West Woodlawn Homes under $750,000

Welcome to West Woodlawn, a vibrant and historically rich neighborhood nestled in the heart of Chicago, Illinois. Part of Cook County, this charming community is known for its diverse culture, friendly atmosphere, and beautiful tree-lined streets. West Woodlawn is not just a place to live; it's a place to thrive, offering residents a unique blend of urban convenience and suburban tranquility.

One of the standout features of West Woodlawn is its accessibility. With easy access to public transportation, residents can enjoy a quick commute to downtown Chicago, making it an ideal location for professionals and families alike. The neighborhood is also home to several parks and green spaces, perfect for weekend picnics, leisurely strolls, or enjoying some fresh air with loved ones.

For those seeking a home that combines affordability with charm, West Woodlawn has a variety of options under $750,000. From classic Chicago bungalows to modern townhomes, there’s a perfect fit for every taste and lifestyle. These homes often feature spacious layouts, inviting gardens, and the character that makes living in this community truly special.

In addition to its beautiful homes, West Woodlawn boasts a vibrant local scene with an array of dining, shopping, and entertainment options. Whether you’re exploring local eateries or participating in community events, there’s always something happening in this dynamic neighborhood.

Discover the charm of West Woodlawn, where community spirit and affordable living come together to create a wonderful place to call home. Your dream home awaits in this delightful Chicago neighborhood!

Newest West Woodlawn Homes under $750,000

$689,900

5 Beds ⋅ 4 Baths ⋅ 12774359 MLS ⋅ NEW Status

LIVE BEAUTIFULLY UPSTAIRS. EARN DOWNSTAIRS. Welcome to LANGLEY ROW, an intimate collection of five striking new-construction two-unit residences created for buyers who want more from home. With only two opportunities remaining, 6517 S. Langley Avenue delivers the space and sophistication of a single-family residence, the flexibility of a separate garden home, and the opportunity to generate income from the property you own. Natural light fills the expansive owner's residence, creating a warm, airy setting for quiet mornings, lively celebrations, and everything in between. The open-concept living and dining areas offer plenty of room to gather, while wide-plank hardwood flooring and thoughtfully selected finishes create a sophisticated, cohesive look throughout the home. At the center of the residence is a sleek designer kitchen appointed with contemporary cabinetry, quartz countertops, statement lighting, and generous preparation and storage space. Whether preparing dinner, hosting the holidays, or enjoying a relaxed weekend breakfast, this kitchen was designed to be both beautiful and functional. The owner's residence features three spacious bedrooms and two-and-a-half beautifully appointed bathrooms, offering the separation and privacy needed for restful evenings and productive days. Create a serene primary retreat, comfortable secondary bedrooms, a dedicated home office, or a flexible room that evolves with your lifestyle. Extend your living and entertaining outdoors on the private rear deck with low-maintenance composite decking. Host summer dinners, grill with friends, enjoy your morning coffee, or unwind at the end of the day in your own outdoor space. A two-car garage adds secure parking and everyday convenience through every Chicago season. The separate garden residence is a beautifully finished two-bedroom, one-bath home with two private entrances-one at the front and another at the rear. Its independent layout creates remarkable versatility. Welcome a long-term tenant and establish dependable rental income, offer furnished accommodations, explore short-term rental possibilities, create private quarters for extended family, or maintain an inviting residence for guests. The choice is yours. Imagine owning a home that supports both your lifestyle and your financial goals. Live beautifully in the spacious owner's residence while putting the second home to work for you. For investors, the two complete residences provide multiple leasing possibilities. For owner-occupants, Langley Row offers an opportunity to begin building wealth without sacrificing the design, space, or finishes desired in a primary home. Altogether, 6517 S. Langley offers five bedrooms, three-and-a-half bathrooms, two complete residences, private outdoor space, and a two-car garage within one thoughtfully designed property. This is the flexibility to live, host, work, and earn from one exceptional address. Situated less than one mile from the University of Chicago and minutes from Washington Park, Hyde Park, the Obama Presidential Center, dining, culture, recreation, and major transportation routes, Langley Row places you near some of the South Side's most celebrated destinations and transformative development. Whether your vision includes rental income, furnished accommodations, private space for extended family, or a distinctive addition to your real estate portfolio, 6517 S. Langley gives you the freedom to make it your own. Langley Row is more than a place to live. It is a smarter way to own-offering beauty for today, flexibility for tomorrow, and the potential to build lasting value. Only two residences remain. Schedule your private showing before someone else calls 6517 S. Langley home. Please note: Interior photos are from a previous project completed by the developer and are provided for illustrative purposes only. Finishes, fixtures, materials, and design details may vary from the completed residence.

6519 S Langley Avenue, Chicago

$385,900

8 Beds ⋅ 2 Baths ⋅ 12774186 MLS ⋅ NEW Status

INVESTOR SPECIAL IN WEST WOODLAWN. Solid two flat with 4 bedrooms and 1 bath in each unit, a rare bedroom count that rents itself. The second floor unit is already leased at $1,850 per month, giving you income from day one. The first floor unit is a clean canvas needing cosmetic updating, and that is where the upside lives. The big ticket items are already handled. Full tear off roof in 2025 and new furnaces in 2026, so your budget goes toward finishes and value add, not mechanicals and emergencies. Run the numbers your way. House hack: live in one unit and let the tenant above cover the note. Rehab and rent both for full market income. Or duplex the first floor down to the basement and create a spacious owner's unit with a layout that actually functions for modern living. The block is moving. New construction has broken ground at the end of the street, and 6430 S. Eberhart sold for $582,000 in late January. West Woodlawn is minutes from the Obama Presidential Center, the University of Chicago, and Lake Shore Drive, and values are following. Sold as is. Bring your vision and your contractor. Your window to get into West Woodlawn is right now.

6434 S Eberhart Avenue, Chicago

$399,000

3 Beds ⋅ 4 Baths ⋅ 12771714 MLS ⋅ NEW Status

Welcome to this newly renovated two-story home in the desirable Woodlawn community. Thoughtfully updated throughout, this residence offers 4 bedrooms and 3.1 baths with a bright, open-concept layout and stylish designer finishes. The main living area flows seamlessly into a chef-inspired kitchen featuring solid wood cabinetry, quartz countertops and backsplash, stainless steel appliances, a hidden vent, a large center island, and a dedicated eating area. A versatile den provides the perfect space for a home office, playroom, or additional living area. Upstairs, the spacious primary suite includes a spa-like bath, walk-in closet, and generous room dimensions. Two additional bedrooms and a full bath complete the second level. The fully finished, light-filled basement offers an additional bedroom, full bath, family room, laundry area, and storage closet. Additional updates include a new oversized two-car garage with 220v line to charge your EV, roof, mechanicals, windows, and more. Fully frenced front and rear yard offering security and privacy. Come take a look at this beauty, the pictures do not capture the feeling of HOME, you will experience.

6627 S Saint Lawrence Avenue, Chicago

$400,000

8 Beds ⋅ 3 Baths ⋅ 12767700 MLS ⋅ NEW Status

Welcome to this 2-unit brick multi-family home in the heart of rapidly growing Woodlawn, located less than 10 minutes from the highly anticipated Obama Presidential Center! Perfect for a live-in owner seeking rental income or a savvy investor looking for immediate cash flow, this rare property seamlessly combines impressive space, modern updates, and an unbeatable Chicago location. Step into the expansive, light-filled Unit 1, a stunning duplex-down featuring 5 spacious bedrooms and 2 full bathrooms. The main level welcomes you with beautiful new flooring, sun-drenched living and formal dining rooms, and two generous bedrooms. The updated kitchen boasts ample cabinetry and sleek stainless steel appliances. Downstairs, the finished lower level expands your living options with 3 additional bedrooms, a second full bath, and a private direct second entrance. Complete with fresh paint throughout, newer water heater and furnace. Was previously getting 2500 in rent. Unit 2 offers a generous, light-and-bright 3-bedroom, 1-bathroom layout complete with a comfortable living room, formal dining room, and full kitchen. It has been recently painted and with a little love, the original wood floors can be restored to gleaming condition ready for your next tenant. Outside, the property features a newer wooden back porch, a good-sized yard, a detached 2-car garage in need of TLC, and a full common basement area with coin washer and dryer. Newer security fence and fixtures throughout the property. Enjoy incredible transit access just steps from the CTA Green Line, 6 minutes to the I-94 Dan Ryan Expressway, and 20 minutes to Downtown Chicago. Rare multi-family opportunities with duplex layouts in this booming pocket of Woodlawn do not last long-schedule your showing today! Property is being sold AS IS.

6344 S Eberhart Avenue, Chicago

$197,000

4 Beds ⋅ 2 Baths ⋅ 12770992 MLS ⋅ NEW Status

Great investment opportunity in the heart of Woodlawn! This two-unit building at 6618 S Marquette Rd features a 2 bed, 1 bath unit and a 3 bed, 1 bath unit, offering solid rental income potential. The property includes a large yard, a parking pad, and an unfinished basement with room to add value. Being sold AS-IS, it's perfect for investors or owner-occupants looking to customize and build equity in a rapidly growing neighborhood.

6618 S Marquette Road, Chicago

$525,000

10 Beds ⋅ 3 Baths ⋅ 12767056 MLS ⋅ ACTIVE Status

We are pleased to present 6342 S Vernon Ave, a newly renovated fully rented two-flat consisting of 10 bedrooms and 3 bathrooms with the first floor duplexed down to fully finished basement. Several updates have been made to this property, including a new roof, new kitchens, bathrooms, new appliances, front brickwork, iron fencing, individual furnaces, central air conditioning, and water heaters for each unit. Owner installing new wood fence in rear. A solid investment in a lively Woodlawn neighborhood just minutes from the Obama Presidential Library, Lake Shore Drive, and the CTA King Drive Green Line! For an owner-occupant or investor seeking a turn-key property, this is an excellent opportunity. Get in touch with us today!

6342 S Vernon Avenue, Chicago

$265,000

6 Beds ⋅ 2 Baths ⋅ 12766484 MLS ⋅ ACTIVE Status

Woodlawn is a vibrant community with historical roots near Lake Michigan and the new Obama Center, featuring numerous new developments. This neighborhood is ideal for both new investments and your future home. Each unit includes 3 bedrooms, a living room, a dining room, and an eat-in kitchen. The enclosed porches provide additional storage space, and each unit is equipped with hookups for washers and dryers. The back porch steps are built to code, ensuring safety. The property includes a 2-car garage and a lovely yard space. This is the building you've been waiting for-you can live comfortably while collecting rent! It just needs some TLC. Property is sold in "AS IS" condition. Need to have a broker that can bid on the property and must have a NAID#. Buyer's choice of title and pays for all title expenses; seller side as well. Great property; go to the HUD site to see bid details. Sept 30th bid deadline.

6637 S Rhodes Avenue, Chicago

$219,900

9 Beds ⋅ 3 Baths ⋅ 12765344 MLS ⋅ ACTIVE Status

Attention investors and rehabbers. Exceptional opportunity to bring this classic brick 3 flat back to life in the highly sought after Woodlawn neighborhood. This multi-unit property features 3 spacious units, each offering 3 bedrooms, 1-bathroom, generous living rooms and separate dining rooms with excellent layout potential. Room sizes are estimates. The property is in fire damaged condition and requires significant repairs and improvements. Bring your vision and creativity to unlock the value this home has to offer. Ideally located near University of Chicago and the Obama Presidential Center this property is positioned in an area experiencing significant invest and development. Property is being sold strictly in AS IS condition. No surveys nor disclosures, taxes prorated. Attached Hold Harmless Agreements (2) must be signed and returned prior to any property access or showing approval.

6146 S Vernon Avenue, Chicago

$349,000

5 Beds ⋅ 2 Baths ⋅ 12765179 MLS ⋅ ACTIVE Status

Move-in ready 2-Flat in the heart of Woodlawn close to the new Obama Library. Live in one unit and rent out the other or use as an investment property. Both units ready for move-in. Lots of vintage charm still remains along with modern renovations. Fenced and gated front. Convenient street parking. This property offers a total of 5 bedrooms and 2 bathrooms. 3 bedrooms plus 1 bath up and 2 bedrooms with 1 bath on the first level, plus a basement with exterior access only. Basement is the full size of the building footprint and makes for great storage area, bike storage, etc. Seller will not make repairs and property is being conveyed as-is, but inspections allowed. Quiet street with lots of new rehab properties. Close to the University. Easy access to public transportation, Lake Shore Drive, shopping, and local dining.

6420 S Evans Avenue, Chicago

$499,000

5 Beds ⋅ 2 Baths ⋅ 12760003 MLS ⋅ ACTIVE Status

Prime Woodlawn location! Five-minute walk to the King Drive Green Line, surrounded by new construction and active redevelopment. The $580M Woodlawn Central campus broke ground in August, an 8-acre district bringing new 23,000 square feet of retail, a hotel, and hundreds of residences to 63rd Street. Fully gutted two-unit, eligible for a $25,000 Cook County assistance grant plus up to $15,000 in IHDA assistance for qualified buyers. Surrounded by new development! The building was taken to the studs. All new plumbing, HVAC and ductwork, furnaces and water heaters, plus new overhead electrical service and wiring. New windows, frames, and hardware. Both units filled with natural light. New kitchens and baths, new doors and trim. Enclosed rear porch structurally rebuilt with new siding. New concrete throughout: front porch, sidewalks, stairs, garage slab. Brand new two-car garage. Turnkey, no deferred maintenance. CHA and Section 8 market rents are $2,240 (3BD) and $1,740 (2BD). Schedule your tour today!

6317 S Eberhart Avenue, Chicago

$360,000

12 Beds ⋅ 4 Baths ⋅ 12759677 MLS ⋅ ACTIVE Status

Woodlawn 4-Unit Brick - Gutted, Framed, and Priced to Move. Motivated seller is stepping away from this Woodlawn rehab, leaving a rare opening for a developer to take over a project that's ready to move to completion. This solid two-story brick 4-flat on a corner lot is sold strictly AS-IS. Classic Chicago construction: red pressed-brick facade, limestone belt courses, arched window openings, and an original ornamental cornice. New black double-hung windows have been installed throughout. Inside, the building has been fully gutted and re-framed. New wall framing, HVAC trunk lines, electrical panels, conduit, and recessed lighting boxes are in place, with plumbing rough-in started. Exposed brick and original timber joists throughout give the next owner a strong canvas for a high-end finish. Layout per plans: two duplex-down units on the first floor/garden level and two single-level units on the second floor. Architectural plans and permits are available. Corner location with open side yard and mature trees. Easy to show. Bring your crew and your vision. Experienced and qualified developers only. Property sold strictly AS-IS - please inspect prior to submitting an offer. Proof of funds required for access and for offers to be considered.

608 E 64Th Street, Chicago

$369,999

5 Beds ⋅ 4 Baths ⋅ 12757392 MLS ⋅ PRICE CHANGE Status

Welcome home to this beautifully renovated and spacious single family residence offering 5 bedrooms and 4 full bathrooms with plenty of room to live, gather, and entertain. Thoughtfully renovated from top to bottom, the home features hardwood flooring throughout the first and second levels with ceramic tile in the finished basement. Major improvements include a new roof installed in July 2025, all new appliances purchased in 2026, an updated kitchen, updated bathrooms, new electrical, new plumbing, new windows, two furnaces, and two water heaters. Renovation work was completed with permits. The impressive primary suite features a private attached bathroom and generously sized closet, creating a comfortable retreat with excellent storage. The finished basement provides additional living space with a bedroom, full bathroom, and family room, offering flexibility for guests, recreation, entertaining, or additional household space. The new appliances were purchased after the listing photos were taken and may not be reflected in the current photos. Seller is motivated and ready to consider offers. Schedule your private showing today and see everything this move in ready home has to offer.

6640 S Champlain Avenue, Chicago

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