Refine Search
Sort by
$329,900
4 Beds 2 Baths 12274364 MLS CLOSED Status
**Investor's Dream: Early Opportunity in Chicago's Thriving Market** Seize this rare opportunity to own a two-flat property in one of Chicago's vibrant neighborhoods. Perfect for the seasoned investor, this property offers an exceptional chance to maximize your returns in a market ripe for growth. With solid bones and incredible potential, this building is ideal for those looking to renovate, rent, or hold for long-term appreciation. Each unit features spacious layouts ready to be customized to modern standards, making it appealing to future tenants or buyers. Situated in a prime location, it boasts convenient access to public transportation, trendy dining spots, and community amenities. Whether you're looking to enhance your portfolio or embark on your next successful project, this property is a blank canvas waiting for your vision. Don't miss out-savvy investors will recognize the untapped value here and act quickly to capitalize on this outstanding opportunity!

2015 N Leclaire Avenue, Chicago

$550,000
9 Beds 4 Baths 12434175 MLS CLOSED Status
Exceptional Investment Opportunity - 5004 W Armitage Ave + Vacant Lot. Don't miss this rare chance to own a solid brick 4-unit building in a desirable location, paired with an adjacent vacant lot offering incredible potential for expansion, parking, or future development. This well-maintained 4-flat features: Two spacious 3-bedroom units, each with separate living and dining rooms, full kitchens, and private porches - ideal for families or long-term tenants. Two comfortable 2-bedroom units with functional layouts and full kitchens - perfect for smaller households or income generation. A two-car garage provides convenient off-street parking. A large unfinished basement offers extra storage or potential for additional living space or laundry facilities. Whether you're an investor seeking strong rental income or a homeowner looking to live in one unit and rent the rest, this property offers flexibility and room to grow. The included vacant lot expands your options even further - add outdoor amenities, create additional parking, or explore future development (buyer to verify zoning). Additionally, 4 flat features hardwood flooring, copper piping and each unit has it's own furnace.

5004 W Armitage Avenue, Chicago

$427,000
4 Beds 3 Baths 12429373 MLS CLOSED Status
Welcome to this beautifully updated 2-unit property, offering comfort, style, and versatility. The first unit features two spacious bedrooms and one full bathroom. The second unit is a duplex-style layout with one bedroom, two full bathrooms, and an attic - providing flexible space with room to grow or personalize. This home effortlessly blends classic charm with modern updates, including a fully remodeled kitchen equipped with new cabinetry, stainless steel appliances, and updated lighting throughout. Natural light pours in through well-maintained windows, and the two-year-old roof adds peace of mind. The property also features two newly renovated bathrooms (excluding the attic's), and a charming one-year-old front porch - perfect for relaxing or entertaining. Comfort is ensured with two separate heating and A/C systems, making this home ideal for multi-generational living or rental income opportunities. The spacious backyard and attic flex spaces offer potential for home offices, additional living areas, or storage. Newer windows installed throughout the basement. Property appraised and passed FHA inspection, deal fell through due to buyer financing. Sold As-Is, this property is perfect for investors or buyers seeking a move-in-ready home with the option to customize further. Don't miss your chance to own a solid, updated property in a growing neighborhood!

2147 N Latrobe Avenue, Chicago

$722,000
5 Beds 3 Baths 12414087 MLS CLOSED Status
Whether you're searching for your next savvy investment or looking to maximize your purchase, this fantastic property in Portage Park is not to be missed! Rebuilt with meticulous architectural plans, Property features two units, offering the flexibility to live in one and lease the other, or generate income from both. Stylish interiors await you, characterized by dark walnut hardwood flooring, impeccable millwork, and an abundance of windows that flood the space with natural light. Unit 1 is a stunning duplex with 3 bedrooms and 2 baths, including an expansive lower-level living area perfect for an office, additional bedrooms, or extra storage. Unit 2 features 2 bedrooms and 1 bath, with an expandable walk-up attic with skylights, ideal for conversion into a third bedroom, work area, or office. Each home boasts a gorgeous eat-in kitchen with high-end stainless steel appliances, shaker-style cabinetry, and quartz countertops. The designer baths exude a spa-like feel with chic tile work, seamless shower enclosures, and modern vanities. Additional features include a flood-control system, central heat/air systems, new windows, roof, plumbing, and electric with separate panels for each unit, and a new copper water main. Enjoy the convenience of being close to Portage Park, Starbucks, Jewel, restaurants, and neighborhood boutiques. Ready to make your real estate dream a reality? Schedule a tour today!

5155 W Roscoe Street, Chicago

$525,000
4 Beds 3 Baths 12416632 MLS CLOSED Status
MULTIPLE OFFER SITUATION! HIGHEST AND BEST DUE TUESDAY AUG 19TH! 2-3 Unit on Triple Lot | Huge Fenced in Driveway + Garages | 5021-5025 W Grand Ave: Incredible opportunity to own a fully leased 2-3 unit property on a triple lot with massive income potential. Features include remodeled interiors (~2018), three separate units, large open basement with laundry, and 2 oversized garages (one heated with tall overhead doors-boat/trailer ready). Driveway fits 20+ cars. Recent updates throughout ensure the buildings are in excellent condition, minimizing capital needs. Ideal for owner-occupants or investors looking for flexibility and scale. Amazing location: Dunkin' just 300' away, short distance to Grand/Cicero Metra, and close to Starbucks, Home Depot, parks, schools, and shopping centers. All Three Apartments are leased. Zoned B2. Total building ~3,159sq.ft.

5021 W Grand Avenue, Chicago

$547,725
4 Beds 3 Baths 12417284 MLS CLOSED Status
Ready to own an all brick 2 unit, income producing property, in a great location? This one of a kind all brick 2 unit comes with a 2 car garage. The first unit offers hardwood floors throughout, formal dining/living room, Kitchen opens to family room that leads to deck with above ground pool, features two bedrooms with potential to duplex down to finished basement. Second unit offers two bedrooms, kitchen, bath, formal dining/living room. Units have been upgraded with 42inch wall cabinets, granite counter tops. Non conforming basement apartment features 1 bedroom, kitchen, living room and bathroom! 2 laundry rooms for your convenience! This amazing 2 unit is within walking distance to shops, Parks and more!

2924 N Mulligan Avenue, Chicago

$525,000
4 Beds 3 Baths 12401409 MLS CLOSED Status
Looking to invest in a family owned building plus adding some extra income for yourself? Look no further in this classic brick Chicago style 2 flat, located in the Belmont-Cragin area, right across the street from Schubert Elementary. Some improvements include 2nd floor Climate Guard window replacements, roof appx 8yrs, water tank 2024, and boiler appx 10yrs. Both units have upgraded eat-in kitchens, bathrooms with ceramic floors, and hardwood flooring with beautiful classic oak trim & molding throughout, plus spacious bedrooms with walk in closets. There's also an extra room off the kitchen. (can be used for office space or extra storage). Finished lower level is used for extended family- includes 4 rooms, ceramic floors, 2nd kitchen and full bath, washer/ dryer and enclosed porches. 2 Car garage plus separate cement carport with privacy gate. Bldg SOLD AS-IS!! Note (wall furnace in lower level not working) Alarm system stays.

5310 W Parker Avenue, Chicago

$599,000
6 Beds 3 Baths 12397234 MLS CLOSED Status
This is the building you've been waiting for! This beautiful brick building with two legal units and an in-law suite in the highly appreciating Belmont Cragin neighborhood is perfect for any savvy investor! You won't find anything else like this one! This building has it all and has been extensively updated with only quality finishes in the last few years! building includes three levels of living space with two massive 1,200 sq ft units and a huge, brand new in-law suite. On the top two floors you'll find identical units with large living rooms, large separate dining rooms, large kitchens, large bedrooms with ample closet space and an extra tandem bedroom in each unit for a potential third bedroom or office! You'll fall in love with the beautiful hardwood floors, hardwood trim and moldings, 9ft+ ceilings, meticulous attention to all details and all the natural sunlight each apartment gets! This property has been extensively updated in recent years with new windows + new lintels, newer plumbing, and new electrical throughout the property! The building features newer kitchens, updated bathrooms on the top two units, and the owner's unit has a rare open concept layout! The ground unit is practically brand new with new framing, new electrical, new insulation, new drywall and new plumbing. This property has been meticulously maintained and screams pride in homeownership with updates to the roof, recent tuckpointing, newer furnaces and hot water tanks, and newer concrete in the rear and side of the building. Area rents are extremely high and continue to rise due to the location and proximity to all the city has to offer. This property is located on an amazing block and right across the street from the highly coveted St. Ferdinand School! This property is located in a highly appreciating area near public transportation, highways, local shopping and dining! LOW TAXES! Schedule your showing before it's gone!

3115 N Marmora Avenue, Chicago

$662,000
6 Beds 3 Baths 12389113 MLS CLOSED Status
Welcome to this beautiful brick two-flat nestled in the heart of the Belmont Cragin neighborhood. Remodeled 11-yrs ago, this meticulously updated property offers modern living with classic charm, making it the perfect investment or owner-occupant opportunity. Unit 1, duplexed to lower level, features 4-Bedrooms and 2-Bathrooms with spacious formal living & dining rooms that are ideal for gatherings, the gourmet kitchen features newer stainless-steel appliances and granite countertops, also elegant crown molding and recessed lighting throughout. There is private access to the lower-level along with additional living space, laundry area and storage. Unit 2, on the second floor of the home, features 2-Bedrooms and 1-Bathroom, features bright and airy living spaces with hardwood floors, modern kitchen with sleek cabinetry & stainless-steel appliances and modern bathroom with contemporary finishes as well as its own side-by-side laundry. This property, with approximately 3000 sq ft of finished lving space on all levels, is tastefully decorated and features 11-yr old roof and windows for enhanced energy efficiency and 11-yr old furnaces & air conditioning units. This property shines with gleaming hardwood floors and stylish finishes throughout, the recessed lighting and crown molding add a touch of elegance, and granite countertops and custom cabinetry in both kitchens complete the property. Nearby grocery stores and restaurants provide the convenience of city living with a suburban feel. Don't miss out on this exceptional opportunity! Contact us today to schedule a private viewing and make this dream home yours. Please note that sellers may require post closing possession.

5236 W Nelson Street, Chicago

$530,000
6 Beds 3 Baths 12382222 MLS CLOSED Status
Fantastic investment or house hacking opportunity in the heart of Portage Park! This solid brick 2-flat features two spacious units, each offering 2 bedrooms, 1 bath, generous living and dining areas, and hardwood floors throughout. The finished basement provides additional living space-ideal for extended family, recreation, or a potential in-law arrangement. Updated electrical throughout offers peace of mind and modern convenience. Located near top-rated schools, parks, shopping, public transportation, and major highways. Whether you're an investor or an owner-occupant, this well-maintained property delivers comfort, versatility, and income potential. Schedule your showing today-this one won't last!

5255 W Henderson Street, Chicago

$570,000
6 Beds 3 Baths 12370271 MLS CLOSED Status
This solid 1920s building offers a great opportunity for both investors and owner-occupants. Each of the main units features a formal living room, dining room, eat-in kitchen, 2 bedrooms, and 1 bathroom. The finished basement includes a 2-bedroom in-law setup-perfect for extended family or rental income. Recent updates by the current owner include newer water heaters along with updated kitchens and bathrooms throughout the building-enhancing both functionality and appeal. The property also features radiator heat on the main and lower levels and central heat and A/C on the second floor. A two-car garage plus an additional outdoor parking spot adds extra convenience. Close to CTA bus lines, parks, schools, restaurants, and shopping. With strong rental potential and updates already in place, this is a smart investment in one of Chicago's enduring neighborhoods.

4821 W Wrightwood Avenue, Chicago

$450,000
4 Beds 3 Baths 12371248 MLS CLOSED Status
Do not miss an opportunity to own a beautiful legal 2 flat in booming Belmont Cragin! This gorgeous brick building situated on a standard lot features (2) 2 bed 1 bath units with living rooms, dining rooms, and enclosed back porches. The building offers classic Chicago charm with original faux fireplaces, built in bookshelves, and hardwood floors throughout. The basement is partially finished with 7' ceilings, half bath, and a newly installed interior check valve on the sewer line, ready for your completion ideas! Solid roof, vinyl windows, and separate gas and electrical meters to keep the building expenses low! The rear offers a fully fenced concrete pad, making landscape maintenance a breeze. Great location with nearby bus stops, Grand/Cicero Metra, and walking distance to Blackhawk Park.

4821 W Medill Avenue, Chicago

$773,200
10 Beds 3 Baths 12352409 MLS CLOSED Status
Welcome to 4825 W Oakdale Ave-a fully renovated, income-generating legal 2-flat with an additional garden unit, ideally situated on an oversized 40' x 125' lot in Chicago's East Belmont Cragin neighborhood. Whether you're an investor or an owner-occupant looking to minimize your mortgage payments, this property offers low maintenance costs and high rents with a CAP Rate over 8.75. Each unit has luxury condo quality finishes througtout! All units feature Oversized Living and Dining Room Combos with newer Hardwood Floors Thru-out, designer kitchens with white shaker cabinets, quartz counters, and stainless appliances. Units 1 and 2 offers three bedrooms and one renovated bathroom. The garden unit includes 4 bedrooms, 8' ceilings, and two private entrances! With all units rented for a total gross income of $7,108/month, this property will put money in your pocket from day 1. Property improvements from 2022 include a new tear-off roof (house & garage), new black energy-efficient windows, updated plumbing and electrical, three separate HVAC systems and water heaters, laundry room, new decks, 2-car garage, 4-car driveway, and a large backyard. This turn key investment is in the East Belmont Cragin/Avondale/Logan Square neighborhoods. Just minutes to the highway, public transportation and great shops and restaurants. **Owner is in the process of having the property rezoned to a 3-flat with the alderman/city. The lawyer for the rezoning has been paid up front and will continue the process with the new owner. Architectural drawings have also been completed and will be included with the sale**. Come Home!

4825 W Oakdale Avenue, Chicago

$580,000
5 Beds 2 Baths 12362005 MLS CLOSED Status
VERY SOLID BRICK 2 FLAT IN HOT PORTAGE PARK NEIGHBORHOOD. GOOD SIZE LIVING RM, FORMAL DR, 3 ORIGINAL BRS ON 2ND FLOOR PLUS ADDITIONAL - SUN ROOM - GREAT FOR OFFICE OR EXTRA BR, CT BATH, ALL HARDWOOD FLOORS, EAT-IN KITCHEN W/WALK-IN PANTRY, ENCLOSED PORCH. 1ST FLOOR HAS 6 ROOMS, 2 BRS AND COULD BE DUPLEX DOWN. WIDE OPEN BASEMENT HAS HIGH CEILING, LAUNDRY AND STORAGE AREA. RECENT IMPROVEMENTS INCLUDE: 2025 - 12 NEW PORCH WINDOWS, 2024: LEAD WATER PIPES OUTSIDE REPLACED BY CITY OF CHICAGO, 2022: LANDSCAPING, 2021: NEW GARAGE DOOR OPENER, EXISTING WINDOWS WRAPPED IN ALUMINIUM (BUILDING), REAR EXTERIOR DOOR REPLACED, 2019: SIDE TUCKPOINTING, SIDEWALK INTERFACE CAULKED, GARAGE SIDING, GUTTER AND DOWNSPOT, WINDOW AND SIDE DOOR REPLACED, 2018: NEW FRONT LINTELS (10), FRONT TUCKPOINTING, 2ND FLOOR APT PAINTED, 2017: DUROLAST ROOF (15 YRS TRANSFERABLE WARRANTY), NEW FIREWALL, CAPPING TILES, NEW GUTTER AND DOWNSPOT, 2016: NEW CHIMNEYS, LINERS AND CAPS, NEWER FURNACE AND HW TANK. NICE BACK YARD, 2 CAR GARAGE. WALKING DISTANCE TO CHOPIN PARK WHICH OFFERS GREAT PLAYGROUND FOR KIDS, WALKING PATH, SOCCER FIELD, BASKETBALL, VOLLEYBALL AND TENNIS COURTS. ESTATE SALE - GREAT BUILDING ON GOOD BONES.

5343 W Henderson Street, Chicago

$772,000
7 Beds 5 Baths 12345125 MLS CLOSED Status
*Highest and Best by Monday 5/5 3pm* Discover a well-maintained legal brick 3-unit property at 5025 West Roscoe Street, Chicago, offering a solid investment opportunity. This updated property features two spacious units, each with 3 bedrooms and a rare 1.5 bathrooms, designed with functional layouts and modern updates. The third unit includes 1 bedroom and 1 bath with high ceilings and radiant in-floor heating, adding unique charm. Enjoy the convenience of coin laundry for the entire building and separate utilities for each unit. A large 2-car garage completes this attractive package. Perfect for first-time investors to live in one unit and rent the others or seasoned buyers seeking a turnkey income property. Nearby, you'll find quality schools, popular shopping centers like Belmont Center, and beautiful parks such as Kilbourn Park, enhancing the appeal of this promising investment.

5025 W Roscoe 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.