Refine Search
Sort by
$467,900
6 Beds 2 Baths 12729964 MLS ACTIVE Status
Beautifully renovated brick 2-flat offering the perfect combination of classic Chicago character and modern construction. This full gut rehab was taken down to the studs and completely rebuilt, featuring new framing, insulation, plumbing, electrical, HVAC, and a new roof. Each spacious unit offers 3 bedrooms and 1 full bathroom with thoughtfully designed modern finishes throughout. The kitchens feature stylish cabinetry, countertops, and fixtures, while the updated bathrooms provide a clean, contemporary feel. A major bonus for both owners and tenants is in-unit laundry in each apartment-an increasingly desirable feature that adds significant rental appeal. The property also includes a detached 2-car garage, providing valuable off-street parking and additional convenience. Completely rehabbed and turnkey, with the major systems and finishes already completed, making this an excellent opportunity for an investor or owner-occupant looking for a low-maintenance, fully renovated 2-flat.

8151 S Ada Street, Chicago

$1,400,000
6 Beds 3 Baths 12731167 MLS CONTINGENT Status
Stunning and well-maintained two-flat in the heart of the Southport Corridor/ Blaine School. The owner's duplex-up spans the second and third floors with four bedrooms, two updated baths, and two bedrooms on each level. The bright main floor features a generous living room with high ceilings and a sunny kitchen with an island, gas cooking, and newer appliances. Two private decks and exclusive use of the beautifully landscaped backyard with paver patio provide exceptional outdoor space. The first-floor two-bedroom, one-bath apartment offers central heat and air, a private rear deck, basement storage, and free laundry. Two-car garage. Set on a tree-lined, community-focused block just steps from Southport Avenue, the Brown Line, shops, restaurants, Blaine, and an easy walk to Wrigley Field.

3719 N Janssen Avenue, Chicago

$875,000
9 Beds 6 Baths 12731684 MLS ACTIVE Status
You can stop looking Now! Here is your chance to purchase a new construction 3- unit building on Warren Blvd. and this one-way street takes you directly Downtown! This building was designed for investors and owner-occupants looking to house hack. This building features three spacious 3-bedroom, 2-bath residences, providing a total of 9 bedrooms and 6 bathrooms. Enjoy the flexibility to occupy one unit while generating rental income from the other two units or add a low-maintenance multifamily asset to your investment portfolio. Each unit offers an open-concept layout, modern kitchen with custom cabinetry, quartz countertops, stainless steel appliances and tile backsplash, along with a primary suite, in-unit laundry and private outdoor space. Each unit provide separate utilities for convenience for property management. The fully fenced property includes three dedicated rear parking spaces with EV charging capability. Ideally positioned near I-290, public transportation, the West Loop and Downtown Chicago, this newly constructed 3-unit combines modern finishes, multiple income-producing units and long-term investment potential. East Garfield is the new Garden District and is changing right before our eyes with this new infrastructure you will enjoy beautiful parks, gardens and an incredible skyline.

3031 W Warren Boulevard, Chicago

$950,000
8 Beds 4 Baths 12731559 MLS ACTIVE Status
Attention, attention! This solid brick 4-unit building offers an excellent owner-occupant or investment opportunity. Each unit has its own boiler, with tenants responsible for their individual heating costs. All four units have been updated and feature in-unit washers and dryers. Water hater, furnace and roof are newer. Two bathrooms have been renovated, The property has been exceptionally well cared for and the full unfinished basement provides potential for additional storage or future expansion, subject to applicable approvals. The property also includes three rear parking spaces. One unit is currently vacant (listed for rent) and has been fully rehabbed, making it ideal for an owner-occupant to move right in. With rental from the other three units, an owner-occupant has the potential to significantly or potentially cover-their mortgage and living expenses.

4112 W Wellington Avenue, Chicago

$365,000
3 Beds 2 Baths 12731933 MLS RE-ACTIVATED Status
Don't miss this incredible opportunity to own a pristine, fully renovated 2-flat located in the heart of Chicago's South Side. Perfect for both investors and owner-occupants, this meticulously maintained property blends modern finishes with functional design, offering strong rental potential and long-term value. Each spacious unit boasts an open-concept living and dining area, ideal for entertaining or comfortable day-to-day living. Featuring 2 generously sized bedrooms and a private den, these layouts provide flexible space perfect for a home office, guest room, or walk in closet. The chef's kitchen is a standout, complete with custom shaker cabinets, tiled backsplash, stainless steel appliances, and ample counter space. Luxury vinyl plank flooring, designer lighting fixtures, and fresh modern paint tones flow throughout each unit, creating a sleek and contemporary living environment. The basement houses a shared laundry area and presents an exciting opportunity for added income - easily outfitted with coin-operated machines or finished to create additional living space. With nothing left to do but collect rent every month while perfectly positioned to house hack. This is the perfect opportunity to secure a hassle-free investment in a rapidly developing area. Schedule your showing today!

10560 S Lafayette Avenue, Chicago

$499,900
7 Beds 3 Baths 12731749 MLS CONTINGENT Status
Why pay a full mortgage when tenants can cover it? Turnkey East Woodlawn 2-flat with massive income potential. Unit 1: 4BD/2BA duplex with 2 living areas, stainless steel appliances, and in-unit laundry/storage. King-sized beds fit easily, making it ideal for short-term rentals, house hacking, or related living. Unit 2: Bright 3BD/1BA with L-shaped kitchen, in-unit W/D, and a primary bedroom that fits a king. Bonus: The lower level offers flexibility as a plug-and-play short-term rental crash pad or can be converted into a future standalone unit with already existing private entrances. The building has separate utilities, a rear deck for each unit, a yard, and a gorgeous all-masonry 2-car brick garage. Location is a dream. You are minutes from the University of Chicago, Lake Michigan beaches & trails, and within walking distance of public transit - including the Green Line to downtown and all the dining and shopping districts we love in Hyde Park. Driven by $500M+ at the Obama Presidential Center and UofC expansion, Woodlawn home values have outpaced city averages by 12%. 4-bed short-term rentals average $325+/night nearby. Live in one, rent the rest, or collect multiple checks from day one.

6520 S Ellis Avenue, Chicago

$999,950
9 Beds 6 Baths 12723096 MLS ACTIVE Status
Discover this fully stabilized, newer-construction three-flat in the heart of Bronzeville; an exceptional turnkey investment opportunity. Each spacious unit offers 3 bedrooms and 2 bathrooms with in-unit laundry, stainless steel appliances, quartz countertops, modern cabinetry, designer finishes, and a private primary suite with an en-suite bathroom. Rear balconies overlooking the backyard provide additional outdoor living space for tenants. Ideal for investors or a 1031 exchange, this income-producing property offers a current rent roll of $7,100 per month / $85,200 annually, providing strong rental income in one of Chicago's fastest-growing neighborhoods. Financials available upon request. Perfectly positioned in a high-demand location, the property is just minutes from the South Loop and Downtown Chicago, with convenient access to the CTA Green and Red Lines, Metra, Lake Shore Drive, and the Dan Ryan Expressway. Mariano's, neighborhood parks, schools, churches, and local dining are all within easy reach, making this an attractive location for tenants and an excellent long-term investment.

4053 S Prairie Avenue, Chicago

$264,999
4 Beds 2 Baths 12731519 MLS CONTINGENT Status
West Pullman!! 2 unit building on extra long 50x163 double lot! 2 PINS! zoned B3-1 for lots of options .Meticulously maintained/upgraded by long time owner. Updated with Freshly painted porch , Central AC, Drywall, nice sized kitchen and bath. 1st floor has 3 beds(3rd can be den) , 1 bth, Pergo floors, large pantry, back porch area.2nd floor has 2 beds ( 1 extra long) ,1 bath and pergo floors. Both units have wood cabs, Refridgerator/ Stove. Laundry hook up on porch in utility room. crawl space and short attice for easy plumbing changes!Owner has upgraded electricity and circuit breakers ,vynil windows, drywall,insulation, windows, 1st floor joist ,siding, porches and more in his years of owning. This was rented for years, owner is retiring from property management.Unots are vacant so new buyers can occupy, rent or both. Rental rate is apx $1600-$1800 for 3 bd, and $1200-$1300 for 2 bd. area on side to bbq. there is access from an alley to park and/or build garage,etc.Possibility for commercial use, would make a great garden center,contractor storage,retail with outdoor!

11710-11712 S Halsted Street, Chicago

$549,000
6 Beds 2 Baths 12726268 MLS CONTINGENT Status
Calling all house hackers and investors! Welcome to this thoughtfully reinmagined historic greystone multi family building in West Garfield Park. Each unit has 3 generously sized bedrooms, a full bathroom redone with modern finishes and tilework, luxury vinyl flooring, separate living and dining rooms, brand new kitchen with shaker cabinetry, quartz countertops, beautifully tiled backsplash and new stainless steel appliances to finish the look. Fully renovated basement features an in-law suite with additional bedrooms, full bathroom, perfect for extended family or guests. Each unit has been equipped with individual washer/dryer hookups, separate tankless hot water heaters, new heating and cooling systems, and each units have their own separate utilities. A brand new back porch leads to a minimal maintenance back yard and a 2 car detached garage off the alley. Seller has thought of everything you could need. Nothing to do but move in and start renting! Call & schedule your showing today!

4330 W Wilcox Street, Chicago

$660,000
9 Beds 6 Baths 12730908 MLS CONTINGENT Status
Exceptional investment opportunity! This fully legal 3-unit multifamily building features 3-bedroom,2 full bathroom units, each thoughtfully designed for comfortable living. Every unit offers a generous layout with private full kitchens, in-unit laundry hookups, and ample natural light throughout. Each unit is individually metered with separate gas and electric meters, ensuring straightforward tenant billing and maximum income potential. With 2 full bathrooms per unit, this property is perfect for shared living arrangements, ideal for rental income. Property includes an off-street parking available in the back and a drive way. Whether you're a savvy investor looking to expand your portfolio or a buyer interested in owner-occupying one unit while generating rental income from the others, this property offers exceptional flexibility and long-term upside. Conveniently located near Midway Airport, Stevenson X-way, and CTA Orange Line. Recent upgrades include a 2022 roof replacement, new A/C units in 2011, new back wood fence and newer concrete gangway, new carpet, new boilers and new appliances. Act now for a solid investment!

4407 W 53Rd Street, Chicago

$575,000
12 Beds 4 Baths 12731019 MLS PRICE CHANGE Status
We just installed a brand new roof and re-built the parapet! Turnkey 4-unit brick greystone, fully gutted and rebuilt in 2020, offering four spacious 3-bedroom /1-bath units (12 bedrooms total) plus a finished walkout garden level and two exterior parking spaces. Steps from Douglass Park and the Pink Line, and minutes to the Illinois Medical District, the West Loop, and I-290 - a location drawing steady renter demand and sustained investor interest along the revitalizing Ogden corridor. Each unit was rebuilt with modern kitchens, updated baths, and separate mechanicals, positioning the building for immediate lease-up at current market rents. Comparable renovated 3-bedroom units in North Lawndale are leasing in the $1,500-$1,800 range, giving a new owner a clear path to strong, stabilized cash flow with value-add upside on any below-market unit. Tax advantage: The 2025 assessment was successfully appealed at the Cook County Board of Review, reducing the assessed value from 50,400 to 40,174 - roughly a 20 pct reduction and an estimated annual savings of about $2,000. Post-appeal real estate taxes are projected in the ~$7,600-$8,100 range, materially lowering carrying costs and directly improving NOI for an income-focused buyer. Ideal for an investor seeking stabilized West Side cash flow or an owner-occupant house-hacker. As a 4-unit, the building qualifies for the Fannie Mae 5 pct-down owner-occupant program (2-4 units), which - unlike FHA - does not require the property to pass the self-sufficiency (net rental income) test, widening the buyer pool. Financing eligibility subject to buyer qualification. Offering memorandum with rent roll and expense detail available on request.

1307 S Kedzie Avenue, Chicago

$699,000
5 Beds 4 Baths 12728227 MLS CONTINGENT Status
Welcome to this beautifully renovated brick two-flat in East Garfield Park, offering a versatile layout, modern updates, and excellent income potential. The spacious first-floor residence duplexes to the lower level and features 3 bedrooms and 3 full baths, including a main-level primary bedroom. An open-concept living, dining, and kitchen area with high ceilings and a large island creates an inviting space for everyday living and entertaining. Additional features include Wi-Fi enabled surround sound and cameras, a dedicated laundry area, generous storage, and access to the rear deck and fenced yard. The second-floor unit is vacant, move-in ready, and provides an excellent opportunity for additional rental income, extended family, or flexible living arrangements. This unit offers 2 bedrooms plus a den, a formal dining room, spacious island kitchen, in-unit laundry, and rear deck access. The expansive fenced yard provides a private outdoor retreat, complemented by a 2-car garage with a party/yard door. Major improvements include new parapet walls and a complete tear-off rubber roof completed in August 2025. Renovation work was completed with plans and permits. Conveniently located approximately a 4-minute walk from the California Green Line entrance, with easy access to I-290 and surrounding neighborhoods. A move-in-ready multi-unit property offering flexibility for an owner occupant or investor.

2825 W Walnut Street, Chicago

$589,000
6 Beds 3 Baths 12730174 MLS CONTINGENT Status
FULLY REMODELED TWO-UNIT BRICK BUILDING WITH A COMPLETELY FINISHED BASEMENT, FEATURING CUSTOM DESIGNED KITCHENS WITH WHITE SHAKER CABINETS, QUARTZ COUNTERTOPS, MATTE BLACK FINISHES, AND ALL STAINLESS-STEEL APPLIANCES. LUXURY CUSTOM BUILT BATHROOMS, BEAUTIFUL HARDWOOD FLOORS, AND ALL NEW THERMOPANE WINDOWS THROUGHOUT. BRAND NEW HVAC (FURNACES & AIR CONDITIONING), ARCHITECTURAL ROOFS ON BOTH THE HOUSE AND GARAGE, NEW HOT WATER TANKS, NEW GARAGE OVERHEAD DOOR WITH OPENER & TRANSMITTERS, PLUS ALL NEW INTERIOR AND EXTERIOR DOORS AND UPDATED ELECTRICAL PANELS. THE FULLY FINISHED BASEMENT INCLUDES WATERPROOF LUXURY VINYL PLANK FLOORING, A SPACIOUS FAMILY ROOM, ONE BEDROOM, A MODERN BATHROOM, AND A LAUNDRY ROOM. PROPERTY FEATURES OVERHEAD SEWERS, SUMP PUMP, AND A NEW 6' CEDAR PRIVACY FENCE WITH SECURITY GATES. WALKING DISTANCE TO THE CTA ORANGE LINE FOR EASY ACCESS TO DOWNTOWN, CLOSE TO I55, ARCHER AVENUE, PULASKI ROAD, AND MULTIPLE PUBLIC TRANSPORTATION OPTIONS. NEARBY INTERNATIONAL BACCALAUREATE (IB) CURIE HIGH SCHOOL.

5244 S Tripp Avenue, Chicago

$1,099,000
9 Beds 6 Baths 12730632 MLS ACTIVE Status
Magazine Caliber Simply Stunning, Massive Expansive footprint, with 3 car garage New Construction 3 flat all 3 bedroom 2 baths set on over sized 152 deep lot. Exceptional, Elegant, Intelligent Design, Professional Fully Appointed Kitchen Cabinetry, Integrated Appliances, Quartz Island Full Back splash, Fireplace with Custom Mill Work and indirect Lighting, Mud Rooms, Wide Plank Engineered Flooring, Accent Wall Cohesive Design offering relief from ordinary, sequestered primary suite, lifestyles primary bathroom offer Opulent over sized Shower w/ Frame less Glass, & Custom Mirrors and designer plumbing fixtures. Professional closet organizers throughout, 3 car Garage. Urban Intimacy w/ Hyper Convenience Experience excellence. Veteran developers of 25 + years, 1 year warranty included. Hyper Convenient, AAA Trophy Piece Perfect Turn key, Owner Occupied, Investor or 1031.This is exceptional property and location. IMMEDIATE Delivery. Pictures are from actual project. Projected Monthly $8950/ $105,000 Annual/7.5 CAP Move in ready

4841 S Prairie Avenue, Chicago

$630,000
14 Beds 4 Baths 12730060 MLS ACTIVE Status
Exceptional investment opportunity at 720 W. 61st Street, Chicago, IL! This massive, fully renovated 4-unit building sits on a double lot on a quiet residential block and offers outstanding income potential for both investors and owner-occupants. The property features three spacious 4-bedroom units and one 2-bedroom garden apartment, providing highly desirable layouts with excellent rental appeal. Each unit has been thoughtfully renovated with new kitchen cabinets, stainless steel appliances, updated light fixtures, modern bathroom vanities, new flooring, beautifully refinished hardwood floors, and new interior doors. Significant capital improvements include two new hot water tanks, a recently serviced roof, new carpeting throughout the common areas, and a professionally waterproofed and freshly painted basement. The building has been well maintained and requires only minor TLC in portions of the common areas along with some tuckpointing. The rear porch has existing city violations that are not safety-related but will need to be brought into code compliance. Conveniently located near public transportation, schools, parks, shopping, and major expressways, this property offers the perfect combination of location, space, and value. With its extensive renovations, oversized units, double lot, and strong cash flow potential, 720 W. 61st Street presents a rare opportunity to own a turnkey multi-family investment in one of Chicago's established neighborhoods.

720 W 61St Street, Chicago

$485,000
5 Beds 3 Baths 12730197 MLS CONTINGENT Status
Welcome home! Completely rebuilt in 2025-2026 and now ready for new occupants. Everything is new - from the basement foundation, walls, plumbing, electrical, roof, windows, flooring, bathrooms, kitchen, porch, and parking. You will love Unit 1 with its tall ceilings - open, spacious, and filled with natural light. The new kitchen is bright and open to the living/dining area and features beautiful white cabinets, stone countertops, a bay window, and a peninsula that offers extra seating for the whole family. Stainless steel appliances complete the modern look. The main floor also includes a full bathroom, one bedroom, and a utility room with washer/dryer hookup. The second floor features two spacious bedrooms and another full bathroom. Unit 2 offers two bedrooms, one full bath, a utility room with washer/dryer hookup, and a nice open kitchen connected to the living area. Enjoy the private backyard with a new deck, grassy area, iron back gate, and concrete parking for two cars. Schedule your showing today!

4532 W Maypole 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.