. There is a laundry room on-site. ------ This unit is move-in ready!

959 E 61St Street Unit #2, Chicago

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