Refine Search
Map
Sort by
$579,999
4 Beds ⋅ 3 Baths ⋅ 12744009 MLS ⋅ ACTIVE Status
Excellent opportunity to own a well-maintained 2-flat in the highly desirable Jefferson Park neighborhood, offering strong rental potential and an ideal setup for owner-occupants. This classic Chicago multi-unit features two spacious units, a finished basement, and shared laundry, making it a versatile investment in one of the city's most commuter-friendly areas. The first-floor unit offers 2 bedrooms and 1 bathroom with hardwood floors throughout, a bright and spacious living room that flows into a separate dining room, and a well-appointed kitchen with an eat-in breakfast area. This unit also includes central heating and air conditioning, providing year-round comfort. The second-floor unit features 1 bedroom and 1 bathroom with 9-foot ceilings. All wood floors throughout the first/Second floor. The layout includes a large living room, separate dining room, and a spacious kitchen with a walk-in pantry, along with a generous bedroom featuring a large walk-in closet. The finished basement offers additional living, recreation, or storage space and includes shared laundry and mechanicals, including the furnace, A/C, and water heater. Basement features full bedroom and bathroom. Significant exterior improvements include a newer roof, windows, siding, 2 car garage, concrete patio, and privacy fence, creating a low-maintenance investment with appealing outdoor space. Located in the heart of Jefferson Park, the property offers exceptional access to transportation and neighborhood amenities, including nearby **CTA Blue Line stations and multiple Metra lines for easy commuting to downtown Chicago. Residents are also within walking distance to everyday conveniences such as Mariano's, Target, and Starbucks, with quick access to Interstate 90 and Interstate 94. Jefferson Park is known for its strong rental demand, neighborhood charm, and unmatched transit connectivity, making this property an excellent choice for investors seeking steady income or buyers looking to live in one unit while generating rental income from the other. Home has a 2 car garage and parking pad next to garage. Fully fenced in yard. Click on 3d tour to walk though unit. 1st floor unit availabe for owner occupancy now. Do not miss this chance to live and have others pay your mortage!

5037 W Winona Street, Chicago
$239,900
2 Beds ⋅ 1 Baths ⋅ 12658378 MLS ⋅ CLOSED Status ⋅ Jefferson Court Townhomes BLDG.
*INVESTOR FRIENDLY*. Beautifully maintained 2-bedroom condo with a versatile bonus tandem room in the highly sought-after **Jefferson Park neighborhood**! This well-designed unit offers an efficient layout with great natural light, a cozy fireplace, and flexible living space perfect for a home office, nursery, or workout area. The kitchen features 42" cabinets along with newer stainless steel stove and refrigerator (2024). Additional updates include a new water heater (2026), and in-unit laundry. Enjoy the convenience of 1-car garage parking plus a spacious full-size storage unit. Located just minutes from the Jefferson Park Metra and CTA transit hub, this home is a commuter's dream with quick access to I-90/94, downtown Chicago, O'Hare, restaurants, shopping, parks, and neighborhood favorites. A fantastic opportunity to own in one of Chicago's most connected and desirable neighborhoods. Schedule your private showing today!

5418 W Windsor Street Unit #1N, Chicago
$810,000
8 Beds ⋅ 5 Baths ⋅ 12626154 MLS ⋅ CLOSED Status
Exceptional multi-unit investment opportunity at 5754 N. Elston in Chicago! This unique property features 2 units, with duplex down offering incredible income potential and flexibility for investors or owner-occupants alike(2 total units). This completely renovated property offers immediate cash flow potential or the flexibility to live in one unit while renting out the other. The building features multiple units, including a fully finished duplex down with 3 bed/ 2 bath up and 2 bed down/1 bath down. Upper unit, offering 3 bed/2 bath layouts, and each with spacious living spaces. Outside, a outdoor balcony in both units and a large parking pad with space for up to 3 vehicles- an added convenience for tenants or owners. Located in a highly desirable commuter-friendly area, the property is within walking distance to the Jefferson Park Transit Center, providing access to the CTA Blue Line, Metra, and Amtrak. Close to Kennedy Expressway and the Edens Expressway, making travel throughout the city and suburbs effortless. Downtown Chicago is approximately 11 miles away, and O'Hare International Airport is just 6 miles from the property. The property is also located within the boundaries of Farnsworth Elementary School and Taft High School. Don't miss this rare opportunity to own a versatile, income-generating property in a prime Chicago location!

5754 N Elston Avenue, Chicago
$325,000
4 Beds ⋅ 2 Baths ⋅ 12583830 MLS ⋅ CLOSED Status
Welcome to this charming 4-bedroom, 2-bathroom Chicago gem that perfectly blends classic character with essential modern updates. Ideally situated in a friendly neighborhood, this home offers unbeatable transit access, located just blocks from the train, two stops from the airport, and steps away from a corner bus stop. The main level greets you with elegant crown moldings, soaring high ceilings, and a beautiful bay window that floods the living room with natural light. A formal dining room sits adjacent to the living space, leading back to a spacious eat-in kitchen and a cozy enclosed porch perfect for morning coffee. This floor also includes a convenient main-floor bedroom and a full bath featuring a charming vintage claw-foot tub. Upstairs, you will find three additional nicely sized bedrooms providing plenty of space for family or a home office. The lower level consists of an unfinished basement equipped with laundry facilities and a newer full bathroom added just five years ago. Major exterior updates provide total peace of mind, including a brand-new roof, siding, and gutters. Additional perks include a brand-new dryer and dishwasher, a detached 1.5-car garage, and a handy storage shed. With its prime "location, location, location" and move-in-ready improvements, this home is a rare find in a vibrant community.

5722 W Grover Street, Chicago
$750,000
6 Beds ⋅ 4 Baths ⋅ 12520625 MLS ⋅ CLOSED Status
A true cash-cow in Jefferson Park-legal 3-unit with a rare coach house on an oversized lot. Properties like this almost never hit the market. Three strong income streams: - Duplex-Up (Unit 2): Long-term renter in a spacious upper-floor duplex with a primary large bath, and a walk in closet. - Second Floor (Unit 1): A turnkey Airbnb with a proven, verifiable income history and flawless performance. - Coach House (Unit 3): Stand-alone home with a long-term tenant paying top-market rent. All units are move in ready and easy to rent. Perfect for an owner-occupant, extended family living, or an investor seeking above-average returns and immediate positive cash flow. Prime location: walking distance to the Jefferson Park Transit Center (CTA/Metra/Pace), 10 minutes to O'Hare, the HIP, and Rosemont. Quick access to the Kennedy and Edens. Quiet residential street, great schools, and a family-friendly neighborhood. A rare, high-performing Jefferson Park gem-not one to miss.

5017 N Meade Avenue, Chicago
$251,500
2 Beds ⋅ 2 Baths ⋅ 12446023 MLS ⋅ CLOSED Status
City living with room to breathe! This first-floor 2-bedroom condo in Portage Park offers fresh paint, in-unit laundry, and an open living/dining space with sliding doors to your own private patio overlooking green space. The primary suite includes a full bath, and the second full hall bath adds comfort and flexibility. One off-street parking space is included in this pet-friendly building. Adjacent to Wilson Park. Near shops, and restaurants, with Six Corners and Jefferson Park Transit Center nearby. Easy access to the Blue Line, Metra, and I-90 makes downtown or O'Hare just minutes away.

5332 W Windsor Avenue Unit #1C, Chicago
$367,000
4 Beds ⋅ 2 Baths ⋅ 12426520 MLS ⋅ CLOSED Status
Rarely Available, Spacious First-Floor Duplex in Prime Jefferson Park Location! Don't miss out on this oversized 4-bedroom, 2-bath end unit duplex nestled on a quiet, tree-lined street in Jefferson Park. With 2 levels of finished space, this west-facing home offers an ideal layout for families seeking room to spread out-two bedrooms and a full bath on each floor, providing extra privacy for extended family, in-laws, or that independent college student. Step into the updated island kitchen, complete with granite countertops, stainless steel appliances, and plenty of cabinet space-perfect for home chefs and casual entertaining. The kitchen leads to a welcoming living and dining area with beautiful hardwood floors throughout the main level. Enjoy the comfort of central air and heat, plus the convenience of a dedicated in-unit laundry room with washer/dryer-no more trips to the Laundromat. The lower level expands your living options with additional bedrooms, a second full bathroom, and flexible space for a home office, media room, or play area. This property is located in the highly sought-after Jefferson Park neighborhood, known for its strong community feel, great schools, and easy access to everything. Walk to nearby parks, shops, and restaurants. Public transportation is a breeze with the Jefferson Park Transit Center (serving Metra and CTA Blue Line) just minutes away. Commuters will love the quick access to I-90/94-be downtown or at O'Hare in no time! This unit truly offers the space and layout of a single-family home, without the maintenance. Pet-friendly building.

5609 N Mango Avenue Unit #1W, Chicago
$155,000
1 Beds ⋅ 1 Baths ⋅ 12282079 MLS ⋅ CLOSED Status
Discover this beautiful and well-maintained 1-bedroom, 1-bathroom condo in the heart of Portage Park, offering comfort, convenience, and easy access to everything you need. Located in a quiet, smoke-free, self-managed 8-unit building, this home features an assigned parking spot, low 290/month HOA fees with strong reserves, and included utilities such as heat, water, and common insurance. The building has been well cared for with recent updates, including tuck pointing, clean out, and roof repair. Inside, enjoy modern comforts like central A/C with a condenser less than five years old, free basement laundry, and an oversized assigned storage unit. Outdoor space is available in the back, and the pet-friendly building allows cats and dogs with HOA approval. This home is ideal for homeowners looking for a well-kept space in a prime location. Less than a 10-minute walk to four parks and just 0.4 miles from Walgreens, Jewel-Osco, and Starbucks, this condo is also minutes from great local bars, restaurants, and public transit. Permit street parking is readily available for added convenience. In immaculate condition with only minimal updates needed, this is a fantastic opportunity to own in a vibrant neighborhood!

4507 N Central Avenue Unit #202, 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.