Refine Search
Sort by
5716 S May Street, Chicago
$399,000
6 Beds ⋅ 2 Baths ⋅ 12540127 MLS
Welcome to 5716 S May Street, a beautifully renovated, greystone 2-flat, perfect for an investor or owner-occupant. This property offers peace of mind with new mechanicals, appliances, roof, modern finishes, and thoughtful layouts throughout. Offering over 1,300 Sq. feet of living space per unit, both units feature spacious 3-bedroom, 1-bath floor plans with LVP flooring and a contemporary kitchen with stainless steel appliances. Clean unfinished basement with shared washer and dryer & separate utility panels. Outside, you'll find a tidy, low-maintenance yard and 2-car garage, rounding out the appeal for both renters and owners. Whether you're looking to house hack your first property or add a fully turnkey asset to your rental portfolio, 5716 S May Street is a compelling investment opportunity.

5716 S May Street, Chicago

6728 S Normal Boulevard, Chicago
$397,000
6 Beds ⋅ 2 Baths ⋅ 12482112 MLS
Two-Unit Brick Opportunity in Englewood - Move In, Rent, Renovate. Discover the perfect entry point into Chicago's income property market with this legal two-flat in Englewood. With two 3-bed/1-bath units, separate utilities, and a full unfinished basement, this property allows you to live in one unit while collecting rent on the other - or capitalize on long-term appreciation through renovation. Sold AS-IS, this is a cash-flow and sweat-equity play. Why This Property Stands Out? Live / Rent Strategy: Ideal for an owner-occupant to live in one unit while renting the other. Value-Add Upside: The unfinished basement and solid brick shell create opportunity to improve, modernize, and increase rents or convert layouts. Strong Transit Access: Excellent walk / transit score in the area (72/100 on Redfin) - public transportation is readily accessible. Neighborhood / Market Context: Positioned in Englewood, a neighborhood with active redevelopment interest. The property's price point reflects current conditions while providing a path for equity growth.

6728 S Normal Boulevard, Chicago

6726 S Emerald Avenue, Chicago
$396,000
5 Beds ⋅ 2 Baths ⋅ 12466667 MLS
Fully Rehabilitated Two-Flat Brick Building in Emerging Englewood. Experience peace of mind and rental-ready comfort in this newly rehabbed, solid brick two-flat offering-an excellent opportunity for both seasoned investors and first-time buyers. Sturdy construction and classic styling 2-flat brick offering two rentable units, each featuring one full bathroom and separate access. The spacious unfinished basement provides opportunity for additional living space or storage, while the detached 2-car garage adds value and convenience. Located in the 60621 (Englewood) area, this property is ideal for investors seeking solid rental income. Investor-Friendly: Cash-flow potential with two solid units, detached garage, and an expansive basement. This fully rehabbed property balances traditional, durable craftsmanship with modern upgrades, offering strong current cash flow and solid future upside.

6726 S Emerald Avenue, Chicago

6227 S May Street, Chicago
$395,000
6 Beds ⋅ 3 Baths ⋅ 12639899 MLS
Welcome to 6227 S May-an exciting, fully updated 2-flat that checks every box. Perfect for investors or an owner occupant. So many updates in 2026! Stainless appliances, quartz countertops, shaker style cabinets, beautiful tiled bathrooms, just to name a few. This turnkey property combines modern finishes, smart layouts, and immediate rental potential. The first-floor unit is a spacious duplex-down featuring 4 bedrooms and 2 full baths-perfect for maximizing rental income or offering an owner-occupant a larger, more flexible living space. The second-floor unit offers a bright and efficient 2.5-bedroom, 1-bath layout, ideal for tenants seeking comfort and functionality. Both units showcase updated interiors with new flooring, fresh paint, new hvac systems, great natural light, and layouts designed to attract and retain quality renters. With all the major updates already completed, you can step in with confidence and start generating income right away. Situated on a convenient block with access to transportation and local amenities, 6227 S May is a standout opportunity in today's market. Opportunities like this don't come around often-secure your investment and start building equity from day one!

6227 S May Street, Chicago

6018 S Sangamon Street, Chicago
$392,000
5 Beds ⋅ 2 Baths ⋅ 12768529 MLS
Discover 6018 S Sangamon Street-a stunningly updated greystone 2-flat, ideal for both investors and owner-occupants. Each unit boasts over 1,300 sq. ft. of living space, brand-new mechanicals and appliances and modern finishes throughout. Unit 1 offers 2 bedrooms and 1 bathroom, while Unit 2 provides 3 bedrooms and 1 bathroom. Enjoy LVP flooring and sleek kitchens featuring quartz countertops, custom cabinets, and stainless steel appliances. The clean, unfinished basement includes a shared laundry area and separate utility panels. Outside, a well-kept, low-maintenance yard. Whether you're house hacking your first home or seeking a fully turnkey addition to your rental portfolio, this property is move-in ready and an outstanding investment opportunity.

6018 S Sangamon Street, Chicago

6333 S Racine Avenue, Chicago
$390,000
8 Beds ⋅ 5 Baths ⋅ 12643541 MLS
Discover this spacious and beautifully updated 2-flat offering comfort, functionality, and peace of mind. Unit 1 (Duplex-Down): 5 generously sized bedrooms, 3 full bathrooms, Modern kitchen with updated finishes, Lower-level family/recreational room ideal for entertaining. Unit 2: 3 bedrooms, 2 bathrooms. Bright and open floor plan, Updated kitchen and baths. 2025 Upgrades: Newly installed foundation drains, and sump pump. Perfect for owner-occupants looking for rental income or savvy investors seeking a turnkey rental property. Conveniently located near public transportation. Property being sold AS-IS. Buyer to assume responsibility for any and all city violations, code compliance issues, repairs, inspections, if any.

6333 S Racine Avenue, Chicago

7336 S Emerald Avenue, Chicago
$389,999
6 Beds ⋅ 3 Baths ⋅ 12508896 MLS
Beautiful brick extra large brick 2-flat on an oversized lot with a 2.5-car garage is perfect for you! Recently renovated with modern kitchens featuring quartz countertops, stainless steel appliances, recessed lighting, and updated baths. Each unit has separate living room and dinning room, separate heating and central air, and enclosed rear porches. The first-floor unit is already duplexed to the finished basement with a full bath, bedroom, family room and kitchen -ideal for extra living space or related living. A door is already in place to easily separate the first and second floors, allowing flexibility to use part of the home for additional rental income. A great opportunity for an investor or owner-occupant seeking a move-in ready property with versatility and strong rental potential. great income potential! Sold "as is" , however seller will complete FHA an VA repairs.

7336 S Emerald Avenue, Chicago

7131 S Carpenter Street, Chicago
$385,000
7 Beds ⋅ 3 Baths ⋅ 12418137 MLS
Welcome to this attractive remodeled brick 2-flat that offers a unique blend of character, space, and great investment potential. The property features a total of 7 bedrooms and 3 bathrooms across two well-appointed units. Both units have new laminate flooring throughout, with stunning chandeliers adorning the living rooms and dining rooms. All three bathrooms were remodeled with elegant ceramic tiling and nice finishing. The second unit offers 3 bright and spacious bedrooms and 1 full bath. The first unit spreads throughout the first floor and basement and includes 2 bedrooms, one bathroom in the upper level and two bedrooms, one bathroom in the basement. The basement also includes a spacious family room, and direct access to the backyard. A two-car parking pad is accessible from the alley. It's ready for immediate occupancy. The property has been well maintained and thoughtfully upgraded. Located close to major highways, public transit, and a variety of shops and restaurants. This home is ideally situated in a rapidly developing area. Whether you're a homeowner looking for rental income or an investor seeking a turn-key multi-unit building, this property is full of promise and possibility.

7131 S Carpenter Street, Chicago

6640 S Union Avenue, Chicago
$380,000
9 Beds ⋅ 3 Baths ⋅ 12669270 MLS
Welcome to this beautifully renovated GREYSTONE 2-unit property offering incredible income potential and future upside. This oversized building features a massive duplex-down first unit with 5 bedrooms and 2 bathrooms, along with a spacious 4 bedroom, 1 bathroom second-floor unit-ideal for maximizing rental income. The property has been thoughtfully updated with modern finishes throughout, making it truly turnkey for an investor or house hacker looking to generate strong cash flow from day one. What sets this property apart is the significant value-add opportunity: the expansive lower level provides the potential to be converted into an additional unit, allowing a buyer to create a 3-unit building and substantially increase rental income. With the right vision, this property can easily produce $5,000+ per month in rental income. Perfect for: Investors seeking strong returns House hackers looking to cover their mortgage Buyers looking for a property with forced appreciation potential Conveniently located with access to public transportation, major roadways, and neighborhood amenities. Don't miss this rare opportunity to own a high-upside asset with immediate income and future scalability. Qualifies for the $15k Chicago Neighborhood Recovery Program!

6640 S Union Avenue, Chicago

7337 S Green Street, Chicago
$380,000
5 Beds ⋅ 2 Baths ⋅ 12596546 MLS
This property may qualify for a $20,000 homebuyer grant through the Cook County Land Bank Authority, offering an excellent opportunity for added affordability. Beautifully renovated 2-unit building offering modern finishes, open layouts, and turnkey convenience. The first-floor unit features 2 bedrooms, a bright living area, and a newly updated kitchen and fully renovated bath. The second-floor unit offers 3 bedrooms with room sizes that work well for various living arrangements and the same high-quality upgrades throughout. Both units include new flooring, modern kitchens, fully renovated bathrooms, updated lighting, and design selections that elevate the overall feel. Each space is move-in ready with a clean, cohesive look that will appeal to both owner occupants and long-term tenants. This rehabbed property is ideal for an owner-occupant or investor seeking a low-maintenance, income-producing building with strong rental potential. With modern updates already completed, this 2-unit is a polished, high-value opportunity in a desirable location.

7337 S Green Street, Chicago

6945 S Peoria Street, Chicago
$380,000
9 Beds ⋅ 3 Baths ⋅ 12444143 MLS
Welcome to this stunning, renovated 2-flat apartment building located in the heart of South Chicago/Englewood. Brick property has been thoughtfully updated, offering modern amenities while preserving classic Chicago charm. Whether you're an investor looking for a strong rental income or a homeowner wanting to live in one unit and rent the other, this property is move-in ready and full of potential. Upper spacious unit features 4 bedrooms and 1 bathroom, with open-concept living and dining areas. Enjoy newer kitchens with sleek cabinetry, clean appliances, laminate countertops, and stylish finishes. Bathrooms have been tastefully remodeled with contemporary tile and fixtures. Lower unit is huge with a 3 bedrooms and 1 bath duplexing down in the basement with another 2 bedrooms and 1 bath. New windows and doors. Refinished hardwood floors. Freshly painted throughout. Finished basement with laundry and potential for additional living space. Separate utilities for each unit. Situated on a quiet residential block, this home offers easy access to public transportation, Lake Michigan, local parks, schools, shopping and more.

6945 S Peoria Street, Chicago

6335 S Normal Boulevard, Chicago
$375,000
9 Beds ⋅ 3 Baths ⋅ 12675013 MLS
Rare Turnkey Cash-Flowing Multifamily! Whether you are a seasoned investor looking to scale or an owner-occupant looking to live for free while your tenants pay the mortgage, this turn-key 3-unit building delivers. In a market where positive cash flow is hard to find, this fully occupied property stands out. Built for maximum efficiency and profitability, the property features three spacious, fully above-grade 3-bedroom, 1-bathroom units. Each unit has a highly desirable open-floor plan that rents instantly: spacious living areas, large bedrooms (the primary can accommodate a king-sized bed), closet space, and in-unit washer/dryer hookups. Landlords: Say goodbye to high overhead. Tenants pay their own utilities, there is no basement, no lobby, and minimal common area. Perfectly situated in the heart of the Englewood Square footprint just steps from Starbucks, Chipotle, Wing Stop, and excellent transit (Green Line & 63rd St Bus). Ready for you to move-in or generate income on day one!

6335 S Normal Boulevard, Chicago

7121 S Yale Avenue, Chicago
$370,000
6 Beds ⋅ 2 Baths ⋅ 12576549 MLS
Welcome to this stunning, fully renovated home located in South Chicago's Greater Grand Crossing neighborhood. This impressive 3-story residence offers 6 bedrooms, 2 marble bathrooms, and a full finished basement, perfectly combining timeless craftsmanship with modern comfort. Step inside to find original restored woodwork, detailed craftsmanship, and gleaming hardwood floors throughout, showcasing the home's character. The centerpiece of the home is an elegant solid wood staircase, adding warmth and sophistication to the open layout. The spacious, open-concept floor plan is ideal for modern living and entertaining. The updated kitchen features stainless steel appliances, granite countertops, and abundant cabinet space. Both bathrooms are beautifully finished with luxurious marble details. Enjoy peace of mind with brand-new windows, new siding, and zoned heating and cooling systems for year-round comfort. The home sits on a double lot, offering ample outdoor space for gatherings, gardening, or future expansion. This property is a rare find-combining historic charm, fine finishes, and contemporary updates in one of South Chicago's most established neighborhoods.

7121 S Yale Avenue, Chicago

6041 S May Street, Chicago
$369,000
4 Beds ⋅ 3 Baths ⋅ 12510577 MLS
NEW NEW NEW!!! Welcome home to this completely gutted and rehabbed 2 Flat building nestled in the heart of Englewood. Live in one unit and rent the other unit to another family. Each of the units in this spacious property features 2 bedrooms, 1 contemporary bathroom with custom tile work, and a great room concept floor plan that provides ample living space for day-to-day living or entertaining. The chefs in the family will be in awe of the brand-new kitchens that are complete with stainless steel appliances, elegant quartz countertops, and modern/sleek soft close cabinetry. Each unit offers a spacious and open floor plan making entertaining with family and friends a breeze especially with the upcoming holidays!!! Step out the back door of each unit to enjoy a custom steel and wolmanized balcony area where you can sip your morning coffee, barbecue with family and friends, or just sit and relax on after a long day!!! The walkout basement is fully finished with a recreation room and game room combo, a kitchenette, a full bathroom, as well as an office and flex room to do with as you so desire. This area is perfect for entertaining or for guests to stay in comfortably when visiting from out of town. All 3 levels are metered separately for gas and electric!!! The yard is fully fenced and in the backyard is a brand new safe and secure and gated concrete parking pad. All you have to do here is move in and enjoy as all the work has been done for you!!! From the roof to the siding/soffits/fascia/gutters, windows, doors, tankless water heaters, HVAC, electrical, plumbing, kitchens, bathrooms, drywall, flooring, trim...the list goes on!!! The Englewood neighborhood offers a mix of urban conveniences and is within 20 minutes of Navy Pier, Millenium Park, Museum Campus and within close proximity of shopping centers, dining options, parks, and schools. The neighborhood's connectivity to major highways and public transit makes commuting a breeze for occupants. Don't miss this opportunity!!! Schedule your showing today. This property must be sold to an owner occupant.

6041 S May Street, Chicago

1513 W 61St Street, Chicago
$360,000
3 Beds ⋅ 3 Baths ⋅ 12665175 MLS
Welcome to this stunning, fully renovated 4-bedroom, 3-bathroom home offering modern style and exceptional functionality throughout. The open-concept layout creates a bright and inviting living space, perfect for entertaining and everyday living. The main level features beautiful hardwood floors, while the finished basement showcases durable and stylish epoxy flooring. The spacious kitchen is designed to impress with elegant quartz countertops, stainless steel appliances, and ample cabinet space. Generously sized bedrooms and three full bathrooms provide comfort and convenience for the entire family. Additional highlights include a 2-car garage, contemporary finishes throughout, and thoughtfully updated systems for peace of mind. Move-in ready and designed for today's lifestyle, this home is a must-see!

1513 W 61St Street, Chicago

5628 S Justine Street, Chicago
$360,000
10 Beds ⋅ 4 Baths ⋅ 12612512 MLS
- Investment Opportunity! Excellent opportunity to own a legal 2-flat with finished basement offering strong income potential and flexible living arrangements! Perfect for investors or owner-occupants looking to live in one unit while generating rental income from the others. The second floor is duplexed with the attic, featuring 5 bedrooms and 2 full bathrooms. The first-floor unit offers 3 bedrooms and 1 bathroom, while the basement includes 2 bedrooms and 1 bathroom, adding additional income potential. All units are currently rented month-to-month, offering flexibility for new ownership to set market rents or occupy a unit immediately. Property includes a 2-car garage and a fully fenced yard. Property offered AS IS

5628 S Justine Street, Chicago

5737 S Laflin Street, Chicago
$357,000
6 Beds ⋅ 2 Baths ⋅ 12678382 MLS
Investment Opportunity! Excellent for 1st time buyer or investor with a LOW TAXES property. Each unit features 3 spacious bedrooms and 1 full bathroom. The property renovations in 2024, including a brand-new kitchen with granite countertops with soft close cabinets, new full bathrooms, updated plumbing and electric. New windows throughout the units along with recessed Can lights on both units. NEW garage door and new Wood Porch. Enjoy year-round comfort with the added forced air with A/C on both floors and in-unit laundry already installed in both units. All units are currently rented MTM offering flexibility for new ownership to set market rents or occupy a unit immediately. Property offered AS IS. Is a "Great Buy" Seller is motivated & will entertain any and reasonable offers.

5737 S Laflin Street, Chicago

7042 S Racine Avenue, Chicago
$356,000
7 Beds ⋅ 2 Baths ⋅ 12497719 MLS
This beautifully refreshed brick two-unit property offers the perfect blend of character, comfort, and convenience. Each spacious unit features multiple bedrooms, inviting living areas, and updated finishes throughout. Recent improvements include new tile work in the kitchens, refreshed bathrooms, and modernized details that make this property completely move-in ready. The solid brick exterior provides timeless curb appeal and long-term durability, while the interior updates create a clean, turnkey opportunity for a new homeowner or investor looking for low-maintenance ownership. With just the right balance of modern upgrades and classic Chicago charm, this property is ready for immediate occupancy - no heavy lifting required. Situated in the heart of Englewood, a community undergoing exciting redevelopment, residents will appreciate easy access to public transportation, nearby schools, and local amenities. Its central location within Chicago's grid offers smooth commutes and connectivity to surrounding neighborhoods. Whether you're an owner-occupant seeking extra income potential or an investor seeking a ready-to-go property, this renovated Englewood two-flat is a standout opportunity in today's market.

7042 S Racine Avenue, Chicago



The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Copyright 2026 MRED LLC. All rights reserved.

Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Some listings have been excluded from this website.