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6434 S Eberhart 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

6627 S Saint Lawrence 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

6344 S Eberhart 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

6637 S Rhodes 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

6146 S Vernon 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

6420 S Evans 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

6317 S Eberhart 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

608 E 64Th Street, 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

6640 S Champlain Avenue, 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

6602 S Marquette Road, Chicago
$325,000
5 Beds ⋅ 2 Baths ⋅ 12748855 MLS ⋅ ACTIVE Status
Positioned in the heart of Chicago's historic Woodlawn neighborhood, this classic two flat presents an attractive opportunity for investors, owner occupants, and buyers seeking long-term value in an evolving South Side market. The property combines the enduring appeal of a traditional Chicago multifamily with multiple avenues to enhance income, improve value, and build equity. The building features two residential units: a 2 bed /1 bath first floor unit and a 3 bed /1 bath second floor unit. Both apartments offer generous living areas, abundant natural light, high ceilings, and the architectural character associated with Chicago's classic two flats. A full basement provides valuable storage and potential for future expansion or additional usable space, while on site parking adds convenience and enhances tenant appeal. From an investment perspective, the property offers several compelling strategies, including buy and hold, value add renovation, rental income optimization, and owner occupant house hacking. Investors have the opportunity to capitalize on the property's existing two units while exploring improvements that could increase rents, strengthen tenant demand, and enhance long term asset value. The property is situated near the University of Chicago, Jackson Park, and the Obama Presidential Center, as well as the ongoing redevelopment and investment throughout the Woodlawn corridor. Continued neighborhood revitalization, proximity to major institutions, transportation, parks, and cultural amenities provide a strong foundation for future demand and potential appreciation. For investors looking to acquire a multifamily asset in a neighborhood undergoing significant transformation, this Woodlawn two flat offers a compelling combination of income potential, value add upside, and long term appreciation prospects. Tenant on 1st floor pays $1650/month for rent plus utilities.

6602 S Marquette Road, Chicago

6404 S Langley Avenue, Chicago
$369,000
3 Beds ⋅ 3 Baths ⋅ 12733601 MLS ⋅ ACTIVE Status
Welcome home to this beautifully maintained 3-bedroom, 2.5-bathroom single-family residence in the heart of Chicago's thriving Woodlawn neighborhood. Offering two spacious levels of living space, a full basement, and a detached 2-car garage built in 2023, this home blends modern convenience with timeless comfort. Step inside to find a bright and inviting floor plan featuring an elegant electric fireplace, stainless steel appliances, generous living and dining areas, and plenty of room for everyday living and entertaining. The spacious backyard provides the perfect setting for summer gatherings, gardening, or simply relaxing outdoors. Ideally located just minutes from the University of Chicago, Jackson Park, and the highly anticipated Obama Presidential Center, this home offers easy access to world-class education, cultural attractions, dining, shopping, and public transportation. Whether you're looking for your next home or a smart investment opportunity, this Woodlawn gem delivers location, space, and value.

6404 S Langley Avenue, Chicago

541 E 60Th Street Unit #1A, Chicago
$99,900
2 Beds ⋅ 1 Baths ⋅ 12705485 MLS ⋅ ACTIVE Status
Great investor/buyer opportunity with this condo which is 4 blocks walking to the University of Chicago. Located in West Woodlawn. First floor with 2 bedrooms 1 bathroom. Newly painted, new laminate flooring throughout except 2 bedrooms which have new carpeting. Bathroom has new vanity and tub is re-glazed. Jewel Food Store is nearby. Conveniently located near public transportation on Cottage Grove and King Drive. Great location next door to Hyde Park. Across the street from Washington Park. Plenty of street parking. , 1 miles from the new Obama Presidential Library, short drive to the Museum of Science and Industry. This bright and inviting unit features abundant natural light, hardwood floors, in-unit laundry, separate living and dining rooms. Ideal for students, healthcare professionals, or investors, with no rental cap offering excellent income potential. Hard money lender, cash or DSCR loan! Quick closing! No FHA or conventional.

541 E 60Th Street Unit #1A, Chicago

6334 S Saint Lawrence Avenue, Chicago
$359,000
2 Beds ⋅ 3 Baths ⋅ 12696189 MLS ⋅ ACTIVE Status
Discover a great value in Woodlawn with this updated bungalow, perfect for buyers seeking affordability and investment potential. This home combines modern style with practical features, making it a smart investment. The spacious great room with a vaulted ceiling offers plenty of room and feels expansive with its skylights keeping the space bright even on cloudy days. The kitchen is modern and efficient, equipped with new appliances and a smart layout. The main level includes two large bedrooms and two full bathrooms, with a primary suite that opens to a big rear deck. The custom oak staircase leads to a lower level with a family room and a third bedroom, ideal for guests or a home office....OR the building also has a separate entrance to the lower level, and the front half of the basement could be enjoyed as a Airbnb rental, with its en suite bathroom! The recently opened Obama presidential Center is nearby with limited hotels in the area. Enjoy comfort with zoned heating and air conditioning. Outside, the large fenced yard is perfect for gatherings, with a deck and new parking pad. Located near the Cottage Grove Green Line station, this home offers a unique opportunity to own a single-family house at a condo price, with plenty of room for growth and enjoyment.

6334 S Saint Lawrence Avenue, Chicago

6451 S Vernon Avenue, Chicago
$250,000
4 Beds ⋅ 2 Baths ⋅ 12646322 MLS ⋅ PRICE CHANGE Status
Beautifully-maintained 2-story brick building located in a rapidly-developing area of Chicago, conveniently situated near I-94 and just west of the future Obama Presidential Center. This well-kept investment property features two spacious 2-bedroom units, each offering generous living and dining areas with functional layouts. Both kitchens are in good condition and include newer stoves and refrigerators replaced within the past year. The property also offers rear patios and a detached 2-car garage. The building is currently occupied by long-term tenants who have resided in the property for over 4 years, consistently pay rent on time, and take pride in maintaining their units. A solid investment opportunity in an area experiencing continued growth and redevelopment.

6451 S Vernon Avenue, Chicago

6636 S Marquette Drive, Chicago
$448,000
4 Beds ⋅ 3 Baths ⋅ 12599892 MLS ⋅ ACTIVE Status
5k CLOSING CREDIT AVAILABLE. Recently remodeled 2-unit building with a finished basement and two car garage. Sits on a 1.5 sized lot. Ideally located just two blocks from the new Robert R. McCormick Leadership & Economic Opportunity Center. Both units feature 2 bedrooms, updated kitchens , and bathrooms (2024), along with new windows (2024). Finished basement provides ample storage space and an additional full bath. Property improvements include an aluminum-coated roof (serviced in 2025), solar-powered security cameras (2024), and a well-maintained two-car garage with new plywood, newer siding, and a newer roof (2024). New Water heater (2025) and newer boiler (2024) Coin-operated laundry is located in the basement and will remain with the property. Current tenant is on month-to-month leases.

6636 S Marquette Drive, Chicago

6639 S Rhodes Avenue, Chicago
$305,000
6 Beds ⋅ 2 Baths ⋅ 12102629 MLS ⋅ ACTIVE Status
Fantastic brick 2-Unit building in Woodlawn neighborhood. Flat roof installed 2023. Newer washer, dyer, and hot water tanks. It's has been well maintained and updated with new floors in the 1st floor unit. Granite countertop throughout. Back porch/yard offers great space to be outside in all weather with family and friends to enjoy. Close to Jackson Park, Hyde Park and the Dan Ryan expressway. Close to public transportation. Fully occupied, 1st floor unit duplexed down with a bedroom, family room, laundry room, walk out basement, storage, play area for the kids and an office space. Ceramic tiles on the lower level, the building is gorgeous. Property is subject to a short sell. Great opportunities to invest in an emerging and growing areas.

6639 S Rhodes Avenue, Chicago



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