Refine Search
Sort by
$259,900
6 Beds 3 Baths 12722361 MLS NEW Status
Great Value-Add Investment Opportunity - Legal 3-Unit Building Excellent opportunity for investors or rehabbers looking to add value. This legal 3-unit building offers strong income potential and is being sold with two long-term tenants in place. Current rents are well below market value, providing excellent upside potential. One tenant has occupied the property for over 30 years, and the other for over 10 years. The vacant garden/basement with a newer furnace (2024) is ready for updating before occupancy. Each apartment features 2 bedrooms plus a versatile bonus room that can be used as a home office, pantry, or additional storage. This property includes an enclosed rear porch. Additional features include an unfinished attic with potential for future use (subject to city approvals), a detached garage, and a spacious backyard. The building is in need of updating throughout and offers an excellent opportunity for renovation and increased value. Property is being sold AS IS. Listing agent related to seller. Schedule your tour today!

4811 S Elizabeth Street, Chicago

$799,000
9 Beds 6 Baths 12726134 MLS NEW Status
Welcome to your New Home and/or Investment! A rare opportunity to own a meticulously maintained, All Brick Income-Generating 3-unit property in a highly desirable Elmwood Park location. Located on a HUGE double lot, this gorgeous building offers plenty of space both inside & out that will comfortably cover all of your living needs. ALL units boast a spacious & open floor plan spanning over 1,400 sq. ft in living space for each unit. 2 of the 3 units offer a very clean, updated & spacious 3-bedroom/2-bathroom layout lined with bamboo floors with the Top unit boasting GRANITE counters & updated cabinets with the garden unit boasting a very similar & spacious 3 bedroom / 1.5 bath floor plan. Each unit boasts separate GAS & Electric meters, allowing tenants to cover their own utilities. All units are equipped with independent HVAC systems for added convenience and efficiency. Enjoy the comforts of a Huge Backyard perfect for all occupants. The building also has a 2-car garage & 3 additional parking spaces in the back. With Very strong rental potential and thoughtful improvements already in place, this versatile property is perfect for investors looking to expand their portfolio or owner-occupants seeking the option to live in one unit while renting out the other.

Elmwood Park

$950,000
5 Beds 3 Baths 12726263 MLS NEW Status
Wonderful fully rented three-flat in highly sought-after West Bucktown, offering immediate income with significant upside potential. Current rents are below market, providing an excellent opportunity for increased cash flow and future value growth. Ideally located just steps from the 606 Trail and within walking distance of the CTA Western Blue Line, with convenient access to I-90/94, this property is positioned in one of Chicago's most desirable rental markets. The building has been well maintained and features numerous updates throughout. Each unit is separately metered and equipped with its own gas-forced air furnace, central air conditioning, and water heater. All units include granite countertops, refrigerator, oven/range, dishwasher, and microwave. Units 1 and 2 feature hardwood flooring, while the garden unit offers durable epoxy floors. Additional income is generated by the detached two-car brick garage, currently leased separately for $350 per month. Residents also enjoy front and rear outdoor spaces, along with on-site Speed Queen commercial laundry featuring a convenient cashless mobile payment system. A turnkey investment opportunity in a premier Chicago neighborhood with strong rental demand and excellent long-term appreciation potential.

1851 N Fairfield Avenue, Chicago

$899,000
8 Beds 4 Baths 12726220 MLS NEW Status
Gut-rehabbed 3-unit on an extra large lot consisting of a high-rent layout 5BR/3BA duplex, a 3BR/2BA duplex, and a 3rd in-law unit designed as a stunning garage studio with a chef's kitchen, in-unit laundry, central AC and all the perks while still keeping space for 2 cars to park behind the garage. This building was the developers personal residence, featuring high-quality work throughout. Renovations include new electrical, plumbing, furnaces and central AC, kitchens, flooring, modern finishes, and in-unit laundry in every unit. Building is ready to bring in high rents. All units are vacant for an easy transaction. Capable of producing over $9000 a month fully rented. A rare steal under $900k for the rapidly growing Avondale neighborhood. Perfect for investors or house hackers. Property also has a large outdoor backyard space and brick pizza oven for hosting friends on those beautiful chicago summer nights!

2939 N Hamlin Avenue, Chicago

$425,000
9 Beds 3 Baths 12725599 MLS NEW Status
Triton Realty Group is pleased to present this well maintained legal 3-unit brick building, offering an exceptional opportunity for both investors and owner-occupants. Completely renovated in 2017, this turnkey property is delivered completely vacant, providing the flexibility to lease at current market rents or occupy one unit while generating income from the others. Each of the three spacious units features **3 bedrooms and 1 bathroom. ** The property is equipped with individual gas forced-air furnaces and separately metered utilities, allowing for efficient management and lower operating costs. Whether you're an investor seeking a value-add opportunity through lease-up or an owner-occupant looking to off-set your mortgage with rental income, this property offers outstanding versatility and long-term potential. All offers are due by the end of the business day on Monday, August 10. Don't miss this rare opportunity to acquire a fully renovated, vacant 3-unit building ready for its next owner.

1516 S Kildare Avenue, Chicago

$450,000
9 Beds 3 Baths 12726116 MLS NEW Status
Whether you're looking to grow your investment portfolio or live in one unit while generating rental income from the others, this well-maintained three-unit building is an opportunity you won't want to miss. Each spacious unit features 3 bedrooms, 1 bathroom, a large outdoor space, and functional layouts designed for comfortable living. Unit 2 is vacant and move-in ready, making it ideal for an owner-occupant or for leasing at current market rents. Unit 1 is leased through January 2027, and Unit 3 is leased through August 2027, providing immediate rental income with established tenants already in place. Built in 2007, this newer construction multi-family property offers many of the benefits buyers appreciate, including more modern systems and finishes than many of Chicago's older multi-unit buildings. The property has been well maintained, allowing the next owner to focus less on major updates and more on enjoying the investment. Conveniently located near shopping, restaurants, parks, schools, public transportation, major roadways, and the Obama Presidential Library, commuting throughout the city is simple while everyday amenities remain just minutes away. Whether you're house hacking, expanding your rental portfolio, or looking for a turnkey investment with income already in place, 7955 S. Manistee Ave. checks all the boxes. All that's missing is YOU!

7955 S Manistee Avenue, Chicago

$749,000
7 Beds 3 Baths 12713816 MLS NEW Status
Rare opportunity to own a fully renovated, income-producing 2-flat in the heart of Jefferson Park! Offering more than 3,000 square feet of living space and impressive rental income, this turnkey property is ideal for investors or owner-occupants looking to supplement housing costs with rental income. Unit 1 is currently rented for $3,200/month, while the beautifully remodeled second-floor unit offers projected rental potential of approximately $2,900/month, bringing total pro forma rental income to approximately $6,100/month or $73,200 annually. Each unit features three bedrooms, one full bath, abundant natural light, and separate utilities including Central Air. The first-floor unit offers hardwood floors, a generous living and dining space, and a spacious kitchen with white cabinetry, stainless steel appliances, granite countertops, and an oversized island with seating for four. The second-floor unit was remodeled just this year and features luxury vinyl flooring, a gorgeous new kitchen with white cabinetry, quartz countertops and new stainless steel appliances, plus its own in-unit washer and dryer and updated bathroom. Finally, the finished lower level with a washer / dryer, large family room, additional non-conforming bedroom and full bath provides exceptional additional living space. 3 floors and 3 bathrooms - one on each level! Major property improvements include a newer roof, drain tile and sump pump. Outside, enjoy a fully paved, low-maintenance backyard, two-car garage, and additional parking pad. Conveniently located near the Jefferson Park Blue Line and Metra stations, I-90/94, O'Hare, schools, parks, shopping and restaurants. With substantial current and projected rental income, extensive recent improvements, separate utilities, and excellent long-term potential, this is a truly turnkey opportunity in one of Chicago's most desirable Northwest Side neighborhoods.

5351 W Foster Avenue, Chicago

$575,000
11 Beds 3 Baths 12674280 MLS NEW Status
Stop renting and start owning - while tenants help alleviate your mortgage. This solid 3-unit property offers a rare opportunity to become a homeowner and investor at the same time. Featuring a total of 11 bedrooms and 3 full bathrooms, the spacious layouts provide comfort, privacy, and flexibility for today's lifestyle. Live in one unit and rent out the others to significantly reduce your monthly housing cost, making homeownership more achievable than ever. Whether you need space for family, guests, or a home office, this property allows you to create a home while building long-term wealth. Located on S Drake Ave in Chicago, you'll enjoy convenient access to public transportation, schools, parks, and everyday amenities. This is an ideal opportunity for first-time buyers, FHA buyers, or anyone ready to trade rent payments for equity. Why rent to someone else's when you can own a property that works for you? Build equity, generate income, and secure your future - all in one move

1510 S Drake Avenue, Chicago

$559,999
5 Beds 4 Baths 12719400 MLS NEW Status
Exceptional opportunity to own a well-maintained legal two-unit brick building in a desirable Northwest Chicago location! This versatile, income-producing property features spacious living areas, a finished basement with an in-law living arrangement, a detached 2-car garage, and an additional gated parking pad offering ample off-street parking. Current rents are below market value, presenting an excellent opportunity for increased cash flow and long-term appreciation. Ideally situated near parks, schools, shopping, grocery stores, and a variety of local restaurants, this property also offers convenient access to public transportation, major expressways, and nearby neighborhoods such as Portage Park and Belmont Cragin. Whether you're looking to expand your investment portfolio or occupy the property while generating rental income, this is a fantastic opportunity in a well-established community with strong rental demand. As-is.

5137 W Oakdale Avenue, Chicago

$265,000
6 Beds 2 Baths 12725293 MLS NEW Status
Amazing Investor's Opportunity! Don't miss this incredible opportunity to own a legal all-brick two-unit building in a rapidly growing area just minutes from the future Obama Center. Each spacious unit offers approximately 1,500 square feet with 3 bedrooms and 1 full bath, providing an excellent layout for both owner-occupants and investors. With strong income potential and endless possibilities to renovate, update, or expand your portfolio, this property is ready for your vision. Conveniently located near public transportation, parks, shopping, dining, and major expressways. Opportunities like this don't come around often schedule your showing today and unlock the potential of this exceptional investment property! AS-IS

6646 S Minerva Avenue, Chicago

$360,000
8 Beds 4 Baths 12725828 MLS NEW Status
Great opportunity in desirable Elmwood Park! The property currently features a two-unit building. According to the Village of Elmwood Park, the front building may be renovated and maintained as a two-unit property or converted into a single-family residence. The building includes a full basement, a three-bedroom unit on the main level, and a one-bedroom unit on the second floor. Per the Village of Elmwood Park, the coach house will be demolished prior to closing. Additional features include an oversized yard and a side driveway for off-street parking. Conveniently located near shopping, dining, schools, parks, the community pool, library, public transportation, expressways, and Metra. Property is being sold as-is.

2840 N 74Th Court, Elmwood Park

$565,000
5 Beds 3 Baths 12725191 MLS ACTIVE Status
Welcome to 3623 S. Emerald Avenue - a beautifully updated brick two-flat in the heart of Bridgeport, showcasing a classic Chicago facade, bold yellow entry doors, and bright, modern interiors throughout. Thoughtfully renovated, this property is ideal for investors and owner-occupants alike, offering style, comfort, and income potential in one of the city's most walkable historic neighborhoods. Each of the two units offers a smart, modern layout with tall ceilings, hardwood floors, and oversized windows that fill the space with natural light. Kitchens are appointed with rich espresso cabinetry, granite countertops, and stainless steel appliances, while updated bathrooms feature contemporary finishes, sleek vanities, and walk-in showers for true turnkey appeal. Both units include central air conditioning for year-round comfort. The finished lower level adds valuable living space, including a flex room and full bathroom - perfect for a home office, guest suite, or recreation room. A shared laundry area adds everyday convenience, and a 2-car exterior parking pad provides rare off-street parking in the city. Located in one of Chicago's most vibrant and historic neighborhoods, you'll enjoy exceptional walkability to local dining, coffee shops, parks, and community hotspots. Stroll to Armour Square Park, catch a game at Guaranteed Rate Field, or hop on nearby CTA buses and the Sox-35th Red Line stop for an easy commute. Quick access to I-90/94 and I-55 makes getting around the city seamless. Whether you're looking to live in one unit and rent the other or expand your investment portfolio, 3623 S. Emerald Avenue delivers the perfect blend of location, character, and opportunity.

3623 S Emerald Avenue, Chicago

$520,000
5 Beds 3 Baths 12724671 MLS ACTIVE Status
Fantastic investment opportunity in Belmont Cragin! This well-maintained two flat offers spacious, light filled units with functional floor plans designed for comfortable living. Each unit features generous living spaces, comfortable bedrooms, updated kitchens and bathrooms, and the added convenience of separate utilities. Both units are equipped with central air conditioning, providing year round comfort for occupants. The finished attic is set up as an in-law arrangement, offering additional living space that can accommodate extended family or other flexible living needs. Whether you're looking to generate rental income while living in one unit or expand your real estate investment portfolio, this property offers exceptional potential. Ideally located near parks, schools, shopping, restaurants, public transportation, and major expressways. Don't miss your chance to make this exceptional property yours!

2426 N Lotus Avenue, Chicago

$1,225,000
9 Beds 6 Baths 12725597 MLS ACTIVE Status
Welcome to the Calumet Collection, Magical Storybook Street Setting, Magazine Caliber, Simply Spectacular. Expansive footprint New Construction 3 flat all 3 bedroom 2 baths Exceptional Elegance, Intelligent Design, Floor to Ceiling Windows, Professional Fully Appointed Slim Line Sleek Kitchen Cabinetry, Under Cabinet Lighting, Integrated Stainless Steel Appliances, Quartz Island Full Back Splash & Waterfall Edge. Custom Mill Work, Wet and Dry Bars, Premium Wide Plank White Oak Hardwood Floors, Acoustic Panel Feature Wall with Media Console, Cohesive Design offering relief from ordinary, sequestered primary suite, lifestyles primary bathroom offer Opulent oversized Shower w/ Frameless Glass, Double Vanity, Custom Mirrors & Niches paired with designer plumbing fixtures. Professional closet organizers throughout. Unit 3 features interior Floating Staircase to Loft Bonus room with Wet Bar and Cantilevered Roof Deck equipped with gas, water, power completed in composite with option to expand offers Sensational City Views plus Additional Front Glass Terraces, rear patio and 3 Car Covered Carport Urban Intimacy w/ Hyper Convenience Experience excellence. Hands on Veteran developer includes 1 year builder warranty. Hyper Convenient, AAA Trophy Piece Perfect Turnkey, Owner Occupied, Investor or 1031. This is part of a 3 building series. This is exceptional property and location. IMMEDIATE Delivery. Pictures are from actual project. Projected Monthly $9650/ $115,800 Annual/ 7.8 CAP

4130 S Calumet Avenue, Chicago

$1,549,000
7 Beds 7 Baths 12725582 MLS ACTIVE Status
Newer Construction Passive Home 3 Unit building right on Harrison Park- Full Masonry Perfect Wall, All Electric energy-efficient and intelligently engineered for optimal living conditions. Three Bedroom/2.1 Bath Duplex, 2nd floor 2 bed/2 bath & Penthouse 2 bed/2 bath with interior stair to penthouse room and full finished rooftop deck. Excellent views of Harrison Park, the City and abundant natural light. Hardwood floors, Modern Kitchens designed for entertaining with Gray shaker cabinets with quartz countertops, island, full backsplash, and stainless-steel appliances. All bedrooms generously sized to accommodate king sized beds and the bathrooms are finished in Carrera porcelains and brushed nickel. Thoughtful storage and walk-in closets throughout. Rear deck system and washer/dryer in each unit. 3 car Outdoor secured parking. Amazing location, very short walk to the Pink Line and 18th Street with all its vibrancy; Thalia Hall, Canton Regio, Brew Brew PLUS Harrison Park with tennis courts, full gym, indoor swimming pool soccer pitch and all Pilsen has to offer! Builder built for himself and spared no expense- top floor will be vacant at close, perfect for owner-occupant! Grss Annual Income $124,740. NOI $96,555. 6.2 Cap Rate

1815 W 19Th Street, Chicago

$495,000
4 Beds 3 Baths 12721990 MLS ACTIVE Status
Calling on all investors and contractors! Incredible opportunity in the established community of Schorsch Village! Whether you are looking for a rock-solid investment property, a multi-generational living arrangement, or an ideal opportunity to live in one unit and let the tenants help with your mortgage, this property checks every box. Spacious 2- flat with a full basement is ready for your creative ideas. It needs work, but many high-ticket upgrades have already been done: New roof (complete tear-off), New gutters, brand-New copper plumbing paired with New PVC drain lines, all New high-efficiency windows, and a New enclosed porch. Upstairs unit features a recently added covered rooftop deck off the kitchen - enjoy your morning coffee or evening entertaining. The 1st-floor unit has 3 bedrooms, hardwood floor in both units, 3 full bathrooms (one on each floor), an oversized corner lot, and a 2-car garage. Excellent location, close to shopping, schools, parks, and public transportation - minutes to Shabbona park! Selling AS IS.

3259 N Neenah Avenue, Chicago

$850,000
5 Beds 2 Baths 12722368 MLS ACTIVE Status
Located in the heart of Avondale, this well-maintained corner brick 2-flat with a non-conforming garden unit offers exceptional flexibility for investors, owner-occupants, short-term rental opportunities, or a future single-family conversion. Just steps from neighborhood favorites, this prime location enjoys strong tenant demand and is situated on a beautiful, tree-lined block with easy access to the Blue Line and expressways. Filled with natural light, the spacious second-floor unit features three bedrooms and one bath, a refreshed kitchen with white shaker cabinetry and quartz countertops, and a thoughtful blend of hardwood flooring, wood-look tile, and luxury vinyl plank. Stylish window treatments and a private rear porch. The first-floor unit offers two bedrooms, an open-concept living and dining area, and an updated kitchen with white shaker cabinetry and quartz countertops. A charming rear porch extends the living space and has made this unit a guest favorite on Airbnb. The spacious non-conforming garden unit is beautifully finished with one bedroom, a breakfast bar, a large walk-in shower, and a built-in desk-Seller used as their personal in-town unit. All three units feature central heat and air conditioning, in-unit laundry, and updated finishes. Outside, enjoy a nicely landscaped backyard and an oversized detached contractor's garage with ample storage and workspace. With numerous improvements throughout, this turnkey property is a solid investment opportunity in one of Chicago's most sought-after neighborhoods and ready to generate income from day one. (Seller is a licensed Real Estate Broker in the State of Illinois and a Wisconsin REALTOR, but is not the listing agent.)

2857 W Fletcher Street, Chicago

$509,900
6 Beds 4 Baths 12725387 MLS ACTIVE Status
Solid brick two-unit building offering spacious layouts and timeless character. Each unit features large formal living and dining rooms, hardwood floors throughout, and three generously sized bedrooms. The first-floor unit includes 1.5 bathrooms, while the second-floor unit offers a full bathroom. The finished basement provides additional space, along with added flexibility for a variety of uses. A large rear parking pad offers convenient off-street parking. Conveniently located with easy access to neighborhood parks, schools, shopping, restaurants, and public transportation. Commuters will appreciate the proximity to major roadways, making travel throughout the city and surrounding areas convenient. This property presents an excellent opportunity. Some images in this listing have been virtually staged.

5535 N Christiana Avenue, Chicago

$599,900
5 Beds 5 Baths 12723960 MLS ACTIVE Status
Say hello to 1443 S. Trumbull, one of seven new construction two-flats coming to North Lawndale-where thoughtful design and elevated everyday living come together in a fresh, modern way. From the moment you arrive, the blend of brick and Hardie siding sets a strong, contemporary tone for what's inside. The home is designed around how people actually live-open, connected spaces, abundant natural light, and finishes that feel cohesive from room to room. Wide-plank LVT flooring runs throughout, paired with 5" baseboards and crown molding for an elevated aesthetic. The kitchen is the heart of it all-anchored by a striking black-and-white cabinetry contrast that brings a timeless, architectural edge. Quartz countertops, a large central island, custom cabinetry, and a full GE stainless steel appliance package come together to create a space built to be a conversation starter. From the kitchen, the space naturally opens into the family room-centered around a sleek fireplace and framed by expansive west-facing windows that draw in soft afternoon light. Built-in nooks are thoughtfully placed beside the windows, creating a quiet space to sit, reset, or simply take in the view. From here, the layout flows directly onto the rear deck. Upstairs, the primary suite is designed as a private escape. The spa-inspired bath features a walk-in glass shower with full-body sprayers, a dual vanity, and a freestanding soaking tub, paired with curated finishes from Kohler, Delta, and Signature Hardware. Two additional bedrooms and a second-floor laundry area complete the level with everyday practicality in mind. The garden unit adds incredible flexibility with 2 bedrooms, 2 full baths, and a private entrance-ideal guest or house-hacking opportunity: live comfortably in the main residence while offsetting your mortgage with income from the garden unit. A two-car garage and a spacious backyard round out the home, offering both convenience and room to enjoy. Located near Douglas Park and the Garfield Park Conservatory, with quick access to I-290, the CTA Green and Pink Lines, and just minutes from the West Loop and Downtown Chicago-this home places parks, culture, and city energy all within easy reach. MODEL HOME: 2435 W Congress Pkwy

1443 S Trumbull Avenue, Chicago

$540,000
5 Beds 3 Baths 12724812 MLS ACTIVE Status
Exceptional investment opportunity or perfect owner-occupant property in Chicago's sought-after Hermosa neighborhood! This property is a beautiful, sun-filled brick 2-flat in Chicago's desirable Hermosa neighborhood! This meticulously maintained property has been lovingly cared for by the same owner for over 40 years and truly reflects pride of ownership. The first-floor unit features 2 bedrooms and 1 bathroom, while the second-floor unit offers 3 bedrooms and 1 bathroom with beautiful hardwood floors and fresh, brand-new paint. Each unit is filled with abundant natural light, creating a warm and inviting atmosphere. Major updates include tuckpointing (2021), rear siding (2021), newer windows, a boiler (2022), and an updated hot water tank (2026), providing peace of mind for the next owner. A standout feature is the spacious 3-car garage, offering ample parking and storage. Whether you're an owner-occupant looking for rental income or an investor seeking a well-maintained multi-unit property, this is an exceptional opportunity in a convenient Chicago location. The Property is sold AS-IS

2322 N Kenneth 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.