Refine Search
Sort by
$400,000
7 Beds 4 Baths 12560835 MLS ACTIVE Status
Attention investors and house hackers, this South Chicago 3-flat checks every box. 7751 S. Phillips Ave offers immediate cash flow with serious value-add upside in one well-maintained package. The building features three income-producing units: two 2-bedroom/1-bath units currently leased at $1,300/month and one spacious 3-bedroom/1-bath unit at $1,500/month, generating $4,100/month and $49,200 annually in rental income at a 7.7 cap rate. The real opportunity is in the unfinished basement. With the right build-out, this space can be converted into an additional 1- or 2-bedroom unit, pushing total monthly rents to $5,100-$5,300 and stabilized property value well north of $550,000, a potential $130,000+ in forced equity for the right buyer. Whether you're an experienced investor looking to add a cash-flowing asset to your portfolio, or an owner-occupant ready to live in one unit while the other two cover your mortgage, 7751 S. Phillips delivers. Strong existing tenants, proven rents, and a clear path to increased value make this a rare find at this price point.

7751 S Phillips Avenue, Chicago

$285,000
7 Beds 5 Baths 12559458 MLS ACTIVE Status
Auburn Gresham Investment Opportunity with Value-Add Potential Spacious 4-unit building offering a total of 7 bedrooms and 5 bathrooms, ideal for investors or owner-occupants seeking strong income potential. The full basement features a finished recreation room perfect for entertaining or future tenant amenities, along with on-site laundry facilities. The property includes a rare 4-car garage and a fully fenced yard, adding both convenience and outdoor enjoyment. 3 units are currently on month-to-month leases, providing flexibility for repositioning or rental increases. 1 Unit is vacant. Conveniently located near everyday essentials including Walmart, Dollar Tree, Aldi, and Burger King at 76th Street & Ashland, with easy access to shopping and transportation. This property needs some TLC making it a solid value-add opportunity for the right buyer. Sold AS-IS. Not FHA eligible unless using a 203(k) loan. Short Sale Approved

1473 W 77Th Street, Chicago

$139,900
5 Beds 2 Baths 12558773 MLS CONTINGENT Status
Welcome investors and savvy buyers! This multi-unit property is full of potential and ready for your vision. It offers open, functional space that gives you flexibility for improvements and future value. Some key updates have already been done, including the water heater, HVAC system, some windows, electrical, and plumbing, giving you a great starting point for your renovation plans. Located in Chicago's Englewood area, the property is close to neighborhood amenities, public transportation, and main roads, making it a convenient option for future tenants or owner occupants. Bring your ideas and creativity whether you're looking to renovate, invest, or build long-term value, this property offers a solid opportunity. SOLD AS-IS

6027 S Loomis Boulevard, Chicago

$199,900
10 Beds 4 Baths 12553574 MLS ACTIVE Status
Calling all savvy investors! This is a prime value-add opportunity in the heart of Hegewisch. Located directly across from the Metra station, this commuter-friendly property is a magnet for renters. The property is being sold as-is and will not pass FHA financing, making it ideal for a cash buyer or renovation loan. For the investor ready to capitalize on a project with undeniable potential in a neighborhood seeing new interest, this is the investment that builds long-term wealth. New water boiler in 2017, water heater 2019, roof 2017. Landlord pays Heat, water, and trash. Heat: $450/month, Water/trash: $100/month for both and all landlord expenses are for the entire building. Tenants pay their own cooking gas & electricity. Please note there is also an oversized attic perfect for a duplex up or potential 5th unit. Buyer to take on all city violations. Schedule your showing today!

13513 S Baltimore Avenue, Chicago

$485,000
9 Beds 3 Baths 12552497 MLS ACTIVE Status
Hot 3-unit building in West Garfield Park, just half a block from the stunning Garfield Park and Conservatory! Each unit offers 3 spacious bedrooms, fully renovated kitchens with granite countertops, updated baths, in-unit washer/dryer, and upgraded mechanicals including individualized copper plumbing, central heat, luxury life-proof flooring, structural beams, a new roof, and tuck-pointing. Enjoy off-alley parking, a newly sodded, large, privately fenced backyard, and the option to live in one unit while covering your mortgage with profit, or rent all three for impressive passive income. There's also potential to convert the basement into a garden unit! Minutes from I-290, public transit, shopping, and dining. This opportunity won't last!

3829 W Maypole Avenue, Chicago

$499,000
7 Beds 3 Baths 12550606 MLS CONTINGENT Status
Iconic Chicago Greystone 2-flat in an exceptional location, fully updated and move-in ready! This stunning building features new electrical, plumbing, furnaces with central A/C, a brand-new rear porch, new windows, and an updated basement with endless possibilities. Beautiful hardwood floors run throughout the main units, highlighting the spacious and bright layouts. The second floor offers a large 4-bedroom unit, the first floor features a 3-bedroom unit, and the finished basement includes a 2-bedroom, 1-bath layout with a generous family room-perfect for an in-law suite or extended family living. With ample space and flexible configurations, the basement provides excellent additional living or rental potential. Whether you are looking for an owner-occupied home with extra income or a solid investment property, this Greystone delivers size, updates, and versatility. Truly a must-see property with too many improvements to list!

4211 W Gladys Avenue, Chicago

$995,000
10 Beds 5 Baths 12546329 MLS ACTIVE Status
Rare Portage Park multi-building compound featuring 3 legal units across two fully renovated buildings-ideal for high-yield investors, house-hackers, or multi-generational living with $7,800/mo total rental potential (rear 3BD/2BA coach house rented at $3,000/mo; front 1st-floor 4BD/1BA rented at $2,600/mo; front 2nd-floor 2BD/1BA projected at $2,200/mo). Complete capital improvements completed within the last two years include updated plumbing, updated HVAC with central A/C, modern kitchens and bathrooms, newer appliances, newer porches, and a concrete patio/yard area. All units feature separate utilities, individual water heaters, and in-unit laundry. The standalone rear coach house includes a dedicated flood-control system, while the front main unit offers additional expansion potential into the bright finished basement. Ideally located near Six Corners, CTA/Metra public transit, and Portage Park amenities, with zero immediate maintenance required.

4954 W Byron Street, Chicago

$95,000
6 Beds 2 Baths 12538536 MLS ACTIVE Status
In the market for a pretty much turnkey rental at a value than this spacious two unit is the one for you! Located in the West Pullman community which has seen values on the rise as of late, this jumbo building offers two units which are very generous in size and have some modern updates already completed! Each unit has similar floor plans with formal living room and dining room, three spacious bedrooms which offer newer carpet, interior walls were recently painted and bathrooms in each unit are very clean and fresh! The building offers a full basement which can be finished and duplexed to the first-floor unit for a larger unit which equates to more cash flow! This building is in the right location and makes the ideal passive rental for a buyer looking for a great investment property!

11540 S Yale Avenue, Chicago

$1
6 Beds 3 Baths 12538131 MLS AUCTION Status
This 2 unit property offers 6 bedrooms and 2 bathrooms with approximately 2250 square feet of living space on a .06 acre lot. Each unit offers 3 bedrooms and 1 bathroom. No Buyer Premium on this property. The buyer has the right to select their own title/closing company. The buyer is responsible for all closing costs in this transaction. This asset is currently impacted by state redemption, ratification or confirmation guidelines. Closing timelines and process could be impacted until expiration of this time period. The estimated expiration of the applicable redemption, ratification or confirmation is 02/2026. Sold As Is. Seller does not provide survey. Room sizes are estimated and unverified. Xome Auction. *Property not for rent.*

4837 S Union Avenue, Chicago

$245,000
7 Beds 2 Baths 12527592 MLS ACTIVE Status
Value-Add 2-Family Opportunity - Cash Buyers Preferred for Fast Close!Don't miss this excellent short sale opportunity to add a high-potential 2-family property to your portfolio. Ideal for serious investors ready to close quickly!Property Highlights:Layout: Two-family setup featuring separate heating systems for each unit.Value-Add Potential: Needs cosmetic updates on both the first and second floors-a prime opportunity to add instant equity.Expandable Space: Full basement with the option for the first-floor unit to duplex down, dramatically increasing living space and potential rental income.Strong Returns: Outstanding income and appreciation potential in a solid location.Terms & Sale Details:Short Sale Transaction: Subject to bank approval. Buyer Preference: Cash buyers who can close quickly are strongly preferred due to short sale timeline constraints.Condition: Sold strictly AS-IS.Serious inquiries only. Contact us today for more details or to schedule a showing before it's gone! Note: Both units are vacant.

7438 S Stewart Avenue, Chicago

$495,000
6 Beds 4 Baths 12532969 MLS PENDING Status
Solid, fully updated three-unit investment property situated on an oversized double lot. The building consists of three spacious 2-bedroom apartments, each offering a living room, eat-in kitchen, and full bathroom. In addition, the front unit-formerly a storefront-is currently being used as an open space, ideal for conversion into a studio apartment, office, or flexible living/work area. The three 2-bedroom units have been updated within the last few years, including new drywall, updated kitchens, flooring, doors, and fresh paint throughout. The property also features an unfinished full basement, providing ample storage and future potential. Set on a rare double lot, the building offers generous outdoor space and strong long-term upside-ideal for an owner-occupant or investor seeking a turnkey, low-maintenance multi-unit with added flexibility.

3858 W Ohio Street, 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.