Refine Search
Sort by
$235,000
4 Beds 2 Baths 12754451 MLS NEW Status
Welcome to 8233 S Escanaba Ave: a two-unit property offering versatility, space, and an excellent South Side location near Lake Michigan! Each unit features 2 bedrooms and 1 bathroom, providing a practical layout for rental income, owner occupancy, or multi-generational living. The property offers a spacious unfinished basement with excellent potential for additional storage, a workshop, recreation space, or future expansion. A detached 2-car garage adds valuable parking and storage. Location is where this property truly shines. Enjoy easy access to Lake Michigan, nearby beaches, parks, and the lakefront, including Rainbow Beach Park, a nearly 61-acre lakefront destination featuring a beach, fitness facilities, sports courts, playgrounds, a community garden, and beautiful views of the Chicago skyline. Commuters will appreciate convenient access to Lake Shore Drive and major South Side thoroughfares, making trips to downtown Chicago and surrounding neighborhoods more accessible. The area also offers a variety of local restaurants, shops, parks, recreational opportunities, and cultural attractions. Whether you're looking to house-hack, build your rental portfolio, live in one unit while generating income from the other, or accommodate extended family, 8233 S Escanaba Ave offers an opportunity to make the most of a two-flat in a location surrounded by Chicago's lakefront amenities. Bring your vision and explore the possibilities this property has to offer! *BROKER/AGENT IS RELATED TO THE SELLER.

8233 S Escanaba Avenue, Chicago

$190,000
6 Beds 2 Baths 12610800 MLS CONTINGENT Status
Cash flow from day one with this well-maintained 2-flat in South Chicago offering immediate rental income with future potential to enhance value over time. Each unit features a spacious 3-bedroom layout with comfortable living and dining areas, providing ample room for both dining and entertainment. The property is fully occupied, creating a stable foundation for ownership from day one. A full basement offers additional space for storage or the possibility to further optimize the property's functionality. Property is being sold AS IS. Situated on a residential block with access to public transportation and everyday conveniences, this is a solid opportunity for those looking to invest in a property with both current income and long-term potential.

8242 S Houston Avenue, Chicago

$530,000
11 Beds 5 Baths 12566245 MLS CLOSED Status
Solid Chicago Brick 4-FLAT Updated Units & 3 Car Garage, less than 1 MILE TO QUANTUM SHORE park expected to have a 10 billion impact over the next decade. The rents vs price and appreciation make this an amazing deal (GRM is below a 7 . Investment Math is excellent: 7 ie. 81 x 7 = 567 value). You layout twice as much for the same rent elsewhere in this city not next to Billion Dollar Developments with government backed future. This is a strategic positioning play for * House hackers * Long-term buy-and-hold investors * Portfolio builders seeking early infrastructure alignment. Units recently improved and professionally managed. Rental Income $6,830/month * All tenants have consistent history. * Plug-in ready with owner-occupy loan option ( we will vacate a unit for owner occupier). The Building has 11 Bedrooms | 5 Baths, As stated Approx. 1,700 SF per floor (true jumbo Chicago layouts). Units have Fireplaces, Popular Exposed brick, Hardwood floors, New furnaces, New Roof Recoat, New Cabinetry, New gas meters/lines(moved to outside), 2 New Garage Doors and New Auto Openers amd tracks, Brand New Gutters, Window Capping and many Windows Just Replaced. New roof. 3 Brand New Furnaces. Many Updates Just Completed. 3-Car garage with new doors. Two open space yards (front and back). Enclosed rear porch (no exterior stair shoveling). Simply put this is a Solid, updated, oversized 4 unit that is income-producing and has a Excellent Appreciation location. Location & Transit basics: Bessemer Park directly across the street * 1 minute to Skyway (90/94 access) * Lake Shore Drive access * Metra access (2 station options) * Six bus routes * Steelworkers Park and lakefront nearby * Commercial Ave shopping corridor plus new TIF district * Indiana retail minutes away.

9041 S Muskegon Avenue, Chicago

$255,000
9 Beds 3 Baths 12577024 MLS CLOSED Status
This expansive brick 2-flat offers versatile living across three fully finished levels. Entire home was recently rented for 3500+! The 1st floor and lower level duplex down unit level features 6 bedrooms, 2 full baths, full kitchen, large living room/dining combo and an enclosed front patio room. New vinyl tile flooring throughout 1st floor and lower level. The finished basement includes a rec room, a kitchenette, a full bath, and laundry/utility room with 2 furnaces and 2 water heaters. The basement also has its own rear exit to the backyard. The 2nd floor unit is currently rented for 1500 per mo. It has 2 separate entrance and has 3 spacious bedrooms, 1 bath, and a kitchen and living/dining combo. Set on a extra-wide corner lot, the property includes a 2.5-car garage, for parking and extra storage space and a great side yard. Whether you are a household seeking room to grow or an investor looking for a high-potential income property, this home delivers. Set right at the corner of Bennett Ave and South Chicago the transportation is excellent! 5 minute bus ride to 75th street METRA and Aldi. The home is move-in ready. Schedule your tour today and seize this unique opportunity!

8151 S Bennett Avenue, Chicago

$395,000
5 Beds 3 Baths 12569895 MLS CLOSED Status
Great opportunity to own a solid brick 2-flat in the South Chicago area, offering excellent space and income potential. The first-floor unit features 2 bedrooms 1 full bathroom on the main level with additional living space in the basement, including a 3rd bedroom, half bath, laundry area, utility room, and ample storage, providing flexible living arrangements. The second-floor unit offers 2 bedrooms and a full bath, with a comfortable and functional layout. Each unit includes a spacious living room and kitchen/dining, with separate utilities for added convenience. The property also features a detached 2-car garage. Conveniently located near public transportation, schools, parks, shopping, and local amenities. Ideal for owner-occupants or investors seeking rental income potential. Schedule your showing today!

8121 S Commercial Avenue, Chicago

$509,000
6 Beds 3 Baths 12539763 MLS CLOSED Status
Stunning, fully rehabbed vintage yellow-brick two-flat on an oversized double lot in sought-after South Shore. This is the rare investment/home that offers true peace of mind; completely renovated from top to bottom with City of Chicago permits, including all-new plumbing, separate mechanicals, new electric, insulation, roof, basement concrete, tuckpointing, windows, walls, flooring, and more. Inside, classic style meets modern comfort: Shaker cabinetry, quartz countertops, stainless-steel LG appliances, beautiful new oak floors, feature-wall energy-efficient fireplaces, and spa-like baths with a freestanding soaking tub in the duplex. Both units are fully applianced and truly move-in ready. Just as impressive behind the walls and outside: separate utilities, new low-E windows throughout, an interior rear stair for easy maintenance, a two-car garage plus a three-car secure parking pad, and a large, fenced, private yard-perfect for entertaining, relaxing, or future possibilities. Designed for flexible living and income, either unit works beautifully for an owner-occupant. Choose the beautiful upper 2-bed/1-bath with generous living spaces, or the expansive first-floor duplex with 4 bedrooms and 2 baths. Live in one and rent the other, or explore a mix of long-term and shorter-term rental strategies. Ideally located with quick access to Lake Shore Drive, Jeffrey CTA, Metra, the University of Chicago, the future Obama Presidential Center, and a growing collection of neighborhood shops and eateries. A rare opportunity to own a fully rehabbed two-unit vintage property with flexibility, income potential, and exceptional quality. Schedule your private showing today to see how well this property fits your lifestyle and investment goals.

8207 S Clyde Avenue, Chicago

$159,000
7 Beds 3 Baths 12526857 MLS CLOSED Status
Excellent investment opportunity on a great block! This large brick 2-flat features spacious 3-bedroom units and a solid brick 2-car garage. The building offers strong upside potential for value-add investors. The finished basement-complete with front and rear exits, high ceilings and full bath-has deteriorated but provides a prime opportunity to restore and potentially convert into an income-producing 3rd unit (buyer to verify zoning/use). With the right vision and rehab, this property can deliver significant cash-flow and long-term equity growth. Property is V.A. owned & sold in "as is/where is" condition. Seller will make no repairs. Property was built prior to 1978 and lead based paint may potentially exist. This property may qualify for Seller Financing (Vendee). Due to condition, the property may have health/safety risk(s). Prior to entry / access, all parties must sign a Hold Harmless Agreement, and the property may only be shown by appointment.

8240 S Clyde Avenue, Chicago

$315,000
4 Beds 2 Baths 12472796 MLS CLOSED Status
Beautifully updated 2-flat in South Chicago, perfect as a turnkey investment property or for an owner-occupant seeking cash flow. Each unit has been refreshed with refinished hardwood floors, fully remodeled bathrooms, and brand new kitchens featuring quartz countertops, soft close cabinets, stylish backsplash, and stainless steel appliances. The first floor includes a versatile bonus room, while the second floor offers ample storage in the entryway and the possibility to duplex up. An open basement provides even more storage space along with a brand new washer and dryer, and a freshly landscaped lawn adds to the curb appeal. The 2 flat includes new plumbing and a new roof! Conveniently located near Calumet Park, Lake Michigan, schools, shopping, and public transit, this property combines modern updates, thoughtful extras, and excellent rental potential.

8645 S Essex Avenue, Chicago

$520,000
9 Beds 3 Baths 12353007 MLS CLOSED Status
This fully renovated legal 2-flat, with a bonus 3rd unit in the garden apartment, is an incredible investment and living opportunity in the South Chicago neighborhood. Completely rehabbed in 2022, this building features three spacious 3-bedroom, 1-bath units, each with brand-new stainless steel appliances. The garden unit is perfect for an owner's suite, offering comfortable living with the added bonus of being vacant at closing for immediate occupancy. Unit 1 also includes a washer and dryer, while the second-floor unit offers potential for future expansion, with an unfinished attic that could be duplexed up to add more bedrooms and bathrooms for increased rental income. The building is currently generating $3,200 per month with excellent tenants who take great care of their apartments and pay rent on time. This is an ideal house hacking opportunity, as the revenue from the tenants helps cover a significant portion of the owner's living expenses. The property is professionally managed, well-maintained, and turn-key, making it a fantastic addition to any investor's portfolio. Situated just blocks from Rainbow Beach Park, with the new bike trail and the South Side Quantum Computing Campus nearby, this location is poised for future growth. Whether you're looking to live in the garden unit or expand the second-floor unit for additional rental income, this property offers both immediate comfort and long-term potential in a thriving South Chicago neighborhood.

3048 E 80Th 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.