Refine Search
Sort by
$900,000
4 Beds 3 Baths 12681989 MLS CLOSED Status
Exceptional investment and owner-occupant opportunity in the heart of Chicago's highly sought-after Bridgeport neighborhood! Situated on a rare double lot, this meticulously maintained all-brick 2-flat offers remarkable versatility, featuring two spacious units and a thoughtfully designed first floor duplex that extends into a beautifully finished lower level. With separate exterior entrances, the lower level presents an ideal opportunity for a private in-law arrangement or additional flexible living space. Designed with comfort in mind, the lower level showcases radiant heated floors, a luxurious Jacuzzi tub, and a steam shower, creating a true retreat within the home. Completing the property is a detached 4-car garage and an expansive side driveway and mechanical gate providing exceptional parking and storage rarely found in the city. Whether you're an investor seeking strong rental income, an owner occupant looking to house hack, a buyer interested in converting the property into a stunning single family residence, or someone looking to capitalize on the future potential of a rare double lot, this property offers endless possibilities. Perfectly positioned near Holden Elementary School, Tilden Career Community Academy, the CTA Orange Line, public transportation, and major expressways including I-55 and I-90/94, commuting to Downtown Chicago is effortless. Enjoy easy access to neighborhood parks, acclaimed restaurants, local shopping, and everything that makes Bridgeport one of Chicago's most vibrant, historic, and appreciating communities. A truly rare offering that combines location, flexibility, income potential, and long term value makes this is an opportunity you won't want to miss!

2844 S Throop Street, Chicago

$518,000
7 Beds 2 Baths 12436291 MLS CLOSED Status
BACK ON THE MARKET NOW WITH ONE UNIT AVAILABLE FOR MOVE IN! Don't miss this fantastic opportunity to own a well-maintained, all-brick two-flat in one of Chicago's most sought-after neighborhoods, Bridgeport! This property features a spacious first-floor unit with 4 bedrooms and 1 bathroom, plus recent updates including a brand-new kitchen, new flooring, and furnace (2024). The second-floor unit offers 2 bedrooms and 1 bathroom, with updates completed in 2019. Both A/C units were replaced in 2019. The un-finished basement space provides two laundry hook-ups and plenty of space for storage or your own finishing ideas. Outside, you'll find a spacious backyard with a 2-car garage and a party door, perfect for entertaining. This property is move-in ready with updated systems and tons of potential, making it a rare find that won't last long. Conveniently located near local shops, restaurants, and public transportation, it's an ideal choice for investors or owner-occupants. Property is broker owned. 1st floor unit lease expires 9/30/2025.

3836 S Parnell Avenue, Chicago

$380,000
7 Beds 2 Baths 12410775 MLS CLOSED Status
Investor Special in Prime Bridgeport Location - Endless Potential! Located in the heart of Bridgeport, this solid brick 2-flat is ready for your vision. Formerly a 4-unit building, this property offers a unique opportunity for savvy investors or rehabbers looking to flip and/or reconfigure to your profit liking, a spacious building in one of Chicago's most sought-after neighborhoods. The current layout features: 4 bedrooms on the main level, separate dining area and an extra office/living room in the back. There are 3 bedrooms in the basement unit. Partially finished attic with high ceilings, offering excellent potential to add a third unit or create a stunning duplex-up. The 2-car garage has new concrete. This property needs significant updates throughout, but the bones are strong and the location is unbeatable-steps from vibrant restaurants, local shops, Art district and easy access to public transportation. Whether you're looking to flip, rent, or build equity, this is a rare opportunity to own in a rapidly appreciating area with great rental demand. Don't miss out on this Bridgeport gem!! More pictures coming soon.

3417 S Morgan Street, Chicago

$638,000
5 Beds 3 Baths 12366443 MLS CLOSED Status
***Rare opportunity to invest in a meticulously maintained, owner-occupied two-flat in a prime A+ Bridgeport location*** This classic brick building is surrounded by well landscaped front and back yards, offering outstanding curb appeal. Each of the units have separate utilities, individual forced air heat, central air conditioning, and their own laundry. At the top of the front steps, both units are entered through a charming 4 season foyer with preserved architectural details. Unit 1 is a 2 bedroom/1 bath home, and features bright natural light through numerous large windows, high ceilings, and oak floors. Upstairs, unit two is a 3 bedroom/1 bathroom apartment that also has high ceilings, bright natural light, and numerous large windows. It has been completely updated with oak flooring, appliances, granite countertops, bathroom, and in-unit washer/dryer. This is one of the nicest apartments in Bridgeport!! The basement is dry and has high ceilings, updated electrical, and its own half bathroom. Out back there is a sunny deck and a charming landscaped seating area with pavers. The two car brick garage in back adds further value and potential rental income. Located just steps from Halsted Street, Rate Field, the Red Line, major expressways, IIT, and the lakefront, this property is ideally positioned for both convenience and lifestyle. No existing leases mean you can rent at top-of-market rates from day one. Lovingly cared for by long-term owner-occupants, this is a turnkey investment or a perfect live-in opportunity ready for its next chapter.

3415 S Emerald Avenue, Chicago

$428,000
8 Beds 4 Baths 12156643 MLS CLOSED Status
Well-maintained, legal 3-flat conveniently located off Archer Ave in the quiet block of Bridgeport. 1st floor offers a large 4 bed/2 bath unit with living room, family room, and kitchen. 2nd floor has front and rear units. Each offers 2 bed/1 bath, living room, and kitchen. Beautifully fenced private backyard is good for entertaining. Newer roof, gutter, and soffit from 2024. Separate meters. Excellent location: less than a minute to Archer Ave/Bus #62, a block away to Bosley Park/playground, close to Orange Line, Starbucks, 27-acre Palmisano/McGuane Parks, Mariano's, restaurants on Halsted, cafes, galleries, and bars on Morgan. Close to Chinatown, downtown, lakefront, I-55/90/94, and more. Great investment opportunity, huge upside! Rent all units, or live in one unit and let the tenants pay for your mortgage.

2921 S Bonfield Street, Chicago

$365,000
7 Beds 2 Baths 11943120 MLS CLOSED Status
Great opportunity on this 2 flat building for an investor or buyer looking to live in one unit and rent the other out. 1st floor unit has and is duplexed with a beautiful wood winding staircase in living room with hardwood floors, freshly painted neutral colors and woodwork thru-out that leads to lower-level family room or possible 4th bedroom, cozy dining room with new ceiling fan, 3 nice size bedrooms and a gorgeous, rehabbed kitchen with waterproof wood laminated floors, granite countertops, lots of cabinets and appliances. 1st floor unit also has central air and gas forced heat. 2nd floor unit freshly painted thru-out with neutral colors, lovely living room and dining room with wood laminated floors, 4 bedrooms with new carpet (1 bedroom being used as closet/storage but can be den or office) and a cozy kitchen with walk in pantry. Large, fenced yard with huge deck and 1 and half car garage with electric opener. Separate gas & electric meters. Close to schools, parks, restaurants, shopping, White Sox Park (known as Guaranteed Rate), transportation and Interstate 90/94 or I 55. Seller offering one year home warranty. Call today for your appointment.

3749 S Union Avenue, Chicago

$550,000
7 Beds 5 Baths 11931154 MLS CLOSED Status
Wonderful opportunity in the rarely available Armour Square/Bridgeport area! This huge 2-flat currently fresh repaint would bring you a very healthy investment potential -market $4400/mo, $52,800/yr. Keep as a steady rental or live in one unit and collect rental income from another!. So easy to rent as BOTH units have Central Air and Washer and Dryer in units! Both units are RARE DUPLUX UP/DOWN, while the 1st unit duplex to basement offers 3 beds/2.1 baths, and the 2nd unit duplex to the 3rd floor offers 4 beds/2 full baths, total 4000 s/f! 2-car garage! Beautiful stone facade. IN ADDITION, there's a wet bar in Both units. Fridge and stove in 1st unit is 3 yrs, furnace and water heater in 1st unit is 4 yrs, windows 4 yrs. roof 7 yrs. Need a home office, music studio? this is your place! Adjacent to the IIT campus, Chinatown for dinning, 90/94 Highway access right around the corner, 3 minutes' drive to downtown Chicago. Priced to move!

2909 S Wells Street, Chicago

$500,000
11 Beds 3 Baths 11824753 MLS CLOSED Status
UPDATE: Just price dropped $50K and owner will consider all reasonable offers --- Also, top floor tenant just moved out after over 10 years and unit is being fully renovated and will be listed for $1800/mo. Or we can leave open for an owner-occupant --- Big beautiful 1890 brick Victorian 3-flat in south Bridgeport. 4/4/3 bedroom count. Recent remodel and update 2015. All units have GFA, Central Air, Newer kitchens and baths, spacious bedrooms, large living room and dining room. Laundry in each unit. Possibility of Duplex to basement. Or even conversion to a legal 4-unit. Fenced yard. Newer 2-Car Garage. Newer Roof. Newer water heaters. Easy access to 35th St, 39th St. Halsted, I-90/94 and central Bridgeport shopping and restaurant district. Quiet Cul-de-sac street has no through-traffic. 1st and 2nd floor tenants are longer term, below market rents. Full market rents, with garage, closer to $5300/mo. Easy to rent 100% occupancy building. This is a great pick up whether its owner-occupied or "armchair" investment.

3834 S Parnell 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.